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The Afternoon Paper Boy Ch. 01

By: bigjon2



As a teen Jimmy routinely looked in windows wherever he walked or drove. If he saw something moving behind the shade, he would stop and look. He tried to be oh, so, casual about this. 

Jimmy would start to get hard almost as soon as he saw the least revealing of flesh. He had remedy for this. He would masturbate until he got home, holding back on coming and keeping his penis hard. 

Sometimes he would unzip his pants and pull his stiff penis out of his briefs. He would then conceal his hard on with his coat or his paperboy’s bag. On other occasions he would pull his briefs down by maneuvering his hands through his pockets and feel his penis rub against his pants, tenting them out in front. If he could find bushes to hide in or an area that he thought he could be concealed in he would take off his pants and walk around with his dick hanging out for all to see. 

Now, Jimmy was very cautious. He knew that if he were to be caught looking in windows or with his penis out, the punishment would be severe. He didn’t want to have a record as an exhibitionist, so he used discretion at all times. He would look all around to see if there was anyone in sight. He would wait, and this anticipation would cause his erection to grow even larger. When he was sure that it was just him and the night air, or him and the bushes covering him, or him alone in the woods, he would let loose his penis.

Of course, there were a couple of close calls. Once while delivering newspapers – he had an afternoon newspaper route, he caught a glimpse of a 25-year-old female customer coming out of the shower. He had a good angle on this. She lived in a basement apartment and he had five steps down to her landing. He spotted her while he was on the top step.

She was dark haired and had, in Jimmy’s mind, a terrific body. She often would stop him and talk to him about what he liked to do, what school was like, what he planned to do after school, Friday’s game, and many other topics. Once or twice she had offered him something to drink and she had continued to talk. She always was dressed in a t-shirt or a sweater and jeans. Nothing revealing. But Jimmy could see her figure underneath whatever it was she wore.

A few days before, Jimmy had seen her from this step as she went from the bath to the bedroom in her underwear. It was a very quick glance, but his guesses about her breasts and her ass were confirmed. She had full white panties and a lace bra on that time. Jimmy had become erect at once. He did nothing about it then. He put her paper in between the screen door and the door as she had requested and moved on. Later, at home in bed, he replayed the scene in slow motion, and recalled every frame. He stroked his penis as the scene played in his mind and came, shooting cum up his chest and catching his chin with his own crème.

The next day she was waiting for him when he delivered the paper. She asked him if he had seen anything moving in the apartment when he delivered the paper the day before. Jimmy stammered a little, looked away, and said, “No, I didn’t see anything really. Just a shadow moving, that’s all. Looked up when the light changed.”

Today, he was sure that he saw her wrapped in a towel, moving from the bathroom to the bedroom again. He immediately was hard. Following his usual caution, he looked to see if there was anyone around. Satisfied that he was alone, he unzipped his fly, took out his penis and placed his paper delivery bag in front of him. Then he stood and looked in the glass window on her door. He waited patiently for another glimpse. He was not disappointed. 

She had gone into the bedroom, he guessed. He was ready to put the paper between her screen door and her door when she emerged from the bedroom totally nude and walked into the kitchen. He saw her 38C breasts. Huge nipples! Large aureoles surrounding them He looked down and saw her waist. Her hips. And her pussy fully covered with black curls. 

Jimmy’s heart picked up. His penis throbbed in the air. He reached for it and began to stroke its full length.

Just then he realized she might see him. She was in the kitchen a few feet away. He was by the screen door, penis in his hand, eyes glued to her body. If she looked out the window she would see his face staring in. Would she report him? He couldn’t help but to stroke his penis and stroke it and stroke it, varying the pressure, pulling it tight at the tip. She turned away from the window and Jimmy was afforded an incredible view of her ass.

Jimmy loved looking at women’s asses. He dreamed of the day that he could kiss checks and insert his tongue into some girl’s butt. He wanted to hold and hang on to the cheeks that were in front of him.

She turned away from the kitchen cabinet and Jimmy once more had a full frontal view. He had hungered for an opportunity to suck someone’s nipples. He had seen his sisters. He would soon see many others. But this was the first nude woman he had seen outside of his family. 

When she turned to him he saw her black curls and fully covered mound. He had seen pictures like this in his father’s nudist magazines. He grew short of breath. Grabbing his penis in his hand once more he came. He spurted white hot cum all over his news delivery bag. 

Weak kneed he could have sworn he saw a smile on her face as she left the kitchen and returned to the bedroom out of sight. Maybe he imagined it.

With a satisfied smile and lightness now in his shorts, Jimmy zipped up and continued with his route. He had to figure a way to clean his bag before he got home.

The Afternoon Paper Boy Ch. 02



Jimmy and Katie were special friends. That's what they liked to call their relationship. They sincerely enjoyed each other's company. They talked on the phone for hours, went out to movies or on walks, shared friends and made love to each other. Katie would find girlfriends for Jimmy and he would find boyfriends for her. They would date these new partners for a while but they never stopped meeting each other for sex.

Katie lost her virginity to another boy in a park on a picnic table in the middle of the day. Jimmy lost his to another girl while parked in his friend's Rambler. Two days after Katie had made love on that picnic table, she joined her special friend as he delivered his newspapers.

"He kissed me all over my neck and nibbled on my ears. You know what that does to me"

"And then?"

They walked to the next apartment building. "And then he began to unbutton my blouse. You know, the way I like it. Kissing me gently after every button. Whenever he saw my skin he spent used his lips and tongue and gave me butterfly kisses. Just like you do. I really enjoyed this. He was moving slowly. I was wet. I was ready."

"How wet?"

"Remember last week when we were fooling around and you pulled down my cutoffs?"

"And you weren't wearing panties?"

"Yes. Remember how wet I was when you stuck two fingers in my pussy? Remember how easily they slid in?"

