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Cheerleaders' Spring Break Ch. 01

By: MontanaDave



My little sister and I were driving home from school, and I was in a pretty bad mood. It was bad enough that I was nineteen, and still in high school. And now it would be one more year of being jealous of all the other kids at school who had amazing plans for the upcoming spring break, which was only about a month away now. I was starting to realize that spring break of my senior year of high school was going to be another boring one. Our parents had never taken us anywhere fun, usually opting to leave me and my little sister home to fend for ourselves, while they went on a trip of their own. They had turned down my sister's idea of letting me and her fly to Florida alone together, and my sister hadn't stopped complaining in weeks.

We got home and I knew that only one thing could console me. I hung around in the kitchen as soon as we walked in, pretending to grab a snack, and my sister ran up to her room to change out of her uniform. At our school they wear classic schoolgirl uniforms with the little plaid skirts, long socks, and tight white tops. It's enough to drive a boy crazy. But my sister hated wearing them, and changed every day as soon as we got home.

I gave her a 30 second lead and then snuck up to my room. Our bedrooms shared a bathroom, and our closets also backed up to one another. Just last week, only a few days after my little sister's 18th birthday, I'd drilled a hole in the back of my closet to hang a hook back there, and realized the hole went right through her closet wall too. She hadn't been home at the time, so I went into her room to see how bad the damage was. The hole was just next to one of her closet shelves, hidden in darkness so that she'd never notice it. I was just thinking of patching it up, when I looked at her dirty clothes hamper at my knees. There was a tiny red thong just sitting there on top. I knew my sister often dressed like a slut, but it had never occurred to me that she wore thongs. I picked it up, and saw the wet spot on the crotch that covered practically the whole front of them. I was so turned on. I brought them to my nose and smelled her scent in, and the raw sweetness made my cock leap. I left the room before I got caught, but every day after that, my hormones would get the best of me and I just couldn't resist sneaking a peek as she got changed.

This afternoon was no different. I got into my closet and peeked through the hole. She already had her shirt and bra off, and was sitting on the chair by her desk wearing knee high white socks and pink panties. My sister had really small tits, and was quite skinny. Maybe almost too skinny. She certainly hadn't developed the more mature curves of other girls her age. She was the thinnest girl on the whole cheerleading squad, and with her braces, she still looked like she was sixteen. I couldn't believe she was actually eighteen now. She had a tight stomach and a perfect little ass framed by narrow hips. I could even see the little belly button ring that she had gotten just over a year ago on her seventeenth birthday. Normally I'd enjoy getting a hard-on while watching her briefly change clothes, or check herself out naked in the mirror. But today was something special!

She was already topless, and had her hand down her panties and was rubbing away at her clit. She was writhing around on a chair by her desk, her eyes closed as she frantically worked herself up. She bucked her hips back and forth across the pillow of the chair as she rubbed harder at her clit. Her panties were so sheer that I could just make out the lips of her pussy as she rocked, her breathing growing more ragged.

I hadn't masturbated in weeks, because of yet another promise to myself that I never would again, but this was just too much. I pulled out my dick which was already rigid and started stroking myself, trying to match her rhythm.

She rubbed her hand over her panties, pushing them into her pussy lips, and leaned back with her legs spread wide. Her arched back accentuated her narrow hips, and her little bright nipples were starting to tighten. She rubbed her hands along the insides of her legs and then reached up and started to pull her panties down. Her neatly trimmed snatch came into view. She had a short landing strip just above her clit, and the rest of her was shaved clean and smooth. The panties came completely off leaving her just wearing those damned knee high socks. I started to jerk away at my cock quicker than before.

Her hand dove back down to her pussy and she resumed rubbing aggressively at her clit with the flat of her hand. She bit her lips and I could make out the shiny wetness of her own juices dripping from her tight pussy and lubricating her flying fingers. She stopped playing with her clit as her fingers rubbed down between her labia, and I could see her hold back a gasp. She drove a finger into her pussy, and started to piston it in and out, a soft moan escaping just at that moment. She instinctively glanced back towards her door, probably wondering if I'd heard her. She added another finger, now pushing two of them as deep as they would go into her sopping hole. I could hear little grunts each time she thrust in, trying to get her fingers deeper than they were already going. She paused long enough to rub her clit a few times, rocking her hips again as she did, then resumed thrusting those two fingers deep inside her. Her moans were growing louder now, clearly audible through the thin walls of the closet.

She turned around with her legs straddling the chair back, and reached up her hands grasping the back of the chair and started to furiously buck her pussy hard against the loose pillow of the chair. Her legs were spread wide, straddling the chair, and her pussy had created a slick wet spot on the cushion and she was riding it back and forth, her clit rubbing against the wet spot on the cushion at the back of each thrust. She was bucking at the pillow so hard that it nearly detached from the chair, and she held it down with one hand almost desperately. The sight of her rocking hips and ass peeking out over and over was just fantastic. And to see her rubbing her nipples up against the chairback on each thrust was sinful. My little sister's body was phenomenal.

I turned away from the hole in the closet, disgusted with myself. What was I doing? What kind of pervert would spy on his own sister, let alone watch her masturbate and totally get off to her. I knew I had to stop doing this and stop fantasizing about her. I shoved my cock back into my pants. I paused as I turned to walk out of the closet when I heard a louder moan, and then the methodic rocking of the chair stopped. I went back to the hole in the closet to see what she was doing. 

As I put my eye up to the hole, I could see her slowly rocking on the pillow. She must have orgasmed onto that lucky pillow, her juices dribbling down onto it as she came down from her high. She stood up and ran her hands across the slick spot on the pillow. She picked up the pillow off the chair and brought it up to her nose, inhaling deeply. I just saw her tongue dart out and taste at the wet spot, a smile forming on the corner of her lips.

She walked back to her bookcase, and pulled out an old encyclopedia. She opened the cover of what must have been a hollowed-out book and pulled out a long pink translucent dildo from inside. It was at least 9 inches long, and looked like a bunch of balls stacked one atop the other, each smaller than the one below it. 

Almost without thinking she slid the dildo into her mouth, sliding it back and forth a few inches. I figured that my sister slept around, since she dated some pretty questionable guys. But I'd never imagined her giving a blowjob. So to see that pink rod slipping into her mouth was a thing of beauty. Her lips were still red from the day's lipstick, and her eyes closed as she bobbed the dildo back and forth into her mouth, now sitting on the edge of the chair.

I'd never had sex, let alone gotten a blowjob, so I couldn't even imagine what it would be like to have some girl do that to me. To grab the base of my dick and feed it into her mouth so tenderly, so carefully. As my sisters tongue slurped out and made circles on the tip of the dildo, I pulled my dick back out and resumed masturbating. She rubbed the dildo across one of her nipples, toying it briefly, before trailing the now-wet dildo down to her already wet pussy. 

She slid the dildo slowly across her clit, each bump of the dildo pressing against her wet hole as it rubbed the length of her. She started to moan again, rubbing the hard rod back and forth slowly. She brought up one of her legs onto the chair, her toes pointed in those knee highs, and with her legs now spread I could see the cum from her previous orgasm had dripped down the inside of both her legs. Her pussy lips were spread wide and the dildo glistened as it continued to slide along her lips. She gripped it with both hands and with determination started sawing the dildo furiously across her labia and clit, gasping freely, her eyes still closed. Her body pressed towards the dildo as if begging it to slide up inside her.

She rocked back, and reached the dildo around behind her, and positioned the tip of it right at the entrance to her pussy. She was slower, more methodical this time, than she was with her fingers. I watched as each of those balls pressed up into the folds of her pussy; Watched as her lips slid along each ball as it entered her. Each ball was progressively larger in size, and by the time the dildo was buried half inside her I could see that she was straining to push it in. Damn, she must be tight. She slid the dildo out slowly, and then pressed it back in, more firmly this time. Over and over she sank it in, each time burying it more deeply inside her. 

She stopped, pulling the dildo out and brought it up to her lips, her eyes opening. She looked at the cum dripping down it and slowly brought her tongue flat to the side of the dildo, and licked up it. She practically looked like she was licking a melting popsicle as she licked her own cum from the toy. I could see her working the flavor around in her mouth, and she dribbled her saliva back onto the waiting dildo. 

She sat on the edge of the chair and brought one foot up tight against her ass, her legs spread wider than seemed possible. I silently thanked my mother for all those gymnastics lessons she'd made my sister endure, and the sight of her spread out, so ready, as she plunged that fake cock into herself made me let out a half-moan of my own as I hammered furiously at my cock, so close to cumming.

I froze, hearing myself, and wondered if my sister had heard me, but she just drove that dildo home. She powered it in, not being gentle at all. She rammed it harder and harder into herself, trying to get it deeper and tighter into herself. She was gasping. Her hips bucked again, and she rocked back and forth on the chair. She must have been sure I was downstairs because she seemed to throw caution to the wind and moaned loudly as she nearly slammed the whole dildo into her sopping pussy. 

Her phone rang. It jangled some loud obnoxious tune and vibrated wildly on her desk. Once again I froze with my eye glued against the hole in the closet. 

My sister grabbed the phone off the desk, slowly easing the dildo in and out of her a few times before she set it on the desk and answered her phone.

"Hey, Riley!... No, Ben and I just got home a few minutes ago. Did you have a chance to talk to the other girls after school?"

There was a long pause as she listened. Then she jumped up out of the chair, her tiny breasts jiggling as she squealed in delight.

"You are the best. I can't believe we are actually going to pull this off. I'll go talk to Ben right now. I promise you that he'll agree to come. It's going to be a blast!"

She hung up the phone, and went to her drawer to grab some new panties and get dressed. I knew it was only had a few seconds to act, so I quickly tiptoed back downstairs and turned on the TV, pulling a pillow onto my lap to cover the evidence of my lust.

---

My sister came bounding into the room.

"Ben" she said, her eyes sparkling. "I have the best news, ever!" As always, it took me a second to process what my sister was saying. She was wearing a short loose yellow cotton skirt, and a tight white tank top. It was so thin that I could see her bra-less nipples were still rock-hard, and I tried to not stare at them, and finally answered.

"What's your fantastic news, Ivana?"

"I talked to Dad, and asked him for one more belated present for my birthday last week , since turning 18 is supposed to be a big deal... and I got him to agree to let me take a bunch of friends to the lakehouse for Spring Break!"

I could see that she was excited, and frankly she should be. Our lakehouse was an amazing 3-story house, right on the lake with nearly 50 acres of secluded woods. There were four jet-skis, and a boat for wakeboarding. I had made some great summer memories there. "But, Ivana, I thought that Mom and Dad were going to Spain for Spring break?"

"They are, idiot!" She replied, slugging me on the arm. Her tits were too small to shake much, but I still watched them while I was pretending to be flinching. "They are letting me stay at the lakehouse with some friends, on one condition." I raised an eyebrow, questioningly. This was going somewhere. "They told me that my super-responsible big brother has to be in charge and supervise us."

