22 comments/ 251408 views/ 76 favorites Ryan's Summer Pt. 01 By: rgjohn Chapter 1 As Ryan Crawford drove slowly down the tree-lined street, he turned his head from side to side looking for the first address on his list. Although the sun was shinning brightly, the street was dark due to the rich late spring foliage of the huge old oak trees. The addresses were embossed on brass plates attached to the imposing stone pillars holding the iron gates. The brick walls around the massive estates protected the houses like fortresses and made it evident that the people living there wanted to choose who got in and who didn't. Ryan wasn't familiar with this area of town and from the size of the houses he figured he never would be. This was definitely where "the other half lived"; the so-called idle rich. He knew that the estates must have cost millions of dollars, not including the expense of servants, limousine drivers, and people like him, who took care of their swimming pools. Just a few weeks ago Ryan wouldn't have dared to even drive down this street. But now he had a summer job cleaning pools and most of his customers lived in this section of town. He had been surprised that he was offered a job with AquaSpa Pools, a large pool servicing company that catered to the rich and famous. The job was part of a program to keep underprivileged kids off the streets during the summer months. The company hired ten or so young men to maintain pools and in some cases to do "odd" jobs around the massive estates. He wasn't sure how they had gotten his name since he hadn't applied for the job. It probably had something to do with his friend Benny who had worked there during the summers for the past several years. Ryan wasn't complaining. He needed the money desperately because he was trying to save money for books and such in case he got a scholarship for college. But it embarrassed him to have to take "charity". Still he swallowed his pride and took the job. The best thing about the job was that it required that he only work four hours a day, Tuesday, Wednesday and Thursday. That gave him a four-day weekend, which would allow plenty of time to practice for the high school gymnastics team. While Ryan wasn't exactly a natural athlete, he had worked hard to build up his body. He practiced several hours every day and thought he had a good chance to make the team. He had put on 15 pounds of muscles in the past six months, adding to his six-foot tall and already lean physique. Still, the competition was fierce and he knew that he would have to stay in shape during the summer. Most people would have thought that Ryan was very popular teen. Unfortunately that was not the case. While his blond hair, blue-eyed good looks made both young and older women turn their heads, he was a very shy boy and rarely returned their attention. And, although Ryan had just turned eighteen, he looked and acted younger. Ryan had been born six weeks premature and that created some developmental problems for him. Nothing that was serious but his mother believed it was the reason for his extreme shyness and his tendency to lack self-confidence. The old car sputtered and a loud bang exploded from the tailpipe. Ryan could feel his face flush with embarrassment and could almost feel the neighbors turning up their noses, wondering who the vagrant driving the dilapidated car was. The 1984 Olds looked pretty good twenty years ago, but it had definitely seen better days. One front fender was dented in, the automatic windows didn't work anymore and both rear quarter panels were rusted through. White smoke billowed from the tail pipe as a result of an engine with two burnt valves. The driver's side window was permanently stuck in a position halfway open. Now, the wreck of a car sat low in the back, due to weak suspension and the fact that the back seat and trunk were loaded down with chlorine, algaecide, ph riser and everything else he needed to take care of swimming pools. Two weeks ago Ryan wouldn't have known what the chemicals were for. He certainly never had a swimming pool at his house and he wasn't very good in chemistry. However, that didn't seem to matter to AquaSpa. They gave him a two-day crash course on pool maintenance and sent him on his way. "Ah, here it is, 3316 Oak Tree Lane, Lloyd and Mary Wellsworth," Ryan said to himself when he saw the numbers on the large gate and matched them to his list. He had heard of the Wellsworths. They owned a chain of department stores and were part of "high society". As Ryan stretched his arm through the opening in the driver's door window and pressed the buzzer on the wall he wondered why they didn't have a live in pool person. Then his thoughts were interrupted when he heard a curt reply through the speaker. "Yes?" "Uh... I'm Ryan from AquaSpa Pools." Without another word, a buzzer sounded and the large iron gates slowly opened. The car sputtered and belched more smoke as Ryan drove up the winding driveway. "Wow," he gasped out loud as he saw the large house. It sat on top of a hill with large oak trees and several smaller buildings surrounding it. There were marble steps and stone pillars leading to two massive wooden doors. As he started to get out Ryan saw an old man dressed in what looked like a tuxedo come out and hurry down the steps toward him. "Please drive around to the servant's entrance," the old guy said, pointing a driveway at the end of the house, as he bent over and peered through the passenger side window. There was obvious disdain on his face and in his heavily accented British voice. Ryan could see him look at his car and then almost turn his nose into the air. Excuse me! Ryan thought as he hit the gas and made the car backfire loudly. He drove around the side of the mansion where there were several parked maintenance trucks. "It must be hired help day," Ryan said to himself. He parked, got out and opened the back door to pull out a large container of chlorine and a bucket of algaecide. He saw the butler waiting for him a safe distance from the car, almost as if it had some contagious disease. "Where's the pool?" "This way," the butler said and turned and walked down a hedge-lined sidewalk. "This is some swanky place," Ryan said to the man strutting stiffly down the walk in front of him. The butler didn't answer. When he reached the corner of the house he stopped and turned to Ryan. Then he silently raised his arm like a statue and pointed toward a set of steps that led up to the back of the house. "Is the pool equipment up there?" Ryan asked. "You will find everything you need behind the main caba¤a. Help is not allowed in the main house without an escort. Please ring the buzzer on the wall if you need anything." With that the old guy turned and headed for the servants entrance. "Everything you need is behind the main cabana," Ryan whispered in a vain attempt to mock the butler's British accent. Ryan climbed the stairs, carrying the two heavy buckets of chemicals. At the top he stopped, put the buckets down and looked around. In front of him was the largest swimming pool he had ever seen. It had a two-tiered diving board, a large hot tub and roped off lanes for swimming laps. Surrounding it were several small covered cabanas and one large one. There were various cushioned lounge chairs, tables with umbrellas, and even palm trees. It occurred to Ryan that since palm trees were not indigenous to this area, they had to import them. He wondered how they kept them alive during the winter but then figured they probably just replaced them every year. This is going to take me forever just to vacuum Ryan thought as he stood with his hands on his hips and scanned the massive pool. He looked at the surrounding gardens and could see several workers cutting the hedges that stretched out behind the massive house. As he turned back to the house he glanced up at an upstairs balcony and was startled to see a woman standing there. He couldn't get a good look at her but she appeared to be rather young. Probably the stuck-up daughter of 'Lord Wellsworth', he thought. A second later she was gone. "Oh well, times wasting," he said and went to find the vacuum hose. An hour later Ryan was drenched in sweat and he was only half finished vacuuming the pool. He wiped his brow with his forearm and looked around to see if there was anywhere to get a drink of water. His tank top was sticking to his chest and back. He thought about just jumping into the pool to cool off but knew that it would probably cost him his job. Still it seemed very tempting. "I thought you might want something to drink," came a voice from behind him. Ryan was startled and turned around quickly. He saw a beautiful woman walking toward him with a glass in her hand. She appeared to be in her mid-thirties and was stunning. He could see her strong, tanned legs slipping in and out of her robe as she strode toward him. Her silky blond hair hung past her shoulders and she had beautiful blue eyes that seemed to match the blue in the sky above her. It was she that he had seen on the balcony. Ryan stood with his mouth open. "Well," she said as her face broke into a warm smile. "Oh, I'm.... I'm sorry," Ryan said, flustered. "Thanks." He took the cold glass of iced tea from her outstretched hand. "I'm Mary Wellsworth," the pretty woman said and held out her hand again. Ryan spilled some of the tea as he rushed to switch it to his other hand in order to shake hers. When he didn't say anything, the woman said, "And you are?" Ryan recovered from his shock and said, "I'm sorry... I'm Ryan Crawford from AquaSpa Pools." "Very nice to meet you Ryan Crawford," the woman said. She stared at him with a slight smile on her lips and then glanced down at their joined hands. "I'm sorry," Ryan said for the third time as he realized that he was still holding her hand. He pulled away quickly and felt his face flush with embarrassment. "I thought the Wellsworth's were old codg..." Ryan started to say and then stopped. The woman laughed. "Well Mr. Wellsworth is quite a bit older than I am. I'm the second Mrs. Wellsworth. The original Mrs. Wellsworth died about twelve years ago." "Oh, I'm... I'm sorry." Ryan could have pulled his hair out. He couldn't believe what a fool he was making of himself. He had never been good around girls and especially not a beautiful woman like this. He took a quick drink of the cold iced tea to cover his embarrassment. There was a knowing smile on the woman's face. "Well, don't let me get in your way." She turned and walked toward a cabana. As she did she looked over her shoulder and said, "I see you have on swimming trunks. If you get too hot, feel free to take a dip." "Thanks... uh... it's what we wear to clean pools... you know... in case we fall in." God, can I get anymore lame, he thought. Ryan watched her disappear into the cabana and then he went back to cleaning the pool. Within minutes, the sweat began to pour from him again. He looked up at the bright sun and wiped his brow. What the hell, he thought. With that he dove forward, his body slicing into the cool and refreshing water. With strong strokes he swam under water toward the side of the pool. The water felt great on his overheated body. At the pool wall he reached for the side of the pool, pulled himself up, wiped his eyes and pushed his hair back. A gasp escaped his lips when he saw Mrs. Wellsworth lying on a lounge chair a few feet away. She was lying on her stomach, on an angle to him, with her head turned away, reading a book. She had on a very small bathing suit. The top was untied in the back and he could see the bulge of flesh from one of her breasts as it pressed to the towel on the lounger. As his eyes scanned down her body he could also see that the bottom of her suit did not cover her buttocks. There was one thin strap going around her waist. He knew that it must be one of those string bikinis. He felt himself getting excited as he continued to stare at the sexy woman. For some reason Mrs. Wellsworth suddenly turned her head and looked at him. She had on a pair of sunglasses and pulled them down her nose and smiled. "Took my advice huh?" "Yes ma'am," Ryan answered sheepishly when he realized that she had seen him staring. "Oh don't call me ma'am. It makes me feel so old. You can call me Mary." "Uh... okay," Ryan said, thinking he would never call her Mary. "I'm going to have Jigs bring me a sandwich. Would you like something?" Ryan was starved. He hadn't eaten breakfast and it was after noon. However, the first thing that came out of his mouth was "Is the butler's name really Jigs?" Mary laughed loudly. "I think so. At least that's the name I've always known him by. He has worked for the family for forty years." "Jigs," Ryan said with a smile on his face. "Can you help me for a second," Mary asked, holding the tie of her top across her back. It took a second for Ryan to realize that she wanted him to tie her top. He pushed himself out of the water with his strong arms. He could feel the muscles in his chest rippling as he lifted his well-toned body from the pool. When he looked up he saw Mary's eyes on his chest. A little chill went through him at her admiring glance. Then he discounted it; what would a beautiful woman see in a kid? he thought. He walked over and knelt at her side, his eyes fixing on her almost bare buttocks. The cheeks were smooth and tanned with just a small triangle of white skin at the top of her crack where a previous bathing suit had been. Her skin was flawless and he could even see fine white hair on the hills of her buttocks. His eyes followed the string of her bikini down until it disappeared between her cheeks. When his penis began to harden he immediately leaned over the pretty woman, tearing his eyes from her sexy buttocks. "Ohhhhh," she gasped as the cold water dripping from his hair landed on her back. "Sorry," Ryan said. "There's a towel over there," Mary said, pointing to several large and fluffy towels draped over a chair. Ryan got a towel and began to dry his hair and face. As he brought the towel to his chest, he again saw Mary's eyes on him. This time he could swear that they were on his crotch. He dried his shirt-covered chest as best he could and then wiped his legs. "You can take your wet shirt off if you want." Ryan pulled his shirt over his head and dropped it to the ground. He saw Mary's eyes on his chest and he flushed. He was proud of his well-toned body, but he had never been looked at like this before. "My but you have a great body," Mary said sincerely. "Uh... thanks," Ryan said with a pride tinged with embarrassment. "I'm trying out for the gymnastics team at school." "I can tell." He saw the older woman's eyes travel down his body. Her admiring look felt strange but exciting. He felt his penis twitch in his shorts and he thought he saw her smile. "Tie me please." She lifted up slightly, baring more of her large breast. Ryan's eyes were wide as he saw the heavy orb stretch until all but the nipple was uncovered. He bent and reached out with trembling fingers to tie the straps on her back. His hands unavoidably touched the soft skin of her back. Inexplicable he saw goose bumps appear on her back and arms. He thought it must have been from the drops of water still falling from his hair. With the back of her suit tied, Mary stood up, leaving Ryan kneeling at her feet. Ryan tried not to stare but it was impossible. The top of her suit only covered half of her breasts and he could clearly see her hard nipples under the thin yellow material. His eyes naturally went down her body and across her firm stomach. He was surprised to see a tiny gold ring in her navel. The bottom of her suit was but a triangle that just barely covered her private parts and there was an indentation where the material slipped into the grove of her lips. "We'll eat under the main cabana," Mary said to the almost star struck young man. With that she picked up her robe, wrapped it around her. Then she reached down and grasped his hand, helping him to his feet. "I'll be back in a minute," she said as she led him over to a table. Ryan could still feel the warmth and softness of her hand as he sat in a comfortable cushioned chair. He glanced around the beautiful setting again and thought that having a summer job wasn't going to be so bad. He sat back, sinking into the chair and laying his head back. He closed his eyes as a soft summer breeze blew across his body, bringing a sigh from his lips. Chapter 2 Ryan had almost dozed off when Mary returned to the table, carrying another glass of iced tea for him and some type of mixed drink for her. She sat down across from him. "Lunch will be out in a minute." She took a quick sip of her drink and said, "So Ryan, are you heading for college this fall?" "Uh... no ma'am." "Mary, please." "Mary... I just turned eighteen but I have another year to go in high school. My mom tells me that I was a preemie baby and had some developmental problems. She waited a year before she registered me for school." "No lasting problems I hope," she said sincerely. "No. I'm fine... maybe just a little too shy," Ryan said and felt his face turn red. "Shy is cute," the pretty woman said with a twinkle in her eyes. "Are you going to college after high school then?" "I'd like to but I have to get a scholarship. My mom is divorced and I have two younger sisters. It's been hard for her to make ends meet, working two jobs and all. She does the best she can but there's no way she can afford college for me. I'm trying out for gymnastics team hoping to get a scholarship, but I've joined the cheerleading squad too because there seems to be more money for scholarships there." Ryan looked sheepish, not exactly proud of being a cheerleader. "Being a cheerleader sounds like a lot of fun... all those young girls," Mary laughed. "You're a very handsome young man and I'll bet you have girls all over the place. Are you dating anyone?" "No. All of the girls on the team are already spoken for. Besides... with being shy... and all..." Mary smiled at Ryan's red face. "I think girls like a shy boy... as long as you're not too shy... if you know what I mean." She actually winked at him. Ryan got the point and his face flushed again. He looked away. Just then a Spanish woman with a maid's uniform walked up to the table and sat a plate of sandwiches in the middle. "Thank you Maria," Mary said. "I didn't know what you wanted so I had her fix a little of everything. Help yourself." Ryan looked at the stack of sandwiches and felt his stomach grumble. He grabbed several and placed them on a plate and began to eat. He was starved and within minutes he had eaten three sandwiches. When he slowed down he saw Mary smiling at him again; half of her sandwich was still on her plate. "I'm sorry," Ryan said when he realized what a pig he had made of himself. "Don't be sorry. I'm glad you enjoyed it. You're still a growing boy. Myself, well, I have to watch everything I eat because after a certain age everything goes to the hips." "You look great," Ryan blurted and felt his face flush again. "Thank you sweetheart. You may be shy, but you know the way to a woman's heart." Mary scrunched up her face and looked down at the cleavage under her robe. "I think my boobs are way too big and my butt to broad." With that the pretty woman opened her robe as if to prove the point. Ryan's eyes opened wide as he stared at the sexy mounds of exposed cleavage barely hidden by her bathing suit top. Then he watched in shock as she actually lifted her breasts as if to present them to him. He could see her nipples almost popping out from the top. Suddenly a buzzing in Ryan's head was the only sound he could hear. His eyes lifted and he looked at Mary's pretty blue eyes. She was staring at him. He swallowed hard but he was unable to form words. Ryan's Summer Pt. 01 "See what I mean?" Then Mary stood up and opened her robe. "See how wide my hips are... and I've never had a baby." The lower half of the sexy woman was suddenly bare, exposing her trim waist, sexily flaring hips and firm thighs. Ryan's eyes grew even wider when he realized that the crotch of her bikini bottom had somehow slipped between her sex lips, leaving one smooth lip exposed. His penis sprang to life, growing rapidly down the leg of his shorts. Mary saw Ryan's eyes and she smiled. She slipped her robe off and then she moved over and sat in the chair next to him. She leaned over and placed a hand on his surprised face. Her voice lowered to a husky whisper as she said, "You are a very handsome boy... and so shy. Are you a virgin?" The question caught Ryan completely off guard. His first reaction was to say no, but he was sure she would be able to tell that it was a lie. "Uh... well... uh..." he stuttered. Mary smiled, sliding her hand off his face and onto his chest. She placed the palm of her hand on his strong chest and said, "It's okay. That's very sexy to a lot of women... especially older women." The older woman's eyes seem to become glassy and she added as if to herself, "God a real virgin." Ryan was sure that she could feel his pounding heart in his chest. It may have been the first time he ever felt proud of being a virgin. Mary stretched out her index finger and began to trace her fingernail in circles across his smooth skin. She leaned her head on the palm of her other hand and watched his eyes as her finger moved across his strong pectoral muscles until it reached his nipple. The fingernail circled his nipple, sending chills down his spine. His penis was now pulsing against his thigh, uncomfortably trapped in his swim shorts. He squirmed in his seat. Mary's eyes glanced down and saw his predicament. "That looks very uncomfortable," she whispered. "You can adjust it if you want." Sweat broke out on Ryan's forehead. He was unable to move, paralyzed with fear and excitement. There was no way he was going to adjust his penis if front of this woman. "Here," Mary said and boldly reached down and grasp his hardened penis. "My, my," she gasped when she felt his pulsing shaft. Ryan jumped in his seat and almost climaxed as he felt the warm and soft hand of the pretty woman wrap around his shaft. It wasn't the first time a girl had touched him but it was certainly the most exciting. He watched in shock as she pulled his penis upward, working it under his still wet swim trunks until it was straight up, tenting his shorts. "That's better huh?" Ryan couldn't answer. His eyes were wide as saucers as he looked back up at the older woman's now lust filled eyes. "You have very nice equipment there," she said, still whispering. She moved her fingernail back to his chest and slid it down and across his hard stomach muscles. When her fingernail reached his belly button she paused and ran it around the little indentation once before moving lower. She stopped at the top of his shorts. Ryan held his breath, paralyzed with fear, as he watched her finger slip under the elastic. He sat helplessly as she used one finger to lift his shorts. He closed his eyes, too embarrassed to watch as he felt the material lift from his throbbing penis. Then he felt the elastic slip down until half his shaft was bared. "Oh my," Mary gasped in real shock when she saw the blood engorged head. It looked like a small mushroom. Mary let the elastic snap down, trapping his penis against his stomach. Ryan's eyes flew open and he looked down. The elastic of his shorts cut into his penis, forcing more blood to the already large head. The shaft began to move up and down in time with his rapid heartbeat. Ryan was mortified. Since he was a small boy, the shape of his penis head had embarrassed him. While his penis was a little longer than normal, the head was twice the normal size and looked like a mushroom. When he saw other kids his age, none of their penises looked like his and he worried that he might be deformed. It became such an issue for him that he had conned his mother into signing a note so that he did not have to shower after gym. Then, as he grew older, he became very discrete, showering after everyone was gone. "This is amazing," Mary said, now with a slight tremor in her voice. Her own breathing had become more rapid. What started as a little game had suddenly become seriously exciting to the older and experienced woman. With her outstretched finger she touched the swollen head gently and felt Ryan tremble. Then her fingertip traced a path across the smooth head, slipping across the top and through a stream of clear juice dripping from the slit. She rested her finger under the head and then lifted it slightly until she could see the stream of juice running from the large slit. "Mmmmm," she said and began to smear the juice across the stretched surface of the now purple crown. Ryan moaned and stretched his trembling legs out as he watched the beautiful woman play with his penis. He glanced quickly up at the house and then back down to the moving finger. Never in his wildest imagination would he have thought this would be happening to him. Nothing had prepared him for this. His head was spinning so fast that he thought he might pass out. His chest heaved up and down as he gasped for breath, sucking air through his open mouth. "You have a beautiful cock," Mary whispered breathlessly and then added, "I've never seen a head so large." Ryan fought the urge to get up and run. Instead he sat frozen as he watched the older woman slip her finger across the now sticky surface of the head, leaving a trail of his juice behind. All of his focus was on his pulsing penis head and her finger as it continued to move across the stretched skin until the entire head was shining with his pre-cum juice. "My husband used to like me to do this," Mary said excitedly as she made a circle out of her thumb and index finger and squeezed the sensitive skin just below the crown. Then she began to rotate her fingers slowly, first one direction and then the other, using his juice as a lubricant. "Ohhhh!" Ryan moaned. He closed his eyes, fighting desperately to hold back his climax. He lifted his hips from the chair, his strong legs stiffening and he gasped for breath. Mary continued to twist her fingers; her head still on her hand in a casual attitude as if this was something she did everyday. However, inside she felt anything but casual. Unknown to Ryan, her heart was now pounding in her chest and she felt her juice pouring into the crotch of her bathing suit. It was going to be soaked when she got up. Ryan gasped as she alternately squeezed and twisted her fingers. When he lifted his hips again and moaned she let go for a second but used her fingertip to trace a bulging vein until it disappeared under his shorts. Then she moved back up the shaft and wrapped her fingers around the ridge and under the head again. "Oh God Mrs.... uh... Mary," Ryan gasped in warning. She knew that the young man couldn't take anymore. "It's okay sweetheart, you can cum," Mary whispered excitedly. She began to squeeze her fingers tighter and twist them back and forth faster. "Oh Jesus," Ryan gasped. He could feel his balls begin to tighten like they always do when he was ready to climax from his own hand. It was a familiar feeling that always sent shock waves up and down his spine. He lifted his hips higher as the large mushroom head grew even larger. "Ohhhhhhh," he groaned. Suddenly, he felt his cum streaking up the shaft. It blasted out of the opening like a fire hose, squirting all the way up his chest and splattering just under his chin. "Good God!" Mary exclaimed as she watched the first giant blast of sperm hit his chest. She squeezed her legs together, pressing the crotch of her suit against the swollen inner lips of her vagina. The second shot went even higher, hitting Ryan under his chin. She squeezed and twisted her fingers in time with the pulsing shaft. When she felt the third blast rushing through the shaft, she closed her eyes briefly and trembled. Her swollen sex lips throbbed and a small but intense climax rushed through her. It was unexpected and quite a surprise to her because she normally needed quite a bit of stimulation... preferably the oral kind... to climax. When Mary opened her eyes again, Ryan's penis was still spitting juice. Her face showed amazement as she watched his thick cream continue to cover his chest and stomach. Finally, the contractions slowed until the sperm dribbled out slowly and trickled across her fingers. Ryan lay gasping for breath. When he opened his eyes, he wondered if it had all been a dream. But then he saw Mary's smiling face and felt his own face flush in embarrassment. Then she casually picked up a cloth napkin and tossed it onto his chest. "You have pool work to do young man. I'll see you next week," she said as she stood up. Ryan's mouth was still wide open when he saw that one lip of her sex was still exposed and the material of the crotch of her bikini was soaked with her juice. She carried her robe over her shoulder, leaving her buttocks bare, as she walked away. He watched her sexy butt sway back and forth, in an almost exaggerated fashion, until she disappeared into the house. Suddenly he realized that his still half-hard penis was out of his shorts and his chest was covered with his semen. He stood up and the blood rushed to his head, causing him to sway. As the spinning eased, he again wondered if it had all been a dream: a wonderful and sexy dream. But then he felt the sticky cum running down his chest and knew that it has been real. He used the napkin to wipe the evidence from his chest and stomach and then raced over and dove into the water. Ryan couldn't see the pretty woman as she leaned against the kitchen counter. Her legs were trembling so much that she could barley remain standing and her still cum wet fingers were between her legs, rubbing her very swollen sex lips. Incredibly, within seconds she was climaxing again. It was stronger than the first one and made her legs give out, forcing her to the floor and onto her butt. The telephone rang in the office Jerome Williams as he sat working at his desk. "AquaSpa Pools," he answered. "Jerome, this is Mary Wellsworth." A smile grew on his face. "Hi Mrs. Wellsworth. How has your day been?" "Marvelous Jerome. I wanted to tell you how pleased I am with Ryan. He is a sweet and shy boy. How did you know that he was just what I wanted?" "I've been doing this for years. Let's just say that I have my ways." "Well, you have exceeded my expectations." "So, I take it that the young man is to your liking?" "Very much so. But I don't want to move to fast... don't want to scare him away." "After he has seen you, I don't think wild horses could drag him away," Jerome laughed. "Is he going to Sandra's house this afternoon or tomorrow?" "Tomorrow I think." "Good. We'll see how that works out." "If I know Mrs. Billings, Ryan is in for quite an education," Jerome laughed again. "Well, I just wanted to tell you how pleased I am. Make sure you send me your bill." "Don't worry, I'll tell Cindy to do it right now." "Bye and thanks again." "You're welcome," Jerome answered and hung up. He brought up the Wellsworth account and plugged in a number. The bill was five times what he would normally charge for pool services. Chapter 3 Ryan was soaked with sweat and exhausted when he arrived home that day. He had taken care of two other pools after leaving the Wellsworth estate. It was harder work than he had imagined. But, he wasn't just tired from the work. The excitement of the visit to the Wellsworth had worn him out more than the physical labor. Still, when his head hit the pillow, he couldn't sleep. And, he barely slept the rest of the night. He kept going over the events of the day, reliving every second from the moment he arrived at the mansion to the time he left. It was the strangest but most exciting day of his life. By the time the sun brightened his room, he had only slept for a total of two hours. He got up and dressed quickly, putting on a tank top and cut off jeans. He hurried out to the car and checked to see if he had enough chemicals. Then he headed out for his second day of work with a feeling of excitement in his stomach. His first appointment was at 10 A.M. and was in the same neighborhood as the Wellsworths. He wondered what his next customer looked like as he drove through his own run-down section of town, hardly noticing the dilapidated houses and old cars on the front lawns. A bridge over an expressway separated his poor community from the ritzy section of town. As he turned into the development he saw a police cruiser sitting along the side of the road. Benny had warned him that the police would hassle him, especially driving his junk car, so he had placed a sticker on the door of his car that read, "AquaSpa Pools." He waved to the cops and they waved back. The sticker worked. As he passed the Wellsworth's estate he felt a little chill of excitement and suddenly wished it were next week. Several houses down the street he found the next address on his list. He pulled up to the large iron gate like yesterday, but this one was already opened. He drove up the driveway until he reached the main house and stopped in front. The house was not quite as imposing as the Wellsworth's but it was nonetheless beautiful. He waited for a few minutes but when no one came out he got out of the car and walked up the steps and rang the doorbell. A moment later a woman in a casual summer dress came to the door. She was trim and in her early forties, dark hair, very pretty, with a friendly face. Ryan thought she must be Mrs. Billings. "You must be Ryan Crawford from the pool service," the woman said. "Yes ma'am," he answered, surprised that she knew his name. "You're early. I'm Ms. Baker, Mrs. Billings' assistant. She is in her office. Come in and I will see if she is ready to see you." "Uh... I'm just here to clean the pool," Ryan said, not expecting to be invited in. "I know," Ms. Baker said and led him into the house and to a large living room. "Please have a seat. Would you care for anything to drink?" she asked. "No ma'am." The woman smiled. "I love a young man with manners. I'll be right back." A few minutes later she returned and told him that Mrs. Billings would see him in a few minutes. "Are you sure I can't offer you a drink?" "Uh... okay, a Coke please." She returned with a Coke on a tray and then bent over to place it on the table in front of Ryan. His eyes grew wide when he realized that he could see down the front of her dress. Her large and mature breasts swung freely, exposing the two large orbs all the way to her nipples. As he stared, she looked up from her bent over position and saw him looking. He saw a smile come to her face. "I'll be back for you in a few minutes." With that she left. It took Ryan a few minutes to recover from the shock of seeing the woman's bare breasts. As he sipped his Coke nervously, he got up to look around the expensively furnished room. He figured the furnishings in the living room alone probably cost more than his entire house. There were ornate statures, giant portraits and expensive jade carvings throughout the room. On one side of the room were four tall sliding windows that looked out over the deck, the swimming pool, and several tennis courts. In the distance were rolling hills stretching as far as he could see. He was just thinking of how nice it would be to live in a place like this when the woman returned. "Mrs. Billings will see you now." She turned and led him toward the stairs. Ryan was eye level with her buttocks as he followed her up the wooden spiral staircase. The dress was snug at the waist and rather tight on her hips. She had a very nice shape for a woman of her age. Until yesterday, Ryan figured that any woman over 30 was old. However, after what happened at the Wellsworth's, he had begun to change his mind. Now, as he watched the woman sway her hips in front of him, he was shocked to feel a tingling in his crotch. At the top of the stairs, the woman led him across a balcony that overlooked the living room and to a large oak door. She knocked and without waiting for an answer, she opened the door and directed him past her. As she did she whispered "Good luck," and she smiled strangely at him. Ryan had no idea what "Good luck," meant. "Uh... thanks," he said. When he turned he saw a woman sitting at a large mahogany desk. She had her head down and was writing something and didn't look up as he walked over and stood at the desk. Ryan could see that she looked to be older than Mary Wellsworth, but younger than Ms. Baker. She had brown hair and it was elegantly styled, falling short of her shoulders and turned under. She had on a pair of horned-rimmed glasses. She almost had the appearance of a stern but pretty schoolmistress. Suddenly she looked up and Ryan was staring into her big brown eyes. Her face was unsmiling but her eyes seemed to twinkle. He found himself staring into her eyes as if hypnotized. The woman sat back and folded her hands under her chin, pressing her index fingers thoughtfully to her lips. "So you're Ryan Crawford?" It was a statement and not a question. "Yes ma'am," Ryan answered anyway. He suddenly wondered if somehow she thought he was applying for a job. Then he added, "I'm just here to clean the pool." "I know that. However, I insist on meeting everyone that works in my house," she said rather sternly. Then her lips curled in a slight smile. "Especially if they are handsome young men!" She motioned toward a sofa and said, "Please have a seat and I'll be with you in a second." Ryan sat on a leather sofa, still feeling like he was being interviewed for a job. He looked around the large office/study and saw walls of books and plaques. The room appeared somewhat masculine, yet there were many feminine touches. There were fresh cut flowers in vases, frilly flowing curtains on the windows, and the room had a sweet smell of perfume. On the walls was several diplomas and he saw Sandra Billings name on all of them... Doctor Sandra Billings. One was a college diploma from Dartmouth; another was a Master's from Stanford and another PHD and MD from Johns Hopkins University. Ryan was impressed. "May I join you," Sandra said. Ryan was startled. He was lost in thought and hadn't heard her get up from her desk. Now she was standing over him with a smile on her face. She had taken her glasses off and Ryan could see that she had a very pretty face. She had on a white blouse that had two buttons unbuttoned at the top and there was a string of white pearls around her neck. Her beige skirt was relatively short and quite tight. She had a very attractive figure from what he could see. "Uh... yes ma'am... sure," Ryan stuttered. Sandra sat down on the sofa and leaned to the side, crossing her legs comfortably. Ryan's eyes naturally focused on her legs. He saw her short skirt pull upward, exposing an expanse of thigh and revealing just the hint of the top of her nylons. "So, I understand that you have just joined the AquaSpa team." Ryan wouldn't have called it a team since he only knew one other guy that worked there. "Yes ma'am." "I think it's pretty hard to get a job with them. I know that they're very selective." Ryan didn't think he had been specially selected. It was just a program to help poor kids. Still, if she thought he was special there wasn't any reason to tell her different. "First, let me tell you a little about me. As you can see," she said, waiving her arm toward the diploma filled walls, "I am a physiologist and a medical doctor. I deal mostly in sexual disorders but I dabble in other psychosomatic disorders as well. I specialize in unorthodox treatments... treatments that sometimes are frowned upon by my profession." Ryan's Summer Pt. 01 The woman looked pensive for a moment, almost lost in thought. Then she added, "However, my techniques are very successful." Ryan wondered why she was telling him this and if she was going to psychoanalyze him. About the only thing he had a problem with was the size of the head of his penis but he certainly wasn't going to talk to her about that. A smile came to his lips as he thought of how ridiculous that would be. "So tell me about yourself, what your aspirations are, and where you want to go with your life." Although he felt somewhat weird, Ryan began to tell the pretty woman his short life history. He found that she seemed to really be listening to him. Occasionally she would interrupt to ask him to clarify something but for the most part she just listened. She didn't write anything down but Ryan could tell that she was filing it away. Before he knew it, Ryan was telling her things that he had never told anyone. He talked and stared into her large brown eyes, losing himself in her strange and beautiful stare. Incredibly, after about an hour Ryan began to talk about his problem with the size of the head of his penis. "...and then I guess the worst thing was that when I went to take a shower in gym, the kids laughed at me. They started to call me mushroom head and other mean names." "Hmmm, and how did that make you feel?" "Ashamed." "And do you believe that is why you're still a virgin?" Ryan stopped for a minute. He didn't remember telling her that he was a virgin. Maybe she just guessed. "Yes," Ryan whispered. "So you have never had a girl see you or touch you?" Ryan thought of what had happened yesterday but decided that he wouldn't mention that. Besides, she wasn't a girl. "Well, several times girls have... have you know... jerked me off inside my pants. But no... no one but my Mom has seen me, and that was when I was a little boy." "Did you ever talk to your mother about your problem?" "No, I've never talked to anyone... until now. It's... it's too embarrassing." "You don't seem too be embarrassed to talk to me about it. Why do you suppose that is?" "I don't know. Because you're a doctor I guess." The doctor paused and sat silently staring at Ryan. After a minute or so, Ryan started to squirm in his seat. "Ryan, I know we have just met but I believe that I can help you. I don't think your problem is serious right now and I am sure that physically you are fine. However, I am a little concerned about your emotional immaturity and your shyness, which is obviously a result of the shame you feel about your sexual equipment. That can manifest itself into various psychosomatic disorders later in life and can therefore be serious if left untreated." The doctor sat back with a serious look on her face and paused to let Ryan absorb this. She tried to keep from smiling. Suddenly Ryan was concerned. Maybe his 'problem' and the resulting shyness were serious already. He remembered times when he had avoided crowds of people because he felt uncomfortable. And he had always had problems approaching girls. He had become somewhat of a loner. Sometimes he would stay in his room all weekend, reading or playing video games. The few friends that he did have were mostly like him... quiet and shy... with the exception of Benny. "Would you like me to try and help?" Ryan was startled at the sound of her voice. "Uh... I can't afford to pay anything." Sandra Billings laughed. "I wouldn't charge you anything. I don't need the money, as I am sure you know. However, your case interests me very much. But... if I am to help you, you must trust me completely. Will you trust me?" "Uh... yeah, sure," Ryan said almost eagerly. "Very good. First, I need to understand if you really have a physical problem, but before I do that, let me share a little secret with you. When I was a young girl... many years ago," she added with a smile, "I had a problem much like you. The fact is that many of the problems we have as adults stem from things that happen to us as children. It can be from abuse, a tragedy or sometimes, just things that grow too large in our adolescence minds. In my case, when I was twelve and beginning to mature, I woke up one morning and found I had breasts." Sandra laughed and continued. "Now all girls do that. However, I thought that my breasts seemed to be different. They were larger than my girlfriends, but that wasn't all." The woman paused as she stared at Ryan and she reached up and idly began to unbutton her blouse. Ryan eyes opened wide as he watched her fingers. "I thought my nipples were deformed," Sandra said. She saw Ryan's surprised face turn red. "Please don't be embarrassed. 