Jimmy swallowed hard on thought about that experience. They were both standing. He had leaned over to kiss her. She had kissed back. On impluse he had dropped to his knees and pulled up her blouse in order to kiss her stomach. He had tugged on her cut offs and they had pulled down revealing her hair covered pussy. He moved down to lick and suck it and, while grabbing her ass cheeks with one hand, put the other between her legs and inserted one, then two fingers in her. He remebered her smell as he worked the fingers in and out and her moans as he pleasured her. He had loved the feel of her wetness and the fingers entered and exited.

Jimmy was finding it hard to swallow and talk and walk and remember where he was to place the newspapers. As they walked down a third floor hallway, he knew he had to get relief. Katie had made him hard. Very hard. His penis was fully erect. It was pressing hard again his jeans.

"When did he unzip his pants? Or did you unzip them?"

"My blouse was open. I wanted him to kiss my tits, so I unsnapped my bra – I was wearing the one with the front closure and the little flowers. I pulled his head to my right nipple. He didn't play with it as you do with your tongue. He kissed it for a short while and then kissed my lips. He placed his fingers on the nipple and pulled it between them, squeezing it hard, then pinching it."

Katie could see that her description had affected Jimmy. She could smell his ardor and feel his heat. She, too, was hot and telling Jimmy her story had made her wet. She wanted to play.

"Want to play a game, Jimmy?"

"What sort of game?"

"One that you will like. I am sure."

"OK." Jimmy tried not to look like he needed relief. He slipped his hand into his jeans and straightened his cock.

"I will deliver the papers to the next building. You give me the papers and I will go through the halls and place them at the doors of the apartments. You wait five minutes and follow me. Maybe I will surprise you. Maybe I won't. After you find me, you go on to the next building and deliver. I will follow in five minutes. You can surprise me or not. What do you think?"

Jimmy was breathing hard. Surprises? What kind? He never had liked to play hide and seek and this seemed like another hide and seek. He had to ask about the surprises. He adjusted his cock again. "What kind of surprise?"

Katie was laughing. "Well, I could reveal something or I could not. Who know, I might take off all my clothes on some dark and quiet hallway and let you suck on my breasts until I get soaking wet and then let you fuck me. Or I might tackle you as you look for me and then sit on your face. I might grind my pussy into your face and make you eat it until I come and come and come. Then again, I might just sneak up on you and grab your cock and release it from where it is trying to gain release." At this she moved her hand to the front of Jimmy's pants and cupped his penis.

Jimmy thought about the risks. Few people were home at this time in the afternoon. For all the years of delivering papers, he had not had doors open when he placed the paper on or under the mat. For some of his retiree's, their tv blared out into the hallway, but their door was shut. He had stripped a number of times in these buildings and had walked the hallways and floors naked, clothes in his deliver bag. He had loved the feel of the air on his penis and balls. He had never seen anyone. With all this in mind, he said, "Let's do it."

Katie gave Jimmy's penis one more loving squeeze, Katie took the twelve papers in her arms and kissed Jimmy hard.

Jimmy stuck his hand under the waistband of his jeans and began his wait. 



The Afternoon Paper Boy Ch. 03



Jimmy could hardly contain his ardor as he walked down the street to the apartment building. What was the surprise that Katie had planned for him? He put his hand in his pockets and readjusted his cock. Since he was already in his pocket, he began to stroke it. 

There was a hole in the tip of his pocket that allowed the tips of his fingers to make contact with the head of his penis. He loved touching himself. He wanted more contact. The head of his penis seemed to be reaching for his fingers. He could just touch the smooth knob. He wanted more. 

He thought of Katie and what she might be doing. What would she do? Jimmy continued to stroke himself though the hole in his pocket. He thrust his hand deeper into his pocket and the pocket seam ripped causing the hole to suddenly widen. Now he could put his whole hand in and do what he wanted to do. 

His underwear was constricting his movement so he maneuvered his hand around to the waistband of his underwear and pulled them lower on one side. Quickly he put his left hand in and pulled down the waistband on the other side. His cock came free. He could play with is as he wanted. It felt really good. Jimmy could now feel the moistness of his pre-cum on the tip of his penis. He has stroked it very slowly. He didn't want to come yet. He wanted to come inside Katie. To fuck her over and over again. He knew he could be better than the guy who took her virginity on the picnic table.

He turned into the front walk of the building. This brick apartment building was like many others on the street. The building was four stories tall with 4 apartments on each floor. There was a door at the end of the hallway that led to the open riser wood back steps. Each apartment had 2 doors, one that opened onto the steps and the other that opened onto the hallway. Jimmy knew that the first door opened onto the living room and the second door was always off the kitchen. The rear apartments on each floor had doors that opened onto a landing and the wooden steps to the next level. There were few lights in the hall and they seemed perpetually dim. Most of the residents were not home during the early evening.

Jimmy had often delivered his papers on these floors with his zipper open and erect penis out for all to see. If anyone did open a door or come into the hallway, Jimmy would use his paper delivery bag to quickly cover his erection. Sometimes he would talk to the young women covered in this manner for 15 minutes or more. Immediately after one of these "cover up shows" as he termed them, he would find a quiet and secluded place on another floor, or go behind the hedges that were directly in front of the apartments and jack off until he shot cum onto the bushes, into the air, or sometimes on himself. He would then wipe off his penis to the best of his ability with his t shirt or underwear, put it back in his jeans and zip up.

He thought again of Katie. The story of her seduction that she did not finish had made her hot and wet and him erect and hard. She was the one who offered the tease. What would she do? There were no signs of her on the first floor. Jimmy went down the hallway and exited by the rear door. This was his pattern. He would walk the stairs to the second floor, enter the hallway through the rear door, deliver papers and walk up the front stairs to the next floor. When he finished deliveries on the fourth floor he would walk the stairs down and out the front door.