It was true. I was by far the more responsible of the two of us, even though I was just a year older. I was always one to go to church with my parents, and never broke the rules. I barely had any friends to get into trouble with. Ever since I had been held back a grade as a kid, I'd always been bigger than all the other kids, and rarely fit in. My sister, on the other hand, was a social butterfly. This was doubly embarrassing since we were in the same grade. She had always been cute and outgoing, and was friends with nearly everyone in the school. My parents also suspected that she was up to no good with plenty of her many boyfriends, and she was always getting caught by my parents for sneaking out and breaking family rules. She could get into prolific yelling matches with our dad when she wasn't trying to butter him up to get something she wanted.

"Wait a second" I said. "Who exactly is this 'us' that I'm supposed to be watching for two weeks?" 

I started to imagine having to watch my beautiful sister making out with some random guy-friend for two weeks, and the thought of it made me cringe. There's no way our parents would allow her to invite a boy.

She smiled the most devious grin that I think I'd ever seen. Then she said it: "The cheerleading squad." She just smiled, letting it sink in.

I stammered, slowly thinking through some of the most impossibly beautiful girls I'd ever seen in my life. Most of the girls on the squad with my sister even put Ivana to shame. I mean, my sister was a cute kind of girl-next-door good looking, but some of the cheerleaders were like supermodels. I had some favorites that I wished might be there, and managed to get out "Which of the girls on the cheerleading squad are coming?" I was hoping that my sister couldn't tell that my voice was a little bit higher.

"All of them." She just smiled at me, and I had to actually force my chin not to drop. She continued. "We've actually been planning this since we all went to the Regional Cheerleading Competition last summer. We had a lot of fun, but there wasn't a lot of time to just hang out and relax. So we figured that our lakehouse would be the perfect getaway. All of the girls have already gotten parents to agree, and me asking dad if we could go have Spring Break in Florida was a ploy. I knew that he'd turn me down for that and feel guilty, and that getting him to let me have friends at the lakehouse would be a breeze."

"That's actually pretty genius, sis." I muttered, as I thought it through. "But how did you get him to agree to let two dozen girls stay there at once? There's barely room enough for all of them, let alone me."

"Well..." her guilty face made it obvious that she had left some details out for our parents. "I was hoping that you wouldn't tell them exactly how many girls are going to be there."

I frowned. "You make it sound like it's already a done deal."

"Please, Ben? Pretty please? I've put months into planning this, and I will owe you anything!"

I frowned deeper. "And you expect Mom and Dad to just be fine with me supervising a house full of slutty teenaged girls?"

"Actually, Mom totally suggested it" she said, perking up. "She joked that you were probably the only guy in the world that could spend two weeks with girls frolicking all over in bikinis and not try to sleep with half of them. I had been thinking I might have to have one of our uncles come supervise, but you will be so much better."

I had stopped listening about halfway through what my sister was saying. Half of me totally agreed. I was about as chaste as any kid I knew. I was a virgin, and hadn't ever really had a serious girlfriend. I'd even gone to my parents for advice the one time I had a steady girlfriend and we'd ended up necking in the car after a date. I felt so guilty that I told my parents the next day, and ended up breaking up with the girl shortly after that. Heck, aside from the rare porn and sometimes spying on my sister, I was a pretty innocent guy.

But the other half of me started to imagine those cheerleaders. It was hard enough not to stare at them bouncing up and down at the football games in sweaters and skirts. Just the idea of them in bikinis reminded me of my raging hard-on, and the fact that I hadn't quite reached orgasm while spying on my sister just now. I thought of perfect blonde Shawna with her big dimples and perfect fake tits that couldn't be held back by a sweater; she would practically burst out of a bikini. And Tiffany the brunette model had pretty big boobs too, for a cheerleader. Honestly most of the cheerleaders were on the skinnier side, and pretty athletic or petite, and only a few of them had tits larger than a C cup. I pictured Gigi, a tiny Latina who practically had no breasts at all, but the imaginary thong I started to picture her wearing in my mind showed that tight ass that I'd stared at a few times while the girls stretched down after cheerleading practice. I shook myself back to reality. This was going to be a monumental test that I wasn't quite sure I was going to get through.

"Yeah, I'm probably the only guy dumb enough to not like girls much." I said sneering.

"Aww, c'mon Ben. You know that special girl out there that you're waiting for is going to love that you've saved your virginity for her."

Now she was just pandering to me.

"Alright, I'm in." I said as I sighed a deep sigh. "BUT... I get the master bedroom to myself, and you guys have to promise to be good."

She kissed me on the cheek as she skipped out of the room. I watched her tight little body as she went through the door, and fell back onto the couch, cursing myself for being so lustful. I had no idea that my sister was such a competent planner, and with how horny I was right now... I wasn't exactly in the frame of mind to turn her down for anything.

And I had a plan of my own that consisted of me dealing with this boner. I knew that if I was really lucky I could finish what my sister and I had started this afternoon.

---

After dinner and a few hours with some homework, I said goodnight to sister and our parents and headed to my room, pretending to be sleepy. I messed around on my computer playing games until I heard my sister come upstairs.

She closed the door to her room, and I was already in my closet, with my lights out, and with cock in hand. She was still wearing that short yellow skirt and tank top and I can't believe our mom hadn't given her a hard time about how short her skirt was.


Cheerleaders' Spring Break Ch. 01



She turned on some music, and walked up to the mirror that was just next to her closet door. She was probably only 3 feet away from me, on the other side of the wall. She turned around as she looked at herself in the mirror. She turned to look over her shoulder at her ass, then turned, and ran her hands across the fabric of her shirt cupping her breasts and starting to knead her nipples. She took a few steps back and knelt on the edge of her bed, and turned to face the mirror again, almost facing directly at me. She swayed side to side in time with the music and ran her hands across her body. Her fingers grabbed the front of her skirt and hiked it up into a bunch, revealing tight white panties. She ran her flat hand along the front of the panties, rubbing into her mound, down across her clit, and pressed her fingers hard against her pussy lips. She was being far more methodical than she'd been this afternoon in her frantic self-fuck. Her hands took turns running down across her pubic mound, and then pulling her panties tight against her pussy. Then she slid the fingers of both hands inside her panties and right to her clit. They made slow circles there across her clit, and she breathed in a deep slow sigh of satisfaction. As the music thumped on she pulled out her hands and resumed her swaying dance on the bed, edging up the bottom of her tank top. Her tummy was so flat, and her little belly button ring swayed in time with her body. I was stroking myself slowly, following her mood, and imagined the feeling of my hands against her flat stomach, grasping her and pulling her body into mine as she lifted her shirt.

She stopped pulling up her shirt just shy of her nipples. My body shuddered in anticipation wanting her to lift it that last precious inch. She slid her hand up under her shirt, grasping one nipple between her fingers and tugging at it. She gripped it tighter between her finger and thumb and twisted, pulling it harder than I thought could be comfortable. I smiled as she finally relented in her rough treatment of that nipple and lifted her shirt the rest of the way above her breasts, now working a nipple with each hand. They quickly responded to her touch, hardening into tight little nubs on her small red areola. They were longer than pencil erasers, and just begged to be sucked. I saw her look down at her nipples, almost longingly, and I wished that her breasts were large enough that she could pull them to her own mouth and suck them the way I wished I could right now. I thought of how much it would make her writhe with pleasure to have my teeth nip gently at her nipples before sucking them in and toying them with my tongue. 

Almost as if on cue, she licked a finger and made little circles across one nipple, the other hand holding back her hair as she rocked to the music. She did it again, sucking longer this time on her finger. My cock ached with the pent up frustration of not cumming this afternoon, and imagining her sucking on my cock instead of her finger made my balls start to tingle. I closed my eyes and imagined my hand stroking my cock as if it were her mouth caressing my shaft. 

I opened my eyes again to see my sister lay back onto the bed. She pulled up her skirt higher, almost around her waist and brought her hands slowly up her legs. She continued to gently pulse with the music, and looked deep into her own eyes in the mirror as she rubbed one hand across her clit, more deliberately than before. It must not have been enough because her fingers quickly dipped behind her panties again and rubbed at her pussy. She slid them against her pussy lips until her fingers were wet and then rubbed her own juices into her clit, picking up speed. She pulled her panties to one side and I could see the hard nub of her clit, protruding from under her folds of skin. It peeked out and glistened with the drops of pussy juice that she pulled from her dripping pussy and massaged back into her clit.

She sat forward and fumbled with the ties on her skirt. Standing as the ties loosened, she now swayed with the music again, her hips rocking back and forth in an almost hypnotic rhythm. She pulled the skirt slowly down, looking over her shoulder into the mirror as she did. She wiggled her little ass back left to right and the skirt dropped, leaving her wearing white panties with red elastic along the top. They weren't a thong, still covering half or her butt cheeks, which she continued to move in slow circles with her ass pointed right at me. Her hands roamed freely across her body, running from her breasts, to her legs, and pulling at the cheeks of her ass, only to resume their trek across her body. My breathing was shallow now, and I didn't want to wait to cum. I wanted to cum now. I wanted to cum on her, right now. I wanted to feel her body sway against mine as she danced her hands along my cock and tugged the cum right out of me and let me jizz onto that tight little perfect ass.

She crawled back onto the bed and pulled off her tank top, throwing it into her closet. Her panties followed right after, and if there hadn't been a wall between us, they just might have hit me. I'd probably sneak into her room tomorrow and dig them out of her laundry basket and smell the sweet fragrance of her wet horniness.

Completely naked, she lay back on the bed and brought her hand up against her pussy. She alternated rubbing circles with her whole hand against her pussy lips and clit, and then pulled her lips apart with both hands, revealing the bright pink walls of her pussy. I thrust into my hand, harder now, in pace with the music, imagining the soft folds of her pussy enclosing my cock. I wanted sex. I was tired of waiting and putting off what my body so desperately desired. 

She was moaning softly now, and her index finger slid into her pussy. She slid it in and out, rocking her body side to side in time with the music and rocking her hips against her finger. I thrust, the rim of my cock entering my hand the way that I'd enter her. Hard and unforgiving; Taking what I needed to satiate my hunger.

She lifted her knees high into the air, and inserted two fingers, both of them squeezed tight by her young fresh pussy, and dripping with her juices each time she withdrew them. She pushed her fingers in and out, picking up pace with each thrust. I expected her to add a third or a fourth or to get a toy to bring herself to orgasm, and so was shocked at what she did next. My sister, my little innocent sister, reached her other hand around and pushed her other index finger right up into her ass.

She must have done this before, because she easily slid her finger up to her second knuckle, and started to piston that finger into her ass just as fast as her other fingers pounded away at her pussy. She writhed on the bed, her legs starting to shake and she drove her finger all the way into her ass. 

My balls churned and before I knew to expect it, my cock tightened and shot a hot load of cum, right up against the closet wall. I kept jerking at myself, spurt after spurt splashing onto my wall as I stared through that hole and imagined my cock pumping cum into my sister's young pussy, her finger shoved up her own tight asshole.

I fell back into my room spent and shuddering from my orgasm. I lay down on my bed and closed my eyes, fantasies of my sister's body still flashing through my mind. I knew I shouldn't do it; shouldn't think about her, or masturbate while spying on her. But the pressure had just been too great.