'Nipples' is just a word... like tits or cock or pussy." Ryan's eyes opened wider. The older woman stopped after the second button and reached over and placed her hand on Ryan's bare leg. "You trust me don't you?" Ryan felt her warm hand on his thigh and an electric shock rushed through him. His penis twitched in his shorts. "Uh... yes," he lied. He didn't know what he thought. But he knew that he felt excitement and fear coursing through him. "This will be our little secret, right?" she said, looking at him with a serious expression. "Uh... sure," Ryan stuttered, wondering what she was going to do that had to be a secret. With that the woman began to unbutton her blouse again. When she got to the last button, she pulled the blouse out of her skirt and let it fall open. Suddenly Ryan was staring at her lacy bra, which barely held her two large breasts. His heart was now pounding in his chest. "Ryan, I was embarrassed by how my nipples looked. They weren't what I thought were 'normal'. Most girls had small areolas with little nubs on the end. Me... well..." again Sandra paused as if she were making a decision. "Let me show you." With that, she reached between her breasts and unclipped the clasp holding her bra together. She hesitated for a second before she let go. Suddenly the elastic sprung open, pulling the lacy bra from her large orbs. Ryan gasped as her breasts fell out in front of his eyes. They were quite large but sat up firmly on her chest. There was just a hint of sag attesting to her maturity. However, the most amazing thing was that the entire front sections of both breasts were brown: the areolas covered the entire surface. In the middle was the nub of her nipples. They were a chocolate brown with the rest of her breasts a lighter shade of brown. As the pretty doctor sat proudly in front of Ryan, she continued. "As you can see, my breasts are almost all nipple... better known as areolas." She reached up with her palm and lifted one of her breasts as if Ryan couldn't see them well enough. As she held it up she circled the nipple with her finger. "This area... beyond the nipple, on most girls is white breast skin with the nipple in the middle." She touched the nipple and it seemed to spring to life. "I thought I was a freak. I cried and tried to talk my mother into letting me skip gym. I made up all kinds of excuses and I could never talk to anyone about it. However, if I had, I would have known that I wasn't all that different. As a result, similar to you, I never took a shower throughout high school. I was also very reluctant to date for fear that if we got that far... if I let a boy open my blouse... well, it would be very embarrassing." Ryan was already hard as he stared the woman's beautiful breasts. He barely heard what she was saying. But what he did hear had a familiar ring. He squirmed in his seat and hoped that Doctor Billings didn't notice his erection. However, that was impossible. He saw her eyes glance down and a slight smile curl at her lips. "I met a female doctor while I was an intern and we became very good 'friends', she said with an emphasis on friends that was lost on Ryan. "She helped me a great deal. With her support, I learned that all of us are different. We are tall, short, blue eyes, brown eyes, large breasted, small breasted, etc." Then she paused and stared at Ryan. She saw his eyes look from her beast to her face and back to her breasts again. She continued. "I'm sure you have seen pictures of women's breasts Ryan. Do you think my breasts are odd?" She lifted both breasts as if to present them to him. "Uh... uh... no... uh their beautiful," Ryan stuttered, his penis now pulsing in his shorts. "Thank you. But like you Ryan, I thought I was deformed." Then she looked pointedly at his crotch and a smile came to her face. "From your reaction, I would say that you think they are exciting. That is a normal and healthy reaction." Again, Ryan's face flushed in embarrassment. "So, do you see my point?" Ryan's mouth was so dry he could barely swallow. He licked his lips and whispered, "Uh... yes I guess I do." "That's okay, we'll work on it. Most problems are not solved without a lot of give and take." Sandra stood up, her blouse flipping open, her breasts hovering above the confused young man. "Ryan, if you will let me, I would like to give you a physical and do some tests. Have you ever had a physical?" "Uh... no... well, a little one when I tried out for the track team last year. But... but, I have to clean your pool and there are other houses." Suddenly Ryan was very nervous. He didn't like doctors, female or male. He had to fight the urge to run out of the room. "Don't worry, I'll call your boss." With that she walked over to her desk. She left her blouse open as she picked up the phone and dialed the number for AquaSpa Pools. "Yes, Jerome, it's Doctor Billings. "I'm fine. Listen, I have Ryan Crawford here with me and I have some odd jobs that I would like him to do this afternoon." She glanced over at Ryan and smiled. "Yes, for the rest of the afternoon. Can you cover for him?" There was a pause before she said, "Excellent! Thank you. And by the way, go ahead and process my bill. I think I'll be more than pleased with your services. Goodbye." The doctor hung up and came back over to Ryan. "You don't mind if I leave my bra unhooked do you?" she said. She didn't wait for his answer as she began to button her blouse, pulling the thin white material tightly over her large orbs. "It feels so much better without one." Ryan's penis was still throbbing as he stared at the older woman's now thinly covered breasts. He couldn't answer her. His mouth moved but nothing came out. His eyes were as wide as saucers. The top two buttons remained opened, exposing her cleavage and he could plainly see the large brown nipples under the thin silk of the blouse. Sandra went over to a large mahogany cabinet and took out a stethoscope and a blood pressure cuff. Then she picked up a clipboard from her desk, hooked the stethoscope around her neck and came back to Ryan. She put her glasses back on and sat next to him, placing the blood pressure cuff on his arm. "We just need to make sure all your vitals are good." With that she took his blood pressure and wrote the number on her pad. She then took his pulse. "95... a little high but some people get excited around doctors." His rapidly beating heart had very little to do with her being a doctor. "Can you take your shirt off for me?" Ryan hesitated for a second but then pulled his shirt over his head. Sandra smiled in admiration. "Very nice muscle tone," she said. Then she placed the stethoscope on his chest and listened to his heart. Next she asked him to take deep breaths as she listened to his lungs. She made notes and continued to examine his ears, eyes, and mouth. Finally she sat back. "Well, everything here is very good." She got up and pulled a stool from beside the sofa. Then she sat down and asked Ryan to stand. Ryan's heartbeat soared past 100 as he got to his feet. The tent in his shorts embarrassed him, but he was more worried about what was coming next. "Okay Ryan, would you please drop your shorts for me?" "Uh... well... I... don't... have any... underwear on," he stuttered, his face bright red. His lack of underwear wasn't the problem... his still half hard penis was. The doctor smiled. "That's quite all right. We would just have to take them off anyway." Ryan had never been so embarrassed in his young life. He kept telling himself that she was a doctor. Yet, every time he looked down, he could see her naked breasts under her blouse. With his hands trembling he reached for the waistband of his shorts. With a ragged breath he started to slowly push his shorts down, baring the skin below his navel and the top of his pubic hair. Unknown to Ryan, the doctor's heartbeat was far above normal at this point too. She squirmed on the stool, feeling her juices begin to flood her panties. The incredibly embarrassed young man closed his eyes and pushed his shorts down. His half-swollen penis flipped out, causing a large drop of pre-cum to fly through the air and land on the floor between the doctor's legs. Sandra suppressed a gasp as the young man's privates were revealed. His penis was still half-hard and there was now string of clear juice hanging from the tip to his thigh. The head was indeed very large. In fact, it was the largest she had ever seen and it wasn't even fully hard. She smiled to herself as she thought of her and Mary's conversation last night. She had been in total disbelief of what Mary had told her. But now she realized that Mary had been quite accurate in her assessment of his equipment. She swallowed to moisten her suddenly dry throat and tried to maintain her professional demeanor. Ryan was almost trembling as he stood in front of the staring woman. "Slip your sandals and shorts off," she said and then reached down and picked his shorts up and placed them on the sofa. Suddenly Ryan was totally naked. "Now Ryan, I'm going to examine you testicles," she said and reached her trembling hands to his large balls. "Ohhhh!" Ryan gasped as he felt her warm fingers on him. His penis pulsed and began to grow until it was fully hard. Juice was running in a stream from the tip. "Excuse me," Sandra said and turned and retrieved a box of Kleenex. She pulled one out and used it to swab up the juice that was dripping from his penis. "I'm... I'm sorry," Ryan said. "Nonsense. It is a perfectly normal reaction," Sandra answered as she held his penis gently in her soft hand and dabbed the end. However, as soon as she had cleaned up the juice, more came out. She did it twice more before she gave up. By that time Ryan's penis was rock hard and pulsing in front of her face. She tried not to stare but she had to marvel at the large head. "Mushroom head" is a good name, she thought and almost laughed. Her fingers went back to his balls, lifting them and feeling for any lumps. Then she placed a finger behind one and told Ryan to cough. She did it to the other side. Ryan looked down and saw the doctor face just inches from his throbbing penis. He was mortified by his reaction. Yet, she acted like it was perfectly normal for someone to have an erection while being examined. He watched as she spread her legs and slid closer to him. He could see the tops of her thigh high nylons now and the tanned flesh above them. Another inch and he would be able to see her panties. "Okay Ryan, what I'm going to do now is something that all men hate." The doctor paused and picked up a tube of something. "I'm going to examine your prostate. Normally you should have it done once a year, unless you have a history of prostate cancer in the family." The doctor neglected to tell him that it was recommended once a year, but only after 40. "Please turn around and lean forward onto the chair." Suddenly Ryan wanted to cry. He didn't even know what a "prostate exam" was but he was pretty sure having it examined wasn't pleasant. He turned around and leaned forward, placing his hands on the seat of the chair, feeling his face turn beet red. Sandra smiled as she stared at the young man's strong buttocks. Men didn't like to have a finger stuck up their ass, she thought, but she had a lot of fun doing it. She applied a lubricant to her middle finger and slid forward on her stool. Normally she would have used a glove but this wasn't exactly a normal situation. "Ryan, can you reach back and spread your cheeks for me?" "Huh?" Ryan said, looking back at the doctor. "Open you cheeks," she said again firmly. Ryan's hands were trembling as he reached behind him and pulled his cheeks apart. He thought undressing in front of the pretty woman was embarrassing but this was far, far worse. He closed his eyes tightly and waited. Suddenly he jumped when he felt the doctor's finger on his rear hole. "Hold still please and try to relax. It will make this much easier," Sandra said, trying to control her excited voice. She pressed her finger forward. Ryan groaned, half in pain and half in embarrassment, as he felt her finger sliding into his rectum. He took a deep, trembling breath, and tried to relax. Her finger felt much larger than it looked. His knees began to grow weak when he felt her twist her finger around deep inside him. Suddenly and to his great surprise, his penis, which had wilted as soon as the finger touched his rear hole, began to grow. He tried to will it to stop but it didn't work. Within seconds he was sporting a full erection again. And even worse, there was an increased amount of juice running from the tip and dripping to the floor. "Um, don't feel any lumps and the size is okay," the doctor said as if to herself, twisting and turning her finger. Then she moved her finger in and out slowly. This was totally unnecessary and was for her pleasure alone. Additionally, she was taking much longer than necessary. She felt his sphincter clinching on her finger and smiled excitedly. "What I'm doing Ryan is checking for any abnormalities in your prostate. The prostate is a very important gland to a man. It controls a critical part of your sexual function. It is a walnut sized organ, situated between your bladder and penis, with the urethra running through it." All of this description was totally lost on Ryan because he was way beyond hearing anything she said. He had no idea that the exam was for her pleasure alone as he held his breath, waiting for it to be over. "Your prostate seems to be perfectly normal and that's very good." Sandra pushed her finger as deeply as it would go and smiled at Ryan's intake of breath. Then she slowly and reluctantly pulled her finger from his rectum. Ryan sighed with relief. "You can stand up now Ryan." Ryan's face felt like it was burning as he turned around and looked at the doctor. "Excuse me for a second." The doctor got up, opened a door and stepped inside a small bathroom. Suddenly she leaned against the door and took several deep breaths in an attempt to control her trembling. It took her several minutes to get control of her emotions and regain her professional demeanor. Finally she stepped over to the sink and washed her hands. Then she brushed her hair and looked at herself in the mirror. A lustful smile turned up the corner of her lips as she stared at her almost naked breasts under her thin blouse. An image of the spider and the fly crossed her mind as she smiled, took a last deep breath and opened the bathroom door. When Sandra came back out she looked like the professional doctor again... with the exception of her bra-less breasts under her blouse. She said, "I need to take some measurements and get a specimen now Ryan." She went over to her telephone and pressed the intercom button. "Ms. Baker, can you get me a tape measure and a specimen cup please." "Yes ma'am," came the reply. Sandra came back over and sat down. She picked up another Kleenex and wiped the juice dripping from Ryan's penis again. "You certainly have a lot of juice there. That's very healthy." Ryan's Summer Pt. 01 Ryan's face turned redder and his penis throbbed as she gently dabbed the tip again. Then he watched her wrap her hand around the shaft. He felt a chill run down his spine when the pretty woman squeezed his shaft, sliding her soft hand from base to tip, milking more juice from the head. He stared at the face of the pretty woman and saw something in her eyes. Suddenly, her head began to move closer to his penis until he could feel her breath on the pulsing head. Then they were both startled by the knock at the door. The doctor sat back, taking a deep and ragged breath. "Come in." Ryan gasped when he realized that the doctor's assistant, or whatever she was, was going to see him naked. Sandra saw his concerned look and said, "Don't worry, Ms. Baker is my assistant but she is also a trained nurse." Somehow that didn't make Ryan feel any better. He closed his eyes tightly as the older woman entered the room. He tried vainly to cover his erection with his hands and therefore didn't see the smile that passed between the two women. "Okay Ryan, we're going to measure you now," Doctor Billings said and fought back another smile. Ms. Baker stood behind Ryan and wrapped the tape measure around his chest and called out, "42 inches." Then she wrapped it around his waist and said, "32 inches." After that she came around and stood next to the doctor. "Hold this to the base," Sandra said. Ryan watched as the older woman stretched the tape measure to the base of his penis, pressing it into his pubic hair. Ms. Baker held the tape and Sandra stretched it to the tip. "Seven and a half inches. A little above normal." Then she took the tape and wrapped it around his shaft and took a measurement. "Six inches," she said, almost in a whisper now. Finally she wrapped it around the head. Her eyes opened wide and she looked up at the other woman who returned her look of astonishment. "Eight inches!" His penis head was almost twice the size of a normal man. Ryan was trembling now. His penis throbbed with every beat of his heart and pumped juice from the head in a steady stream. However, he wasn't the only one in the room excited. "Now, we need to take a sperm sample," Sandra said as casually as she could. Ryan's eyes flew open. He might have been na‹ve but he had a pretty good idea what that meant. However, before he could react, Sandra stood up and leaned close to him, one of her soft breasts pressed into his shoulder as her hand reached for his throbbing penis. "Ms. Baker, why don't you hold the specimen cup," she said as she began move her hand slowly up and down his penis. The older woman sat down on the stool and held the open specimen cup under the head of his penis. "Oh Jesus," Ryan moaned as he felt Sandra's soft hand began to stroke him. No matter how embarrassed he was he couldn't deny the pleasure that was suddenly consuming him. In spite of everything, his hips began to move in time with the stroking hand. The feel of her soft breast on his arm and smell of her sweet perfume made his head spin. She was so close that he could feel her breath on his cheek. Then he felt a hand on his testicles. Ms. Baker was stroking his squirming balls, cupping them gently in her warm hand. Suddenly, Sandra's hand began to move faster. "Just relax," Sandra whispered. "That's it... that's it," she hissed as she felt Ryan body react to her stroking. Then she abruptly stopped. She said, "Now relax a minute. We want to build your sperm so that we get a good sample." Ryan gasped and then groaned. He was now a mass of trembling flesh. Still holding his shaft, the doctor moved behind him and reached around to place the other hand on his penis. Her breasts flattened against his back as both hands began to pump him... very slowly this time. "You have a wonderful cock Ryan. It's going to make a lot of women happy," she whispered. "Ohhhh!!!" Ryan gasped. "That's it, you're getting close aren't you," Sandra whispered excitedly. "Mmmmm," was all that Ryan could manage to hiss. His hips began to move in time with the doctor's hands. He held his eyes closed tightly as waves of pleasure rushed up and down his spine. With another excited moan, Ryan felt his cream began to streak up his shaft. Suddenly the head grew and the large slit opened, spewing his sperm with great force into the air. Ms. Baker was unprepared for the volume and force of Ryan's ejaculation. The blast flew across the top of the cup and hit her on her chest just above the opening of her dress. It made a splat sound in the otherwise quiet room. Sandra was surprised as well. She stopped stroking him for a second and her eyes opened wide at the site of Ryan's sperm splattering with such force on Ms. Baker's chest. Then she almost laughed when she saw her friend's surprised expression. Ms. Baker grabbed the shaft and directed it toward the open cup just in time to catch the second volley. Then both women watched in amazement as Ryan's sperm filled the cup, each pulse of his penis adding more cream to the rapidly filling cup. Ryan's eyes were closed tightly as pleasure washed over him. His legs swayed and threatened to give out. Beside him, Sandra and Ms. Baker were both pumping the shaft now, milking the copious sperm from his balls. It appeared that the cup was not going to be large enough to hold it all, as the sperm continued to pump out. Finally, the flowing sperm dwindled to a trickle, leaving only a quarter of an inch before the cup overflowed. Sandra and then Ms. Baker squeezed the shaft one last time and then the older woman wiped the remaining juice from the head. She held the cup up, looked at Sandra and mouthed "Wow." "There, that wasn't so bad was it?" Sandra asked with an excited smile. Ryan couldn't answer. He opened his eyes in time to see Ms. Baker screw the lid on the cup. When she stood up, his eyes grew wide again as he saw the remnants of his cum trickling between her breasts. He stood with his mouth open as she left the room. "You can put your clothes back on Ryan," Sandra said in a professional tone, as she casually began to straighten up the room. "I'll have the results when you return next week and we can talk then." With that she ushered the young man quickly out of her office. As soon as her office door was closed, she fell to the sofa and almost ripped her panties off. Seconds later she was moaning in climax. As Ms. Baker led Ryan to the door he was surprised to see that she had not bothered to clean the sperm that he had squirted onto her chest... he could see that the shiny liquid had trickled down her chest and disappeared between her breasts. "See you next week," the older woman said and smiled at Ryan. Ryan's head was spinning as he drove away for the estate. It had been a very embarrassing but nonetheless exciting day. It almost seemed like another erotic dream. Chapter 4 The rest of the week and the weekend were a blur to Ryan. His thoughts were never far from the events of the past week. It had been an exciting and strange week and one that he would never forget. However, as exciting as it had been, he had the feeling that something fishy was going on. It almost seemed as if he had been set up in some way, but he couldn't figure it out. As he drove to the Wellsworths the following Tuesday, he thought of his friend Benny. He decided that he would talk to him. He would know what was going on. When Ryan arrived at the Wellsworth's, "Jigs" met him at the door again and directed him to the pool. The old guy didn't seem as rude this time. As he began to work, he looked around for Mrs. Wellsworth. She was not at the pool and he saw no one on the balcony above. He held out hope that she would know that he was there and come outside. When she still had not appeared as he neared the completion of his tasks, he became disheartened. Then, as he collected his equipment, Jigs came out of the house and strutted over to him. He said, "Mrs. Wellsworth has requested an audience with you." Ryan looked at him like he had two heads. The butler said, "She would like to speak with you." Ryan's face lit up. "Oh, why didn't you say so?" he said with a big smile. "Follow me please." Putting down his equipment, Ryan followed the butler into the house. As he walked behind him he thought of how much the man looked like a penguin and tried unsuccessfully to walk like him. The butler led Ryan to a large den near the front of the house. He tapped on the door and then opened it and ushered Ryan into the room. Mrs. Wellsworth was sitting on the sofa, dressed in a short summer dress. The dress had a halter-top, with thin straps across her shoulders holding up the bodice. It had a floral design and appeared to be made of a silk. She also had on more jewelry then would normally be worn around the house. Ryan thought that she might have been out this morning. "Good afternoon Ryan," Mary said. "Sorry I wasn't here when you arrived but I had a ladies club meeting and it ran longer than I expected. It's normally on Fridays but we had to change the time this week." "No problem. You wanted to have an 'audience' with me?" Ryan asked in an attempt to mimic the butler. He was actually growing to like the way the old guy talked. Mary smiled and said, "Yes, please sit down." Ryan sat on a chair across from the pretty woman. He watched her cross her legs and saw her silky dress slip dangerously high on her thighs. From his position, he could see that she wasn't wearing nylons and he had a very good view of her sexy legs. They were tanned, smoothly shaven and well toned. He suddenly wondered what she did to stay in shape. Mary waited a minute before she started to talk. She could see Ryan's eyes on her legs and shifted slightly, giving him an even better view. Ryan's eyes grew wide when he realized that he could almost all the way to her ass. When he looked up, he saw her staring at him and his face flushed. "After you left last week, I became a little concerned about what happened." Here it comes, thought Ryan and was suddenly worried that he was in trouble. Mary continued, "I let things go too far. I must apologize to you." "Apologize to me?" Ryan blurted. "Yes. I am the adult here and I let things get out of hand. I don't want to be some 'Jezebel' that corrupts young men." Ryan wanted to scream, "Go ahead and corrupt me!" Instead he said in a rush of stuttered words, "Uh... you... uh I... uh... I liked it." Mary smiled. "I'm not surprised... you being a virgin and all. But I shouldn't have let it get that far. It's just that you are so cute and I had a hard time controlling myself." The older woman paused, her eyes showing her growing lust. Slowly she uncrossed her legs allowing her legs to open slightly. Ryan's eyes dropped from her pretty blue eyes to her legs. His own heart began to beat faster as he realized that he could see the soft skin of her inner thighs. The light from the window was shining through the thin summer dress, brightening the normally dark area between her legs and bathing her thighs in a dusty glow. Ryan felt his penis begin to harden. When their eyes met, Mary had a frown on her face. "Are you looking up my dress young man?" "Uh... no... I..." Ryan stuttered again, totally at a loss for words. "Cat got your tongue?" she said. "Or is that a pussy got your tongue?" Her face turned from a frown to a smile and she laughed. "You're cute, she said and then added, "Have you ever seen a real live pussy?" She paused for a second to watch his shocked face. Ryan couldn't answer. Slowly she opened her legs wider. Ryan swallowed hard when he realized that he could see almost to her crotch. Then he watched her legs open another inch and he gasped. She didn't have panties on. "It's been a long time since anyone has looked at me like you are right now." Ryan still couldn't find any words. His penis was now totally hard and tenting his shorts. "I can see that it excites you," she said, looking at his crotch and brazenly opened her legs, letting her dress slide up her thighs until it was rumpled at her waist. Her breathing was heavy now and she squirmed in her seat. The room was suddenly very quiet with only the heavy breathing of the two of them. "Would you like to kiss it?" Ryan suddenly thought he was hearing things. She couldn't have said what he thought he heard. He stared at her with a dumb look. "I know you've heard of oral sex. It's been so long since anyone has used their mouth on me." Mary was rapidly losing control. She shifted slightly lower on the sofa and spread her legs wider. "Come here," she gasped. Ryan hesitated for a second but then, like a zombie, he stood up and took several steps toward Mary. Impatiently the older woman reached up and grabbed his hand, pulling him downward. Ryan almost fell as he let the older woman pull him to his knees. Now he was staring at her throbbing vagina, only inches away. He could see that there was a clear liquid running from the inner lips. His head began to spin when he got of whiff of her excitement. The scent was like an aphrodisiac and made his penis throb in his shorts. The pretty woman began to rub her thighs with her hands, spreading them even further in the process. "Will you eat me?" she asked, her face turning into a pout. There was a roaring in Ryan's head and he barely heard the words. However, he knew what she was asking. While he wasn't totally naive about oral sex, he had never done it. He had heard the boys talk and even seen movies, but this was different, this was a real flesh and blood woman... and she wanted him to eat her. He was scared to death. Mary could see the panic in Ryan's eyes. She knew that she had to act fast or risk him running from the room in fright. "Come on... I'll tell you how to eat me." With that she grabbed the surprised boy's head, pulling him down until his head was between her thighs. "Kiss my thighs," she gasped. Ryan felt her warm thighs caressing his face, his mouth only inches from her baby smooth sex lips. His own excitement quickly overcame his fear and he began to kiss the soft flesh of her inner thigh. His head was spinning even faster and he could feel the blood pumped through his body like molten lava. "Oh yes," Mary gasped as she directed his head closer and closer to her center. She felt his wet tongue on her soft thighs. She allowed him to kiss her thighs until she couldn't stand it anymore. Then she grasped his hair and whispered in a lust filled voice, "Now kiss my pussy lips." She hunched her hips upward, pulled his mouth down and then gasped when she felt the young boy's lips touch her swollen and sensitive inner lips. Ohhhhhhh Jesus!" Almost automatically, Ryan's tongue slipped out of his mouth and he licked upward, bringing another gasp of pleasure from the older woman. Without being told to, he reached for the back of her thighs and lifted her legs and moved closer. Slowly he began to lick her, slipping his tongue between the swollen lips. He couldn't believe that he was actually licking a woman. It was the realization of a thousand dreams. But this was far better than any dream that he had ever imagined. "That's it... that's it, lick me. Lick me just like that," Mary gasped as her hips began to move up and down with excitement. She hadn't been this excited in years. Her husband was a wonderful man but he wasn't much of a lover. In fact, he had never eaten her. It only took a few seconds for Ryan to realize that he liked eating pussy. It tasted different than he imagined; it was salty but almost sweet and the fleshy inner lips felt hot to his tongue. He slipped his tongue past them and into her waiting hole where a pool of her juice waited. As he stirred the juice deep in her hole he could feel her inner muscles pulsing, almost like his tongue was being sucked into her body. "Ahhhhhhh!!!" Mary screamed and pulled Ryan's head tight to her bumping hips. Suddenly, she felt a climax approaching. She hadn't wanted to climax this quickly but there was no stopping the rushing train. Fireworks began to go off in her head as pleasure washed over her. The intensity of her climax was greater than anything that she had experienced in years... maybe better than anything she had ever experienced. Her body trembled and she convulsed in pleasure as shock waves rippled through her. Ryan was lost in the task of licking the beautiful woman and was totally oblivious to her climax. He continued to lick her, enjoying the copious juice that was now pouring from her hole. Then, without any direction from her, his tongue found her clit. He used his fingers to open her lips, freeing the tiny button to his lapping tongue. While he knew that the clit was the center of a woman's pleasure, he didn't really know what he was doing. However, he knew from Mary's grunts of pleasure that she was enjoying it. Just as Mary's first climax waned, Ryan's tongue swirled around her clit. She hadn't caught her breath when the second climax started. It was double the intensity of the first one. "Oh God sweetheart eat meeee!!!" she gasped almost hysterically. She bucked her hips up into the boy's inexperienced mouth as her hands pulled his head tight to her throbbing lips. Her legs slipped around his head, imprisoning him between her soft thighs. There was no doubt now, even to an inexperienced boy, that the woman was climaxing. Her legs tightened around his head and her hands held his head to her throbbing vagina. For just a second, Ryan almost panicked. His mouth and nose were buried in the wet flesh of the convulsing woman and he couldn't breathe. He pulled back enough to breathe through his nose and continued to lick her. Then, when he felt her relax and he could move his head again, instead of stopping, his mouth went wild. He sucked her wet flesh into his mouth and used his teeth to nibble at the swollen lips. Then he buried his tongue deep into her hole again and began to pump it in and out. Her thighs trembled against his cheeks and his face was now soaked with her juice. There was so much that it dripped from his cheeks and chin. Mary was lost in a sea of pleasure that was beyond anything she had ever experienced. No man, young or old, had taken her to the places she was now going. When one climax ended, another began until she could no longer distinguish between one climax and the next. They blended together to form one long chain of orgasms. Her mind no longer functioned and all thoughts left her head as the incredible pleasure consumed her entire being. Ryan was in heaven as well. He didn't know much about sex but he knew that he loved this. Now he knew what all the guys were bragging about when they talked about eating pussy. It exceeded his wildest dreams. Mary's climaxes were so intense and continued for so long that she lost consciousness for a moment. However, when she came around, Ryan was still busy eating her. She smiled an unseen smile at him and gently pushed his head from her suddenly very sensitive vagina. There was a dazed look on Ryan's face as he stared at the older woman. It took him a minute to realize where he was or what he had been doing. He could feel juice dripping from his face and he used the back of his hand to wipe his lips. Mary took his face in her hands and leaned close to him. "That was the most terrific climax that I have ever had. Or, I guess I should say climaxes." With that she leaned forward and brought her lips to his. When she released his head, Ryan sat back in stunned silence. "Stand up," she whispered. Ryan stood up in front of the seated woman. He watched with excitement as she reached for the waist of his swim shorts. Then, before he could even gasp, she pulled them to his knees. Ryan's Summer Pt. 01 "Oh Jesus," Mary gasped when she saw his penis throbbing in front of her face. She had a sudden desire to throw caution to the wind and take the boy to her room. However, this was just for fun and she wasn't intending to actually "fuck" the young boy. While it was incredibly tempting, she knew that she had to draw the line somewhere. She also knew that she had to act fast or risk having him rape her. She reached up with both hands and grabbed the stunned boy's penis. Both of her fists fit on the shaft with room left over. She began to move her hands back and forth watching the swollen head pulse and begin to ooze a steady stream of juice. Her heart was suddenly pounding in her chest again and she had the sudden urge to kiss his penis. Her head began to move forward. Ryan was overheated. Eating the beautiful woman had almost brought him to a climax several times inside his shorts. Now, with her hands pumping him, he couldn't last long. He saw her beautiful face moving closer to him. When her mouth opened, Ryan lost control and his penis throbbed, blasting out a long string of cum, directly into the surprised woman's face. To Ryan it appeared that it was all happening in slow motion. He saw his juice shoot out in an arch and land on her nose and then splatter across her cheeks. It didn't seem real... he couldn't actually be squirting his sperm into this beautiful woman's face. Yet, there it was in front of him, running down her cheek. Mary yelped and pulled her head back in shock. The next volley hit her between her breasts and the next landed on her bodice. It began to cover her dress as she continued to pump the spewing shaft. She had never seen so much cum. It was as if she had turned on a water hose. The flow finally began to dwindle. Mary had sperm all over her face, on her dress and even on her bare thighs. When Ryan could think again, he realized what he had done and his face turned scarlet. He wanted to say he was sorry but no words would come out. He was mortified that he had lost control as he stared at her soiled dress and dripping face, waiting for her wrath. To his complete and utter surprise, she smiled at him and stuck out her tongue. She lapped across his still throbbing penis, taking a gob of his cum on her tongue. Then, as Ryan watched she swallowed it. Mary looked down at her spattered dress. "My but you cum like a horse," she said and laughed. Finally finding his voice, Ryan stuttered, "I'm.... I'm... sorry." "No harm, it will clean. Now, I think you probably have some other pools to clean." "Uh... yeah..." the still stunned boy answered. Then he watched as the pretty woman got up and left him standing with his shorts still around his ankles. Ryan was still in a daze as he went back outside, picked up his pool cleaning equipment and left the Wellsworth's mansion. However, there was a smile on his face and a bounce in his step. Ryan's Summer Pt. 02 Chapter 5 The sun was bright and it was already searing hot as Ryan drove his car onto the parking lot at AquaSpa Pools. The air conditioning in his car had long ago ceased to work and he could feel sweat pouring down the back of his tank top. The parking lot was filled with cars so Ryan drove around back to the loading dock. As he parked and got out, he saw Benny Talbot working on the dock moving pool supplies into the storage area. Benny was one of the few friends that Ryan had. He was older, having graduated three years earlier and was heading into his senior year at Hillsborough State College. Ryan liked Benny. He was just a bit cocky and a real ladies man... the exact opposite of Ryan. Benny was a good-looking guy with almost movie star looks. He had been quarterback of the football team and dated all of the best looking girls in school. When Ryan was in the 9th grade, Benny had been assigned as his mentor. Benny's family was poor like Ryan's and the two of them shared that; it was almost like them against the world. They had developed a lasting friendship. Ryan almost looked at Benny as the older brother he never had. "Hi Benny," Ryan said as he walked up the steps of the loading dock. "Hey squirt," Benny said and flashed his lady-killer smile. "What're you doing here today? I thought you got your supplies last week?" "I did. Actually I wanted to talk to you." Benny saw a look of concern on Ryan's face. "Ah... lady trouble huh?" "No... well yes... I guess you'd call it that." "Well, you came to the right guy for advice," Benny laughed, his white teeth shining. He was pretty sure he knew what was bothering the kid. "Get me a Coke and we can chat." Ryan went into the building and got two Cokes from the vending machine. Benny was sitting in the shade on the loading dock when he came out. "Here," Ryan said, handing him the Coke and sitting down." "Thanks. Going to be a hot summer... good for the pool business though," Benny said, making small talk. When Ryan didn't respond Benny asked, "What's bugging you squirt?" "It's nothing bad. I'm... I'm not really sure where to start." "Start at the beginning my man," Benny laughed, slapping Ryan's back. "Benny's counseling service is open for business." "Well, it's kind of has to do with the job. You see... I have... there are these two houses... the women... the women they... oh shit." "Wait squirt, let me help you; there are two women that are coming on to you." "How'd you know that?" Ryan asked in amazement. Benny laughed and shook his head at Ryan. "You're such a nerd," he laughed and reached over to tousled Ryan's hair. "Get with the program kid. I thought you knew what was going on here?" "What'd you mean." "Are you really that na‹ve?" Benny said as he stared at his clueless friend. And then he answered his own question. "Yeah, I guess you are. All right, let me tell you the story of the 'birds and the bees'. "Come on Benny, I'm serious. I have two houses where these gorgeous women have... have... well, you know, they have done things to me." "What do you mean 'done things'? You telling me you haven't fucked them yet?" Benny asked incredulously. Then he laughed uproariously. "No I haven't fucked them!" he returned quickly. "I don't want to lose my job." Benny's laughter grew louder and tears came to his eyes. Ryan had no idea what was so funny. He started to get a little angry. Benny could barely speak but said, "You'll lose... you'll lose the job if you don't fuck them." "Huh?" Benny wiped his eyes and took a quick drink of his soda. "Listen kid... this organization here," he said using his thumb to indicate AcquaSpa Pools, "caters to the rich and famous. They provide... how should I say this... they provide more than pool services. In fact, I think they make more money on the 'other' services." Suddenly it dawned on Ryan. His eyes opened in shock and he said in a loud voice, "You mean we're like pro... prostitutes?" "Hold on there bud... let's not get on our high horse. All of us are prostitutes in one form or another. We all work for someone and get paid. Some of us use our body and some of us use our mind. It's all the same anyway. Some people sell their bodies as their chosen work. In fact, in my opinion, they are the really honest ones." Benny paused and took a sip of his Coke and then said, "However, we're not really selling our bodies. We clean pools for our pay and that's hard work, as I'm sure you have discovered. The rest is fringe benefit." "I can't believe it," Ryan said truly stunned. "Listen squirt, why do you think I've come back summer after summer... for the measly pay we get... or maybe the hard work... not on your life. I have three regular ladies that truly appreciate my company. Look over there," he said pointing to a shiny red Corvette. "That belongs to one of my lady friends. She lets me borrow it any time I like. I'm kind of hoping it becomes my graduation present," Benny said, gazing at the 400hp convertible. "Another lady sends me plane tickets to meet her down in Florida on my spring break. The way I figure it, if I was charging her for that... well, then I guess you could say I was a prostitute." "But what about the money that AquaSpa is charging for our service... uh... both services? I'll bet it is a lot more than they pay us." "What do I care what some rich lady has to spend or for that matter, what the company makes. More power to them... long live capitalism," Benny said and held up his Coke as if to toast some unseen person. Then he took a drink and continued, "Listen, these women have more money than dirt." Benny gazed out at the parking lot and paused. Then he said, "But, you know what? I've never asked any of my ladies for anything... not one dime. If they choose to treat me nice, then why would I argue with that." Ryan sat with his mouth open. He didn't know what to say. What he was hearing made perfect sense but he knew there had to be something wrong with it. "I've got to get back to work now kid." Benny crushed his coke can and tossed it into the trash. He said, "Just remember, if you're not interested in the job because it insults your morals or some other such nonsense, you can always quit and there will be fifty guys lined up to take your place by tomorrow." Benny began to move supplies again. He turned to Ryan and said, "Go for it squirt." His teeth flashed with his handsome smile. Ryan drove off the parking lot and toward his first appointment with more confusion then before he talked with Benny. Fortunately, Mrs. Billing's pool was second on his list today and that would give him time to think. And, there was a lot to think about. On one hand he was angry and felt somewhat betrayed. But he wasn't sure by whom: the women, AquaSpa Pools or Benny. On the other, he knew that he would be a fool to leave the job. Probably every guy in his high school would give his arm to have the job. The thing that bothered him the most was that he had been so na‹ve. What Benny had said made perfect sense. Yet, he felt like everyone was using him. However he also knew that no one was forcing him to do anything. He could just turn around, take the supplies back and go home. Deep inside he knew he couldn't do that; his 18-year-old libido and the thoughts of things to come were driving him. He finished his first house quickly and headed for the Billings. As he drove up the driveway of the Billings estate, he thought of Mary Wellsworth. At least she had been somewhat honest with him. Mrs. Billings on the other hand had fed him all that crap about psychosomatic disorders. He wondered if she were even a doctor. He felt himself getting angry again. The door opened almost as soon as Ryan rang the bell. "Hi Ryan," Ms. Baker said as she let Ryan in. "Hi Ms. Baker," Ryan answered as pleasantly as he could. "I was just going to fix lunch... would you like some?" "Yes, that would be nice," he answered and followed her into the house. His eyes drifted down to her narrow waist and shapely behind. She is put together pretty good for an old lady, he thought. "Mind if I help you?" "Sure, I would love the company." Ms. Baker led Ryan through the house and into a large, modern kitchen. "Ham sandwiches okay?" she asked as she