Cheryl's Prize
Keywords: Prize, Cheryl's,
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*Part One: The Cheryl Chronicles*
Getting my haircut was always viewed as more of a waste of time than anything else, and this time was no exception; despite the vast time it took, a new haircut still made me look and feel like a dork.
So, to say the least, I was generally not bristling with confidence.
I left the place after tipping the girl two dollars for my emasculation: It was highway robbery.
I decided that since all of my hip friends were all already gone doing whatever it was that they were doing, that I would use this time wisely and spend some quality time with my very best friend in the whole wide world: me. I would rejoice in my singularity by going to the video store and renting a movie, naturally something violent, with lots of action, and oh yes,with a lot of splattering fake movie blood in it.
The video store was right next door, so I could just easily walk my freshly bowl-cut head over to it.
The very first thing I noticed when I opened the door to the video store was Cheryl, a girl I had gone to school with, who was working behind the counter wearing a ridiculous company uniform. I had not seen her since High School; and at the precise time I noticed her, she recognized me as well. We immediately smiled at each other and I walked over to the counter to talk to her.
Cheryl had the sweetest smile, and hidden under her uniform,as stupid and unflattering as it was, was a pair of breasts heaving to get out from underneath; they stretched at the buttons as to offer little windows at her tightly stretched lacy white bra, and if not for a couple twirls of thread they would have been fully exposed to me.
I stood there, trying not to be rude, but I could not believe that I was the only one who could see this treasure. I looked around the rest of the video store and everyone was more interested in the current releases than in Cheryl. Good, I thought to myself.
But despite her good looks, her long blonde hair, thick lips, and big breasts, it was her green eyes that sparkled with a knowing warmth that at first intimidated me somewhat. She made me feel a little uneasy how she seldom looked away from me. At first I thought it was my dumb bowl hair cut, believe me I thought everybody was looking at it.
"You know I had the biggest crush on you in school," she laughed.
"Really?" I told her that I never knew, and that I wished I had.
She recommended (and ultimately talked me into) some racy videos that she said were her favorites, and that I use her employee discount to save a couple of bucks on the rental. She even escorted me to the proper sections in which those movies resided.
Back at the cash register I thanked her for her kindness,and told her how good it was to see her again. I clumsily asked her if she wanted to go out with me, and wondered if I could get her phone number. I was surprised when she asked me for mine instead. I happily gave her the number to my phone, and she said she would call me that night.
With heart pounding heavy in my chest and a stirring deep inside me, I left the video store to go home.
I had only been home two hours or less when the phone rang. It was Cheryl. She wanted to know if I would meet her, and one of her girl friends, at the sports bar by the softball fields. I quickly agreed and said I would be right down.
The sports bar was only ten minutes away, but I got there in seven. I walked in to see her waving at me from a table about mid way through the crowded bar. Sitting at the table with her was her friend Pam, of whom I had never seen before. A pitcher of beer was already on the table and an empty glass that had my name all over it. Gone was that intimidating feeling that struck me earlier. Gone also was her ugly uniform, replaced by a nice white silk blouse and tight blue jeans.
But from the moment I sat down, the girls started to annoy me. They kept whispering to each other and laughing. With every little giggle they would shoot a glance at me that made me increasingly paranoid.
It was the haircut after all, I thought to myself. They are just making fun of me.
I could take it no longer. "What's so fucking funny?" I finally said rather sharply.
Suddenly they realized what they had been doing, or more precise, they realized that what they had been doing was annoying the hell out of me.
"Should I tell him?" Cheryl's friend asked.
"Tell him what?" I demanded. Cheryl smiled and encouraged her friend to go ahead.
Pam leaned closer to me, and in a whisper said, "I know something you don't".
I looked at her a little perturbed.
"We were laughing, because you are about to get a blow job in the parking lot."
One eyebrow lifted. "I am?"
"Cheryl," Pam whispered, "wants to suck your dick."
I looked at Cheryl who was giving me a look like she was hungry and I was a Porterhouse steak.
"Is that what you want?" I asked her.
Cheryl smiled the cutest smile I think I had ever seen and nodded her head.
I downed the beer in my glass in one gulp. Both girls laughed out loud. Cheryl stood up and accepted my hand. We left Pam sitting in the booth.
"Ta Ta," Pam waved. "See you in a minute."
I smiled and jokingly gave Pam the finger.
We walked out of the sports bar arm in arm, and went to my car. It was cold outside, but for Cheryl and I things were about to heat up.
Once in the car, we embraced and began kissing. I opened her shirt and finally got my hands on those breasts without any real effort at all. She groaned as I rolled her nipples with my thumb.
I was growing larger against my jeans until my pants felt uncomfortable and confining. I throbbed and groaned to be released from them.
Cheryl's hand dropped down my chest and came to rest in my lap. She felt my leg and the length of my hardness in between. Still lower she dropped her hand and felt the warm softness of my balls through my jeans. I thought I was going to go insane. I wanted to fuck her right then and there, but she was on a mission and the girl would not be denied her prize.
With great alacrity she undid the button on my pants with one hand, all the while her tongue probing mine. Our kisses became more urgent. Slowly she unzipped me. Then suddenly the confinement was over, and I felt the cold rush of fresh air as I came swinging out of my pants fully exposed, with only her warm hand working and stimulating me.
We stopped kissing and looked deep into each other's eyes,her hand still going up and down my entire length. She paused and locked her gaze into my eyes. