The Cheerleading Squad

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"Damn girl, you sure know what you're doing," I said and instantly regretted it. I didn't want to make her sound like a slut. She didn't seem to mind as she kept sucking my penis. She moved up so that only the head was in her mouth. She applied a strong suction to it that made her cheeks cave in. It felt like she was pulling all the blood straight to my cock.

"God, that feels so good!" I exclaimed. She lifted her head off my dick and stuck her tongue out so that only the very tip touched my cock. She lightly touched the sensitive underside and flicked it rapidly with her tongue. I trembled with pleasure as she did this. God, I never felt something so good in my entire life. I was so disappointed when she finally stopped. She continued to stroke me as she sat up and spoke.

"Jason, will you fuck me?" she asked so nicely.

Since she put it that way, who was I to say no.

"Sure babe, take off that bikini and we'll get started," I said.

Jennifer pulled her top off and slid out of her tiny bottoms. Damn, she looked good naked. Her tits didn't hang one bit and her pussy was completely bald. She sat on my lap with my cock pressed against her pussy. She leaned in to kiss my lips, but my hormones wanted something else. I leaned my head forward and took her nipple in my mouth. I sucked on the lovely tit, swirling my tongue around the tiny bump of nipple as my hand squeezed and massaged the other breast.

"Jason!" she giggled as I continued my assault on her lovely cantaloupes. This was my first time touching breasts, and they were as great as they were made out to be. She held my head close to her and nestled me as if she were feeding a baby. I continued to suck on the sweet areola, which tasted just as good as candy. I switched over to the other nipple, which was like a whole new experience. She held my head closer to her.

"You like it baby?" she cooed at me.

"Mmm, mmph," I mumbled with her tit in my mouth.

"Come on baby, you need to fuck me now!" she insisted. She pulled my head from her chest. A string of saliva stretched from my mouth to her breast. Jennifer raised her pussy over my dick and positioned herself. I slapped my cock against her pussy and produced a wet smacking sound. I rubbed the head against her slit.

"Ooh, it tickles," she said. I started sliding my dick inside her. She was really tight, and I had to adjust to work my way in. Then I felt her hymen and I stopped and gave her a quizzical look. A virgin, I mouthed. She nodded her head with a huge grin of anticipation. She eagerly awaited me to continue. I did so and slowly broke her hymen and slid all the way in.

"Oh my God," she moaned out loud. She knew what to do next and started rocking up and down my pole. Her tight cunt massaged every part of my cock and sent waves a pleasure through my young body. Jennifer was close to cumming as she was panting really hard.

"Oh Jesus, I, I..." she tried to say the rest and then her orgasm came. She wrapped her arms around me and hugged me tight as her first true orgasm ripped through her. She screamed so loud as the new experience overcame her. I held her tight to comfort her.

"It's alright baby, just let it come," I said.

"FUCK!" she screamed. Her pussy walls were contracting around my dick the whole time and sent me over the edge. I came with her and blew my load into her pussy. My cum splashed around inside her pussy as she rocked from her orgasm. When she finally came down from her mountain I kissed her on the cheek.

"Good girl," I whispered. A huge smile spread across her face.

"That was so awesome. Thank you for making me a woman."

"Wait, if you're a virgin, how did you give head so well?" I asked.

"You tend to learn a lot from porn," she answered as she climbed off my dick.

I was still hard and horny. Good for me because Megan and Cindy came over and sat next to me, one on each side. Both were naked. Cindy had shoulder length dark hair with tits the size of basketballs, which made an odd contrast to her skinny waist. Megan was blonde with muffin tits but still just as sexy. And of course, both were shaven down below. God, they were so hot. Like girls you see in a swimsuit calendar. Except they weren't on some calendar, they were here beside me. And they weren't wearing swimsuits. Cindy grabbed my hard on and licked her lips. I groaned as it sent chills down my cock.

"I know I can't handle this monster by myself, so Megan is going to help me bring it down," Cindy said. She lowered her head and enclosed the tip between her lips. I jumped again at the sensation. Megan watched intentively and then positioned herself under my cock. Her tongue snaked out and tickled my scrotum. My jaw dropped at the pleasure it gave me. Megan took one of my testicles in my mouth and provided it with a hard suction. At the same time Cindy deep throated my dick and her nose was buried in the skin above my cock. My tip was rubbing against the back of her throat. I threw my head back and started hyperventilating. I didn't know anyone could possibly feel this much pleasure. Cindy let up and twirled her tongue around the head. Megan had both balls in her mouth and tugged on my scrotum sac until they both rolled off her tongue. They didn't want to finish me off right then so they finally let off. Megan rubbed her hands over my chest and stomach until I caught my breath.

"Take it easy baby, we're just getting started," she teased. I finally calmed down from that insane double blowjob they just gave me. I wondered what they had in mind for me next, then they showed me. Cindy laid me flat on my back while Megan mounted my cock. I grabbed her hips and guided her down my stick, her tightness overwhelming me. Cindy kneeled over my face, her pussy inches from my mouth.