bent over to get the makings out of the refrigerator. Ryan didn't miss the fact that she was bending over further than she needed to. She had on another fairly short summer dress that was modestly long but cut rather low in the front. He could see the dress stretch over her buttocks as it pulled up to reveal the back of her thighs. Then she stood up and handed him some ham, a jar of mayonnaise and a tomato. He took them to the counter and waited for her to bring over the bread. When she did, Ryan stood close to her as she began to cut the tomato. He was much taller than the older woman was so he had a good view down the top of her dress. He was pretty sure that she knew where he was looking but she made no indication that she minded. When Ryan reached across the front of her to get a slice of bread he "accidentally" brushed against her breasts. His arm lingered longer than necessary. When he pulled back, he saw that her nipples had become hard. He felt his heart pounding in his chest and his penis began to stiffen. "So, how long have you worked for the doctor?" Ryan asked as he turned to the side and leaned against the counter. While he tried to act calm, he was very nervous inside. His anger at being deceived was driving him. He had decided to see how far he could get today... with both women. He knew he was taking a big risk and could even lose his job. As he stood next to the pretty woman, he almost willed his penis to lengthened down his leg. It was now clearly visible under his swim trunks. He saw the older woman's eyes look down and then quickly back up at him. "Uh... almost uh... fifteen years now," she said, obviously flustered. She didn't look at Ryan as she continued to make the sandwiches. "Really. And you were a nurse before that?" Ryan reached under her arm again and grabbed a piece of ham. As he did, his forearm rubbed against one breast again. He though he felt her shiver. "Uh... yes... at a hospital for... for almost ten years." "Wow, you don't look old enough to have been a nurse for twenty-five years," Ryan said sincerely. "Thank you," she said and smiled, "I started working when I was 18... while I went to nursing school. Could I have the knife?" "Sure," Ryan answered. As he picked up the knife, he let it drop on the floor at his feet. "Oops." Ms. Baker squatted down and reached for the knife. As she did, her eyes fell on his swollen penis. It was trapped down one leg of his shorts and was throbbing. She stared, her face mere inches from the tent in his shorts. Ryan's heart was about to jump out of his chest. He couldn't believe how bold he was being as he stood there, his hips almost thrusting toward her face. It seemed like minutes but was only seconds before the older woman caught herself and stood up. Her face was red and she was breathing a little heavier. A minute later the two of them were siting at the kitchen table eating lunch Ryan asked her more questions about being a nurse and she asked him about school. They had a pleasant conversation except that Ryan's eyes rarely left the exposed cleavage of the older woman. He couldn't get the image out of his head of his sperm running between her breasts. His penis stayed hard the entire time. When they were done, Ms. Baker got up and began to clear the table. "I think Mrs. Billings should be ready to see you now Ryan. Let me clean up these dishes and I'll take you up to her." "That's okay, I can find her office if you don't mind." "Okay, upstairs, third door on the left." "Thanks," Ryan said with a big smile. He turned sideways to slip past her and as he did, he brushed his crotch against her buttocks. He paused and pressed himself slightly forward. He knew that she couldn't help but feel his hard penis. When he was about to grab her, his fear got the better of him. Instead he turned and exited the kitchen. He thought he heard Ms. Baker sigh. Ryan bounded up the stairs, taking two steps at a time. When he got to the large oak door of Mrs. Billings office he hesitated. Again, his heart was beating rapidly, but not from the exertion of running up the steps. He tapped on the door and then turned the knob and opened it. Mrs. Billings was sitting at her desk again. She looked up over her glasses and smiled. "Oh, hi Ryan. I was wondering where you were." "I was having lunch with Ms. Baker." "Great. She is a wonderful woman, not to mention an excellent nurse and housekeeper." "I can see why you like her," Ryan said, his double meaning lost on Sandra. "Have a seat. I was just looking over your test results and, to say the least everything on a physical level is perfect. Your sperm count is 180 million with a motility of nearly 90%." "What does that mean?" Ryan asked as he sat on the sofa. "Well, the average male is about 100 million with a motility of about 80%. It means that you had better watch out if you have unprotected sex. You have enough live sperm to populate the entire planet," Sandra laughed. She got up from behind the desk and walked over to Ryan carrying her clipboard. She was wearing a wrap around dress that tied around her neck and crisscrossed her breasts, showing a large expanse of her cleavage. Ryan could see her breasts bouncing as she walked, indicating that she didn't have a bra on. She sat on the sofa next to him and crossed her legs, the split in her dress opening to reveal bare flesh above her knee. "Now Ryan, I would like to delve a little deeper into your problems with shyness and embarrassment about your penis." Ryan almost smiled. If she wants to play this game, I'll play along, he thought. "So tell me more about how you have avoided contact with people because of your 'problem'." With that, Ryan launched into stories about his younger days, some of them true and some fabricated. He tried not to lay it on too thick for fear that she would know that he was exaggerating. He told her how both boys and girls ridiculed him at school. The boys would tell the girls about his 'problem' and they would taunt him. As Ryan told his stories, he tried to find a tear but couldn't. He managed a sad look though. "Children can be cruel," Sandra said and she leaned over and grasped Ryan's hand and gave it a squeeze. As she did, the top of her dress slipped open, revealing most of her breasts. Ryan knew that he was meant to see that. He felt his penis begin to move in his shorts. "That kind of ridicule continued through high school. I guess it's why I became such an introvert. It became very difficult for me to socialize, especially with girls. The few times I have gone out with a girl and we would begin to make out, it would come to an end when they put their hand on my... my... you know down there." "They placed their hand on your penis or cock Ryan. Please don't be afraid to talk honestly with me." "Okay. When they placed their hand on my cock, they always got scared. First they would want to see it but then sometimes they would jerk me off. Lots of time they just wanted to be taken home." That part was a lie. Ryan bowed his head as if the words were difficult to find. However, most of what he was saying was the truth and he found it difficult to talk about it to someone... especially a woman. "One time... one time a girl said she wanted to... to suck me... but then when she saw it... well, it wouldn't go into her mouth. I know girls do that kind of thing but I don't think one could ever do it to me." "Nonsense Ryan. Remember, I've seen your penis and I am certain it would go into a wo... uh girl's mouth." "I don't know," Ryan said, looking down at his now swollen penis covered by his swim shorts. He looked up and saw that Doctor Billings was looking too. "I'm sorry... it's just that talking about this stuff gets me horny... uh excited. It's getting uncomfortable... do you mind if I adjust it?" Ryan's heart was thumping in his chest and he held his breath. Doctor Billings eyes began to show her excitement. "Uh... certainly Ryan. We... uh, we don't want you to be uncomfortable." With that Ryan reached down and grasped his penis. However, instead of pulling his penis upward he acted like he accidentally pulled his shorts up his leg, revealing the swollen head. He saw the doctor's eyes grow wide. Her mouth opened and her tongue came out and she unconsciously licked her lips. Ryan held his shorts above his penis and stood up, his heart almost leaping out of his chest. Now his penis was facing the floor, trapped along the leg of his swim trunks. The swollen head was dripping a clear juice down his thigh. He pulled the leg of his shorts higher, allowing his penis to spring outward. Suddenly it was pointing directly at the doctor's face. "Look at how big the head is," Ryan said as he squeezed the base, causing the head to swell even larger. "I don't think a woman could get it into her mouth." With that Ryan boldly moved forward until his penis was almost touching Doctor Billings mouth. Ryan took a deep breath and said, "Do you think you could get it into your mouth?" The doctor looked up at Ryan and then back at his penis. He could see that she was excited and breathing heavily. It seemed like an hour but was only seconds before he saw her slowly open her mouth. Ryan felt like he was going to climax when he felt his penis touch the pretty woman's lipstick covered mouth. With a trembling hand he boldly reached out and grabbed the back of her head. His hips moved forward, the swollen head stretching the doctor's lips wide. He felt the doctor pushing forward, trying to get the large head inside. She pulled back and wet her lips and then licked around the head. Then she moved forward again, grabbing the back of Ryan's thighs. She pulled him forward as she pressed her mouth onto the swollen crown. With an almost audible pop, it slipped inside. Ryan moaned loudly. He had never felt anything as exciting in his young life. His balls began to churn as he felt the doctor's tongue begin to lick the head. He was afraid to pull back for fear that it would somehow break the spell that consumed them both. Instead, he rocked his hips gently and let the head move within confines of her warm mouth. The doctor was obviously very excited now. Little moans were escaping her lips as she sucked and licked the large head. A steady stream of juice filled her mouth and slipped down her throat. When she heard Ryan moaning and felt his fingers tighten in her hair, she knew that he was close. Ryan wanted to warn the doctor. He had no idea whether she would let him come in her mouth or not. Most of the boys said the girls wouldn't do that, or if they did, they would spit it out right away. "Can I... can I cum in... in your..." he gasped. Suddenly he had to warn her. "Doctor Billings I'm... going to... cummmmm." The doctor's answered with a groan and she sucked harder. She reached up and wrapped her hand around his penis, pumping it slowly as her lips tightened around the head in preparation. When Ryan felt the warm hand of the doctor on his shaft, he knew he was lost. There was nothing he could do to hold back the tide of cum that was welling up in his balls. "Oh Goddddd!!!" he gasped as he pushed his hips forward. The head of his penis swelled to twice the normal size, filling the doctor's mouth and stretching her lips to the maximum before it began to unleash his pent up cum. It blasted from the head like a volcano, spewing his thick cream directly down the doctor's throat. Doctor Billings wasn't exactly surprised by Ryan's quick climax but she wasn't entirely prepared for the volume of cum that filled her mouth and throat either. She swallowed as quickly as she could before another blast filled her mouth. Her body trembled as the thick white cream slid down her throat and into her stomach. Ryan's Summer Pt. 02 Over and over Ryan's swollen balls pumped his thick cream into her mouth. It took quite some time before his hands eased on the back of her head. When they did, the pretty doctor didn't pull away immediately. She continued to moan deep in her throat as she sucked the rapidly shrinking head, her hand still trying to milk more from his depleted balls. Ryan finally staggered backward and fell onto the sofa. He closed his eyes as his still thumping heart gradually returned to normal. Doctor Billings sat on the sofa in stunned silence. She wasn't exactly sure how things had gotten out of hand so quickly; she thought that she was the one doing the seducing. She stood up on unsteady legs and said rather abruptly, "Well, Ryan... I think we made some real progress today. I'll see you next week." Although she tried to act professional, there was still a tremor in her voice and, unknown to her, a gob of cream at the corner of her mouth. She pushed a lock of hair from her face and straightened her dress before walking over to her desk on unsteady legs and sitting down. Then she put her glasses on, pretending to make notes on Ryan's chart. Ryan stood up and shyly said, "Okay... I... I'm... uh...I'll just go." With that he let himself out of the doctor's office. He stood in a daze on the balcony for a few seconds. Then he heard Ms. Baker in the kitchen and walked down the stairs. He slipped quietly up behind her and stopped. His liaison with the doctor had emboldened him. He reached out, wrapped his arms around her and grasped her breasts from behind. She squealed and tried to jump away but Ryan held her tight. "Thanks for the conversation at lunch," he whispered as he slowly massaged her large breasts in both hands. His penis hardened against her buttocks. It took only seconds before he felt her stop struggling. She began to breathe heavily as she leaned back into him. "I have to do the pool now. Will I see you next week?" he whispered into her ear. "Uh... yes..." the suddenly excited woman hissed. With that he kissed her neck and then abruptly let her go and headed out to the car. Ryan was whistling as he gathered up his pool supplies and walked around to the pool. He could hardly wait to visit Mrs. Wellsworth next week. Chapter 6 The rain was pouring so hard that the old windshield wipers on Ryan's car were unable to clear the window and he almost passed the Wellsworth estate. He hit the brakes and turned quickly into their driveway. Suddenly, a lightning flash made the old iron gates look like something out of a bad horror movie. He stretched his arm out the permanently opened window and pressed the buzzer. Jigs sounded irritated when he answered. "Sorry Jigs but the pool still has to be cleaned, even when it rains." The gates opened and Ryan drove up the driveway and around to the servants parking. He put on a thin plastic raincoat and got his equipment. As he approached the pool, another bolt of lightning flashed in the sky. Ryan realized that it wasn't a good idea to be holding a metal vacuum pole while standing near a pool in an electrical storm. He quickly tested the pool chemicals and adjusted the chlorine setting and then went into the main cabana to wait out the storm. Ryan made himself comfortable on a lounge chair and listened to the rain pouring on the canvas roof. It was a hot and humid day so Ryan slipped off his raincoat and then his shirt, leaving him in sandals and swim trunks. He sat back and waited. A few minutes later he saw someone with an umbrella come out of the house. The rain was falling so hard that it was difficult to see who it was until they were almost at the cabana. A smile brightened his face when he saw Mrs. Wellsworth step quickly into the cabana and close the umbrella. "My but you are a dedicated pool service man," Mary said as she sat the umbrella in the corner. Ryan liked the "man" part. "Service is our business," he quipped. Mary was wearing a floor length white terrycloth bathrobe and her hair was pulled back into a ponytail. Ryan noticed that she wasn't wearing any makeup. His heart fluttered when he realized that she was prettier without the makeup; she actually looked younger. Suddenly, the gloomy day brightened considerably for him. "I thought you might like a little company while you wait out the storm," Mary said as she turned and reached up to untie the rope holding the curtain of the cabana open. She let that one fall and then untied the other side and let it fall, enclosing the room in a hazy glow. A bolt of lightning flashed and Ryan saw Mrs. Wellsworth's smiling face as she stood at the entrance. The sound of the rain on the canvas roof was almost enough to overshadow Ryan's suddenly pounding heart. He watched in amazement as she began to slowly untie her robe. His eyes grew wide when the robe opened slightly, revealing that she was naked underneath. His penis sprung to life as he saw the beautiful woman slip the robe from her shoulders and let it drop to the floor. He stared at her gorgeous body. The light behind her silhouetted her form, exaggerating the curve of her waist and the flare of her hips. Her breasts sat firmly on her chest and her nipples were already hard. He glanced down at her smoothly shaven sex lips and saw a sparkle of liquid. The room was suddenly very quiet with only the occasional clap of thunder and the drone of the steady rain falling on the roof. The now naked woman walked over to another lounge chair and sat down. Then she patted the seat next to her. Ryan quickly stood up, his penis tenting his swim shorts as he walked over and sat beside her. "Do you think I'm pretty?" Mary asked almost shyly. "God yes," Ryan gushed as he stared into her beautiful blue eyes. "Pretty enough to kiss?" Ryan's head was spinning with excitement as he watched her lean close to him and close her eyes. He moved closer, tentatively touching her lips with his. Suddenly, before he knew it, her mouth was mashed to his and her tongue was pushing into his mouth. He wrapped his arms around her warm, naked body and moaned as he forced her tongue out of his mouth and pushed into hers. His mouth filled with the peppermint freshness of her saliva and wondered if his mouth tasted as nice. He could feel her nipples almost burning into his naked chest and his penis throbbed in his shorts, threatening to release his cum. Mary pulled away and leaned back on the lounge chair, pulling Ryan with her. She pulled his mouth back to hers quickly. Ryan was bent over uncomfortably so he moved until he was kneeling on the lounge next to her thighs, his hands on either side of her head holding him slightly above her now squirming body. He felt her reach for his hand and she pulled it to one of her soft breasts. A moan escaped his lips when he felt her warm flesh under his callused palm. He kneaded the soft mound before finding the nipple. His head was spinning so fast that he though he might pass out. It was impossible for him to believe that he was here, kissing this beautiful naked woman. It was more than he had ever dared dream. The older woman moaned into his mouth as he began to squeeze the hard nub between his fingers. She moved under him until his knees were now between her legs. Suddenly her legs wrapped around his back and she pulled him down until he was lying on her, his covered erection pressing into her naked groin. Then she began to push his head further down. Ryan got the message and began to kiss down the soft skin of her neck. She tasted almost sweet to his tongue. He could smell her delicate perfume as he kissed and licked the soft expanse of skin leading down to her shoulder. Soon he reached the crook of her neck and he bit her gently. He felt her shiver and goose bumps appeared on her body. He moved lower, across her collarbone and down until he felt a heaving breast under his lips. "Oh Jesus, suck my nipples," Mary gasped, finding her voice for the first time. Ryan didn't need any instructions on what to do. He opened his mouth and sucked one hard nipple inside. He bit it gently and worried it with his tongue, bringing moans of encouragement from the excited woman. When that nipple was pulsing with blood, he began to kiss across the divide to the other mound. He couldn't believe how soft and smooth the flesh of her breasts felt under his lips. The other nipple was already hard and pulsing as he took it into his mouth. When that one was wet with his saliva, he used his hands to pull them together, trying to suck both nipples into his mouth at the same time. Mary began to push on his shoulders, forcing him to let go of her breasts and move downward. He kissed across her firm stomach, using his tongue to tickle her flesh and leaving a trail of saliva behind. Below her navel, he kissed across to the bone of her hip and back to the other side, teasing her and making her wait. He felt her hips squirming under him, her hands squeezing his shoulders almost painfully with her long, red painted fingernails. "Please," she begged. Ryan knew what she wanted. However, he was a fast learner and knew that, unlike men, women loved to be teased to distraction. He kissed down her stomach until he reached her pubic mound. He loved that she was totally devoid of hair. He tickled the opening to her sex with the tip of his tongue before moving to the side. There he ran it down the grove between her outer lips and her thigh and back up again before moving to the other side. "Oh Jesus," Mary cried, amazed at the young man's skill. She reached for his head and tried to bring it to her throbbing vagina but felt him resist. Determined to drive her mad with desire first, Ryan pulled his head back. He looked up at the lust-contorted face of the beautiful woman and smiled. Then he started down at her sex. The muted light in the humid cabana gave her lips an almost surrealistic glow. The inner lips were swollen and protruding from the smooth outer lips. While he had very little to compare it to, he thought her vagina was beautiful. The inner lips were quite large and they were swollen with blood and slick with her juice. At the top, a tiny hood of skin covered her clit. He used two fingers to open her, letting the smooth button pop free. It was round and smooth, about the size of a large pea. He could see it actually moving, pulsing with excitement. Just below, there was a clear bubble of juice coming from inside her hole. He opened her wider and watched the clear juice overflow and trickle out of her, slowly disappearing in the crease of her buttocks. "Oh Ryan, please eat meeeee!" Mary begged, trying to pull his head down. For a second Ryan resisted, enjoying the sight of her sex so close to his mouth. However, his own need to taste her got the better of him and he let her pull his head down. "Ahhhhhheeeee!!!" she screamed as his tongue split her lips and slipped inside. Ryan almost climaxed when he tasted her sweet juice. It flowed out of her like a river and he caught as much as he could on his tongue. He swallowed and then sucked the fat lips into his mouth, creating a sucking noise that echoed off the canvas walls of the cabana. Then he began to plunge his tongue in and out. "Yes, yes, yes," Mary gasped, pulling his head to her and bucking her hips into his face. Ryan grabbed her hips in an attempt to hold them still. When that didn't work, he grabbed her thighs and lifted them, pressing them backward until they were on her breasts. He looked up at her, his face dripping with her juice. "Do you want me to suck your clit," he teased. "Yessssss!!!" "Hold your legs back," he ordered. When she did, he used his hands to open her. Then he used his index finger and middle finger to push the hood back and free her now very swollen clit. Slowly he lowered his mouth. First he just touched the clit with the tip of his tongue, tickling it and bringing cries of frustration from the excited woman. Then he sucked the little pea into his mouth. "Ohhhhhhhhh Goddddddddd!!!" Mary screamed and bucked her hips upward. Lightning flashed outside as explosions began to go off in her head. Her body almost doubled over as she lifted her hips up and pulled her knees tightly to her chest. Her eyes were squeezed shut and her face reflected a supine grimace of pleasure. Ryan saw the lightning and heard the thunder but wasn't sure it had come from outside. He too was lost in pleasure; his senses overcome with the taste of her flowing juices and her convulsing body. If anything, Mary's orgasm was better than the one last week, and that one had been incredible. The hazy glow created by the flashes of lightning, the heat of the room and sound of the rain on the cabana combined to give this climax an intimacy that was beyond description. Her body was floating on a sea of pleasure that made her forget where she was. Her screams echoed outside the cabana and had there been a stranger around, they would have wondered if someone were being murdered. As it was, the only person that heard was Jigs, who was standing on the balcony overlooking the pool, his old penis finding a life it hadn't known in years. Ryan continued to eat Mary, never pausing as one climax faded into another and her body convulsed in pleasure. His mouth would fill with her sweet juices until he had to swallow and that sent electric current through him and make his almost painfully hard penis throb with need. It was almost a half-hour later when he finally relented and allowed her to push his hungry mouth from her incredibly swollen sex lips. His eyes were glazed over with passion, his expression almost primal, as he stared down lustfully at her wrinkled and almost grotesquely swollen inner lips. They were pink from his relentless sucking and wet with her juices and his saliva. The normally prominent and smoothly shaved outer lips were mostly hidden from view by the bulging inner lips. Mary legs slipped to the lounge chair in exhaustion. Her chest still heaved with excitement as she looked up at the excited young man. Her eyes fell to his penis pulsing under his shorts, threatening to rip the material. When she caught her breath she whispered, "Stand up." Ryan did as she asked, his heart still pounding in his chest and there was a large wet spot where his juices had soaked through his swim trunks. Mary sat up and hooked her fingers into the elastic waist of his swim trunks, quickly pulling his shorts to his feet. A little groan escaped her lips when she saw the throbbing penis bouncing up and down in front of her. The head was so swollen and heavy that the shaft almost couldn't hold it. Juice was hanging in slivery threads from the slit. Through Ryan's sex induced haze he could see that there was still lust in the older woman's eyes. It appeared that she was struggling with her emotions. There seemed to be a long moment of indecision. Finally, her expression changed and she opened her arms to him. Ryan moved into her embrace, a moan escaping his lips as he felt her warm body pressing to his. Mary looked up at the excited young man and whispered, "You can't put it inside me but you can rub yourself against me," she whispered. Then, when a look of disappointment appeared on his face, Mary said, "Sorry." She pulled his head down and kissed him tenderly, wrapping her arms around his neck. Ryan lowered his body until he was lying on her, his chest pressed to her soft breast and his penis lying on her stomach, their lips locked together again. Ryan decided that he liked kissing her. Her lips were soft and warm and the connection felt incredibly intimate. The sensuous way she sucked on his tongue and used her own tongue to circle around his sent chills down his spine. As they continued to kiss, Mary reached down and grasped his penis. Ryan lifted up slightly and allowed her to pull it down until it was touching her still swollen lips. Gently she began to move the swollen head up and down, grazing her lips and mixing their juices. "Oh God," Ryan gasped. He was now thankful that he had masturbated twice that morning so that he wouldn't climax too soon. However, he still felt an overwhelming urge to climax. He had to think about something else... something that would take his mind off of the immediate need for release. He conjured up a picture in his mind: he was cleaning old lady Mason's pool. She was a crotchety old woman that was never satisfied with anything he did. It worked and the crisis passed. The closed-in cabana was now very humid as the wet air and the hot day combined to build the heat until both of them were drenched with perspiration. Their lips parted as Mary pushed Ryan onto his side. There were beads of sweat on her face, her hair was wet and her eyes were now wild with lust again. She pulled one leg up and threw it over Ryan's waist and quickly pulled his penis back to her swollen sex. Ryan moaned as she again began to rub his swollen head on her outer lips again. Then, as she rubbed it across her hole, he felt the tip slip inside just a little. As the fat lips begin to caress the head, he humped his hips, hoping to push it in deeper. However, she pulled away, moving her hips backward, allowing only the tip to penetrate her. Unknown to Ryan, there was tempest of emotions creating havoc for Mary. She wanted to take him inside with every fiber of her being. But it was far too dangerous. This was just to be a game she reasoned. If she didn't go all the way, it was somehow okay and she was safe. However, her resistance was rapidly slipping now that she had let it go this far. Ryan bucked his hips again and gasped as the head of his penis slipped further into her. He reached down and grasped her waist. Then he made a sudden move with his hips and suddenly the head was all the way inside to the ridge. "Nooooo!!!" Mary gasped. Her heart pounded in her chest as she felt the incredibly large head stretching her. Just a moment more, she told herself... a moment more and she would put a stop to this. With a gradual increase in pressure, almost too slight to feel, Ryan began to move deeper. Ever so slowly the shaft began to enter the moaning woman. Mary threw her head back and forth and continued to whisper "no". However, her body was saying, "Yes." It took great will power not to lift her hips to him as she felt the head sliding against the walls of her vagina. Ryan had never felt anything so good in his young life. The slick walls were driving him mad. He could feel every bump and ripple in her warm canal. He desperately wanted to plunge into her but instead he continued a steady pressure, forcing himself into her. Suddenly the swollen head hit bottom and he was totally buried inside her. Mary was gasping for breath now. The swollen head was stretching her vagina walls like nothing she had ever experienced. Her hips began to move in little twitching motions and the walls of her vagina began to flutter on the shaft. Her hole was now pulsing from top to bottom, squeezing the shaft like a velvet glove. "No... no... no," she moaned. Ryan waited for a second, loving the warm wetness of her clenching hole. He now knew what all the guys talked about. But, it was better then he had ever dreamed... better than anyone could have possibly described. The sensation was almost too much for him and he fought back the urge to climax. Taking a deep breath of air into his oxygen starved lungs he slowly pulled back several inches. Then, with a quick push of his hips, he went all the way inside again. There was an explosion in the overheated woman's brain and she suddenly lost all control and screamed, "Fuck me! Fuck me Ryan!" Ryan heard the words but they didn't register immediately. He felt Mary grasping his back with her hands, her fingernails digging deeply into his skin. Ryan's Summer Pt. 02 She began to pull him over until he was on top of her again, forcing his penis to press to the bottom of her hole. Then her legs flew up and wrapped around his waist. Ryan took a ragged breath and began to slowly pull out. With the head at the entrance, he paused for a second, hips suspended in air, weight on his hands. He looked down at the beautiful woman. He held the position, staring into her lust-contorted face. Seconds ticked by. "Fuck me... fuck me," she screamed. With a smile and an animal like growl he pushed back inside, slipping all the way into her until his balls slapped the cheeks of her ass. "Oh God! Oh God! Oh Godddddd!" she moaned incoherently. A moan escaped Ryan's lips as her warm hole pulsed around him. He paused for a second, catching his breath. Then he pulled out and lifted up on his arms and looked down at Mary's face again. She was staring back at him. Her blue eyes were deep pools of lust and he almost felt as though he could fall into them. He locked his eyes on hers and began to thrust into her, his hips moving up and down forcing his penis all the way into her before pulling almost all the way out. He began a steady rhythm. The room quickly filled with the sloppy sucking sound of mating sex organs. Mary pulled Ryan down until his chest was pressed to her breasts. She held on with her thighs locked around his waist and her arms around his neck. A second later, she began to climax again. Now each thrust seemed to bring on another climax until she was lost in one long orgasm. Within seconds Ryan felt his balls begin to tighten. The friction of Mary's tight hole was taking him rapidly over the top. He pushed as deeply as he could go and froze, sucking in his breath. Then a long moan escaped his lips as his sperm began to squirt into her. His mind went blank as the pleasure of his first ever climax inside a woman rushed through him. His sperm blasted against her walls and splattered back to coat the pulsing head as the thick cream filled her hole. After the first several squirts, Ryan began to move again, letting the clenching of her warm hole milk him like a velvet vacuum. Finally when Ryan's balls were empty he pushed deeply inside and relaxed onto her body, her heaving chest matching his heavy breathing. Gently he kissed her lips, letting his penis rest inside her saturated hole. A minute or two later he raised up on his arms again. Mary sighed as if she thought it was over and she waited for him to pull out. However, Ryan had other ideas. With a smile he began to move his still hard penis in and out again. The older woman's eyes opened in amazement when she realized that he was still hard. "Ryan," she gasped. He didn't answer. Instead he began a slow and steady thrusting of his hips. "You're going to kill me," she hissed. Yet her arms and legs squeezed him tight and she began to show signs of excitement again. He began to move faster. Within seconds, the cabana was filled again with their moans of pleasure and the sucking sound of their slapping groins. This time the coupling lasted a long, long time. Mary lost track of the number of climaxes as her body writhed on the lounge chair. Her hair was now matted to her head with sweat and her body was dripping. She welcomed Ryan's sweat as it merged with hers. Eventually Ryan reached his peak for the second time and he thrust deeply into her and emptied his balls again, filling her hole to overflow. He collapsed onto the still trembling woman as his hard penis finally began to grow soft. It was some time before either of them moved. Ryan moved his hips back, his penis slipping from her with a sucking sound, followed by his thick white cum. He moved back and sat heavily on a lounge chair, allowing Mary's legs to slip down and her thighs to rest on his. His eyes stared down at the exhausted woman. Her eyes were still closed and her chest was still heaving. He could see the redness on her cheeks and neck where his whiskers had rubbed her. When his eyes drifted down to her groin, he almost gasped; her still swollen and ravaged sex lips were spread wide and his sperm was running out like a river. Finally Mary opened her eyes. She stared up at Ryan with a look of admiration. However, it was tinged with regret. She had never planned on letting it go this far. She chastised herself for losing control as she slowly stood up and put her robe back on wordlessly. Then she sighed and a little smile showed at the corner of her mouth. She bent over and gently kissed him. "You're corrupting me," she said with a self-conscious smile. Then she quietly turned and before he could answer, pushed through the canvas curtains and was gone. The rain had finally stopped and the sun was shinning as she walked carefully toward the house. Ryan's copious sperm was running from her now sore and saturated vagina. She chastised herself again for losing control. She knew that what she had just allowed to happen was crazy and dangerous. Yet, it had been years since she had been so thoroughly ravished. Her husband Lloyd was a good man but he had long since passed his prime. On the rare occasion when they had sex, she couldn't tell if he had even cum inside her. However, with Ryan, there was no doubt about it. The evidence was running down her thighs, all the way to her knees. There was a wide smile on Ryan's face also as he finished his pool work and left for his next appointment. He felt like he was walking on clouds. He suddenly realized what it felt like to be a man: not cocky or arrogant but confident, with more than a little pride. An hour and a half with Mrs. Wellsworth had done more for him than all the psychoanalyzing in the world. Chapter 7 Ryan was humming to himself as he rang the doorbell at the Billings house the following day. The weather had turned unseasonably cool but he hardly noticed. His every thought was consumed by what had happened yesterday. Images of Mrs. Wellsworth were constantly in his head. He could feel her soft skin against him and smell her sweet perfume. The only time he thought of anything else was when he thought of Mrs. Billings. She was different but nonetheless sexy and he was eagerly anticipating their meeting today. He felt that he was no longer quite the shy and inexperienced boy. In a few short minutes yesterday he had become a man. However, he was pretty sure that his innocence was what turned Mrs. Billings on. If that was the case, he was more than willing to continue to play that role. The door opened and Ms. Baker stood silently for several seconds, staring at the daydreaming boy. "Oh, I'm sorry," Ryan said when he saw her staring at him. It almost felt like she could tell what he had been thinking. She was wearing a pair of tight white slacks with a low cut short-sleeved sweater. Both garments hugged her body like a second skin. Under the top, he could see that she wasn't wearing a bra. "Come on in, Mrs. Billings has a patient with her but she should be done in a few minutes." Ryan followed the sexy woman into the house, his eyes on her ample backside as it swayed in front of him. He had thought that she had a great ass but now he was sure. The slacks were so tight that the seam ran between her buttocks, separating and emphasizing each cheek. He felt his penis begin to twitch. "I was just about to have lunch. Are you hungry?" she said without turning around "No ma'am, I had a late breakfast. But I'll still join you if you don't mind?" His eyes still on her buttocks. "Please do," she said, smiling over her shoulder at him. Ryan could tell that she saw where he was looking. He stared back, flashing his handsome smile. Ms. Baker had the makings of a salad laid out on the counter. Ryan picked up a carrot and started to eat it as he leaned against the counter and watched her began to make her lunch. "So, Ms. Baker, is there a Mr. Baker... I mean, I don't see a ring? And... you're so pretty and all." Ryan felt himself blush again. He hated that. Ms. Baker looked up thoughtfully, almost sadly. "There was a Mr. Baker years ago but we've been divorced for a long time. Actually, I'm engaged again. Well, not officially, but soon." "Really?" Ryan was surprised. "Are you surprised that I'm divorced or that I'm getting married again?" "Neither, I was just curious." His eyes wandered down to her low cut top. He could see the soft white flesh almost overflowing the top. Her nipples were hard. He felt the familiar stirring in his groin. "I've worked for Sandra for many years. I moved in about ten years ago, a while after her husband died. He was a lot older than she was when they got married but her husband's death still hit her hard. She needed somebody and I needed to get out. It's worked out well for both of us. Actually, Sandra is the one that introduced me to Vic... my fianc‚. He's a good friend of her husband's." Ryan figured that Vic must be a lot older than Ms Baker if he was a friend of Sandra's husband, but he didn't say anything. Instead he reached over and grabbed another piece of carrot, and like the other day he "accidentally" rubbed his arm on her breast. As he brought the carrot back, the back of his hand touched one of her nipples. The older woman paused and took a deep breath. Ryan thought he was in big trouble. But after a moment when she began to work on her salad again, Ryan was relieved and suddenly very excited. Boldly he leaned his arm on the counter and slipped his hand under her arm. Then he reached out with his index finger and touched her nipple, using his finger to make a gentle circle around the tip. Ms. Baker paused in the middle of cutting a tomato. She didn't look at him but instead dropped her head and closed her eyes. When she did nothing to stop him, Ryan opened his palm and grasped her breast. He suppressed a moan when he felt her soft flesh in his hand. Suddenly the kitchen was filled with sexual tension. Ryan's penis was pulsing in his shorts and Ms. Baker had begun to breathe heavily. He grew bolder and began to squeeze her breast. Then he pushed her shoulder back until she turned toward him. He saw that her eyes were open but glassy and he wasn't sure if it was from fear or excitement. He reached out and now with both hands began to squeeze her breasts. "Ryan," she whispered, her eyes hooding over in obvious pleasure. "I'm... I'm almost a married woman," she pleaded weakly. But she didn't stop him as he boldly slipped both hands into her top to grasp her breasts. He lifted them out of her top. "Oh God," she moaned. Then Ryan pulled her into his arms, her warm breasts pressing to his chest. Instead of pushing him away, she turned her face up to him expectantly. Ryan pressed his now hard penis to her stomach and bent his head until his lips met hers. She moaned through her opened mouth as his mouth covered hers and his tongue slipped inside. Suddenly there was a noise from upstairs... voices and a closing door. The two of them jumped apart and looked toward the steps. Fortunately, most of the kitchen could not be seen from the balcony. Ryan rushed over and sat down at the table to hide his erection and Ms. Baker quickly covered her exposed breasts. A second later, a middle aged man came down the stairs. "Goodbye Ms. Baker," he said and waived as he headed for the door. "Goodbye Mr. Lindsay," Ms. Baker answered and waived back. Then she turned to Ryan. Ryan couldn't tell from her expression if she was angry or not. "I think Doctor Billings is ready for you now Ryan," she said breathlessly. When he stood up, his half-hard penis was still noticeable in his shorts. He saw Ms. Baker's eyes drift down. His face turned red. "Sandra is going to think you're glad to see her," she suddenly quipped. Then she shocked him by reaching down and grasping his penis; moving her hand up and down several times and making it grow stiff again. "Have fun," she whispered before turning back to the counter. By the time Ryan was at Doctor Billing's door, his penis had shrunk until it was only half-hard. He took a deep breath and opened the door. Dr. Billings was sitting at her desk as usual. She looked up over her glasses as he entered and said, "Have a seat, I will be with you as soon as I finish filling out Mr. Lindsay's chart." Ryan saw her eyes linger on his shorts and was pretty sure she could tell that he was excited. He sauntered over to the sofa, sat down and crossed his legs. A few minutes later Doctor Billings got up and came over to the sofa. She was wearing a pleated blue skirt and matching blazer. Underneath she had on a white blouse with ruffles down the front. She sat down with Ryan's chart on her lap. "Okay, where did we leave off last week?" With my cum in your mouth, Ryan thought but didn't say. She looked at her chart and said, "Yes, we were talking about oral sex." Ryan thought, I don't think we were just talking. "Before we go on, do you have any questions for me." "Uh... no, I don't think so." "Come on Ryan, if I am going to help you, you must feel free to speak honestly." "Well... uh..." Ryan stuttered, trying to think of something to ask, avoiding her eyes. He took a deep breath and said, "Uh... you... uh when you sucked me... uh you swall... swallowed. My friends say most girls won't do that." He paused and looked at her face. He thought he saw a slight blush. "Well, that is somewhat true. My experience is that there are some girl or women that don't like the taste. However, semen is nothing more than protein and is not harmful... assuming that the man is healthy. Then, there are just as many women that would never spit it out. They feel that it is a way to show closeness to their lover. Personally, I love the taste as much as the feeling of closeness." The doctor