Jimmy's first sign of what was promised was on apartment 204's delivery. He recognized the 36C bra immediately. It had a front closure and a little flower in the middle. He picked it up from on top of the paper and lifted it to his nose. It smelled heavenly. He smelled the cups and the straps and the part that went under her arms. Mmmmmmm, sweet Katie smell, he thought. So this is the surprise. Katie is going to flash me in the halls somewhere. She is going to show me her breasts. Jimmy wondered if she would play with her nipples and tease him even more. Would she cup her breast and hold a nipple to her lips and lick and suck it? Would she suck them? Would she force his head to her breast and make him nibble and suck and nibble and suck? Would she let him go? He put the bra in his paper delivery bad and continued.

His cock ached and throbbed under his jeans. He stuck his hand in his pocket to soothe and stroke it. As he walked up to the third floor, he thought he heard her. His heart quickened in anticipation of her show. He was walking down the hall looking for signs when he spotted them. Her panties were lying near apartment 304. He knew they were her panties. She didn't wear them often, but since she had met Jimmy after school she had had them on. He picked them up and held them to his cheek. He rubbed his nose in them. He smelled the crotch. Her sweet perfume rose from the cotton to meet his nose. He stood there for what seemed like hours just taking in her aroma. He wiped his face with the panties again and again. He bit the crotch of the panties and licked her juices from it. Then he unzipped his jeans and took out his penis. He stood there in the apartment hallway, fully exposed and rubbed his penis with the panties. He held them tight against it. He used the panties to stroke himself. He placed the panties on his penis as if it were a clothes hanger, carefully zipped himself up, and proceeded to look for his friend.

He walked out the back door of the third floor and onto the landing of the back staircase. As he looked up he could see Katie on the top stair. The stairs were a maze of zigzags with a landing located in between each floor. He walked up to the landing of the stairs Between three and four and stopped. Katie was sitting on the top step. Her school skirt was pulled up and her legs were spread. He looked directly at Katie's open pussy. The afternoon sun made her wetness glisten. Her pussy hair just barely covered her out lips. Jimmy could see everything. Her ass cheeks were slightly off the steps. Her clitoris was erect and seemed to throb. Her vagina, dark red and the edges and pink in its inner folds opened and closed. 

Katie said, "Like your surprise? Look at me now." As she said this she took off her white blouse and cupped her breasts, offering them to the air and the lips of the wind. She took one breast to her lips and then the other. She darted her tongue across each aureole and nipple. She sucked on the nipple of her right breast while she moved her right hand to her pussy. She began to masturbate for her friend. She began slowly. Still pulling at her nipple with her left hand, she slowly moved her right hand under her school skirt. She pulled up the skirt to reveal her fully covered pussy. She took her fingers and began to gently stroke her mound. "Do you like this, Jimmy? Wouldn't you like to do this?"

Katie continued to talk as she stoke her pubes. Each pass seemed to go deeper. She began to groan softly. "If the people in the apartment building on Hampshire were home they could see us, Jimmy. They could see me, my naked breasts and my open pussy. See how it wants you? She pulled open her blood gorged pussy lips to reveal its mouthlike opening. It seemed to be saying, fuck me, fuck me, give it to me hard. The pinkness of the opening contrasted with the dark rim of hair around it. Jimmy could clearly see her clitoris. He so wanted to eat her and to then slip his cock into her warmth. Katie then inserted four fingers and pulled them toward her body. "Do you want to see how wet I am?" She withdrew the fingers and offered them to Jimmy. They glistened with her juices.

"I want to taste this," she said. And then she placed each of the fingers, one by one, into her mouth and sucked them dry.

"Don't move yet, Jimmy," Katie said as she turned around. She got on her hands and knees on the open staircase. Doggy style, she spread her legs a little. She rose on hand from the landing and flipped up the back of her skirt. Jimmy and the world could see her bare ass, her asshole gaping and her vagina and pussy lips opening and closing. She slid a hand between her legs and continued fingering herself. "I want you here, Jimmy. Inside me. Now." She turned on her back on the landing, lifted her skirt, and with her knees raised, spread her legs.

Jimmy did not need more motivation. He ran up the stairs to his friend while unzipping his pants. He took her panties off his penis. Her walked over her legs and was about to enter her when he heard a door open. He stopped immediately, put his aching penis in his pants, without relief, and motioned to Katie to cover up.

They entered the building's fourth floor hallway and to their dismay an old man was standing at his door. Jimmy and Katie were hot and disappointed. They knew they could not get relief from their conditions at this time. Katie held her blouse closed and kept one hand on her skirt so that it would not fly up. 

"Hello, Mr. Brewster. How are you today?" Said Jimmy.

"Fine, Jimmy. Is everything ok with you? You look a little hot."

Jimmy said something in reply and walked down the hall, hand in hand with his friend. He could have sworn he heard the old man chuckle.



The Afternoon Paper Boy Ch. 04



As Jimmy sat in the coffee shop he decided that the next time that he and Katie were together, he would finally be satisfied. Totally satisfied. He remembered how close he had come to fucking her. They were on the back porch of the apartment building. He had pushed his pants below his ass, his penis was out. He cool feel the cool air over his balls. 

As he remembered this, his right hand went below the booth's table and began to stroke his penis. He didn't care if anyone saw this. Slowly. Firmly. Cupping it in his hand, his thumb on the knob and his fingers on his balls. He began to clinch and unclench his hand. He looked to see if the waitress had seen him. She hadn't. He continued. His penis responded by becoming more and more erect. He remembered that her blouse was open and her skirt was pulled up. She was on her back, legs open, her pussy throbbing and welcome for him. He breasts swelled with each passing second. Jimmy's penis throbbed at the thought. He could feel her beneath him. She guided him in...

He leaned back in the booth and unzipped his jeans. He looked again for the waitress. She was not visible. He had to touch himself. He had to free his pulsing erect penis. He reached into his pants and pulled it out. He didn't stop. He pulled on the knob. God he liked this. His precum formed on the tip. He didn't hear the waitress approaching.