There was no way in hell I was going to be able to do this spring break thing without masturbating a dozen different times, unless I got myself back under control.



Cheerleaders' Spring Break Ch. 02



Spring Break came before we knew it. All the plans came together so seamlessly, and my sister kept her word to make it as easy an experience as possible for me. She coordinated all the travel, and bought all the food we'd need. All she told me to do was to show up and enjoy myself.

The only deviation from my sister's promises came when she told me that not all of the senior cheerleaders would be there. It turned out that three of them, Monroe, Christa and Becky were not 18 years old yet. My sister didn't quite explain why that excluded then from coming, even though they were seniors too. But if Ivana wanted to exclude anyone on our trip who wasn't eighteen yet, that was her prerogative. I was just happy there were three less cheerleaders that I didn't have to worry about staring at.

Our caravan of cars full of cheerleaders didn't end up arriving until almost dark, getting out of school in the afternoon on a Friday. And before I had a chance to get swept away by my lust in a houseful of girls, I went right to the master bedroom to get unpacked, and use the solitude to get focused. I figured it was better if I wasn't around for the tedious task of assigning different girls to different rooms. Most of them would have to share a bedroom, and several of them would be sharing beds, and that was one more thing I didn't want to have to think about. I knew my fantasies would quickly get out of check if I was imagining specific pairs of hot girls in bed together. I knew they couldn't all be closet lesbians, but I was sure that I would get that cliché image of lingerie pillow-fights, or worse, stuck in my head for the rest of the night.

As it later turned out, about half the girls decided that they wanted a slumber party on the first night of our trip. There were a few rooms that were big enough to sleep them all in the house, but none were as cozy and flat out fun as the boathouse. 

The boathouse was a small 30 foot by 50 foot cabin, just twenty steps above the lake. It had been the original home that was on the property when my parents bought it a decade ago, and had been transformed to be the place where we kept some of the boat equipment, water toys and life jackets. It was decked out like an entertainment room that had some couches and a TV, and a few bathrooms. As kids we'd often sleep in the boathouse instead of our rooms in the main Lakehouse just for the cozy experience, and to get away from our parents. There was something special about getting out some sleeping mats and sleeping bags that help lend a sense of adventure to a trip.

So with night setting in, about half of the girls made their way down the steps from the main house to the boathouse. It took a few trips to carry down some extra mattress pads and sleeping bags, and part of me was very glad I'd been asked to help carry stuff. When I got into the boathouse, most of the girls were lazing around in their skimpy pajamas. Several had on those tight short shorts or tank tops, and I don't think a single girl was wearing a bra. There were literally nipples poking against thin fabric everywhere I looked. Tori was there, and it didn't surprise me one bit that she wasn't dressed in regular pajamas. She was too sophisticated for that. She was casually talking to another girl, sprawled across her sleeping bag, wearing an almost see-through black teddy. It just covered her ass, and I could clearly see the thin strip of thong that disappeared between her cheeks. I kept peeking at her as I got some of the sleeping mats into place, and her teddy seemed to hike higher and higher each time I looked. The air smelled sweet with a handful of distinct perfumes, and the sight of pretty blonde Abigail rubbing lotion on her long legs was enough to give me a hard-on. Luckily I was still wearing jeans, and had time to escape before my dick tried climbing out of my pants to have some adventure of his own. I made sure the girls had flashlights, and got out of dodge before my willpower faded. I couldn't risk getting overly horny this early in the trip, or who knows what could happen.

I got back to the house, and was happy to find that most of the girls who decided to sleep in the main house were either heading to bed, or watching a chick flick in the den. I went back to my bedroom, and spent some serious time reflecting, trying to get my hormones in check and will myself not to look at some porn right now. I had to keep myself together.

It must have been an hour past midnight when my sister, Ivana, knocked on the door. I was in bed reading, so I called her in.

"Ben, we are going to sleep in the boathouse, but there are some trees creaking in the woods, and with it being so completely dark in there, a few of the girls are freaking out that a bear is going to burst into the room and eat them or something. Would you mind, pretty please, coming down to stand watch? I know just having you sleep there in the room will calm the nerves and help us all get to sleep."

I was feeling much more in control of myself now, and actually liked the sound of the water lapping on the shore and the sounds of the crickets down by the boathouse. I figured with everyone going to sleep in the dark I wouldn't be tempted to gawk. So I agreed.

I dragged another mat and sleeping bag down to the boat house, and got a chorus of "thank-you's" as I set up to sleep on the end of the room, right between the scared girls and the door to the boathouse. It was easier not to get distracted with most of them already tucked in for the night, and a few were actually already asleep. We said our goodnights and turned the lights back off.

It really was dark. Our parents had put blackout shades on the windows so we could sleep-in on summer days, and the loud buzz of a few old ceiling fans muted out most of the tossing and turning going on, so I quickly fell asleep.

I dreamed of girls. It was no surprise that my dreams centered on sex with so many of the girls that I'd been fantasizing about for years, who were sleeping in the same room as me tonight. At one point, I think I was dreaming about drilling Shawna while watching her big fake boobs bounce inches from my face, and the feeling of her pussy sliding up and down my cock felt so real. The slipperiness of her juices running down the sides of my cock and dripping onto my balls was making me writhe with pleasure. She slid up and down my pole, riding me, plunging my cock into her as far as it would go...

My eyes shot open in the dark, knowing that feeling was far too real. This was no dream. I'd never had sex before, and used masturbation as a rough indicator of what it would be like someday, but I instantly felt upon waking in the dark of night that my cock was rock hard, my pants were around my ankles, my sleeping bag had somehow been zipped open, and my cock was being serviced in the dark.

As my senses came to me, I panicked. I couldn't jump up screaming and wake the whole boathouse of girls to the sight of me with my pants around my ankles and my cock protruding in plain view. I had worked hard to maintain my chaste reputation and here I was practically being raped in my sleep and didn't know what to do.

I reached down towards my cock and felt long soft hair cascading all across my belly, and grasped the head of whoever was quietly slurping away at my cock, head bobbing up and down on my shaft. As soon as my hands grasped her head, she stopped bobbing, and I felt teeth starting to bite down on my cock. I nearly screamed in pain, but realized my surroundings again, and held my yelp of pain to a small grunt. We sat there, frozen, her teeth clenched into my skin while I grasped her head. I was at a total loss of what to do. 

Without even loosening her grasp on my cock with her teeth, her tongue slowly started to circle around the engorged head of my dick. Her tongue flicked against the underside a few times, before circling again. The sensation was unlike anything I'd ever felt. Masturbation was nothing compared to this. My brain raced, trying to figure out how to get this girl off my cock, and get myself dressed, and yell at her, and tell her how many years of chastity she'd ruined; all while keeping anyone else from waking up or seeing what was going on. What in the hell was I supposed to do? My hands dropped to my side in exasperation as I thought through my options, and as they did, the teeth that had held me so gently in check, loosened and started to slide down my shaft. By the time they neared the bottom of my eight inch cock, I could feel the tightness of her throat pressing against the first few inches of my swallowed dick. She had my entire shaft all the way in her throat, had stopped breathing, and was now jabbing my cock repeatedly that last few inches into the back of her throat, tighter and softer than I could have ever imagined.

After what seemed like 30 seconds of the most intense pleasure I'd ever felt, she let my cock out enough to breathe and I could hear her gasp a few deep breaths. I tried to pull my hips back and free my dick from her mouth, somehow escaping the situation. If I could free myself, perhaps I could sneak out the door, naked as I was, and regain my composure. But as soon as I tried to pull away from her, I felt her hand tighten around my balls. She literally had me by the balls. She didn't squeeze them too tight, or pull on them, but again I knew that this was a game of chicken that I couldn't win. All she had to do was scream and there would be a dozen girls seeing me in their room half-naked. Would they think I was a pervert, or masturbating to them? Could I be accused of trying to rape one of them? I was stuck.

She slid her mouth back down onto my cock, her tongue bathing and swirling around my dick as she did. There was nothing I could do. I lay there helplessly, as some girl plunged my cock into her mouth again and again. Her hand went from forcefully grasping my balls, to gently massaging them as the continued to ride her head up and down the entire length of my cock. Her other hand lightly grasped the shaft just below her mouth and tugged slippery wet circles as her lips and mouth played along the head of my dick that was practically near bursting. The velvety smoothness of her mouth, and the alternation between gentle sucking and smooth sliding thrusts of her head were more than I could handle.

The weeks of abstinence I'd had after masturbating to my sister had been pressure enough, and the feeling of my first blowjob was quickly building. I could feel my balls tighten in her grasp as her noes touched my belly, my cock buried completely in her throat again. It was too much. I felt my balls start to churn, and I reached down, grasping two fistfuls of hair. But his time, instead of trying to pull her off me, I used my grip on her hair to slam her head forcefully further down onto my cock. I felt her throat convulse around the head of my cock, so slippery and tight and hot all at once. She pulled up just enough to get one deep gasp of air, and together we drove her head down onto my cock as far as it would go. My body tensed, each muscle pulling tight, and my head pulled back against my shoulders. My entire neck and head went numb as I felt myself shoot that first load of cum deep into her. My hips bucked my cock into her throat over and over again as I shot load after load directly into her throat. I cummed harder and longer than I ever had while masturbating, and the sensations all seemed exponentially more powerful. I could feel her throat grow tighter as she swallowed each burst of cum, and then she pushed my cock deeper into her throat until the next spurt came. I rolled my head back, completely overwhelmed by the sheer pleasure of what was happening. Lights were exploding in my head, and I was softly grunting, careful to not wake anyone who would turn on the lights and find me not only cumming into one of their friend's mouths; but now tightly gripping her hair as I aggressively pumped load after load of cum right into her throat. This was no longer against my will. I was taking the release that I craved so badly. She pulled completely off for another breath, and she loudly whispered: "NOW!" 

Her lips wrapped around my cock again, and I felt one last dribble of cum get sucked into her mouth, when a bright flash of light filled the whole room. In that one brief instant of light, I saw another girl kneeling just to the side of me, her phone in front of her face, and realized that the light was the flash of her phone's camera. She had just taken a picture of my cock cumming into her friend's mouth, hair gripped tightly in both of my hands.

I froze in shock, still overwhelmed at the feeling of the most powerful orgasm of my life still washing over me, and the realization that I'd not only done something I would never do, but that there was now proof. My hands went limp. My eyes had been blinded by the flash, and I could feel the girl who had just sucked my dick, climb quickly from between my legs, and I could just barely make out faint footsteps and the rustle of a few sleeping bags over the noise of the fans. I sat up stunned. 

Had this really just happened? I found my pants around my ankles and pulled them up. As my eyes readjusted to the dark, I tried to look around. It was too dark to see anything, and I couldn't make out the dim lights of any phone. I listened carefully but only heard the steady breathing of a dozen beautiful girls asleep. I knew two of them, at least, were not asleep, but I had absolutely no idea what to do about it.

I stood up and opened the door to the boathouse. The moonlight from outside filled the room. I looked over my shoulder and saw nothing that might indicate that anything unusual had happened. They all appeared in peaceful slumber.