paused and added, "Does that answer your question?" Ryan felt his penis coming to life again. "Uh... yes it does, thanks." "Okay Ryan, I know that you have had limited experience with girls and you stated that your problem was the size of your penis head. Do you think that that is your only problem with your shyness around women?" "Well, I think so but I don't really know." "Let's explore that if we can." The doctor looked down at her chart and made a note before she continued. "There are some boy, even men sometimes, that are generally embarrassed to be naked in front of a woman. Obviously there are many women like that as well. But the truth is, the naked body is the most natural thing in the world. We learned to wear clothes thousands of years ago to protect us from the elements and not from the view of other humans. Over the centuries, society dictated that we must wear cloth. However, in many cultures around the world, nakedness is a more natural state than wearing clothes." Doctor Billings paused again and tapped the eraser end of her pencil against her chin. "Are you embarrassed to be naked in front of women Ryan?" "Uh... well uh... sure... I guess so." He thought of the first visit and how he had been naked in front of both women. That had certainly embarrassed him. But then yesterday with Mrs. Wellsworth... there wasn't any embarrassment then. "Let's try a little experiment Ryan. Stand up please." Ryan hesitated. "Come on, stand up." Ryan stood up with an uncomfortable feeling in the pit of his stomach. "Take your clothes off." "What?" Ryan said, thinking he had not heard her correctly. "I want to see if you are embarrassed by being naked in front of a woman." Suddenly all the confidence he had come in with vanished. His legs felt weak as he stood silently in front of the sexy woman and saw her lips were curled up in what could have been a smile. He could feel his face burning. Doctor Billings was silent as she waited patiently. The room was uncomfortably quiet. Ryan could suddenly hear the clock ticking on the wall; it sounded very loud. He had never noticed it before. His heart was pounding in his chest and his legs had turned to jelly. With trembling hands, he pulled his tee shirt up and over his head, baring his strong chest. Then he hesitated again, looking at Doctor Billings for any sign of a reprieve. When he saw none, he hooked his thumbs into his swim trunks and began to pull them down very slowly. Unintentionally he was teasing the doctor, almost like a male stripper. First his upper abdomen below his belly button was revealed. The muscles of his stomach formed a V that disappeared under his shorts. Then his pubic hair appeared. He stopped for a second when the elastic of his shorts reached his penis, forcing it further downward. He looked again for a reprieve. Seeing none, he pulled the elastic out, letting his half-hard penis spring out. It pulsed and in spite of his embarrassment began to grow. Suddenly it was pulsing up and down with his rapid heartbeat. Then he bent and pulled his shorts from his feet, relieved that he was covering his excitement from her view, if for only a moment. He stood back up and held his shorts modestly in front of him. The doctor stared at him and remained silent. Finally Ryan sighed and pulled the shorts from his front and tossed them onto the sofa. The doctor's eyes stared at the boy's throbbing penis and she tried unsuccessfully to keep a professional demeanor. There was an excited glow on her face. "You have nothing to be ashamed of Ryan. In fact, you have one of the best bodies I have ever seen on a young man... or an older man for that matter. You should be proud." Ryan was proud of his body but this was quite different. He could feel the flush from his face flow down his neck and across his chest. "Turn around." Ryan obeyed. He could almost feel the doctor's eyes on him... on his muscular back, moving down to his trim waist and across his strong buttocks. He squeezed his cheeks, almost as a reflex, emphasizing the muscles running down his buttocks and across the backs of his thighs. Then he remembered her finger and a shiver went through him and his penis throbbed. "Very nice," the doctor said, a little breathlessly. "You can take your seat again." As Ryan reached to pick up his shorts, the doctor added, "And leave your clothes off please." He looked at her in surprise but then sat down. The leather sofa felt cool to his now very heated body. His penis was throbbing at full mast. Suddenly, there was a tap at the door. Before Doctor Billings answered, it opened and Ms. Baker looked into the office. "Oh, I'm sorry," she said but stepped into the room anyway. Ryan sat with his face beet red and his hands trying unsuccessfully to cover his throbbing penis. "I am going out to the market and wanted to know if you wanted anything special?" Ms. Baker asked the doctor but she was looking at Ryan. "Yes, I have a list of supplies for the party next week. You may as well get some of the things now." With that the doctor got up and went over to her desk. Ms. Baker continued to stare Ryan, her eyes on his hands as he vainly tried to cover his excitement. Suddenly, some of Ryan's confidence came back. He figured if these ladies wanted to look at him, then why not. He glanced at the doctor and saw that she was bent over with her back to them, looking for the grocery list on the desk. With that, he moved his hands from his groin and allowed his penis to spring into the air. The large head was now almost purple and there was a steady stream of pre-cum juice running from the slit. Boldly he opened his legs, exposing his swollen testicles as well. The look on Ms. Baker's face turned from a smile to clear excitement. As Ryan stared at the woman, he wrapped his hand around his shaft and began to stroke it. He could almost see her tremble. When a large drop of clear juice bubbled from the head and began to run down the shaft, he saw her lick her lips. A tremor of excitement ran through him at the look of lust on her face. Then, when he saw Doctor Billings start to turn around, he placed his hands over his groin again and closed his legs. Ryan's Summer Pt. 02 The doctor had a piece of paper in her hand. She handed it to Ms. Baker who took one last look at Ryan and left. Doctor Billings came back over and sat down on the sofa. "Well, that was quite bold of you," she said with a smile. "Huh?" "Your exposing yourself to Ms. Baker." Ryan swallowed hard and wondered how she had seen that. Then he glanced at the desk and realized that she must have seen it by the reflection from the glass covering a picture on the wall behind her desk. His face grew redder. "Don't be embarrassed. We are making great progress." The doctor sat back and crossed her legs, letting her skirt slip far up her thigh. Then she unbuttoned her blazer and allowed it to open. "It's getting rather warm in here, don't you think?" Ryan almost gasped when he saw that her blouse was almost transparent and that he could plainly see her large brown nipples on either side of the ruffles down the front. His penis pulsed under his hands. "Now Ryan, I want to ask you to do something for me. You can say no... I realize we may be progressing too fast." She paused as if re-thinking her request. Then she said, "Ryan, I want you to masturbate for me." Ryan's eyes opened wide. It seemed that every time he though he had her figured out, she surprised him again. "Uh... I... uh... I'm not... not sure I can do that in front of you." "Of course you can. Here, this should help." With that the doctor took off her blazer. Then she began to open her blouse. Slowly she unbuttoned each button until she reached her skirt. Then she pulled the blouse from her skirt and let it slip down her shoulders. Ryan saw her breasts for the second time and felt an incredible wave of excitement rush through him. The size of her nipples still amazed him. The doctor leaned back on the sofa and reached up for her breasts. She pulled on the nipples, making them harden under her fingers. "Go ahead," she said, her voice now a husky whisper. Now Ryan had to make a decision. She had said he could refuse. However, his pounding heart and pulsing penis made the decision for him. Slowly he moved his hands, exposing his throbbing shaft. Then he wrapped his hand around the shaft as he stared at the large exposed breasts in front of him. "My nipples are really sensitive... just like the head of your cock," the doctor said as she stared at Ryan and played with her nipples. Ryan moaned and began to stroke himself. The juice from his overflowing head ran down the shaft to lubricated his hand. Within seconds the shaft was slick and there was a distinct squishing sound from the up and down movement. "That's it... that's it, stroke your cock," the doctor hissed as she lost her professional demeanor. Her eyes began to hood as she watched Ryan and played with her nipples. She pulled the nipples out hard, lifting her heavy breasts. A moan of excitement slipped from her lips. Ryan's eyes never left the doctor's breasts as he began to move his hand faster. He could feel his balls begin to squirm in their sacks. The doctor could see that Ryan was getting close. She knew the signs. "Stand up and come over here," she whispered excitedly. This wasn't part of her plan. Excitement had overcome her good judgement. Without hesitating, Ryan stood up and moved over to the doctor. She sat up on the sofa and lifted her breasts. "Put your cock between my breasts." Ryan almost climaxed at her words. He bent his knees and placed his penis between her soft flesh and gasped as she squeezed them together. "Fuck my tits." Ryan gasped but placed his trembling hands on her shoulders for support, as she held his penis between her mounds of flesh, and began to hump his hips, forcing his penis between her large breasts. When he would push upward, the swollen head would peek out and then when he pulled back, it would disappear again, covered by the fleshy mounds. The juice from the slit ran between her breasts and made the head slip easily betweenthe two. Ryan was in heaven. It wasn't as good as being inside her mouth or a vagina but it was incredibly exciting nonetheless. Soon his hips began a steady rhythm, forcing his penis in and out of the warm mounds of flesh. "Oh God!" he moaned as he felt his balls begin to churn. "Yes, that's it, fuck my tits," Doctor Billings hissed. She gasped for breath and watched the base of his shaft disappear under her breasts. On one push, the head came out of the top of her mounds and hit her under the chin. She bent her head and waited until it appeared again. When it did, she stuck out her tongue and licked the shaft quickly before it disappeared again. Ryan felt her tongue on his swollen head and pushed upward and paused. Another moan escaped his lips as he felt her tongue lave the head. His balls pulled up to his body and he tensed. Suddenly he pulled back and pushed in again, almost violently. "Ahhhhhhh!!!" he screamed as the head grew and the slit opened, spewing his thick cream upward. The first blast hit the doctor under her chin. She gasped. Ryan pulled back and thrust again, blasting his juice onto her neck. Doctor Billings began to groan with excitement as she felt the warm cum of the young man coat her neck before sliding down her breasts. Then, she let her breast go and grabbed his shaft, running her hand up and down rapidly and directing his squirting head to her breasts. "Yes, come on my tits," she hissed. Her hand squeezed the shaft, milking the cream onto the surface of her breasts and across the nipples. The thick white cream came out of his balls in torrents, covering her breasts with the slick warm cream. With her other hand she began to massage the juice into her mounds, smearing the sticky liquid across both orbs. When Ryan's balls were depleted, he staggered backward and fell heavily into a leather chair. His eyes closed for a moment and he took a deep breath. When he opened them again, he saw the sophisticated woman lying back on the sofa with her eyes closed and her legs spread, smearing his cream on her still heaving chest. He could see a look of pleasure on her face and that her body was trembling. He wasn't sure if she was climaxing or not but he knew for sure that she was enjoying herself. He glanced between her legs and saw that the crotch of her panties was very wet. His sticky and still somewhat swollen penis began to grow again. After several minutes the doctor opened her eyes. She looked over at Ryan who was sitting on the chair with a smile on his face and his hand wrapped around his penis. Suddenly she straightened up and looked embarrassed herself. Quickly she grabbed her blouse and slipped it on, covering her still very wet breasts. Then she put her blazer back on and stood up. "Uh... Ryan, I think that will be all for today. I have another appointment," she said. Ryan was disappointed in her sudden change of demeanor. He was ready to go again and hoping that they could do more. However, her tone of voice didn't leave any doubt. He stood up and slipped on his shorts and shirt. When he looked over at the doctor, she was at her desk again, writing on his chart. She didn't look up as she said, "I'll see you next week." Ryan couldn't see her squeezing her thighs together as his cream ran between her breasts and across her stomach. With that Ryan let himself out of the office and walked down the stairs. By the time he reached the bottom of the stairs, his disappointment was gone. A smile came to his face at the thought of the pretty doctor sitting at her desk with his cum seeping through her blouse. Next time, he concluded, his cum wasn't going to be deposited on her breasts; he had a much warmer place in mind. Later that afternoon, Sandra Billings and Mary Wellsworth sat under an umbrella at a swank outdoor caf‚. They normally got together once a week to catch up on local gossip. However, they had missed several dates and had only talked once on the phone since Ryan had arrived on the scene. "So what do you think of our young pool boy?" Sandra asked with a smile. "I should be asking you that question... you're the doctor you know." "That's true," she laughed. "I think he's delightful." Mary suddenly looked pensive and said, "So do I. Maybe too delightful." "What's that mean? You haven't "done" it with him, have you?" Mary bit her lip and looked away. "You have!" Sandra gasped. "Mary Wellsworth, I'm surprised at you." Then a smile came to her face. "I thought you weren't going to go all the way?" Mary suddenly looked like she was going to cry. "I... I... wasn't," she whispered. She looked down at her drink with an expression that looked like pain. "I know it's crazy but I... I couldn't help it. He came in me twice without ever pulling out." Sandra sucked in her breath before she said, "That is dangerous. However, I have to admit that he is quite irresistible." "You know it's not just that." She looked at her friend and the truth passed between them. "I'm a bad person." Tears began to well up in her eyes. Sandra reached over and grabbed her hand tenderly. "No you're not. You're a woman with normal sexual desires and strong maternal instincts." "Yes, but I'm happy with Lloyd. He treats me wonderfully in almost every way." "That may be true, but he can't give you what you really want." "I know," Mary sighed. "But I still feel guilty." She paused for a second and then said, "Well, maybe I got away with it this time." "Probably not," Sandra said. "What'd you mean?" The waiter came over to deliver them another drink and Sandra paused. When he walked away, she looked at her friend and said, "I did his sperm count after the physical." The doctor's eyes opened wide as she added, "It was almost twice the normal level." Mary gasped and her hand shook as she took a quick gulp of her drink. Chapter 8 When Ryan awoke early the next morning he looked out the window and moaned. The unusual cold front that had begun on Wednesday had lingered into Thursday and brought a chilly rain. Today he dressed in a pair of jeans, a tee shirt and tennis shoes without socks. The jeans and the shirt fit his trim body snugly, emphasizing his strong arms and chest as well as his narrow waist. He put on a baseball cap and hurried downstairs. Ryan's mother was in the kitchen getting her normal morning coffee and toast before heading off to work. "Hi Mom," Ryan beamed. He walked over to her and kissed her cheek, grabbing a piece of toast from her hand. "Hey!" she complained with a smile. Ryan smiled brightly at her as he took a bite. "Why are you so happy on this dreary morning? Bet you met a new girl huh?" his mother asked. "Well, kinda of," he answered noncommittally. "You gonna bring her over to meet your old Mom?" "You're not old Mom. You're almost the sexiest woman I know." "Almost," she pouted, then added, "Hey... how many 'women' do you know anyway?" "A couple," he said with his white teeth shining. "Hmmm... I hope some of those old rich women you visit everyday haven't gotten their fangs into you." She looked at him with an intuition that only a mother could have. Ryan was shocked. His Mom was a lot more perceptive than he gave her credit for. "There not old," he said before he realized it. She pursed her lips as if in disapproval. Although she had no idea what was going on, she knew that Ryan needed to build self-confidence. She also knew that part of the responsibility for his shyness was because of her; she had always been overprotective with him. "Just be careful young man," she warned in a serious tone. "Well, gotta run," he said quickly, wanting to cut off the conversation before it got too personal. He kissed her again and hurried out of the house. The rain was pouring from the sky in torrents as Ryan rushed to his car. He turned the key and the engine groaned and backfired before turning over. He strained to see out the window as he pulled away from his house, leaving a trail of white smoke. The old windshield wipers were totally ineffective in the torrential downpour. Somehow he made it to the rich side of town before things started to get worse. The engine conked out several times but he was able to start it again. Finally as he ascended a long hill, the car just stopped; the engine gave one last loud bang and died. "Shit!" Ryan yelled and slammed the steering wheel hard with his hand. A sudden pain rushed through his wrist and up his arm. "Ouch.... Goddamn it!" he groaned at his stupidity when realized that he had hurt himself. He sat in the car for a few minutes cursing to himself and rubbing his sore wrist, hoping the rain would slow. When it didn't, he realized that he was going to be late for his appointment and would need to get to a phone. He got out of the car and stood in the pouring rain, looking up and down the street. He was about two miles from his next appointment and about a mile from the Billings estate. He figured that if he tried to go up to any of the other houses, they would probably call the police. That is, if he could even get inside the gates. Taking a chance that someone would be home he decided to risk the walk to the Billings place. Within a few minutes he was soaked to the skin. His baseball cap was sopping and his jeans were becoming heavy with water. His feet squished in his tennis shoes and he shivered, suddenly wishing that he had worn socks. By the time he reached the Billings estate, he looked like a drowned rat. In addition, his wrist was hurting worse and it had begun to swell. He stood in the shelter of the small alcove at the Billings door and rang the doorbell. He waited a few minutes and rang again and then again. When the third ring brought no answer, he figured that no one was home. He turned to leave and started to walk down the marble steps when the door opened. "Ryan... what are you doing here?" Ms. Baker called before adding, "Mrs. Billings isn't home." Ryan stopped and turned around. A big smile crossed his face in spite of his miserable state. "Hi Ms. Baker. I'm not here to see Mrs. Billings. My car broke down and I was hoping that I could use your phone to call the office." "Why of course, Ryan. Come in here out of the rain." She held the door open and let him step inside. "Sorry I didn't answer right away but I was doing my Yoga lesson." Ryan noticed that she had a little sweat on her brow. "My God, you look like you're almost drowned," she gasped. He was trembling from the cold and holding his wrist. "What's wrong with your wrist?" "I hit it on the steering wheel after my car broke down." He saw her look and added, "Stupid I know." Then he looked down at the wet puddle on the floor at his feet. "I'm making a mess on your floor." "Don't worry about it, it can be cleaned up." "Sorry to bother you but I didn't know where else to go." "I'm glad you came here. Now wait just a second while I get some towels." Ryan watched Ms. Baker as she walked away. She had on a pair of well-worn black stretch pants and a tight leopard skin top that was cut very low into a V, exposing much of her breasts. It was obvious that she wasn't expecting company. Around her neck she had on a set of headphones with a CD player hooked to her pants. A few minutes later Ms. Baker came back carrying several large fluffy towels and some type of garment over her arm. "Here," she said handing him a towel. Ryan took the towel and removed his rain soaked hat and began to dry his head. "Let's get these wet clothes off." Ryan pulled the towel from his head and looked at her in shock. She saw his surprise and shook her head. "Come on, hurry. Besides, it's not like I've never seen you naked," she said with a smile and then added, "I am a nurse after all." Ryan shrugged and began to pull his tee shirt over his head. As it covered his eyes he felt the belt of his pants being opened. He pulled the shirt from his head quickly and saw Ms. Baker squatting as she unsnapped his jeans. He idly began to dry his chest as he watched her pull his pants down, leaving him in his wet underwear. The shorts were white boxer briefs and were so wet that they had become transparent, exposing his curled up penis and the dark pubic hair underneath. Without asking she pulled his shorts down, leaving him naked. Ryan's eyes wandered to her exposed cleavage and he suddenly felt himself becoming excited. Ms. Baker took the other towel and began to dry his stomach and hips. Her face was only inches from his now growing erection. Then she turned him to his side and began to dry his buttocks. Electric shocks began to course through Ryan as he felt her hands, under the warm towel, wiping his buttocks and the backs of his thighs. When she turned him back around, his penis was fully erect and pointing at her face. Without missing a beat she used the towel to wipe his pubic hair and then she gently caressed his penis, moving the towel up and down the long shaft until it too was dry. Next she moved to his thighs and down his legs to his calf. She didn't say anything or act surprised that he was excited. "Lift," she said and took one foot into her hand and dried it thoroughly, moving the soft cotton between his toes almost sensuously. When she had completed one foot, she did the other, taking her time while seemingly ignoring the boy's obvious state of excitement. Then she stood up. "Here, this is all I could find for you to wear." She handed him a silky kimono type robe with flowers on it. Ryan looked at the robe, his face showing his disapproval. "It's all I have. Besides, no one is going to see it but me." Ryan slipped the garment on. It was too small and the sleeves came halfway up his arms. The bottom came to just below his groin. His erection was sticking through the opening. Ms. Baker put her hand over her mouth and giggled. "All right, take it off and wrap this around you," she said and handed him one of the large towels. "Thanks," he said in relief as he wrapped the towel around his waist. Now his penis was covered but tenting the towel. "Go on into the kitchen and I'll fix you some hot chocolate after I throw your clothes into the dryer." "Not the hat," Ryan said and snatched it from her hand. "It's my favorite." Ryan went into the kitchen and sat down. Although he had the towel wrapped around him, he still felt naked. Fortunately, his penis had begun to soften. A minute later Ms. Baker came back into the kitchen. "Feel better?" she asked. "Much." "I have a icepack that you can put on your wrist," she said as she went to the freezer and took out a jell-filled icepack and brought it over to him. She took his hand and felt around his wrist. "I don't know," she said, "You should definitely see a doctor." She wrapped the ice pack around his wrist. It had a Velcro strap on it and fit snugly around his wrist. "That should keep the swelling down." "Thanks." "Hot chocolate okay?" "That would be great," he said and watched her go over to a cabinet and reach up for the chocolate mix. The stretch made her tight pants pull up into the crack of her buttocks, outlining her sexy butt. It only lasted a second but it was enough to start his penis to grow again. Then he watched the pretty woman hurry around the kitchen getting cups and saucers. When she bent over to get the milk out of the refrigerator, he got another good view of her buttocks. This time the movement forced the tight material up enough to outline her pubic mound. Ryan almost gasped when he saw the pouch of her sex under the thin covering. The seam at the crotch sliced through her lips, outlining the outer lips. When she stood up and turned around, it was still imbedded between her lips. Ms. Baker felt the seam of her tights between her lips but she couldn't reach down and pull it out. She felt it rubbing on her swelling lips as she moved. She saw Ryan's eyes on her crotch and looked down to see the renewed tent in his towel. An unwanted electric shock rushed through her and her heart started to pound. Although she knew that he was just a kid, he was incredibly cute. Their flirting over the last couple of weeks had been just for fun... harmless teasing. But now she was alone with him and getting a little worried: not because of Ryan but because of her own desires. She was relatively young woman, still in her prime and although she had denied her sexuality for a long time, it was never far from the surface. Several weeks ago, Sandra had talked her into a conspiracy to seduce the young man. Her role was only to be as an assistant and not to actually seduce him. Ryan's Summer Pt. 02 It had been a long time since she had felt the desire that had come over her in the last couple of weeks. Since the first moment she had seen the young man at the door she couldn't stop thinking about him. No matter how much she chastised herself, she couldn't help the feel of excitement in her stomach-and much lower. Still, she was almost engaged to Vic and he was good to her, not to mention that he was filthy rich. Unfortunately, the sexual desire was not there with him. Although she cared for him greatly, he was almost seventy and had never even made a pass at her. It was definitely going to be a marriage of convenience. He had no one to give his money to and she was a nurse; he needed someone to take care of him and she was lonely and the money would go to a good cause... her. That may have been cold to some people but she had to take care of herself. Now, she was faced with a dilemma and it was sitting in the kitchen with her... she had to resist. She certainly didn't want to do anything to hurt her relationship with Sandra or ruin her marriage before it even began. Still, it had been so long since a man had paid attention to her. Her sexual relationship with her former husband had been very good but it was the only good part of her marriage. Sexually they were very compatible and had tried almost everything two people could do. Amazingly she had learned that she was very anal erotic and found that she absolutely loved anal sex. She had become addicted to it during their eight years of marriage, doing it at least several times a week. Now, it had been ten years since she had felt a mouth on her sex or a stiff shaft up her rear passage. Ryan watched Ms. Baker fix their hot chocolate, his eyes following her around the room. Her back was to him as she stood at the island counter in the center of the kitchen. He stared at her sexy form... the way the low back of her top exposed the soft white skin of her shoulders and back... the way the curve of her waist went in and then flared out at her hips... the sensuous rise of her buttocks and the seam that disappeared between the cheeks. He felt the blood in his penis flowing. It began to affect his judgment. He took a deep breath and stood up. His legs were almost trembling as he walked over and stopped behind her. There was a moment of indecision as he thought of the consequences of what he was about to do. Then he placed his hands on the counter on either side of her, leaning close. He felt her tense but was relieved that she didn't move away or worse, slap him. He leaned in close and could smell her; there was a hint of perfume but also an earthy smell of her sweat, which made his head spin. "Ryan, behave," she whispered but then trembled as she felt his lips on her bare neck. "I'm sorry but there's something about you that drives me crazy," he answered and pressed his erection into her. "Please sit down," she pleaded... almost whimpered. "I will if you really want me to." With that his arms moved until they were around her waist, his hands on her stomach, pulling her back to him. "I remember how you kissed me yesterday. I've been thinking about it ever since." He bent and kissed her neck again, his hands beginning to move slowly upward. He felt his knuckles under her breasts and turned his hands over, his palms suddenly covering her now heaving breasts. "Oh God," she moaned but didn't try to pull out of his grasp. "I love your breasts. But I love your ass most of all," he hissed into her ear. Another gasp came from her lips as he said the magic words. One hand slipped from her breast to grab an ass cheek. "Mmmmm!" It was Ryan's turn to moan as he felt the soft but firm cheek of her ass. He suddenly turned her around until she was facing him. He saw fear and excitement in her eyes. As his lips met hers, both hands found her ass cheeks and he began to squeeze them like he was kneading pizza dough. His now pulsing penis was pressed to her stomach and his tongue was in her mouth. They kissed for several minutes, their tongue dueling for possession of the other's mouth. Ms. Baker pulled her lips from Ryan's and gasped, "Ryan, this isn't right, we have to stop." But when she didn't push him away, he reached up and began to massage her breasts again, his lips going back to hers. Almost before she knew what was happening, he slipped his fingers under the straps of her top and pushed them from her shoulders and then down her arms, baring her breasts. He pulled his lips from hers and looked down at the soft mounds of flesh with two hard nipples and sucked in his breath. They were gorgeous. Although there was some sag, they still appeared to be firm and the nipples incredibly hard and jutted out a good half inch. Ryan quickly took them in his hands in fear that she would pull away if he didn't act fast. His lips pressed to hers again. She moaned into his mouth and put her hands on his chest as if to push him away. However, there was no strength in her arms. The young man began to massage the soft mounts of flesh, squeezing them and then tweaking the long nipples. He grasped each on in his hand and pulled them out. "Oh Jesus," Ms. Baker gasped. She knew she had to stop this now or she would be lost. Mustering up her strength, she wrenched her mouth from his, gasping for breath, her head turned down as if she couldn't look into his eyes. He lifted her chin and pulled her to his chest, feeling her soft breasts on his bare skin. "God, I want to... to... to eat you," Ryan struggled to say. "Oh no," she whimpered. It sounded to Ryan more like an "Oh yes." He began to slide down her body, stopping at her breasts. He lifted one and sucked the hard nipple into his mouth as his fingers worked on the other one. Then he switched and began to suck on the other. He heard the woman moaning and it sounded far away. His head was spinning with excitement and there was a loud humming in his ears. With one loud suck he let the nipple pop from his lips. As he began to move to his knees he felt Ms. Baker vainly trying to pull him back up, her hands grasping at his shoulders. It was only a half-hearted attempt and he continued downward. When he was on his knees and his face near her crotch, he gasped. He saw that the thin black material was still trapped between her lips and the entire area was now dark with her juices. He could smell her excitement and it drew him closer. Slowly he moved forward until his nose was almost touching her. He took a deep breath, her scent almost overwhelming his senses. Then he let his breath out, blowing warm air onto the thinly covered lips. "Oh Jesus," she moaned when she felt his breath on her swollen sex. Then Ryan pulled back slightly and turned her around until her buttocks were in his face. A moan escaped his lips as he stared at her perfect ass. His hands were trembling as he reached up for the waist of her leotards. With one quick movement he pulled them down to her thighs, baring the milky white cheeks of her ass. "Ryaaaaaaaannnnn!!!" she gasped when she felt the cool room air on her exposed buttocks. She had no idea how he knew that her ass was her one weakness. She knew that she was lost. Ryan moved his lips forward and he began to kiss the soft flesh of her ass cheeks... first one and then the other. He felt her flesh trembling under his lips. As he continued to kiss her, he reached up and pushed her until she was leaning over the counter. Then he pushed her legs apart as far as her leotards would allow. His hands came up and grasped her ass cheeks, opening her and exposing her tiny rear hole. He saw the tiny pink hole staring at him. Even Ryan couldn't believe what he was about to do. It had never occurred to him but suddenly it seemed so exciting. He stared at the tiny star of her asshole. It was wrinkled, pink and puckered, almost pulsing. Without a second thought he moved forward and brought his tongue out. When he touched the little star he heard the woman above him scream. Ignoring her cries, he increased the pressure and began to push his tongue inside. The hole resisted mightily. In her fogged brain, Ms. Billings thought that if she could only keep his tongue out of her ass she could stop this. It was her last defense and soon crumbled like the "Walls of Jerico". Ryan could feel the tight muscle of her tiny rear hole begin to relax. A second later it was pulsing around his tongue as he slipped inside. With a mighty push he forced it inside as deeply as it would go. "No pleaseeeeee," Ms. Baker gasped in a last gasp. When Ryan pulled out, he heard a squishing sound. He did it again and then again. Drool began to run down his chin as he pushed in and pulled out rapidly. In spite of her desire to resist, the excited older woman found her hips squirming all over the counter. She began to press her hips back, forcing his tongue all the way inside her. Ryan would have smiled but his mouth was busy. Then he pulled back, leaving her little hole searching for him. "Nooooo," Ms. Baker cried. This time it wasn't a protest for him to stop but one of frustration that her throbbing hole was empty. Ryan pulled away and stood up. He turned her around and saw that her eyes were now wild with lust. He suddenly realized that he had stumbled on to her weakness. Quickly he stripped off his towel, leaving him naked, his penis throbbing and dripping juice. He quickly placed the towel on the counter. "Get up here," he whispered excitedly. He helped lift her up until she was sitting on the counter. "Ryan, please," she begged as a sudden lucidity came to her. Yet she spread her legs and allowed him to step close to her. The swollen head of his penis was now only inches from her sex. Ryan looked at her lust-contorted face and said, "I'm going to eat your pussy now." "Oh Jesus," she moaned and closed her eyes, burying her face in his neck as if to hide her shamefully lust contorted face. Ryan pushed her back until she was lying on the counter. Then he almost ripped her leotards off and threw them onto the floor. When he looked down he saw her extremely swollen sex lips. They were wet and open, exposing the opened hole with a froth of juice trickling out. At the top of her pubic mound there was a little tuft of hair shaped like a V. The inner lips were shaved bare and weren't as large as Mrs. Wellsworth's. The clit was hidden. With his fingers, he opened the lips and the bent his head and kissed them gently, using his tongue to lick upward one time. The older woman gasped and gripped the counter with her hands. Ryan grabbed a chair from the table and sat down like he was ready for supper. He moved close, lifting her legs and pressing them back to her chest, exposing her sex almost obscenely. Ms. Baker was moaning incoherently now. Her head was thrashing from side to side, insane with anticipation. It had been ten long years and she was going to explode if he didn't do something quickly. Her hands reached out blindly and found his head. Ryan would have smiled had his face not been suddenly buried in her wet crotch. Her juicy lips covered his lips and nose, almost suffocating him with her wetness. He felt her fingers pulling his hair as he began to suck her. His tongue pressed into her hole and her sweet juices, which he sucked into his mouth and swallowed before searching for more. Like Mrs. Wellsworth, she was a fountain of juice. He sucked and swallowed and then went back for more. The juice ran from her in a never-ending stream. He opened his mouth and covered her swollen lips, sucking them inside and chewing them gently like he had done with Mrs. Wellsworth. It seemed to have the same effect on Ms. Baker... she went wild, screaming and humping her hips up to meet him. Then he began to "fuck" her hole with his tongue. She bounced violently and his tongue slipped out, only to find her rear hole. When he heard her groan loudly he pushed her hips a little higher and began to tongue "fuck" her asshole again. "Yes, eat my asssssss!!!" the now sex crazed woman yelled. A second later her body began to convulse and her thighs flew out and landed on his shoulders, wrapping around his neck. Her hips lifted from the counter and she almost pulled Ryan's hair from his head as a strong climax rushed through her. Ryan knew that she was climaxing when her little asshole clamped down on his tongue, almost trapping it inside. He never knew that a woman could climax from having her ass licked. He held onto her hips and continued to plunge his tongue in and out for a long time until eventually the pulsing slowed and her body began to relax. Ryan continued to kiss the now closed little hole until her movement stopped. Only then did he let her thighs slip from his shoulders. He stood up and wiped her dripping juice from his mouth and cheeks with the back of his hand. There was a smile on his face as he looked down at Ms. Baker. Her eyes were closed and her mouth was slack. Her chest was still moving up and down rapidly. He moved between her legs and touched her sex lips with the head of his dripping penis. The older woman's eyes flew open and she stared at him with a look of confusion... almost as if she had forgotten where she was or what she had just allowed to happen. Ryan thought that it might be over if he didn't do something. He grabbed his shaft quickly and brought it to her sex lips. He began to move the large head around the juicy lips, mixing his juice with hers. She looked like she was going to protest until he opened her lips with his fingers and placed the tip of his penis on her swollen clit. Her eyes almost went back in her head as she took a deep breath and shuddered. Ryan pressed forward, moving his penis slowly between her lips. When he felt her trembling, he decided to take a big chance. "Can I fuck you?" he whispered. The older woman moaned, closed her eyes and bit her lip, a mask of indecision on her face. Ryan moved his penis around in circles, never quite penetrating her. He waited. He wanted her to want it. There was nothing that could stop him now but he wanted her to say she wanted him. He moved the tip of his penis back to her clit and placed the large slit on her little nub. Then he opened the slit and allowed the soft clit to slip inside. He flexed the slit of his penis until it closed on the sensitive bump of skin. "Ohhhhhh myyyy Goddddd!!!" she moaned and trembled violently as she felt her clit being massaged. She didn't know what he was doing but she knew that it was driving her mad. Finally, when she could take it no more, she gasped, "Fuck me!" Ryan smiled and pulled his penis from her clit and placed it on her open hole. With a steady pressure he began to move it inside. He lifted her legs again and placed them on his shoulders. Ever so slowly he pressed his hips forward, feeling her slick walls opening and welcoming him inside. It was excruciatingly pleasurable and threatened to make him climax prematurely. He needed something to distract him. Then he remembered the pain in his wrist. He focused on that. It was only a dull throb now but it was enough to avert a crisis. Suddenly he was deep inside her, his balls touching her ass. She had taken him all the way inside her little used vagina. It was tight... much tighter than Mrs. Wellsworth's had been. He pulled out slowly and pushed back inside, bringing moans of pleasure from them both. Then he leaned over and kissed her, his penis slipping all the way inside her again. His tongue pushed deeply into her mouth. Now they were connected at both ends. He began to move his tongue in and out of her mouth as he did the same with his penis. As he moved faster, the room filled with a sloppy squishing sound. Ms. Baker pulled her mouth away and whispered, "Ryan... I... I..." Ryan moved in and out quickly cutting off what he thought was going to be a protest. "Do you want me to fuck you hard?" he asked. "I want you... I want you to... to fuck me... fuck me in the... fuck me in the ass!" "What?" Ryan hissed. "In my ass. Fuck me in my ass... please!!!" she almost screamed. Ryan swallowed hard and looked down at the woman's lust filled face. Her eyes were closed tight as if she were concentrating. He pulled back, bringing another moan from them both as his penis slipped out of her. The head and shaft were shiny and slick with their combined juices. "Are you sure?" he asked. "Yes... yes, fuck my ass... it's been sooooo long," she hissed. Then she lifted her legs and pulled her thighs back to her breasts. She slid her hands down to her ass cheeks and pulled them apart. "Fuck me!" she said again. Ryan saw her little hole open. It was still wet from his tongue and the steady juice running from her saturated vagina. He placed the swollen head on the tiny hole and thought that it was never going to fit... it looked so small next to his giant head. With two fingers he reached in and brought more juice from her wet hole, smearing it on the purple head. His mouth had turned dry and his hand was trembling as he positioned himself on her asshole again. He felt her scoot down until her wrinkled hole was pressed tightly to the head. He pushed up with his toes, forcing it into the opening. When he felt resistance he paused. "Don't stop... don't stop... fuck me... fuck my ass," she screamed. The woman's eyes were squeezed tightly shut and her body was tense. Ryan grunted and pushed hard upward. "Ahhhhhhheeeee!!!" Ms. Baker screamed as the large crown slipped past her sphincter. It felt like a rubber band had been snapped around Ryan's penis. The muscles squeezed him so tight that it felt like he couldn't pull it out even if he wanted too. He figured he had only one way to go. With pressure from his strong legs he pushed forward, slowly sinking his shaft into the now moaning woman's ass. Inch by inch, his penis disappeared as her body consumed it. Ms. Baker was rapidly becoming delirious. Her brain could no longer function. Every fiber of her being was focused on her asshole and how it was being stretched by the young man's incredible penis. Ryan knew that this wasn't the first time that she had done this. He could feel her tight hole relaxing as her muscles began to welcome him. Her hips worked downward as her ass began to suck him inside. It felt to Ryan like his shaft had been sucked into a vacuum as the muscles in her tight hole massaged his shaft. He moved deeper and deeper, the walls rippling against the sides of his shaft, bringing him incredible pleasure until finally he could go no deeper. His pubic hair was the only thing that was visible between the two of them now. Both of them paused, each