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The Chaperone

By: ffreak



Let me tell you what a chaperone is according to literature.

“The modern rule is that every woman should be her own chaperone.”
-Amy Vanderbilt

“Master of the house 
Quick to catch your eye 
Never wants a passer-by 
To pass him by. 
Servant to the poor 
Butler to the great 
Comforter, philosopher 
And lifelong mate! 
Everybody’s boon companion 
Everybody’s chaperone”
-from Les Misérables

Now let me tell you what I learned a chaperone should really be like; how my sister brought me to a deeper understanding of this important principle of family love.

It happened on a weekend almost a month after my first taste of my sister’s sweet nectar. I was living with my grandparents, who had raised me, working for the summer in preparation for going to college. My sister was on her summer break from college and staying with our father and stepmother on their ranch. At least every other weekend we would visit and I would stay the weekend. Little did I know my sister had plans for us to spend as much time as possible out of the sight of parental displeasure.

When we got to the ranch, my sister was dressed in her cleanest cowboy clothes, pressed jeans, boots, and a frilly blouse. She was supposed to go to a dance contest that night but her date had cancelled. Her idea was to take me instead. She said I could be her chaperone. Our stepmother said it was okay if I, the nerd, didn’t mind. But she said that if we got back after 11:00pm, we’d have to sleep in the camper because the door would be locked.

My poor sister; they would not trust her with a key to the house. I’d had a key to my grandparent’s house since I was in the sixth grade. I told them I was okay with tagging along after my sister so she could go dance. But I was in my ‘at-home’ ragged jeans, sneakers, and a plain white t-shirt. My sister said that it was okay and she had a shirt from school that a guy had given her.

So off we went to go dancing. I tried to tell my sister that I wasn’t a very good dancer. She pulled into an empty parking lot, stopped the car and grabbed my face, where she planted a kiss on my mouth. It wasn’t the type of kiss you’d expect a sister to give her brother. Her tongue seemed determined to replace my own as she pushed it into my mouth and sucked my tongue into her mouth.

When she let go, she told me that I seemed to be able to dance just fine as far as she was concerned.

I was taken back by this turn of events and wondered what she really had in mind for the evening.

The next surprise my sister had for me was our destination. I expected us to go to a cowboy bar for a dance contest. Instead, we pulled into an apartment complex. It was a small building; the type of place where the pool is in the center with all the doors facing the courtyard. We got out, my sister carrying a gym bag, and went to an apartment on the second floor.

A thin blond greeted us at the door and once inside, she kissed my sister like my sister had kissed me. I was a little embarrassed, not just by the sight of them working their mouths against each other and getting glimpses of their tongues, but also by my feelings of jealousy that someone else was kissing my sister.

When they were through bathing each other’s mouth, my sister introduced me, but she didn’t mention that I was her brother. Her friend took my hand and kissed me on the cheek. She was pretty, and she acted as though what she had done was normal. I wondered if she would be more enthusiastic the next time we met.

Then she grabbed her purse and told us she would see us at the party as she went out the door. I looked at my sister, not sure what plans she really had for the night. She grabbed my hand and pulled me after her to a bedroom. Once there she started to explain what was really going on while she unbuttoned her blouse.

I didn’t really hear anything my sister said as her blouse opened and I was treated to a look at her luscious body. She continued to talk as she unhooked her bra and slipped it off her shoulders, revealing her pert breasts with their conical nipples.

Drawn like an iron rod to a magnet, I walked over and cupped her breasts. That quieted her speech. She placed her hand on my face and I looked in her eyes as she drew me to her mouth. We kissed, but for how long I could not tell you. I only know that when we broke the kiss, we were sitting down on the bed and I still held her breasts in my hands.

She pulled my shirt up and I had to let go as she lifted it off my body. But this time when we kissed it was in an embrace and I could feel her hard nipples pushing against my chest. We fell over as she pushed me onto my back and straddled my legs. 

She worked my belt and pants open and then pulled them down my legs as she slipped off the edge of the bed. With two quick yanks she had my sneakers across the room followed just as quickly by my socks. Now I was only wearing briefs that did nothing to hide my desire for her.

Dancing, almost, she wriggled her own pants down her lovely legs, stepping out of them once they were on the floor. I stood back up facing her, each of us in just our underpants. We reached for each other at the same time and laughed at our eagerness. 

She surprised me though when she reached into my briefs and took me in her hand. She slipped through my arms and slid down my body, pulling my underwear down with her free hand.

When I felt her warm, wet mouth engulf me I gasped at the pleasure it sent through my body. She made loud slurping sounds with each bob of her head away from me. She cradled my balls with her hand as I looked down through the haze that misted over my eyes. I saw her cheeks draw in as she sucked. Her lips went all the way to the base of my shaft and she swallowed. All this together was my undoing. Before I could warn her I erupted down her throat. My legs lost their feeling from my hips down and I was afraid I was going to collapse on top of her.

Instead, she pushed me back onto the bed again and stood up wriggling out of her panties as she went. My eyes widened at her new look – she had shaven all her pubic hair away except for a small patch trimmed in the shape of a heart. She asked me if I liked it. I told her to get closer and I’d let her know.

My sister told me to crawl up the bed to the top. I always do whatever my sister asks. She followed me; her beautiful naked body had my rapt attention as she crawled over me and positioned her neatly trimmed pussy close to my face. She had cut her pubic hair into a perfectly shaped heart whose point rested the width of two fingers above the hood of her clit. I could see the damp line where her lips met.

I tilted my head and took a deep breath; she’d used vanilla scented cologne that mixed perfectly with her own natural musk. Gently, I pressed my mouth to her and sucked in her right lip. This got a gasp from her as I slid my tongue along the outside. She tasted clean and tart. As I went back the other direction, my upper lip picked-up the moisture she was generating.

When I did the same to her other side, with my tongue in between her lips, I got a whispered yes from her. Now the whole outside of my mouth was damp from her first juices. I took another deep breath. I could smell her on myself and knew I would be able to dream of her fragrance and her flavor for days to come. She asked me not to stop.

Being a quick learner, I continued to taste her, running my mouth and tongue back and forth along the length of her slit and bumping into her emerging clit. Each time I ran into her little nub, she let me know that I was doing exactly what she wanted. Not wanting to ignore any part of her anatomy that needed attention, I started to suck on her little sensitive button with each bump. Her lips deepened in color as they swelled from the pressure and friction I was applying. They seemed to purse in readiness as I lavished them with kisses and licks. The smack of my lips against hers and the wet tendrils that broke across my mouth made my raging hard-on ache for her.

When I decided to concentrate on her hard little clit and scrub it with my tongue, her legs began to shake.

I grasped her butt with both hands, holding her upright and against my mouth so I could continue to enjoy her oozing nectar. My face was getting slick with her juices and I reveled in the responses I was invoking with my attention. I let my hands wander over her body as far as I could reach, from the tips of her toes to her butt and around the front to her nipples, which were hard as little rocks. She held onto each side of my head, trying to keep her balance.

As I continued my ministrations, her inner lips began to blossom and I eagerly sucked on them as well. I found her tight entrance and tried to push my tongue inside, but I made little progress. So I ran my tongue from her little hole to her clit pressing as deeply as I could, my nose plowing the path ahead. Each time I tried to stick my tongue into her she pushed against me as though she was helping. I didn’t want her to miss out on any sensations, so I substituted my middle finger and felt her bounce against my palm with a strangled yelp.

Now she took over the rhythm and grunted as she pushed harder and faster on my finger. All I could do with my mouth was stick my tongue out and flick her clit as she went by. It seemed to be helping because her voice was getting louder with each bounce. 

Finally I grabbed her clit in my mouth and pressed down with my lips, then held on as best as I could, lashing her with my tongue and holding her butt hard against me. By now she was yelling yes so loud I was sure that people in the neighboring apartments would hear her and think someone was being hurt. But I held on, I would not let go until she told me to, not until she was satisfied.

Suddenly she stopped moving and I let her swollen clit pop out of my mouth as I looked up at her. I didn’t expect her to smack me in the face with her pussy, but she did, almost hard enough to knock me over. I let go of her in surprise and she fell over backwards, her butt on my chest and bounced several times before going limp. Considering the force that she banged into me with, I was worried that she might be hurt.

I wriggled into a sitting position so I could see her face. She was smiling. Somehow she pushed herself further down the bed, straightening her legs on the way. 

She hopped up and grabbed my hand, telling me we had to get washed up and go if we were going to the party. We stumbled into the shower and my sister handed a bar of soap to me. Without any hesitation, I started to rub it all over her. She looked over her shoulder at me in surprise as I reached her breast, then smiled.

We were supposed to hurry with washing so we could go to a party. But rubbing soap all over my sister’s naked body was making us both think the party could wait.

Even though we had just given each other orgasmic delights, her nipples were betraying her continuing desire. She ran her hands over mine as I massaged her breasts and then reached behind her to grab my stiff manhood. I followed her to her butt with the soap, making sure I covered every bit of both sides and the valley that ran between. Her touch was light and teasing, but it was getting me too close to enjoy her body as long as I wanted. I took her hands in mine and moved them back around to her pussy.

Working slowly, I transferred the bar of soap to her hands and then pushed them up and down the open flower of her lips. She tilted her head back and we kissed, moving our tongues in time to the movement of our hands. Pushing back against me, my sister moved her hips up and down, my shaft sliding in the valley between her cheeks. Water pelted over my back and ran down her chest, twin waterfalls leaping over her nipples. 

The soap slipped out of her hand and hit the floor with a crash, but we continued our slow dance of lust. Our fingers intertwined and moved between her folds, touching and caressing her most sensitive flesh. 

Her legs began to shake and she pulled my hands away.

She told me to stoop down just a little, which of course, I did, eager to find out what new pleasure she had in mind.

Reaching between her legs, she took hold of me and pushed back against my stomach. Then she told me I could stand up again. I was only able to get about half way back to upright position. But the feeling was exquisite. 

Her open pussy rested against my shaft and she played with the head using just her fingertips. It was delightful torture. I had to grab her hips to maintain my posture.

As I started to pull back a little, she took most of my length in her grip and started her own movement. She used her soapy slit to scrub my cock and her hands to toy with my balls and shaft.

When she tightened her grip on me I let out a yell of my own, erupting in her hand and pushing her against the wall as I fell forward.

My knees did not want to keep working and I did not want to keep pressing my sister into the shower wall. I slid down to the floor as she laughed. She took a washcloth to clean her hands and then rinsed herself quickly. 

Mercy was evidently not on the menu for the night as I was pulled from the shower and told to get dressed. I was weak, but I still would do anything my sister asked. My sister pulled out a slinky black dress and slipped it over her head. It had spaghetti straps and only came down just past her butt. I couldn’t get dressed as fast and had to carry my shoes to the car.

I wondered what was so important about the party. I was looking forward to after the party – figuring that should be enough time for us to recharge our bodies.

My sister drove me to a party in a ritzy neighborhood. I grew up in what I had thought was a big house with my own bedroom and a room where I raised tropical fish. But this place made my home look small. Their huge driveway was filled with cars parked three wide. We still had to park at the curb behind a line of other cars and were still in front of their property.

At the door, a short blond with a pageboy hairstyle met us. She was wearing a little blue shift and no shoes. My sister’s greeting was similar to the one she had given her apartment-lending friend. When she introduced me, I was surprised by the same kind of kiss. We were told we had to take our shoes and socks off, and the guys had to take their shirt off as well. I thought I might enjoy the party after all.

Inside there was a large living room filled with a crowd of people. As we were told, no one had shoes on, dancers or sitters, and none of the guys were wearing shirts. What made me stop and stare was that there were also a number of girls without shirts. Most of them seemed to be dancing, their bare breasts swaying and jiggling while they laughed and talked. There were a few girls sitting on guys laps kissing and fondling. Two girls were necking with each other also.

I’d never even imagined a scene like this. My sister had to pull on me to get my legs in motion.

We ended up in the kitchen. I was completely oblivious to anyone my sister might have been introduced me to on the way. Once there though, I was introduced to a girl with long black hair wearing only a matching black thong. I’m sure my sister told me, but I have no idea what her name was. She had the darkest nipples, almost a charcoal grey, and the most perfect all-over tan.

She stepped up to me, took my face in her hands and kissed me, pushing her tongue into my mouth. Without a doubt, I must have turned beet red. She broke away laughing and I looked at my sister for an explanation. My sister just stood there tittering with a couple of beers in her hands. The other girl took one and my sister offered me the other. I shook my head; one of us would need to be sober later when we drove home. There was no need to get me drunk to take advantage of me.

Two other guys came into the kitchen butt naked and talked the pretty girl into going back outside with them. My sister grabbed my hand and we followed them.

Outside there was a pool and a huge motel sized hot tub. There were maybe four or five people around the pool. The trio we followed headed for the bubbling waters of the hot tub. The guys slipped down into the water first and the girl slipped out of her thong. When she turned to get into the tub between them I saw her pussy. It was hairless but still the same color as her nipples. There seemed to be a whole world of new sights opening up to me.

My sister slipped out of her dress, tossing it aside and told me to hurry. I was stunned. Everyone around me was naked, including my sister. I fumbled, getting out of my pants and underpants, afraid that if I took too long one of those guys would try to reach out and grab her and I’d have to hurt them. I nearly jumped into the tub next to the one girl I wasn’t prepared to share.

I needn’t have worried. As soon as my butt hit the seat, my sister slid onto my lap and pulled my hands to her breasts. The three across from us offered boisterous encouragements as my sister reached between our legs and groped around for my cock.

Sitting naked in a hot tub with three other people and my sister sitting on my lap was the last thing I expected to be doing on a Friday night. The smell of beer and chlorine was buffered only by the sweet vanilla fragrance that was all my beautiful sibling was wearing.

Angling her butt against my stomach, she reached for my hard-on, pushing her breasts into my hands. I could feel her nipples between my fingers as I tried to help her keep her balance.

She finally grasped my manhood and stopped wriggling. As soon as she did, she reached a hand back to my head and turned her mouth to mine. I know the others could see our tongues as we tried to match our lips and failed. That did not stop us from trying. Between her tongue flicking across my lips and her hand playing with the tip of my cock, I was in a watery heaven.

When we stopped trying to kiss, I looked across the tub. The girl was succeeding where we had failed. Her mouth was pressed tightly to one guy, their jaws working, while the other was licking a breast. His pink tongue stood out against her dark nipple and his hand was below the bubbling water. Both of her hands were under water too, and by the look of the reactions, she was stroking both of the guys to their immense satisfaction.

This was better than a porn movie. My sister casually played with me as I caressed her breasts and we watched the show being put on in front of us.

The kisser started to stand, pulling the girl up with him until she was sitting on the edge of the tub. The other guy moved with them as she continued to stroke his hard cock. But as she lay back, she pulled him to her mouth and ran her tongue around his swollen head. 

The first guy had to break their kiss as she’d lain down, so he slipped down her body, transferring his kissing skills right where she wanted him, between her legs. In moments she had him locked to her pussy, legs crossed behind his head. 

The second guy positioned himself with one leg still in the tub and moved her head so it was dangling over the edge. She continued to suck on his cock with him pumping in and out of her mouth. She must have been torturing him because the way he had his face screwed tight he must have been feeling simultaneous pleasure and pain.

The first guy came up for air and reached over and smacked the other guy on the leg. Like it had been rehearsed many times, they swapped positions so fast, they deprived the girl of their stimulation for no more than a second or two. The only difference was the guy at her pussy was pushing his cock into her. For her part, she synchronized her own leg and mouth movement like the act was well practiced.

The guys pulled her off the edge of the tub and into the water. Her legs locked around one and her arms locked around the other, and their hands holding onto her, she floated between their two poles. They were so close to us now; we could reach out and touch them, which is exactly what my sister did.


The Chaperone



1.



"For our next item on the record, we will discuss this year's prom."

The Centralville High School's Auditorium was half full with teachers, administrators, members of the Student Council, and other parents. Standing behind a podium onstage was Mrs. Martha Crumb. As the Chairperson of the Teacher/Parent Committee, Martha was sixty years old, primly dressed, and very proper. She had been the Chairperson for over twenty years despite the fact that she was neither a teacher nor a parent. Her long-standing reputation for her moral agenda made her a well-respected member of the community.

"The prom this year," Martha continued, "will be at..." Martha looked to her left onstage where the three students of the Student Council sat at a table.

The Student President Tad Hamilton looked to the Student Vice-President Suzie Stewart. Suzie looked to Tommy McFarlane, student body Secretary. At 18, Tommy was small for his age and more than a little awkward. He nervously shuffled through the papers before him.

"Er, ah..." Tommy stammered. "The Lindley Grand Hotel."

Martha gave Tommy an impatient stare, then returned her attention to the audience. "The Lindley Grand Hotel. It's a very large and accommodating banquet hall that should provide a wonderful experience."

"I certainly hope you'll be doing everything possible not to have a repeat incident of last year," a woman's voice called out from the audience.

"Pardon me?" Martha Crumb quizzically responded.

Darlene McFarlane stood up in the front row of the audience. At 43, Darlene was a very beautiful woman and quite aware of it. Her 5'6" figure was well toned and voluptuous, with long legs and full perfect 36C breasts – very much a topic of neighborhood speculation that she had them done for her 40th as a gift to herself after her recent divorce. Her honey blonde highlighted hair came down her shoulders, framing a beautiful face accented by green eyes and cosmetically luscious lips. She was wearing a tight white cotton T-shirt that her full cleavage stretched against and made the outline of her white satin bra obvious. The faded low-rise jeans she had on clung to her figure and showed off her tanned, firm midriff. The mini-platform heeled white designer sneakers she wore completed her outfit.

"I'm speaking of the incident at the prom last year," Darlene purposely strode forward to the center of the stage and stood next to Martha behind the podium. "I'm sure I don't have to remind all of you what happened when that drunken lout of a baseball coach was nominated as a chaperone and proceeded to get drunk and got sick all over the dance floor. "

Martha politely smiled at Darlene, and then addressed the audience. "Yes, that was an unfortunate situation due largely to the fact that I was unable to chaperone that prom. The very first one I have missed, ever. Which I can assure will not happen this year. Especially since I will be there as a chaperone as well as Principal Felders."

Darlene addressed the audience herself. "Speaking as a parent that will be having a child at the prom this year, I feel it's important that a parent should also be there as a chaperone, too."

Martha kept her calm while smiling at Darlene who was proudly posing behind the podium. We appreciate your concern, but this is a matter that is usually decided by the Teacher/Parent committee."

Darlene put her hands on her hips and self-importantly took a step toward Martha. "Well, I am a parent and a voting member of this committee. Not to mention my son is on the Student Council."

Tommy groaned silently as his mother pointed him out on stage sitting at the Student Council table. As Martha and Darlene began a debate, Student President Tad Hamilton leaned over at Tommy.

"Holy cow, McFarlane," Tad grinned at him. "That MILF is your mom?"

"C'mon, Tad," Tommy pleaded. "Be cool."

"Yes, that's his mom," Student Vice-President Suzie Stewart rolled her eyes. "Honestly, Tad, are you even forgetting I'm sitting here?"

"Of course not, baby," Tad smooth talked her. "Just letting McFarlane there know he's got a hot mom."

Suzie glared at Darlene now in a semi-heated debate with Martha Crumb onstage. "I don't think she's so hot."

Standing at the podium, Martha was doing her best to remain cordial. "Now, Mrs. McFarlane – "

"It's Ms. McFarlane," Darlene snipped with her correction.

Martha kept her poise, but her smile tightened with impatience. "Ms. McFarlane," she continued. "As Chairperson of this Teacher/Parent Committee, I can assure you your request will be considered – "

"I want it to be more than just considered," Darlene turned her attention to the audience. "I insist on a motion to nominate myself as the parent to be one of this year's chaperones for the prom!"

Tommy squirmed in his seat as Suzie turned her glare at him while Tad grinned over her shoulder and gave him a 'thumbs-up'.



2.



"Hey, Tommy-boy! How's the boy secretary business!?"

The halls of Centralville High School were filled with students after the end of day bell rang and excited teens rushed out of the classrooms. All along the hallways were banners announcing the prom at the end of the week.

Tommy McFarlane was walking down the administration hallway when he heard the laughter and knew who it was before he even turned around. Standing behind him were Jake, Nick, and Darin. The bigger and more confident boys' smiles were full of bullying sarcasm.

"Oh, hey guys," Tommy shrugged. "Um, things are ok –"

Jake, the obvious leader of the bunch, laughed again. "Hey, we were kidding. None of us care that you're the Secretary of the Student Council."

"Talk about lame," Nick said.

"And a complete goof," Darin added.

"Ah, they're just kidding," Jake good-naturedly gave Tommy a little shove. "We just want to know since mean old Martha Crumb got the Coach kicked off her prom squad what else is she going to do to ruin prom this year?"

"Well, I'm not sure if anything has been..," Tommy began to explain.

"Obviously this decision will benefit everyone," Darlene McFarlane said as she stepped out of the administrative office and into the hallway. She had on tight beige knit top with a V-neck that hinted at her cleavage and a short black skirt that showed off her long legs in dark nylons. The thick heels of her almost-to-the-knee black boots clacked loudly as she stepped into the hallway. Her blonde highlighted hair was pulled back in a high ponytail.

Following behind her was Principal Felders, who seemed to be doing his best not to look at Darlene's firm derriere. "I couldn't agree more," he said just as Darlene turned around. Principal Felders quickly averted his gaze. Darlene gave no indication of noticing.

"It just isn't enough to have yourself and Marsha Crumb there, you see," Darlene continued. "This way, there will be more of a parental perspective of the evening."

Upon hearing his mom's voice in the hallway, Tommy cringed and hunched his shoulders away in the other direction from where she stood . The other boys standing around Tommy could see and hear Darlene as her looks and fashion clearly made her stand out among the other students in the hall. 

"Would you guys get a load of her," Jake said as Darlene and Principal Felders walked off in the other direction. "Someone tell me she's going to be a new teacher."

"Check out the rack on her," Darin exclaimed.

"She's hotter than any girl on campus," Nick observed.

"What do you think of her, Tommy-boy?" Jake asked.

"Uhhh..." Tommy glanced over his shoulder to look down the hallway. "She has really big boobs."

The other boys laughed and Jake gave Tommy a playful punch in the shoulder. "Nice! We were beginning to think you didn't even notice girls!"

Tommy timidly laughed along with the other boys. Just then, Tad Hamilton and Suzie Stewart walked out of the administrative office. With his arm around Suzie, Tad gave Tommy a grin and a 'thumbs-up'.

"Way to go, McFarlane," Tad said with a smile. "The 'new' chaperone should be a great addition."

"Tad!" Suzie hissed and slapped his arm. She cast a glare over her shoulder at Tommy as she and Tad walked away down the hall.

Jake looked at Tommy after the couple passed. "What'd that tool Hamilton mean by that?"

Tommy gulped trying to think of a response.



3.

"Mom, you've got to be kidding me!"

Tommy burst through the front door of the McFarlane family home. The interior of the house was large and expensively decorated. Tommy hurried through the foyer and dropped his schoolbooks on the dining room table. He went into the kitchen, but found it empty. He turned and went back through the foyer, then made his way up the large, curving staircase.

"Mom!" Tommy called out again.

"Young man, stop that shouting this instant", Darlene's voice carried though the closed door of her bedroom. "I will be out in a minute."

Tommy sullenly leaned against the wall near his mother's bedroom door. He remained there for almost five minutes before the bedroom door finally opened and Darlene stepped out. She had on a tight white tank top that her powder-blue bra showed through and that also matched the color of her tight powder-blue sweatpants that hung low on her hips and showed off her tan midriff. Her running shoes perfectly matched her outfit. She still had her hair pulled into a high ponytail.