I walked out and closed the door. I took small slow steps up the stairway to the house, not sure what to do or what to think. Was that the best thing that had ever happened to me? Was that the worst? I knew I should feel shame about what had happened, but it clearly wasn't my intention, or my fault. I felt guilty for having enjoyed it so much. I ran through scenarios of what I should have done, or what I could have done.

By the time I made it back to my room at the main house, I had thought of so many other ways I could have dealt with the situation. I dropped into my bed, exhausted and spent. My body still pooled with the adrenaline of my first real sexual experience. My brain reeled, and through tears I eventually fell asleep, late into the night.



Cheerleaders' Spring Break Ch. 03



Note to reader: This chapter has sexual references, but no sex scene. If that's all you want, skip to the next chapter.

*****

It must have been near lunchtime when I finally woke up. I could hear the smell of cooking from downstairs, and the chatter of girls having fun. I realized that the sound that must have woken me up was my sister opening and peeking in through the door.

Seeing that I was awake, she came in through the door, wearing a turquoise string bikini. The triangles of fabric that covered her nipples were tiny, and I could see nearly her entire tiny breasts. Her nipples were rock hard and tenting the thin fabric of the bikini top. My mind flashed back to when I'd last seen her masturbate and was reminded of how hard her nipples had gotten and how perfect they looked when they did. The bikini bottoms that she had on were so small and low that I couldn't imagine how they could cover the thin trail of pubic hair that I knew she sported, unless she had cleanly shaven her mound recently.

My mind cleared as I realized she was carrying a tray of food. I was starving.

"We figured you could use some food, sleepy head, seeing as how you slept through breakfast."

I was still groggy, and the events of the previous night sifted back into my mind. I must have fallen asleep in the early morning, tossing and turning with such conflicted emotions. The bliss and guilt came crashing back to me as I remembered the weight of what had happened to me. She must have been able to sense my emotions because a look of sincere sympathy crossed her face.

Ivana sat next to me on the bed Indian-style, and placed the tray on my lap. It was just as well, because the sight of her shaved pussy lips half-visible along the edges of her bikini bottoms had my cock already starting to harden, against my will. I was such a sicko.

The silenced lengthened and I started shoveling the chips and sandwich into my mouth. She continued as I worked on my lunch. 

"Ben, we have to talk about what happened last night."

"So, they already told you what happened?" I sighed, realizing that it was too late to prevent my worst fear of being found out. Maybe if I was lucky I could somehow keep the story from spreading to too many of the girls. The whole school would find out for sure, and it would be a miracle if word didn't somehow reach my parents or the people from church.

"Well... about that." She said hesitantly. "I already knew what happened. It was partially my idea."

"WHAT!" I screamed, jumping from the bed, what little was left of the tray of food flying to the floor. I didn't even care that she could probably see my half-rigid boner if she bothered to look. "How in the hell could you let this happen, Ivana? You knew how hard I've tried to stay chaste my whole life. I've sacrificed so much pleasure, and worked so hard to fight temptation, and you are going to tell me that you helped your friends to plan to steal that from me!? Against my will? To steal the one gift that I had saved for marriage?" 

I realized that I was shouting loud enough for girls downstairs to hear, but I didn't care. I just ranted on. "Why would you do such a thing? How could you ruin my life like this? What is wrong with your brain that you could possibly conceive such an idea, and let this happen!? What is wrong with you, YOU STUPID BITCH!?" I hadn't sworn out loud since I was a kid, and had certainly never screamed like that at my sister. I braced myself for the kind of reaction that my dad would get when my sister and he would fight. But she just calmly just looked up at me. Those sweet eyes and soft caring smile just drowned my anger, and after a moment of tense silence I slumped back down to sit on the bed, my rage deflated by my own horrible behavior.

She crawled over, and sat next to me, our backs against the wrought iron of the headboard. She grabbed my hand, and took a few deep breaths, preparing for what had to be a pretty miraculous explanation.

"It shouldn't surprise you," she started in a calm loving voice "that you were bound to be admired as something special among the girls. When you were held back a grade as a kid, you were instantly different."

I snorted. "Yeah, I felt pretty different, like everyone hated the reject."

She gave me a look, and the hint of an angry face. "Don't interrupt me again." She glared at me defiantly, and I let her go back to her story. "So many of the girls that I was friends with had crushes on you. All through middle school, most of them just assumed that you liked the girls your age. I knew.." She held up a hand to stop me from butting in again. "I knew that you were pretty ostracized by the other kids your age, especially the girls. But none of the girls in our grade would believe me."

"By the time we got to High School, there were probably seven or eight girls that I knew had legitimate, unreasonable, head-over-heels crushes on you. And when you started to play football and lacrosse, and lift weights and bulk up; it just got even harder for them. I knew you were just a regular guy, but they saw this gorgeous hunk with a great body that was older than them and totally out of their league."

"Are you talking about your cheerleader friends?" I carefully snuck in, amazed. "More like they are all out of MY league!"

She frowned at me for interrupting. "Yes, you boor-headed IDIOT! You have to know you are one of the most handsome guys in the school. You are great at sports. You are intelligent. You are humble, obviously. And the way you don't socialize with anyone just makes you that much more difficult to approach. I think that Riley was the only one who ever got up the nerve to talk to you or get to know you, but the fact that you didn't return any of her advances and basically friend-zoned her only reaffirmed what the others had been thinking. They started to talk about you with this almost mythic worshipful tone. Boyfriends were compared to you. Girls were sexually maturing and talked about what it would be like to be with you. They would go on and on about your body, and wouldn't stop asking me to take pictures of you at home when you had your shirt off. And the fact that you seemed to be playing hard to get, intentional or not, was only more of a turn on."

"By the time we were in our junior year, the 'Ben-fever' had spread. Girls talking about you as this 'once-in-a-lifetime' prize had convinced most of the other cheerleaders that there must be something desirable about you. There was almost a frenzy as girls were straight up arguing about who would be the lucky one that might have you first. There was actually some hair pulling and name calling once, though to be honest, it was at a party and the girls involved might have been pretty drunk."

"Then, I made a little teensy mistake that might have made things even worse." She paused, as if steeling herself for what was going to come next. I was in shock, almost unable to believe that she was talking about the hotties I had worshiped and fantasized about for years and years. To hear that they had fantasized about me... heck, fought about me, was unimaginable.

She looked at me hesitantly, and seeing that I had calmed down substantially, started flicking through the phone she held in her other hand.

"Do you remember the crazy birthday party that you had on your eighteenth birthday?" She asked. I smiled remembering a few of the guys from football taking me to my first strip club. They didn't serve alcohol so we went out and they got me hammered drunk before. It was the first time I'd seen anyone strip in real life, and the first time I'd ever had alcohol. Then we left and drank even more. I hadn't drunk or been to a strip club since. I just smiled at the folly of that night, which I could hardly remember.

She continued: "Well, over the years, I had taken quite a few pictures of you with no shirt on, at request of some of the cheerleaders, and that week one of them had asked for more. It was winter, so the possibility of getting you to a pool was remote. I knew that you slept with no shirt, so when you came home sloshed late that night, I joked with her about sneaking a few pictures of you asleep. Our cousin Samantha was staying with us that weekend and she loved the idea, and went to your room while I was still thinking it over. She found you in bed, completely passed out. She pulled back your covers, and was surprised to find more than just no shirt."

"You were completely naked and completely, um, aroused. And she was staring at the biggest cock she'd ever seen in person." I flushed. I was beyond being angry, and was embarrassed that my hot older cousin had seen me naked, and that my sister was talking openly about my dick.

"She took a few pictures, but they just didn't capture the scale quite right. So she took this one."

She handed me her phone, and there I was. The picture was clearly of my room. The lights had been turned on, and I could make out my desk and headboard in the background. The picture was a close-up of my cock, completely erect and engorged, with my cousin's hand wrapped around it right at the bottom of the shaft. The fact that her tiny hand only covered about a third of my cock made it seem immense. And from the angle she'd taken it at it looked thick too, almost as thick as her wrist. Samantha must have been squeezing it hard, because blocky veins jutted out sharply on both sides, and the tip was swollen to an angry red.

My cock stirred at the sight of my cousin's hand wrapped around my cock. I had dreamed about that; Samantha was a stunning gorgeous blonde, just a few years older than me, and she had giant fake tits. If she was wearing a thin enough bra you could make out the barbell piercings she had on each nipple. I had fantasized about cumming on her tits with her yanking on my shaft, and there was proof that she had actually had my dick in her hand. I was stunned. Amazed. Disgusted at my lust. But so, so turned on. I couldn't believe they had done this.

I subconsciously flicked my finger sideways and saw the next picture. Samantha's innocent face, selfie-style, just inches from my cock, with her hand still gripping the shaft tightly. She had a pretend surprise look on her face. But it also looked like her surprised mouth was just waiting for my cock to slide right in.

Ivana grabbed the phone from me, as I reeled again. All of this was too much for me to handle.

She continued on. "Once the girls found out about how big your cock was, it was no longer idle fantasy. While the girls had started talking about being your boyfriend because of some teenage crush they'd carried; it evolved into a raw lust. Some of the cheerleaders who had scoffed at the girls who'd crushed on you, now talked openly about wanting to get their brains fucked by that glorious cock."

"Last year when we were at the Regional Cheerleader Competition, there weren't many guys around, and the girls were horny as could be. And with us planning the Spring Break to end all Spring Breaks, you were central to most girls' wish-list."

"A few of the girls had tried to figure out a way to bribe you into having sex with them. They knew that you were a virgin and intentionally chaste, so I kept telling them to give up on the idea; I said that the only way a guy with your moral fortitude was going to have sex with someone was either marriage or blackmail."

"I was kidding, of course." She said. A looked of pained guilt on her face. "But they jumped right on it. They figured that if one of them could manage to get a picture of you where it looked like you were having sex with one of them, then they could threaten to show the picture to everyone at the school, the church, your family, on telephone poles around town. They figured that you'd fold, and they could all have what they wanted."

"Ben, all of the girls on the squad who are eighteen are here on this trip because they are desperate to fuck you, or get fucked by you. Some of them have crazy crushes on you, and some of them just want to have a turn with that cock. And last night... Well. I guess you could say that they've got their picture. And the fact that it looks like you are forcibly mouth-raping some poor helpless girl is pretty damning evidence."

I had been stunned before, but now I was shocked past description.

I blurted, "I didn't rape anyone, Ivana. I was sleeping and..."

She put a finger to my lips. "I know. I knew what was going to happen. I didn't realize that it would be quite so effective. When we all saw the picture this morning, the girls realized that they could all gang up on you if needed and threaten to provide witnesses to claim that you'd raped one of us. I was against the idea but they didn't care. This whole thing had just gotten way out of control. They swore they'd just tell authorities that I was trying to protect you as your sister."

I was crying. Tears were dripping down my face, and onto my lap. All I could say was "Why? How could you let this happen to me?"

She brushed the tears away and looked me in the eyes.