gasping for breath as waves of pleasure rippled through their connected bodies. Ms. Baker's ass would throb and squeeze down on Ryan's penis. His penis would pulse in return and cause her ass to throb again. It was as if their organs were feeding on one another. After a full minute with out movement, Ryan began to pull out. He watched her puckered asshole stretch outward as if it was refusing to give up. It almost seemed to turn inside out. He saw his penis finally emerge until the ridge of his head began to exit. He paused with the fattest part of his head at her entrance. Then he moved all the way out and watched the hole slowly close until it was a tiny puckered star again. "No," the woman screamed. "Please," she begged. Ryan quickly pushed back inside. It slipped in easier this time. He moved until it was all the way inside again. Then he pulled back until he was out. This time the hole gaped open, waiting for him. Before it could close he moved back in. He did this over and over, fascinated at how their organs went together so nicely. He never realized that an asshole could be as receptive as a vagina. Ryan's Summer Pt. 03 Chapter 9 It was a week from hell for Ryan.... without his car everything became a colossal hassle. He had to have his car towed-which he didn't have the money for-and he had to borrow his Mom's car. Besides all this, he had gone to the doctor about his wrist and had an MRI that revealed that he had damaged a ligament. The doctor put a brace on his wrist and told him to keep it on until he came back to see him in two months. There would be no more gymnastics practice this summer. Hopefully he hadn't permanently damaged it or his chances for a scholarship were gone. It was another rainy morning as Ryan headed for AquaSpa Pools. He found the always upbeat Benny working behind the counter. "Hi squirt... how's it hanging," Benny snickered when he saw Ryan walk into the store. "Hi Benny. Okay I guess," he answered sullenly. Benny could immediately see that something was troubling Ryan. However, he knew that at Ryan's age, it didn't have to be anything big. "What's wrong?" he asked. "Everything," he lamented. "It can't be that bad. Did one of your ladies throw you out?" Benny said in an attempt to lighten his mood. "Naw, that part's been great. My car is kaput and I almost broke my wrist." "Who'd you punch out?" Benny laughed. "No one. I hit it on the steering wheel when my car broke down." Benny looked at him and shook his head like an exasperated father. "I know... stupid. If I have to have it operated on a scholarship is out. Besides that, now I'm driving my mom's car. I have to take her to work and pick her up." "You are having a bad day kid," Benny said sincerely and paused for a moment. "Listen, I can't do much about your wrist but if you want, you can borrow my van until your car gets fixed." "Really?" Ryan knew that Benny had a conversion van that was his pride and joy. He was surprised that he would loan it out. "Sure, I've been driving the Corvette all the time and since I'm working in the office now, I don't need a van anyway. Well, except that it's great for dates... if you know what I mean," he said and winked. Then he thought for a moment and said, "But then again, the women love the Corvette too." Ryan's face broke into a wide smile. "Wow man, you just made my day." "No problem. But do me a favor. If you pick up any chicks, clean it up afterward," Benny joked. "I don't know any chicks that would go out with me. My 'ladies' as you call them are older and most likely wouldn't go for a tumble in the back of a van." "Don't be so sure," Benny laughed with a knowing smile. "Hey, speaking of dates, what about Cindy over there," Benny said, nodding his head toward a pretty blond sitting at a desk in the accounting area. Ryan looked over and saw the girl working at a terminal. She had shoulder length blond hair and was wearing a red sweater. She was very pretty. "Yeah, like she would go out with me." "You don't know until you ask," Benny said, adding, "You miss too many opportunities by being shy kid." Then Benny dropped his voice to a whisper and said, "I've gone out with her a few times and you won't be disappointed," he said with another wink. "I'll introduce you to her if you want." "Uh... I don't know Benny," Ryan answered, looking over at the attractive girl. "Come on kid... haven't I taught you anything?" Ryan knew that he was no longer the inexperienced kid he was a few weeks ago. However, he wasn't exactly a ladies man either. He looked at Benny and then at the girl again. "All right, I'll try." "Don't try kid. Women like guys that are confident. Come with me." Benny came from behind the counter and walked over with Ryan to the girl at the desk. "Hi Cindy," he said. The pretty girl looked up and smiled, her blue eyes twinkling. "I'd like you to meet a good friend of mine, Ryan Crawford. Ryan, this is Cindy Williams." "Hi," they both said at the same time. "My friend Ryan here has a couple of tickets to the Civic Center for the "Alabama" farewell tour Saturday night. Unfortunately he doesn't have a date. You interested." Ryan looked at Benny with surprise. First of all, he was supposed to ask her out and second, he didn't have tickets to any concert. When he opened his mouth to protest, Benny pulled two tickets from his pocket. "I almost forgot to give you the tickets," he said and handed them to Ryan. "You interested Cindy?" She smiled brightly, looking at Ryan and said, "Absolutely. I love Alabama." Benny looked over and saw a customer standing at the counter. "Listen, I have a customer. You guys can take it from here." As Benny started to walk away, Ryan caught his eye and mouthed, "Thanks man." "Hey, treat my lady nice now," he answered, smiling at Cindy. Ryan turned back to Cindy, suddenly very nervous. "Uh... would you like to maybe get a bite to eat prior to the concert?" "That would be nice." "Uh... let's see," Ryan said looking at the tickets, "The concert starts at 8 P.M. so what if I pick you up at 6?" Cindy smiled at Ryan knowingly. It was obvious that Benny was setting them up. It didn't matter to her, Ryan was cute she thought. "Six is great." "Can you give me your address?" "Sure," she answered and wrote down her street and telephone number. "See you Saturday." Cindy smiled sweetly and said, "See you Saturday." Ryan stopped by to see Benny but he was still with the customer. "Thanks again man," he said and Benny gave him a thumbs up sign. Ryan was dressed in Dockers pants and a Polo shirt when he came down the stairs on Saturday evening. His mother was sitting in the living room reading a magazine when he entered. "Hi Mom." "My, don't you look nice," she said. "Thanks... got a date," he smiled. "Wonderful!" his mother said with a bright smile. Then her face changed and she added, "Not with one of your customers I hope?" "Not tonight. This is a girl more my own age. Benny introduced us." His mother's face brightened. "Great! That Benny is a good friend... lending you his van and then setting you up on a date." "I know. I'm not sure why he likes me." "Cause you're sweet," his mother said. "Mommmm," Ryan said and smiled with a little blush. He leaned over and kissed his mother. "Be careful and don't be too late." "Yeah, yeah... gotta go now," he said before he hurried out the door and to the van. Benny's van was a dream to drive compared to Ryan's old car. It was 1999 Chevy conversion van with seats in the back that converted into a large bed. Benny had equipped it with a bar and a powerful stereo system. It even had mood lights that could be controlled from a remote device in the back. It was like a motel on wheels. Ryan wondered how many women Benny had had in the back of the van. Probably too many to count he concluded. Ryan knew the area where Cindy lived and he had no problem finding her house. It was a nice upper class neighborhood.... not quite as nice as his customers but much nicer then his area. As he pulled up in front and parked along the tree lined street he began to have doubts. The old shyness began to come back. He figured that Cindy was the kind of girl that he would never ask out. She was pretty, undoubtedly popular and her parents obviously had some money. Even if she would have gone out with him, once her parents found out where he lived, they would go ballistic. Still, he remembered her pretty and friendly smile when he had asked her out and worked up his courage. As he started to get out of the van he saw her come out of the house and wave to him. He jumped out and walked around the van to greet her. She was wearing a white tee shirt with Alabama written across the front and a pair of tight jeans and tennis shoes. He could tell that she had a lacy bra on underneath her top. Her hair was pulled back in a ponytail. She looked like a fresh-faced all-American girl. "Hi," he said. "Hi," she answered. "You obviously like Alabama," Ryan said as he opened the door for her. "I love them and this is their last concert. I tried to get tickets as soon as they went on sale but they were sold out. How did you get them?" There was a smile on her face as she asked the question. "I'll tell you," Ryan answered. He closed the door, walked around the van and got in on the driver's side. "Listen Cindy, I want to be honest with you, this whole date thing was set up by Benny. He had the tickets. In fact, I didn't even know it until he pulled them out of his pocket. I don't want to start the date out with a deception. I was having a bad day and Benny was trying to cheer me up. If you don't want to go out with me, I'll understand." "Did it cheer you up?" "Huh?" "Did the thought of going out with me cheer you up?" "Absolutely!" Cindy smiled and reached over and grasped Ryan's hand and squeezed it. "I'm glad you were honest with me. I knew from the moment Benny pulled the tickets from his pocket that he was setting us up. In fact, I think he was going to ask me to go. That's okay thought. You're cute." She squeezed his hand and added, "I'm glad you didn't lie to me. You seem like a sweet guy... one I could get to like." Ryan smiled as he started the car. This was going to be fun, he thought. They went to a local restaurant and had a quiet dinner. Ryan found out that Cindy was 21 and was going to be a senior in college, majoring in accounting. She was working the summer at AquaSpa pools. However, Ryan was more than a little shocked to learn that her father was the owner of the company. It never dawned on him that her last name and the owner's were the same. He was sure that he would have turned down the date if he had known. But it was too late now. However, he was determined not to let it spoil their date. As they continued their conversation, Ryan wondered if she knew the real business that her father was involved in. But then he concluded that it didn't matter... it was just a date... they weren't going to get married. However, it was probably better if her old man didn't know she had gone out with him... although he wasn't quite sure how to tell her that. Ryan told her a little about himself, leaving out the fact that he was a poor kid from the other side of the tracks. However, he got the impression that that fact wouldn't have bothered Cindy. She seemed to be a sincere and sensitive girl. Not to mention the fact that she had a dynamite figure and a great personality. He found his eyes naturally drawn to her tight tee shirt. Several times she saw him staring but she didn't seem to mind. In fact, her nipples seemed to be hard all evening. Probably just the excitement of seeing her favorite singing group, he thought. After dinner, they went to the concert and had a great time. Ryan had never been a big Alabama fan but he had to admit that they put on a great concert. When they left, Ryan asked Cindy if she wanted to stop somewhere. However, she pointed out that it was after one A.M. and her curfew was two. He drove her home and parked down the street from her house. "I had a great time Ryan. Thanks." "I did too. But you can thank Benny for the tickets." "I will, but not for the tickets. I'm glad he introduced us." With that she leaned over the console and kissed Ryan. When her tongue entered his mouth he moaned and his hand went to the back of her head. Their tongues worked together, as the kiss quickly grew passionate. After a few minutes, when Ryan made no move on her, Cindy reached for his hand and pulled it to her breast. Ryan moaned in surprise as he felt her soft tit in his hand. He lifted the orb and squeezed the soft flesh, bringing a responding moan from her. Then, with his excitement rapidly building, he grew bold and reached down to pull her tee shirt from her jeans. When she didn't stop him, he slipped his hand underneath and slowly moved it up her soft skin until he found her bra. A second later he had pushed the bra up and had her bare flesh in his hand. At that point, and to Ryan's great surprise, Cindy reached over and placed her hand high on his thigh. She moved her hand slowly upward until it was over his tented pants and she squeezed his shaft. Then, her fingers moved quickly as she opened the belt to his pants. Ryan moaned when he heard the sound of his zipper being pulled down. Cindy pulled her mouth from him and then used her other hand to finish opening his pants. She slipped her hand inside his underwear and found his hard penis. Ryan sat frozen as she struggled to pull his penis from his shorts. "Help me out here," she said. "Uh... Cindy... we... you don't have to do anything." "Be quiet and lift up." Ryan obeyed, allowing her to pull his pants and underwear to his knees. "Oh my," she gasped when she saw the pulsing head of his penis in the dim light from the street lamp. Ryan's face turned hot with embarrassment. This is where girls always got scared he thought. "Wow," she said as she moved her fist up and down the shaft, forcing more blood into the swollen head. "Turn the light on," she whispered excitedly. "What?" "Turn the lights on. I want to see your cock." It seemed more like an order than a request. Ryan reached down and turned the lights on then looked outside the car to make sure no one was around. It was late and the neighborhood was deserted. The van was private enough that it wasn't likely anyone on the street would see them. However, they were just down the street from her house. "God... it's beautiful," Cindy gasped as her fist tightened on the shaft and moved slowly up and down. A large drop of clear juice appeared at the slit. Ryan watched her head move toward his groin. Suddenly he could feel her breath on his swollen shaft and it pulsed in her fist. Then her tongue touched the tip. "Ohhhh!" he moaned. He heard Cindy moan and felt her mouth cover the head. The swollen crown slipped inside with ease and her tongue began to lave the head. Soon she began to suck as she moved her head up and down. "Oh God," Ryan gasped as he placed his hand on the pretty girl's now bobbing head. He felt the large head go to the back of her throat and heard her gag. She pulled back but her hand continued to work on the shaft, pumping it as her lips worked above. Then her mouth moved down and forced the head to her throat again. A second later he felt tightness surrounding the head as her lips moved lower and lower. Suddenly he realized that her lips were in his pubic hair and his entire shaft was in her throat. Ryan's head began to spin with the thought that she had taken his entire shaft into her throat. He didn't think it was even possible. Yet he could feel her throat muscles working on the shaft. Cindy was moaning in her throat now, creating vibrations up and down the shaft. After a few seconds she pulled back in order to breathe. Then she quickly pushed down again. As soon as she had seen the large crown of Ryan's penis, she knew that she had to try to take it all. There had never been a penis that she couldn't deep throat. This one had been her greatest challenge, but she had done it with ease. Now, she needed his cum. She pulled back and her hand began to pump the shaft as her lips sucked the head. Then she took him into her throat again. She alternated between taking him into her throat and sucking the head. Ryan was in heaven. It was an amazing feeling to have her throat massaging his shaft. His balls began to churn the moment she had swallowed his entire penis. Now they were ready to explode. "Cindy, Cindy... I'm going to cum," he warned, giving her the chance to pull away if she wanted. The answer was a moan, almost a growl, deep in her throat. She pulled back until just the head was in her mouth. Her hand moved faster on the shaft and she sucked harder. She wanted his cum. She needed it. Her tongue worked on the swollen head and she pumped the shaft. "Ohhhhhhh!!!" Ryan screamed and lifted his hips from the seat. He grabbed her head and forced it down almost brutally onto his shaft. But she successfully resisted taking it into her throat again. Suddenly his balls began to pump his sperm up the shaft. The thick cream exploded into Cindy's mouth with such force that she choked momentarily. Ryan was oblivious as he held her mouth prisoner to his spewing shaft. Not that Cindy wanted to get away... no, she craved cum. She used to joke with her girlfriends that drinking cum was the best way to make their tits grow. It fact she liked it so much that she could actually climax from drinking it. Ryan's cum was copious and particularly tasty. She sucked it down with relish and pumped her hand for more. It came in great quantities, more than she ever expected. It filled her mouth over and over and she sucked it down without losing a drop. Her body began to tremble as a strong climax rushed through her. Finally, Ryan's hips slipped back to the seat as his breathing slowly returned to normal. Cindy continued to suck his rapidly deflating penis until he pulled her head up. He looked into her eyes and saw a strange look and then she whispered "Thanks." Ryan said, "You're welcome," not realizing that she was thanking him for his cum and not the date. He pulled her head toward him. She resisted but Ryan was insistent and brought her lips to his and kissed her deeply. A moan escaped her lips and she trembled... almost like she was having another small climax. Ryan could taste her sweet saliva mixed with the salty taste of his cum. "Mmmmm, that was nice," Cindy whispered dreamily when she pulled away. Then she looked at the clock on the dashboard and said, "I have to get in." "Thanks for a great evening. Can I see you again?" Ryan asked. "Absolutely. Maybe we can see if Benny got the switch fixed on the automatic bed in back next time." With that she kissed Ryan quickly again and jumped out of the car and rushed into the house. Ryan shook his head and wondered what had just happened. He had never met a girl like Cindy. She was pretty, sexy, honest and a free spirit. He felt like he could really get to like her. He drove home humming an Alabama song. Chapter 10 Ryan's confidence with women had grown dramatically in the past few weeks. His date with Cindy made him realize that women appreciated men with confidence. While he knew that all women liked sensitive men, of which there was a major shortage, he had come to realize that they also liked men who knew what they wanted... the combination of unassuming shyness and confidence appeared to be very sexy to women. The weather had turned warm again and Ryan worked Sunday and Monday to catch up on the customers he had missed because of the weather and his broken down car. He had also taken on a couple of extra houses in order to get some money to fix his car. While he needed the money, the extra work had a downside: his wrist wasn't getting any better. The brace helped but he still had pain when he vacuumed the pools. Ryan was tired but excited when he arrived at the Wellsworth's estate on Tuesday morning. Things seemed to be looking up. Even Jigs seemed to be a little less stiff as he led him to the pool. "Madam Wellsworth is going out of town for two weeks with Mr. Wellsworth and she told me to tell you that she would not be able to "see" you today." Jigs seemed to emphasize the word "see". "She is busy packing but said she would try to stop and say hello if she got the chance." It felt to Ryan like the balloon he had been riding on had just sprung a leak. "Oh," he said in disappointment. He watched Jigs walk back to the house, looking up at the windows upstairs in hopes of seeing Mary. When he didn't see any movement, he went to work. The pool was particularly dirty from the bad weather and it took him a long time to clean it. He was almost done when Jigs came out and told him that Mrs. Wellsworth was waiting for him in her study. He immediately dropped what he was doing and followed him into the house. Ryan's Summer Pt. 03 "Come in," Mary said when Jigs tapped on the door. The butler opened the door and ushered Ryan into the room... closing it quietly behind him and standing guard outside. "Hi Ryan," Mary said sweetly with a touch of sadness. "What happened to your wrist?" "I injured a ligament," he answered, not caring to go into detail. He looked at the always sexy woman and saw that she was wearing a pretty summer dress that came almost to her knees. She wasn't wearing any jewelry, which seemed strange to him. Then he realized that she was probably going to the airport so it was better to not wear jewelry through the security gate. "I'm sorry everything is rushed today. Lloyd is taking me to Paris for two weeks to celebrate our anniversary. It was a surprise," she said. However, she didn't look or sound as excited as she should have been. "That's great," Ryan answered. He couldn't hide the disappointment from his voice. Mary walked over to Ryan and placed her hand on his face. "I know you're disappointed and so am I." She pulled him toward her with a sad smile. Then she moved her lips to his. Ryan moaned and wrapped his arms around her, pulling her tight to him. Mary returned the moan and pressed her hips into his groin. Ryan's hands slipped down her back until he was grasping her buttocks through the thin dress. He was surprised when he didn't feel underwear. He wondered if she normally didn't wear underwear or if she had left them off for him. He hoped it was the latter. Slowly he began to pull the back of her dress up, bunching it under his fingers. "Ryan," Mary whispered as he lifted her dress. But she didn't stop him. She gasped when she felt his warm hands on her bare ass and her breath caught in her throat. Ryan took a deep and excited breath as he caressed the soft cheeks of her buttocks with his strong hands. He squeezed them, pulling her to his now very hard penis. Then he slipped his fingers between her legs from behind. He ignored her squirming protest as he searched for her sex lips. He found that she was already wet and slipped his middle finger into her warm hole. She lifted up on her toes slightly and gasped at the intrusion. His lips found hers again and his tongue matched the movement of his finger. The suddenly very excited woman pulled her mouth from Ryan. "Oh God Ryan... Lloyd's upstairs." Ryan didn't pay any attention to her words and began to saw his finger in and out. Her juice began to run down his hand. He almost smiled when he felt her move her feet apart, giving him more room to work. Mary's head went to Ryan's shoulder and her breathing grew labored. "Ryan... Ryan," she whispered when she felt him begin to push her backward toward a chair. "Sit down," Ryan whispered. Mary obeyed. "Ryan we... you can't," she said when she saw him drop to his knees. She quickly looked at the door in fear and excitement. "It'll only take a minute," he said and then added as he placed his hands on her soft thighs, "It's going to be a long two weeks." As her dress slipped up her thighs, she opened her legs wider without Ryan's help. Ryan smiled again. "Oh God," she moaned when he lifted her legs and pulled her forward. Without hesitation, Ryan began to kiss down her warm thighs, tickling the soft flesh of her inner thighs with his tongue. As he got closer to her center, he could smell her excitement. He spread her legs wider and looked down. Her sex lips were now swollen and pulsing in anticipation. He didn't waste any time as his head dropped and his mouth found her sex. "Ohhhhh Goddddd!!!" she moaned quietly, struggling not to scream out in pleasure. Her hips humped up when she felt his tongue split her lips. Within seconds her body began to tense in anticipation. Then she grabbed his head and pulled his mouth tightly to her hole as a climax rushed through her. Ryan didn't stop eating her after the first climax waned. He knew she could climax more than once. However, he felt her pulling at his shoulders. When he looked up, her face was wild with lust. "Fuck me quickly," she gasped. Ryan almost stumbled in his haste to stand up. He pulled his shorts down, freeing his throbbing erection. Quickly he got to his knees and moved close. Mary grabbed the pulsing shaft and centered it on her wet hole, pulling him forward until the swollen head slipped inside. She humped her hips as Ryan did the same. "Mmmmmm!!!" she gasped through clenched teeth as the long shaft went all the way into her. Ryan began to hump his hips into her, forcing his shaft rapidly in and out. He saw Mary close her eyes and her body tense again as another climax started. He knew he had to hurry and he began to pump furiously into her. The room quickly filled with the slapping sound of flesh on flesh. Within seconds he felt his balls tighten. He bit his lip and suppressed a moan as the cum began to rocket up the shaft. A second later he was filling her with his juice. Mary began to climax again as she felt her hole being filled. She had barely stopped climaxing when Ryan pulled his wilting penis from her now saturated hole. Her climaxes had been quick but intense. Ryan stood up and pulled his shorts up, forcing his half-hard penis back into the confined space. Then he reached down and pulled Mary to her feet and into his arms. "That's going to have to last you," he whispered as he brought his lips to hers again. They had barely separated when Jigs tapped on the door and then opened it. "Mr. Wellsworth is on his way down," he warned. Mary quickly went to the mirror and straightened her hair and her dress. A second later her husband walked into the study. She turned around as casually as possible and said, "Lloyd, this is Ryan. I was just giving him instructions on what to do with the pool while we are gone." Her story sounded lame to both her and Ryan. However, Lloyd didn't seem to notice. Ryan put his hand out to the distinguished looking man. He appeared to be in his late sixties with gray hair. "Pleased to meet you Mr. Wellsworth," Ryan said as he shook his hand. "My pleasure," the older man said. "Mary has been telling me what great service you are providing." Ryan almost laughed and he glanced at Mary and saw her try not to smile. The older man didn't seem to notice that either and turned to his wife. "Sweetheart, we have to hurry or we're going to be late." He rolled his eyes at Ryan and whispered "Women." "Yes... yes, we do," Mary stuttered, with sudden look of concern on her face. Ryan wasn't sure what her problem was until he glanced down and saw something drop onto the top of her shoe. He suddenly realized with great shock that his cum was dripping out of her. "Well... uh... I have to go upstairs for a second... see you in a couple of weeks Ryan." She rushed out of the room. Lloyd turned back to Ryan and apologized for his wife's abrupt exit and said, "She doesn't like airplanes and that always gets her excited." Ryan almost laughed again. "A lot of women are like that. Well, have a nice trip, it was great to finally meet you Mr. Wellsworth." "Call me Lloyd. Thank you.... the pleasure was mine." No, the pleasure was definitely mine, Ryan thought. He hurried out of the study, trying desperately to hold back his laughter. Ryan was almost finished his work at the Wellsworth's when Jigs came out of the house and approached him. "Master Ryan, would you care for something to eat or drink? I gave Maria the day off, but I think I could fix you something." Ryan looked at the butler stunned. He had never said more than five words to him since he had worked there. "Uh.... well... sure Jigs." The butler left and a few minutes later returned with a sandwich and a Coke. He sat it on a table in one of the cabanas and motioned Ryan over, pulling a chair back for him. "Thanks Jigs," Ryan said as he sat down. He looked at the butler strangely as he stood there. "Why don't you join me Jigs." "Oh no sir... that wouldn't be appropriate." "Suit yourself," Ryan said as he began to eat. Suddenly Ryan felt uncomfortable with the butler standing there staring at him like he was waiting for something. Maybe he doesn't have anything to do because the Wellsworth's are gone, Ryan thought. A minute later Ryan turned to him and said, "Jigs, why do you dislike me so much?" The butler looked truly stunned for a second. Then he said, "I don't dislike you sir. In fact, I think you are a fine young man." "You could have fooled me." The butler's face appeared perplexed. "I am sorry if I have offended you sir." "You didn't offend me Jigs, you just seem uptight... as if I make you uncomfortable. I know my family doesn't have a lot of money like the Wellsworth's do, but people are all the same." "It is obvious that I have misrepresented myself to you." He older man paused and stood thoughtfully for a minute as if he were trying to decide if he should say anything more. "Maybe it would help if I explained some about my job here. May I speak freely sir?" "Go for it," Ryan said flippantly. "I happen to be from a long line of servants. My father and his father before him were butlers. It is a long and proud family tradition. As such, it is important that we know our place." "You're not a slave, man," Ryan said in astonishment. The butler looked perturbed. "The profession of being a butler is anything but a slave. It is an honorable profession and dates back thousands of years." Jigs sounded defensive. Then caught himself and added, "Being a butler is a noble profession and one that requires restraint, discipline, ingenuity, and most of all, discretion. I perform a critical function and I would venture that the Wellsworth's would agree that they would be lost without me. I take care of everything in the household and keep it running like clockwork so that they can attend to their business." Ryan thought for a minute and said, "I see you're point. You want to be the best you can be at your job. I can understand that. Still, you seem so uptight all the time." Ryan saw the Jigs start to smile but it disappeared quickly. "I assure you sir that we... I... know how to enjoy myself at the appropriate time." Ryan started to say, "Yea... right," but thought better of it. Instead he changed the subject. "So you've worked for the Wellsworth's for 40 years. That's a long time to do anything." "Yes, I started when I was about your age." Ryan pushed a chair out with his foot and said, "Come on man, sit down, no one's home." The older man looked at the house like he was about to commit a criminal act. Then he sat in the chair, his back stiff. Ryan smiled and said, "That's better. Are you married?" "No sir, but I have a lady friend." "A lady friend?" Ryan said and raised his eyebrows. Jig's face seemed to light up. "She is a bit younger than me but we get along famously." "Famously?" Ryan said. Jigs finally smiled. Ryan changed the subject again. "So, tell me about the Wellsworth's." "I'm afraid that wouldn't be discrete." "Don't tell me any secrets. Just tell me some about them." Again the butler looked uncomfortable, but after a pause said, "Well, Master Wellsworth has been a great employer and has treated me very well. The first Mrs. Wellsworth died about twelve years ago. That was very hard on everyone." Jigs almost seemed to get misty eyed for a moment. "Master Wellsworth took it very hard and I feared that he might not survive. He was about sixty-three at the time." Ryan was a little shocked. He figured Mr. Wellsworth to be about 67. However, if he was 63 twelve years ago, he was 75 now. The butler continued. "Then, thank God, Lady Mary came along. She has been a breath of fresh air for the entire household and she is a wonderful woman." Ryan nodded his head in agreement. The butler's face turned serious. "I shouldn't say this," he said and looked at the house once again, "but Madam Wellsworth has been a little down lately." "She seemed pretty happy to me," Ryan said with a smile. A look passed between the two of them. It was obvious that Jigs knew what was going on between him and Mrs. Wellsworth. "Yes she has shown a bit of spunk lately... but I hear things." Ryan controlled his laugher at the term "spunk". "I'll bet you do hear things. Tell me," Ryan said, leaning forward as if he was ready to hear a big secret. Although no one could hear them, the butler lowered his voice. "This is totally inappropriate for me to say but I have heard Madam Wellsworth on the phone with a doctor friend on several occasions, discussing her desire to... to become a mother." Jigs sat back as if he had just revealed an incredible secret. Astonished, Ryan said, "Isn't Mr. Wellsworth a little old for that?" "That's the problem." The butler looked at him and raised his eyebrows this time. "Oh," Ryan said with understanding. Suddenly Jigs seemed to become uncomfortable again and abruptly stood up. "I have said far too much. If you will excuse me now sir, I have work to do. If you need anything just ring the buzzer," he said, his voice changing back to his role as the butler. "Sure Jigs. Thanks for lunch." "You're quite welcome," Jigs said and a little smile crossed his lips. Then he turned and strode back toward the house. As Ryan started back to work a though occurred to him: If Mrs. Wellsworth wanted children then she couldn't be on birth control. If she wasn't on birth control and he hadn't used a condom... Well, that was too much for him to process. Chapter 11 Ryan was feeling pretty good as he rang the doorbell of the Billings mansion the following day. It was beautiful day and he was more than ready to "meet" with the doctor again. He had decided that she had strung him along far too long, so today he was going to be a little more assertive. The game the doctor was playing was fun but it was time to get serious. Yet, his outward confidence was still tinged with a little internal fear. He knew that he could be taking a big risk and jeopardize his job. The door opened and Ms. Baker greeted Ryan. She was wearing a white tennis outfit with a sleeve-less top and an impossibly short matching pleated skirt. She had a towel around her neck and there was sweat on her face. Ryan looked her up and down and then whistled. "Very nice," he said. "Come in Ryan," Ms. Baker smiled and led Ryan into the house. He glanced down at her white skirt and then her tanned legs. He suddenly realized how she kept herself in such good shape. "So you play tennis," he said. She turned around and smiled. "Yes, it's a passion of mine. My tennis instructor just left. I'm the ladies champion at the club." Ryan had seen a guy driving away in a little sports car as he pulled into the driveway. "So, you're pretty good huh?" "I think so." "I've played a few sets myself. Maybe I should challenge you," Ryan said almost smugly. Ms. Baker stopped and turned around. "That would be fun. But don't be too sure of yourself young man. I may be a little older but I have some moves you probably haven't seen." Ryan smiled and reached up and grabbed the towel around her neck and pulled her close to him. "I'm sure you do have some moves that I haven't seen and I can't wait to see them." He used the ends of the towel to wipe the pretty woman's forehead and cheeks. Then he let go of the towel and pulled her into his arms. "Ry..." she started to say but his lips cut off her protest. His hands slid down her back until they reached her buttocks. Quickly, before she could protest he slipped his hands under her short skirt and grasped her panty-covered cheeks. The older woman wrenched her mouth from his and whispered, "Doctor Billings is upstairs waiting for you." Ryan ignored her and kissed her damp neck as he continued to squeeze her ass. Then he whispered, "God I love your ass. I've been dreaming about it and have masturbated every night thinking of kissing it... and fucking it." Suddenly his penis was hard and pressing to the woman's stomach. The older woman gasped at his words. She trembled in his arms, unable to pry herself away. His finger found the elastic around the legs of her panties and slipped underneath. A second later he pressed his fingers to her already wet lips. He brought his mouth to hers again as his finger slipped into her hole. When it was wet, he pulled it out and searched for her rear hole. "God Ryan, no," she gasped. Still she didn't pull away from him as his finger began to search between her cheeks. A second later the tip of his finger found her puckered rear hole. He circled it with his finger before slipping the tip inside. "Ohhhhh!!!" she gasped and wiggled her hips as if she wanted to get away but couldn't. "Are you going to be here after I'm done with Doctor Billings?" Ryan whispered as his finger began to move in and out of her tight rear passage. "Yes," she whispered excitedly. "Good," he said and pulled away from the still trembling woman, letting his finger slip from her pulsing hole. Then he leaned forward and whispered, "I might leave the door to the doctor's office opened a little... if you're interested." "I have... I have things to do," she said, flustered. However, her face was flushed with excitement and her eyes were glassy with lust. Ryan turned and hurried upstairs. He tapped on the door and then opened it to find Doctor Billings already sitting on the sofa. When he moved into the room, he intentionally left the door open a crack. "You're late," she said sternly but then smiled. She was wearing a yellow sweater that was cut low in the front and a short dark skirt. It looked very professional except that she wasn't wearing a bra and her hard nipples were poking through. Her legs were crossed, revealing more of her thigh than was appropriate for a doctor as well. "Sorry, the traffic was horrible," he lied. He walked over and stood in front of the seated woman. She looked up at him with a question on her face. Without saying a word, Ryan pulled his shirt out of his shorts and then over his head, baring his strong chest. Then, as he stared at her, he placed his fingers into the elastic of his shorts. He hesitated for a second, his heart racing now. Quickly he pulled his shorts to his feet, leaving him naked with his penis throbbing in front of him. Sandra Billings was not easily shocked but Ryan's actions had done it. It took her a moment to get her composure. She said, "Well, I guess our efforts to overcome your shyness have worked." Then she tried to smile. It was a weak one, tinged with obvious excitement. Ryan was a little surprised at her seemingly quick recovery. However, he wasn't done yet. He moved closer to her until his legs were almost touching her knees. Then he wrapped his hand around his hard shaft and began to stroke it. The room grew silent as neither one of them spoke. Ryan knees grew weak. For a second he began to question his actions. But he realized that he had gone this far and there was no turning back now. The nervous young man's hand was trembling as he reached for the doctor's head. When she didn't protest, or move back, he curled his fingers in her hair and began to pull her forward. "Suck it," he said in a hoarse whisper, his voice sounding strange in the otherwise quiet room. Without hesitation, Doctor Billing's mouth opened and her tongue came out. She licked the head once and then wrapped her lips around the crown, stretching her mouth to take it inside. Ryan moaned and tried to keep his hips still as he felt the doctor's warm mouth surround him. Her lips wrapped tightly around the crown and her tongue began to work on the head, flicking back and forth on the tip. "Oh Jesus," he gasped, feeling his balls start to churn. With a great effort he pulled the woman's mouth from his penis and heard a loud "pop" from her sucking lips. Then he looked down at her lust filled eyes. He pulled her to her feet and took her into his arms. A moan escaped his lips as he kissed her. At the same time he reached down behind her and grasped her ass, pulling her tightly to him. They both moaned as his fingers pulled the material of her short skirt up until he could feel her panties. Ryan's Summer Pt. 03 "Ryan," the doctor protested weakly. However, she didn't push him away. She couldn't. Ryan's fingers slipped under her panties until he was able to grasp her bare cheeks with both hands. It was the second pair of ass cheeks he had had his hands on in the last five minutes. He knew he was a very lucky boy. "God, I've got to fuck you," he whispered hotly into her ear, then kissed her again. Unknown to Ryan, the doctor was in great turmoil. While she had planned on this happening eventually, she wanted to delay it... to tease him more. However, now that she heard the words and felt his strong hands on her ass her resistance was rapidly waning. With one last effort, she pulled her mouth from his again and pushed on his chest. But Ryan didn't let her pull away as he almost dragged her over to the sofa and fell backward, with her landing on top of him. Suddenly his hands were pushing her sweater up, baring her soft breasts, and letting them press to his chest. Then he placed his hands into the waistband of her panties and slipped them down her thighs. He took his mouth from hers again and began to kiss the nape of her neck. He felt her tremble and heard her moan through gasps of breath. At that moment, out of the corner of his eye, he saw movement at the door. He couldn't see well but he could make out the white of Ms. Baker's tennis outfit. A smile came to his lips as he pushed the doctor's panties down her thigh and let them drop to the floor. Then he moved his hands back across her soft ass cheeks and between her thighs to find her already very wet vagina. When he slipped two fingers into her and she spread her legs in accommodation, he knew that he had won. With that he flipped her over until she was on her back. He saw that her eyes were now filled with lust and he bent his head to take a large nipple into his mouth. "Oh God," Sandra moaned and grabbed Ryan's head to pull him tightly to her large orb. Her other hand snaked down and grasped his throbbing shaft. She began to pump her hand rapidly. It was her last attempt to get control of the situation. It didn't work. Ryan thought that she might be trying to get him to climax prematurely. He wasn't about to let that happen. He pulled back quickly and hissed, "I'm going to eat you.... then, I'm going to fuck you." Before she could stop him he slipped to his knees, lifting her legs into the air. His head moved down quickly and captured her swollen lips. "Ahhhhhheeee!!!" Sandra screamed. Even if Ms. Baker had not been standing at the door, she would have heard the scream. The sweet taste of the doctor's juices filled Ryan's mouth. Then he sucked her swollen lips into his mouth and used his tongue in a flicking motion. He pushed his tongue through the wet hole and deep into her cavern. He had to hold on to her legs tightly in order to keep the connection; her hips bucked up and down and from side to side as she whimpered in excitement. When Ryan's lips found her swollen clit, she began to climax. Her thighs wrapped around his head, squeezing his cheeks tightly. His face was flooded with her copious juices. The excited woman whined and twisted in Ryan's grasp as waves of pleasure consumed her. It had been a long time since a man had pleased her this good with his mouth. It took quite some time before the convulsions in Sandra's body slowed. When they did, her legs fell from Ryan's shoulders and she lay exhausted under his still gently sucking mouth. When Ryan pulled his mouth from between her legs, juice was dripping from his chin. He glanced at the open door and saw that Ms. Baker was still there. With a smile he moved up until he was on his arms over the doctor. Her eyes were closed and she was still gasping for breath. He smiled down at her as his penis bobbed over her swollen sex. There was a long, clear string of his juice dripping from the head. He watched as it grew in size and then fell to her wrinkled inner lips, connecting their sex organs via a clear web of pre-cum juice. He pushed his shaft down until the head touched her lips. "Ohhhhh!!!" Sandra moaned. He teased her by rubbing the head in small circles. Finally, when she could take no more, her legs flew up and she grasped Ryan's shoulders and hissed, "Fuck me! Fuck me!" Ryan smiled and slowly pushed the large head into