"Now just what is all of this shouting about?" Darlene didn't even glance at Tommy as she brushed by him and continued for the stairs. As Darlene passed by, Tommy found himself noticing how her lowrise sweatpants fit her rear perfectly. It took a moment for Tommy to snap himself together and follow after his mother down the stairs.

"You can't go to the prom," Tommy said. " It's so not fair."

"Just what are you talking about, sweetie?" Darlene didn't even look over her shoulder as she continued down the stairs. 

"It's just that some of the guys don't think I'm cool," Tommy replied. "The prom's like my last chance for them to think that I am."

Darlene reached the bottom of the stairs and promptly turned around. Tommy was following behind her so closely that he bumped into her. He could feel the fullness of his mother's firm breasts against his chest as they collided. For a moment the two of them were awkwardly stepping around each other and away from the stairs while Darlene showed obvious impatience with her son's klutzy maneuvers. "It's already been decided that I'll be one of the chaperones," Darlene declared. "And besides, sweetie, what better reason for me to be there than to keep these boys from teasing you?"

"No one else's mom is gonna be there," Tommy pleaded.

"And that's why you should be proud that you have the one mother who cares," Darlene conceitedly countered, putting her hands on her hips. She frowned at her son moping by the stairs. "Oh, just get that look off your face. It won't be that bad."

"But – " Tommy began.

"No 'buts'," Darlene dismissed as she turned and leaned over to pick up her keys and purse. Tommy couldn't help but notice how his mother's sweatpants slid a little lower on her curvaceous hips. Darlene straightened up and turned around. "Now I have to get to yoga class and then I'll be out shopping for a dress, so you'll have to fix yourself dinner."

"Aw jeez, Mom," Tommy whined.

"Don't 'aw jeez Mom' me, young man," Darlene said. "I think you should be worrying less about me being at your prom and be thinking more about having a nice time with your date."

Tommy looked down at his shoes. "I don't have a date yet."

"I knew that," Darlene's sympathetic tone lasted a moment before her smile beamed with self-satisfied pride. "That's why I've arranged for Glenda Winkle's daughter to be your date."

"You mean Wendy Winkle?" Tommy groaned. "Mom, she's like the dorkiest girl in school."

"I'm sure the two of you will have lots to talk about," Darlene was back to checking herself in the mirror. "The phone number is on the counter and her mother is expecting your call." Without another word or waiting for Tommy's response, Darlene walked out the front door.

Tommy breathed a frustrated sigh and walked over to the counter where a note lay next to the phone. He picked up the receiver and began dialing. "Um...hello, Mrs. Winkle?" Tommy did his best to keep his voice from cracking. "Hi...yes, this is Tommy McFarlane. May I speak to your daughter Wendy?

4.

The ballroom of the Lindley Grand Hotel was a spectacular sight for the prom. Male and female students were dressed up for the occasion. Some sat at the numerous large circular tables enjoying their dinners. Other couples were on the large dance floor on the other side of the ballroom where a DJ had his booth set up. Next to the dance floor was a stage with a banner overhead proclaiming a "Happy Prom!"

Martha Crumb was standing on the stage, observing the crowd. She wore a long black high collared dress. Standing next to her was Principal Felders in a suit. Martha glanced over to the Principal. "Nice group of young gentlemen and ladies, don't you agree, Principal Felders?"

"Why, yes, Mrs. Crumb," Principal Felders nodded. "A fine group indeed."

Martha checked her watch then looked over the ballroom. "The prom's been going on for over an hour. I haven't seen our other chaperone. Has she even arrived yet?"

"I haven't seen her." Principal Felders replied.

Martha made no effort to hide her dislike. "How typical. This woman makes such a big fuss to be a chaperone and then doesn't even bother to show up. "

Just then, Darlene McFarlane walked through the grand entrance to the ballroom. She was wearing a floor-length pink halter dress. The clinging material hugged her curvaceous figure. The lowcut design of the bustier front uplifted her full breasts and exposed an ample amount of cleavage that left little doubt she wasn't wearing a bra. A slit up one side of the dress revealed Darlene's lean legs that were enhanced in shimmering pink nylons. The four-inch, pink strappy platform heels she had on matched her dress perfectly. Her blonde highlighted hair was elegantly coifed in an upswept style with high curling ringlets. A few blonde locks hung down around her face made up perfect with dark, smoky mascara shading her eyes and a high pink gloss that enhanced her lips lusciously.

Darlene smiled to herself as she crossed through the ballroom. She could sense the stares from everyone around her. She was never more confident when she was feeling and looking her best and knew she was generating such attention. She crossed through the ballroom with poise and grace. And while she clearly took pride in it, Darlene acted as if the attention completely disinterested her.

On the stage, Martha Crumb frowned as she watched Darlene's entrance garner the woman with so much attention. "Unbelievable," Martha grumbled to Principal Felders. "She seems to think she's attending the prom, instead of chaperoning it. Do you see what she's wearing?"

"Yes, that's some dress," Principal Felders replied as he stared at Darlene's cleavage while she carefully lifted the long hem of the dress just above her heels so she could made her way up the stairs to the stage.

On the other side of the ballroom, Tommy watched his mother's entrance from where he sat at one of the tables with his date, Wendy Winkle. Wendy was a skinny girl with big glasses and braces. While she was looking down and counting the peas on her plate, Tommy nervously tugged at the tie of his rented tuxedo as he watched Darlene step up onto the stage.

"My mother is coming to pick me up at ten," Wendy said to Tommy.

"I know, Wendy," Tommy replied. "That's about the tenth time you told me." He glanced across the ballroom to one of the other tables.

Jake, Nick, and Darin were sitting at a table near the back of the ballroom, but even from there, they could still see Darlene make her entrance and take the steps to the stage. Even though they didn't have dates, the boys were still dressed in tuxedos. "Look at that, fellas," Jake said. "There's that hottie from the hallway. And she's at our prom!"

"Damn, she looks even finer!" Darin exclaimed.

"She's hotter than any girl here," Nick added.

"Let me tell you something," Jake grinned at the other two. "Looking at her is giving me some ideas."

Upon the stage, Darlene smiled as she approached Martha Crumb and Principal Felders. "Hello everyone," she said. "You'll just have to forgive me for being a bit late. It took me a little longer than I planned to get ready." She turned to look out onto the prom. "Is everyone having a good time?"

While looking away, Darlene didn't notice the way Martha disapprovingly looked Darlene over in her clinging, low cut halter dress. "Yes, you've obviously decided to dress in rather sensational manner," Martha barely kept the condescension from her voice, but with her attention elsewhere, Darlene didn't notice. "You really shouldn't have gone to such lengths."

Darlene turned back to smile at both Martha and Principal Felders. "Oh, thank you," Darlene responded with a slight little pose. "It's an original Herve Ledger design. I just loved it the moment I put it on and had to have it. And you would not believe how difficult it was to find a pair of heels that matched."

"You look simply amazing," Principal Felders said, his gaze directed right at Darlene's cleavage that the dress so tantalizingly lifted with what seemed scant support. His obvious stare this time was not lost upon Darlene, who gave him an unpleasant look and turned away from him.

"Well, perhaps we should be on the floor with the other students, shouldn't we?"

Darlene didn't even wait for a response as she walked away and made her way down the steps of the stage.

Martha frowned at Principal Felders. "I certainly hope you can pay attention this evening and not be so obviously distracted, Principal Felders."

The principal sheepishly wiped his brow. "Yes, of course, Mrs. Crumb." He followed the elder woman across the stage and down the steps.

5.

The Centralville High School prom was in full swing. The ballroom was filled with music as now most of the student couples were on the dance floor. The atmosphere was of enjoyment and celebration.

Tommy McFarlane was sitting with his pants up by himself in one of the stalls of the men's bathroom. His date, Wendy Winkle had already left with her mom and now Tommy found himself feeling a little low. He shook his head and was about to stand up when the door to the bathroom banged opened loudly.

"Damn, that new chaperone is hot!" Jake, Nick, and Darin walked into the bathroom. The boys all gathered around the urinals. They all three unzipped and began having a piss. Jake took a flask from his tuxedo jacket pocket and had a hit, then passed it to Nick. "Anybody see how she seems to be kind of flirting with that asshole Class President Tad Hamilton."

"I tried saying 'hi' to her and she walked right by me," Nick took a sip from the flask and passed to Darin.

"Yeah," Darin added and had a drink off the flask. "but did you guys see that when she stands anywhere near a light that dress off hers almost becomes see through?"

All three boys finished at once and flushed. They zipped up and walked back to the sinks. Darin handed the flask back to Jake, who took it from him and had another drink while grinning at his friends. "Well I got something that'll fix her," Jake put the flask away and took out a small bag of red pills. "I was saving these for the after party, but I'm thinking they might do better on our new little chaperone." Jake gave the bag a shake. "High grade ecstasy. The perfect high and I say we get that hot chaperone a taste and see what happens. And I think I know just who we can get to help give it to her."

"Great idea!" Nick and Darin exclaimed at the same time. All three boys laughed loudly and walked out of the bathroom.




The Chaperone



"I've got an important project for you Rebecca," Mrs. Stone said. 

Finally, a real project, Rebecca thought. She had accepted a job as Mrs. Stone's PA after becoming unemployed. The pay was good. The hours were horrible. And Mrs. Stone was very demanding. Most managers didn't expect to work personal assistants like they did in the old day. But, Mrs. Stone did. She wanted coffee. She wanted her dry cleaning picked up. Lunch picked up. And on and on. Rebecca was a college graduate. She made 60K per year at her last job...before she was laid off. She wanted a challenge, not to be some sort of glorified go-for.

"Yes, ma'am," Rebecca said eagerly. She had her blackberry in hand and was ready for something a but more challenging. An actual project. Wow. Maybe she could do some editing or even write an article.

"It's homecoming week," Mrs. Stone said. "And my daughter is going. I don't trust kids these days. You should see what they were showing on 20/20 last week. Anyway...I'm putting her in your hands. I want you to chaperone."

Oh no. No no. "I'm sorry Mrs. Stone, but I already have plans for Friday night. I'm going out of town with my fiancee Mark this weekend."

"Well, you'll just have to cancel." Mrs. Stone said. "Besides, I'll pay a rosy bonus. There are no no's here. You will chaperone. If you don't want to work for me, you can find someone else to do the job, but you will be doing this on Friday night."

Rebecca wanted to tell the old bat to go to hell. To fuck herself. She also knew all about Mrs. Stone's idea of a rosy bonus....ten or twenty dollars. But she needed the job. And the insurance. She swallowed her pride once again. "I-I'll do it."

*************

On Friday night, Rebecca pulled up to the expensive house in her blue Corolla. She felt sorry for Mrs. Stone's daughter. The poor girl going with a chaperone. She could only imagine what it might be like living with a controlling battle ax like Mrs. Stone. She walked up to the expensive house and rang the doorbell.

A few moments later it was opened by a balding man with darting fearful eyes. 

"You must be the chaperone," he said. "Please come in."

Even before Rebecca entered, she could hear the screaming. 

"I will not have a chaperone! You can go to hell!" screamed a shrill voice.

"Yes you will," said Mrs. Stone's familiar voice. "Or you'll be staying here. No game. No parties. And no trouble."

"Fuck you!" 

"You will not use that type of language young lady," Mrs. Stone said.

"Fuck you fuck you fuck you!" she screamed louder. "And fuck your chaperone too."

"You better go." Mr. Stone whispered. "It will just get worse if you keep them waiting."

Rebecca noticed he stayed hidden in the foyer while she walked in to the living room.

"Oh Jesus!" said the young blonde, pointing at her with an accusing finger. "Is that her? Look at her. She's fucking old! What is everyone going to say?"

I'm only 29 Rebecca thought, but kept her mouth shut.

"She's a young thing," Mrs. Stone said. "She's 23 or 24 I think. Anyway, she's going to be your chaperone and that's final."

"I'm eighteen mom!" the young girl said. "I don't need a fucking babysitter!"

"Yes you do. Just tell people she's your cousin from the East Coast," Sharon suggested.

"And she just happened to want to go to a dance," the young girl said. "Without wearing a party dress...she'll look like a retard. And I'll look like someone who hangs out with retards!"

Mrs. Stone cast Rebecca an accusing glance. "I told you it was a party. Where is your dress?"

Rebecca shrugged her shoulders. "I did dress." And truly she did. It was suitable for the sort of occasions she would go to.

The young girl seized her her weakness. "She can't go like that mom. She can't. She looks like an old bag. An old office bag."

Mrs. Stone looked from one to the other. Then back to the one who didn't fight back. She took out $100 from her purse and handed it to Rebecca. "Make it happen." she said.

Gwen snatched the bill from her fingers. "$100?" she demanded. "What the fuck can she buy for $100 mom? Your purse costs 5 times that."

"Never mind my purse young lady," Mrs. Stone said. "Digging into her purse she fished out 3 more bills."

Gwen shook her head and kept out her hand until it was joined by two more fifties. 

"Okay," Gwen said. "That'll have to do. And I guess you will to." Rebecca glanced up and down the young PA, and then she put the money that was destined for Rebecca in her tiny Coach purse and walked outside.

"And you," Mrs. Stone said to Rebecca. "You better make sure nothing happens tonight as far as my daughter is concerned. Or being fired will be the least of your worries." She went outside to meet Gwen, who was now on the phone.

"....I heard about your troubles. Listen, you will not believe what my mom has done. It's horrible, I'll tell you all about it when we get there. Yes, we. I've not only got you a date, but I've got money for anything you might need. Are you up for it? Yes, she's pretty. We'll swing by and pick you up. And we'll be early. I owe you a big one. But I think you'll like this in the end. Ciao."

Gwen put the phone in her purse and then tossed Rebecca her keys. "We are not driving that piece of shit." she said.

Rebecca took the keys. Her car wasn't a piece of shit. It was a perfectly serviceable vehicle. Sure it wasn't nice like Gwen's car, but Rebecca didn't have Gwen's rich mom to rely on either. 

"I'm not sure about this date business I heard you talking ab out on the phone," Rebecca said. "I'm supposed to be your chaparone, not your friend."

"Look," Gwen said. "You can forget all about ruining my homecoming night. I mean forget it bitch....I will fuck you so bad you want be able to walk for a week. Now, you are going to be my cousin from Boston. And I'm setting you up on a date."

"I can't go with a date," Rebecca said. "See - I'm engaged."

"Sush," Gwen said. "Everything is under control. It won't be anything like that. I've got you a girl date to hang out with. Now give me that ring."

"Well...." Rebecca said. "I guess that will have to do." It wasn't a real date at all. Just someone to hang out with. And it was a girl, so she wouldn't get the wrong idea. Actually, things were looking up. But the ring. No, she couldn't just hand it over. Not to someone so irresponsible and crude. She took it off and put it in her purse. They picked up Gwen friend, Lisa and then went to the mall to shop for homecoming dresses for Lisa and Rebecca. Gwen ushered the two girls into a dressing room, and said. "Go ahead and get undressed, I'll bring over some gowns for you to try on."

"I'd rather look for myself if you don't mind," Rebecca said.

"Oh come on," Lisa said, already shrugging out of her shirt and unbuttoning her pants. "It'll be fun!"

It could be fun trying stuff on that she didn't pick out. And she had such a hard time finding things that matched. But, she had a nagging thought that finding a homecoming dress for a 29 year old might be much different than finding one for an 18 year old. Soon she had shed her clothes and stood in her panties and bra.

Lisa, however, was completely naked. It made Rebecca feel a little uncomfortable being cooped up with such a very young and naked girl in the small confines of the dressing room only designed for one person.

"What are you doing?" Lisa asked. "You can't wear a party dress with bra straps and panty lines. Everyone knows that."

Apparently everyone didn't know that. Rebecca had worn a strapless bra and panties for her homecoming game. 

"Are you shy or something?" Lisa asked, and she was already behind Rebecca undoing the clasp of her bra. "It's okay. Don't be afraid, I won't laugh."

"I'm not afraid of..." Rebeccca began and then her bra was off.

"Awww...they're so cute," Lisa said. "See, I told you there was nothing to be afraid of. Anyway, I always feel like mine are in the way...and it makes me feel weird when it's all the boys can seem to look at."

Rebecca's cheeks bloomed a rosy red. This was exactly the sort of reaction she had feared the most. She hated being simply cute. It brought back all her terrible memories from highschool. Being judged by boys...and girls. She couldn't help her size. And worse, now she was 29 and here was this eighteen year old. Already more developed. And patronizing her because of her cup size. She moved her hands up to hide them.

But left herself more exposed down below, the precocious girl had hold of her panties and was pulling them down!

"Wow!" Lisa said, her hand lingering on Rebecca's abdomen. "I'd kill for your stomach. How do you do it?"

Rebecca wasn't only lean up top, but lean in the middle and narrow of hip. She had always been proud of her figure in that respect.

"I work out some," she said, but the truth was she was that way naturally.

"I like your butt too," Lisa said her hands moving over Rebecca's tight buns.

Why did the infernal girl need to touch every part of her. She was so touchy touchy that Rebecca was becoming uncomfortable. She wished Lisa would hurry back. What was taking so long?

"Do you think I'm pretty?" Lisa asked.

Rebecca looked at the young girl jealously. She had full breasts that managed to defy gravity. Her stomach wasn't lean, yet she managed to be round in all the right places. And her skin was soft and smooth the way only an eighteen year old's could be.

"Yes." Rebecca admitted.

"Do you really think so?" Lisa asked, moving even closer. So close her nipples grazed Rebecca's.

"Yes." Rebecca said backing into the corner. She could go no futher and Lisa didn't seem in any hurry to move away. Thankfully, Gwen came back and tossed Lisa a gown. And one for you too," she said, tossing another Rebecca's way. "Hurry up girls, we don't have all day."

"Help me with this," Lisa said, handing her gown to Rebecca.

The young girl wasn't much help for dressing herself, Rebecca thought. She had to kneel down to get her to step into the sheer fabric. And the more of her she got into the gown, the more it became clear this gown wouldn't do at all. It was much too tight. She had to practically stuff her in it and touch more parts of her than she would have liked.

"Hot or not?" Lisa asked.

"It's too tight," Rebecca said. "If you move the wrong way, you'll bust out."

"So, it's too hot?" Lisa asked. 

"Yes." Rebecca said. 

"One size up," Lisa told Gwen. "Now let's try yours." Taking hold of Rebecca's gown.

"I can manage." Rebecca said. 

"Stop being a pussy and let her help you," Gwen said, taking Lisa's gown out to find another. She also took more than the older woman bargained for, taking her discarded clothes and her purse.

Rebecca was way too concerned with the way Lisa was handling her. Forcing her into the too tight gown.

"It's way too tight." Rebecca gasped.

"Suck it in." Lisa said. "I've almost got it."

And there she was breast to breast, body to body, with this young eighteen year old girl. Hands with a firm grip on her ass. Trying to wedge her in gown much too small. But she got her in it. Shoe horned her right in. Touched her in more places than she cared to remember. But there she was, in front of the mirror. The bottom of her thighs bulging from the gown, already small breasts turned from peaches to grapes.

"God you look ridiculous." Gwen said from the door. "I'll be back with another. Here Lisa. Try this."

Gwen tossed in a new gown and two pairs of heels. Rebecca helped Lisa dress again. The result was much improved. This gown was much better than the last. It was green, but the only problem was the girls breasts. They hung full in the gown and every ridge and bump of the girls half-dollar sized nipples were on display.

"What do you think?" Lisa said.

"It's pretty," Rebecca said, but still her eyes were drawn to the girl's breasts. "But maybe a little too revealing without some sort of padding."

"I like it." Lisa said with finality. "I like the way you look at me when I'm in it."

But it wasn't the way Rebecca was looking at her that she should be worried about. It was how boys would look at her - with hungry eyes and lustful thoughts.

"Nice," said Lisa from the door tossing Lisa a white bit of cloth. "Here, try this one on Becky."

"Wow, this is nice fabric." Lisa said. "Let's get you in it."

"There isn't much to get into," Rebecca noted. Thankfully, that meant that it was easy enough to put on and she didn't have to be handled by the overly touchy Lisa.

When she looked in the mirror, it was clear this dress wouldn't do at all. First of all, it was white and thin. It was more babydoll than gown. There was a circular gold clasp that held it together above her chest. However, her shoulder and back were exposed. And so was the better part of her thighs. And the fabric Lisa liked so much. Were it touched her, it molded itself to her. Small cone shaped breasts and hard nipples were displayed. So short. One false move while sitting, and God, she didn't want to think about it.

"It's beautiful," Lisa said.

"I can't wear this...besides it's too much," Rebecca said after taking one look at the price tag. Way too much. 

And it wasn't just the price that concerned her, but on her it looked practically obscene. She told Lisa so. "I can't go in this. It's indecent."

"Really?" Gwen said, listening from the door. "Don't tell me what you will and won't do. That's exactly what you are wearing. Let's go."

"No way," Rebecca said. "Give me my clothes and I'll pick something out myself."

Then she noticed her clothes were gone. Where were they? What had been done? She began to panic. Panic turned to terror when Gwen pinched the hem of her gown and pulled her out of the dressing room.

"Come on Becky," Gwen said. "Or do you want to show all these people that cute little pussy."

"Stop it Gwen. I'm not playing." Rebecca said stumbling along after. "Let me go."

And the further she was drawn from the security of the dressing room, the more imperative it became to keep up with Gwen - pulling her along by the hem of her skirt. Leading her like a dog or some sort of errant child. It was embarrassing. Humiliating. She could feel the silky fabric tickling the swell of her bottom. Good Lord. Forced to walk along obediently in her high heel shoes. Forced towards the door.

"Wait," Rebecca said, with increasing panic. "We haven't paid."

"We aren't going to pay." Gwen said.

"No. Where are my clothes? Where is my pocket book?" 

"In the trunk with Lisa's," Gwen said. "Now keep up and keep quiet, or you'll show off that little pussy."

"This is serious," Rebecca said. "Gwen. Stop right now."

But she didn't. She just laughed and kept pulling her by the hem. Pulled her out the door and to the car. 

"Hurry up," Lisa said, urging Rebecca in the car. "Let's get out of here."

And then Rebecca was in the car. In a stolen dress and pumps. Good Lord! Some job she was doing of being a chaperone. She resolved to do better. To not let herself be compromised again.

"Gwen," Rebecca said. "Stop the car right now. We are calling your mother."

"Relax," Lisa said. "Aren't you looking forward to tonight? Besides we couldn't have afforded these dresses. And yours is so hot."

The touchy girl again. Rebecca felt sorry for her naiveness but not for her touchiness. Her hands touched her dress and even her body where she didn't want to be touched.

"But it's wrong to steal- stop that," she took hold of her hem and covered her crotch where Lisa had accidentally exposed her. 

"Sorry," Lisa said. "Did you see the look that man gave you when he saw your bare ass? I thought his eyes were going to bug out of his head."

Rebecca shifted in her seat uncomfortably. She had seen and she shuddered at the thought. But it wasn't her choice. "I didn't show him. Lisa did."

"I was watching from behind," Lisa said and then her hand was on Rebecca's thigh again. Rebecca took hold of her hand to move it down, but the girl's fingers encircled her own and held her fast. "You are so hot."

Rebecca wondered just what was going through Lisa's mind. She didn't want to hurt her feelings, but she didn't like the way she touched her. But she let her hold her hand. It was a better alternative than fending off those groping fingers.

They stopped at the high school and went to the game. It was a cool night and Rebecca was wearing next to nothing. She was cold. And so was Lisa. Gwen was wrapped up in a blanket on the bleacher in front of them with her boyfriend.

"Do you have an extra blanket," Lisa asked Gwen. 

"Give them your coat honey," Gwen told her date. A big blonde boy named Brad, with agray lettermen's jacket. He took it off and handed it back to the girls shivering from cold. They took it gratefully and cuddled inside for warmth. For once Rebecca didn't mind being so close to the young girl. Everything was going well for a change, at least until half-time when Lisa and her date began making out.