"Ben. I'm not going to let the religious ideals of some under-sexed puritan patriarchy rob you of the best years of your life. And I'm certainly not going to let some of my best friends miss out on what could be the best weeks of theirs. You deserve to be happy, and to enjoy the pleasure you've been denying yourself."

"I love you, Ben. You are the best brother I could have ever wished for. And you are going to realize when this is all said and done that we are doing a really great thing for you, and for us."

She kissed me on the cheek, and got up to go. I stared at her perfect little ass, divided by that tiny turquoise thong as she sauntered out of the room. What the fuck was going on? And why did I want to resist what was happening to me? Why did so much of me have to want to let it happen?



Cheerleaders' Spring Break Ch. 04



I was still sitting there on the covers of the bed, my back still cold against the wrought iron headboard for twenty minutes after my sister had left. I was still torn between crying to myself at being taken advantage of against my will and having a massive boner, when Riley walked in. She hadn't been there the day before, so I was surprised to see her.

Riley had been one of my few real friends at school since I had been held back a grade. She was perky and always happy. She had brown hair just past her shoulders, and brown eyes, and dimples. She was short, and pretty thin and cute, and her tits weren't too small. Even though she was skinny, she had a well-rounded ass. She was always complaining that people thought she looked like Miley Cyrus. The fact that their names rhymed only added to the occasional joke. We weren't friends enough that we'd hang out often, but we'd had classes together for years, and she was probably the only girl I really felt at ease talking to or joking with. She had even confided in me some frustrations she had in her relationships, and I had reciprocated by opening up about some of my fears and struggles. I had almost asked her out a few times, but chickened out because I didn't want to ruin the good thing we had going. I'd have loved to date her, and I think we'd have made a great couple, but I just didn't have the guts.

"Riley, what are you doing here?" I said, with sincere cheerfulness, as she came into the room and closed the door.

"Ugh." She breathed, coming into the room, setting her phone on the nightstand and crawling onto the bed next to me. "I had a stupid student government meeting this morning at the school. It's so dumb that they make us miss the first day of Spring Break for it, when the school year is almost over, and everyone is already off having fun."

"Anyway," she said, crawling right up next to me "When the girls texted me the picture from last night, I knew you were going to be royally pissed, and came straight here from the school." 

The fact that she was still wearing her plaid uniform was evidence of that. She had on knee high red socks, and a short red and blue plaid skirt and tight white shirt and red sweater. She crawled right up to my lap, pulled off my covers, and straddled my hips. I didn't toss her off, but was about to protest her being so forward when she leaned right in and kissed me full on the mouth.

I had dreamed about Riley being my girlfriend, and there were even a few points in our friendship that it almost seemed like it might happen, or she had acted like she was coming on to me, but I either chickened out or was too scared of the consequences of having a hot girlfriend. And despite my frustrations with current events, this was definitely a great distraction. I would gladly kiss her, as I doubted Riley could have agreed with the girls plans. She was as close to a female friend as I had.

We kissed deeply for a few minutes, and it wasn't until I realized that she had started to ever-so-lightly grind against my obvious boner, that I pulled away from the kiss. Her skirt was spread out, and all that was between my raging boner and her pussy was her underwear and mine. The feel of her heat through thin cloth was a huge turn-on. My habitual moral defenses started to flare.

"Riley, I shouldn't do this."

She put her fingers to my lips, and quietly shushed me. "Ben, I know that this is hard for you, and I know that you really want to save your virginity. But you and I both know that deep down inside you really want this. And I love you too much and am too fucking horny to wait another minute for this to happen."

She gently grasped my hands and lifted them above my head, as she leaned in to kiss me deeply again. The feeling of her warm wet tongue wrestling with mine was too good to stop and I allowed it. I couldn't believe she'd just told me that she loved me. She left my hands there against the ironwork framework of the headboard, and reached into the back waistband of her skirt, pulling out a pair of fur-lined handcuffs.

"How about you let me put these handcuffs on you, just to help you remember how much you want to be here?" She smiled. My mind screamed out that I should try to escape the situation, but my body was frozen by the raw eroticism of what was happening. I guess I could let this go just a little bit, and just stop her if she tried to take it too far.

I heard the clicks of one handcuff as it tightened around my wrist, and she leaned back into to kiss me deeply as she looped the handcuffs through an iron post of the headboard and handcuffed my other wrist securely.

I was about to complain again, and she pulled back looked me in the eyes.

"Ben, there are a bunch of girls in the other room, you know. And if you aren't quiet, they'll probably come in to investigate, which you do not want. You see, we drew random numbers to see who would get to have you first. Kasia drew number one, and I drew fourteen." She frowned slightly as she remembered it.

"But I knew that Kasia would ride you like a bronco, and wouldn't give you the time or attention that you deserve your very first time. Luckily your sister is surprisingly sensitive to breaking into this experience gently, and wanted to give you until this afternoon to let everything sink in before we take turns ravaging you. And they don't know I'm here yet, or in here with you. So you'd better be quiet." She smiled, and tossed her longer-than-shoulder length brunette hair to the side. "I can't imagine you'd want them watching what we're about to do. Or worse yet, try to steal you from me."

I looked at the door, desperate to talk my way out of the situation, but helpless at the gaze of this beautiful girl who I had such powerful feelings for. Looking into her deep blue eyes, I realized exactly what she was telling me, my lust began to flare and my breathing quickened.

"I couldn't stop thinking about you when I was at the school today" she continued. "I even left on this little outfit for you. And now you're looking at me like you want me to take it off."

I took another breath, about to respond, and she just pressed her fingers to my lips again. After a few seconds, she climbed off and stood up next to the bed, turning so I could admire her legs, and unbuttoned her sweater. 

She hesitated on the last button. "You had better be a quiet boy, or you are going to regret it. Do you understand?" I nodded.

She pulled back the sweater and started to run her hands across the shirt covering her breasts. "And do you know what?" She said coyly. "I didn't wear a bra today."

I could see her nipples starting to harden against the thin white shirt she still had on. She ran her hands across her nipples through the fabric, bringing them to full attention. 

"I really can't believe this is finally happening." She said, lightly laughing. "And especially with all those girls out there missing out, not knowing that I'm in here rubbing myself for you... undressing myself for you."

She took off her necktie, and started to unbutton her shirt. Her shirt opened more and more and she was indeed wearing no bra. Her hand snaked into her shirt and she quickly caressed a nipple, closing her eyes and licking her lips.

She looked at me in the eyes again, and started to open her shirt further. Her breasts were small, and her nipples were hard and tight, showing her obvious excitement.

"You like my little nipples?" she mused. Fully exposing her breasts now, and running her hands all around them. She gently massaged herself on each side, and pulled at her nipples to stiffen them even more. Each hand exploring her skin the way part of me wished my hands could right now. My willpower was starting to fade, and I was rock-hard with pent-up desire for this girl I'd wanted for so long. I couldn't believe this side of her that I'd never seen before, her actions overtly sexual and assertive. But she was acting so shy at the same time. 

Her breasts were small enough that she could just barely press them together as she continued to massage them. She gazed into my eyes as she licked her fingers with the flat of her tongue, and rubbed her now slippery hands over her nipples again.

"They're getting so hard. I love to play with my nipples when I'm lying in bed thinking about you." She giggled. Tugging at them more firmly now. They were sticking out nearly a quarter inch, and were bright red.

"I'd bet you really want to see my pussy, huh, you dirty boy? Shame on you." She was only a foot from the edge of the bed, and as her hands left her breasts, I could see the saliva still, wet on her nipples in the cool air.

Her hands roamed down her body and started to hike up the hem of her skirt, revealing thin white cotton panties. She giggled again, and tugged the top of her panties down just a hint. I could see the top of her closely trimmed bush as she ran her fingers over her pubic mound. Her fingers wandered near her clit and she smiled.

I involuntarily lurched, my cock straining to get free from my underwear with a mind of its own, and she laughed again.

"You like that, don't you." Her panties were pulled halfway down, just barely covering the lips of her pussy, her barely visible pubic hair clearly in the open.

She let the unbuttoned sweater fall from her shoulders.

"I bet you want to see my little bum." She giggled. Turning her back to me, she lifted up the back of her skirt, revealing panties half covering the cheeks of her ass. She leaned her ass towards me and I realized that I'd never been this close to an undressing girl. I could see everything so clearly. I could make out the smoothness of her skin, and smell the perfume she was wearing. 

Just as I was relishing how close she was, she sauntered over to the overstuffed leather chair just to the side of the bed. She kneeled on it, leaning her whole body forwards and sticking her ass back towards me. Her knees were together, and her skirt pulled up to her waist. She bent herself down onto the chair, and her ass stuck straight up into the air. Her panties stretched against the strain and I could see her pussy clearly outlined, a wet spot starting to form. She swayed her ass back and forth, the panties pulling up between her cheeks and she looked back over her shoulder at me.

"I stripped so many times like this, thinking about you being with me in my room."

She turned and sat on the chair, the skirt still pulled up around her waist. She ran her hands across them, before pulling them to the side revealing her pussy into full view. She ran the fingers of one hand over her swollen pussy lips, again and again, biting the lips of her mouth as she did. Her bush was closely trimmed, but her pussy lips were completely shaved. They were wet with her pussy juices and her fingers slowly spread that juice up and down the length of her slit. 

"Do you like my pretty pussy?" She said, her fingers pausing briefly at her clit, before sliding along her slit again. "I bet you just want to gobble it up!" She said, giggling again.

She moistened a finger in her mouth, knowing the extent to which she was turning me on, and leaned back in the chair, raising one of her feet to her ass, her legs now spread wide. Knee high socks had been a turn on before seeing my sister strip with them, but now they would forever remind me of this moment. 

She used one hand to spread her pussy lips, and her other wet fingers went to her clit. She made small circles with her index finger, stopping momentarily only to pull up more of the juice now dribbling from her love hole. She circled her clit with her fingers slowly. "I really like teasing my pussy for you." She said, and slid those fingers up and down her slit again and again. "It makes me really wet." 

The strain of my dick on my underwear was unbearable now. I had just about given up deciding if this was okay, and realized that I wanted to taste that pussy I was staring at. She was rubbing her pussy lips with all the fingers of one hand, and I circled my hips against the air in time with the circles she made on her pussy with her hand. 

"Oooh. You're so bad!" She laughed. She had the inner lips of her pussy grasped between her fingers, and other fingers spread the outer lips of her pussy wide. She moved her fingers around, clearly getting off on her own actions. "Am I making your cock hard? I barely nodded. "Dirty boy? Shame on you..."

She pulled both legs up now, spread wide, with her knees almost up to her shoulders, and rubbed both hands across her pussy.

"... letting a dirty girl like me make your cock hard." She dove two fingers into her pussy about an inch, and circled them there. "You're making my little pussy wet."

She pulled her knees together, and rolled sideways in the chair. Her ass was pointed right at me, her pussy still visible with her panties pulled to one side. She rubbed up and down her slit again, dipping her fingers inside her once or twice before standing up from the chair.

"You know what I really want to do?" She licked her tongue along her teeth, and nodded at me. I lay there speechless still.