And then noise that startled her and stopped him. They had quickly rearranged their clothes, walked down the apartment corridor and felt the smirk of the old man as he stared at Katie's clothes, still in disarray and sniffed the ardor of the lovers. They had not continued the game. Katie was spooked. She was no longer in the mood. "That was not fun, Jimmy," she told him. "We could never see each other if my parents found out what we were doing."

"Is there anything more I can do for you?" she asked with a smile on her slightly flushed face. Startled, he pushed his penis back into his pants but did not zip them. He wondered how long she had watched him. 

He really wanted to pull out his penis and say, "You can help me cum." But he was unsure of himself and couldn't do this. He simply said, "A little more coffee, please." And she poured from the coffee pot that she was carrying. Jimmy wondered how much she had seen. As she walked away he stared at her orange cotton uniform dress that seemed to cling to her ass cheeks. "Gawd, I would like a piece of that he thought. He zipped himself in, his dick tenting his jeans.

He remembered that he walked Katie home, kissed her gently, grabbed her full ass cheeks, and said goodbye. 

Jimmy paid his check with a generous tip and walked to Katie's house. He was planning their next encounter. A trip to the cemetery woods today, he thought.

They often had played in the woods of a nearby cemetery. The cemetery had acres of undeveloped land surrounding it and it was a beautiful, quiet, reserve. No graves were visible from the woods. Trees were everywhere. It was undeveloped, undisturbed and absolutely gorgeous. 

Katie had joined Jimmy there before. A stream cut through the cemetery winding its way to the lake several miles distant. Along the stream bed there was a thick grove of bushes which curled over the top and provided natural cover. One could enter this bush cave from two different points. Once inside the sun filtered through the top leaves, the sounds of the world outside could still be heard, but who was inside was nearly invisible.

Jimmy knew this because, when he was younger, he had played numerous games of hide and seek with his buddies and this cave provided him with many a victory. Now he intended for it to provide him natural cover for a sexual escapade.

All he had to do was to convince Katie. 

Jimmy approached Katie's house with the plan in mind. All he had to do was to convince her. To his surprise she met him at the door ready to go. She was dressed in her cutoff jeans and a white blouse that was tied just above the navel. She looked good and smelled wonderful. She smiled lovingly at him and they held hands as they left her walk.

Jimmy and Katie were together on the route delivering papers again, talking, and laughing, and hugging and gently kissing.

"We are going to do something different today," said Jimmy. "You know the mailbox in the cemetery that we normally deliver to midway? Let's deliver it last. We can walk in the woods and enjoy nature. It is really beautiful this time of year."

Katie agreed with this plan. She seemed very happy that Jimmy wasn't talking about their last escapade. She thought about the look that man had given her and she shuddered. It really had scared her. He looked so hungry, she thought.

They finished delivering papers and walked across the street and entered the gate. They ignored the No Trespassing sign. Walking hand in hand, Jimmy said, "Katie, can I show you something really neat? Come over her and follow me though this."

With Jimmy leading the way, Katie entered the hole in the bushes. She could see that about 10 feet ahead there was a natural clearing of sorts. The brown of the base of the bushes went up for about 4 feet and then arched over in a natural canopy. "Oh, Jimmy. Everything smells so green. The sunlight filtering through the roof of this bush cave gives it such a romantic glow!" she exclaimed.

This was Jimmy's plan. It was working to perfection. He was hot. His penis was tenting his jeans. He wondered if she could see this. He told himself to calm down and slow down. "Take it easy, Little Jim," he said to his cock. He had plans. A slow seduction. Slowly removing every article of clothing. Kissing Katie everywhere. Sucking on her breasts in the open air. Slowly moving up and down her legs. Stopping and her pussy and inserting his tongue. Playing with her clit, sucking her outer lips. Slowly and incredibly making her hot while revealing Katie to anyone who was around. He knew few could see through the bushes but they were still outdoors and they could clearly hear the traffic, the birds, and any other sound in the woods. Katie and he would eventually be totally naked under the bushes. Then he would eat her while she sucked him. Then they would fuck. And fuck. And fuck. And cum.

Katie lay down under the canopy of green and Jimmy joined her. He was on his knees as he approached her. She turned to him and grabbed the waistband of his pants and pulled down. He cock, fully erect sprung free and in a continuous action, Katie pulled it into her mouth and began to move the shaft in and out of her lips.

This was not how he had planned it. He wanted a slow seduction. He wanted to take of every item of clothing she wore. He wanted to replace the clothes with his lips and hands. And now he was with his pants down, cock out, under the canopy of bushes and his friend was sucking on his member.

He pushed her head away. "Not yet," he said. "Wait a little." He pulled his pants and boxers to his knees sat down and pulled off his pants and his underwear in one motion. He tossed them aside and snuggled up to Katie.

"I want you to cum like you've never done before," he said. Leaning over her midsection he untied her blouse and pulled up her shirt to expose her belly. He bent down and began kissing her belly button. She began to groan. She reached over and began to play with his balls.

Katie pushed Jimmy of with one hand and began to unbutton her blouse. She pulled Jimmy's head to her chest. He began to kiss the top of her breasts and with each kiss his added a little tongue. His hands traveled up and down her legs. He traced the outside of her legs with his fingers. He cupped both ass cheeks with his hands. He moved inside her legs, slowly traveling up her thighs to her crotch. He covered her crotch with one hand and spread his fingers on either side of her shorts. He could feel her hear. He could sense her wetness. And all the time his hands were doing this, she held his head against her chest. 

She reached behind her back and unsnapped her bra. Pulling Jimmy's head away she sat up and shook off her bra and her 36C breasts swung free. Magnificent thought Jimmy and then she pulled his head and open mouth to her right nipple. Jimmy's hand moved form her cunt to her left nipple and began to finger it and then squeeze it. He moved his head from one breast to the other. Sucking. Pulling the breast into his mouth. Pulling back and teasing the nipple with his tongue. Cupping and caressing the other breast. Tweaking her nipples. Katie groaned even louder. "Don't stop. This feels wonderful." Jimmy gladly continued. It was all part of his plan. His penis throbbed in the open air in agreement.