"I bet if we did that, we could keep warm." Lisa whispered. 

"I don't think that's a good idea," Rebecca said. 

"Just a little," Lisa said. "Please. I'm so cold. Just tell me if I make you feel weird."

Then she gave Rebecca a peck on the cheek and a reassuring hug. She had been making Rebecca feel weird all night. But this wasn't so bad. It was kind of sweet.

Then she gave her another kiss on the cheek. Then another. Then one on her neck. Then her ear. Rebecca could feel herself begin to get turned on despite the fact she was being kissed by a girl and it scared the devil out of her. She opened her mouth to protest and it was quickly filled by an eager tongue while a hand caressed her breasts and moved between her legs. She finally managed to pull back and gasp for breath.

"That's enough," Rebecca gasped. 

"Was it too much?" Lisa asked. "I'm sorry."

Thankfully, Lisa stopped trying to make out with Rebecca. But the respite was short. Lips touched Rebecca's bare shoulder. And then the nape of her neck. Rebecca tried to ignore the sensations. She should have been able to ignore them. This was a girl. A girl 11 years her junior. But somehow she could feel herself responding. Responding as she did for her fiancee. Getting warm. Getting tingly. Getting wet.

By the end of the game Rebecca had to tell Lisa to stop at least five more times. She had even begun to allow the young girl to nuzzle her neck and kiss her on the lips provided there was no tongue involved. Had even allowed her to touch her wherever she wanted as long as it was through her clothes and not beneath it. It was easier than fighting her off. Besides, there was no where to go. She had no purse. No keys. No suitable clothes. And she wasn't going to give up the warmth of the small coat. And it was now considerable warm inside of its confines. It would have been cruel to have kept it all to herself and left Lisa to fend for herself. However, one thing had become very clear. Lisa liked her. LIKED her in THAT way. The way a boy likes a girl. As they walked back to the car to go to the after party, Rebecca was practically staggering in her heels due to the effects of fending off the young paramore's advances.

"You girls have fun?" Gwen asked in the car. This time her boyfriend Brad road in the passenger seat. "I didn't see you watching the game very much."

"It was nice," Rebecca said, not wanting to go into details. She had observed what was going on under Gwen and Brad's banket. Heard Gwen's gasps of pleasure. Nothing much happened, but once again she hadn't done her job. What if something had happened? However, she had her own hands full with Lisa and the crush she appeared to have on her.

"It was nice, wasn't it Brad," Gwen laughed and so did Brad. 

Soon, the arrived at their destination. A large brick house in with cars all along the street.




The Chaperone



Inside was packed. Despite trying her best not to lose Gwen, the young girl slipped easily into the throng of young drunks in the house.

Want to dance?" Lisa asked. "Want a drink?"

"No," Rebecca said moving through the crowd to find Rebecca. She was looking forward to a chance to ditch the young woman.

"What do you want to do?" Lisa asked. 

"I need to find Gwen." Rebecca said. She was determined to chaperone and she wasn't going to get sidetracked again.

"Why don't you leave Gwen alone. Besides, she has her hands full with Brad," Lisa said, taking Rebecca and pushing her against the wall. "And you have all you need right here."

Then she kissed her again. Her tongue dancing against the older woman's tightly clenched lips. But soon they parted, allowing the young paramore to kiss her as she wished. Lisa's knee moving between slim thighs and against Rebecca's hot sex.

"No," Rebecca said trying to pull away and escape the knee wedged between her thighs.

"What's the problem?" Lisa asked. "Do you have a crush on Gwen or something? I mean because I can feel you like it. With me."

"It isn't that," Rebecca said. She couldn't tell this girl that she was engaged. Couldn't tell her that she was too old for her. Not now. After all this. But the girl was right. She was hot. She could feel her juices on Lisa's soft knee. "I've just go to find her."

Rebecca pushed Lisa away and then fled before something bad happened. A good thing she did to. She found Gwen in the living room dancing. One boy in front of her and one behind her. Humping against her. Brad nowhere to be seen.

"Stop that," Rebecca said, pulling Gwen from between the two boys. "I swear I'll tell your mom."

"Hey boys," Gwen said ignoring Rebecca. "She said she wants to take my place."

And then the were on her. Humping from the front. Humping from the rear. She felt like she was in a sandwich she couldn't escape. Then the one in the back started smacking her ass. She tried to pull away but every time she tried to pull away he pulled her back with her gown. It was all she could do to keep from being exposed. Thankfully, she saw Lisa and waved. "Help." she mouthed.

An angry look crossed Lisa's face. She hurried over to the helpless woman and pulled her away from the guys. 

"She's with me," she said and pulled Rebecca in close.

Rebecca was grateful. She was even okay with being held so closely. She glanced toward the boys. They looked reluctant to let her go. And then Lisa pulled her tighter and kissed her. Her tongue dancing inside her mouth. This time Rebecca let her. Melted in her warm embrace. Hopefully, the boys would get the message. It looked like they had.

"Dance with me," Lisa said. 

Body to body. Lisa's knee between Rebecca's and Rebecca's likewise. They moved in time to the beat with Lisa leading. Sensual movements. Sex quivering with pleasure. She could feel her juices leaking. Could feel Lisa's on her knee. Back and forth. And around and down. Could feel Lisa's hands on her ass. Kneeding her firm cheeks. Rebecca reached back, took the pawing fingers and placed them at the small of her back. They danced more and the hands moved back down. Squeezing her. Owning her. And the knee. Back and forth. Rubbing her. Bumping against her. For a minute Rebecca didn't think about what she was doing. Who she was doing it with. Her fiancee. Her job. Nothing but the feelings running like electricity through her body.

When the song ended, so did the moment. 

"Sorry, I've got to go." Rebecca said. "I need to find Gwen." It wasn't easy to escape the knee wedged between her thighs or the hands pawing her ass. But soon she was free, and then she left Lisa on the dance floor by herself.

She found Gwen in the bedroom. On the bed. Her gown pulled down from her shoulders. He held her hair from her face. Lips parted. A hard prick filled her mouth. Her head bobbing up and down on Brad's lap. Slurping noises escaped her young lips. Brad moaning "Fuck yeah, fuck yeah. Suck my cock babe."

"Gwen," Rebecca said. Jesus, look what she had allowed to happen. Mrs. Stone's daughter had performed oral sex on a boy while she was in her charge. "Stop that right now. We are going home this minute. Get your things."

"Oh that's it," Gwen said. "It's on now." She moved in a flash. Struck like a rattlesnake. Not even bothering to pull up the top to her gown she grabbed her purse and Rebecca's ear. Pulling the older woman down, hunched her over, and then led her by her ear to the attached bathroom. Once in, she surveyed the bathroom, looking for something, then her eyes narrowed in certainty as they spied a hairbrush left on the counter.

"Perfect." She picked up the brush and pulled Rebecca down to the toilet. Flipped the short gown up and leveled a blow, the flat of the brush landing with a resounding smack. Then she landed a blow to the other cheek. Two red marks left in her wake.

"Stop. What are you doing?" Rebecca cried. "Ouch! Jesus! Ouch!"

But Gwen was just getting started. Whap. Whap. Whap. "I told you not to fuck with me, didn't I? Didn't I?" she said. Whap. Whap. Whap.

Rebecca was appalled. How could this have happened? She was helpless. Totally at the whim of this young eighteen year old girl. She tried a new tact.

"Stop it. Or. Ow. Shit. Stop, or I'll tell your mother." she said.

"What will you tell her?" Gwen said. "That I sucked Brad off? That I spanked your ass? That you played touchy feely with Lisa? Oh please do. I'm sure that'll go over really well." Whap. Whap. Whap.

"I'll-I'll-Ouch!" Rebecca cried. What would she do? What could she do? Gwen was right, the truth wouldn't do at all. And soon the pain became too much. "Ouch. Please stop. Please."

Rebecca's legs splayed kicking helplessly. Her high heeled pumps uselessly trying to find purchase on the tile floor. She reached her hands back to deflect the blows.

"Get those hands out of the way," Gwen warned. "Or I'll use the bristle side." Then she did. Just to let Rebecca know how it would feel.

"Please Gwen," Rebecca whined. Those bristles hurt. Shit they hurt. Tears now flowing from her eyes. "I won't bother you anymore. Just stop."

"It's too late," Gwen said. "Besides, I'm enjoying this too goddamn much. Now get your hands down. Get them down and I won't spank you so hard."

Reluctantly, Rebecca moved her hands from her ass and put them on the stool. She was thankful to be able to get her body off of it. Who knew who had been on it? Or how clean it was?

"Now stick your ass out for me." Gwen said. 

The older woman had curled under to escape the blows....she slowly moved her ass back up.

"Get it out there," Gwen warned. 

Biting her lip, Rebecca arched her back, bringing her bottom up and out. Into the perfect position.

"That's a good girl," Gwen said. "Now I'm going to let go of your ear. Don't try anything or I'll burn that ass up - bristles and all."

The urge was compelling when Gwen let go. Almost overpowering. Rebecca wanted to jump up and run. But she had a good feeling she would end up in the position again. And as bad as her ass was stinging - she couldn't bear the thought of another blow from the bristle end again.

Thwack. Gwen landed a light blow on Rebecca's firm lean ass. And though it wasn't hard as before, it wasn't exactly soft either. Thwack. Thwack. Thwack. She made sure to cover each and every inch of the ivory moons with red welts. While each blow wasn't as painful as before, they began to add up to a whole much more than the sum. A whole lot of pain. Rebecca's chin began to tremble. Tears began to well. It wasn't just the pain - it was that this was being done by a girl 11 years her junior. A girl who had been placed in her charge.

"For the rest of the night, if I want to dance, what are you going to do about it?" Gwen said.

"Ouch. Nothing." Rebecca whimpered.

"What if I want to drink some beer?"

"Ouch. Nothing."

"If I tell you to get me a beer."

"I'll - I'll get it."

"What if I want to fuck? What will you say?"

"Nothing."

"Damn right. And what about Lisa?" Gwen said. "You are supposed to be her date. Where is she?"

"I don't know," Rebecca sniffled. 

"Well that is going to change," Gwen said. "If I see you tonight, I want to see Lisa too. If I see Lisa, I sure as hell better see you. Understood."

"Understood"

"I mean attached to her, understood?"

"Yes. Please stop. Ouch."

"I don't think you do understand," Gwen said. "I told her she might get lucky tonight. I want you to make sure she is."

Rebecca didn't understand. How would she make sure that happened? She couldn't very well find a guy for her and stand there while they did it. And then so much of tonight made sense. She would be the one showing Lisa the way. They would do it. Dear Lord no!

"I can't." Rebecca said. "I'm engaged."

"Don't worry I won't tell," Gwen said. "-if you do it. But if you don't. There's a lot I could tell."

"Please..." Rebecca pleaded. "I'm not that way. I don't even think I could."

"I guess I will have to teach you then," Gwen said hiking up her skirt and taking seat on the toilet. "The things I do for my friends...."

Rebecca looked up at the blonde haired girl , her legs spread, her eyes stern.

"Get to it."

"I don't know how..." Rebecca said. She didn't get to finish. Gwen was back up and had the brush again. Thwack. Thwack. Thwack. Thwack.

"Tell me when you are ready," Gwen said and proceeded with the spanking. It didn't take long. 

"Okay, I-I-I'll do it." Rebecca said.

"That's my girl," Gwen said. "Are you sure?" And continued to spank. Thwack. Thwack. Thwack.

"I'm sure."

"Positive?"

"Yes. Ouch."

"With sugar and Lisa's cherry on top?"

"Yes."

"Are you ready to put out for me?"

"Yes."

"You ready to show me what you will do for my friend Lisa?"

"Yes."

Gwen sat back down on the stool. "Get to it."

Rebecca looked at it once more. I triangle of damp dirty blonde hair and a slit. She stuck out her tongue and licked.

"Mmmmmmm...." Gwen said. She was already horny even before dragging Rebecca to the bathroom, and after the spanking, her desire had only increased. The tongue grew more persistent. Licking her lips. Stroking her clit. "Lick my pussy. Oh lick it you old bitch."

Rebecca licked it. She sucked it. Had her pretty face rubbed in it. There in the cramped bathroom. On her knees. Her ass throbbing. Her own sex wet and lusting. She didn't know what was worse, doing this, or her own body's betrayal.

"Faster little queer," Gwen said. "Don't make me spank you again. You know I will." Part of her was incredibly turned on by dominating this older woman. However, another part couldn't help thinking that this was a woman between her legs. Not a man. Not Brad. She began to grow frustrated. "Faster. Faster. Lick it right."

Rebecca obeyed. But it was no use. It wasn't working for Gwen. 

"You're useless," Gwen said as she stood. "I have half a mind not to give you to Lisa at all. She's too good for you."

Rebecca's heart soared. Maybe this would be the end of her ordeal.

"Maybe I should give you to the basketball team instead." Gwen said smiling. "Hope you are on the pill."

"No please," Rebecca was horrified at the thought.

"Please what?"

"I want Lisa," Rebecca pleaded. "Only Lisa."

"You'll do like she says?"

"Yes. Oh yes."

"Good girl. Now, I want you to pretend I am Lisa," Gwen said, pulling her gown back into place "What do you say to me?"

"I want to - I want to make love to you."

"I think you need to work on your delivery," Gwen said fluffing her hair in the mirror. "Try again. Talk dirty to her. Say you want to taste her pussy."

"You're so pretty," Rebecca said. "Please let me kiss your pussy. Let me make love to you."

"That's better." Gwen said. "And say that you will do anything she wants. Anything."

She took out her cell phone and called Lisa. 

"Hey Lisa." Gwen said. "Where are you? I have Becky here in the bathroom. There's something she wants to say to you." And then she handed the phone to Rebecca.

"Hi Lisa," she said. " I wanted to tell you. I wanted to tell you that - that you're pretty and I want to - to make love to you. I want to taste - taste your pussy. And that I'll - I'll do anything - I'll do anything you want."

"Anything?" Lisa said seizing on the word.

"Anything." Rebecca repeated.

Seconds later Lisa knocked at the bathroom door. Gwen let her in. Lisa's eyes widened in shock. This wasn't quite what she expected. Rebecca was on her hands and knees. Her ass was a blaze of red welts. Her face wet and damp with sex.

"What the hell?" Lisa exclaimed. "What have you been doing? Tell me?"

"Nothing." Rebecca lied.

Lisa seized the brush. Whap. Whap. Whap. These were hard blows. Hard blows on a sore tight ass.

"I can smell it." Lisa said. Furious. Her date had cheated on her. Teased her. And then played her for a fool. Promised her anything, but then given it to someone else."Tell the goddamn truth."

Spanked again. Hard. Her already sore ass exploding in pain. Dominated by Gwen. And now again by this girl who had been so sweet - who thought she had cheated on her. It was too much. The dam broke and the truth spilled.

"She made me do it." Rebecca said. Why hadn't Lisa stepped in. She had obeyed. And now she was being punished again. It was too much. "I swear. This wasn't supposed to happen. I'm not her cousin. I work for - I work for Gwen's mother." And she kept going. Telling Lisa about Gwen's mother. Her job. Being forced to chaperone her young charge. Playing along at being her cousin. Even of her engagement. It all came out.

Lisa was dumbstruck. Now so much made sense. She looked at Gwen. Then down to the whimpering woman kneeling on the stool.

"Why didn't you tell me earlier?" she asked Lisa.

Lisa shrugged her shoulders. "I was embarrassed that my mom sent me with a chaperone. And then - well...I know you haven't been able to find anyone at school and I practically handed her to you on a silver platter. You're too nice sometimes..." she accused.

"Maybe I am too nice," Lisa said reaching into her bag and handing Gwen a digital camera. "But I'm just mad you didn't tell the truth. You almost made me miss this chance."

"What chance?" Gwen asked.

"You're being too shortsighted." Lisa said. "Lock the door."

They say that the truth will set you free. But at those words a bolt of fear stabbed through Rebecca's soul. She had told the truth, but she wasn't free. 

Lisa wiggled out of her gown. Her eyes were as hungry as a predator's. "You said you wanted to taste my pussy." 

It was Lisa's first time with another girl. While Gwen wasn't into girls, Lisa was. And it showed. Rebecca found it much different with someone who enjoyed it. Who got off on it. Putting her through her paces.

First Lisa sat on the toilet like Gwen had. Relaxing. Enjoying. Then she pushed Rebecca down to her back and sat on her face until the poor woman gasped for air. Then she crouched down a little under a foot separated her sex from Rebecca's tongue. She stuck out her tongue, thinking Lisa would move back down. When she didn't she tried to bring her head up crunching. Her stomach trembling...she was almost there. Lisa smiling down at her.

"What are you waiting for?" Lisa said. "Lick me. You've got me so hot." 

Rebecca struggled up. Finally she made it. Licking. Sucking. Flash. Flash - more pictures were taken. Then Rebecca moved once again. She turned around making Rebecca lick her from behind. Flash. A picture. And then three. Made her lick her from the bottom. From the top. Made her lean against the toilet, her head hanging up over the bowl and lick her. "Oh like that. Like that. Faster." Lisa said.

Poor Rebecca. It was a terribly uncomfortable position to be in. The bowl cut into her back. She was forced to hold her head up with her neck muscles because the seat was up. Her hair dangled into the water below. She flicked her tongue faster. Faster. Eager for this to be over. And there was Gwen, always with the infernal camera in her face. Flash. Flash. Jesus. God.

"Fuck. Fuck." Lisa gasped, hips pumping, coming, her fingers pinching the older woman's nipples like a vice.

Finally over. Or so Rebecca thought.

But then Lisa made her get up and pose for more pictures. 

"Show me those little perkies," Lisa ordered. 

Blushing Rebecca lifted up her pert plums. Flash flash. More pictures.

Then Lisa took her glasses from her bag, put them on and made a show of looking for Rebecca's breasts. "Where are they?" Flash. Another humiliating picture.

Rebecca wanted to crawl into a hole. At least until Lisa bent down and suckled on Rebecca's hard nipples, sending bolts of electricity through her body.

"Now, let's see that pussy." Lisa ordered.

And Rebecca was made to get on the floor and spread her legs. Like a whore. Flash. Flash. The camera recording her every humiliation.

"Let's see inside." Lisa said.

Rebecca was made to part her lips. 

"One finger from each hand." Lisa said. "I want you to stick them in and pull that little cherry apart. I want to see inside."

"Please....no" Rebecca begged. This was too much. 

"You want me to show these pictures to Mrs. Stone?" Lisa said. "Or your fiancee?"

God no. An index finger was inserted into her dripping pussy. And then another. She rocked back as she spread her legs. Then she pulled apart.

Flash. Flash. 

"This is disgusting." Gwen said, taking another picture and wrinkling her nose in distaste.

"I like disgusting," Lisa said. "Get a picture of her insides."

Flash. Flash.

"Now turn over." Lisa said. "On your hands and knees."

"Good girl."

"Kiss my feet."

"Put my toe in your mouth."

When would it end? Rebecca took the big toe in her mouth and sucked. 

"You've been a good girl, haven't you."

"Yes."

"You've done everything I've asked."

"Yes."

"Would you like a reward?"

"Yes."

"Would you like me to fuck you with this handle?" Lisa held up the brush. The handle had ridges to grip. It was quite big around.

"Yes please," Rebecca said. Despite her mistreatment. She was hot as a firecracker. She needed it.

"Spread your legs like a good slut."

Rebecca spread her legs and arched her back. She needed it now. Wanted it. She had endured so much. She deserved this. 

Lisa was happy to oblige. 

"Damn you're tight." Lisa said, working the handle into Rebecca's hot pussy. "Your fiancee - he do this to you?"

"No." God no. But Rebecca had to admit each and every ridge of that handle was delightful. Opening her over and over again with each ridge. So big. So hard.

"Thanks. Gwen." Lisa said. "Hand me my camera back."

Gwen looked at it reluctantly. She owed Lisa a favor, but with this evidence she could not only have Rebecca on a string, but Lisa as well.

"Don't worry," Lisa said. "I'll be sure she will be your chaperone anytime you need her. Anytime. Anywhere. A pet chaperone."

Gwen wasn't interested in women sexually. But it would be nice to have a chaperone - a pet chaperone. She handed the camera over and left the bathroom. It was thick with musk and she was ready to get out. More than ready to find Brad again.

"And now you," Lisa said, turning her attention to Rebecca. "I'll have a little pet too, now won't I?"

Lisa pulled the handle from Rebecca's sex and pushed only and inch in. In and out. Teasing her.

"Yes." Rebecca admitted.

"These pictures, they could ruin you couldn't they?"

"Yes.": God yes.

"How old did you say you were?"

"29"

"God this is so hot." Lisa said. "I want you to dump your boyfriend."

Not boyfriend. Fiancee. The scene went through her mind. The dinner. Then ring in the champagne glass. He asked. She said yes. She had even booked a church and minister. Was looking at dresses just last week. But last week felt like ages ago. 




The Chaperone



"Please don't." Rebecca begged. 

"Should I send him some pictures?" Lisa asked.

"Okay. I'll - I'll do it." Rebecca had no choice. She should feel like crying. Yet all she felt was hotter and hotter.

"Besides, you're going to be too busy being my girlfriend." Lisa continued. "But we can't see each other if people find out you are so old. Oh, I know we'll do. You'll tell people you are my little college girl, won't you?"

God, Rebecca remembering high school. Remembered being jealous of one of her friends who dates a mature college freshman. Now she was the freshman. Only she had graduated college years ago.

"And you are going to have to start dressing different," Lisa said. "No more business clothes ... if you are going to be my college girl, you are going to have to start dressing like one."

"I think you can imagine what I like." Lisa said. "Short tight. So very tight."

And by then she had the whole handle in. Fucking her. In and out. Long smooth strokes. Wet sounds echoed from the tile walls.

"You going to cum for me? Cuming little slut. My little college tease."

Rebecca thrust back. Taking it all the way. Coming so hard. Quaking in her soul.

Afterwards Lisa took Rebecca back out to the party and introduced her to her friends. She was much more in control. 

"Hi everyone," Rebecca said to a group of girls. "Have you met my girlfriend Becky? Isn't she a doll?"

"Hi Becky!" the girls introduced themselves. 

It was awkward for Rebecca. She hated being called Becky, always had, and now she was not able to do anything about it. She could feel their eyes judging her. Wondering why she was with this young highschool girl.

"She goes to college." Lisa volunteered. "Don't you pet?"

"Yes." Rebecca blushed. Especially at being called pet. These girls must surely be wondering who was in control in this relationship.

Lisa picked up an empty cup and dropped it on the floor. 

"Oops!" Rebecca said. "Pick that up for me, will you pet?"

Rebecca wanted to tell her no. Wanted to have the choice. But the pictures. Cheeks blushing, she bent down and picked up the cup and handed it back to Lisa. She could feel the other girls staring. She could feel her own stock dropping while Lisa's was rising.

"Thank you pet," Lisa said, then pulled the older woman in for a smoldering kiss. Then she took her by the hand and led her to the dance floor.

"I think you ran off the last time we danced," Lisa said. "That wasn't very nice, was it pet?"

"No," Rebecca whispered.

"I want you to do it over again." Lisa said. "Now where were we?"

"Standing right here," Rebecca said. "Your knee was between my thighs."

"Then put it back."

Before Lisa had instigated. Had pushed her knee in between Rebecca's thighs. Had rocked against her. Gyrated with her. This time, she made Rebecca do the work and she didn't make it easy.

Rebecca moved in close, her hand on the back of Lisa's thigh. She extended it, then waddled forward, mounting it. Rocked on it. Back and forth. Oh God. She was growing wet. So wet. And Lisa moved her leg back, turned to the side, snapping her fingers, her eyes in another direction. Not even making eye contact.