"I'm a hungry girl... a VERY hungry girl. And I came to your room today for one reason: To play with your cock." She stood and walked to the foot of the bed, standing between my feet. "I bet it is going to be my new favorite toy." She giggled, undoing the last button of her shirt. She pulled her shirt open, and worked her small nipples again, staring straight at my dick. "It's so hard, because you keep looking at my pretty little nipples, huh?" she said as she rubbed her perfect little tits "And I have a soft little mouth that is going to make you feel so good." She said, sliding a finger into her mouth, and slowly drawing it out as she sucked on it.

She crawled up onto the bed, running her hands all the way along my legs as she did. My cock involuntarily jerked again. She leaned down, and licked at where my cock hid in my underwear. She ran her tongue along my underwear where the ridge of the head was clearly visible, and licked to the base, then kissed her way up my underwear, and kissed along my stomach. Her hair was held back by a plaid headband, but some of her hair still tickled my bare skin as she did.

She hooked her fingers on the waistband of my underwear, and started to pull them down. It was one thing to watch this beautiful girl dance around and strip. But to see her undressing me was too much.

"Riley!" I said in a loud whisper. "Really, we shouldn't do this. I can't let you..." I pulled on the handcuffs, which were very real, and they bit into my wrists through the fur lining. I pulled again on them harder, straining against the iron framework of the bed, and it was unyielding. So was Riley, who just smiled at me as she pulled my cock free from my underwear. 

She was licking her lips as it came into view, and she lit up with a giant smile. "Dear God, this is huge. I bet you're really excited, aren't you? You sure look like you are." She purred. "I bet you've always really wanted to feel my tongue on your cock. Especially now!" Her face was so close to my dick that I could feel her exhale on me.

She used a few fingers to pull my cock up off my stomach, and stand it straight up in the air. It swelled involuntarily at the feeling of her light touch. She smiled and giggled again. "Look how hard your cock is for me!" She said, looking right into my eyes. Her tongue reached out and swiped a few times at the underside of my engorged head, surprising me with how good a simple brush of her tongue could feel.

She grasped my cock firmly in one hand, reminding me of the picture I'd so recently seen on my sister's phone, and Riley's hand was nearly as tiny, dwarfed by my monster. She paused, then said: "Tell me that you want this to stop. Tell me that you can't wait to see how amazing I can make you feel."

I wanted her to stop. I hadn't wanted it to be like this, but I had fantasized a thousand times about something like this happening, and she was right there, just inches from giving me the best pleasure of my life. I was weighing my options, but couldn't bring myself to say no.

She slowly licked up the entire shaft with the flat of her tongue, staring in amazement as she did. Then she looked into my eyes again and gave the tip one small delicate kiss. Her mouth opened and she enclosed the head with her lips, only letting the head into her mouth, and slid her lips up the head until she ended in another soft kiss. She repeated this again and again, sending jolts of pleasure right into me so powerfully that I completely forgot my struggles from just a few moments ago. 

She got more comfortable on the bed between my legs, and then leaned back over my cock. She took it deeply into her mouth this time, taking nearly half of my cock in at once. I could feel my head jabbing against her throat as she did. She bobbed once or twice, and then slid my cock out again slowly.

This was just as powerful as the blowjob I'd gotten the night before, and it was compounded by being able to feel her hair against my hips, and see her half-dressed body as it moved and arched. The visual stimulus was overwhelming. And the style she had was also completely different than whoever had sucked me off last night. Riley was so cautious and gentle.

She pulled my underwear lower down my legs, and my balls came into her view. She cradled them gently, licking around them. She kissed one and then the other before sucking one right into her mouth. She laid them back down, and returned to my twitching cock, and drove her head onto it again. She had it deeper than before, but wasn't close to having my entire length down my throat like the girl from last night. Regardless, the sensation of her head bobbing my cock into her throat over and over was delightful. I could hear the suction as it pulled out of her throat and the slurping from all the wetness. After each thrust of her head, she looked up at me with those beautiful eyes, now watering just a bit from the beating she was giving her own throat with my cock. She rhythmically plunged several times before gasping a quick breath and went back to plunging. I was sure that if I hadn't come earlier this morning, this would have been enough to send me over the edge, and luckily I had some endurance to enjoy this.

She pushed her head down harder, and I could feel how tight her throat was with nearly three quarters of my cock in her mouth. She just looked into my eyes and plunged her mouth onto me with steadiness. I could feel her saliva dripping to my balls and she must have noticed, because she grinned and stopped to lick it up with her tongue, a long string of pre-cum mixed with saliva, strung between her mouth and my cock. She switched to long licks along all sides of my cock, with the occasional suck on the tip. 

I groaned in appreciation, and she giggled and smiled up at me. "Ben, I love to play with your cock." She said, beginning to use her saliva to gently pump the head of my cock with one hand. It felt glorious, and her sincere smile convinced me that there wasn't another thing in the world she'd rather be doing right now.

She made a game of spitting onto my cock and then licking it all around until she'd cleaned it up, sucking the wet head of my cock into her mouth. Her sucking intensified, and she sucked the head of my cock harder now, comfortably in her mouth, as the same hand continued to pump at the base of my cock. She would suck on the tip for a few seconds before bobbing deeper, and then alternate shallow and deep. Then she'd spit on my cock again and repeat the whole process. 

The tightness of her throat as she tried to swallow my entire length reminded me of how I'd always imagined a pussy to be tight. I wondered as she continued to alternate deep and shallow slurping bobs of her head, if she was just planning on a blowjob, or if she was really intending on having sex with me.




Cheerleaders' Spring Break Ch. 04



She smiled and paused as a particularly long string of cum stretched to her mouth from my cock, hanging in midair. She pulled at it with her tongue before returning to her sucking duty. She gave up her deep thrusts and sucked tightly right at my head. I could feel her lips just riding the edge of my cock head, and I writhed beneath her, overcome with the sheer pleasure of her skill. I tried to keep looking into her eyes; I tried to remember this moment and how perfect it was.

"I love running my tongue right on the head of your cock." She said, her hand pumping in spirals as she talked. Her voice was sultrier now. She sounded hungrier. She sucked at the head again, and I could make out her tongue lashing circles around the rim of my head as her lips sucked, and her hand pumped its relentless spirals.

"And knowing that those girls are all in the other room, and I snuck over here..." she continued. Giving her poor mouth a break as her hand pumped on. "It's such a thrill."

She impaled her mouth again, driving almost my entire length into her throat, before pulling out and continuing. "I just want to choke on your cock so bad."

She wasn't kidding either. She took almost my entire length in again, leaving just enough for one hand at the base, and pushed my cock into her throat. She bounced there a few times, trying to coax the last few inches in. She bounced a dozen times over nearly twenty seconds before coming up for a deep gasp of air. 

She slammed it in once again, then brought it out completely for a deep breath. Then throat-fucked me again as deeply as she could; Then slid it out; Quick breath; So deep in; Slide out; Quick breath; There was no way her throat could continue to take this kind of abuse. She pounded it in anyway, squishing sounds coming from deep in her throat as she struggled for that last few inches. 

She must have been satisfied with this last attempt, because she sat back a few inches from my cock and let out a happy "Mmmmm."

"I want to ride your cock." She said, smiling and looking questioningly into my eyes.

I stiffened, and my mind started to clear. "Riley, that's too far. All of this is too far. We really shouldn't be doing this. We probably should stop." 

The break in plunging ecstasy was enough for me to remember decades of wanting to be good. Knowing that I had to be good, and that what we were doing... what she was doing to me... was so wrong.

"Please" she begged, a small pout on her lips, as she began to stroke me with her hand again. "Please, I want to feel it deep in my pussy. Your big cock..." She trailed off, staring at it as she slowly pumped at the head with her hand. "Please. I'll make it feel really good, I promise." She took one last slurp at the head, and stood, removing my underwear completely. She crawled back up my legs, straddling my hips again. She lifted her skirt, and pulled her white cotton panties to the side, and from this close I could see pearls of juice dripping down her legs, and glistening along the length of her lips.

She inched closer, pulling my cock up to the entrance of her pussy. I could have begged more, or pleaded for her not to, but the sight of her pussy right against my cock... She sank down onto me, my cock sliding halfway inside her. I gave up.

I cannot describe how good it felt. She was so tight that I shouldn't have been able to slide into her, but she was velvety smooth. I could feel her pussy gripping at my cock as she slid forwards and back a few times, each small thrust edging me deeper into her. 

She sat motionless with my cock spasming inside her, burning at the warmth of her, and I reveled in the sight of my own cock half-buried in the pussy of this beautiful girl. She stretched her pussy apart with her fingers and I could see her clit. I looked up her body at her perfect breasts, open to the air. She smiled again as my eyes met hers.

"God, it is so huge!" She said, lifting her hips up and letting my cock pull out partially, and then sat back down onto me, moaning quietly as she did. "I love the feeling of it sliding into me."

She rode up and down on my cock, both of us breathing heavier now. She was lifting her hips higher, and pushing down harder with each thrust, and at one point, she lifted so high that rigid cock popped out and slammed to my stomach. She laughed "Your cock is just so big, it will barely fit. My pussy just wants to squeeze it right out!"

She settled into a nice rhythm, riding herself up and down my cock and getting herself off. She had been so focused on me earlier, but she was now obviously feeling the same pleasure that was cascading through me.

She leaned back, giving me a perfect view of her body as my cock disappeared into her over and over again. She leaned back on one hand as she licked the other and started to rub at her clit while sliding up and down my pole. She was going faster now, and I couldn't process the sheer volume of pleasure I was feeling. It was almost as if lava pleasure was running through my veins filling me with euphoria and heat. I was completely at her mercy, and I would not have had her do anything else. This was the best thing I had ever felt. I couldn't believe that I hadn't decided to do this earlier.

She caught herself moaning loudly, as she rode me, and said "You are being so good and quiet, and here I am making all this noise!" That realization didn't calm her much, and she continued to moan as she rode me even faster. Her ass was slapping on my balls on each thrust, and her hand was rubbing furiously at her clit. She had progressively pushed me further into her with each thrust and was close to bottoming out with my entire shaft inside her on each thrust. Her own straddled legs were keeping her from getting that last inch inside her. I could see her pussy lips stretched tight around me as she carried on, my veins now popping out clearly from the volume of blood in my erection.

Her mutters of "Oh my god!" picked up, and she exclaimed "Oh my God, you're so deep in me." I could feel my dick hitting something deep inside her. As if on cue she moaned "Oh my God! I can feel your cock pounding my stomach!" I didn't know if that was possible, and didn't really care. I just lay there, handcuffed, as this exquisite girl used my body to please herself. 

She must have wanted me deeper, because she leaned forward, trying to angle her hips so I'd enter her completely. This totally changed the pressures on my dick as she rode me, and was even better, making me wish she'd never stop. But she was unsatisfied still. 

She brought her feet up, so that she was squatting over my erect dick, her legs now clear from mine. She pulled her panties further to the side revealing even more of her shaved lips and lowered herself back down on me. Her entire bodyweight pressed down forcing me even further inside her. She lifted herself, now using her legs to spear herself repeatedly, moaning loudly as she did. "Oh my god it feels so good!" she nearly screamed.