Katie pushed Jimmy aside again. She rose to her knees and placed her thumbs on opposite sides of her cutoffs. Smiling at him, she slowly pulled them down. She turned her back to him and he could see the cleft of her ass. She continued to slowly pull down her jeans. She scooted around to face Jimmy. The top of her light brown pubic was just visible above her cutoffs. Her hip bones projected into the air. Jimmy stared at her naked breasts. Her large pink aureoles. Her erect nipples. 

Smiling at him, she pulled her pants the rest of the way. She wore no underwear. She stood up and stepped out of her jeans. When she sat down she took Jimmy's right hand and placed on her pussy. He slowly played with her pussy hair. Katie moaned. She reached down and took his fingers and placed them between her pussy lips. Jimmy slowly fingers her wet cunt. He wanted to bring her to a point where she could not refuse his dick in her. Where she would insist that he fuck her hard. He had been here before and she had regained control and pushed him away. Katie had satisfied him with many a blow job and still more hand jobs. Jimmy didn't want that this time, he wanted to feel her surrounding him. To slide in and out of her wet cunt while she moved her hips in rhythm with his. To cum again and again as they both climax. Nothing less this time.

Then in from a distance Jimmy heard the voices of Jerry and Katie's sister, Susie. Katie stopped and tried to see. Jimmy said, "They can't see us here. No one knows where we are." 

Just then the bushes a few feet away began to move. Katie tried to cover up. Jimmy just stayed motionless where he was, naked under the bushes with his penis at its full length and its purple head throbbing and pulsating on its own.

"Can you see anyone, Susie?" Jimmy heard Jerry say. Susie came very close to where Jimmy and Katie were lying naked. 

"I don't know where they could have gone. They aren't here. I'll stay here in case they return. You go on and see if they are downstream, Jerry. I'll wait."

Jimmy could see Susie just outside the area that he and Katie were in. She said that she couldn't see them. She wasn't looking in their direction. He was so hot. Katie was still naked sitting on the ground under the green canopy. She looked confused. Jimmy moved over and held her. "She can't see us," he whispered. No one can. These bushes give us natural cover. They held each other for a few minutes. Jimmy was still hard and his penis was at its full 9 inch length. Holding Katie was not relieving the situation. He needed to cum. Katie sensed this and reached over and touched him. She straddled him with her body and sat on his ankles. Jimmy sat up as Katie bent down and began to suck on his penis. He watched as she went up and down the shaft with her mouth. Licking and sucking and holding it in the palm of her hand. 

A noise off to the left caused him to look in that direction. Through the bushes he could see Susie. She had lowered her shorts and underwear and was fingering her cunt. Her legs were spread and she thrust her right hand down over her blond pubic hair and into her slit. She was doing this in time with her sister. Jimmy could no longer contain himself. He bucked his hips up and down forcing his penis deeper into Katie's mouth as he came again and again. Katie pulled away and his white cum shot into the air. He heard Susie moan and, looking in her direction, saw that she had her hand deep inside her and was shuddering in ecstasy.

To be continued...



The Afternoon Paper Boy Ch. 05



Jimmy got out of his parent's Caravan and immediately glanced to the right into his neighbor's yard. The temperature this June day was in the 80's and his new neighbor, Valerie, was known to sunbath. This was not a normal sun bather. Sure, she spread out a towel on the ground or lay on the chaise lounge like any normal bather, but her body and what she wore made her unique.

Sure enough she was there on the chaise lounge. Jimmy didn't want to stare because he was afraid that if he did, she would notice, and the views of her fantastic bod would no longer exist. She usually wore a two piece blue patterned suit that she amply filled. Jimmy estimated that up top she must have been at least a 38D and downstairs she was a 36. In between her breasts and her hips was a beautifully toned body – a runner's body that Jimmy had drooled over since she moved in. He has used fantasies of her for numerous jack offs. He imagined that she had large puffy areoles and large nipples.

Fantasizing about her was far better than fantasizing about his sisters as she was bigger, older, sexier, and not incest. He wouldn't be caught with his tool in his hand and his pants down. That thought – being caught jacking off - brought on an instant hard on. A sister catching as he spurted cum was a new idea. How would she handle it? Who would she tell?

The new neighbor, Valerie, had become Jimmy's newest obsession. Every time he put out the dog, or worked in the yard, or picked up the paper he thought about her and looked over into the yard in the hopes of seeing her. He made an extra effort to look into the windows of the house, hoping to catch sight of her, clothed or unclothed. He stared in her direction though the bedroom window which overlooked her house and yard every time he entered his room. He looked up at her study window when he let out the dog. 

Sometimes at night he stripped off his pants and went out on his upstairs back porch. IN the darkness he would stroke himself. Initally he would cup his testicles with the fingers and palm of his right hand while stroking his shaft with his thumb. He would look over the railing to her house and yard and imagine that she was looking at him from one of the windows. As his erection grew he would slide his left hand under his shirt and touch his nipples and his breasts. He would add saliva to his palm and continue to stroke, working the tip of his penis. He would squeeze his nipple at the same time that he would spurt cum over his belly or the ground below. All the time he did this he thought of her. Her large breasts. Her nipples. Her mons covered in hair.

Valerie was magnificent in all forms of attire. In a business suit headed to work she commanded the attention of both men and women. In casual clothes her ass and her bust made them lather. And Jimmy was a young man with desires and fantasies and a need to be exposed and to look.

His room was opposite her study. Late at night he could see her working on her computer through her blinds. Sometimes as she sat there looking at the screen Jimmy would casually strip naked and walk around his room looking for a change of clothes. His erection would be pronounced. At other times Jimmy enter the room, make sure the door was closed, and then slowly strip in front of the window, turn out the lights, and jack off while standing, watching her. He would stand there and excite himself, touching himself, stroking his penis, slowly feeling his body then pinching his nipples. He would open the dresser drawer for his lubricant and would put some on the tip of his penis and stroke. Sometimes he would put some on this left hand and while he stroke to ejaculation he would slide a finger up his anus and push on his prostrate. Jimmy would turn to the window and his cum would fly in her direction.