"Do you want this, honey?" she asked, already knowing the answer. I nodded my head eagerly, like a child whose telling his parents he's been good this year. I always wondered what pussy tastes like, now I was about to find out.

"Stick your tongue out," she ordered. I did so as far as I could. My tongue was about a dime's width away from her snatch. She hovered over me some more, torturing my tongue. Megan started bouncing up and down my cock, giving more pleasure to both me and her. Cindy finally brushed her pussy up against my tongue. She moaned at that and lightly rubbed the tip of my tongue with her twat. I felt the heat from her mound as she got sexed up from the teasing. She finally dropped her pussy onto my tongue. I puckered my lips and sucked in her juices. Her sweet honey fueled my lust. I needed more pussy!

I nibbled on the pink lips, moistening her soft hole. I saw her tiny clit peeking out underneath its hood. I went for the prize. I flicked her clit rapidly with my tongue. Cindy screamed out loud in pleasure which went well with Megan's screams of love. My cock ripped into her flower with a ferocity unseen before. To heighten my oncoming orgasm, I wrapped my lips around Cindy's clit and sucked it like a pacifier. She clenched my head tight and yanked at my hair as she came on my face. Megan screamed like a banshee as she came and her pussy locked down on my dick. The flood of tasty pussy juice on my face and the cunt clamp on my cock did it for me and my dick exploded inside Megan. I sent at least ten shots of sperm into her womb before I subsided.

Cindy laid down beside me to recover from her orgasm. Megan rested on my chest with my dick still inside her. After a minute of rest, she sat up and so did I. Still horny, I did the first thing that came to mind, which was suck on her sweet titties. They were small but still lovely. She ran her fingers through my hair as I feasted on her mammaries.

"Do you want to go again, baby?" she asked. Cindy interrupted.

"Hey, save some of that sperm for me!" she said. Megan laughed and dismounted herself from my dick. Cindy was already on her hands and knees. I got behind her and positioned my penis to her vagina. She was so wet that I had no trouble going in. Once inside, I grabbed her hips and started driving in and out of her.

"Yeah, fuck my pussy! Fill my cunt!" she screamed. I thought I could hold out longer, but the bitch was so hot I was ready to cum again. I continued to fuck her doggy style while I ran my hands down her lovely back. I moved them to her heavenly ass and grabbed two handfuls of tight teenage butt. With my confidence built up, I raised a hand and brought it down hard on her left butt cheek.

"Ow!!" she screamed in painful pleasure. I smacked her right cheek.

"Yeah, smack my ass!" she ordered through clenched teeth. My dick was still tearing her pussy apart. I smacked her again and again, this time leaving welts. A red hand print was clearly visible on both ass cheeks. Then I took an even bigger chance. I took my pinkie and invaded her butthole, wiggling it around inside. Cindy gasped and got straight up on her knees. I maintained my position behind her and continued to pound her twat. Getting closer to cumming, I wrapped my arms around her and got two handfuls of teenage tits. I squeezed on her huge honkers just as a steady stream of cum launched into Cindy's cunt. My cock kept spewing its contents into her vagina as I massaged the sexy soccer balls.

"OH MY FUCKING GOD!!" she begged as her pussy came all over my cock. A waterfall of juices ran down my still spewing cock. I held onto her breasts until we both came down from our orgasms. I kissed her neck and slowly pulled out. I laid down on the chair and tried to recover. Cindy laid spread eagle on the towel next to me, utterly exhausted. My dick was still hard even after all that fucking, and I knew why.

I had not gotten to the object of my desires, and that is what my dick was waiting for. Holly was treading water in the pool, still naked as a jaybird. I stood up and walked to the edge of the pool. I had come four times this morning, and I was still hard as a brick. I dove in and started swimming towards Holly. She teased me by swimming from me again, but it didn't work this time. I caught up to her with no trouble (I guess it was the hard on). When I was within a meter from her, she stopped and turned around. I drifted to her and placed my hands on her sexy hips. Electricity seemed to shoot through me as I touched her naked body for the first time.

"I guess we had this coming," she said with a smile.

"We sure did," I said and kissed her passionately. The heat I felt from our passion was intense. I felt like I was on fire. I moved my hands up and down her back and rested them on her ass. I squeezed my dream girl's butt, which made my lust uncontrollable. We moved to the side of the pool. I sat her on the edge and she spread her legs. I got to see her womanhood for the first time. The soft, tight, pink slit seemed to beckon me. I ran my fingers over the hairless mound. I licked around her inner thigh and moved closer to her prize. My nose lightly brushed her wet lips. Holly was getting impatient and she tried to force my head into her snatch. I held back to tease her as much as I could. I wanted to savor this.