But her leg was still out. Lisa moved back in front of her. Snapping her fingers. Trying not to be quite so obvious as she mounted Lisa's thigh. Rocking on it. Working it. Getting worked by it. Her breathing grew labored. Lisa smiled. And then moved again.

This time Rebecca gave a groan of dismay and growing frustration. She was having a hard time not being obvious. She wanted Lisa. Wanted to dance with her. Needed it. People were beginning to notice. She moved back in front of Lisa again. Moved in close. Put her arms around her. She took Lisa's hand within her own. Then reached back. Earlier she had taken those hands and moved them. Tried to control them. This time she placed them on her ass. Moved the knee between her thighs. Rubbed against it. Moved her own between Lisa's. Felt the girl's hot sex. 

"Please," Rebecca begged.

"The shoe's on the other foot now, isn't it pet?" Lisa smiled, her hands taking a firm grip of the smooth round bottom. 

"Yes." Rebecca whispered. A small moan escaped her lips. She kissed Lisa. Sucked on the girl's plump lower lip. 

She knew people were watching. Watching her ride Lisa's knee. Watching this young girl maul her firm ass through the thin material of her gown. Watching even as she moved her hands beneath the silken material and cupped bare naked cheeks.

"Oh God," Rebecca moaned. 

She rode the knee wedged up between her thighs. Working herself on it. It was slick now. Making it easier to slide on. Back and forth. Lisa was moving against her to. It was hard to stand. Her knees grew weak. A tingling started at her feet and moved up her legs. Higher and higher until it centered there between her thighs. A hot burst of pleasure shooting through her sex. Holding Lisa tight. Groaning and moaning in time to the music. It was one of the best orgasms of her life and Lisa's too.

After the party, they dropped Lisa off. Rebecca changed clothes in the car and she drove Gwen back to Mrs. Stone's.

"Did you have fun cousin?" Gwen asked as they walked back to the house.

"Yes." Rebecca admitted.

"Good." Gwen said. "I sure had fun. Brad fucked me crazy. And I think Lisa gave you a run for your money, didn't she?"

"Yes." 

And then they were inside the large house. Gwen slammed the door shut. 

"Mom," Gwen screamed. "I hope you are happy Mom! Your little bitch fucked up my Homecoming night!"

"Did you have a nice night," Mrs. Stone asked pleasantly...ignoring her daughter's outburst.

"It was horrible!" Gwen shouted, taking off her pumps and throwing them at the wall. "She wouldn't leave me alone. She wouldn't even give me enough privacy to talk to Brad in the car! She said I fucking shouldn't be alone with him."

"Oh you poor thing," Mrs. Stone said. "Rebecca, you were supposed to chaperone my daughter. Not stalk the poor thing. I have half a mind to fire you right now."

"Come her dear and give mommie a hug," Mrs. Stone opened up her arms and hugged her daughter. Patting the girls back. "There there..."

Gwen shortly went upstairs. Rebecca couldn't believe her ears. Why wasn't Mrs. Stone supporting her. Then she was ushered out the front door. 

"You did good tonight Rebecca. Matter of fact, I may use you again." Mrs. Stone said. "Here's a little bonus for you."

She handed the younger woman twenty bucks. Rebecca took the money. Twenty dollars. She had lost her fiancee tonight. Had been spanked. Humiliated. Blackmailed. Fucked. Make to suck. Enslaved by an eighteen year old high school girl. All for twenty dollars. Her hands trembled and so did her knees.

"See you Monday morning," Mrs. Stone said. 

She would be a little surprised at what she saw on Monday. Lisa had made plans for Rebecca already. She was coming over this weekend and taking her shopping. Out with the old and in with the new. Good bye professional business clothes and hello short tight college pet clothes. Even for work. God, what would she do? 

Rebecca sat down in her car and turned it on. She undid her the top button of her professional pants and the zipper. She worked them down and tossed them in the passenger floorboard. She wasn't wearing panties. She put the car in gear and pulled away. She took her phone from her purse and hit speed-dial. 

"I've taken off my pants. Just like you said." Rebecca said. 

"That's my pet," Lisa said. "From now on you're either in short skirts nothing. Is that clear?"

"Yes Lisa."

"Rub it." Lisa said. "But don't get in an accident."

Moving her hand down , eager fingers quickly found her waiting button. She began to stroke it.

"And no coming without permission," Lisa said. "Is that clear pet?"

"Mmmmm- yes Lisa."

"Good night pet," Lisa said.

"Good night Lisa." And Rebecca drove to her new life.



The Chaperone



If the music is to loud then you are too old. Well, I guess that makes me too old. The DJ has the music blaring and I am looking for a place with a little peace and quiet. It is hard to find in the small gymnasium where our high school is having their dance. I don't know what possessed me to chaperone this senior class dance anyway. These dances are not like the old days. The girls are barely dressed ... tops cut way too low and skirts cut way too high. Some of the better developed girls are lucky that they are not falling out of their shirts but every time they bend over they are giving the boys quite a show. 

The gym is old and has seating in a balcony up above the basketball floor. There are separate stairways at each end with doors that lock on the bottom floor. They are supposed to make it easier to keep track of the students during dances but I have found students smoking there in the past. The stairwells are fairly quiet though so I think I will use that spot for some peace. If anyone asks I can always tell them I am checking for students.

As I use my key to open the door, I can hear some giggling coming from the stairs. There are just a few steps before the landing where you make the turn to the second flight. It is a blind corner so I can't see anyone yet but it is obvious from the sounds that it is a boy and a girl.

"Stop that, Jared," I here her say. I recognize Lauren's voice. Jared and Lauren are our star senior athletes. Both were held back earlier in their schooling and are now 19 years old. They are more mature than the other seniors both in looks and in behavior. On more than one occasion, I have had to separate them in the hall for their public displays of affection. They have been dating since 7th grade and will be graduating in a few weeks.

"Come on honey," Jared says is a voice that is almost pleading. "You have been rubbing your ass on me all night long while we have been dancing. You can feel how hard you've made me. Just a quick blowjob and we can get back to our friends." 

"Not a chance Jared!" she said is a pretty firm tone. "It will mess up my makeup and then everyone will know what we have been up to."

"It feels so good with you stroking me right now, honey. And I know you are horny too. Look at how hard your nipples are. And they look like that before I got hold of them."

The conversation stopped and I heard Lauren moan softly. "It does feel good when you suck on my tits, baby," I heard her say. I could hear Jared groaning as well.

I have to admit that my curiosity got the best of me. I should have made some sort of noise to let them know I was coming but I was curious to see what was going on. The idea that I might get to see Lauren's young breasts was starting to excite me. She was very well built for a high school girl and had flirted with me in class from time to time. She always wore low cut tops and it was obvious she was proud of how she had developed by the way she was always bending over my desk when she asked me a question. She was really quite a tease. My glance around the corner was everything I had hoped for. Lauren was laying back on the stairs with her eyes closed and her tank top pulled up under her shoulders. Her skirt was short enough to see that she was wearing what she though passed for panties but were actually barely there; showing the hair that surrounded her pussy. I could see one of her breasts but the other was hidden from view by the back of Jared's head. It was obvious what he was up to since every time his head moved Lauren moaned a little louder.

Lauren was busy as well; her hand was firmly wrapped around Jared's cock. She was sliding slowly up and down, stopping to squeeze him each time she reached the head. Jared had started to raise his hips with each stroke of her hand, especially when she would stop and use her thumb to rub some of his cum around the head.

Jared raised his head from her breasts. "Come on Lauren .. you know it won't take me long to cum if you suck me off. I am so ready baby."

"I told you no honey. Just relax and I will make you cum this way, okay?" she replied. She sat up slightly and began to move her hand more rapidly as Jared resumed sucking on her tits. Jared's free hand made its way under her skirt and starting massaging her mound. It only took a few strokes for the material to disappear between her swollen lips. It was all more than I had ever hoped to see.

Jared's fingers are pretty nimble as they slide the material of Lauren's panties to the side and get an unobstructed view of you pussy for the first time. Even from my distance, I can see the moisture that has formed. Jared folds two fingers over and, in one motion, enters her. She quits moving her hand on him as she raises her hips to meet his fingers. I can hear her breathing change as he starts to move his fingers in and out.

She tries to continue stroking him but her hand soon drops to the stair as she raises her hips higher, give Jared easier access to her pussy. He has added a third finger and Lauren's hips are writhing. "Oh god," she says. "Oh yes." With that, she moved all of her weight to her feet as her hips came completely off of the stairs. Her hips shuddered as her orgasm began and bucked into the air as it continued. She seemed to be trying to speak but the words wouldn't form. After a few moments, her hips dropped to the stairs. As Jared removed his hands, I could see her juices drip slowly onto the stairs.

I stepped back momentarily and that is when I realized how hard watching all of this had made me. My hand found my hard cock through my pants and rubbed it up and down. I found myself wishing I was somewhere that I could just take it out and relieve myself. The sound of Jared and Lauren shuffling around on the stairs startled me as I stepped farther away from the landing.

The sound of Jared's moaning told me they were not heading down the stairs any time soon so I stepped forward and peeked around the corner. Lauren was mostly dressed now, with her top and skirt in place. Her hand was wrapped around Jared's hard cock once again and moving up and down rapidly. From time to time, she would remove her hand and rub it on her pussy to get it wet, then return to her task. Jared was leaning against the stairway wall, his arms reaching up to hold onto the railing. His eyes were closed but Lauren's were open as she watched his face. 

"Yes baby, I'm so close. Keep going. I'm going to cum for you sweetie." Jared's words were anxious as his arms tightened to lift his up off the stairs. With a loud grunt, he spurted white cum skyward. Some tell toward him but some landed squarely on Lauren's shirt. As she continued to stroke him, her hand became coated with his cum. As Jared relaxed, Lauren removed her hand; trailing a line of cum from his cock. As they shifted position again, I stepped back around the corner.

"Great," she said. "Now how am I supposed to clean this up?" 

"Just wipe it on your shirt. No one will know."

"You're a pig Jared. Go get me something to clean this up with."

I could hear Jared coming down the stairs as I stepped back against the wall by the door. He was in such a hurry that he didn't even look sideways. I knew the door was locked and that he would have to knock to get Lauren's attention when he got back so he could get back in. Good time for me to make my escape.

"Hey Mr. Stephens," I heard Lauren say from the stairs. "Hope you liked the show. I would be happy to do that to you sometime. You've always been my favorite teacher." With that, I slipped through the door and back into the dance.



The Chaperone



"You said I'd do what?"

"I said you'd be happy to fill in." My wife said to me as she rushed around the bedroom packing her rucksack. "You know I have drill this weekend, so I wasn't going to be home anyway."

"But sweetie! This? You have to be kidding?" I practically shouted.

"Shhhh You don't want Jenny to think you don't want to help them out. Bedsides, you know the lake, you go there every few weeks. All you have to do is help out Misses Reynolds. She'll keep the girls in line."

"I don't think I was worried about the girls being out of line. I just hadn't planned on spending the weekend trying to cook for a bunch of college girls and drag them around the lake on the tubes. I was supposed to go up and fish that tournament. Besides, isn't it supposed to rain most of the weekend?" 

"You know darn well they took most of the rain out of the forecast."

"Ok, but isn't it supposed to be a woman chaperone? I mean it is a sorority, isn't it?"

"Oh come on. You know as well as I do that all these girls are adults and will do whatever they darn well want. It's only sorority rules that state that they have to have two adult university employees as chaperones when they go more than a hundred miles."

"Well, what happened to the other lady that was supposed to go? I presume there was one?"

"Misses Finch? She's down with a sprained ankle and can't go. You don't want them to have to cancel, do you? You're daughter would be crushed. Besides, we still have all the tube and ski stuff. Let the girls have some fun."

"Fine, I'll do it, but someone is going to owe me big time!"

My wife put her arms around my neck and pulled me close to her, pressing her body to mine. "Tell you what lover. After the whole weekend with a bunch of cute young girls, when you get home I'll be happy to give you a night to remember." She said with a giggle, reaching one hand down to stroke my dick through my pants while she leaned her face to mine and kissed me wetly. "Hmmm Maybe I should wear you out before you go? I know how much you're really going to hate having to look at all those bikini's all weekend."

"Oooo, I like that idea." I said stroking her ass as I slipped my hands into her underwear. "How about right now. You know how much I love fucking you half dressed." I teased.

"Oh yeah. That's my man. But unfortunately, I only have half an hour to finish packing and get to the armory. " she said with a pout. "Now go tell your daughter you'll do it."

"Yes ma'am." I said I turned to leave the room, my wife giving me a playful slap on the ass as I went.

"Ok sweetie. You mamma talked me into it." I said with resignation. It wasn't that I didn't want to do things for my daughter, it wasn't even that I didn't like going to the lake. It was simply that I didn't like the idea of getting teased for two days by a bunch of twenty year old girls that I knew damn well I wasn't going to be able to touch. My wife and I had a good if not unusual understanding. We can occasionally mess around, but we either have to be with each other at the time, or we have to tell the other all the details afterwards, usually while we are having sex with each other. We don't do it frequently, but we learned that it can really spice things up. We do have a few simple rules; The number one rule was we didn't ever ever ever mess around with any of the kids friends because they didn't need to know about that part of their parent's relationship. The second rule was that we never keep anything secret from each other. That first rule was going to make it a really long weekend.

That really long weekend started by getting the boat and camping gear ready for our morning departure. That alone took a couple hours. Most of my gear was handy, but I had to do some digging to get all the extra stuff that I didn't normally take, like the rain fly for the kitchen, the big tent, all the cook gear and of course the tubes and ropes. 

"Just what were you going to use for camping gear if I didn't go?" I asked my daughter as she helped me load the back of the truck.

"Oh, mom said we could borrow this stuff. I just needed to ask you to get it out for us." She answered with a smile.

"And when were you going to ask?"

"Well, I kind of forgot." She said with a crooked smile. "But it doesn't matter anymore, since we got it all out."

"Yeah." I answered, shaking my head. That was typical twenty year old logic I thought as I put the last of the gear in. "Ok. What time are we supposed to leave?"

"OH around eight or so in the morning, unless you want to go tonight and set up?"

"No, that's ok. I'll wait till morning."

"What a spoil sport. Come on. Most of the girls are coming up in the morning, but we can go tonight." My daughter pleaded. 

"Fine why don't you call misses whatever and let her know we're going tonight." I said, giving in once again to my daughter. I was way too much of a pushover with my girls.

My daughter called misses Reynolds, and chatted for several minutes before she hung up, smiling at me. "She didn't have a ride to go up, so she said if we didn't mind picking her up that would be great."

I looked at her like she had two heads. "Are there any other little surprises I should know about?"

"Nope! Not that I know of anyway."

"Ok. When are we supposed to pick her up?"

"She said she was ready any time!"

"Ok. Let's lock up and we'll go then." I said shaking my head and thinking about just how bad my wife was going to owe me for this.

We took off a few minutes later and Jenny showed me where to pick up Misses Reynolds. 

"Hi. Misses R. This is my dad. This is Misses Reynolds!" My daughter introduced us.

"Hello. Please call me Marlene!" She said, holding her hand out for me to shake. She was fairly short, maybe five three or four, not slender at all, but then, not really fat either. Her shorts hugged her thirtyish hips snuggly, showing off her short but well shaped legs. Her shirt on the other hand, was a sleeveless t-shirt that my kids called a wife beater. The bright orange clung to her like a second skin, accentuating her breasts, which were surprisingly large for her frame. I have fairly big hands, but I was pretty sure that I could wrap both hands around one of them without making my fingers touch. Being glued onto her short frame made them look even larger. I could tell she had a heavy duty bra on to support them, the straps showing on her shoulders where the shirt didn't cover them all. Her face was very pleasant, looking like she had a perpetual smile, and her dark brown hair framed her face and her emerald green eyes that seemed to sparkle at me as our hands touched. 

"I'm really glad you could help out Mister Michaels. I'd have hated to make the girls cancel."

"Please call me Mike." I said, taking her duffel and sleeping bag and tucking them in under the boat cover in case it rained. 

"Very well. Mike it is. Kind of an unusual name combination, isn't it?"

"Yeah. Gave me fits in school though."

"I can bet." She said as I looked back at her, catching her checking MY ass out as I stood on the fender and leaned over the side of the boat.

"Well, that's it." I said, going to the truck and opening the door for her.

"Well, a gentleman too? That is rare, isn't it?" she said with a giggle as she climbed into the front seat.

It was a two hour drive, which my daughter filled with all kinds of sorority type chatter with Marlene. It was surprising all the things that were going on there, and how much my daughter was involved in. I hoped it wasn't affecting her grades, but then there wasn't much I could do either way. We arrived and signed into one of the four sights we had reserved for the next day, paying the extra night in cash. It was only a few minutes to get to the site and start pulling gear out.

Marlene and my daughter pitched in and it was just starting to get dark when we had camp pretty well set up. I had the big tent up that some of the girls would use, and then my smaller tent with my queen size air mattress. Oh yes, when sleeping on the ground I did like my comfort.

"So, would you mind driving the truck and trailer back over if I put the boat in the water?" I asked Marlene.

"Certainly." She replied with a smile. "Anything I can do to help." 

I motioned her to climb into the truck and started the slow journey to the boat landing. It was only a half mile away as the crow flies, but almost two miles by road. "So, you come up here a lot I guess?"

"Yeah. I was supposed to fish a tournament this weekend up here."

"Oh, I'm sorry. I hope we can make it up to you somehow. It was awfully nice of you to come along."

"Well, I'm way too much of a pushover. My girls, including my wife, seem to be able to talk me into just about anything."

"Well, I'm glad they did." She said with a grin as I lined the boat up with the landing and backed down. 

Getting the boat in the water is a simple process, and I had it floating and unhooked from the trailer in seconds.

I had Marlene walk out onto the trailer balancing on one of the side rails and holding the bow while I started the engine. I didn't usually need any help, but with the wind blowing across the landing it just made things a bit easier. "Do you need a push?" she asked as she started to push the boat out.

"No. I got it! Just watch your...." I was too late. Not being used to working on such a narrow platform, as she pushed the boat out, she leaned too far. I watched as her face quickly went from smiling to confusion as her foot slid from the wet rail, sliding into the water a foot below her. The body's natural instinct is to try to balance by adding more weight to the foot, which is now held up only by the water, driving it quickly to the bottom. The moss covered concrete is just as poor a foot hold, and as I leaned over the bow rail to steady her, her wet foot slid down the ramp, pulling her body farther and farther over center. It was something that had happened to me many times over the years, each time a shock that it happened. This time was no exception. I held her hand, trying to catch her, as her body rolled off the railing and fell into the water between the trailer rails. I suppose that would have been bad enough, but the only hand hold she had was my hand, and as the boat pushed backwards, she pulled me forward and down until she rolled me over the railing that I was already teetering on.

In retrospect, I should have been laughing, because if I had seen this happen to anyone else I'd be telling this story for months, laughing my ass off at the poor unfortunate sole. This time, that poor unfortunate was me. And to make matters worse, not only was I laying in a two feet of water, my boat, engine idling, was slowly drifting away. Without another thought I picked myself up and launched myself for the bow line hanging from the front eye, my fingers missing by inches. The sum total of my failed effort was to make a huge flopping splash. I collected my feet under me and looked around, searching for a way to get my boat back, quickly realizing that if I didn't so something soon it was going to end up on the rocky shore on the far side of the cove with the landing. 

I dove into the water, not even waiting to pull my shoes off, and quickly started stroking toward my wayward boat. It only took a few moments to catch up to it and work my way to the swim ladder in the stern and climb up, water pouring from my soaked clothes. I hit the throttle and kicked the boat in gear to stop its movement toward shore and then looked back to see Marlene, equally wet, walking out of the water toward the truck.

"Are you ok?" I called to her.

"Yes! Just my pride is the only thing hurt."

"I know what you mean! Hang on while I come back and get you a towel or something so you don't get the seats soaked."I said as I moved the boat back toward the trailer.

"Is there anything in the truck?"

"I don't think so."

"Ok. Don't worry then." She said, opening the door. I thought she was going to climb in wet, but to my shock, she quickly stripped off her shirt and shorts, tossing them in the bed of the truck. I almost fell out of the boat a second time when I saw her bend over and slip her soaking wet underwear off, her white ass showing up like a beacon in the growing darkness. "I'll see you back at the site then!" she called as she jumped into the truck and drove away wearing nothing but her shoes and bra.

I shook my head, wondering what my daughter was going to think when she came back to camp dressed like that, and hit the throttle to idle out of the cove.

It only took a few minutes to run around the point to the small cove that was behind the campsite. It took far longer to get my anchors set for the night, finally wading out of the water and climbing the brushy hill toward the camp.

"So you did make it back!" Marlene said from where she was sitting next to a crackling fire, a towel wrapped around her from the tops of her breasts to her thighs. All her wet clothes were hanging on a line I had put up to hang swimsuits and such from. "I'm really sorry. I didn't mean for that to happen."

"No, it's ok. Stuff happens." I said as I started peeling my wet clothes off and hanging them on the line, after emptying my soaked wallet and other items from the pockets. I stripped to my skivvies, hanging the rest of the wet stuff on the line. 

"Well, I can at least get you a towel." She said, ducking into my tent. I was almost to the tent as she started coming out, her knee pulling on her towel as she crawled toward the door, causing the tucked edges in the front to separate and pull apart. She reached for the towel and pulled to cover herself, pulling her knee off the air mattress, and causing her to roll on her side, my towel in one hand and hers partly in her hand and partly trapped beneath her. I was beginning to think Marlene was a bit accident prone, and that the situation was comical until I realized that she was stark naked under the towel, and in the flickering firelight that was filtering through the tent walls, she was completely naked.

"Damn!" she swore as she tried to get the towel around herself, making her large tits wiggle and sway, her dark areola and hard nipples a sharp contrast to the creamy white skin of her un-tanned breasts.

They were definitely large enough that I would have needed both hands to cup each one, but even more surprising was the tiny triangle of trimmed bush that pointed to her pussy. As she struggled with the towel she spread her legs briefly, unintentionally giving me a look at her smooth meaty outer lips, her soft inner lips just barely poking out.

I couldn't help but stare, my dick quickly hardening in my wet briefs, as she struggled to finally cover herself, her pussy still showing as she lay on the air mattress.

"I'm sorry, I'm such a klutz!" She said as she tried once again to crawl out of the tent, her towel held tightly around her while she held mine out for me.

"That's ok. These things happen." I answered as she knelt in front of me, my hard dick poking out at her face, the head slipping out of the fly where she could see it. I took the towel from her and helped her up, so she was standing, her chest heaving slightly, either from arousal or the effort of fighting with her towel. "Thank you."

"You're welcome." She said huskily, letting her hand hold mine for a second while I took the towel from her, her green eyes looking up at mine.

She stood just inches from me while I wrapped the towel around myself and then worked my wet underwear off, leaving me as naked under towel as she was.

"So you to going to flirt all night?" My daughter asked as Marlene took my wet underwear from me, snapping us both back to reality.

"Who's flirting?" I asked as Marlene moved to hang my underwear up by hers.

"Come on dad. I'm not blind you know."

"I think you assume too much. I just needed to get out of my wet clothes."

"Uh huh. And she just needed to drive back her almost naked. If you wanted to swim, all you had to do was say so and put on your suits or whatever."

"I don't think swimming was quite what I had in mind at the time." I said while I was finding my folding chair and opening it.

"No, but you sure got wet!" she said with a giggle.

"Jenny, that's not nice to say to your father!" Marlene said as she walked over from the clothes line, her towel now fixed around herself.

"Come on Misses R. I was just teasing."

"Well, some people take that teasing very seriously." She said with a stern look.

"Well, I gotta go. I'll be back." My daughter said, getting up and starting the long walk toward the bathrooms. "Don't do anything I wouldn't!" she shot over her shoulder as she disappeared into the dark.