her wet and open hole. The crown stretched her sensitive lips wide as it gradually slipped into her body. It was Ryan's turn to moan as her inner muscles began to vibrate around the pulsing head. Slowly he lowered his weight, forcing the shaft deeper and deeper. Both of them grunted as it hit bottom. The two of them lay frozen for a moment; Sandra gasping for breath as her insides adjusted to the large head... Ryan fighting to hold back his climax. When the crisis passed for Ryan he began to move. He pulled out slowly, letting the walls of her tight chamber caress him. Then he pushed back in hard. "Oh Goddddd!!!" Sandra moaned and lifted her hips to match Ryan's downward plunge. A second later Ryan's hips began to work up and down rapidly and his lips found hers again. Outside the room Ms. Baker watched the two lovers. One hand was inside her tennis panties, rubbing her lips and the other was squeezing her breast. She had fought a losing battle not to come upstairs. However, knowing that the door would be open, she couldn't resist. She felt guilty spying on her friend like this but still she couldn't pull herself away from the door. She had never seen anything so exciting. When Sandra had had her first climax, she had joined her. Now she was growing close to another as she watched Ryan thrust his hips into her. "Oh Jesus," Ryan gasped, "I'm going to cum." Ryan pushed one of her legs up until it was on the back of the sofa, spreading her open and giving him room to pound his hips into her. "Yes, yes, yes," Sandra gasped as another strong climax shook her. Ryan's balls felt like they were going to explode. A long moan escaped his lips as his cum flew up the shaft and into the climaxing woman. Pulse after pulse sent his seed deep into her, filling her until the juice was running out and onto the leather sofa below. His frantic pumping began to force the juice from their connected organs and it began to splatter on their thighs. Finally Ryan collapsed onto the still trembling woman. He lay on top of her gasping for breath for a full minute. When he could move, he pulled back, allowing his softer, but still substantial penis to slip from her stretched hole. He looked down and saw that the doctor's eyes were closed and it looked like she was asleep. Her face was serene but exhausted. Her normally perfect hair was in disarray and matted with sweat. She still looked beautiful. When Ryan turned his head, he saw Ms. Baker still standing at the door. Their eyes met for a moment and then she disappeared. Ryan stood up quickly and reached for his shorts and shirt. Beside his clothes lay Doctor Billing's panties. On impulse he picked them up and stuffed them into the pocket of his shorts. He took one last look down at the normally composed doctor. Her legs were still spread obscenely, one foot was on back of the sofa and the other was on the floor. Her still swollen vagina was spread and pulsing, his juice running out in gobs. A broad smile came to his face. With his clothes in his hand he hurried out of the room. Ryan's Summer Pt. 04 Chapter 12 Ryan walked naked across the balcony to the stairs. He thought it felt funny to be walking down the grand staircase naked. At the bottom of the stairs, he looked for Ms. Baker. When he saw her in the kitchen standing at the counter fixing a cup of coffee, he walked up quietly behind her, dropped his clothes to the floor and placed his hands on her waist. When she didn't say anything, he moved in close and bent his head to her neck. "I saw you watching," he whispered. "I was thinking about you as I fucked her," he added. She didn't answer but trembled at his words. Then she whispered as if to protest, "Ryan, we shouldn't." But then she turned her head to the side, letting him kiss her neck. Ryan slid his hands to her tiny skirt, pulling it up to her waist. He pressed forward touching the backs of her thighs with his growing erection. He felt her tremble again. Then, he began to slowly slip to his knees. A second later he was staring at her panty covered ass. He sucked in his breath when he saw her sexy rear only inches from his face. One side of her panties had slipped into her crack, baring a soft cheek. He bent forward and kissed it. "God I love your ass," he whispered, almost to himself. With that he pulled the other side of her panties between the cheeks, exposing both globes. He kissed that cheek and then the other and heard her moan. Then, before she could stop him, he reached up and pulled her panties down to her thighs. Without hesitation, he separated her cheeks and searched for her rear hole with his tongue. "Ohhhhh Ryan," she moaned as she felt his tongue circling her little hole. She gasped and went up on her toes as he plunged his tongue into her. Her body betrayed the incredible excitement rushed through her as she bent forward, spreading her legs as far as the panties would allow. Ryan's mouth went wild. He began to suck and lick her sweet little asshole. He could feel it reacting by throbbing and pulsing under his tongue. He worked on it for a long time before he pulled away and stood up. "Where's your room?" he whispered excitedly. "Oh God," she moaned but then gasped in the same breath, "Down the hall." "Come on," Ryan said and began to pull her toward the hallway. "Wait," she said with concern and looked up the stairs. "Don't worry, Sandra won't be up for a while." Ryan saw her bite her lip thoughtfully and thought that she was going to protest. He almost sighed when she reached down to push her panties from her thighs and off her feet. Ryan quickly took the panties from her hand and tossed them onto his on clothes on the floor. A second later he began to pull her toward her room again. Ms. Baker was now far too excited to protest as she allowed him to lead her down the hall and into her room. As soon as they were inside, Ryan took her into his arms and kissed her passionately. His now dripping penis slipped under the tennis skirt and touched her stomach. Slowly he eased her backward toward the bed, his hands slipping under the back of her skirt to find her naked ass again. When they reached the bed, Ryan pushed her back and let her fall. Then he went to his knees and quickly lifted her legs to his shoulders. His head bend forward and his mouth found her very wet and swollen lips. "Oh Jesus," she gasped. He tried not to compare the two women but it was impossible. Ms. Baker's juice was thicker and her inner lips were more pronounced than Sandra's was. Her juice was also stronger, but he thought that was probably because she had been exercising. Still, he was amazed about how similar they tasted. He was rapidly learning to love pussy juice... the more they produced the better he liked it. As he began to suck her, he felt her hands grab his hair, pulling his face tighter to her humid crotch. Her legs wrapped around his neck as her heels began to beat a rhythm on his back. Soon the older woman's hips began to rise from the bed as an orgasm neared. She pulled Ryan's hair harshly and squeezed him with her strong thighs as waves of pleasure rushed up and down her body. Suddenly she lifted her hips from the bed and froze as she began to climax, her screams echoing around the room. Her thighs, which covered Ryan's ears, muted the sounds of her screams. Her tight hole began to spasm on his tongue and juice began to pour from like a river. Ryan sucked and licked her, drinking her juice until the strong climax waned. He had a big smile on his face when he pulled his head from between her legs. He wiped his mouth his mouth with the back of his hand and stood up. He looked down at her and said, "Get on your hands and knees." The older woman hurried to comply, looking back as Ryan climbed onto the bed and between her legs. Unknown to Ryan, it was her favorite position. "Open your ass for me," he said. She gasped and closed her eyes as renewed excitement washed though her. With trembling hands she reached back to grasp her ass cheeks pulling them obscenely apart. Her chest fell to the bed and her face was turned to the side. Then she squeezed her eyes tightly shut as she waited, her thighs beginning to tremble in anticipation. Ryan stared at the incredible site before him. His heart was pounding in his chest and his penis was throbbing like it had a life of it's own. He took the shaft into his hand and laid the large head on her tiny hole. He rubbed the dripping head around the hole until both were slick with his juice. Then he paused. Again he was amazed by the size difference between the large head and her rear hole. His naivet‚ made him wondered how he had ever gotten it into her the first time. "Fuck me! Fuck my ass!" Ms. Baker suddenly screamed when she couldn't wait any longer. Ryan smiled and pressed the head to the opening. He watched in amazement as it began to spread for him like a flower looking for the morning dew. Slowly the head squeezed in until the ring snapped around the ridge. He moaned and paused for a second, enjoying the incredible tightness. Then he began to slowly push forward watching as his long shaft disappeared, inch-by-inch. The warmth inside her cavern was almost more than he could take and he moaned as he willed himself not to cum. Holding his breath, he pressed forward until his balls were touching her swollen sex lips and his penis was totally inside her ass. He could feel her rectum reacting to the intrusion by pulsing and throbbing up and down his shaft. He could hear her whimpering quietly as he began to move in and out slowly, trying to be careful not to hurt her. "No... fuck me!" the excited woman screamed. All right, Ryan thought. He lifted up until he had a good angle and paused. With a groan he pushed forward. He used all of his weight to push and plunged into the woman's ass in one long and smooth movement. He heard her scream as his penis sliced through her stretched sphincter and disappeared inside her hole. She gasped for breath. Again he paused, with his penis deep inside, waiting for her to catch her breath. When she began to wiggle her hips he pulled almost all the way out and did it again. Slowly her body opened for him and she took everything he had and pushed back for more. Suddenly the inexperienced young man was pounding into her as if he had done this many times. Within minutes, sweat broke out on Ryan's brow as he worked his long shaft rapidly in and out of her tight hole. Since he had cum so recently, he knew that he could last a long time. Because he also knew that she loved to be "fucked" in the ass he was going to give her all she wanted. His hips began a steady rhythm as the room soon filled with the slapping sounds of his thighs on her ass and their mutual grunts of pleasure. As the older woman's excitement mounted, she reached between her legs and began to rub her clit. Seconds later she began to climax... first once and then again and again. Ryan could feel the walls of her ass convulsing on his plunging penis. His reaction was to work his hips harder. Over and over he pushed deep into her now stretched and willing hole, burying himself in her to his balls. No matter how much Ryan wanted it to last, finally, the excitement was too much for him and his balls began to churn. He pushed in as deeply as he could go and gasped, "I'm cummmmmiiiinnnnnggg!!!" "Yes, yes, yes, cum in my ass!" the still climaxing woman screamed in response. Both lovers froze as their mutual pleasure consumed them. Deep inside her ass the swollen head of Ryan's penis doubled in size and began to spew his thick cream into her warm cavern, filling her warm hole with his almost scalding juice. However, the cream was like a soothing balm to the tortured ass of the now exhausted woman. Finally, exhaustion got to her and she moaned quietly, collapsing onto the bed. Ryan followed her down, his heaving chest pressed to her back as his penis sent the last blast into her. The house was quiet as Ryan stood at the side of the pool and pushed the vacuum hose across the bottom. His arms and body seemed to have been sapped of strength and he was exhausted.... but it was a good exhaustion. A smile came to his lips as he felt the two pair of balled up panties in his pockets. He knew that he would use those panties to masturbate tonight. Chapter 13 On Saturday night, Ryan was waiting on the street outside of Cindy's house. He was a little scared to pull into her driveway for fear that her father would see him. He didn't know how he would react to him dating his daughter... not only because he was poor but also because of the extra circular activities of the job. He had asked Cindy if she wanted to go to the movies and then get something to eat. He was a little surprised that she said yes. He figured that she would have had guys lined up to go out with her on a Saturday night. He was just about to get out of the car when he saw her come out of the house. She was wearing a bright blue blouse that was tied in a knot under her breasts with several buttons opened at the top. He could already see her hard nipples through the thin material. Below she had on a pair of the tightest and shortest short-shorts that he had ever seen. She had two ponytail braids in her hair with little ribbons at the end of each one. She looked gorgeous. "Hi," Ryan said as he hopped out of the van and walked around to greet her. "Hi," she returned, going up on her toes to kiss him quickly on the lips. "Here," she said and handed him a bottle inside a bag. "What's this?" Ryan said as he pulled the paper down and saw that it was a bottle of wine. "Stole it from my father's wine cellar. He'll never miss it. I thought we might like to have a drink later." "Great," Ryan said. He wasn't much of a drinker but he did when he got the chance. He opened the door for Cindy and watched as she climbed into the van. He felt a stirring in his groin when he saw that the tiny shorts barely covered her lower cheeks. Hurrying around the van he climbed into the driver's side. "I'll put this in the refrigerator," Cindy said, taking the bottle and slipping into the back of the van. "I didn't know there was a refrigerator," Ryan laughed. He watched her bend over to put the wine in the refrigerator and saw the tight shorts pull up. The seam of her shorts slipped deep between her buttocks, exposing the soft flesh of her lower cheeks. "Benny has everything in here," Cindy said looking back and catching him watching her. She smiled. She put the bottle in the small refrigerator and then turned and sat on the bench seat. Then she pressed a button, causing the back of the seat to move down, forming a bed. "Good old Benny... he got the button fixed," she said with as smile, her pretty blue eyes flashing naughtily. She left the seat down and crawled back into the front seat. Ryan felt a thrill course through him and his penis began to grow. He thought for a moment that maybe they should just find someplace to park. But that wouldn't have been gentlemanly. Plus, he wanted to enjoy her company. "Where're we going?" Cindy asked. "I thought we would see the new Jack Nickolson movie and then get something to eat." "Sounds great." As they drove to the theater, Ryan kept glancing over at the pretty girl. She saw him looking. "Do I have a stain on my shirt," she said with a smile. Ryan's face turned red. "Uh... no... you're just so pretty." "Thanks," she answered and reached over and placed her hand on his thigh. "I'm surprised that you were available on a Saturday night. I mean... I thought you would have lots of guys wanting to go out with you." "I do. However, contrary to what you might think, I am very selective about who I go out with." Ryan was embarrassed again. "I didn't think... uh... I mean." "You're cute when you blush." "I'm sorry... I didn't mean to insult you," Ryan said. "You didn't insult me. The truth is that most guys are just too immature for me... even the older ones. Or, worse yet, they're cocky and overbearing." Then she added, "I like you Ryan. Benny was right, you're a nice guy." "Thanks, so are you... uh I mean you're a nice girl," Ryan stuttered with embarrassment. Cindy laughed and squeezed his thigh. They both liked the movie. It was about older man that always dated much younger women until he met the mother of one of his girlfriends. It was kind of sexy and funny. As they left the theater, Ryan asked Cindy where she wanted to go to eat. She responded that maybe they could just get some fast food at a drive through and find somewhere quiet to park. Ryan liked that idea. He found a fast food place and ordered a couple of hamburgers and fries. Then he drove to an old abandoned rock quarry that he and some friends had found a couple years ago. They had made it their secret place and would go swimming in the large pond created by the giant excavation machines. It had been closed for years after a flood filled the gaping hole before the excavating company could get the equipment out. Ryan had gone there by himself many times when he needed to be alone. The sun was setting beyond the jagged cliffs surrounding them as Ryan parked the van. A moment later they were looking out at the crystal blue water. When it rained, the water turned a murky brown, but this night it was clear enough to see the reflections of the cliffs. "It's beautiful," Cindy whispered. "I didn't even know this place was here. "Not many people do anymore." When the sun finally disappeared, Cindy said, "Come on," as she climbed into the back. Ryan brought the food into the back as Cindy found the wine and a couple of glasses. She reached over and put on the stereo and turned on the mood lights. When she saw Ryan looking at her with a funny look she said, "You know Benny and I go way back together." "Yeah, I guessed that." The pretty girl suddenly had a dreamy look on her face. "Benny was my first," she whispered and looked at Ryan for his reaction. "You're not jealous are you?" "Uh... no, I don't have any reason to be." "Good. Now get the food out... I'm starved." Ryan took the burgers out of the bag as Cindy poured two glasses of wine. The two sat on the seat, which was now converted to a bed, and ate silently for a few minutes. "So, you've been working at the shop for a few years now huh?" Ryan asked. "Yeah. I worked there when I was a kid and then every summer since I've been in college. Dad's grooming me to take over the business someday." I bet she doesn't know what the real business is, Ryan thought but didn't say. However, he had a strange look on his face, which Cindy noticed. "I know what goes on at the store," she stated in a matter-of-fact tone. "I do the billing you know."" Ryan's eyes opened wide. "You know?" he said, his voice showing his surprise. She couldn't know the real business, he thought. "Of course I do. I even know that we bill Mrs. Wellsworth and Mrs. Billings "extra" for your services." Ryan's face turned beet red and he took a big gulp of his wine. His mouth was suddenly very dry. "My dad's made a lot of money by catering to wealthy women. At first I had a problem with that, but then I thought, we have a great house, all the money we could want and I have a job for as long as I want, so what's the problem. Besides, we provide a valuable service." Cindy's face broke into a broad smile as she took a sip of her wine, looking over the glass at Ryan. Ryan didn't know what to say. He reached for the bottle and poured himself another glass. A slow song came on the stereo and Cindy said, "I wish we could dance. Wine always makes me romantic." With that she leaned over and gently kissed Ryan on the lips. He responded by reaching up and placing his hand behind her head and welcoming her tongue into his mouth. Cindy pulled away and said, "Take your shirt off." "Huh?" he said. He saw excitement in her eyes but he hesitated. "Come on," Cindy almost pleaded. Ryan pulled his shirt from his shorts and then over his head. When he looked up, he saw her begin to untie the knot in her shirt. "You have a great chest," Cindy whispered excitedly as she let her shirt fall open revealing most of her bare breasts. Then she reached over and rubbed her hand across his chest. "So dooo you," Ryan said stupidly. His words were just a little slurred from drinking three glasses of wine so quickly. His head was spinning just a bit but not enough to dull his senses. Cindy slipped her blouse off and lay back on the seat. Ryan gasped as he stared at her beautiful breasts. They were the size of large oranges and sat firmly on her chest, even with her lying on her back. The nipples were pink, hard and sat as if balanced on her creamy white orbs. His penis was already hard. Cindy opened her arms to him. He quickly leaned over her prone body and brought his lips to hers, letting her pull him down until his hard chest met her soft breasts. He moaned into her mouth when he felt her nipples burning into his flesh. The inside of the van was suddenly ripe with excitement as they pressed their lips together in a passionate kiss. Ryan loved the taste of her mouth... he could taste her sweet saliva tinged with the sweet wine. Her lips were soft, warm and very inviting. She had a way of sucking and biting his lips that sent a chill down his spine. Their kissing went on for a long, long time. When Ryan didn't make a move, Cindy took matters into her own hands by pulling his hand to her breast as she had done on their first date. Ryan knew what to do from there. He squeezed her soft flesh and played with her hard nipples. He could tell she was getting very excited when she groaned her approval. Cindy moaned and squirmed under him. Ryan didn't want to leave her soft mouth but her breasts were calling him. He pulled his lips from hers and kissed down her neck and over her warm skin. A second later he had a nipple in his mouth. "Oh yes," Cindy whispered as she guided his head from one breast to the other. Her breasts were smaller than any of his older lovers were but they were firm and the skin was incredibly soft. He could have spent hours sucking them. However, when he felt her hands on his shoulders pushing him downward, he reluctantly let her nipples go and began to kiss down her stomach. When he reached her shorts he struggled to unbutton them. Cindy finally pushed his hands away and opened her shorts. Then she lifted up and slipped them down her thighs and off her feet. She didn't have panties on. Ryan gasped as he looked down at the beautiful girl spread before him. She had a small tattoo of a red rose on her stomach, only inches from her pubic mound. He glanced up and his eyes took in her firm breasts, trim waist and very sexy hips. They fell on her vagina and he noticed that she was a real blonde; she had a neatly trimmed down of soft blond hair covering her lips. Ryan's Summer Pt. 04 "Do you want to eat me?" she asked breathlessly. "Oh God yes," Ryan answered and moved down until he was lying between her legs with his face inches from her vagina. He used his fingers to rub the sparse blonde hair, loving the soft feel. He ran his index finger across the top of her slit and heard her moan as his finger touched the hidden clit. She lifted her hips from the seat and gasped. Ryan bent his head and blew warm air on across her now wet pubic hair. He placed his hands under her thighs and lifted her legs until they were across his shoulder. "Oh God, eat me," Cindy gasped. Ryan bent his head and as he spread her lips. Slowly he began to lick her swollen inner lips. "Oh yes, oh yes," she gasped. For a long time he tickled and teased her, avoiding pushing his tongue into her hole until he knew that she couldn't stand it any more. Then he pushed her hips up to her chest and pressed his tongue into her. "Ahhhhheeee!!!" she screamed and grabbed his head. Her hips bucked upward, forcing his tongue deep into her wet hole. Ryan let her direct his head. She moved it up and down and back and forth, placing his mouth where she needed it most. It didn't take long for the excited girl to climax. She lifted her hips and pulled his mouth to her hole as she screamed in pleasure. Her body bucked like she was having convulsions. If Ryan had any doubt that she was climaxing, it disappeared when his face was deluged with her juices. It squirted out of her like a fountain, surprising him for a moment as it splattered across his face. He recovered quickly and opened his mouth to drink her juice. Ryan continued to kiss Cindy's wet lips until her convulsions slowed and then stopped. When he pulled his face away, it was soaked from his eyebrows to his chin. When he looked up he saw that Cindy had her eyes closed. He found a napkin and wiped his face before crawling up to lay beside her. Cindy turned to him and snuggled into his arms, murmuring contentedly. Ryan felt proud that he had elicited such a reaction from the young girl. It was a confirmation of the skills he had learned from his older lovers. "That was wonderful," Cindy breathed. "I don't have to ask where you learned to eat pussy like that," she added with a smile. "Another glass of wine?" Ryan asked quickly to change the subject. "Please." Ryan poured her a glass and brought it to her lips. She lifted up and took a long sip before falling back, pulling him down with her. He nearly spilled the wine but managed to sit it in a cup holder. Their lips went together again for a long and passionate kiss. Finally, Cindy pushed Ryan away and forced him to his back as she sat up. She smiled at him and began to open his shorts. A second later she was pulling them off, leaving him with in his white boxer briefs. "Mmmmm," she whispered as she looked at the tent in his underwear. She reached her hand down and grasped the cloth-covered shaft. Then she bent her head and began to run her tongue up and down the cotton material surrounding his penis. When she reached the top she squeezed the now wet material around the swollen head and then began to lick it. Soon the material was so wet that it had become transparent. A moan escaped Ryan's lips as her mouth surrounded the head, sucking the accumulated juices through the wet material. Then she pulled away and lifted the elastic of his shorts to reveal his throbbing shaft. "God, I love it," she gasped as looked at the large and pulsing head. She wrapped her hand around the hot shaft and held it up straight. Then she dropped her head and opened her mouth to take the head inside. "Ohhhhh!!!" Ryan gasped and lifted his head, watching her begin to take it down her throat. On the first date, he had only felt what she was doing but now he could watch it as well. It was incredibly exciting to see his penis disappear into her mouth. When it reached the base of her throat, he heard her gag, but she didn't stop. Cindy pushed hard when the giant head until there was an almost audible pop as it slipped into her throat. Inch by inch it disappeared until soon the shaft was entirely gone and her lips were in his pubic hair. Ryan could hear her groaning deep in her throat as his hips began to lift from the seat. A second later she pulled back. He watched in amazement as his long shaft slipped from her mouth. It was dripping with her saliva now. Cindy smiled at him before moving back down. She began to bob her head up and down rapidly. Ryan fell back onto the seat and closed his eyes and moaned. Cindy loved oral sex, both giving and receiving. She got quite a thrill out of taking a penis into her throat. When she was a lot younger she had taken a porno film of her fathers to a pajama party. It was a movie about oral sex. Each scene was of a woman deep-throating a man. The movie had a lasting impression on her. It took her a couple of weeks to learn how to do it and the rest was history. "Jesus Cindy," Ryan warned as he felt his balls begin to react. If she kept that up he was going to climax. That was obviously not what Cindy wanted. She pulled her mouth from his now saliva wet penis and whispered, "I want you to fuck me this time." With that she climbed over Ryan until she was straddling his waist. Then she moved until she was squatting over his throbbing shaft. She stared at Ryan as she grasped his penis and placed the head at the entrance to her vagina. "It's so big," she said, almost to herself. Her eyes were glazed over as she began to move downward. Ryan watched as his penis disappeared into her hole. He felt her warm insides surrounding him until the entire shaft was inside her. Cindy was gasping for breath now. She had never felt anything like it. The giant head of Ryan's penis was stretching her insides like nothing had ever done before. She could feel every inch of it pressing against the walls. She could even feel it pressing against the entrance to her womb. Nothing had ever been so deep inside her before. Ryan was almost delirious with pleasure now. He could feel the hot walls of her vagina massaging him as if were trying to milk his juice from his balls. Slowly Cindy lifted up until just the head was inside and then she dropped back down. "Ahhhhhh!!!" they both gasped. A second later, the excited girl began to bounce up and down. She would lift up until the tip was at the entrance before dropping all the way down again. Her head was thrown back and her eyes were closed in pleasure as she worked up a lather of juice between them. The van was rocking from her frantic movements. Ryan grasped her hips and tried to slow her down. However, she would have none of that. She placed her hands on his chest and began to work her hips even more frantically. "Cindy, I... I can't... take... much more," Ryan gasped. That seemed to spur the young girl on. "Yes, yes, yes," she gasped and began to tremble. "Oh God, I'm going to cummmmmmm!!!" she screamed. Ryan was there as well. His balls reacted to her words and began to pump his sperm up the shaft. When Cindy felt his juice, her climax intensified. Her eyes went back in her head and her mouth opened in pleasure as a strong orgasm rushed through her. Her juice began to squirt out at the same time as she was being filled with his sperm. For Ryan it felt like his balls were going to turn inside out. His juice rocked from his penis and filled her clenching hole until it ran out and across his balls. The walls of the van echoed with the squishing sounds of their very wet sex organs. Fortunately, no one was around to see the van rocking from the frantic activity inside. It took some time for the movement inside the van to slow. Cindy collapsed onto Ryan's chest as she tried to catch her breath. Suddenly the only sound was the heavy breathing of the two lovers. "God," Cindy whispered. Ryan smiled. Then he abruptly turned Cindy over until he was lying on top of her. His penis was still hard and pulsing inside of her. "Now it's my turn to fuck you," he whispered. "Ryan!" she gasped as he began to move again. "Oh Jesus," she said and wrapped her legs around his waist. His lips found hers again and he began to plunge his tongue into her mouth like his penis was doing to her sloppy hole. Ryan lasted a long time this time. His penis slipped in and out of her hole with ease, now lubricated by their mutual juices. Cindy seemed to be climaxing continuously. Finally, Ryan felt his own climax coming on. He gasped quietly and forced himself deep into her and deposited his second load of cum. The two lovers lay together quietly for sometime. "I think we're making a mess of Benny's upholstery," Cindy warned when she felt Ryan's cum running out of her and onto the seat. "Shit," Ryan said and pulled away from her, looking between their legs. She was right; his juice was pouring out of her hole and between her cheeks to the fabric of the cushion. "Jesus, it's a mess." Cindy sat up and looked down and then giggled. "It won't be the first time. Although I don't think it has ever been this much." Ryan found some napkins and tried to clean up as best he could. He'd have to buy something to clean it up. "Oh well," he said, "It's worth Benny's wrath." They both laughed. Ryan pulled up in front of Cindy's house a short while later. "Thanks for a wonderful evening," he said sincerely. "It was wonderful for me as well," she answered. Then she added with a laugh, "However, I may have trouble walking tomorrow." Ryan's face flushed and he looked sheepishly at her. Then he mustered his courage and asked, "Can we go out next Saturday night?" "I'd love to but I have something going on Saturday night. Sorry. How about the following week?" "Okay," he said with disappointment in his voice. "You're not jealous are you?" "Should I be?" Cindy smiled and said, "No." Then she said, "So whose pool are you cleaning first next week?" He looked at her like he didn't understand. Then he realized what she was getting at. A little smile curled at his mouth and he said, "Are you jealous?" "Should I be?" "No." They both laughed. They shared a long and lingering kiss before Cindy got out and walked toward the house. Ryan watched her sexy butt, covered by her tight shorts, as she walked up the sidewalk. She was walking a little funny but it could have been from his juice, which he was sure was soaking though the crotch of her shorts. When she got to the steps, she turned around and waved to him. She knew that he would be watching. Chapter 14 Ryan decided to stop by the company office on Monday morning. He saw Benny at the counter and walked over to him. "Hey Benny," he said. Benny looked up and smiled. "Hi squirt. I'm glad you stopped by. I had something to ask you." Ryan glanced over Benny's shoulder and saw Cindy working at her computer. That was the real reason he had stopped by anyway. "Earth to Ryan," Benny said. "Sorry. What did you say?" Benny looked behind him to see what Ryan was looking at. He smiled and said, "I heard you two had a great date Saturday night." "We did. Cindy's a great girl." "I know," Benny said with a knowing smile. "Listen, the boss's wife along with Doctor Billings is going to have a surprise engagement party for Ms. Baker on the 13th of August at Mrs. Billings' estate. She's going to invite about twenty couples... all customers by the way. Mr. Williams wants his staff to act as waiters, carhop's and so forth. You interested?" "I guess. But I don't know anything about being a waiter." "You don't need to know anything. You just have to put on a white jacket and bow tie and walk around with a tray of hors d'oeuvre or drinks." "How much is he going to pay?" "You get a cool $300 bucks for the evening." "Sounds great! I need money to get my car fixed." Ryan drifted off again when he saw Cindy turn around and smile at him. "I'll get you all the information," Benny said. "Thanks," Ryan answered absently. Then he walked over to Cindy's desk, without saying goodbye to Benny. "Hi Ryan," Cindy said with a big smile. "Hi. I wanted to tell you again how much fun I had Saturday night," Ryan said and blushed. "So did I," Cindy answered with a bright smile. Then she added, "You're sweet." Ryan blushed again. "Did Benny tell you about the party?" "Yeah. Are you going?" "I wouldn't miss it," Cindy said, as she placed some files into her desk. "I'm about ready for a break. Want to buy me a Coke?" "Sure." The two walked out to the loading dock and sat down with a couple of Cokes. They talked a long while before Cindy said she had to get back to work before her father fired her. "Yeah, right," Ryan said sarcastically. "I'd better get going anyway. I have a doctor's appointment because my wrist doesn't seem to be getting any better." Then he looked around to make sure her father wasn't around and leaned over and kissed her. As he started to pull away he felt her hand on the back of his head. A little moan escaped his lips as her tongue entered his mouth. When they finally broke apart they were both breathing a little heavier. "Call me later? "Sure," Ryan smiled as he hopped off the loading doc and headed for the van. Ryan didn't like the news that he got from the doctor. The injury was more extensive then he first thought and he might need surgery. A gloom came over him as he drove toward the Wellsworth's estate. He was worried that the injury would prevent him from getting a scholarship in gymnastics. His grades weren't good enough to get an academic one. Mrs. Wellsworth was still in Europe so Ryan spent his time at her house talking to Jigs. He realized that he had totally misjudged the old guy. He was a bright and very knowledgeable man. He had gone to college at night and gotten a degree in anthropology. He spent his vacations exploring ancient ruins all over the world. He even had a kind of museum in the basement of the house, which he proudly showed him, with artifacts that he had collected from his many trips around the globe. When he left the house, Ryan had a new appreciation and respect for Jigs. He had been fascinated by Jig's worldly adventures and thought that maybe he would major in anthropology. That is, if he got to go to college. Ryan's depression about his wrist disappeared instantly when he saw Ms. Baker the following day. Her smile brightened his day considerably. "Hi Ryan." "Hi," he answered and stepped quickly into the house and took her into his arms. There was no protest now as he brought his lips to hers. Finally she pulled away and said, "Mrs. Billings is waiting for you. But she's not in her office." "Huh?" "When you go upstairs, go past her office and into the first room." "Okay," Ryan said, wondering what was going on. "Are you going to be here when I come down?" "No, I have some errands to run." When she saw his disappointed look she smiled and said, "Why don't you come by on Friday at ten? Mrs. Billings has a regularly scheduled meeting downtown every Friday and it lasts until about two." Ryan's face brightened and he said "Wonderful." He kissed her quickly and hurried upstairs. When he reached the room, he saw that the door was closed. He tapped lightly but didn't hear an answer. He wondered if he was at the right room. He turned the knob slowly, opened the door and peeked inside. Suddenly, he gasped. The room was lit with fragrant candles. Mrs. Billings was on a large bed lying back against the pillows. He saw that she was wearing a sheer white negligee that came all the way to her ankles. Underneath she had on a matching white corset that cinched in her waist and lifted her exposed breasts. Her large brown nipples were clearly displayed under the thin material. Attached to the corset were garter straps holding up white nylons and on her feet were four-inch high heels. The only other piece of clothing was a pair of tiny thong panties. Sandra got up from the bed and posed in front of the now excited young man. "You like?" she asked as she did a pirouette in front of him. "Wow," was all he could say. She walked over to Ryan and took his hand. "I thought we might proceed to the next phase of your counseling." She led him over to the bed and said, "Let's get these clothes off." Ryan heart was about to jump out of his chest as he allowed the pretty woman to pull his top over his head. Then he watched as she squatted and pulled his shorts down and off his feet. A little gasp escaped the woman's lips when she saw his already hard penis pulsing in front of her face. She wrapped both hands around the shaft and looked up at Ryan. With a quick smile, she opened her mouth and took the large head inside. "Oh God," Ryan moaned as he watched her suck him. He closed his eyes and swayed in pleasure as the sexy woman began to pump his shaft and suck the swollen head. It didn't take long for his balls to begin to churn in excitement. However, before it went too far, Sandra pulled her mouth away, bringing a moan from his lips. She pushed Ryan onto the bed until he was lying against the pillows. Then she crawled onto the bed and knelt between his legs. She grasped his throbbing shaft again and began to use her tongue to lick the head and then down to his squirming balls. When her saliva was dripping from his balls, she lifted them to her mouth. With a little whimper, she sucked one large orb into her mouth. Ryan gasped and lifted his hips. He was a little apprehensive about her having the delicate orb in her mouth, but it felt good and it was incredibly exciting. He felt her tongue lave the orb and then flick it. A second later she let it slip from her mouth and took the other in. Ryan's hands went to her head and caressed her hair as she gently played with his balls. His excitement was growing rapidly and he wanted more. However, the sexy woman had other ideas. Sandra looked up at Ryan as she placed her hands behind his thighs. She slowly lifted his legs until his thighs were against his chest and his hips were almost off the bed. Ryan had no idea what she was going to do until she bent her head and began to lick the smooth skin under his balls. His heart began to beat even harder as he felt her tongue slip down, inch by inch until suddenly it was touching his tiny rear hole. "Oh Jesus," he gasped when he felt her begin to circle the hole. Then a long moan escaped his lips as her tongue breached the opening and pushed into his ass. He couldn't believe that this sophisticated doctor was licking his asshole. She wasn't done yet. After she had lubricated his little hole with her tongue, she brought a finger to the opening. She looked up at Ryan as she slipped her finger into his ass. "Oh God," Ryan gasped and lifted his hips as if to get away from the intruder. Although it was still foreign to Ryan, this time, having her finger in his ass was much more sensual. Still, his tiny hole resisted. However, Sandra would not be denied until her finger was all the way inside him. Then she reached up and took his penis in her hand as she began to twist her finger. Years of experience told her where to find what she was looking for. Ryan could feel the tip of her finger massaging his prostate. It made the juice pour from the swollen head and his balls squirm. The combination of her searching finger and her pumping hand had him ready to shoot in seconds. "Mrs... Sandra," he gasped Sandra let go of his penis before he could climax but she kept her finger inside. She knew that he was very close. She almost giggled as she watched his long shaft bob in front of her eyes. Each time she twisted her finger across the lump inside she saw the large head pulse and produce more juice until it was running down his shaft like a river. Ryan's Summer Pt. 04 Ryan gasped and began to squirm his hips, actually pushing down on the finger. Sandra smiled with confidence as she bent the shaft down until she could place her tongue on the sensitive skin just below the large crown. She ran her tongue back and forth across the slick surface and then up to the dripping tip. Her lips circled the head and she sucked in the steady stream of juice as her finger continued to pump inside him. With her teeth, she gently bit the head, bringing another moan from the incredibly excited boy. "Sandra," Ryan moaned, his eyes closed tightly. "Please." Sandra giggled again and pulled her finger from his ass. "Jesus," Ryan gasped. Then she had him move down until he was lying flat on his back. She spun around and quickly threw her leg over him, her ass toward his face. Her head dropped back to his penis as she began to lick up and down the shaft, avoiding the sensitive head this time. Ryan opened his eyes to see her sexy butt almost in his face. His hands reached for her cheeks. He could see the tiny thong stretched across her asshole and the silky material covering her vagina. The center of the material was dark with her juices. He lifted his head and placed his mouth on the juicy material. When he heard Sandra moan he pulled away. Two could play this game, he thought. He used his tongue to tickle the sensitive outer lips hidden under the thin material. Without warning the older woman pushed her hips back, thrusting her crotch in the surprised boy's face, smashing her vagina onto his mouth. Then she sat up. Now she was sitting on Ryan's face, rubbing her swollen sex across his nose, mouth and chin. Sandra was in control and she wanted Ryan to know it. He got the message as he gasped for breath, barely able to breathe under the weight of her hips. He couldn't see the wide smile of pleasure on the woman's face. Suddenly the smell of her excitement and the feeling of her swollen lips on his face consumed his senses. He began to rub his nose on her asshole and work his mouth on her now dripping crotch. Sandra gasped and continued to squirm on his face. She pressed down hard, feeling his nose pressing to her little rear hole. Then she circled her hips, rubbing her now very swollen sex lips on his mouth. As she continued to press her weight onto his face, she reached between her legs and pulled the tiny slip of material from her crotch, letting her exposed lips touch Ryan's now searching tongue. A long moan escaped her lips when she felt his tongue enter her dripping hole. Ryan's face was rapidly becoming drenched in her copious juice. His lips and chin were awash in her thick juices. What he couldn't swallow dripped down his chin. Sandra continued to buck her hips as her excitement grew