I looked towards the door, sure that girls would come pouring in at any moment. I was partly unconcerned, only wanting to relish this sweet fucking, and partly worried of having someone come in and see us. Through her increased riding, I couldn't count how many times she said "Oh my God!" or "Holy Fuck!." She must have been close to cumming.

She tried to calm herself, nearly shouting "Oh God! I'm getting so loud!" but she didn't stop. Her eyes started to roll back and she slammed down on me a dozen more times before slamming down onto my cock as far as she could, releasing a loud squeak, her pussy convulsing tightly around my dick. It pulsed and squeezed as her orgasm washed over her, and after a few moments she fell back off my cock to the bed between my legs.

It took her a second to come off her high, and she realized that her feet, still clad in those knee-high red socks, were right by my cock. 

She laughed, euphoric still. "I guess I could use my feet." She mused, her feet begin to rub along the sides of my now exposed cock. I hungered for the depth and tightness of her pussy. She squeezed my cock between her feet. "Look how big your cock is! It's as big as my little feet." Indeed, from heel to toe her foot was just as long as my entire rigid dick. She pulled her toes across my head, wetting her socks with her own cum that coated my dick. She laughed trying to pump at the head with her arches "I love playing with your cock!" She said again.

She circled her feet, one on each side, pressing them against me firmly, before moving on to softly massage my balls. The texture of her socks was so different, and my cock jumped and twitched as she pushed it all around. She sat forward and used her hand to rub my still dripping cock in circles, and I could see the determination as her sexual appetite came back full force.

She pumped it with her hand in long strokes, saying "Your cock is so yummy."

She must have remembered how much she enjoyed my cock in her mouth, because she sat up and climbed between my legs again. She slowly pumped my entire length with one hand, took a quick suck from the tip of my cock, and then looked me in the eyes.

"Do you know my favorite part about giving a blowjob?" she questioned, her nose and lips, dragging back and forth across the back of my dick's thick head as she talked. "It's that I get to be a really sloppy slut." She licked up a tongue-full of her own juices that coated my cock, and then plunged my cock deep into her throat, letting those same juices and her saliva dribble out across her hands that were both grasping the very base of my dick. She plunged my cock as deep as she could, nearly two dozen times before gagging and taking a breath. She slammed herself down again, her head bobbing with each struggle to embed my cock in her throat, and her eyes looked up at me. It wasn't pain that filled her expression, but I could tell that she couldn't manage to get more than three fourths of my cock into her throat, despite her obvious willingness to take it all. Her gasps between attempts turned mean, and I could tell she was pushing her body to the limits of what it would let her do. She took a few shallow sucks on the head, collected her courage, and then pressed her head down onto me with so much force. I could feel her throat tighten around my cock, spasming itself tight, and bringing more pleasure to the stimulation that was so roughly foreign to anything I'd ever seen or felt. Perhaps she was trying to reach that goal of taking me completely, and brining me incredible pleasure in the process, but I was struck at how selfless she was being. It was all about me.

She wouldn't relent. She pressed her mouth further onto my cock, and I could hear her lungs trying to gasp, but she would not stop. I could hear her gagging and feel her throat trying to push me free, but she held fast, staring straight into my eyes the whole time. She was gagging audibly, but would not give up. Only two inches of cock remained, tentatively held by a few of her fingers. Finally, after what seemed like minutes, she came up, coughing and spluttering. Strings of saliva mixed with her cum dripped from her mouth all around. She spat onto the head of my cock, and used it to jerk me slowly as she regained her composure.

"That's exactly the kind of sloppy slut I like to be." She said, admiring the pools of saliva and cum that had spilled from her mouth all over me. She licked at me, and began giving me shallow sucks, cleaning my dick from the messy onslaught of fluids she'd just left. After a few moments of this careful attention, she sat back, admiring her work. "Gosh, it looks so good."

I could tell that she was trying to decide what to do to me next, and I was as eager as she was. 

She crawled to my side, and threw a leg over me. Facing away from me, she had her legs spread across my hips, her sock-covered toes nearly tickling my armpits. She pulled her panties to the side, so they were nearly off one ass-cheek, and laid her pussy lips right against the base of my cock, sandwiching it against my stomach. There was an audible slurp, as copious amounts of saliva that had pooled on my stomach squished around, and her still dripping labia spread to either side of my cock. She pulled up her skirt with one hand, and slapped her ripe ass with the other. It jiggled a bit, as she rubbed her cunt along my dick, still pressed firmly to my stomach. Strings of cum and saliva pooled between us as she rocked forwards and back, pressing me with long sliding strokes from above. She clenched her ass, and her cheeks squeezed the head of my dick that was now sandwiched right between them.

She giggled "It's so nice and wet and slippery." She giggled again, and leaned back, trapping even more of my cock between her ass-cheeks, and wigged side to side. She alternated circling her hips while sliding her cunt around the top of my dick; to sliding forwards and back, the tip of my dick nearly entering her pussy at the back of each thrust. I was enjoying this intensely, but ached to be inside her again.

As she looked back at me over her shoulder, and I couldn't resist the urge to have her more. "Fuck me!" I begged forcefully. We locked eyes, and she slowed to a stop, lifting her hips and revealing a sloppy mess indeed. Her labia glistened with all the saliva she'd dribbled onto me and then had smeared around. She reached back and grabbed my eager cock and pulled the head to her wet pussy.

She positively beamed! "I knew you wanted me!" she said with delight at bringing me to beg her to continue what I'd begged her not to start.

She slid it in an inch, and I could tell she must have contracted from her previous orgasm, because she felt even more tight than before. She leaned her body weight back and my cock was so wet that she backed herself almost completely onto my whole cock in one long slow push. As her labia neared the base of my dick, she let out an "Oh, Shit that's deep!" But it must not have been deep enough. She used both hands to pull apart her ass cheeks, trying to somehow open herself to more of me. The result was that I could see her dark pink little anus, relaxed as she tried to slide down me completely. Then her anus clenched angrily as her pussy tightened in pleasure. She held her cheeks open like this, and rode up and down my pole.

After each few strokes she'd stop and with me nearly completely inside her, she'd roll her hips around in circles, pressing my cock into every tight corner of her pussy. It was heavenly. Then she'd lean forwards a bit and resume fucking me. The sight of her legs spread open wide, straddling me, as her labia spread wide for my cock was the most beautiful thing I'd ever seen in my life. She leaned forwards almost with her chest on the bed, so she could look back at me. She smiled as she continued to ride that pussy up and down my cock the best that she could. I longed to have my hands free so I could let them roam and explore the ass that was spread before me. 

This position must have had me hitting some magic spot inside her because she started to increase the speed of her thrusting and she started to swear under her breath. She was moaning again, and seemed to not care anymore if the girls in the rest of her house knew she was here and screwing her way out of turn. She bucked down, impaling herself repeatedly on my cock to please us both. After so many tries, and with all the added lubrication, she finally managed to bottom out and take my complete length inside of her. As she did, I could feel her pussy clenching down on all of me.

"Dear God, I've wanted that cock all the way inside me for so long! My little pussy feels so tight, because your cock is so BIG!" She screamed out.

She was nearly overcome with pleasure. She resumed her fucking of my stationary cock, alternating between fast shallow thrusts and long deep thrusts completely engulfing me in her wet tightness.

She sat up higher, her fingers kneading her nipples desperately as she ground herself down onto me again and again. Her moans and screams escalated as she set into a steady rhythm. I could tell from her voice getting higher and high that she must be close to orgasm again. She shrieked as she slammed herself onto me harder and faster then she had before. Her legs began to quiver and I could feel her pussy convulsing again, bringing me close, as her orgasm took her. I could see her puckered anus tensing with each wave of pleasure, and wet drips poured from her down my shaft. She tried to continue to ride herself through her orgasm, as it pounded through her, but this second one was stronger than the first. Her arms gave out and she collapsed sideways onto the bed, my cock pulling free from her pussy.

It only took her a few seconds to regain control as her orgasm started to ebb, and she turned to face my cock again. I wasn't sure if I'd rather cum in her mouth or in her perfect tight pussy, and simply waited to see what would follow.

Her hair was a mess, sticking out from her plaid headband, and she was calmer then she had been just moments before. She took a few deep breaths, and gained some clarity. She gently grasped my cock, and sucked it into her mouth. She cleaned her own cum from my head, and then gently bathed my cock entirely. As she licked me all around she mused "I love the way my cum tastes when I lick it off you." She must not have been kidding because she lapped at me until there wasn't a drop of cum left of my cock.

"Ugh, I'm getting so hot in this!" She finally noticed, as she pulled of the shirt and tie that had still been partially hiding her naked body from me. She threw them to the floor and her body was indeed perfect. Her small tits were perky and firm and jiggled just slightly as she returned to her oral attention. She licked and returned to what she must have set as her goal. She slid my cock into her mouth again, and tried to bury it completely. I frankly had been so close to cumming in her cunt when she orgasmed that I didn't really care if she could get my whole dick into her throat. I needed friction. Even though she had me deep in her throat, I started to bounce my hips on the bed. This startled her, and I saw her eyes fly open, as I pounded myself into her throat with sharp jabs. They were strong enough to knock off her headband, and her hair flew about with each thrust. 

As I started to come close again and moaned softly with the pleasure, she pulled off, and gave my head soft slow licks now realizing how close I must be. She was determined to have her fill, and I could tell by the look in her eye that she wasn't quite done with me yet.

"I want you to fuck ME! " She said, her brown hair cascading around her face. She looked into my eyes as she softly jerked me. "Mmm hmm. Fuck me really good. Fuck me until I come all over your thick cock again."

She stood, bending to the floor by her shoes, and produced a handcuff key.

"I trust you" She smiled, "to fuck my brains out like a good little boy, and not get any other ideas."

I was so horny and wanted to cum in her so bad that all I could do was stare at her lustfully and nod.

"I'm going to let you have one hand un-cuffed and see how you do with some freedom."

With that she unlocked one of the cuffs from my wrist, and fastened it to the top of the bedframe, so I was on my knees, with one wrist still attached to the bed.

She kneeled down on the bed in front of me, with her head nearly touching the headboard, and bent completely forward. She pulled her skirt to her waist again, and pulled her panties to the side, revealing her dripping pussy to me in its entire splendor.

"Do you like this point of view? My little butthole staring right at you?" She rubbed at it with one finger, and I could see her pussy tighten and tense with the attention. "My little pussy, right in your face?"




Cheerleaders' Spring Break Ch. 04



She was bent with her shoulders and face on the bed, her knees together and her ass sticking right at me. She reached back and rubbed the wetness dripping from her pink slit, as I laid my swollen head right against her hole.

"Please, Ben. Please slide it in." 

This was indeed a wonderful new point of view. Though I'd seen porn, there was something extra amazing about seeing this ass offered up to me this way. Her skinny waist led to her ample ass and her pussy just begged to be fucked hard. I noticed the row of Chinese letter tattoos she had running up along her spine, and ran my free hand along them.

Her skin was so smooth and warm, and felt so real to the touch. I could just feel her pussy tighten again where my head lay against it, reminding me of what was about to happen.

