Cheerleader Fantasy

By Miles Long

Published on Jan 2, 2006

Encounters

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Last week I wrapped a week-long business trip and a large upscale hotel in Houston. I'd been so busy during the five days of my meeting that I had no time for play and was horny as hell. Saturday night the meeting was over and I had finished the last of my business commitments. I was debating about whether to try and hit a bar or bathhouse or bookstore, but also realized I needed to pack for an early flight the next morning. I left the business center near the lobby and was headed up to my room and stepped on the elevator when a young guy got on behind me. He was decked out in the cheerleader uniform for a major Texas university, and had a sportsbag slung over his shoulder. We both reached for the "18" button at the same time.

I asked a dumb question: "You guys play here today?"

"Yep, and we won, barely," he answered. He was short, about 5-7, but had a solid, compact body like a gymnast. His skin was olive and he had dark hair and eyes. In other words, he was a knock-out. We made small talk about the game as I loosened my tie. I stared at his body, paying particular attention to the muscles of his chest and arms, and the bulge in his tight knit pants. He noticed, I think. Anyway, he was checking me out as well. My cock twitched in my grey flannel suit pants. Our eyes locked and he smiled seductively.

The elevator reached our floor. Now or never. "I'm in 1808 if you want to come hang out," I offered.

"Um, sure, that sounds cool."

He followed me to my room. We continued the small talk and I sat down on the edge of the kingsize bed. His name was Chris and he was a sophomore majoring in business. Then the conversation hit a lull. Finally, I asked what I really wanted to know. "You a top or a bottom?"

"Versatile," he said. "I like it all. You."

"Usually top. But can be talked into just about anything."

He laughed. Then he reached over and felt my hard cock, which was straining to burst through my pants.

"Wow," he said. "Big."

He unzipped me and knelt in front of me. When my dick popped free it practically slapped his face. "Damn, that's nice," is all he said before licking the head of my cock. His tongue was warm and wet and felt amazing as it slid across the tip of my dick.

Chris stopped and said "Do you mind if I call my girlfriend? She'd be very upset that I didn't let her in on this."

"Sure," I said. Hell yeah!

Chris pulled a cell phone out of his pocket and punched a few numbers. "No, I'm in room 1808," he began. "I met a guy on the elevator ... You got to come over and check this out. Do you still have your uniform on? Good." He closed his flip phone. "She'll be right here."

He returned to his spot between my splayed legs and resumed sucking cock. He could get most of it into his mouth, which was pretty amazing. After two minutes there was a soft knock on the door. Chris jumped up and answered it immediately. A petite blonde came bounding into the room.

"This is Katie," said Chris. I felt a bit stupid, sitting on the edge of the bed with my stiff cock while two twentysomethings stood by fully clothed. Katie was staring at my hard cock, glistening and wet with her boyfriend's spit. Katie looked at Chris and whispered "It's huge."

Chris nodded in agreement and resumed his position. I watched him engulf my cock again. Katie dutifully followed his lead and knelt beside him. She began by licking my balls. Chris somewhat reluctantly let my dick slip out of his mouth and offered it to Katie. They began alternating, sucking for about a minute and then letting the other take a turn. I could tell they wanted to see my cum, so I let it happen. I fired a huge load that was almost painful it was so forceful. My spunk went everywhere, and they licked it all up.

"What next sir?" Katie asked. So that's the way she wanted to play.

"Just stand there a moment," I said, standing and fetching a towel. I wiped myself off and stared and these two Bowflex bodies. I went up to Chris and felt him all over. I kissed him and he actually tembled. Katie reached for me but I told her "Not yet." I pulled Chris's top over his head and lowered his pants. His ass was beautiful, and rock hard like the rest of him. He had a jock on underneath and it was stretched to its limit. I pulled his cock out and it was nice, fat and dark and deeply veined. I had to taste it, so I knelt and took it into my mouth. He was dripping precum. I didn't want him to cum just yet, so I stopped and stood.

Now it was Katie's turn. I put my arms around her a kissed her deeply. My hands roamed around her perfect body. I undressed her slowly, starting with her little panties underneath her white cheerleader skirt as I kissed and fingered her warm pussy. After I removed her sport bra I licked and teased her tiny nipples.

"Katie," I said, "do you ever rim Chris?"

"Sometimes," she giggled.

"Do it now," I said. "Get him ready for me, because I want to fuck him."

She knelt behind him, put a hand on each hip and pushed her face into his ass. Chris groaned and his dripping cock stood straight up as his girlfriend's tongue rolled over his asshole. When it was wet she stopped, looked at me and smiled.

I positioned Chris face-down on the bed with his ass standing high and pushed his feet apart. "Now get me ready," I said to Katie, and she drew my cock into her mouth. It only took a moment for her to get it hard and wet. I pulled her away and then stepped between Chris's legs. My cockhead disappeared into his asshole and I gently worked about half of my dick into his ass. He groaned and whimpered. Katie stood close and watched me and caressed my ass with one hand. She whispered encouragement to the both of us. I began a slow rhythym, withdrawing to the tip and then pushing in again.

His ass was amazingly tight and hot and I knew I wouldn't last much longer, even having already cum a few minutes before. Suddenly my load boiled over and spurted deep in Chris' bowels. He groaned as I filled him up with my hot cum.

I pulled out slowly and ordered Chris to clean my cock. As it rose under his tongue for a third time I told Katie to lay on the bed flat on her back. I wanted to fuck her so bad. I slid Chris off my dick and knelt between Katie's legs. I worked my dickhead into her naked slit and she broke out in a sweat. After a moment my cock was buried all the way into her cunt. I began jackknifing my hips, fucking her with long slow strokes. I told Chris to move around and let Katie get his dick nice and wet. He knelt on the bed and offered her his beautiful cock. She lapped away at it.

"Now come around and fuck my ass," I said.

Katie groaned as Chris withdrew his dick from her mouth. He moved swiftly behind me as I power-fucked his girlfriend and bent to get my asshole wet with his tongue. Then he pushed his cockhead against my opening and I felt his thick cock slide into me. It was amazing! He fell into a rythym as I fucked Katie and soon the three of us were a sweaty mass of sex. It only took a few minutes before Chris suddenly stiffened and blasted my ass with his cum. That sent me over the edge and I pulled out in time to blast a jet of cum across Katie flat stomach.

After a short break we went at it again and over the next hour or so connected in a variety of different positions. By the time they limped back to their own room I was completely exhausted.

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