"Well. That was...um...unexpected." Marlene said quietly. "I hope you weren't offended."

"Uh. No, not at all. I don't think I've ever been offended by a good looking woman's body." I said, trying to lighten the awkwardness she seemed to be feeling.

"I really am sorry." She said, pulling her chair over next to mine before she sat down.

"Really, it's ok. You did shock me a bit stripping like that by the truck."

"Oh that? You were too far away to see much and the door kept anyone else from seeing. Over the years I've gotten used to having to change with a lot of girls around. Heck it was the girls that taught me how to change from a bathing suit under a towel without showing things, if you know what I mean."

"Uh huh. But just between you and me, you have very nice looking things."

"Oh. Um, thank you." She said, her blush even visible in the dim firelight. "Yours isn't too bad looking either."

We sat quietly for some time, each of us with our private thoughts. I wasn't sure what she might have been thinking, but I know I was thinking that I'd sure like to see more of her.

"Well, I need to go down and make sure the boat is settled for the night, you're welcome to come down with me if you want."

"Oh. Is it difficult?" She asked curiously.

"Not really. Just have to make sure that the anchors took hold and it isn't riding on the rocks. Sometimes I'll need to move an anchor." I told her as I got up and held a hand out for her.

"Sure, why not." She said cheerfully, taking my hand. I led her down the hill, winding down the path between the trees and brush, finally stepping out onto the rocky beach. I walked down to the boat and took the towel off from around my waist, stepping into the water and hanging it over the bow. Making sure she got a good look at my semi-hard dick, I wadded out to check the rear anchor, the water lapping at my thighs. I moved around the stern of the boat, checking to see if the other anchor line was taught, and then headed back toward the shore. I walked slowly, making quiet waves as I moved toward her, stepping out of the water in front of her. 

I reached out and gently slipped one finger between her body and the top of the towel, my finger sliding down the valley between her breasts I pulled gently, undoing the tucked towel top and allowing it to slowly unfurl from around her body until it slid to the ground. I didn't leave her long to think about what I had done, reaching out for her hands and gently pulling her with me into the water. We stepped over the rocks gently, as I pulled her slowly with me, the water rising up her legs inch by inch as I stepped her with me. When the water was gently lapping at her pussy, I stopped us and moved closer to her, drawing her body against mine. I lowered my lips to hers, feeling hers part as ours touched. Her tongue slipped into my mouth as I let my hands roam around her naked back, slowly drawing circles with my finger tips as I worked down toward her firm round ass. I stroked her smooth skin for several minutes, teasing my fingers between the cleft between her firm cheeks, her kisses growing more and more intense with each passing moment.




The Chaperone



I allowed my hands to slip slowly across her hips, stroking her creamy white skin before working my fingers slowly up her sides. I felt her shiver slightly as my fingers teased the sides of her large breasts, her nipples hardening noticeably where they pressed into my chest. Her hips began to grind against me, pressing my hard dick into her moving belly as her own hands moved from where they had rested on my arms, to my back and ass, stroking and squeezing as her desire built within her.

"Take me, please!" she whispered urgently, one of her hands sliding between us and stroking my hard dick.

I lowered my hands do her firm ass and lifted her, allowing her to wrap her legs around my waist and her arms around my neck as I raised her up. It only took me a few moments to wade around the stern of the boat and set her on the swim platform, her legs unhooking from around me and spreading wide. Without a word she reached between us and stroked my dick toward her pussy, gently pulling it to her wet lips until my head was pressed deep between them. She moved her hands to my hips and pulled me gently, encouraging me to press my hard shaft deep into her. She moaned quietly as I sunk into her, my mushroom shaped head stroking the sides of her tunnel with each inch. 

"Oh yes! So big." She whispered as my pubic hair mixed with hers, the head of my dick gently pressing against the end of her velvety tunnel.

I started stoking in and out of her as she leaned back, her hands finding mine and drawing them to her large breasts. I hefted each creamy orb of flesh, hefting them in my hands, squeezing them gently, capturing her nipples between my fingers. They were large, more than overflowing each hand, her creamy white skin glowing almost blue in the moonlight. 

"You are a very beautiful woman." I whispered as I stroked ever so slowly in and out of her sweet pussy.

"Not that beautiful. I'm much too short and fat." She said quietly as she stroked my chest with her fingers.

"You're wrong. You are very beautiful, and extremely sexy." I whispered as I squeezed her sensitive nipples, picking up the speed of my strokes. Each time I pressed deep into her, my cock slid along her hard clit, driving her slowly up the hill toward climax. Her body trembled as her chest heaved in pleasure, grinding her pelvis into mine to match my strokes.

"OH god. I'm going to cum!" she moaned loudly.

"That's it. Come for me." I groaned as I felt my own body reaching toward its climactic release, her body squeezing my dick as it pounded into her. The back of the boat rocked gently, the waves it made and the waves from my legs mixing and spreading across the small bay like the waves of pleasure flowing through both of us.

"OH FUCK!" she squeaked as her climax shook her body, her pussy milking my dick, encouraging its release. My body jerked, driving my dick deep into her as it gushed out a hot jet of cum into her. Time and again my body jerked, held in place by her legs as she used them to pull me deeper into her, our bodies grinding together in orgasmic bliss. As the waves lapping the shores of the little bay settled, as did our bodies, each of us gasping for breath as I leaned down against her, her soft breasts now pressing into my chest.

"My god that was good." She panted. "I haven't ever done it outside. But if it's always like this, I may have to do it a lot more often."

"I'm glad you had fun. I know I did." 

"You are a bad boy." She said with a giggle. "here we are supposed to be keeping the girls from getting into trouble, and here we are having sex...out here!"

"I'm sorry. I suppose I could have stopped."

"If you had, I'd probably have attacked you anyway. Thank you. It felt wonderful." She whispered, followed by a gentle kiss.

"You're welcome."

"I think we better get back up though. Your daughter will wonder where we are."

"I suppose your right." I said sliding my dick from her pussy and allowing our cum to leak out into the lake. I helped her off the platform, setting her gently in the water and washing her pussy to get our cum off of her. She returned the favor, washing my dick and balls ever so gently, almost lovingly. 

Finally cleaned I walked her to the bank and wrapped the towel back around her, putting everything back as before, with a little more gentle nipple licking tossed in for good measure.

"Thank you. I enjoyed it very much." I whispered as I tucked the end of the towel in between her full breasts.

"And you. It was... quite a unique experience. I've never had sex in a lake before, let alone with someone who wasn't my husband."

"Oh, I'm sorry. I didn't mean to take advantage of a married woman. I didn't see a ring, and well, I guess I just assumed..." I said as I picked my towel off the bow of the boat.

"Oh, it's ok. We haven't been together for some months." She said as she turned to head back to camp. "Now we better get back before your daughter tells on us."

"Oh. Yeah. She probably doesn't need to know what we were up to."

"I doubt that we fooled her. I hope it won't be a problem with your wife when she finds out though."

"Oh, no worries. We have an open relationship. As long as we tell each other what's going on it's fine."

"Hmmm That's unusual, but I'm not complaining. Especially after what we just did."

"Oh what have you two done, as if I didn't know!" My daughter said from her camp chair as we walked back into the site.

"Nothing. Just made sure the boat was tied out good for the night." I replied with a straight face. "You really shouldn't assume things you know."

"Oh come on dad. Good looking woman, dark night? I'm supposed to believe that all you did was check the boat?"

"Yep. We waded around the boat and checked the anchor lines." I replied, knowing it was the truth, just not the whole truth.

"If you say so." She said as I dropped into my chair. We soon decided to hit the sack and crawled into my tent and flopped onto my air mattress. The night air felt good on my bare skin and I drifted off to sleep letting the slight breeze play across my hardened dick. 

The sun was just peaking over the trees when I crawled out of bed. I had planned on fishing the tournament, but since that was out, at least I could go fish. I pulled on some clothes and headed down to the boat. It only took me a few minutes to get things ready to go and I was motoring out of the little cove. 

I only had a couple hours to fish, and I knew the girls would be showing up. Part of me thought it might be fun to watch all the bikini's that were sure to be on display, or more appropriately, displaying the wearers. I knew it was going to be a frustrating day though. I was right about that. By the time I came in from fishing around nine, the girls had started to show up, the camp sites sprouting a number of new tents while cute young ladies bent over pounding in stakes and unrolling canvas. I started to wish I had come in from fishing a bit earlier to get the whole show. 

I sat down in my camp chair too much on a power bar and soda, as yet another car load of girls showed up, bringing the total number of girls running around the site somewhere around twenty. It was hard to actually count them since they almost never sat still.

"Quite a group, isn't it?" Marlene asked as she stepped up behind me. 

"Yes it is." I replied turning part way in my chair to see her. I damn near fell out of my seat as I looked up at her, her nearly naked breasts barely contained in the extremely revealing red and green striped bikini top. I let my eyes travel down her smooth stomach to the tiny triangle of her bikini bottoms. The material rode so low on her mound that the lack of hair was obvious. "Damn." I mumbled.

"I take it you approve of my suit and my...uh... trim?"

"Oh yeah. I more than approve!"

She stepped next to my chair and knelt down. "You know, when I heard you were coming I dug this suit out intending to seduce you, or at the least tease the hell out of you. I didn't realize just how small it was. After last night I can see I don't have to seduce you, but I can still tease you and maybe get a bit more sometime this weekend." She whispered.

"I can tell you that will definitely tease me. But I'm afraid that you'll miss all the fun in the boat when we take the girls tubing."

"Why is that?"

"That little top? There isn't any way that you're going to stay in it when we start bouncing over the wakes."

She leaned her face close to mine and whispered even more quietly. "Who says it has to?" She pulled away with a grin and then walked off toward the other sites to check on the girls, her firm ass wiggling seductively in the tiny red and green suit.

Almost as fast as the tents were set up and the sleeping bags set, the girls started changing into their swim suits. The body types of the girls varied widely, from the slim to the chunky, and their suits varied just as much. There were one piece suits that ranged from fairly modest to quite revealing, as well as an interesting range of two piece suits. It didn't take long for me to become the target of the inevitable teasing. Not all the girls of course, but as with any sorority gathering, once one dares another it's pretty much all downhill from there.

During one of the many rounds of dragging the two tubes around the lake, the top of one of the girls sitting in the bow watching had her top "slip" out of place for a few moments, showing off her perky little tits. It didn't last long, and to be honest I really didn't get all that good of a look, having to separate my attention between the other boat traffic on the lake, my driving, the state of the water and the mirror to keep an eye on the tubes. With my attention slip on all these important tasks, I just didn't have all that much time to really enjoy the brief show. I didn't have much to worry about though. It seems that they figured out all too quickly that I didn't have time for the brief glimpses that they were daring each other to do, and it soon degenerated into much longer flashes, some times as much as several minutes, ending only when another boat got close. 

There was no doubt that this was having an effect on me, and I was glad I was wearing a pair of shorts, which did a much better job of hiding my almost continuous hardon I had. We took a break from tubing to allow me to get a bite of lunch and to take the boat over to gas up again. Marlene talked me into putting on my swim suit and getting wet before taking the boat over for gas. The water felt good, and thankfully Marlene behaved herself while we were swimming, presumably because of all the girls that were swimming near us. Once I was well cooled off, in more ways than one, I climbed aboard my boat to run down to the marina to fill the well depleted fuel tank.

"You want company?" Marlene asked as she waded toward the boat as I unclipped the lines for the tubes. 

"Doesn't one of us need to stay and watch the girls?"

"Nope. They'll be fine on their own. We're chaperones, not baby sitters."

"In that case, come on along."

"Sure, would you help me in?"

"Sure. The swim platform would be easier though." I said as she waded to the bow and tried to throw her leg over the railing.

"Too late for that now I think!" she said as her short leg was hanging over the rail and her other was dancing on her tip toes. I stepped through the windshield into the open bow and reached for her arms, pulling her petite frame up into the boat with ease. "Thank you kind sir!" she said with a grin as I led her into the boats cockpit and knelt in the driver's seat to fire the engine while Marlene dropped into the passenger seat. It only took a few moments to get the engine fired and pull the anchors. The girls made way for me, giving me plenty of room to idle out of the cove. Once clear, I opened the throttle up and headed down the lake.

The boat traffic had the water pretty well churned up, and we bounded over wake after wake, Marlene's tits bouncing out of her top after only a few waves. The rest of the run down to the marina was a pleasurable trip, Marlene sitting sideways in the seat with her large tits bouncing and swaying enticingly.

"You did that on purpose, didn't you?" she asked as I throttled back to turn into the marina cove.

"What?"

"Hit those wakes so I would lose my top."

"oh I wish. No that was real, I just enjoyed the show, that's all."

"I can tell." Marlene replied as she covered herself with one hand and leaned toward me to stroke my rock hard cock through my swim suit with her other hand. "Too bad we don't have time to take care of this."

"Maybe on the way back." I said as we idled toward the fuel dock. 

"Maybe." She answered with a grin.

It only took about ten minutes or so to fill the tank, pay the eighty plus bucks and be on our way. "That guy on the dock was really checking you out." I said as I idled out of the cove.

"No more than the gal at the cash register was checking out you." She replied with a laugh. 

"I guess a bit, wasn't she?"

"Yeah. Can't say I blame her though. It does look like a nice boner."

"If you say so."

"I do say so." She said as she moved from the seat into the aisle, reaching into my lap and wrapping her hand around my hard dick through my swim suit. "Now maybe we should do something about this?" She let go of my dick and untied the string, pulling the waistband out and down to expose my dick. I groaned softly as she leaned her face over my lap and engulfed my dick with her hot mouth. Her wet tongue stroked and swirled the head of my dick while she stroked her hand up and down my shaft, her mouth following her hand.

"Oh god. You do know I won't last too long if you keep that up."

Her response was to suck harder while she vibrated my dick with her "Uh huh". Her mouth and hand stroked up and down my saliva covered dick time and again while I held the speed of the boat at a slow lope. I reached down with my free hand and slipped her top down and stroked and played with one of her large tits, squeezing and rolling her nipple.

"Oh god. I'm going to cum." I groaned in warning, seconds before my dick jerked, squirting a shot of cum deep into her mouth. She sucked it down greedily as my dick shot spurt after spurt of cum into her hot mouth. She seemed to enjoy sucking every drop down before letting my slowly shrinking dick slip from her mouth.

"Now you owe me one." She said with a grin as she moved back to her seat, her one tit still hanging out. 

"I'll have to see what I can do about paying up." I said as I opened the throttle.

"Oh, don't worry. I'll make sure you get the chance. Just can't do it in front of the girls, that's all."

"Well, if you find a chance, I would be more than happy to reciprocate. I love eating pussy and sucking on tits, especially when they look like yours."

"Oh, you like how they look?" she asked, pulling the top the rest of the way down to expose the other tit. "Maybe you'd like a look at the rest?"

"I certainly would." I said over the engine noise. Marlene leaned back in her seat and pulled the material covering her pussy aside, exposing her completely shaved pussy to me. She stroked her obviously wet pussy, her flowery lips sticking out from between her meaty outer lips. It only took one look and I knew what I wanted to do. I turned the boat toward the shore and quickly made my way over to a small cove, shutting down the engine and letting the boat float on its own. 

I moved to the aisle where she was a few minutes before and reached for the ties of her tiny suit bottoms. She smiled as I pulled the ties on her bottom and pulled the material down so she was naked except for the askew bikini top.

I leaned my head down between her legs and licked gently up her wet lips, pressing my tongue between them to taste her sweet juices. I licked up her slit slowly, each time pressing deeper and pulling her moisture farther up toward her hard clit. 

"Ohhhhh very nice." She cooed as she stroked my head, her fingers twirling my short hair. 

I found her clit with the tip of my tongue and flicked across it as I pulled her lips apart with my fingers to expose the hard nub. 

"OH FUCK!" she squealed as I sucked her clit between my lips and flicked it quickly with my tongue. "OHHHHHHHH!" She squealed as her whole body trembled. "OH GOD I'M CUMING" she squealed. Her whole body shook and trembled, her pussy gushing its juices as she came. I continued my assault on her clit until she pushed my head, her body no longer able to take the attentions. "Oh god that felt good!" she moaned as I wiped my face. 

"I'm glad you enjoyed it." I said as I pushed my suit down off my butt, exposing my once again hard dick to her. She slouched down in the seat further, bringing her wet pussy to the edge of the seat, reaching out and stroking my cock toward her pussy. 

"Yes. That's it. Fuck me with that big dick." She cooed as she pulled me toward her sopping pussy. I pressed the head of my dick against her spread lips and slipped between them, driving my shaft deep into her. As soon as I hit the end of her tunnel I stroked back, driving into her once again. Each stroke elicited a squeak or moan of pleasure from her as she rocked her hips in time with my strokes. "Oh god yes... So fucking good." She moaned as I pounded into her. I reached down and played with both of her big jiggling tits, squeezing and twisting her nipples in time with my strokes. "are you trying to make me cum again?" she panted.

"If I can." I grunted as I drove into her time and again, my own climax building more quickly than I would have expected.

"Well, you're going to!" she cried as her body jerked in an uncontrollable spasm. I felt her pussy clamp around my dick, making her petite pussy even tighter. It was only a few more strokes before my dick erupted inside her, pumping shot after shot of cum into her, our bodies both jerking and spasming with our simultaneous climax. 

"Oh fuck." I panted as I looked down on her sexy body. 

"You can say that again." She said between heaving breaths. "you can fuck me any time you want to, as long as you make me cum like that!"

"Glad I pleased you." I said as I pulled from her and sat back on my own seat, looking around to realize we had about floated onto the rocks. I turned myself in the seat enough to start the engine and back us off the rocks, my suit still around my knees. I looked over at her sitting back with a contented smile on her face, all but naked and in no rush to cover herself. I left the engine idling while we looked at each other, taking the time to really look at each others bodies now.

"You know. You really are good looking, and you fuck like... well... like nothing else I have ever felt."

"You're not exactly bad looking either. If I want married, I'd probably be trying to date you, hoping to get lucky some night."

She laughed hard at the joke, finally pulling her suit together when she had stopped. "I guess we need to get back now, huh?"

"fraid so."

"Ok. Lead on!" she said with a laugh.

I pulled my suit back into place and then opened up the throttle, heading back to the cove I anchored in by the camp sites. I dropped Marlene off and hooked the tubes back up, a number of girls clamoring to go tubing again. The tit flashing game seemed to have taken a turn for the more explicit, some of the girls intentionally flashing pussy as well as tit. The exception seemed to be when my daughter was in the boat, when they all acted like perfect little ladies. Fortunately, while my little extracurricular activity with Marlene hadn't made me immune, it certainly went a long way to making the situation less....pressing?

The girls had finally had enough tubing and we put the boat up for the afternoon, anchoring it in the little bay. I made my way back to camp and was pleased to see a number of the girls busy cooking dinner, which was to be hamburgers, beans and chips. I was worried I was going to have to cook and clean as well as watch, but that seemed to not be a problem. Marlene had them well in hand so to speak.




The Chaperone



A number of the swim suits had moved from bodies to a clothes line stretched between a couple trees. Some of those were replaced with shorts and t-shirts, others, well, I'm not sure exactly what was under the t-shirts. A few of the girls seemed to be wearing nothing under the shirts, based on the amount of nipple that was showing and tit wiggling. Again it seemed to be directed at teasing me. One of the girls bent over stiff legged to pick something up, her shirt pulling up enough to show the bare globes of her ass and her bare and very wet pussy. 

"It seems like some of the girls are trying to tease you again." Marlene whispered after she sat down next to me, her tiny suit now replaced by a long t-shirt.

"Seems that way." I answered, hoping she didn't notice how hard I had become watching the bouncing boobies.

"Glad you're enjoying it. I expect they'll keep it up all night. I heard enough bits and pieces to figure that it's a game. The goal is to get you teased to the max and then try to get you to show it off to one of them."

"I see. I don't think that's going to happen."

"Oh, I'm not so sure you shouldn't. It might put an end to it."

"I'm not going to get myself into trouble by flashing one of these girls."

"And I'm not suggesting you should." She said with a grin. "I have a much better idea."

"Oh?"

"yeah. Come with me." She said getting up and walking out of the camp toward the bathrooms. I got up and followed her, catching up quickly.

"So what's this idea you have?"

"Well, it's clear the girls want a look. They've been teasing the hell out of you. Why not give them a look. When it's bed time, you'll go to bed long before they will. Why don't you just leave the windows open a bit and the lantern on. It'll give them an eyeful."

"I'm not sure this is a really good idea."

"Unless you come up with a better one, you're going to have to put up with them ratcheting up the level until you do, and it may end up being a whole lot more than you want to deal with. Some of these girls are not afraid to openly seduce you, given the chance."

"I'm not sure I want that."

"Good, then do what I ask, and we'll put an end to this, ok?"

"I'll think about it." I answered as I walked next to her. I was of a mixed mind. I hadn't ever exposed myself to such a large group, yet at the same time it seemed like a kind of exciting idea. My wish was that I could see some of their bodies at the same time. I was so lost in thought when we finally got to the bathrooms that I almost followed Marlene into the ladies room.

"Hmmm a bit distracted?" she asked with a giggle. "The men's room is over there."

"So it is." I said with a crooked grin as I turned and headed to the men's room. I got done before Marlene and I waited outside for her. 

"Waited for me, huh? That was nice."

"Yes I did." I said as I fell in beside her. "wait for you I mean. I have a question. How many of these girls want to see me naked?"

"Oh I don't know, maybe three quarters. Maybe all of them, except your daughter of course. I'm not sure she knows about any of this."

"How many do you think would be willing to be naked to get that look?"

"Hmmmm I bet at least a quarter, maybe a bit more."

"The way I see it, fair is fair. I don't mind showing off, but I'd prefer that it be a two way street."

"I see where you're going, but how are you going to get there?"

"Simple. I want you to get with one of the ring leaders. Have them organize a midnight swim. After the swim it'll be towels only. If they start a tug of towel game, all the girls who want to see me naked will have to let their towels be pulled before they pull mine. Sound good?"

"You are devious."

"I guess so. Can you arrange it?"

"Oh yes. It'd be my pleasure!"

"Good. Thanks Marlene."

"And when I sneak into your tent later tonight and ride that dick of yours, I want to feel you squirt all that cum you're going to be saving up into me."

"deal."

Dinner was good, with the girls falling all over themselves to serve me and make sure I was well taken care of. That continued all evening, but with the added twist that as it got darker, the level of clothing seemed to go down with the sun. Many of the girls were wearing nothing but towels around their waists and their bikini tops. Obviously the midnight swim had started to take on a life, and as the nearly full moon took over for the sun, the view I had of many of the girls kept getting better. As it got darker and the moon actually threw shadows, the girls were bathed in a soft blue light. The darkness did allow my almost perpetual hardon t be a bit less obvious in the towel I had wrapped around my waist. I had decided some time ago to make sure they had a good opportunity to de-towel me, and changed from my swim suit to just the towel that was all I now wore. I watched my daughter and two other girls head toward the shower building just a few minutes before one of the girls came up to stand in front of me.

"Mister Michales, would you like to like to come down for a late night swim?" She asked as she stood before me, a towel wrapped around her body, but no sign of swim suit straps.

"Sure, it might be fun."

"Great!" she said pulling me up from my chair. 

"Let me get my suit on." I said, trying to pull back toward my tent.

"Oh, you won't need that." She said with a grin, pulling her towel off, revealing that she was wearing nothing but a pair of flip-flops.

"Aren't you missing something if you're going swimming?" I asked her as my eyes took in her slim body and small firm breasts. Her nipples were rock hard, and standing out proudly, making her orange sized tits almost cone shaped. As she stood with one hand in mine to pull me toward the water and her other holding her towel, she was giving me the perfect view of her whole body, including the small brown tuft of hair on her mound. I couldn't keep my dick from twitching as I took in the sight.