rapidly. She pressed down on Ryan's tongue and allowed a small climax to rush through her. It was quick and intense but she needed more. She rolled from Ryan's surprised face and quickly stripped off her negligee and panties. She flopped onto the bed and turned to Ryan, pulling him onto her. "Fuck me!" she gasped. Ryan was happy to comply. He was about ready to explode as he slipped between her spread legs and placed the grotesquely swollen head at the entrance to her vagina. Without waiting for permission he pushed into her. "Ahhhhheeeee!!!" Sandra screamed. Ryan grunted as his shaft slipped to the bottom of her tunnel. He held it there, waiting for his urge to climax to pass. Sandra needed him to move. Her hips began to buck upward and her hands grabbed his ass cheeks, pulling him down. Ryan got the idea and began to pump in and out of her rapidly. Soon the bed was squeaking from their frantic activity. The room filled with grunts and groans and the slapping of their sexual parts. "Fuck me! Fuck me! Fuck me!" Sandra screamed. Ryan buried his face in her neck and grabbed her hips. He pulled her to him as he pounded his hips downward, forcing his penis all the way into her hole with each thrust. The bed rattled and the springs threatened to give out under the stress. Soon Ryan felt his orgasm coming on. "Sandra... I'm going... I'm going to cummmmmm!!!" he groaned. "Yes, yes, yes, cum in meeeeee!!!" she answered as her own climax began. Seconds later the two of them were gasping in pleasure as Ryan slammed into her willing hole one last time and began to unleash his pent up sperm. It shot from his overheated balls in torrents, filling Sandra's hole with his potent seed. The gasps and groans of the two continued for a long, long time as pleasure consumed them. Finally, Ryan fell to the bed next to Sandra, his chest heaving in a desperate attempt to catch his breath. He looked over and saw Sandra's large breasts moving up and down just as rapidly and there was a look of incredible pleasure on her face. With an exhausted smile, Ryan moved over and threw his arm over her chest, pulling himself close to her. "God that was awesome," he whispered. "For me to," Sandra sighed as she opened her eyes. Ryan began to squeeze her breast as he moved his lips to her ear. "So do you think I'm coming along pretty good with my shyness problem?" he whispered factiously. Sandra smiled and said dreamily, "You're doing better but it often takes a long time to really be cured. Sometimes years." "Well, as long as I'm making progress." They both laughed quietly. A few minutes later Ryan leaned over and kissed Sandra tenderly. He continued to play with her breast as he bent over and began to kiss down the warm flesh of her breast until he found her nipple. "Ryan," Sandra gasped as she felt chills run down her spine. He kissed one breasts and then the other until they were wet with his saliva. Then he kissed down her stomach. Slowly his lips worked across her stomach to the tuft of hair at her groin. Without a word he moved until he was kneeling between her legs. Sandra looked up at him, suddenly very excited again, and asked, "What're you doing?" Ryan didn't answer. He kissed down her sex lips, gently licking the smooth outer lips as he went. Then he abruptly lifted her legs and spread them wide. He stared down at her ravaged sex. The lips were swollen and puffy from his recent attack. He could see that her hole was wet and still pulsing. With a groan his mouth dropped to cover her sopping sex. "Ohhhh Jessssssssssuuuuuuussss!!!" Sandra cried as he felt his tongue digging into her stretched hole. Almost immediately she felt an orgasm approaching. She couldn't believe that she was ready to climax again so soon. Within seconds her body began to convulse in pleasure. Ryan felt her legs wrap around his head and her hips lift up to him. He would have smiled but his mouth was too busy. Then, before she had stopped climaxing, Ryan pulled her over and made her get onto her hands and knees. He got onto his feet and squatted behind her raised hips. A second later he was slipping his hard penis into her very wet hole. "Oh God, oh God, oh God," Sandra moaned as she felt Ryan began to pound into her again. Ryan pounded her willing body until she collapsed onto the bed. Then he unleashed his second load of cum into her hole as she passed out. Chapter 15 Ryan was distraught when he hung up the phone. The doctor's report had come back and he would need surgery. Even if everything went well, he would not be able to practice gymnastics for at least six months. That would mean he would miss the tryouts and therefore a gymnastics scholarship was out. It also meant that he couldn't get a cheerleading scholarship either. His mother suggested that if she took an evening job that maybe he could get into a community college. He appreciated her offer but declined. He felt that she had contributed enough already. Besides, she had to worry about his two sisters as well. With this cloud hanging over him, he went to see Benny. He knew that Benny had not had the money for college and wanted to ask how he had done it. When Ryan pulled up at AquaSpa Pools, Benny was just going out to lunch. "How's it going kid," Benny said with his always bright smile. "Sucks," Ryan answered. "What's wrong?" "The doctor says that I to have surgery and that mean no sports for six months. I can't try out for the gymnastics' team." "That's the shit's," Benny replied. "I know... no scholarship. I wanted to get your advice. You got some time?" "I was just going to get something to eat. Join me." "Thanks," Ryan said as they walked to Benny's car. "Wanna drive?" Benny said, throwing Ryan the keys to the Corvette. "Really?" "No tickets though," Benny said and got into the passenger's side. For the first time since he got the news about his wrist Ryan smiled. He turned on the ignition of the muscle machine and felt the 400 horses roar under him. A chill of excitement went down his spine. He pressed the gas petal and gunned the car out of the parking lot, squealing tires and shooting gravel behind them. The whistle of the wind and the roaring engine was exhilarating to Ryan and for a few minutes he forgot his troubles. Benny let Ryan drive wherever he wanted. Neither knew where they were going. After about twenty minutes Benny said, "I'm starved. How about we find someplace to eat?" "Sure," Ryan said. He pulled off the expressway and saw a diner on the corner. They found a table and ordered lunch. Ryan had turned quiet and looked depressed again so Benny broke the silence. "So I guess you're worried about getting money for college now." "Yeah. My mom offered to take another job but I can't let her do that. She already works too hard. I was wondering how you managed it." "Well, it hasn't been easy. Nothing good is easy... it's a fact of life. I've been paying for about half my expenses and I borrowed the rest." "Did you borrow it from a Bank?" "Are you kidding, they don't loan money to a kids," Benny laughed. "I borrowed it from Rachael." "Rachael?" "She's the lady that owns the car," he smiled. Ryan opened his eyes in surprise. "She loaned you money for college?" "Sure. I'll pay it back. Besides, she has more money than she could possibly ever spend. Or at least her old man does." "Wow!" Ryan said and shook his head with a smile at his friend. "You never cease to amaze me Benny." "It isn't charity... I'll pay her back someday." Benny sounded a little defensive. "That's great for you but I couldn't do that. I don't know these ladies well enough to ask for a loan." "You don't have to ask," Benny smiled. "What's that mean... of course I have to ask!" "I didn't." "Your lady friend just pulled out her checkbook and wrote you a check huh?" "No." Ryan paused and said, "I guess you need another lesson." Benny shook his head at his na‹ve friend. "You know what pillow talk is?" "Sure, you talk with your head on the pillow," Ryan laughed as he took a bite of his burger. "That's basically it. The only difference is that you focus the conversation. You let it slip that you can't figure out a way to get money for college... especially now that you have this wrist problem. You say that you wish you had a rich aunt that you could borrow the money from. If I know the ladies-and I think I do-their maternal instincts will take over and do the rest. You have to understand that a lot of these women have come from the school of hard knocks. They understand what it's like to be poor." Ryan sighed and put his burger down. He rubbed his wrist and looked out the window wistfully. "I don't know Benny. I'm not as smooth with the ladies as you are. I'm not sure I could play that game." "I think you can. Even if they see through it, it will work, believe me." Benny paused as he ate his lunch and the table grew quiet. "I guess I could try." "It's about your career kiddo. Besides, you have nothing to lose. And, you're not deceiving anyone. You're borrowing money, at a very low or no interest rate I might add. Just make sure you pick out the lady that didn't have money before she got married." "Thanks Benny. You always have an answer." Benny just smiled. Ryan was still thinking about his conversation with Benny as he drove to see Ms. Baker on Friday. He felt much better after his conversation with Benny. While he had decided to try what Benny had suggested, he had no idea how he was going to do it. He also decided that Mrs. Wellsworth would likely be the one he would try it on. He felt that she would probably be the most sympathetic. He was pretty sure that she wasn't rich prior to getting married. As he parked the van in front of the house and walked up to the door his thoughts turned to more immediate things. He could feel excitement in his stomach as he pressed the buzzer. This was the first time he was here solely for the purpose of sex. There was no pretense of work or being psychoanalyzed. Ryan hadn't been sure what to wear. It wasn't like a date or anything but yet he didn't want to wear his swim trunks. He had decided to just be casual. He had on a pair of jeans, a blue V-neck tee shirt and tennis shoes. When the door opened Ryan stepped back in shock. At first he thought he was at the wrong address. Then he realized that the woman standing in front of him was Ms. Baker. His confusion stemmed from the fact that she appeared to be wearing a French maid's uniform. On her head was a little white hat. The dress was black with a low cut bodice that exposed most of her breasts. It flared at the waist into a tiny rippled skirt that barely covered her crotch. In front was a white apron that tied around her waist. He could see bare thigh between the bottom of the skirt to the tops of her fishnet nylons with garter straps holding them up. She appeared much taller due to the six-inch high heels on her feet. "Is monsieur here to see Madam Billings?" Ms. Baker asked in an excellent imitation of a French accent. "Uh... uh..." Ryan stuttered in a complete loss for words. Ms. Baker didn't miss a beat and said, "Unfortunately she is not home at the moment. You are welcome to come in and wait for her if you wish." Ryan watched her turn and walk into the house. He stood for a moment and then followed, his eyes dropping to the back of her short shirt and the white flesh exposed above her nylons. His penis started to harden. "Please have a seat sir. Would you care for a drink?" Ryan finally smiled as he sat on the sofa and looked up at the gorgeous woman. He saw her lips turn up as if she were going to smile but she quickly put on a professional face again. "Yes, I'll take a bottle of beer." Ms. Billings hesitated for a second at his request. Then she said, "Very well monsieur." Ryan's face showed his surprise as he watched her walk away. He figured she would return with a Coke. However, a minute later she was back with a bottle of beer on a serving tray. His face broke into a wide grin. "Monsieur," Ms. Baker said as she leaned over much further than necessary with the tray. Her eyes twinkled mischievously at the young man as she saw him looking down her blouse. Ryan swallowed hard when he saw both breasts almost fall out of her top. He reached out with a trembling hand and took the cold bottle from the tray. "Will there be anything else sir?" Ryan took a quick drink of his beer before saying, "Uh... could you put the TV on for me?" He didn't want the TV on but the remote was lying on the coffee table in front of him and he wanted her to bend over and get it. "Certainly." With that Ms. Baker leaned over in front of Ryan. As she did so, her short dress pulled up to reveal her tiny panties. Ryan almost choked on his beer. Suddenly he was staring at Ms. Baker's sexy butt, covered only by a pair of white and lacy stretch panties. They barely covered her cheeks, only coming about halfway down and revealing much of the lower globes of her ass. She had on a lace garter belt with the straps stretching down her thighs to hold up the black nylons. Suddenly Ryan's penis was uncomfortably stretched down the leg of his jeans. Ms. Baker spent much longer than necessary fiddling with the remote. When she started to straighten up Ryan said, "Wait... stay there." She froze in her bent over position. Ryan reached out and flipped up the little skirt until it was lying on her back, leaving her lower half exposed. "God," he gasped. Then he took a deep breath and sat back, his eyes staring at the beautiful sight before him. He knew that he would never get tired of looking at her ass. It was her best feature and the shape could compete with girls half her age. He loved the way the little panties separated the globes and exposed the soft flesh of her lower cheeks. He could see the white flesh below the panties shimmering sexily. Ryan drank the beer and sat quietly for several minutes. Finally, he leaned forward and stretched out the hand holding the bottle. He touched one exposed cheek with the throat of the cold beer bottle and watched her tremble and heard her gasp. Slowly he ran the cold glass over her cheek and between the crack to the other globe, leaving a wet trail behind. Then he pulled back and gulped down the rest of the beer before sitting the empty bottle on the floor. His head had begun to spin but he was sure that it wasn't from the beer. "You have a gorgeous ass... Miss... what's your name?" "Gabrielle De Brawn," Ms. Baker answered. "You have a gorgeous ass Gabrielle." With that Ryan leaned forward again and grasped her cheeks, slowly running his hands over her exposed flesh. Then he moved his index finger between the cheeks at the top of her crack. He moved his finger slowly downward, pressing the lacy material between her cheeks. When he reached the spot were his finger was over her tiny rear hole, he paused. With infinite slowness he pressed forward, feeling the tiny hole of her rear passage begin to pulse with excitement. Ms. Baker gasped again and tried unsuccessfully to hold her hips still. Ryan moved his finger lower and across the perineum. A smile crossed his lips as he thought of the slang for this area... "Taint... taint asshole and taint pussy." He ran his finger up and down the tiny areas before moving lower to her sex lips, pushing the panties in as he went. He heard Ms. Baker gasp as his finger ran through the grove and upward to her clit. He saw a dark stain forming as his finger passed her already dripping hole. For the first time "Gabrielle" spoke. "Oh monsieur, what are you doing?" she gasped. "Just what you want," Ryan answered and leaned forward. "Oh Jesus," Ms. Baker hissed when she felt Ryan's lips on her exposed ass cheek. Ryan kissed one cheek, licking it gently before moving across the divide to the other cheek. He worked on both cheeks until he had kissed every inch of her exposed flesh. Then with agonizing slowness he reached up to pulled her panties down. He did it an inch at a time, teasing himself and her at the same time. He watched the soft white flesh and the smooth crack revealed. There wasn't a blemish anywhere on her ass... not even a freckle. It occurred to him that he had never taken the time to look before. When he had her panties to the back of her thigh, he grasped both cheeks and pulled them apart. Ms. Baker sucked in her breath when she felt the cool air on her tiny neither hole. She didn't think she had ever felt more exposed. With her former husband they did things in the dark confines of the bedroom and never in broad daylight. It excited her to be so exposed to the young boy's admiring eyes. She could feel her swollen lips pulse and knew that her juice was ready to drip down her legs. Ryan saw the sparkle of juice between her lips. He slipped his finger between her lips and brought out a gob of clear juice. Then he touched her tiny rear hole with his wet fingertip, transferring the liquid to the puckered hole. Ryan's Summer Pt. 04 Ms. Baker could barely keep her balance now... her head was spinning and her legs were trembling. She had never been so excited in her life. Ryan removed his finger and grasped her cheeks again, opening them wide. Slowly he moved his head forward and his tongue slipped out of his mouth. "Oh my God Ryan," Ms. Baker gasped, losing her French accent when she felt his tongue touch her asshole. Ryan grabbed her hips and pulled her toward him while at the same time pushing his tongue forward. The lubricant on her hole helped him slip inside; stretching the opening until it felt like a rubber band had been placed around his tongue. It was Ryan's turn to moan as he began to move his head back and forth, plunging his tongue in and out. Saliva began to run from his mouth and drip from his chin. "Ohhhhh," Ms. Baker moaned as she began to rock back at his tongue. Her entire body began to shake. Abruptly Ryan pulled his mouth away, his tongue exiting the tight hole with a loud "pop". "Get me another beer," he said. Ms. Baker gasped at the loss of the tongue in her ass as she straightened up, her legs suddenly very weak. Then she reached down to pull her panties up. "Leave them where they are," Ryan ordered. Ryan smiled at her as she looked over her shoulder at him. Her face was a mask of lust and her eyes were almost wild. For a moment he thought she might refuse. But when she took a deep breath and turned toward the kitchen. Ryan watched her as she struggled to walk gracefully with her panties restricting the movement of her thighs. She looked sexy even like that, Ryan thought. When she came back she had another beer on a tray. Ryan took it and said, "Kneel down between my legs." Then he sat back and spread his legs. He saw Ms. Baker's eyes on his swollen penis, which was still trapped down the leg of his jeans. "Take my pants down," he ordered. The older woman's hands were trembling so much that she had difficulty getting the snap to his jeans undone. When she did, she pulled open the zipper and reached for the waist of his jeans. Ryan lifted up and allowed her to pull his jeans off his feet. But when she reached for the waist of his gray boxer briefs he said, "Not the underwear yet." Ryan watched the excitement in the woman's eyes as he slipped a little lower and spread his legs. His penis was pulsing in his shorts and there was a large wet spot where his juice had soaked through. "Pull your top down, I want to see your tits." Ms. Baker complied; pulling the low top of her tiny halter down and letting her large breasts fall out. The lower elastic of her top held her breasts up and made them point at the seated young man. Ryan reached out and grasped both nipples. "Oh Jesus," the trembling woman gasped and closed her eyes in pleasure. "Play with me," Ryan said. Ms. Baker reached out with shaking hands and began to massage the massive bulge in Ryan's briefs. She squeezed the material around the shaft until it outlined his entire penis. The head continued to drip juice until his clear pre-cum liquid was actually bubbling through the material. Without being told to, Ms. Baker bent forward and licked the bubble of juice, moaning as she took it into her mouth. Remembering how exciting it had been when Cindy had sucked him through his underwear, he said, "Suck it!" He reached for her head. The older woman didn't have to be told twice. She opened her mouth and took the cloth-covered head inside. With the size of the head and the added bulk of the fabric of his briefs, it was a tight fit. A moan escaped her lips as the juice trapped in the fabric filled her mouth. She began to suck the pulsing head. It only took a minute of this before Ryan feared he was going to climax. While it was very tempting, he didn't want to cum in her mouth. He reached down and pushed her head from his penis. There was a surprised look on her face until she saw him push his shorts to his feet. Then he pulled her toward him, letting her exposed breast rub across his throbbing penis. His lips met hers and his tongue pushed into her willing mouth. It was a passionate kiss that lasted a long time. Each time one of them would pull away, the other would pull their lips back. They practically devoured each other's lips, like horny teenagers, until both were swollen and raw. At one point Ryan pried his lips from hers and whispered "I want to fuck your ass." He felt the older woman tremble violently at his words and wondered if she had just had a climax. "Stand up and turn around." Ms. Baker swayed as she got to her feet. Then she turned around and straddled Ryan's legs. She moved backward until her ass was over his towering erection. "Let me get your ass ready first," Ryan said as he pushed her skirt up and tucked it into the string of material holding the apron. Then reached his hand between her legs and found her sopping sex lips. He coated his finger with her juice and brought it to her rear hole. Slowly he circled his finger around the hole. Then he pushed forward until just the first knuckle was inside. Ms. Baker began to whimper. Then Ryan pushed forward hard, sinking his entire finger into her backside. "Ahhhhhheeeee!!!" Ms. Baker screamed. It wasn't a scream of pain but one of pure pleasure. Ryan felt like his finger was being sucked into her body. Her tight sphincter muscle pulsed around his finger as her canal throbbed. He twisted his finger like had been done to him by Doctor Billings. But he knew that there was no prostate inside her ass. Suddenly the older woman's body froze. Then she gasped and her body trembled violently. Ryan was taken by surprise as she fell backward into his arms, forcing his finger even deeper into her hole. As her body thrashed on his lap, he realized that she was climaxing. A smile came to his lips. He reached around and grasped one breast with her free hand, plunging his finger in and out of her ass rapidly with the other. "Ohhhhh, ohhhhhh, ohhhhhh," the convulsing woman gasped over and over until she finally collapsed onto him. Ryan held her like that, gently massaging her breast and slowly fingering her asshole until her breathing slowed. His throbbing penis was trapped painfully under her. Within seconds, Ms. Baker lifted up. She looked over her shoulder at Ryan with her face still contorted in lust and smiled. She moved her ass downward on him, rubbing his penis with her bare cheeks. "Fuck my ass," she gasped. It wasn't a request. Then she stood up and quickly stripped off her panties and then moved back again with her ass toward Ryan. He directed her until her now wet and stretched asshole was over his giant crown. "Easy," he cautioned when she pushed down frantically. He didn't want to hurt her. However, she was way beyond that. She reached beneath her and frantically positioned the swollen head on her tiny hole. "Jesusssssss," she screamed as she pushed down, taking him all the way into her in one movement. "Oh God," Ryan gasped as her ass surrounded his shaft. He couldn't believe that she had taken him so quickly. He pulled her back to his chest and grasped her breasts again. "Fuck me! Fuck me! Fuck me!" she gasped as she began to move her hips up and down. However, it was her doing the "fucking". Ryan couldn't move much so he let her do the work. The now frantic woman leaned forward, placing her hands on Ryan's knees for support. She worked her hips up and down, letting his penis slip almost all the way out of her body before plunging down again. Ryan's eyes opened in amazement as he watched his large shaft slip easily in and out of her stretched hole. Each time she pulled up, it appeared that her ass was turning inside out. Then after she plunged down, he could only see the cheeks of her ass. His entire penis was deep inside her bowels. It was too much for him and he gasped, "I'm going... to... cummmmmm!" "Yes, yes, yes, fill my ass," Ms. Baker gasped as she began to convulse in climax again. The powerful convulsions made her insides contract mightily on Ryan's shaft. Ryan felt it in his balls first. Then an explosion went off in his head. It felt like his very bone marrow was being pumped out of his penis. The juice squirted out like an out of control fire hose. There was almost with no break in the streaming cum as she took him deep into her trembling body. With each down stroke, she pressed his balls. It felt like her weight was actually squeezing the cum from his swollen testicles. Finally, Ms. Baker collapsed again onto Ryan's body. Ryan was still gasping for breath and his penis was dribbling cum into her hole several minutes later. When he could speak, all he could whisper was "That was amazing." He realized that he was using that term a lot lately. After a few minutes Ms. Baker carefully lifted up, letting Ryan's still substantial penis slip from her ravaged asshole. She turned around, smiled at him and said, "I have a surprise for you." She reached out her hand. Ryan got up on shaking legs and followed the sexy woman. She led him down the hall and into her bathroom. "Sit right there for a moment," she said. Then she went over to the large Jacuzzi tub and began to run the water. Next she lighted several scented candles and turned down the lights. Ryan noticed that there was a bottle of wine chilling in an ice bucket. The older woman stripped off her maid's outfit and went over to Ryan. She helped him get his shirt over his head and led him to the tub and let him get in. He sank down in the warm water with a moan of pleasure. Ms. Baker got in and sat down in front of him. She picked up two glasses of wine and gave him one. They both took a sip before she leaned back onto Ryan's strong chest. "That was the best sex I've ever had," she whispered. It was for Ryan too but he didn't have much to compare it too. However, he knew he would remember it for the rest of his life. When they had soaked in the tub for a long time, Ms. Baker stood up. She had several fluffy towels for them to dry with. Then she took his hand and led him into her bedroom. It too was prepared for them. There were pink silk sheets on the bed and it was turned down and ready. Ryan pulled her into his arms and kissed her tenderly. Almost immediately he felt himself getting hard. "Do you want me to fuck your ass again?" "No," she whispered, "My ass is still filled with your cum. I want my pussy filled now." Ryan was only too happy to oblige. When he finally left the bed several hours later he could barely walk. At the door, he held her in his arms and kissed her tenderly. "Thank you Ms. Baker," he said sincerely. "You can call be Gabrielle... that's my real name. I was born Gabrielle De Brawn in a small town in France 4... well, a lot of years before you were born. I grew up there and came to this country to get a job as a nurse." Ryan was stunned. He had never known her first name or even thought to ask. "Thank you Gabrielle. I will never forget this day." "Neither will I," Gabrielle said and kissed him one last time. "See you next week." Ryan's Summer Pt. 05 Chapter 16 A warm late August breeze blew through the open window as Ryan got dressed for the surprise engagement party for Ms. Baker (or as he now knew her, Gabrielle De Brawn). It seemed to Ryan that the summer had flown by. In just a couple of weeks he would begin his senior year in high school. As he thought back, he realized that he was a very different person going into his last year of high school. At the beginning of the summer, he was a shy and na‹ve boy with little sexual experience. Within a few short months he had gone from engaging in little sexual activity to servicing four woman on a weekly basis: On Tuesdays it was Mary Wellsworth, on Wednesday's it was Sandra Billings, on Friday's it was Gabrielle, and finally on Saturday's it was sweet Cindy. This evening, for the first time, they would all be together at the party. There would also be twenty or so other couples. And, according to Benny, all or almost all of the women attending were receiving "extra" services from AquaSpa Pools. He and Benny had five of them, not including Gabrielle (or Cindy) since she wasn't a customer. It occurred to him that he didn't really know if any of his women had other lovers besides him. He was pretty sure that the older women didn't but he wasn't sure about Cindy. He knew that she dated other guys and figured that, based on her libido, she was probably having sex with them. Ryan knew that that shouldn't make him jealous; after all he was having sex with three other women. However it did, at least a little bit. He cared for all of the women and in fact felt like he loved them, but there was a special place in his heart for Cindy. He knew that the older women wanted one thing from him-that was okay-but with Cindy it was different. She was someone he could spend more time with and someone with whom he had a lot in common. However, he also knew that it was too soon for any commitment for either of them. Besides, he had more pressing things to worry about: as of today he still hadn't found enough nerve to ask Mrs. Wellsworth for her help with college. He knew that if he was going to get into a good college he had to act soon, and time was ticking away. Maybe this week, he thought as he put on his rented white jacket and straightened his black bow tie. When he came downstairs his mother was waiting. "My but you look gorgeous," she said. "Thanks Mom... but you're biased," he said with a smile. "Biased or not, you are one handsome young man. Don't let any of those old women rape you." "Why not?" he laughed. "And they're not old." She smiled indulgently, straightened his bow tie and said, "Have fun." Ryan was surprised to see Jigs standing outside the Billings house when he drove up. "Hey Jigs," he said through the van window. "What're you doing here?" "I have been commissioned to organize the staff for tonight's party," he answered stiffly but with an air of pride. "Great. They couldn't have picked a better man." The normally staid butler smiled. "I'm sure you know where to park master Ryan. There will be a meeting of all the staff in the main kitchen in fifteen minutes." "I'll be there," Ryan answered and drove around to the back of the house; the front lawn was being used to park the guest's cars. A few minutes later Ryan entered the large kitchen of the Billings house. There were about ten guys standing around wearing white jackets like him, waiting for Jigs. Ryan looked around but only vaguely recognized several of them. Then he saw Benny in a corner talking to some friends. He waved and went over. "Hi Benny," Ryan said. "Hey Ryan," he answered. "Ryan this is Jeff Tyler and Bill Bradley... friends of mine." Ryan shook their hands and then he looked at Jeff, an imposing African American with broad shoulders and large neck. He recognized him for some reason. Suddenly he realized that he was an all-American running back who that played football for UCLA. "You're Jeff Tyler the football player," he said stupidly. "That's me. Pleased to meet you Ryan," he answered. "I've followed your career since you graduated high school. It's great to meet you." "Thanks," Jeff smiled. Just then Jigs tapped a spoon on a glass to get everyone's attention. "Gentlemen, it is a pleasure to welcome you to the Billings household. I would like to give you a few instructions before the guests arrive. I understand that most of you have not had any experience at this, but we will have to make due," Jigs said with a tone of resignation. "You have all been assigned your duties. The gentlemen that are carhops, I ask that you to be very careful when driving the guests cars. As you know many of them will be very expensive vehicles. You are parking the cars on the lawn... so do not spin wheels. Those of you that are waiters, I will show you how to carry your trays and serve in a moment. Fortunately, since I'm sure none of you can cook, we have professional cooks tonight." The room broke into laughter. One of the guys yelled out, "I can cook scrambled eggs." "For everyone's sake, I'm happy that we are not having scrambled eggs tonight," Jigs answered and everyone laughed again. Ryan thought that Jigs seemed to be in a particularly good mood tonight. "Now, I have to take care of something so I will be back in a minute. Master Benny Anderson will be in charge of you tonight while I'm busy with other chores. He will coordinate your activities and give you some additional instructions now." The room broke into applause and hoots at Benny's introduction. As Jigs left, Benny held up his hands to quite the rowdy crowd. "Okay listen up guys. I told Jigs I would talk to you guys about this subject." Benny lowered his voice and said, "We all have... uh... let's say intimate knowledge of some of the guests... uh... the ladies, attending tonight. Everyone here was specially selected for your job at AquaSpa Pools by strict criteria. As you know, part of the requirement is that you have the utmost discretion. I shouldn't have to say this, but what goes on here, stays here. We all have a great job with wonderful 'fringe' benefits and I'm sure no one wants to lose it. Does everyone understand what I mean?" There were nods of heads and murmurs of acceptance. "All right, enough said. Now let's get Jigs back in here so we can see the proper way to walk," Benny laughed. "Oh, and one more thing, this is a surprise party for Ms. Baker's engagement. Her fianc‚ is going to formally ask her to marry him in front of the crowd. She thinks this is a party to celebrate a friend's birthday. Again, discretion is paramount." An hour later, all of the guys had been given specific instruction by Jigs. He couldn't show the carhops how to park the cars since he didn't drive himself but he was experienced at how the servers should serve drinks and remain out of the way when not in service. After the servers were dispersed, Ryan stood in the doorway of the kitchen and watched as the guests began to arrive. All of the men were older than their wives, but they were very distinguished looking gentlemen, although many were quite old. The women were gorgeous but many of them had been under the knife, some more that a few times, to maintain their beauty. Ryan felt proud that his ladies didn't need artificial means to look beautiful. Guests were still arriving when Ryan saw Mrs. Billings come down the long spiral staircase. She was wearing a green form-fitting gown that was cut almost to her navel, exposing most of her breasts. It was surprisingly short on her legs, exposing much of her sexy thighs. Around her neck she had a jade and diamond necklace along with a matching bracelet on her wrist. Her hair and makeup were obviously professionally done. Ryan was surprised to see that she had a date that greeted her as she reached the bottom of the steps. He recognized him as someone that he had seen at the house but had thought he was a patient. Maybe he was. Mary arrived with her husband, Lloyd, a few minutes later. She was wearing a white gown with a low cut bodice. It was form fitting to her waist but flared out in ruffles at the rear. In front, it came down to her ankles and molded to her sexy legs. Her blonde hair was set up on her head in a fashionable style. She had long sparkling diamond earrings dangling from her ears. She looked particularly radiant, almost glowing. Finally the guest of honor, Gabrielle, arrived with Vic. She was the oldest of his three ladies but she gave no ground in looks to them. Ryan had never seen her look prettier. She had her hair up in back and was wearing a jade colored sequined gown that looked almost like a kimono. It had a collar around her neck but was sleeve less. Like the other two ladies it was form fitting, hugging her waists and hips and running down to her shoes. It had a split up the side, almost all the way to her hip. She had a jade and diamond bracelet on and a purse that matched her dress. Gabrielle's fianc‚ looked to be in his sixties and was tall, with black hair. His face was angular and he had a large nose. He looked like a very intense person, in contrast to Gabrielle who had a perpetual smile on her face. Ryan thought that he really didn't fit Gabrielle. But then, he knew that she wasn't marrying him for his looks or their compatibility. Soon the party was on and the booze started to flow. As Ryan walked around with a tray of champagne, he could hear the noise of the crowd grow louder with each round of alcohol. Their lips seemed to grow looser and he found himself enjoying eavesdropping on their conversations. From the men he heard talk about stocks and bonds, which of them had bought exotic sports car, and what real estate they owned. From the ladies he heard who had just had cosmetic surgery and on what part of their bodies. He was secretly listening to a particularly interesting story when someone tapped him on the shoulder. When he turned around he saw Benny. "Aren't you supposed to be delivering those drinks," Benny said with a smile. "Uh... yeah." Then he lowered his voice and said, "These conversations are very interesting. I got some good stock tips." "Stock tips?" Benny laughed. "You have to have money to act on stock tips. You don't even have enough money to fix your car yet. Besides, you're missing the really juicy conversations." "Really? Like what?" Benny looked around to make sure that no one was in earshot. "Well, I know Mrs. Tinsdale is not only doing Brad but also some waiter at the country club." "Who's Brad?" "The guy over near the kitchen with the longish hair serving the drinks." "Does he know?" "I don't know." Ryan nodded toward Jeff Tyler and said, "Who are his customers?" "Well, let's see," Benny said looking around. "Oh yeah, you see the tall redhead over there... the one just to the right of Jeff?" Ryan saw a beautiful red headed woman talking to several other ladies. "Yeah." "She's one." Benny looked around again and said, "I don't see Eleanor. However, Barbara is here... the tiny blonde in the corner over there." Ryan looked over and saw a small and pretty blonde woman standing in the corner. "God, she can't be five foot tall," Ryan whispered in amazement. "Jeff has to be six five and two hundred fifty pounds. That's some match." "Well some ladies like their men big," Benny said and raised his eyebrows. "Okay Benny, which ladies are yours?" "You know a gentleman never reveals those kinds of secrets." "Come on man." "All right, since you twisted my arm. See the dark haired woman standing near the stairs?" Ryan looked over but wasn't sure who he was talking about. There were three dark haired ladies there talking. "The one that looks like she's ten months pregnant." "That's yours?" Ryan blurted. "I... I mean... she's your customer." "Yes on both counts." Ryan looked at Benny like he didn't understand and said, "On both counts?" Suddenly it dawned on him what Benny was saying. "What?" he almost screamed. "You... you're not the fa..." "Keep your voice down. Her husband is right there talking to Vic." Ryan saw an 80-year-old guy standing with Vic. "Do you think HE could get her pregnant?" Benny said with an air of pride. Ryan stood with his mouth opened. "You're serious. You telling me that you got... you got her pregnant?" he whispered, trying to control the excitement in his voice. "We at AquaSpa Pools pride ourselves on being a 'full' service company." Benny's face lit up with a broad smile. "I can't believe it. Did you do it on purpose or was it an accident?" "On purpose. It's what she wanted and she is very happy with me. That's why I'm driving around in the Corvette." "Good God Ryan, what if her husband finds out?" "Who says he doesn't know?" Benny said and raised his eyebrows. "Listen, I gotta run. I'll see you later." Benny left Ryan standing with his mouth opened. Chapter 17 The party was in full swing when Lloyd Wellsworth called the crowd together. He brought Vic up in front of the group and told everyone that he had an announcement to make. Vic called Gabrielle up. She was the only one in the room that didn't know what was going on. Then the dark haired and intense man went to one knee in front of Gabrielle and the crowd. He opened a box carrying a large diamond ring and asked Gabrielle to marry him officially. The entire audience erupted in wild applause when she reaffirmed her intent to marry him. A moment later Vic was passing out cigars and Gabrielle was showing her gorgeous ring to the ladies. Ryan was still trying to recover from his shock at Benny getting one of his ladies pregnant when he went to find a bathroom. He had not had a chance to take a break all evening and was in a hurry. However, when he checked the two bathrooms downstairs, they were both occupied. Knowing the house like he did, he knew where the upstairs bathrooms were located. He hurried up the stairs and into the master bedroom. As he passed the bed he stopped and smiled at the thought of the fun he had had in the past couple of months on that very bed. Then he hurried into the bathroom and did his business. When he finished and started to open the door, he paused because he heard voices in the bedroom. Not wanting to let people find the hired help in the owner's bedroom, he waited a moment. When he thought they were gone, he eased the door open. Suddenly, with the door opened an inch, he stopped. Inside the room was Sandra Billings. She had one of the waiters with her. It was a skinny guy that Ryan had noticed right away because he was far from the mold of all the other pool guys. Instead of being tall and well built, he was short and had hair that was cut almost like an Elvis impersonator. He wasn't bad looking, just not the all-American boy like the rest of them. What surprised Ryan was that Sandra and the young man were embracing and whispering quietly. Incredible jealously rushed through Ryan. He knew that it was crazy but he couldn't help it. He felt very hurt. Then as he watched, they kissed, their arms going around each other's backs. Suddenly Ryan wanted to rush into the room and thrash the skinny kid. The only thing that stopped him was the knowledge that that would be the end of his job and the chance to go to college. Instead, he closed the door slightly and continued to watch. He strained his ears when the kissed ended and they began to whisper again. "We shouldn't," Sandra protested weakly. "It'll only take a few minutes. It's been so long. Please," the skinny kid replied. Sandra looked at the bedroom door and bit her lip. Then she said, "Okay but we have to hurry. Go lock the door." Ryan's heart was suddenly pounding in his chest. He couldn't believe it but his jealously was rapidly turning to excitement. He watched as Sandra waited at the foot of the bed. The skinny kid came back over, took off his white coat and loosened his bow tie. Then he pulled Sandra to him again and kissed her. He heard her moan. Then he watched as the boy boldly reached into her low cut dress and removed one breast and then the other. Quickly he dropped his head and began to suck one large brown nipple. Ryan felt his penis hardening. Sandra began to breathe heavily as the young man worked magic on her breasts. He sucked the nipples loudly, moving from one to the other. When the older woman was trembling the boy pushed her backward until she was at the bed. Then he went to his knees in front of the now trembling woman. Slowly his hands slipped under her short dress and up her thighs. Soon his hands could be seen massaging the excited woman's ass under her gown. A second later his head disappeared under the dress. Ryan was breathing heavily now. He had the incredible urge to take his penis out but refrained for fear that he could get caught. While he might be able to explain why he was in the bathroom, it would be difficult to justify why he had his penis in his hand. So he just watched. Sandra was swaying on her feet as the head under her gown moved back and forth. Soon though, her legs began to give out. She moved back several inches and sat on the bed. When she did, the boy's head came out from under her dress. He was smiling at the excited woman. On his cheeks and lips was the evidence of what he had been doing. "Eat me," Sandra gasped and she reached down and pulled her dress above her hips to reveal that