"Eat me baby, please!" she begged. Finally, I dove in. My tongue circled between her juice laden lips. I wiggled my tongue deep between them to get every delicious drop. Holly let out an intense moan as the pleasure invaded her. But this wasn't for her. The pleasure was all mine as I feasted on her twat. I saw her clit poke out from it's hiding place. I went for the main course. I ran my tongue over the love button and she shuddered. I placed my lips around the little nibblet and flicked it back and forth with my tongue. It swelled up more and Holly was starting to scream from the sensation. Her clit was throbbing now and my cock was pulsating.

"Jason, you're going to make me cum!" she screamed. With a few more swipes from my tongue, she exploded in my mouth. Holly let out a long, drawn out scream that echoed throughout the pool yard. The waterfall she sent into mouth was the tastiest yet. I tried to suck it all down but there was just too much. I sucked her dry and pulled her back into the pool. I immediately went for her goddess like tits. I squeezed both coconuts like I was draining lemons. I popped a nipple into my mouth and tasted the protruding gland. She shuddered as she felt my mouth pulling her nipple. Holly ran her fingers through my hair as I tasted her boobs.

"Does it taste good?" she asked. I nodded my head, extremely satisfied.

"Don't forget the other one," she reminded me. I moved my head to the other tit and licked the tip of her nipple. I lapped at it like a dog. Then I sucked it, trying to drain its contents. She brought my head up and kissed me on the lips.

"You need to fuck me, NOW!" she insisted. I was happy to oblige. She lifted herself over my cock. I held her in place and slowly lowered her onto my dick. It was finally happening. I was going to fuck the girl of my dreams. She felt so tight and warm. I knew I was going to blow my load really fast. Little by little every inch of my cock was slowly sliding in Holly's pussy. I saw her eyes close tightly trying to get adjusted to my cock. Soon my balls rested against her ass and she took my whole cock inside her. She used me shoulders to move up and down. The water provided buoyancy and she was bouncing up and down with ease. I watched her tits jiggle around as she fucked me more fierce and faster. Her pussy felt amazing around my dick and I was close to cumming. Her warm velvet walls stimulated every inch of my member. I moved faster to keep up with her. Holly let out a loud yelp of pleasure.

My balls were swelling up full of cum ready to spurt inside of her. Her pussy started pulsating around my cock. Holly gasped and before she could even yell out her pleasure, she began to cum. She held on to me tight as her orgasm came. Her lips quivered and she shut her eyes tight. She didn't even bother to muffle her scream. She was so loud I'm sure it woke everybody in the neighborhood. Her pussy constricted around my dick and my swollen balls released their semen. I shot the biggest load of my life into her. She shook violently as my sperm filled her pussy. Trying to moan, nothing came out of my mouth from the wonderful pleasure. Holly's body tightened for a minute and she released herself screaming out loud her climax. I kept my cock in her as deep as possible until I let out my last shot of sperm. We both let out a huge moan as we came down. She kissed me on the lips and stuck her tongue in my mouth. She slowly dismounted my dick.

"You were so wonderful," she said. We kissed again. The other girls start applauding.

"Okay you two," Stephanie said, "Don't make us pry you apart."

We laughed and started swimming again. We stayed out and swam the rest of the morning. The girls went ahead and put their bikinis back on, but I stayed naked. We all had lots of fun doing cannonballs, laps, and jumping off the high dive. I saw met Carmen at the deep end after she took her dive. I remembered my premature ejaculation earlier and I wanted to make up for it.

"I'd like another chance to get it right," I told her as she came up for air.

"I'm sure you'll get that chance," she teased and swam off.

Around noon we decided to head in. The girls all wanted to practice for game day on Monday night. It was decided that I should judge their performance. The cheerleaders all gathered their things and headed back to the hotel. I swam to the side and climbed out. I decided to leave my clothes for now and I headed to the room as I was. The only thing going through my mind was "five cheerleaders down, fifteen more to go!"

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14 Comments
AnonymousAnonymousover 1 year ago

Definitely some issues! For example, "I was very hard to do."

bshell47bshell47over 3 years ago
Every man’s dream.

Can’t wait to see where you go.

maxsteelemaxsteeleabout 5 years ago
Also a relationship with Holly.

Also looking forward to reading Jason''s relationship with Holly blossom into something amazing.

maxsteelemaxsteeleabout 5 years ago
This was awesome.

Jason wanted to be on the football team, but if he did end up there, he would've never gotten though to fuck all the chearleaders as freely as he is now without the rest of the team getting jealous. Looking forward to reading a sequel where he gets the rest of the chearleaders and maybe have a orgy break out.

bowlerhatbowlerhatover 11 years ago
Disappointing

The first few paragraphs started very well but then the whole thing seemed to get too rushed. Willing suspension of disbelief will only stretch so far and the more realistic a story is the better.

This would be better as a much longer story with our hero's relationship with the girls getting closer over several away trips.

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