"No more than you." She said, reaching with the hand that held her towel for mine, pulling it off and freeing my dick. "Looks like Mister M is a bit excited about something!"

"Just all you girls teasing the hell out of me all day."

"Oh?" she asked as she stepped toward me until her body was pressing against mine, her hard nipples in my chest and my dick trapped between our naked bodies. "Did our half naked bodies get you a bit turned on?"

"Just a bit."

"Hmmm. Well I wonder what seeing our completely naked bodies is going to do then?"

"Oh? Am I going to see a few of you as naked as you are now?"

"You could say that." She said as she lifted herself on her tip toes and brushed her lips against mine seductively. "My name is Jenny. If you decide you need to put that some place, just let me know. I have a hot wet pussy just aching to be filled with your big fat dick." She whispered breathlessly.

"You know I can't have sex with you. I'm supposed to be chaperoning you."

"I know, but just in case anyway..." she replied as she stepped back and started drawing me down toward the lake. I allowed her to lead me down to the lake where nearly all the girls were clustered around, their towels wrapped around them. "Here he is girls!" Jenny announced proudly. The girls gave their enthusiastic if somewhat quite approval before the first of them stepped in front of me. She pulled her towel off and tossed it on the shore next to me before reaching out and giving my dick a stroke with her small hand. She looked as if she were going to burst and then quickly turned and half ran into the water, her creamy white ass tinted blue in the moonlight.

The parade started, and continued, each of the girls stripping their towel off for me, and then either touching me or pulling one or more of my hands to someplace on them. In the few minutes it took for them to each have a turn, I touched and squeezed a wide variety of sexy tits, from the small, orange sized A cuppers, to the larger melon sized. Even a few of the heavier set girls were there. The last, seemed a bit more timid, and I presumed because of her size. She was far from slim, but had a large chest. I remembered that she wore one of the most modest of one piece suits and even though she was here, I got the feeling she wasn't sure she wanted to do this.

"You don't have to do this." I whispered to her as she stepped up.

"Yes I do."

"Why?"

"Because that was the deal. We all did it or no one did it."

"Well, you don't have to, no one is forcing you to do anything you don't want to."

"I know. I'm just not sure you'll find me all that attractive."

"Well, why don't I be the judge of that." I said, reaching out for her towel. I hooked my finger in the material between her breasts and gently pulled, allowing the towel to untie and fall from her body. She was a bit plumper than the thinner girls, but her roundness appeared to be anything but fat. She had a pair of beautifull tits that were the size of small melons, each topped with a rock hard nipple the size of a small cherry set in a dark areola that covered nearly a quarter of her large breast. I reached out and stroked her stomach, finding her body to be firm and trembling. While she was not slender, there did not appear to be any fat on her. I allowed my fingers to stroke slowly down to her dark bush, twirling my fingers in her hair momentarily before allowing them to slide farther down and press between her legs. My fingers felt her wetness, not only on her lips, but coating her thighs as well. 

"I think you're turned on a bit." I whispered as I stepped closer to her.

"Uh huh."

"I think you're actually quite good looking. Why are you ashamed of your body?"

"I'm not thin like the other girls, but I can't seem to get any thinner, no matter how hard I try." She answered breathlessly as I slide my finger in and out of her wet lips.

"Some women aren't supposed to be thin." I said as I knelt down in front of her. I leaned my head toward her and sucked one of her nipples into my mouth, rolling and flicking it with my tongue as she pulled my head tighter to her chest. I felt her legs spread slightly as she stepped her feet apart, and I allowed my finger to find her hard clit and gently stroke it. She lasted less than a minute, her body already so turned on by the anticipation that it took almost no physical contact to push her over the edge. Her body shook as she gently groaned, her pussy gushing more cum onto my fingers as her orgasm washed over her. 

"Ohhhhhhhh fuck" she whispered as I wrapped an arm around her and held her tight, my other hand squeezing her firm ass while I continued to stroke her hard clit. 

I felt her body start to soften, the bulk of the orgasm past, and moved my stroking from her clit to just around her lips, occasionally dipping slightly into her tunnel.

"That was fantastic." She whispered. "Thank you."

"You're welcome." I said as I released her tit and stood up. I led her into the water, wondering what kind of trouble I had just started for myself by not thinking before doing that. "I hope I didn't expose more than I was supposed to."

"Oh, you didn't. Part of our initiation is to ride on the Siberian till we cum, so we've all seen each other cum, except for you of course." She said, stopping when the water was up to my thighs. "even Marlene rode it once!"

"I see." Quickly realizing that I had been quite thoroughly maneuvered.

"But now it's your turn." She continued, stepping behind me and reaching around for my dick. She pressed her tits into my back and whispered to me as she began stroking me.

"Just look at all those naked girl bodies. Wouldn't you like to cum all over them?" 

The girls had indeed moved closer, making as semi-circle around me, many stroking either their pussies or tits as they watched my dick being wanked in front of them. The hand around my dick disappeared and was replaced with a slightly larger hand, the tits pressing into my back changing to a pair I recognized. Marlene now had control of the situation. 

"Now girls," Marlene said from behind me. "Why don't you give him something to keep his hands busy."

Two of the girls with fairly good sized chests moved forward, one on each side of me and pulled a hand to their large tits.

"That's it. We know how much you enjoy a pair of tits to squeeze. Go ahead and enjoy yourself while I stroke your nice hard dick. Just think about squirting your cum for all these sexy girls!"

I groaned as both her hands stroked me closer to climax by the second, one of her hands rolling over the head of my dick with each stroke.

"Oh god." I gasped as I watched hands rub pussies in time with the strokes of my dick, the girls getting seriously into the action at hand. My body was quickly pushed to the point of no return and with a groan my dick spurted a huge jet of white cum out into the moonlight, most of it landing in the water, but some splashing on the girl directly in front of me. My body jerked and squirted shot after shot of cum until all that was left was a drool oozing out the end and across Marlene's hand.

"That's my stud." Marlene whispered.

"God Mister M. That was sooo fucking cool." One of the girls standing next to me said quietly as she reached out and ran a finger across the head of my dick, making it twitch slightly.

"Enjoyed that did you?" I asked as my body struggled for breath, my hand still massaging her big tit and rock hard nipple.

"Hell yes. Never really saw one squirt like that before. Hell, I bet you shot at least five feet."

"Well, that's what happens when you're really turned on. You girls did a hell of a job teasing me. I just hope it's not the last time I get to see your gorgeous bodies."

"Oh I bet it's not." Marlene said from behind me. "But for now girls, it's time to fall it a night."

Some of the girls gave a quiet moan, but quickly lined up to give me a quick hug and kiss as they filed past to walk out of the water, picking up their towels and heading up to the camp site. Finally only Marlene and I were left in the water.

"So now what?" I asked.

"Well, the girls decided that you should be an honorary sorority girl... so to speak. So, now you are. What happens after this? Who knows. For now though I think we should go back up, don't you?"

"I suppose so." I agreed, following her up out of the water. She wrapped her towel around her petite body and handed me mine, which quickly went around my waist so I could follow her. By the time we got back into the camp site, most of the girls had some form of clothes back on, and to my surprise, my daughter was back from the showers, sitting around the fire with the other girls.

"Well, did my sisters keep you entertained while I was gone?" She asked me.

"I guess you could say that." I said, suddenly worried about just exactly what she knew. She got up and stepped over to where I was standing. "Don't worry daddy. I know all about it." She whispered as she gave me a hug. "I'm sure mom will enjoy the story!"

"Huh?" I asked, shocked at her comment.

"You think I haven't heard you and mom through the bedroom door? I know all about your little games, and the great sex you have when you tell the stories. He'll I've masturbated to them lots of times outside your room."

"Oh shit!" I muttered. 

"Don't worry daddy. Mom already knows I know. I asked her to put you up to this trip."

I looked at her stunned while she stood smiling at me, and then at the faces of a number of other girls that were sitting around the fire, their faces illuminated by the flickering orange light. I was at a loss for words, and my daughter knew it. "I don't know what to say."

"Nothing to say. Just enjoy!" She said with a shrug as she turned and walked off toward her tent. 

I felt Marlene reach around me and gently squeeze my dick through my towel as she whispered. "Surprise."

It certainly was that, and with another night and most of a day to go I wondered what other surprises they had in store for me.



The Chaperone



Sarah's POV

It's not unusual for a person to look forward to summer- barbecues, parties, no lengthy seminars in overcrowded lecture halls. But for me summer always meant vacation in the Adirondacks and even though I was 18 and it meant being several hours away from anyone I knew, I still looked forward to it just as much. Summer meant fresh mountain air, the close proximity to Lake George, and, most importantly, Kyle.

We started trips to the Adirondacks when I was four- me, my dad, my dad's business partner and his son Kyle. Kyle is eight years older than I am and the object of my affection for as long as I can remember. He has dark intense eyes and jet black hair which he usually keeps swept to the side. The best thing about him is his smile, which he doesn't do very often but when he does it travels all the way up to his eyes causing them to twinkle. During his later teen years I didn't see much of him; even though he came to the Adirondacks he was always going off with loud groups of kids that I didn't know and coming home smelling strongly of beer. But the last few years he has been different, quieter. Dad says he has "sowed his wild oats".

This summer was also going to be different because Dad and Mr. Silver (Kyle's dad)'s business required them to spend a month in Europe negotiating a merger with another company. For a while, it looked like I was going to have to stay in my hometown but then Kyle offered to "babysit" me so that we both got to enjoy the summers to which we were so accustomed. 

My reaction to this was mixed. Part of them groaned inwardly, mortified at the thought of being seen as nothing but a kid. The other part of me was thrilled. Just me and Kyle. I'd have him to myself for weeks. 

I drove up to the cabin one day in early August. Kyle had already been there for several days and the house contained plenty of evidence that it was home to a bachelor. Beer bottles littered the kitchen counter and cans spilled out of the overflowing recycling bin. The bedroom at the end of the hallway (traditionally Kyle's) was overflowing with clothes, creating a trail leading out to the hallway. Kyle was nowhere to be found and not wanting to be a burden, I immediately set to work cleaning. After I cleaned the kitchen, I took a few tentative steps into Kyle's room. I hadn't seen Kyle in months and I took a few deep breaths, inhaling the distinct aroma that was Kyle's- a combination of male muskiness, deodorant and a faint trace of cologne. I took a seat on the bed and picked up one of his inside out sweatshirts.

"Sarah watcha doing?" I practically pissed myself. There was Kyle, standing in the doorway with an amused but quizzical expression. His hair had grown longer and it covered more of his face, concealing his expression and making it harder to read. I jumped to my feet. Oh God, how was I going to talk my way out of this one?

"Kyle! Hey!" I said trying to sound casual while trying to think quickly.

"Sorry to be in here. I was looking for...a sweatshirt," I held it up hoping it wasn't completely see through.

"Forgot how chilly it could be up here? Well, come on Sarah give me a hug," he pulled me in for a hug, nothing overly touchy, the kind two cousins might give each other. Yet I felt my heart pounding anyway and prayed he couldn't hear it. 

We spent a few hours catching up in the kitchen while he heated up some cold pizza. I was flattered when he offered me a beer, telling me it would be our little secret. Clearly he didn't think of me as a little kid anymore. I tried to look cool and sophisticated sipping at the beer even though I had only drank once or twice and the taste still felt kind of alien to me. After dinner, he suggested a fire in the pit outside. 

"You sure you wouldn't rather go out with your friends or something?" I asked him, not wanting to be a burden. He smiled. 

"Of course, Sarah. I haven't seen you in months. I want to spend time with you," 

The words (said in his deep voice which always had a touch of huskiness to it) sent tingles down my spine and into other places. Maybe it was the beer but I was feeling very warm, a heat beginning in my lower stomach and spreading throughout my body. I got to my feet, trying not to sway. 

"Sure, just let me change into something else," I said and left the room, convinced he could see my knees shaking nervously and hoping he couldn't tell that I wanted nothing more than him to push me back onto the table and fuck me.

Kyle

I consider myself to be a man of considerable self-control. Which is why I wasn't worried about being left alone for several weeks with an attractive young girl who obviously had a crush on me. But I have to say my resolve wavered slightly when I saw her in my room, on my bed, holding my sweatshirt. I had watched her for several minutes hungrily examining all the curves in her young body while I had the chance. I wasn't exactly sure when Sarah had blossomed- there were quite a few years when I had been distracted with girls of my own and a wild college life. 

But one day I turned around and instead of the awkward little girl, I saw a young woman in every sense of the word. Large breasts proudly jutted forth from her chest, something I'm sure she was a little self-conscious about at first as she tried to conceal them with sweatshirts and baggy shirts. As she grew more comfortable in her skin, her shirts grew more form fitting. Like today.

She was wearing a fairly modest but well fitting V-neck shirt exposing the very tops of her breasts. They bounced slightly when she walked and I struggled to not look at them. The rest of Sarah was on the smaller side but she had shapely hips and a nice firm ass which I couldn't help but check out when she turned around. What guy wouldn't? 

Now it was just the two of us under the stars. She was seated directly next to me and if I was discreet I could see directly down her shirt. She wore a pink lace bra which did a pretty adequate job of hiding her breasts but I still felt the familiar stirring in my groin and had to stare at the grill for several minutes until it went away.

"So how's Roger? Are you still with him?" Roger was Sarah's last boyfriend- he had dropped by last summer and stayed for several nights in a nearby hotel. He was a nice enough guy but in my personal opinion sort of dull. Intelligence wise, there was no way he could keep up with Sarah.

"Nah we broke up a while ago"

"Sucks," I said taking a sip of beer and trying to look sympathetic. On some level, I knew I was pleased though.

"Nah its cool. We weren't compatible".

"Intellectually?" I asked taking another sip.

"Sexually," she said. I almost spit out my beer. Seeing the shocked look on my face, she backtracked quickly. 

"Sorry," she said. I detected a slight slur to her words and decided the beer had gone to her head faster than she had expected. 

"Nah, it's cool. You can talk to me about this stuff," I heard my own words and they sounded strange to me. Maybe I was a little drunk myself. "I'm sorry if he pressured you. Guys can be dicks that way".

"No...it was kind of the other way around," I looked over at her and noticed her staring at the ground, biting a lip an embarrassed look on her face.

"How do you mean? You can tell me," I repeated, trying to sound reassuring. I was just trying to help her out. Like a confidant, like a friend.

"He thought I was wild...like sexually," At this I burst out laughing. Sarah? Wild? Right now she looked the perfect picture of the innocent schoolgirl.

Sarah looked indignant. "I'm not as innocent as you might think!" she said heatedly.

"Okay," I said smirking "Well what made you wild? What was so crazy he wouldn't do?" Now she looked uncertain again. I smiled, trying to look reassuring.

"I wanted him to...you know," I shook my head, indicating my confusion "eat me. Down there".

She lowered her eyes, clearly embarrassed.

"Your pussy? He wouldn't do that?" I asked. What a dick! "But I bet he liked it when you sucked him off," She blushed again.

"Yeah but...well it wasn't just that. I wanted other things".

"Like?"

"Anal," she whispered "I wanted him to kiss my...and then..." 

Jesus Christ, my member was growing hard at the very idea. I pictured pulling her cheeks apart, lowering my lips to delicious ass, inhaling her scent. She was still talking, clearly afraid that once she stopped she wouldn't be able to continue. 

"And there's other things but...I can't really talk about it. Actually I shouldn't be talking about all this to begin with. I'm an idiot. I'm sorry."

"No, it's fine," I croaked. God dammit my mouth was dry. It felt like sandpaper "but I've had a long day and the fire's almost dead anyway. I think I'm going to head to bed". 

She looked hurt and I realized how it must have felt for her to expose herself like that. Shifting one arm over my groin area so she would not see my hard-on, I used the other hand to tilt her head up so that her eyes met mine.

"Hey," I said softly "You have nothing to be afraid of. Someday you will meet a guy whose into all that. And trust me there will be plenty of guys. And the guy you choose will be very lucky".

As our eyes met it felt like there was a current of electricity flowing between us. I heard her breathing deepen. I tore my gaze away and got to my feet. 

As soon as I closed my bedroom door behind me, I watched porn and touched myself, determined to get Sarah's face out of my head.

Around midnight I was on my way back from the bathroom when I passed Sarah's door which was opened a small crack. What I saw stopped me dead in my tracks. Sarah lay on the bed, legs wide apart, a tank top stretched over her voluptuous breasts, her hand between her legs as she stroked herself fervently. I was captivated. All I could do was watch as she stroked herself, her head back on her pillow, her eyes closed in pleasure, her cheeks flushed. 

She let out a slight moan and slipped one finger, then two inside herself. She was clearly wet because her fingers slid in with ease. As she inserted a third finger, I heard the squelching sound of her pussy. She wasn't shaved, but neatly trimmed and even from the doorway I could see the edges of her thighs, glistening with her juices. Perfection.

"Kyle," she murmured. Oh sweet Jesus, I almost came in my pants right then. Sure, I knew she was attracted to me but I never knew she fantasized about me. She moved suddenly and I jumped back, out of sight, sure I was caught. After several minutes I stepped forward nervously. She had her head down in the pillow, her tight little ass in the air. As I watched she took one finger (clearly lubricated with her own juices) and fucked herself, slowly at first then faster. She inserted a second finger and I heard her breath coming in small little gasps as she became more and more excited.

I wanted to stay and watch but I knew that staying any longer was risking being caught. And if she did catch me, if she did look at me with her eyes, heavy with lust, I don't know if I would be able to control myself. Now that I know how much her body wanted me, I became aware of how much my body wanted her as well. I fell into bed, my cock erect and I immediately began to touch myself, my thoughts filled with nothing but Sarah. Sarah and her little mouth taking in the length of my dick, Sarah and her wet pussy waiting for me to plow her, Sarah and her tight ass stretching to accommodate my cock. I was past caring. I shot my load all over the bed picturing it covering her giant tits. Then I closed my eyes, exhausted, feeling a mix of both guilt and satisfaction.

Sarah

Kyle and I spent the next week as companionable housemates. We exchanged small talk over meals, we sometimes enjoyed baseball games together, but we never came close to that energy exchange we had the first night. I was beginning to suspect he was actually avoiding me- he avoided all types of physical contact with me, sometimes deliberately taking the long way around the table to avoid brushing against me. I felt embarrassed, knowing my confessions the first night had probably embarrassed him. He probably thought I was pathetic. Or worse, a pervert. Or a stalker. 

On the bright side, I began to get closer with the family renting the cabin next to us. An elderly couple and their grandchildren- 21 year old Lori and 24 year old Ian. I liked them both at once. Lori was vivacious, friendly, and kind of wild. She filled me in on all her crazy escapades, usually involving booze, boys or both. 

Ian was also outgoing but in a different sort of way. He liked my body and made sure I knew it. The first time Lori and I were stretched out on the beach sunbathing I caught him staring at my tank top which barely stretched over my boobs. Instead of looking embarrassed or looking away, he winked and gave me this naughty smirk and immediately I felt this familiar wetness between my legs. 

Friday night (about a week after I arrived) Lori invited me to go with her and Ian to a party in town. I was hesitant. Kyle was pretty cool about me drinking beer at the house but in other ways he was kind of strict- calling me frequently, giving me the third degree about who I was hanging out with and even waiting up for me. So Friday I went to bed early with a headache, turned off my light and crawled out of the first story window where I then ran to Ian's waiting car. Lori had already helped me to pick out the perfect outfit- something a bit more revealing than I was used to but I relished how sexy it made me feel and the way Ian stared appreciatively as I climbed into the backseat of the car.

Lori and I had a fun time at the party, although there was no way I could keep up with her and barely even tried. She did about five jello shots, downed three beers, puked twice then went on the trampoline, then puked again. I stuck to beer and even though I ended up holding her hair while she vomited all over herself, it was still a thrilling night for me. Ian mostly stayed with a group of guys playing cards and smoking pot in the corner of the room. Several times I felt his eyes on me and it thrilled me. The alcohol gave me confidence and sometimes when I walked past him I gave him a flirty smile or a wink. 

We left the party around four in the morning with Lori passed out in the backseat. Ian cleared his throat, breaking the silence. 

"So...did you have fun?"

"Yeah," I said, trying to sound casual "Did you?"

"Yeah," he said, then glanced at me "Have I mentioned how much I like your outfit?" I smiled and felt myself blush. 

"Thanks," I said ducking my head. By this time we had arrived at his house. We pulled into the driveway and he put the car in park. We didn't move.

"Don't act shy with me." he whispered, his eyes locked on me "You're wild aren't you little one?" 

I'm not sure what would have happened if there hadn't been an angry rapping on the window. I looked up startled and found myself staring into Kyle's furious eyes.

Kyle

There have been very few moments of genuine panic in my life which is why tonight will stand out as one of the most painful nights of my life. Sarah was acting strangely all day and when she went to bed early with a "headache", I felt bad. I felt like maybe I had hurt her feelings. She probably thought I was uncomfortable about the other night. And I was...but for reasons she knew nothing about. Everything about Sarah took me back to that night- even if she was doing something as innocent as chopping peppers I stared at her fingers and imagined them drenched in her pussy juices. Consequently, I walked around in a state of permanent horniness. But maybe I had been too standoffish. She had been spending a lot of time with the kids next door which I was not happy with. Lori was pretty wild. And Ian- well I'd seen the way he looked at her. Hungry, like he wanted to devour her. When he did this I felt a combination of jealousy and further horniness. So Friday, I decided there would be no harm in bringing her a cup of tea.

But when I flipped on the light switch her bed lay empty, neatly made, like it hadn't been slept in at all. I immediately tried calling her and when I got no response I went next door, heart pounding. I had no idea where she was. Lori's mom (a sweet old lady who obviously had no idea what kind of antics her daughter got up to) told me she had heard Lori and Ian talking about a party and maybe they had taken Sarah with her. I was torn between calling Sarah's dad or waiting for Sarah to return. In the end I decided I'd wait for her to return, giving her a chance to explain herself. I spent an agonizing night waiting up for Sarah. Every time I heard a car outside I ran to the window, disappointed when the beams of the car disappeared around the corner.

Finally, at some ungodly hour, I spotted a car in the next driveway. I immediately stormed out of the house, a mix of fury and concern. When I saw Sarah sitting in the passenger seat, I felt an intense wave of relief somewhat overshadowed by my anger at the way Ian had his eyes locked on her. There was no mistaking his intentions. When I rapped on the window, she paled, all the color leaving her face. Ian, for his part, looked terrified. That, at least, was somewhat mollifying. 

"Get in the house. Now," I snarled. Still an eerie shade of white, she scrambled out of the car and into the house. For a moment I could only stare at her, taking in the outfit she had on. It showed off every inch of her curves, leaving no illusion to the large size of her breasts or the curve of her hips. It barely stopped below her ass and her top dipped dangerously revealing the top of a lacy black bra. In short, she looked like a stripper.

I wasn't really thinking when I took her over my knee and flipped her skirt up revealing black lace panties snugly hugging her ass. It was a beautiful sight. I began to spank her, giving her several hard swats on each cheek. She squealed and I knew how mortifying it must be for her to be spanked like some errant child. She wanted to be seen as some mature woman and instead she was sprawled across my knee fighting to hold back sobs. 

The spanking, intended to punish her, was having an interesting effect on me. I felt my cock began to stir as I watched her ass ripple with every swat and felt her tits bounce with the force of my hits. I yanked down her panties and continued to hit her, enjoying the rosy glow of her ass cheeks.

"What were you thinking, going out like that, dressed like some common slut?" At my words I heard a sharp intake of breath and felt her wriggle against me with a moan. I suddenly realized I was not the only one enjoying this. I felt her squirm as she struggled to press her clit against my legs. I immediately stopped, afraid she would discover how hard I was.