Today, however, she was laying on her back, sunning herself. Jimmy went in the back door of the house and upstairs into his room. As he passed the living room he noticed that his sister had two friends, Leah and Eboni, over. Jimmy concluded that they were just sitting on the couch discussing "girl things". This was of no interest to him. Jimmy quickly said hello to them, skipped up the stairs, and shut his room door. Once in his room he headed to the window.

She was magnificent. Long dark hair pinned up, 5'4", and 120 pounds of sheer beauty and sexiness. Jimmy was transfixed as she reached to her side and began to apply sun tan lotion to her stomach. She squirted the white lotion in the center of her stomach and slowly spread it out in a circular fashion over her midriff. Each circle was slowly created in oil and then equally as slowly rubbed in. Jimmy noticed that as she did this her hips moved. 

Valerie next applied oil to her legs. She squirted oil into her left hand, rubbed the palms together and began at the toes. Using both hands she moved up her left leg, covering both the inner and outer parts of her leg, and adding additionally oil as she needed it. This stopped when she reached the bottom edge of the suit. With her left hand she began to rub her inner thigh. To Jimmy's amazed looks she used her pointer finger to rub the bottom edge of her suit. And then the finger disappeared into the folds of her pussy. She was rubbing her pussy lips while catching rays. Jimmy pushed down his jeans and began to rub his penis head against the palm of his hand.

Before Valerie applied lotion to right leg, she took three fingers and slowly and gently stroked her pussy under her suit. Jimmy was fully erect and hot and continued to stroke his penis head against the palm of his left hand.

Valerie again squirted oil into her left hand, rubbed the palms together and began at the toes. Using both hands she moved up her right leg, covering both the inner and outer parts of her leg, and adding additionally oil as she needed it. Again, this stopped when she reached the bottom edge of the suit. With her right hand she began to rub her inner thigh. To Jimmy's amazed looks she again used her pointer finger to rub the bottom edge of her suit. And then the finger disappeared into to suit and into the folds of her pussy.

Jimmy stood at the window, looking down at his fantasy woman and continued to stroke himself. He could not remember being this hard before. 

Valerie withdrew her hand from her suit bottom and she took three fingers and slowly and gently stroked her pussy under her suit. She kept doing this – moving up and down the front of her suit with her three fingers, pressing on her pussy, then moving her hand and placing her pointer finger under the suit and into the folds of her pussy, for several minutes. Jimmy could see that her face was flushed and that her stomach was moving up and down more rapidly.

Valerie stopped and spread lotion on to her hand again. She didn't place both hands together this time. She placed her right hand on left shoulder and rubbed the oil in. She then rubbed oil in on her left arm. She did the same to her right shoulder and arm with her left hand. All of this was done in a very sensuous manner. Slowly. It was as if she wanted to tantalize the young man. Jimmy kept stroking his penis. Then to Jimmy's amazement, she reached her right arm into her left bra cup and took out her breast entirely. She bent her head down and began to lick at her nipple.

Jimmy felt the ejaculation welling up. He wanted to hold on as long as he could. What Valerie did next was beyond his greatest fantasy. While still licking her long, erect nipple she shoved her left hand down the front of her bikini bottom. Jimmy could see the top of the thick black hair that covered her pussy. She was masturbating, too!

And at that moment two things happened. Jimmy spurted a long line of thick white cum into the air seconds after his sister's friend, Eboni opened his room door. Eboni stopped and stared at Jimmy, who was staring out the window, pumping his fist up and down, spurting and spurting cum into the air – the best orgasm he ever had experienced.



The Afternoon Paper Boy Ch. 06



Author's Note: This chapter began immediately after Chapter 5 ended.

Eboni quickly closed door to Jimmy's room. She couldn't believe what she had seen. Standing by the window was her best friend's brother with his pants down, his erect penis in his hand, and ropes of white cum spurting from its tip. She also couldn't believe how instantly wet she had become. Dropping her hand underneath her skirt she checked her wetness by gently fingering her panty covered pussy. She wondered at her horniness and at her boldness. She was in her best friend Sharyl's house, just outside the door of her best friend's brother. Anyone could surprise her. Her friend's Dad. Sharyl. And the brother was just a few feet away. She couldn't stop. 

She stayed outside Jimmy's closed door, leaned up against the hallway and began to stroke her pussy. "Gawd, that feels good," she thought. "If Jimmy could see me now." She began to moan as she dropped her fingers down between her legs and stroked her swollen pussy lips. Raising her skirt higher she pulled at her panties and dropped them to the floor. She kicked them toward Jimmy's door. With two fingers she stroked her mound up and down and up and down. She slipped the other hand under her tank top and began to massage her breast. The circular movements of her hands made her nipples hard. She continued to masturbate herself to a tremendous orgasm. She left her soaked underwear by Jimmy's door and returned to her friends.

Jimmy, meanwhile, was in the throes of pleasure. He continued to stroke the full length of his penis and looked at the spurts of cum flying into the air. This was the best orgasm he had ever experienced. It was the most cum he had ever shot. He turned to look at his bedroom door just in time to see it pulled shut. He decided that if anyone had seen him, he didn't care. Then he turned to look out of his window and down into the backyard just in time to see Valerie run into the house with her bikini bottoms in one hand and the other caressing her exposed breast. He could see her thick black curly pubic hair and as she had turned the crack of her ass. 