she wasn't wearing panties. A second later she grabbed the boy's willing head and pulled it between her legs. Her fingers were entwined in his longish hair as her legs lifted up to wrap around his shoulders. Soon the only thing that could be seen was the top of the boy's head. From Sandra's gyrations, he was doing an excellent job of eating her. Ryan watched and listened as the skinny kid worked Sandra to a frenzy. She was throwing her head back and forth and moaning incoherently. Her legs were spread and wrapped tightly around the young man's head and her heels were digging into his back. It was obvious that this kid was very good at oral sex. Again Ryan felt a wave of jealousy. Suddenly Sandra lifted her hips from the bed and moaned loudly. Her thighs seemed to quiver and her legs went stiff. Ryan knew from experience that she was climaxing. Her body thrashed and convulsed on the bed as the boy continued to eat her. Finally, after what seemed like a very long climax, her legs fell from his shoulders and she moaned in satisfaction. "Jesus," Ryan said to himself. He had to give the kid credit... he was good. That must be the reason why AquaSpa hired him, he thought. Maybe he had a six-inch tongue. "I've got to get back to my guests," Sandra said as she reached down and grabbed the young man's wet face. She sat up and leaned down and kissed him. "You need to wash your face." The boy got up with a smile on his wet face and turned toward the bathroom. Suddenly Ryan realized that he was going to come into the bathroom. He looked around in panic to find some place to hide. He opened a door and found that it was a linen closet. It was a tight fit but he squeezed himself into the closet and prayed that the kid didn't need a fresh towel. A moment later the bathroom door opened and someone came in. Ryan heard the water running and then the bathroom was quiet again. After several minutes he cracked the door open and saw that the room was empty. He went to the bathroom door and opened it slightly. Sandra was still in the room. She had straightened her clothes and was fixing her makeup. For a second Ryan had the crazy thought of confronting her. Then sanity prevailed and he waited. As Sandra walked toward the bedroom door, she said, "You can come out of the bathroom now." With that she walked out of the room and was gone. Ryan's heart skipped a beat at her words. She must have seen him at the door. Did she know it was him? He had to think that she did. Yet, she didn't seem mad at his spying on her. Ryan's Summer Pt. 05 Ryan was in a daze as he walked out of the bedroom. He had barely stepped into the hall when he stopped. Cindy was coming up the stairs. Suddenly, he was in a panic again. Should he try to hide? A second later it was too late. "There you are Ryan. I've been looking all over for you. Sandra said you were up here using the bathroom." There was no doubt now that Sandra knew it had been him in the bathroom. "Uh, hi Cindy," Ryan stuttered. He saw that she was wearing a form fitting black cocktail dress that was exceedingly low cut in the front, exposing a large expanse of her sexy breasts. "Just a hi?" Cindy said as she stepped close to him and wrapped her arms around his waist. "This was supposed to be our date night," she whispered and pursed her lips. "I know... I'm sorry." "Okay, but you have to make it up to me," she pouted. With that she pulled him to her and their lips went together. Ryan moaned and in spite of his recent shock, or maybe because of it, his penis began to harden. Cindy began to push Ryan backward until they were back in Sandra's bedroom. With her foot she closed the door. "I need to suck your cock," she whispered excitedly. While Ryan would normally have jumped at the chance to have Cindy's mouth on him, he was reluctant because of where he was. He didn't want to get caught a second time. "Cindy, I have to get back," he said as she began to slip to her knees. "It will just take a minute." Where had he heard that before? Ryan couldn't stop the pretty girl as she quickly opened his pants and began to fish inside for his already half-swollen penis. "Mmmmm," Cindy moaned as she pulled the shaft from the opening. Without another word she opened her mouth and began to suck him. Ryan reached over and locked the door. Then he grabbed the pretty girl's head and moaned. He watched her work her magic on his penis. Within seconds his penis was pulsing. Cindy wrapped her hand around the shaft and sucked the head. Her tongue moved rapidly on the slit, lapping up the now flowing juice. Then she looked up at Ryan with her pretty blue eyes. Slowly she moved forward, taking his penis deep into her mouth. Her eyes closed for a second as the giant head breached her throat and slipped all the way inside. A second later her nose was buried in his pubic hair. After watching Sandra being eaten, Ryan was more that ready. He knew that he couldn't last long as he watched Cindy begin to move her head back and forth. She allowed his penis to come out until she could suck the head and then slipped it almost effortlessly down her throat again. "God Cindy," Ryan gasped. His balls were already churning. "I'm getting close," he warned. "Mmmmmm!!!" she moaned in answer. Ryan grabbed her shoulders, not wanting to mess up her pretty hair, and began to pump his hips. He closed his eyes as he pushed his penis all the way down her throat with each thrust. With a thrust of his hips he pushed forward and paused. "Ohhhhhhh!!! he gasped as his balls sent his sperm flying up the shaft. It blasted from the swollen head and down her throat. Cindy trembled and grabbed Ryan's hips as she felt the sperm flowing through the shaft. She desperately wanted to taste it, but it was too late... the head was too deep in her throat. Ryan held Cindy shoulders with his hips pressed to her face until the last squirt went down her throat. Then he pulled back slightly. Cindy moaned and followed his penis. She quickly wrapped her hand around the shaft and squeezed. Another moan escaped her when she tasted a large gob of sperm on her tongue. She pumped several more times, squeezing the last drops from his penis before she let him go. Ryan's head was still spinning as he pulled Cindy to her feet and kissed her. When he pulled away, he sheepishly said "Thanks." "My pleasure," she smiled as she wiped a drop of stray cum from the corner of her mouth and licked her finger. "I have to get back. I'll catch up with you later okay?" Ryan said apologetically. "Promise?" Ryan smiled at the sweet girl. "Promise." Chapter 18 This was the strangest party that Ryan had ever attended. Not only because of the surreal situation of having women, their lovers, and husbands at the same party but because of what he had heard and seen happening before his very eyes. The shocks to his system were almost too much for him. What he didn't know was that the surprises were just beginning. When he came back downstairs, several people wanting cocktails caught him. He took their orders and went to the bar to have them made. As he took the tray with drinks back to the guests, he saw Sandra trying to get his attention. So far he had intentionally avoided her. However, when they made eye contact he knew that he couldn't avoid her any longer. After delivering the drinks he went over to her. She smiled at him and placed an empty glass on the tray and said, "Another martini, dry please." "Yes ma'am," he answered and started to walk away. "Did you enjoy the show," she said. "Huh?" he answered and turned back to her with a look of surprise on his face. "I asked if you enjoyed the show?" "Uh... I... uh was just going to the bathroom and I ... uh. I'm... sorry," he said with his face red. "We'll keep what you saw our little secret, won't we?" "Uh... yeah... of course," Ryan said and hurried away with the tray, relieved that she didn't seem to be mad at him. He certainly wasn't going to say anything to anyone but he wondered why she felt it necessary to say that. As Ryan hurried to the bar, he almost ran into Benny. "Whoa kid," Benny said catching Ryan before he bumped into him. "Uh... sorry Benny." "What's your hurry?" "Just getting a drink for Sandra," Ryan said. As he looked over Benny's shoulder, he saw the young boy that had been in Sandra's room at the bar. He turned to Benny and said, "Who's the skinny kid with the Elvis haircut?" Benny turned around to see whom Ryan was referring too. "Oh, that's Janice Miller." "That's a SHE?" Ryan gasped as his eyes opened as wide as saucers. "Yeah. Well, physically but I'm not sure genetically," he laughed. "She's a patient of Doctor Billings. In fact, I think Doctor Billings got her the job at AquaSpa." "Jesus," Ryan gasped as he looked closely at the girl. For the first time he appraised her facial features and was surprised to realize that she was quite pretty. Her face had the feminine structure of a girl but her clothes and body was decidedly mannish. "Who're her customers?" "Actually, she doesn't have any regular customers. She's kind of a freelancer. You know... she fills in for vacations and sickness." "I see," Ryan said as things became clearer to him. He almost felt relieved. Somehow it wasn't as bad now that he knew that Sandra was letting a girl eat her. "Why do you ask?" "No reason. I just saw her with Sandra and since she didn't fit the mold of all the other guys..." "Yeah, she kind of stands out doesn't she?" Benny thought for a second and added. "Actually I've had lots of requests for her from the ladies... even when their regular guys have been there." He raised his eyebrows and smiled. "Really?" Ryan said incredulously. "Sure. In fact, I think your Mrs. Wellsworth has requested her a few times. Several times Ms. Baker has called but I don't know if she was calling for Mrs. Billings or not." Benny said thoughtfully. Then he smiled. "I hear she is quite good with her mouth." Ryan stared at Benny in shock. He opened his mouth but nothing came out. Ryan was about ready to pull his hair out. He didn't know how much more he could take. "Excuse me," he said quickly and walked away. Instead of going to the bar, he went outside to get some air. He put the try down and walked down the steps and into the hedge-lined gardens past the pool. He sat down on a cement bench and took a deep breath. If he smoked, now would be the time to light up. A second later he heard a giggle and then whispering from the other side of the hedgerow. He stood up and turned, his ears staining to hear the whispered words. Still he couldn't make out who was there. In fact, he wasn't sure he wanted to know. Still, he bent over and peered through a small opening in the hedge. "Holy shit," he whispered to himself when he saw who was on the other side of the hedge. It was Jeff Tyler and the little blonde. They were no more than a foot from Ryan and they were kissing. The black football player was so much taller than she was, that although she had on very high heels, she still had to lift up on her toes and he had to bend way over to make their mouths meet. Ryan watched them kiss for a long time. Then he saw the large black man reached down and grasped the small blonde's ass. His giant hands almost covered her entire cheeks. He watched those hands fondle the soft flesh of the woman's ass and felt excitement rush through him. While he felt like a pervert, he couldn't pull himself away. Then as he continued to watch, the woman pulled away and began to slip to her knees. Jeff looked both ways and appeared to be very uncomfortable, yet he let the small woman get on her knees in front of him. With a drunken giggle, she began to open his pants. A second later she had her hand inside searching for his rapidly swelling penis. Ryan gasped and the woman moaned as she pulled his very long and fat penis from his trousers. It was only half-hard but was still the biggest penis Ryan had ever seen. The small woman's hand could not fit around the shaft and there was over an inch between her fingers. With a little moan the woman stretched her lips as wide as she could and forced the swollen head into her mouth. Jeff rocked back on his heels and moaned as the tiny woman began to suck him. He closed his eyes and reached for her head. Ryan was close enough to see the black penis grow shiny with saliva as the little woman took as much of his penis into her mouth as she could. Still, she could only get about a quarter of it into her mouth. A strange through went through Ryan's head and he was embarrassed to even think it; he wondered if Cindy could take something that large down her throat. After a few minutes of sucking the blonde pulled her mouth from the throbbing shaft and looked up. "I have to have this in me," she whispered excitedly. Then she stood up and pulled Jeff toward a cement bench a few feet away. She quickly unbuckled his pants and pulled them to his feet, revealing that he wasn't wearing underwear. His giant penis swung like a large police baton in front of him. Two large balls matching his penis hung below. The small woman pushed Jeff down until he was seated. Then she quickly turned around and hiked up her dress until it was around her waist. Ryan's eyes opened in excitement when he saw that the pretty woman had no underwear on either. The only thing she was wearing below her waist was a pair of thigh-high nylons and high heels. He watched excitedly as she turned until her back was to the seated man. Suddenly, she looked directly at Ryan. For a second he thought for sure that she had seen him. Then she closed her eyes and began to move backward. Ryan sighed with relief. The woman backed up until her thighs were stretched across Jeff's. Ryan had a perfect view from his position behind the hedge. The indirect light from the house was enough for him to clearly see her swollen sex lips and the throbbing shaft inches below. In spite of himself he reached down and began to rub his own swollen penis. "Fuck me," the pretty woman said as she positioned the impossibly large head at the entrance to her vagina. With that she almost lifted her feet from the ground and pressed downward. Slowly the long black shaft disappeared into her body. Inch by inch it slipped inside until nothing was left except the two large testicles. Ryan couldn't believe that this tiny woman had taken the entire shaft into her. Where had it all gone? he thought. He almost expected to see it come out of her mouth. Now she was leaning back on Jeff with her head thrown back on his shoulder. As Ryan watched she placed her feet on his thighs and began to lift her hips. A second later she was gasping for breath and moving up and down on the large pole. On each up stroke, she allowed almost the entire shaft to exit and then she plunged back down to take ever inch inside her again. "There you are." Ryan jumped, straightened up and spun around to see Gabrielle standing behind him. "Uh... uh... hi," he stuttered with his face bright red. "What were you looking at?" Gabrielle asked. She bent over and peered through the hedge. "Oh my," she gasped. "Looks like Sarah Benson has had a little too much to drink again," Gabrielle said casually. "Once that hussy gets a buzz on, she'll fuck anywhere." Ryan couldn't believe he heard right. "Huh?" Gabrielle remained bent over but turned to and looked up at him. She said, "Sarah Benson. She'll fuck anywhere... that woman has no shame." Ryan saw that Gabrielle was smiling. "Uh... I just came out here for some air and... well, there was a noise and I..." he stuttered. Gabrielle turned and peered at the lovers again. "God, where is she putting all of that cock," she said, almost to herself. When she stood back up and looked at Ryan, her eyes were sparkling with lust. She glanced up at the house and then back at Ryan. "Let's leave the love birds alone and find our own privacy." Ryan looked back at the house and said, "I should get back." However, his protest was weak and he didn't object when Gabrielle led him further into the hedgerows. When they were in a secluded spot, Gabrielle stopped and turned to Ryan. "You haven't congratulated me on my engagement yet," she said as she put her arms around his neck. Without waiting for an answer she lifted up and pressed her lips to his. Ryan moaned and felt his penis begin to grow again. Soon it was pulsing against Gabrielle's stomach as their kiss continued. Gabrielle reached down and grasped his hard shaft in her hand. "Mmmm," she moaned. Then Ryan watched as she reached for his zipper. He could see the large diamond on her finger sparkle in the dim light. Then it disappeared as she reached in his pants to find his pulsing shaft. It took some maneuvering but eventually the excited woman pulled his penis out of his pants. She looked up at Ryan and said, "Can't do much with this damned dress on, but my mouth is free." "Jesus," Ryan gasped as the pretty woman squatted down in front of him. "Have I told you how much I love your big cock," Gabrielle said as she began to pump it with her fist. Her eyes were glassy as she stared at the drooling head. She pumped her hand a couple of times, forcing a large drop of pre-cum juice to the slit. Ryan moaned and closed his eyes. Suddenly he felt her warm lips around the pulsing head. His hips automatically began to move in time with her pumping hand and sucking mouth. Although he had climaxed earlier, the sight of Jeff and Sara had made him horny again. Now the experienced woman's mouth was bringing him rapidly to another climax. "Gabrielle," he gasped as he felt his balls preparing to shoot. "Mmmm," she moaned and pumped him harder. A second later she got what she was waiting for. Ryan's cum filled her mouth until it began to drip from the corners and across her pumping hand. She gulped that mouthful down and prepared for more. She swallowed two more mouthfuls before the flow slowed. When it became a trickle she pumped the shaft one last time and pulled her mouth back. She licked a drop from the head and smiled up at him. Ryan was still trying to catch his breath when she stood up. "Thanks," she said as if he had done her a favor. "Uh... thank you," he replied. He saw her raise her hand to wipe her mouth and noticed that his cum had run across her ring finger and onto the large diamond. "Uh... you might want to clean your hand," he said, pointing to the ring. "Oops," she giggled. Ryan pulled his shirt from his pants to let her use it to wipe her hand. "No thanks, I'll get something inside. I don't want to soil your rented shirt," she laughed. "Well, I guess we had better get back to the party," Gabrielle whispered and kissed him passionately one last time. "See you inside." Gabrielle hurried back inside. Ryan waited a minute before heading back to the house. As he rounded the hedge, he almost bumped into Jeff and Sarah. They had both straightened their clothes and looked almost presentable. "Hi again Jeff," Ryan said as casually as possible. "Hi Ryan." Jeff looked uncomfortable. "Uh... we just came out here for some air." "So did I," Ryan answered. It was the truth... at least for him. "I was just heading back." As he turned to leave, he glanced down and almost gasped. He saw Jeff's cum running down the pretty blonde's nylons. He caught Jeff's eye and looked down quickly and nodded his head. Jeff followed his nod and his eyes opened wide. "Thanks man," he whispered. "Anytime," Ryan said and hurried toward the house. Chapter 19 Jigs caught Ryan as soon as he walked into the kitchen. "Ryan, can you get us another case of wine from the wine cellar?" he asked. "Sure. What kind?" "Everyone seems to like the Chateau Rothchild. I think there's another case down there, or at least a few bottles." "Sure Jigs. By the way, where's the wine cellar." Jigs smiled indulgently and said, "Make a left at the lobby and two doors down on the right." "Okay," Ryan said and hurried off, his head still spinning. He made the left at the lobby but forgot what side Jigs said. He turned to the left instead of the right and opened the door. It wasn't the wine cellar but the exercise room. He stopped in his tracks. Inside, sitting on one of the exercise benches, was a dark haired woman of about 40. Ryan gasped... Janice was between her legs, eating her. "Uh... uh... I was looking for... the wine cellar," Ryan stuttered and began to back out of the room. "No problem," the woman said. "You can join us if you like." "Uh... no thanks... uh... I have to get some wine." Ryan quickly exited and went across the hall and opened another door. He almost sighed in relief when he saw wooden stairs leading to the basement. There was a light on and he began to walk down the creaking wooden steps. Three steps down he heard a moan. "Shit," he whispered to himself. Someone was in the wine cellar. He stepped down two more steps and bent over to peer into the dimly lit basement. The room was filled with wine racks and old crates. As he strained his eyes to see in the shadowy room, he caught movement out of the corner of his eye. When he looked, he saw someone standing behind some crates. He recognized him as the guy that Benny had introduced as Brad: the one whose lover was two-timing him with a waiter at the country club. Ryan could only see Brad from the waist up. He was obviously involved in sexual activity as his hips were moving back and forth in a "fucking" motion. There were distinct moans echoing from someone below him. "Uh... excuse me... I have to get some more wine," Ryan said. "No problem," Brad said without ceasing his movement. Ryan was anxious to get out of there but yet, he also wondered who was on the other end of Brad's penis... he knew it wasn't his customer since he had seen her upstairs. However, there was no way that he could work his way around the stack of crates gracefully to get a look. Instead, he found the case of wine he wanted and lugged it up the stairs. He left the light on and closed the door quietly. In the kitchen Ryan filled a tray with glasses of wine and at Jigs instructions took them around the room. Surprisingly, or maybe it shouldn't have been, Ryan was hit on by several of the now very inebriated women. He gracefully extracted himself and took the tray over to Lloyd Wellsworth and another gentleman. Ryan's Summer Pt. 05 "Thank you Ryan," Lloyd said as he took the glass and turned back to his friend. Ryan started to walk away when he heard the other man congratulating Lloyd. "You old dog you," the man said. "I didn't think you had it in you." "Neither did I," Lloyd Wellsworth replied. And then added with a laugh, "I guess there might be snow on the roof but there is still a fire in the furnace, as they say." "I should say so. So when is the baby due?" Ryan froze, his ears now straining to hear every word. "Well, if the doctor is right, Mary is about three months along, so that means in about six months, if my second grade math is correct." "Has she announced it yet?" "No, she has been keeping it quiet. Several years ago she found that she was pregnant and was so excited she let everyone know. Unfortunately, after about two months she lost the baby. It was devastating. This time she wanted to wait until she was sure it was safe. She's letting the word trickle out now." Unbeknownst to Lloyd Wellsworth, this was devastating news to Ryan. He was sure that the baby didn't belong to Lloyd. He wasn't stupid. The tidbits he had heard from Mary about taking risks when they first started to have sex now made sense. It suddenly occurred to him that he had been used; Mary Wellsworth had used him to get pregnant. He felt his face turn red with anger. Suddenly, he didn't know what to do. So, he did what he always did when he needed advice; he searched for Benny. He found him talking to a couple of the guys in the kitchen. "Got a second Benny?" "Just a minute," Benny said and continued to talk. Ryan grabbed Benny's arm and said, "I need to talk to you... now." Benny saw the look on Ryan's face and said, "I'll get back to you guys in a minute." With that he turned and walked over to a corner with an obviously distraught Ryan. "What's wrong?" he asked without his normal humor. The look on Ryan's face told him that it was no time for jokes. "I just heard some very disturbing news," he hissed, looking around to make sure no one was close. "Mary Wellsworth is pregnant!" Benny shrugged his shoulders and said, "So?" "The baby isn't Lloyd's" "How do you know that?" "I'm not stupid," he answered angrily. "She's been using me." Benny took a deep breath and sighed. He rubbed his face with his hand before looking at Ryan again. "Listen Ryan, this is going to sound callous, but what does it matter to you which of you got her pregnant. For Christ sake man, she isn't going to ask you to support it." "That's not the point and you know it. Being a father is a... a big responsibility. I'm not ready for that." "Now you are being stupid. Do you think she want's you to be a real father? You might be the biological father, but you're not the 'real' father." "What's that mean?" Ryan said, his voice growing louder by the minute. Several people looked over at the two of them. Ryan looked across the room and saw Mary staring at him with concern on her face. He ignored her and turned back to Benny. Benny grabbed Ryan's arm in a tight grip and said, "Come with me." He almost dragged Ryan out the servant's door to the side of the house where they could talk privately. "All right, let me tell you a story about the birds and the bees," Benny said without humor. Ryan fumed, as he stood tensely with his fisted clenched. Suddenly he was angry with Benny too. Benny ignored his obvious anger and continued in a calm voice. "When I was eighteen and didn't have a dime to my name, I did something that at the time that seemed like a good idea. Later when I realized what I had done, I had a lot of remorse." Benny paused and then added pointedly, "But then I grew up." "What're you talking about," Ryan said with his teeth clenched together. "I needed money really bad because I had gotten into some gambling debt. So, I went to a local clinic and donated sperm. They were paying three hundred bucks for each donation. I went there six times over the course of several months." "What's that got to do with this?" "Everything and nothing." "Please stop talking in riddles." "All right, it's very simple; I could be the biological father of millions of kids. I don't know how the clinic was using the sperm but I assume it was to give couples that couldn't conceive a chance to have a child. The problem was that I was doing it for the money and after a while that bothered me... probably a lot like you feel right now. Then, a close uncle of mine and his wife wanted a child. They had been trying for years with no luck. When they finally realized that he couldn't produce, they used a sperm donor. The only thing they knew about the donor was his biological makeup and physical features... nothing about who he was. However, that didn't matter to them. They were... are... the happiest people I have ever seen, now with a sweet two-year-old little girl." "So you're saying I should be happy that I've been used?" "No. I'm not saying that. I'm also not saying that what Mary did was right; if in fact she did 'use' you. However, I understand why she might have done it. My guess is that if she had asked you, you would have said no." "Maybe or maybe not but at least I would have been given a choice." Ryan's voice had softened a bit. His anger had not dissipated but after listening to Benny, he somehow didn't feel quite as bad. Benny sighed. "I told you before that we are all users of other people... some just more than others. Look at it this way, you are using these women to quench your carnal desires and they are doing the same. The question is... who's getting hurt? And the answer is no one. The question you have to ask yourself: How is making a wonderful woman happy hurting you?" Ryan started to respond but then stopped. He didn't really have an answer for that question. "Listen, the only way to resolve this is to talk to her. Why don't you go see her?" "I don't know if that is a good idea right now." "Well, suit yourself. But, take my advice and don't be stupid and blow a good thing." Benny stepped close to Ryan and put his arm around his shoulder. "I know that neither one of us has had it easy. However, there are a million other guys just like us that would love to be in the situation we are in. I think I got lucky and I believe you have too. You have a golden opportunity to brighten a cloudy future. You need to be smart and take advantage of the opportunities that are presented." Ryan was quiet for a minute. "It was just such a shock... I mean the way I found out." His voice softened. "Maybe she couldn't bring herself to tell you. Let me ask you a question. Have you asked Mary about a college loan?" "No, I haven't gotten the nerve." "Well, consider this; if you can't find the courage to ask about a loan, how difficult do you think it would have been for her to tell you that she was pregnant with your child?" Ryan pulled away from Benny and looked up at the star filled sky. He was silent for a minute. Finally, he looked at his friend and said, "Jesus Benny, why is everything so complicated." "Partly because we are young and partially because the world is just getting more complicated. I think it'll get better as we grow up," Benny said. Then he added, "I've heard that the male brain actually starts functioning when we reach about thirty. Or at least it disconnects somewhat from our penises." A smile came to Ryan's face finally. "I guess I have a long way to go then." "Let's go back inside," Benny said. As soon as the two of them walked into the house, Sandra came over to Ryan. Benny looked at Ryan and said, "I'll catch you later." Then he made a hasty retreat. "Ryan, I sent Mary up to my bedroom to lie down. She wasn't feeling well. She asked me to tell you that she would like to see you." "I'll bet," Ryan said more harshly than he wanted. Surprisingly, his anger had all but disappeared. Sandra looked at him rather sternly. "Ryan, I can see that you have some issues and we can discuss them when you visit next week. But, understand that Mary is in a delicate condition right now. She has wanted a baby for as long as I have known her. Twice she has had miscarriages. I'm the only one that knows about the first one. She took both of them very hard. Please don't do anything that you will regret for the rest of your life." Ryan didn't know how Sandra knew that he knew. He looked at her but couldn't find any words to respond. Instead he walked away, heading up the stairs to the master bedroom. As he approached the bedroom door, he stopped. He had no idea what he was going to say when he saw Mary. For a moment he thought of just turning and running. However, he knew that that wouldn't solve anything. It was time to be a man. Chapter 20 Ryan tapped lightly on the door and heard "Come in." When he opened the door, he saw Mary lying on the bed. She sat up immediately. Her eyes were red and it looked like she had been crying. "You wanted to see me," Ryan asked, trying unsuccessfully to keep his emotions from his voice. "Yes," Mary said and stood up and approached Ryan. She stopped short and stared at him, as if searching his eyes for an indication of how he felt. Ryan looked away. "Ryan, I don't know what to say," Mary said, her voice trembling. "I know that you are hurt and angry and I'm sorry." Ryan found his voice and said, "Sorry that you deceived me?" "Yes," Mary whispered as tears began to fall. "But... but it wasn't intentional." "So you just had me get you pregnant by accident?" "Yes... uh no... I mean I didn't plan it." The tears started to flow freely now. "I just wanted a baby so bad." She turned and hurried back to the bed, falling onto it in a trembling heap. Suddenly, she was sobbing. Ryan stood with his eyes closed. Mary's sobs cut through him like a knife and he felt a pain in his chest. He clenched his fist tightly as he stood tense and motionless in the center of the room. Cascades of conflicting emotions were rushing through him. Finally his shoulders slumped and he let out the breath he had been holding. Slowly he walked over to the bed and sat down. The room was silent but for Mary's continued sobs. Finally Ryan turned and placed his hand on her shoulder. Her sobbing grew louder. Then he lay next to her. She opened her eyes and looked at him, searching his face for... something. When she saw the anger appeared to be gone, she pulled him close, pressing her body to him. "I'm sorry," she whispered again as she buried her face in his chest. Ryan pushed her face from his chest and looked into her eyes. Her eyes were still wet with tears and her mascara had smeared. Ryan felt himself falling into the blue pools... like he was drowning in her tears. Slowly, as if some unknown force was drawing him, his lips went to hers. Mary moaned and pulled the boy closer, her tongue finding his welcoming mouth. Slowly the heat between the two began to rise as Ryan pushed Mary onto her back and began to kiss her neck. The older woman moaned and placed her hand on the back of his head, gently guiding him. Her body trembled as waves of electricity rushed though her. Ryan kissed further down until his lips reached the soft flesh of her breasts. "Wait," Mary whispered. She stood up and reached behind her for the zipper to her gown. "Don't want to wrinkle my gown or everybody will know what I've been doing." Ryan thought, but didn't say, that they were only doing what it seemed that everybody else was. He watched the beautiful woman pull her gown from her body and drop it to the floor. He almost gasped when her nakedness was revealed. The only articles of clothing that she still had on was a pair of thigh high nylons and high heels. He had never seen her look more beautiful. Her breasts seemed larger than normal and the nipples had turned to a very dark shade of red, almost brown. He thought that he detected a little pouch to her stomach but couldn't be sure. Her skin was creamy white and almost had a glow to it. It appeared to him that pregnancy was affecting her body already. Ryan held his arms open to her and she crawled onto the bed on top of him. Their lips went back together passionately. It was Ryan's turn to moan as the beautiful woman began to caress him through his trousers. A second later, Mary pulled away. Her eyes were suddenly wild with lust. "Get your clothes off... hurry." She didn't know if it was because of her pregnancy or not but she seemed to be more excited than normal. Maybe it was what people referred to as make-up sex. Whatever it was, it was making her sex lips throb with need. Ryan quickly slipped off his jacket, shirt and tie. Then he stared at her as he slowly pulled his trousers down, revealing his already hard penis. He almost stumbled in his haste to get his shoes and socks off. A second later, he was naked and on top of her. He quickly bent his head and began to kiss her lips again. Their lips pressed together tightly and their tongues dueled for possession of the other's mouth. When they had to break to catch their breath, Ryan began to kiss down her neck again. With a moan, he moved to her now heaving breasts. He took one large brown nipple into his mouth and sucked hard... almost as if he were a baby at her breasts. Mary moaned and grabbed Ryan's head, pulling his mouth even tighter to her chest. "Yes, yes, yes, suck my tit," she whispered excitedly. She moved his head from one breast to the other until both nipples were standing erect and wet with saliva. She allowed him to nurse at her breasts for some time, almost as if her maternal instincts had already begun to surface. Finally Ryan pulled away from her nipple with a loud sucking sound. He smiled up at her and then began to kiss down her body. When he reached her stomach, he paused and began to tickle the soft flesh with his tongue. He could now tell that there was definitely a pouch to her stomach. It was almost undeterminable, but he could tell that she had a little more flesh there. Strangely, he found himself wondering if it was a boy or a girl. With a gentle touch, he kissed her entire stomach before moving lower. Slowly he licked her flesh below her navel until he reached her now swollen lips. They too looked different... more pronounced with an almost purple color. With a moan, he covered her swollen flesh and sucked her wrinkled inner lips into his mouth. Mary's hips began to thrash on the bed. Her fingers searched for his head, grasping his hair and pulling his mouth tightly to her throbbing vagina. Within a second she was climaxing. A long moan escaped her lips as she raised her legs and wrapped them around the boy's head. She practically smothered him as a strong climax overtook her. Ryan was in heaven. He no longer thought of his anger or that he had been betrayed. Now, the only thing on his mind was pleasing this woman. His tongue and mouth worked on her convulsing vagina until her trembling began to slow. However, he didn't stop sucking until the legs around his neck relaxed and fell from his shoulder. Then he pulled his head from between her legs and looked up. She was smiling weakly, her eyes gazing lovingly down at him. Then she opened her arms and allowed him to crawl on top of her. She reached between his legs and found his long shaft, positioning it at her wet hole. "Fuck me," she whispered. Ryan hesitated. "It... it won't hurt... hurt the baby, will it?" he asked in his ignorance. Mary smiled at his mention of the baby. Her heart almost burst from her chest at his na‹ve concern. "No, it won't hurt the baby. Fuck me as hard as you want," she hissed excitedly. "Oh Jesus," she added when she felt the large head of Ryan's penis enter her vagina. She lifted her legs and wrapped them around his waist, pulling him deep into her. "Fuck me, fuck me, fuck me," she gasped. Ryan did his best. His hips became a blur as he began to pound into her willing body. Since he had already climaxed twice during the evening, he knew that he could last as long as he wanted. However, it didn't take very long for Mary to climax again. Her body suddenly went into convulsions and a low whimper escaped her lips. It was as if she couldn't stop the pleasure that was rocketing through her. As soon as that one ended, another began, and then another, until she was climaxing continuously. Ryan was enjoying the incredible throbbing of her warm vagina as he moved rapidly in and out of her. For some reason, this coupling felt different from the others. Maybe it was the risk of doing it while everyone, including her husband, was downstairs, or maybe it was because he was making love to the would-be mother of his child. Whatever the reason, he couldn't get enough and he wanted it to go on and on. However, eventually his balls began to churn with the need to climax. "I'm getting close," he said in a hoarse whisper. "Cum in me," Mary said through gasps of breath. When she heard him moan and felt him push as deeply as he could into her, she went over the top again. Ryan bellowed and began to pump his seed into her willing hole, filling her until it overflowed. Soon, his balls were empty and he fell heavily onto her body, then to her side, letting his shrinking penis slip from her still pulsing hole. "That was amazing," Mary whispered as she kissed Ryan's sweat covered face. He smiled weakly and looked up at the ceiling, still gasping for breath. Suddenly, the two were startled as the bedroom door opened. Ryan sat up with fear on his face. Mary almost sighed with relief when saw that it was just Sandra. Ryan looked unsuccessfully for something to cover himself with. He wasn't sure why he felt embarrassed, but he did. The older woman came into the room, closing the door quickly. She walked over to the bed with a smile on her face. "I see that you two have made up. However, Lloyd has been asking how you are Mary. I had Gabrielle intercept him when he wanted to come up here." "Thank you," Mary whispered with relief. Ryan saw the older woman's eyes scanning both of their bodies almost hungrily. When he saw her eyes lingering on Mary's wet vagina, he found himself wondering if Janice was the only one of the two that liked to please women. "I guess I had better get down there," Mary said as she hurried off the bed and put her gown back on. When Ryan started to get up, Sandra pushed him back down on the bed. "You don't want to take the chance of being seen leaving the room with Mary. Let her leave first." Ryan lay back on the bed and watched Mary come over to Sandra. "Thanks... for everything," Mary whispered as she embraced Sandra. Then to Ryan's great surprise, they kissed. It wasn't a friendship kiss, but rather slow and passionate. If Ryan hadn't already been sexually exhausted he would have gotten an erection from watching the two beautiful women kiss. When they finally parted, Mary bent over Ryan and kissed him. "Thanks," she whispered. Then she hurried over to the mirror to reapply her mascara and fix her hair. Several minutes later she was rushing out of the room. The room became very quite as Sandra stood beside the bed and looked at Ryan. Then, suddenly, she reached down and grasped his still wet but flaccid penis. Ryan moaned. "I... I don't think I can..." "It's okay. I know something that never goes soft," she whispered. Ryan looked at her with a question on his face. "Your tongue," she said and smiled. "Scoot down." Ryan smiled too and slipped down on the bed until he was flat on his back. He watched as the fancily dressed woman quickly hiked her skirt up to her waist and straddled his chest. Then she moved forward until her already wet vagina was over his mouth. A second later he was sucking her copious juices from her hole. Ryan's Summer Pt. 05 EPILOG The football stadium was packed with family and friends as the commencement ceremonies began. Fortunately it was a beautiful mid-May day with clear skies and bright sunshine. The gathered crowd was buzzing with excitement as the school principal began to read the names of the graduating class. After several hundred names he read out, "Ryan Crawford." Ryan heard his name and walked with determined steps up the stairs to the stage. His black gown flowed with the warm breeze as the cap sat perilously on his head. He looked out at the audience and saw his mother and two sisters sitting proudly in the front row. Several rows back sat four other women who looked on just as proudly. One was holding an infant boy... Ryan Lloyd Wellsworth. Her naming the baby after him surprised him. However, she said that Lloyd didn't want a junior or a Lloyd Wellsworth II. He wondered if she was telling him the truth. It didn't matter anyway. Both she and Lloyd seemed exceedingly happy... she had her baby and he had an heir to his fortune and someone to carry on the family name. He waved to all the women in his life, with a special salute to Cindy, who he had grown very close to. While he loved all of the women in his own way, Cindy was more his age and he was hoping that their relationship would grow. But then, he had special feelings for Mary, who held his son... a son that would never know the truth. However, Ryan was determined to be special in his life. Then there was Gabrielle and Sandra... both insatiable and loving. They had taught him how to be a man and so much more. As he took the diploma and waved again, he felt a wave of sadness. While it was the happiest day of his life, it was also the saddest, as he would be leaving for college in the fall. Leaving the women he loved, friends, and family, to venture off to a new world. He had often thought that this day would never come. He had all but given up hope of going to college because he could see no way to get a scholarship. His meager savings wouldn't get him through the first year of books alone. He had tried many times to ask Mary for a loan, but after he found out that she was pregnant, he could never bring himself to ask her. He felt that it would be too much like he was asking for a reward for being the father of her baby. When all seemed hopeless, and to his great surprise, Mary, Sandra, and Gabrielle had arranged for him to receive a full four-year scholarship to a prestigious southern university. He wasn't sure if they had put up money or just knew someone important. He assumed that it was the latter. What he didn't know was that his good friend Benny had orchestrated the entire thing. Ryan took the diploma and shook the principal's hand. As he walked off stage he saw Benny standing in the back row. He waved to his friend and held up his diploma. He saw him return a thumbs up sign. The school song began to play and some of the students wiped tears from their eyes. Ryan turned and looked at his lady friends again. He smiled at the thought that he would still get to visit them on the job this summer and for three summers afterward. But he would miss them in between... especially Cindy. Nonetheless, the future was indeed bright and very exciting. He was a lucky man. The End