Sarah got to her feet unsteadily. Her face was bright red and she scrambled to pull up her panties but not before I got another glimpse of her neatly trimmed pussy. 

"Kyle, I'm sorry. Please don't tell my dad!"

"Just go to bed. We'll talk about it tomorrow," I was way too flustered to deal with this now when all I wanted to do was throw her onto the kitchen table and ravish her. But I felt that wouldn't really be an appropriate way to deal with the situation. 

I stayed downstairs a while longer, trying to regain my composure. When I got to the top of the stairs I heard the shower running and saw that Sarah's door was wide open, her panties lying on top of her skirt. Glancing down the hall towards the bathroom and still hearing the water running, I entered Sarah's room, holding my breath with every step. I picked up her panties and discovered that they were soaking, completely drenched in her pussy juices. 

I held them to my nose and inhaled deeply. I thought I was going to cum right there, as I closed my eyes yearning to bury my face in her pussy and hear her squeals of delight. I imagined her face as I ate out her pussy and wondered how her ex boyfriend could have been so stupid. What an opportunity he missed out on. 




The Chaperone



That night as I tried to fall asleep (my cock now limp after a heavy session of masturbating) I formulated a plan. At first it started out as a fantasy but as I gave more thought to it the plan seemed like a possibility. And I couldn't wait to the next morning to implement it.



The Chaperone



I couldn't believe my good luck. My girlfriend, Erika, came from a very well-to-do family, and her parents were extremely strict. They had finally agreed to let us go out while they were away, and we could have the house all to ourselves when we got back...along with her sister. Yes, her parents were so strict they required her to have a chaperone when she went out, and tonight it would be her little sister. 

As I approached the door and rang the doorbell, I was a little nervous that she would be extra careful while her parents were away. Boy was I in for a surprise. She opened the door dramatically with a huge grin on her face. Although she has a beautiful face, my eyes were quickly drawn to an even more attractive sight. She was wearing a classy low-cut black dress, which sharply contrasted her bright red, lacy bra, and although she has fairly small breasts, a very cute cleavage was showing. I think I looked a little too long, because when I looked back up in her face, there was a naughty twinkle in her eye.

"Wow Tim, you look classy," she exclaimed. 

I knew that she liked classy, being from such a rich family, so I had dressed in a bow tie and matching vest. 

"Thanks," I replied, "You look gorgeous."

"Hurry up, Emma, Tim's here and waiting to take us out!" she called back to her sister.

When Emma walked around the corner, that was when I was really taken aback. Emma was still in high school, and had just turned 18, and the private school she went to made the girls wear very unattractive uniforms, so I had never paid much attention to her before. Of course, I had always been preoccupied with Erika. Tonight was a different story. She was dressed in a very short, sleeveless, dark blue dress which tightly conformed to her perfect image. I immediately noticed that her breasts were quite a bit bigger than Erika's. She strode up to us with a flamboyant air and a twinkle in her eye that set me at ease that this was going to be a great evening. 

Erika was even more friendly and talkative than usual during the ride to the restaurant, and Emma kept interjecting with flattering statements to us both whenever she could. I suddenly realized that they were relieved to get out from under the watchful eye of their parents. They had always seemed such prim and proper young ladies; I hadn't seen their naughty side before. 

While we were at the restaurant, Erika and I kept catching each other's eyes, and we would be momentarily glued to each other before we realized what we were doing. Once we didn't stop until Emma giggled.

"You two really love each other, don't you." she boldly asked.

I was a little surprised she went so far as to use the word love when we had only been together for a few weeks. I quickly looked at Erika to see how she would respond.

"Yes, we do," she responded with a lovely smile. At the same time, she slowly traced the top of her bra that was sticking up out of her dress with her index finger. 

"Wow, that was hot," I thought to myself. 

"Yes, for me, it was love at first sight," I agreed verbally.

I thought back on when I had seen her the first time at a swim meet. She is one of the top divers on the college swim team, I was immediately drawn to her incredible form. After the meet she had walked right by me and gave me a smile that sent shock-waves through my body. 

"I thought you looked cute," Erika said, thinking back on the same event, "But it wasn't until our first date that I really fell for you." 

"It didn't take long for us to become the best of friends," I added, "We have so much in common, but with enough variety it makes things interesting."

"Well," interjected Erika, changing the subject, "We have a special desert in mind for you when we get back to the house, so are you ready?"

"Desert!" I exclaimed, "I'm stuffed!"

"Don't worry," she said with another naughty twinkle in her eye, "When you find out what it is, you will be more than willing." 

Emma giggled and looked at Erika with such an exited look that I was quite puzzled. I had already told Erika that I wasn't the stereotypical veracious young man, but I had limits to my appetite. They definitely had something up their sleeve, but I couldn't make it out. 

I looked back at Erika, and she was moving her spoon in and out of her mouth in a very sensual, almost seductive manner. Then, she rested it just on her lips, and ran her tongue around the spoon, passionately locking her eyes on mine. Then, she stuck the spoon down into her cleavage and delicately rubbed her breasts. I felt my dick harden up a bit, and I knew I was going to have to try to make a move on her tonight. She definitely seemed willing, but what were we going to do about Emma? 

Just then Emma giggled again. Evidently she thought her sister's sexy attitude was quite funny. 

"Well, come on then," I said, getting up, "Let go."

I stepped up to help Erika out of her seat, and she stood up, placed her hand on my shoulder, and gave me a gentle kiss. After that sexy show she had just given me, I wanted to eat her mouth out, but she broke off the kiss and walked off toward the door. Emma giggled again, and I quickly followed her after her sister. 

During the ride back, Erika was very relaxed, and spoke softly and slowly, in a sensual voice. I was getting more and more aroused, and trying to think of how I could make a move on her without Emma knowing what had happened. 

When we got to their house, they brought me into their luscious living room and put on some sensual music. I sat in a huge poofy chair, and the girls sat on a couch across from me. We chatted for a little while, and then Emma went to get a drink. As soon as she was gone, Erika got up and walked over to me, swaying her hips, and giving me the naughtiest smile I had ever seen her give. She sat on the arm of the chair I was sitting in, and began to gently stroke my cheek. 

"Stand up," she said suddenly. 

I stood up, a little surprised, and wondering what she was going to do, as well as wondering what Emma would do when she came back. Erika gave me another kiss, this time a little longer than the last one, and then began to undo my bow tie. 

"Emma is still a virgin," she declared in a matter of fact tone, "And she wants you to eat her pussy. That is the desert we had planned for you." 

I was shocked. I hadn't even had sex with Erika yet, and she is throwing me on her virgin sister? 

"How do you know I'm any good at eating pussy?" I asked incredulously.

"Your sister told me," she calmly replied, while taking off my vest. 

"She what!" I exclaimed. 

My sister had kindly given me lessons in how to please a woman, but I didn't think she would go around talking about it, especially to my girlfriend. 

"Well, I wanted to know what I was getting in to by dating you, so I asked some questions, and she was open to tell me that you were a very, very good student, and that you can now bring her off every time you eat her pussy," she continued, now unbuttoning my shirt. 

In the meantime Emma had slipped in behind us, and she giggled. I turned around to see how she would react to her sister undressing me, and my draw dropped. Emma was stark naked, standing and watching us with one hand in her mouth, and the other rubbing her cunt. I feasted my eyes on her large, round breasts which stuck out from her chest like soft balls. Her cute little nipples were already hard, and sticking out from her tits. Seeing me looking at them, she brought her hands to her breasts and rubbed them, and gave her nipples a little tug. 

"I told you...we planed this ahead of time, but don't get carried away just yet. Us girls take longer to get aroused then you boys do," said Erika, looking down at the bulge in my pants, "Let me finish undressing you, and then we will take this one step at a time."

Emma threw herself down on the couch, and continued rubbing her cunt while Erika slowly and painstakingly undressed me. I thought I would help her out at first, but she grabbed my hands and put them behind my back.

"Let me do it," see commanded, looking deep into my eyes, and giving me another kiss. 

Emma just giggled again. 

Finally, she got to my underwear, and my dick sprung free. 

"Oooo," both girls chorused together. "Your sister was right. It is a nice manly package."

I was at the height of my hormones by this point, and wanted to plunge my dick into Emma's waiting pussy immediately, but I knew I had be patient if I was going to please Erika. 

"Ok," she said cautiously, "Go ahead and eat your desert." 

With that, she unzipped her dress, flung of her heels, and was standing in her bright red underwear. I really wanted to fuck her first, but I kept playing along. Emma spread her legs apart and laid back on the couch, waiting to be pleased, and I knelt down and began to kiss her legs, beginning at the ankle and working all the way up to her pussy. In the meantime, Erika had knelt beside me, and began to message my back with oil. 

Emma was already beginning to breath fast, so when I stuck my tongue between her pussy lips, she gave out a moan. Erika gave me some of the messaging oil and I began to rub it all over Emma's sexy body, still gently licking her mound. In the meantime Erika worked my calf muscles. I began to run circles around her nipples with my fingers, getting closer and closer, and finally taking them between my fingers and gently rubbing them. 

"Aaaaaaaaaah." Emma moaned. 

I then brought my hands down to her pussy, working with my hands and tongue together. First I rubbed her clit with my fingers while liking her lips, and then I stuck my fingers inside of her while licking her clit with my tongue. Emma's moans got louder and more frequent as I quickened the pace, getting into a rhythm with her movements. Seeing she was getting close to an orgasm, Erika went up and began licking her nipples. A few seconds later she screamed, and her juices squirted into my face. I lapped them up as fast as I could, but they kept coming in wave after wave as Emma continued to moan and scream. Finally, she calmed down, and I stood up, wiping my mouth.

"That was incredible," Erika said looking wonderingly into my eyes. "Your sister said you were really good, but that was tremendous."

"Thanks," was all I could say. Feeling a little sheepish.

"No, thank you," Emma gasped, still regaining her breath after the exhausting ordeal. 

"Now its your turn," Erika declared, kneeling before me and taking my rock hard cock in her hand. 

I certainly was ready to have it relieved after such a long wait, and instantly gave out a little moan when she started licking the head. Still, she was determined to take things slow, and very gently sucked on the tip. After a little while, Emma got off the couch and knelt beside her, putting her head up against her sisters, and licking the other side of my dick. 

Erika was still in her lacy red underwear, but I took advantage of this time while she was distracted to undo her bra, and slip it off. She may have small boobs, but my eyes instantly feasted on her huge puffy nipples which stuck out so much they made her breasts a complete cone shape. 

"Your breasts are beautiful!" I exclaimed.

"Really?!" Erika asked, straightening up and blushing a little, "Emma's breasts are so much bigger and rounder than mine. I thought guys always thought the bigger the better."

"No, certainly not" I assured her, "Don't get me wrong, your boobs look great to," I said looking at Emma, "But your nipples are very enticing," I said, looking back at Erika. 

I began stroking and gently squeezing her breasts, while she smiled up at me with a wonderful sense of reassurance. She then went back to sucking my cock while I continued to play with both the girls' hair and breasts. I couldn't last very long, however, and soon exclaimed that I was about to cum. Erika immediately rammed my cock down her throat and finished me off with a bang. I exploded into her mouth, and she quickly sopped up the cum, and licked me clean. 

"Thanks, that was great," I complimented, "Now it's your turn." 

"My turn?" asked Erika, pretending to be surprised, "Who said that I was to have a turn?"

"I did," I said sternly, "Now it's my turn to be in charge. Lay down on the couch."

"Oooo, this is going to be good," exclaimed Emma, stretching herself out on another piece of furniture to watch.

I began to passionately kiss Erika, moving my hands all over her body, and feeling out every inch of her perfect skin, and slowly pulled off her panties. I began by kissing her on the mouth, but soon moved down her neck and began to circle her breasts, slowly inching closer to those incredible nipples. Then I took one in my mouth, and ran my tongue back and forth as quickly as I could. 

"Mmmmm" groaned Erika, "That feels so good." 

Then I worked my way over to the other breast, this time coming just up to the nipple, but instead of touching it, I just breathed on it. Erika, squirmed in anticipation, and finally stuck the nipple inside my mouth. I responded by passionately sucking her tit, taking almost the entire thing in my mouth, while I squeezed, and cupped the other breast with my hands. 

"Aaaaaahhhhh" she wailed. "And you haven't even gotten to my pussy yet!" 

"I'm getting there," I replied, and I began kissing my way down her midriff, and placed a kiss right on her clit. 

"Ooohh," she cried out, "I want you! I want you inside of me now!"

I stretched myself out on top of her, and slowly plunged inside of her dripping wet pussy. I then simply laid on top of her, feeling the pleasure of being so closely joined, and began to kiss her again. After a few minutes of this, she couldn't take it any more.

"Finish me!" she cried. 

I then stood back off her, had her scoot up to the edge of the couch, and began driving into her standing up so that she could rub her clit while I fucked her. I started out slow, but got faster and faster, soon driving into her wildly. We both started yelling, and soon reached our orgasm together. I threw myself down on the couch beside her, feeling quite spent. 

"Wow, that was so incredibly hot!" exclaimed Emma, who was still fully aroused. "Now you have to finish me. Remember, I'm still a virgin, and I need my cherry popped."

"Whoa now, hold your horses," I exclaimed. "I'm pretty worn out, and I just cummed twice. Your going to have to give me time to build up some steam." 

"You are going to be able to fuck me, aren't you?" she pouted. 

"Oh yes, I'm not done for," I replied, "I cummed five times in a row once before. I just have to get hard again."

"Ooo, I can help you with that," she said, her eyes lighting up. 

"Yes you can," I said, "But not in the way you think. My cock doesn't need any more stimulation right now, but I need to stay aroused. What I need you two to do is start kissing and playing with each other in front of me." 

"That sounds fun," exclaimed Emma, getting up and walking over to her sister. 

Erika immediately took on the air of a porn star, and began strutting in front of me and fingering herself, giving me deadly looks of lust. Emma just looked like the inexperienced 18 year old she was, but she slowly walked up to her sister, placed her hand on her neck, and brought her lips just a few inches from Erika's. They slowly caressed each other's breasts while hovering over each other's lips. Then, they began to passionately kiss each other, and grind their boobs into each other. It didn't take very long before my dick was hard again, and I stood up, walked over, and joined in the kissing. 

First, I started kissing Erika on her neck from behind, while fondling her breasts with my hands. Then she turned to face me and began to kiss me, while Emma keeled down to suck my cock. That seemed to please all of us the most, and we stayed there for several minutes. 

"Ok, ok," I finally had to cry out, "I'm going to cum in our mouth instead of your pussy if you keep up like that. 

Emma quickly stopped, and sat back on the floor. 

"Please fuck me" she pleaded. "I want you inside of me so bad." 

"No problem at all," I declared. "Erika, you lie down on the floor and let Emma lie on top of you while I go in behind her. That way you can stimulate her clit while I fuck her." 

"Wow, that sounds hot," declared Erika, stretching out on the ground, and Emma crawled on top of her. 

I began by fingering her cunt and letting it expand, and then rubbed my dick on her, getting her juices all over me. Then I stuck the head in and out a few times, finally driving inside of her. She gave out a little cry as I broke the hymen, but soon she had begun to move in rhythm with me, and we started fucking hard. Meanwhile, Erika was underneath, playing with her breasts, and rubbing her clit. Soon Emma's moans turned into yells, and she started squirting again. Just then, I exploded inside of her. 

"Wow, you have a sensitive pussy!" I noted. "My sister never squirted like you do. I am soaked!"

"I'm exhausted!" was her reply. 

We all got up and collapsed on the soft couches once again, but this time Erika and I sat side by side and held each other. 

"That was the best experience I have ever had," I said, looking at the two gorgeous ladies I had just been fucking.

"When you two get married," Emma suddenly interjected, "I'm coming over to your house every weekend." 

Erika and I looked into each other's eyes and laughed. 

"Not a bad idea," she stated simply. 

"Then we have a consensus," I declared. 

Thanks for reading! Please don't forget to vote for my story and leave comments!



The Chaperone Pt. 02



 This is a continuation of The Chaperon. Reading them in order is not necessary.

*****

Sarah

I had no idea what to expect the following morning. Thinking about the previous night- the outfit, flirting with Ian but most of all the spanking- made me want to curl up in a fetal position out of sheer embarrassment. But some part of me relished the feeling of his strong hands on me, taking control of me, dominating me. And had he been enjoying it to? Or was that just my drunk, overactive imagination?

I didn't wake up until about two in the afternoon and when I came downstairs Kyle was waiting for me at the breakfast table. He looked up when I came in, his expression blank and unreasonable.

"Kyle I-"

"Me first Sarah," he didn't raise his voice but I still flinched at the disapproval in his voice.

"Your behavior last night was out of control. And since it's my job to keep an eye on you, there are two options. The first option is I tell your dad. Everything, including the fact that you were about to hook up with some guy you just met. And don't act stupid Sarah. I know what was going to happen. The second option is that you accept the punishment I give you."

"What's the punishment?" I was secretly hoping for another spanking. I hope it didn't show on my face.

"Nope. Decision first, details later," Well, it wasn't really a decision. I knew that if my dad was informed, I'd be locked away in a tower until I was thirty. There would go the rest of my summer. On the other hand, I trusted Kyle. And since he had been pretty wild in his own teenage years, I figured maybe he'd give me a break.

"I'll accept the punishment."

"Good," Kyle said, looking pleased "Now all you need to know for now is that tomorrow night you'll be accompanying me to a party" A party? What kind of punishment was that? He refused to answer any more questions, but simply insisted I drink water to prepare for the "long night ahead".

I didn't get any more details until around seven o'clock when Kyle called me upstairs. He was standing outside my room and said "I laid out an outfit for the party. Go see if it fits" 

The "outfit" in question looked like something a hooker might wear but I wanted to cooperate so I put it on. A pair of see through panties (my cheeks flamed at the thought of him picking out panties for me), a miniskirt that exposed my panties and a tight shirt that clung to my chest making it look as though someone had slipped melons in my bra. I felt extremely self-conscious, like I was naked.

"Well let's see it," Kyle called through the door. I thought about protesting but once again did not want to be seen as being uncooperative so I opened the door. Kyle's eyes widened when he saw me and he hungrily looked me up and down. For a moment, I saw a look of pure lust on his face and began to feel a mounting pressure between my legs as I grew wet and sticky. Then, quickly, it was gone.

"Perfect!" he declared "Except one thing. No bra".

"What?" I blushed, mortified at the thought of my large breasts being on display for him, and everyone to see. I wouldn't be able to walk two feet without them bouncing.

"All right, then the deal's off," He looked dead serious. I went back into my room and removed my bra. As I suspected my shirt barely stretched over my shirt. My hard nipples very clearly showed through the material and I crossed my arms over them to prevent them from bouncing. When I showed Kyle he nodded his approval then turned away making me even more self-conscious. I couldn't believe I was standing here with every inch of my body on display for him. 

"Here," Kyle handed me a pair of brand new stilettos. I had never seen heels that high. I had a legitimate fear of breaking my neck while wearing them but put them on anyway feeling my breasts bounce obscenely with every movement. I sensed Kyle's eyes staring but when I looked up he was staring determinedly away. 

I didn't believe that Kyle would actually take me to a party dressed like this until we were actually in the car. I walked to the car quickly, my breasts swinging with every step. I looked around to make sure Ian or Lori hadn't seen me but thankfully their driveway was empty. Even once we got in the car, I thought Kyle was just going to drive around to scare me. Then we pulled into the driveway of a red brick house. Several other cars were parked in front and the lights were on, indicating people were home. Kyle turned the car off and I grabbed his arm, terrified. 

"Kyle," I pleaded, "Don't make me go in there!" I felt naked, humiliated. Kyle shrugged, impassively.

"You're the one who wanted to dress like a slut. You should be thanking me. Now let's go before I have to come over there and drag you inside."

The thought of being dragged anywhere in this skirt was enough to get me to move. Kyle rang the bell and it was answered like a handsome scruffy looking guy with shaggy hair and an Avenged Sevenfold T-shirt. He and Kyle exchanged some complicated hand shake and he held the door open for us. Kyle walked in and I followed. I felt the guy's eyes on my ass as I passed him and struggled to take small steps to reduce the bouncing of my breasts. 

Right away I noticed the "party" (there were only four other guys besides the host) was all guys. They stared at my appreciatively as I stood next to Kyle, my hands across my chest, but thankfully I didn't recognize any of them. Then I heard my name.

"Sarah," Ian was standing in the doorway to the kitchen, a beer in hand. I looked at Kyle, furious, but he only smirked.

"Guys," he called "Meet Sarah. My slut and our server for the evening. Whatever it is you want, another beer or a back massage, Sarah's your girl. And don't be afraid to look. Sarah loves it when people stare. As well as a few other things" The guys cheered including Ian. I felt mortified. Kyle had been right about one thing: it was going to be a long night. 

Kyle

The first hour of the party I watched Sarah carefully. I left her alone and most of the other guys did the same. They were all good guys, none of them would have done this if they had thought I had brought Sarah here without her consent. It had actually taken some convincing for some of them. But once I mentioned she was over the legal age and her bra size, they agreed to help a guy out.

Inviting Ian was, in my opinion, a stroke of genius. He was a cocky bastard and I knew Sarah was shy around him. Having him witness her degradation would make her humiliation complete.

After about an hour, enough beer had been consumed for the guys to be a little less gentlemanly. George gave Sarah a playful slap on the ass whenever she passed by and Ben purposefully dropped things on the floor so that Sarah would have to bend over giving him (and half the room) a clear view of her panties. I stood up and the room fell silent. The guys had been waiting for me to take things a step further and I wouldn't disappoint them.

"So I've been talking to Damien here," I indicated a guy next to me, Damien "and we agreed that for every beer he drinks Sarah will remove one article of clothing". Once again the color drained from Sarah's face. She shook her head but all the men cheered.

"Yeah Sarah!" shouted George

"Come on, Sarah," shouted Ian. I could hear the lust in his voice.

"Damien has already finished three beers so Sarah, time to start stripping," The room fell completely silent all eyes on Sarah. I held my breath, not sure if she would comply. My modest little Sarah. I now had her stripping before a room full of horny men. Part of me felt ashamed of myself. But the other part of me convinced myself what I was doing was for Sarah's own good. I doubted she'd be sneaking out to any more parties in the future. 

Slowly Sarah kicked off both heels. They lay in a pile in the corner. Then, after a second's hesitation, she slipped off her skirt. It fell around her ankle. The panties I had chosen were see through, exposing her neat little bush which I'm sure captured every one's attention. Damien hastily started jugging his next beer. Ben dropped the remote control and raised his eyebrows expectantly at Sarah. She bent over quickly but we could all see that delicious ass crack wiggling tantalizingly at us.

Another twenty minutes Damien stood up and announced he had finished his next beer. We all turned to Sarah who had been sitting in a chair in the corner her legs crossed tightly looking very uncomfortable. She stood up nervously and pulled her shirt over her head. Her breasts sprang forth, the first time I had seen her bare breasts. Her nipples were large and very kissable, as though they were begging me to suck them. She crossed her arms across her chest looking embarrassed, still keeping her legs crossed.

"Fuck!" gasped Ian, "Sarah your tits are amazing." He quickly excused himself to the bathroom. When he finished Damien went too. I think we all knew what they were doing but were too polite to say anything. 

Then Damien finished his fifth beer. Sarah stood up, then turned to me her expression pleading. But I had downed quite a few beers myself and wasn't going to be moved. I shook my head letting Sarah know there was no way out. She wriggled out of her panties which fell around her ankles. I bit my lip to keep a cry of lust from escaping. At first there was silence then I made my way to the front of the room where Sarah was standing. Before she realized what I was doing I snatched her panties off the floor. Just like last night they were dripping, saturated with her juices. She blushed and hung her head as I fingered her wet panties, sticky like I knew the inside of her thighs must be. Then I handed it to George who passed it around the room. Sarah began to sob with embarrassment.