Jimmy thought about Valerie and her sunbathing for weeks. Valerie, with her long dark hair pinned up, 5'4", and 120 pounds of sheer beauty and sexiness, touching and stroking herself. Jimmy remembered how he had been transfixed as she reached to her side and began to apply sun tan lotion to her stomach. How she had squirted the white lotion in the center of her stomach and slowly spread it out in a circular fashion over her midriff. And how each circle was slowly created in oil and then equally as slowly rubbed in. Jimmy remembered that as she did this her hips moved. He could bring up every image of his neighbor's masturbating in public.

But that had been last weekend. When Jimmy returned home on Friday after delivering papers, he learned that Eboni and Sharyl were having a sleep over. His sister Sharyl's friends were always over, he thought. And that meant the he wouldn't be able to jack off tonight for fear of being caught.

The two girls were dressed in identical denim mini skirts and white spaghetti strap tank tops. Jimmy thought that was odd, but didn't consider it for long. The girls put a DVD in the player and they all watched for awhile. Then Sharyl made popcorn and brought out a big bowl and placed it on the table. Jimmy noticed that when Eboni bent over to get popcorn, he could see her breasts trying to pop out of the top. He tried not to stare but when he looked away, he saw that his sister, Sharyl, was sitting with her legs open and he could see the crotch of her black panties. When she later dropped popcorn kernels on the floor, she bent over right in front of Jimmy. Her skirt rode up and revealed her thong covered ass. Anyone looking at Jimmy's shorts could see that the girl's actions had caused a reaction in Jimmy. His penis was fully erect and moving and throbbing on its own under the nylon shorts.

This was not the only thing that Jimmy noticed. When he looked away from the movie it seemed that the girls would rearrange themselves. One time both of them had their legs open and Jimmy had a clear up skirt on each of them. While he loved seeing panties and inner thighs and wisps of pussy hair, he again looked away because he was unsure. This was his sister and her friend.

Then he thought he saw Eboni touching herself. When he looked again her hands were at her sides. Jimmy thought he had seen her hand between her shoulder bladed and the top of her breast moving in a circular pattern. He could have sworn that she was exciting herself. But then again, it might have been his imagination. Either he was now hot. His erect penis was uncomfortable confined in his shorts at an angle. He wanted to move it, so that it could grow and so that he could feel it, but he was sure that this would bring attention to it and he didn't want to do something that would give his sister an advantage over him. He was also unsure of what, if anything, the girls were doing.

"Jimmy, are you ok?" asked Sharyl. "You look as if you are uncomfortable."

Eboni at this time had lowered the straps of her top and had inserted a hand into it. She was cupping and caressing her left breast. Jimmy began to breather harder. He now new that they were teasing him. Eboni's hand did not move. She continued to cup her breast and used her fingers to stimulate her nipples to hardness.

"Are we making you uncomfortable?" Sharyl began to stroke Eboni's left thigh with her right hand. She moved the hand up to Eboni's panty covered crotch while Jimmy watched in fascination. 

"Want to play a game? Eboni saw you jacking off three weeks ago," said Sharyl as she inserted her fingers under Eboni's panties. "She got so hot that she fingered herself to orgasm just outside your door. You wouldn't have noticed. Eboni said that you were in front of the window that overlooks Valerie's yard." Eboni now had taken her breast out of her tank top and was attempting to kiss her nipple.

Sharyl continued, "Eboni wants to see your penis again. She wants to see you get hard and jack off. So here is what we will do. You pull down your shorts, masturbate for us. Make it cum. We will strip and make love to each other while you watch. You watch us. We watch you. You masturbate until you come and we will do the same. Is that ok?"

The girls did not wait for an answer. They both pulled off their tops and began to fondle each other's breasts. Sharyl cupped both of Eboni's brown breasts. She lowered her head to Eboni's right breast and sucked as much of it into her mouth as she could while at the same time fingering Eboni's left nipple.

Jimmy stared in complete wonderment. His penis now was fully erect and throbbing by itself underneath his shorts. But this was his sister and her girlfriend. Sister. Sucking on her friend's tits. His sister, Sharyl with her bikini panty-clad ass in air. 

The girls looked over at Jimmy and stopped. Eboni spoke first, "Jimmy you are not playing the game with us. We are masturbating. What are you doing with your dick? I want to see! At this, Eboni got off the couch, walked over to Jimmy and put her thumbs on either side of his shorts and pulled them down. "Oh my," she said. "It is bigger than I thought it would be. Can I touch it?"

Jimmy nodded in consent. He sat down on the chair and Eboni bent over him. She gently stroked the full length of his penis with her fingers.

Without saying anything she stripped down his shorts and freed his erect penis. She immediately began to stroke its entire length. She slowly stroked it up and down, up and down. When she got to the tip she tightened his hand.

Jimmy couldn't believe what she was doing. He looked over to the couch and his sister was there, her breasts exposed her nipples hard, her hands in her pussy, stroking and exploring.

Eboni was on her knees in front of Jimmy. She was clad only in her panties and her hands were on Jimmy's penis, traveling up and down up and down. Jimmy could feel himself ready to come. He looked over at his sister who was pulling at her nipple with one hand and had three fingers of the other hand in her vagina and he came. He shot his cum onto Eboni's brown skin. She stroked up and down on his penis. And he came over and over again.

To be continued... 



The Afternoon Paper Boy Ch. 07



There was one bathroom in the old house and the entire family took turns using it. There was no lock on the door. An ancient brass plate on both sides of the door was fitted for a skeleton type key – long gone – and the locking mechanism was frozen closed. Someone had installed a hook and eye so that, if latched, an occupant would not be disturbed during an activity – taking a bath, a shower, or using the commode. But at times the hook and eye left an open space of ½ and inch or so and one felt as if one was exposing oneself to everyone in the hall or waiting at the door. With a large family there was seemingly always someone waiting and dancing to get in. 