Before, being handcuffed, I'd been fucked by a girl without much chance to complain, and mostly against my will.

But now, here was this pussy I'd been fucking for what felt like an hour and now I could decide what to do. Without much pause, I pointed my cock at her waiting pussy, and drove myself into her. 

"Oh my God!" She moaned. "Please fuck my little pussy! Take my little pussy and fuck it so hard."

How could I not fulfill her request? I started to slowly pump in and out of her, loving the view as my wide dick spread her lips and was enveloped each time I pushed forwards. The sight of her plaid skirt pulled up on her back and her panties pulled to the side just brought to reality what had been a fantasy for so long. As I continued to slide into her at a modest pace she used on hand to pull her ass cheek wide open, giving me an even better view. Her tight anus contacted and pulsed in rhythm with my still gentle thrusts.

She was muttering and swearing under her breath, in near oblivious pleasure. I hooked me hand into one hip and pulled her back onto my thick cock harder with every thrust. I took her in long even thrusts, pulling myself out almost completely before pressing back into her to the hilt. She ran her hands along her as I did, pulling and rubbing her skin. As her fingers ever so lightly touched her asshole, I felt her pussy contract tightly against my dick, taking double the force just to keep pushing into her fully. She sucked on her middle finger for a moment and then brought it right to her tight anus. 

"I'm gonna tease my little bum hole while you fuck me." She said, looking back into my eyes over her shoulder. She massaged her finger over her rosebud, circling her finger slowly. Her pussy clenched again and again. "Oh, my God! You're so deep in me." She moaned, pressing her finger harden against her anus. She sunk her finger in just the slightest bit, and I continued my stoic thrusting with easy steadiness. She moaned faster and louder, and started to thrust her hips back against me, pounding me ball-deep into her wet pussy. She licked her hand and reached back, spreading her fingers across my shaft as I thrust, adding yet an additional layer of pleasure to what was already completely overwhelming.

I could see that she was insatiable. She tried to spread her knees wider to let more of me in, but I was already bottoming out with each thrust. She pressed back harder and faster, moaning curses of pleasure. She lifted her shoulders off the bed a few inches, and gripped the sheets with both hands, gaining some leverage and using it to pound her body further onto mine, skewering herself with more force. Her ass clapped against my hips, and our bucking was creating loud slaps that echoed through the room. She was moaning non-stop and had to be getting close to orgasming a third time.

"Please, take my fucking pussy!" she nearly shouted, her arms searching the bed for a better grasp that could help her thrust a bit harder. She looked at me and continued to rant. "Please, take my fucking pussy. Please take my fucking PUSSSSYYY!" 

"Holy shit, you feel so good inside me." She squeaked, pushing a finger back inside her ass, two knuckles deep. She left it there as she rode me. I don't know how I was lasting so long, with what was the most amazing sight in the world. This beautiful girl was fucking herself onto me, her finger deep in her own ass. The smell of our sex mingled with the sweet perfume she wore. The sight of our pounding spreading her pussy, not to mention the enveloping warmth that filled me with a bliss I had never know before.

Her pleasure escalated I felt her pussy clench onto me. "Fuck, fuck, fuck, unh, unnnh!" She trailed off, as wave after wave of another orgasm ripped through her. I could see her face contort in pleasure, and her body trembled. It took at least 30 seconds for it to subside completely, and I just slowly eased my cock into her balls deep, over and over as she came down. "Oh, God, that is the most powerful orgasm of my life." She softly gasped. I pumped into her a few more times, but she was tender to the touch, and pulled off of me, falling to the bed.

"Oh, your cock feels so good." She said, smiling up at me, obviously fulfilled, and radiant from her orgasm. I couldn't do much in this position, but kneel there with my cock dangling out in the open, starved now from the pleasure that had again brought me so close to cumming. I was going to die if she kept getting off before me like this. I was going to cum bucket-loads with how I had gotten right to the edge so many times.

She rolled around on the bed until she was up on her elbows, facing my cock, determined to taste herself on me again. She gently sucked on the tip of my dick, bathing it again from her juices. She licked at the sides, and I wasn't sure if she was happier to have my huge cock in her mouth, or to be tasting her own sweetness. She wasn't deep-throating me at all, and her lightly tickling tongue had been fine for foreplay, but wasn't going to get me off at all. I tried bucking my cock into her mouth, but she just pulled her head back just out of reach, and I got nowhere. 

She giggled at my obvious hunger, and smiled up at me, taking her attention of my cock briefly. "Awww. Does the innocent little boy want to shove his cock down my throat again? I thought you were so pure and above all this lust. I even had to handcuff you to ensure you wouldn't run away when I took off my clothes, and here you are straining against your cuffs to try to get your dick into my hot little mouth?"

I was breathing hard and I couldn't argue with her. She was right. I swore that I'd never let my lust get away from me, yet here I was desperate to fuck her silly. I should have done something to keep this from happening, to protect my integrity. But, I had to get my release. I had to fulfill this fantasy of all fantasies. Every part of me ached, and it was like she had an inescapable gravity pulling my body to fuck hers. I had to have her now. I would beg.

"Please." I said. "I've never wanted anything more in my life. Please let me cum. I want you. I need you. Please don't stop anymore. I'll do anything. Just please let me have you. I have to have you!" I was pathetic. I was whimpering and begging for her to give me what she had already been clearly giving me for what seemed like an eternity now. Some part of my logical self knew that she wasn't likely to stop now, but there was a more desperate carnal part of my mind that was worried that she was done.

"Oh!" She said. "You want to put that big cock in my little pussy?"

My eyes lit up, and she rolled around onto her back, right up next to me. I had to turn my body away from the bedframe, my arm still cuffed and drawn tight. I looked down, and she had her legs spread wide, and her knees pulled up. She hiked her skirt up to her waist and rolled her panties further to the side. The sight of her tits, nipples hard as rock and standing at attention was a thing of beauty. Her hair spread out on the bed behind her, and she looked at me with as much love as lust. I plopped my cock right down on her clit, and used my free hand to guide myself to her pussy, and pushed myself almost all the way into her in one deep hard thrust. The ecstasy returned, and came back tenfold. Her pussy had felt great from behind, but with her knees up and her legs out of the way, her pussy was far more accessible. There was no more ass to bump up against and stop me short of bottoming out. Her pussy felt like a slippery velvet vice gripping me tighter now than it had before. This was the culmination of all pleasure and ecstasy.

I began to drive into her, my long hard strokes causing her to moan intensely. She licked her hand and brought it down to massage her clit in wide circles as I pounded her ruthlessly. Her eyes rolled back in her head, and she reached her hands back, grasping onto the sheets as I pummeled her with my cock. She brought her knees together and lifted her feet high, making herself even tighter. I had to use my whole body weight to thrust myself completely into her. With her knees together, her cute little knee socks were right in my face, and I was sure I'd never see another pair of those at school and not think of this. I had thought they were sexy before, but this was something else entirely. She wrapped one arm around the back of her knees to keep them up high, and her legs and ass pressed tight together and just barely spread for my cock each time it entered her dripping pussy.

With her legs this high I could feel myself hitting a soft wall deep inside her, and she screamed half in pleasure, half in pain. It was too much for her; she released her legs and let them fall wide again. I had no intention of stopping now. I wanted to cum so badly, but at the same time wanted this to last forever. I slowed my thrusts for a moment, and the change of pace caught her off guard. She moaned in surprise. Her eyes sprang open and locked on mine and she tried to smile, but the moans kept escaping, making her look delirious with ecstasy.

After a short rest at this slow pace, I picked it up again. She reached down with both hands, spreading her pussy lips for me and I kept pounding away at her. Her fingers found her clit and she lifted her feet resting them on my shoulders. The angle was perfect, and I began to feel my balls churning. "Oh, god I think I'm gonna cum!" I cried.

She smiled at me, happy that I was finally going to have my relief, "I know you want to cum in my tight little pussy" She said between gasps and moans, as I slammed into her as hard as I could. "But I want to have your cum... I want to eat it all up in my little mouth..." She paused to gasp again deeply. "Please" she continued. "I'll suck the cum right out of you." She said, with a pleased giggle.

I smiled, having imagined cumming in her mouth a hundred times, over the years we'd known each other. And a hundred more times today as she'd assaulted my cock with her mouth.

She took that smile as a 'yes' and quickly pulled off my thrusting dick, spinning on the sheets and took me into her mouth again. She resumed the fast pace we'd been at, letting me deep into her mouth. Her tongue worked furious spirals around the rim of my head, and her hands spiraled slippery thrusts along the base of my shaft, whipping our mingled juices into a froth. There were so many simultaneous sensations going on that I couldn't have held back if I'd wanted.

Nineteen years of pent up angst boiled to the surface, and I exploded like a cannon. Cum spouted from me like a fire hose, shooting back into her throat as she continued to wrack me with pleasure. After three spurts she pulled my dick out to swallow and smile at me, thinking perhaps that I was done. I shot my next load right onto that precious little smile, and she gasped in surprise opening her mouth under my pulsing cock. Her hands continued to slide all around my throbbing shaft as jet after long jet sprayed out. Only one landed in her mouth again. The next long stream missed her face completely and landed across her neck and shoulders, stringing far back onto her back, it came out with such force. Another landed across her right cheek and nearly stretched to her ear. The next glob almost hit her in the eye, barely missing and dripped down her face. She didn't let the rest go to waste, and true to her word caught the last few drips on her tongue as her mouth closed over me and she milked me as though starving for nearly a minute, sucking and swallowing until she'd claimed every last dribbled drop.

My cock had never been so sensitive in my life, and I almost had to ask her to stop. She gazed at my spent cock in a daze of happiness, pleased with her efforts. She kissed the head of my cock a few times and licked each side of my shaft until I was clean, before she pulled away. She licked up a string of cum that had landed on her hand, tasting and swallowing it with joy.

"Thank you for cumming on me." She said glowingly, smiling up into my eyes. "Thank you for letting me sneak in here, and for giving yourself to me; For cumming for me. Feeding me exactly what I wanted." As if to prove that point, she sat up a bit, and pulled a string of my cum from her face with a finger and licked it all up, swallowing it hungrily. 

"Now I've got to sneak out of here!" she said guiltily, though softly laughing at the deviance of what she'd done. She added: "And you stay quiet. I don't want you telling those girls what I did to you or I'll never hear the end of it. This is going to have to be our little secret."

She picked up her clothes from the ground and returned with the handcuff key, freeing me from what had been the most blissful imprisonment I could ever imagine. I slumped back onto the bed, my cock deflating and sore from the abuse.

She smiled at me as she dressed herself. "I hope you know that I did this to you because I love you." She gently whispered. She paused, and thought for a moment, "And because I had to have that amazing cock of yours first. But mostly because I wanted this to be something special for you."

She walked back to the bedside and leaned down, her long fragrant hair tickling my bare neck and chest as she kissed me passionately for a few seconds.

I sat back as she walked out and quietly closed the door. Not sure what to feel, or how to cope with what was going to happen next. This was turning out to be quite the Spring Break.