By now, I felt a little bad. Things had gone a little farther than I had intended when I first created the plan. But obviously, from the state of her panties, she was enjoying every minute of it. I wondered what else she would enjoy. 

"Now" I said "Sarah is going to provide the evening's entertainment. She will take any requests/ questions you ask as long as they do not involve touching you," I sat down in my chair and waited for the men to go to town.

Sarah's POV

I was standing completely naked in front of a room full of virtual strangers (and Kyle) and I was 100% sure this was not a dream. Sure, this had been a fantasy of mine as far back as I could remember. But now that I was actually experiencing it, I had no idea what to feel about it. Kyle just sat there, in the armchair sipping on a beer. His expression was still unreadable but his eyes hadn't left my body since I had removed my panties. 

"Hold your tits up for us," one man asked. I did so, holding a breast with each hand. They were too large and spilled over a little causing the men to cheer. 

"What size are you?" another person asked.

"D," I said my voice trembling slightly.

"Let go of your breasts and jump up and down," That request came from Ian. He had a smirk on his face and I knew how much he was enjoying this from the bulge in his pants. I closed my eyes and jumped several times. My breasts bounced with me almost comically, like a girl in a porn movie. Some of the other guys in the room adjusted their pants to hide their own boners. The knowledge that I was turning them on was also turning me on. The insides of my thighs were sticky with my juices. 

As though sensing my thought patterns one of them called "Hey Kyle spread her legs will you? We want to see her cunt!" 

There was a gasp at his terminology but all the men stared at Kyle waiting for him to heed the man's request. Wordlessly Kyle got to his feet and walked over to me. He picked me up and spread my legs so that my pussy was on display to everyone.

"Jesus, she's getting off on this," one of the men said in wonder. 

"She certainly is," Kyle whispered in my ear. I bit my lip to keep from whimpering. Kyle took his hand and rubbed it against my thigh then raised his hand to the group so everyone could see how wet I was. I was so horny I thought about grabbing Kyle's hand and forcing it on me but he gently lowered me to my feet and returned to his chair wiping my juices off on his pants. 

"So Sarah, how often do you masturbate?"

"Uh," The truth was quite often "Not that much."

"How many times a week?" demanded Ian.

"Uh...every day," The room exploded in more cheers and whistles. I hung my head.

"What do you think about when you masturbate?" But I shook my head. I refused to answer any more questions. These strangers already thought I was a slut. How could I confess my innermost fantasies to them like that? 

Kyle got to his feet slowly. "I can answer this one," he said "Sarah here is a very naughty little girl. She thinks about guys eating out her wet, dripping pussy. And she also thinks about guys eating out her tight little ass. And guys fucking it." I pressed my hands over my face to hide it from view.

"Hey Sarah," I recognized Ian's voice "Do you ever think about Kyle fucking you? In your cunt or your ass?" There was silence. 

"Answer the question Sarah," It was Kyle. He said it quietly but I could still hear his voice shake. Slowly I nodded and removed my hands from my eyes. Kyle, satisfied, returned to his seat. 

"Hey Sarah, why don't you turn around and show us your ass?" Another request from Ian. He was enjoying this way too much. But I did as he ask, bending over while keeping my cheeks firmly together. There was booing.

"Noooo, spread your cheeks Sarah. We want to see your little bumhole." 

I did so, feeling the air on my ass and praying my ass was clean enough to pass inspection. One by one each of the men came and took their turns looking at my ass making comments as they did so.

"What a tight little hole."

"Mmm, my dick would just rip that apart."

"So sweet, I'd love to suck on that." 

When they had finished I stood up again my face red from the blood flow and the humiliation of having to show my most intimate parts to a room full of strangers.

"Sarah," It was Ian again "Do you orgasm a lot?" 

"Not that often. Hardly ever actually" There was a flurry of surprise. Clearly a girl who was so horny should not have a problem orgasming. Kyle also looked surprised. 

"Maybe you should try it here," suggested the handsome guy that had opened the door "So we can see if you're doing it right." I looked at Kyle but he only said "Show them Sarah."

I closed my eyes trying to pretend I was in the comfort of my own bed but I could still feel the stares on me as I began to massage my clit while slipping two fingers into my pussy. I felt them slide in easily and whimpered with satisfaction. Then, as though I had lost all self-control, I began finger fucking myself moving my body back and forth my breasts also bouncing. I suddenly felt Kyle's breath against my ear. 

"Touch your clit more Sarah," I listened to his advice and almost fell over as the sensations poured through me. He continued to whisper (whether the room could hear him or not I don't know), "That's it Sarah. Fuck, you're such a beautiful girl. I've wanted you since the first night you arrived here, wanted to take your ass, your pussy every fucking inch of you. It's been driving me crazy." My movements became more frenzied and I felt the pressure mounting. I heard Kyle's heavy breathing and knew the affect I was having on him. Then I felt his lips on me as he placed his mouth just under my ear and kissed gently. I came suddenly the force of my orgasm almost knocking me over. I felt Kyle put his hands on me to steady me as I felt my body shudder with my release. I kept my eyes closed and lay there in his arms for several moments. The room was silent. 

Kyle cleared his throat. "Well guys, Sarah's had a long day, I think I better take her home."

"Wait," Ian said "We have one more question"

Kyle's POV

"So here's your question Sarah. Do you like sucking dick?" Even after all that she had been through Sarah still blushed at the question. She was such a sweetheart.

"I guess so." 

"Are you good at it?" Sarah looked surprised. She shrugged.

"Well why don't we be the judge of that?" Ian asked "Why don't you suck Kyle off?"

Every dick in the room was hard after Sarah's performance including mine. I was so hard it was almost painful. Honestly, I expected Sarah to say no but instead she dropped to her knees then turned to face me. Her face was red and flushed and her eyes sparkled. She kept her eyes locked on mine as she unzipped my fly and took out my hard member. I gasped with excitement as she expertly stroked it several times before taking the entire length of it in her mouth and began sucking.

Within seconds I could answer Ian's question. Yes Sarah was good. Too good actually. It took all my willpower not to come right then and there. I began thrusting my hips back and forth and heard her gag on my dick but when I looked down her eyes were still staring playfully up at me. Finally, she took my dick out of her mouth then playfully licked the tip. I immediately shot my load all over her face and tits to the applause of the other guys. I wished we were alone. 

The ride home neither of us said a word. What could we say? We had left soon after my orgasm each of the guys giving me a pat on the back or a fistbump. Sarah had gotten hugs from all the guys of course especially Ian who told her to call him first chance she got. 

When we got home, I immediately went upstairs to my room still trying to process the events of the night. Part of me felt guilty. Why kind of person degraded an 18 year old girl like that? But the other part of me told me to turn around, march downstairs, yank those panties off Sarah and fuck her until she came in my arms again.

Watching her masturbate before had been intoxicating. I had relished whispering in her ear seeing her shudder with each vibration of my voice and knowing that it had been my kiss that had sent her into ecstasy. I heard a noise behind me. Sarah was standing in the doorway.

She was completely naked but this time made no attempt to cover her body. Her breasts hung there proudly, and her pussy glistened. She stepped closer to me. 

"Thank you Kyle," she said. And then she kissed me. 

It was electrifying, something our bodies had both been craving since we had first seen each other. Our tongues mingled together and our bodies hummed. My cock stirred to life pressing against my jeans until the sensation became almost unbearable. We stopped kissing so I could fumble out of my clothes. I felt her eyes roam my body taking in my chest, and my large dick. We resumed kissing, as she began to stroke my dick furiously. I pulled away.

"Sarah," I said breathing heavily "I want to show you things you've never seen before. I want to make you feel good." I spread her legs and looked her in the eyes meaningfully so she would know my intentions. Then I lowered my mouth and took her pussy in my mouth. She was just as wet as I expected. I eagerly licked up her juices- her pussy, her clit and the inside of her thighs as she thrashed around me whimpering. I used my tongue to tease her slowly licking her clit till she was on the brink then pulling away. When I felt her growing close I pulled my mouth away chuckling.

"No, no, Sarah. We haven't even started yet. I'm going to make you feel so good baby," I gave her another lick then told her to turn over. The expression on her face told me she had not been expecting this.

"Turn over," I repeated. Sarah looked away embarrassed.

"Kyle," she said "What if you don't...like it? What if you think it's gross?" How could I explain it to her? Every inch of her body was perfect, every curve, every hair, everything. She had nothing to be self-conscious about. I wanted to explore all of her, taste all of her, smell all of her. There was no way I could explain this so I flipped her over and spread her cheeks.




The Chaperone Pt. 02



"Kyle-," she began to say but then I had my tongue on her ass. Her body twitched with pleasure as I suckled her little rosebud. It was a delicious looking asshole, a perfect wrinkly pink with several hairs but I didn't mind. It reminded me that Sarah was a woman. And what a woman she was. As I continued to eat her ass she thrashed around whimpering and moaning. I knew the sensations were glorious as well as the feeling of being such a naughty girl. After all only a naughty little girl would have her ass in the babysitter's face. 

For my part, I was enjoying the smell. Slightly musky but overall very feminine. I could detect the faint aroma of her pussy juices and her natural scent was intoxicating. I continued to sniff covertly while I ate her out. Again I felt her bordering on the edge and pulled away. I saw her asshole wet with my spit and slipped a finger into it. Sarah sat up quickly and turned around.

"Kyle?" It was one word but there was a lot behind it.

"Sarah?" She nodded, communicating her want and her need to be taken anally by me. I didn't need telling twice. I slipped two fingers into her pussy until they were wet with her juices and then slowly eased them into her tight little asshole. When they were in comfortably, I began moving them back and forth finger fucking her until her whimpers grew louder. I slipped a third finger in, amazed at the tightness of her ass and how it stretched to accommodate me. I pressed my dick against her hole. My dick was slick with precum. The precum mixed with her juices and my spit creating a natural lube. I began to ease my cock into her and felt her stiffen with pain. 

"Shhh, baby. Relax," I felt her muscles relax and pushed my cock in further. She cried out, and raked her fingernails across my back. "Jesus, Sarah!"

In one swift movement I plunged my dick in all the way and began to violate her virgin asshole. I smiled as her whimpers of pain turned to cries of pleasure as I penetrated every inch of her tight hole. She was so small and snug around my cock that I quickly reached the brink of orgasm but I restrained myself. This was going to be about Sarah.

With one hand I seized one of her large breasts and began to tease the nipple. It was hard like a pebble, begging for my touch. With the other hand, I began to stroke her clit. As soon as I made contact with her sensitive bud, she squealed.

"Kyle!" She keened, her voice high pitched and desperate. With one final plunge into her ass, I felt her shudder with the intensity of orgasm. Her whole body tensed as it wracked her body. Feeling that little ass tense around my cock was too much for me and I shot my load into her ass, until it began to leak out of her hole and down her crack.

There was a silence as we paused to catch our breath, both of us gasping, stunned at the pleasure we had both experienced. Sarah's eyes were lowered and a blush spread across her cheeks. I think the reality of what she had done, fucking the babysitter, had just sunk in. 

"Sarah," I said, my heart pounding, knowing everything had changed between us, "you've been a very dirty little girl. I think I'm going to have to chaperone you very closely from now on."

Sarah lifted her head and smiled.



The Chaperone



She ran her hand down the arm of the girl and to her breast, tweaking the dark nipple stiff in the bubbling water. Both the guys were watching what she was doing.

My sister tried to get my excited shaft inside her, but the water had washed all her lubrication away and we couldn’t seem to make things fit. So she stood up and stepped out of the tub. We both heard one of the guys let out a yell and looked around to see what happened. The guy at the girl’s head had he head tilted back and I could see a ring of white around his shaft where the girl was sucking on him.

Pulling my hand, my sister ran back with me into the house, both of us naked, and we rushed down a hallway, stopping at each door and looking inside. The first two rooms were occupied; one with two couples the girls on their knees facing each other kissing while the guys were behind them pounding away, in the next was a couple locked faces to crotch. The third room was empty and we slipped inside.

The room my sister and I found empty had a king-size bed with a thick comforter. Laughing, we ran over and jumped on top. We were like two little kids with no one to tell us what we could not do. My sister flopped on the bed pulling me down next to her.

Seeing those two guys being fucked and sucked by the mysterious beauty in the hot tub had us in sexual overdrive. My sister pulled me to her and gave me a very wet kiss, then asked me to use my tongue on her other lips.

I turned around and lay next to her, pulling her hips to me and bringing her over my upturned face. We were both wet from the tub and getting the comforter wet, but I was far more interested in the wetness between her legs. I sucked her lips into my mouth and ran my tongue over every part of them. She quickly changed flavor as her own natural juices replaced the water as I drew it away.

She rolled the rest of the way onto me and hugged my shaft to her cheek pressing it there with her hand caressing me from ball to tip. I was so ready to cum, I was afraid I couldn’t hold back if she put me into her mouth again. She seemed to sense this too, and kept her handling gentle, cooing to me as I sucked and nibbled on her.

Almost as soon as I began to flail her little nub with my tongue, she got up from me and turned back around. We kissed deeply, her naked body pressed against mine, trapping my shaft painfully between us. I squirmed, trying to free myself, or at least find a more comfortable position. 

She pulled my hands up to the sides of her breasts then took my face in her hands, still lying on top of me and we kept kissing. It was wonderful and torturous at the same time. I wanted her so much, just the desire hurt, and I could not stop kissing her.

Finally she slipped up my body enough that I could feel her wet trail across my shaft before it sprang clear of the trap between us. Once free, she got up on her knees and pulled me in line with her hole, and then sat down on me.

There are innumerable mysteries in the delights of sex. This moment remained one I would never get used to, nor ever fail to be in awe of the power and love felt in such an intimate exchange. It was like we were transported into a place where time actually stood still. Every time I remember being inside my sister, I can recall every feeling along the length of my shaft; her velvety warm wetness, the rippling of her muscles along me, the feel of her soft buttocks resting on my thighs, her hands on my ribs, even the soles of her feet tucked under the backs of my legs.

She slowly raised and lowered herself on me, my hips trying to move with her, creating a syncopated rhythm that caused an electric friction between us. I don’t know how long this went on or why I did not spend myself in her. I simply rode along on this trip that was better than any drug.

I almost didn’t feel the shift on the bed, but somehow focused long enough to watch the beautiful naked body of my sister’s friend from the apartment crawl up next to us.

This girl’s breasts were larger than my sisters, swaying for a moment, until my sister reached across to hold them. As she fondled those soft orbs, they began to kiss.

Every time I opened my eyes at this party, I saw a new and wonderful surprise. I don’t think other people there knew it was my sister whose pussy I was embedded in to the hilt. And I don’t think the girl who was kissing my sister cared at the moment.

Everything about her seemed just a little bigger than my sister. Her lips were fuller and easy to compare, being pressed and nipped by my sister’s lips. Her breasts were larger, one pressed against my sister and the other being massaged by my sister’s hand. Her butt was also larger, wider and fuller, making my sister’s athletic build seem skinny. But what really got my attention was her pussy.

My sister had a beautiful smooth pussy with just a little trimmed patch in the shape of a heart above the top of her slit. It’s lips clung to my shaft, trailing like a wet dress as she raised her body and then pursed like it was hungry as it swallowed me on the way down. But the other girl’s pussy looked larger without anything pushed inside. Her light pubic hair was hard to see. It had no particular shape to it, but it seemed to occupy little more space than my sister’s trimmed hair. The lips were what were so amazing. They looked like a separate set of muscles that had been developed for one purpose only; a purpose I surely might like to experience later.

Since she was just in front of my sister, I reached over and brushed the inside of her thigh to see if she would react. She did, with a smile. She asked if I wanted a taste. I’m sure my eyes got as big as quarters as I licked my lips. My sister giggled and I looked at her. She told me to go ahead. I was confused. I knew I would be jealous if some other guy wanted some of my sister’s attention.

The other girl started to scoot her rear towards my shoulders, and I thought she expected me to reach for her again. But when she brushed my shaft as my sister exposed it on her way up, I lost my train of thought. My sister’s reaction was more powerful as the teasing hand continued up across her clit. Her eyes sparkled and she seemed to grip me harder with her cunt, pulling on me and making it hard for me to hold back.

I looked over at the pussy near my head, thinking I needed to return some of the sensations to our new playmate. She was wet and I could see her inner lips trying to peek out. I had to find out what it felt like; it was just too close and too tempting. I cupped it with my hand bent back like I was ready to lift her. It was warm and strong and wet. 

Then I felt something wet run up against my shaft and I looked back down to see the girl’s head buried where my sister and I came together. My sister’s eyes were squeezed shut and her head tilted back as she started to bounce herself faster on my manhood.

The feel of a tongue traveling up and down my shaft with momentary absences got to me the same time as my sister and we both yelled out, bucking through our orgasm while the girl pushed back against my hand, rubbing her own clit against the bottom of my palm. I tried to keep the pressure against her, but the rockets going off inside my head blinded me, as my sister continued to clench and bend me to her will, gasping for air and thrashing against me and against the other girl.

As my sister tried to collapse on top of me, the girl pushed her over next to me on the bed. She then dove between my sister’s legs and started making slurping sounds as she licked and sucked on the pussy that had to be dripping with my cum. I sat up on one elbow to watch what she was doing.

My sister arched her back and ground her pussy into the girl’s face. Sweat dripped from her face onto the comforter. When she lifted her slick face and smiled at me, I thought she was done. But instead, she gulped my hard cock into her mouth and swirled her tongue around it. At first, it had no effect. My sister’s kisses did more. 

I’ve heard that as I get older, it will take more time between cumming and getting hard again without the aid of medicine. At that moment, I only wondered if I would survive the night. The girl who was straddling me seemed to think I was ready to go again.

I felt like I was in a surreal dream. My sister was lying naked next to me on a king-size bed, kissing and touching my face and chest. And a girl I’d never met before tonight was lowering herself slowly onto my almost numb, but stiff cock.

With her eyes squeezed shut, her face wore an expression half way between a grimace and a smile as she stuffed me inside her pussy. I could not believe that such a large pussy could feel so tight. My cock felt like a very hungry throat was gobbling it.

The lower she sank onto me, the lower my sister’s hand wandered down my front, over my chest and belly, finally meeting the girl’s pussy lips pressed firmly into my pubic hair. The two of us stayed still while my sister rubbed and played with us, poking her finger between the two fleshy lips and running along the base of my shaft.

The girl lifted herself up just a little and fell forward onto her outstretched hands. My hands automatically went to her swaying breasts. My sister’s breasts are firm and pointy with conical nipples that always seem to stick out. This girl’s breasts were full and soft with large flat areola and stiff little nipples about the size of pencil erasers. Of course, the cause of their stiffness was our coupling and how my thumbs were roughly flicking back and forth across them.

She kissed me briefly, and then started moving herself up and down, her breasts swaying close to my mouth. I had to taste them, just to see how different they would be from my sister’s. The next time she swayed forward, I grabbed one and put a nipple in my mouth. At the same time, my sister started to kiss her and for a couple of minutes all I could hear was the wet movement of mouths and the accompaniment of satisfied moans.

Then the girl sat back up and smiled at me as she held my ribs and started to bounce like my sister had been doing when she came in and joined us. My sister kissed me and I asked her if I could taste her again. She quickly got on her knees and straddled my face. Just before I pressed my mouth against her pussy, I saw her kiss the girl. 

My sister was no longer just wet; she was soaked. Between the sights we’d seen, and my ministrations and our friend’s additional oral assistance, she was practically dripping when I hugged her to my face. She was so slick; I was able to press my nose into the beginning of her tunnel. If I could have breathed in her rich musk all night, I would have, but the temptation of her taste was too much to pass by. 

I opened my mouth and tasted as much of her wet flesh as I could press my tongue against. She responded by wriggling back and forth against my face. I acted like a man dying in the desert, trying to satisfy my thirst for her juices.

Over and over I sucked on her, drinking in the nourishment of her body’s response to our lovemaking. Each time I opened my mouth I grabbed fresh oxygen, and then closed my lips on hers. Nothing else in my mind could possibly compare to the intoxicating sensations I was experiencing. The slow grind of her friend’s pussy on my cock, the slick sweetness of my sister’s pussy, nirvana was lost on earth, and I had found it.

At some point I must have gone on autopilot because I was not even aware of the passage of time until I came, and then I think I passed out. All I knew was these two goddesses had crawled off me and were cuddling with each other.

My sister said it was time to leave. She asked me to go out to the hot tub for our clothes and to the car for her bag. With great pleasure, I hurried to my task. After all that she, my dearest sister, had done for me, it was an easy thing to do. 

I collected our clothes and slipped my pants on. I went around back toward the car because I figured it was a short-cut. As I rounded the corner of the house, I noticed our car was the only one left at the curb by the end of the property, and police cars were pulling into the driveway with flashing lights. 

After the all the night’s excitement, we were ready to go. But the unexpected visit by the cops put us in danger of getting caught. I ran back into the house and grabbed her. The other girl who’d been having fun with us was no where to be seen. We raced out back without my sister stopping to throw on her little black dress.

Once we were clear of the house, we headed straight for the property line. Somehow, on the way, my sister slipped the dress over her head. There was a little ditch, and we ducked into it and made our way back to the car. As quietly as possible, we got into the car and I started it without turning the lights on, and backed down the road until we came to a side street. My sister started laughing hysterically over what had just happened. I had to admit it was quite a rush, not only the intense debauchery, but the fright of someone finding out had given us the adrenaline to get out of there so fast.

I headed for the interstate and a rest stop that was open 24 hours. My sister grabber her bag, and we headed for the restrooms. She changed, and both of us tried to clean up a little. 

When we got home, I shut the lights off to keep from disturbing our father and stepmother. As promised, the door was locked. We got into the camper and found the mattress already pulled out. We flung ourselves down in exhaustion on the bed and snuggled against each other. The last thing I saw was the alarm clock – it was 4:00 in the morning.

We were awakened by a bang on the door, and the sound of our dad telling us it was time to get up or we’d find ourselves at a horse show. Neither of us wanted to be stuck at one of those dust-a-thons, and I didn’t have any shoes. Mine were still at the house where we’d partied last night, hopefully. 

We scrambled out of the camper, headed towards the house just as our stepmother was locking the door. That stopped us. She asked where my shoes were. I lied and said they were in the car. Our father asked if I kept my sister out of trouble. I told him yes, remembering our narrow escape. After all, wasn’t that the job of a chaperone?

Epilogue

We watched them pull away just after 6:00 in the morning, two horses loaded behind the camper, on their way to a horse show upstate. They’d be gone the rest of the weekend, and our wicked stepmother had locked us out of the house.

Fortunately our father had converted the garage into a rumpus room, complete with a toilet and shower. No walls separated the bath area from the rest of the room, but since we were now used to seeing each other naked, it didn’t stop me from using the facility while my sister was there.

She stripped and started the shower. I had seen and done so much with her last night that I was no longer embarrassed to see her body. Seeing her though did have an effect on me, one that she readily pointed out by running her hand along the length of my erection. Gripping me, she led me to the shower. We certainly needed to wash, and I was ready for anything else she had in mind.

But she only wanted to tease for now. With the rest of the weekend ahead of us, she thought we might go visiting, and even go to the beach. I still needed my shoes, so we planned a trip that would take us back to where we’d been the night before; to get my shoes, to make sure that the girl, whom my sister called, Audrey, hadn’t gotten into trouble, and to see the girl my sister knew I was intrigued with. I’d met a girl in the kitchen with the most unique coloring to her secret places, and then we’d watched her having sex with two guys, getting us so tensed, it had led to our own threesome with Audrie. The girl I wanted to see again was called Mercy. If my luck held, maybe I’d have some Mercy after all.

The End – for now.

if you like this story, please remember to vote for it and watch for Mercy, coming soon.