The bathroom was about 6 feet wide. ON the right as one entered, was the tub. A shower unit was unstably screwed to the wall and a hose snaked from the unit to a rubber tub tap fitting.  Going further in, next to the heating duct and the outside wall was the commode. Opposite the commode on the far left side of the bathroom was the pedestal sink and on top of the sink were the mirror and a light fixture with an outlet.  If one was looking in the keyhole, one could see someone on the toilet, and get a full side or front view as he or she stood up from it. Or if someone was undressing for a shower or bath, or dressing after a shower or bath, a person at the keyhole could observe all that the bather wished to reveal. It was a marvelous bath.

Jimmy’s room was about five feet away, down a short hall and to the right of the bathroom. Jimmy knew all the features of the bathroom from long time observation. Jimmy had perfected the art of looking through the keyhole peeping – fitting his eye to the keyhole and peering through it - repeatedly viewing his sister and her friends. His system was flawless.

He would wait until he heard someone enter the bathroom, then he would position himself on his knees with his left eye on the keyhole and his face just fractions of an inch from the door. Then he would stare into the room. Or he would wait in his room until he heard the bathroom door hook and eye latch and then creep out and assume his practiced position. He sometimes would wait until he heard someone turn on the water and then quietly get into position. Once in position he put his eye to the keyhole observed the action in the room. He was rarely disappointed. 

His sister was a few years older than Jimmy. Her petite body was a delight to view. She stood about five foot one and weighed 102 lbs or so. She had 34B breasts with large dark red aureoles and thick puffy nipples – the size of big primary pencils. She would often undress in the room before showering or bathing. She would towel off after and then wrap the towel so that it covered her breasts and her pussy and open the door, leaving the bathroom to enter the hall and walk to her room. Jimmy loved looking at her before and after the bath. While she was undressing or toweling he would tease himself erect, then unzip his pants, pull his penis out from his underpants and stroke its full length. Just before she would open the door or at the end of his observation, or just before he was ready to explode, he would hop back to his room, close his door, and stroke his penis while thinking of what he had seen until his body trembled with anticipation then jerked in spasms with release.

If she moved quickly and Jimmy could not get back to his room, he would quickly put his penis back into his pants and rush into the bathroom as she left it, saying, “Sis, I gotta go. Thanks.” Sometimes she would tarry, picking up her hair brush or her clothes and he would move uncomfortably, indicating that he had to go very badly. If she observed his tented pants covering his erect penis, she never said anything. She would get her things and leave without comment. Once the door was shut, in the steamy air of the bathroom Jimmy would drop his pants and stroke his penis until he came.

One time Cynthia picked up all her clothes save for underwear. Jimmy picked them off the floor and smelled them. They were fragrant. He then rubbed his penis with them and the silky nylon added to his enjoyment. He was fully erect – and came over and over. He left the panties in the bathroom after he cleaned himself up.

Jimmy was in his bedroom when he heard the tub water running. He thought he was alone, but realized that Cynthia must have come home unannounced. He quickly and “oh so quietly” positioned himself at the keyhole and saw her standing next to the tub, dressed in a skirt and top. The water was running and Jimmy could see the in tub shower curtain had been pulled back. 

He held his breath as Cynthia ran her hands slowly up and down her body. He was frozen as she cupped her breasts in her hands and moved both of her hands to the tops of her thighs. Her hands lingered there and she rubbed the fabric of her skirt. Cynthia moved her hands to her shoulders and rubbed each shoulder then slid them down her body again, lingering once more at the tops of her thighs. She crossed her hands on her shoulders and placing the palm of her against her shoulder, rubbed each should with her fingers. Then she slowly moved her hands down, cupping her breasts again, massaging them first cupping them with the palm of her then and then rubbing them with her thumbs.

Again she moved her hands, never losing contact with her body and placing them now on her ass. She rubbed her several times before moving her hands to her thighs. This time the fingers of her left hand began to stroke the center of her pussy. Her hand would position itself over the center of her pussy, with three fingers in position, and then slide the length while pressing down. She did this 10 times or more, each time pressing down harder when she reached her crotch.  Jimmy held his position. With his eye too the keyhole, he unzipped his pants and took out his erect penis.

Cynthia then undid the buttons on her blouse, shook it off, and tossed it to the floor. She continued to touch herself. She cupped her breasts under her bra and lifted them up. She then hooked first her left thumb then her right thumb under her bra. Cupping her breasts first, she moved her fingers across the top of her bra, grazing her nipples. She raised one hand to her head and straightened her hair. Then she took this hand and ran her fingers across the top of first her right then her left breast. She then took one finger down her cleavage.

She slid her straps off her shoulders, pulled the cups off her breasts and pulled her bra below her breasts. She then cupped her naked breasts in both hands. She pushed upward on her left breast and bending her head toward it, attempted to kiss her nipple. With her other hand she squeezed the nipple on her right breast. She stopped and rubbed her fingers over her breasts. Then she cupped them again. And ran her fingers over them, lingering for a while on each nipple, tugging at its pencil thickness.

The water was still running in the tub. Jimmy was very hard. Every time his sister touched herself, Jimmy stroked his penis. Precum had begun to form on the head. He was breathing hard.

Cynthia undid her skirt and let it fall to the floor. She wore no stockings. Jimmy could see her black pubic hair on either side of her panties. She began to fondle and stroke her thighs. She moved her hands up and down the inside and outside of her legs. On the inside at the top of each stroke she allowed her fingers to enter her panty openings. She slid three fingers down the center of her panties over and over again. 

Jimmy could see that she was excited. Her nipples were erect. Her breathing was labored. He thought he could see the wetness in her panties.  She hooked her fingers into the elastic at the top of her panties and lowered them to her knees, shook them down to the floor and kicked them away toward the door and (on the other side) Jimmy’s eye.

At this Jimmy fell back and lost his balance. “Someone’s in here,” Cynthia shouted. “It’s occupied!” 

Jimmy made no attempt to place his penis back in his pants as he scurried to his room as quietly as he could. He quietly closed his door and sat on his bed. He put his hand to his mouth for additional moisture, stroked the length of his cock several times and shot cum over his t shirt and on to the wall behind his bed. He shuddered with pleasure afterward.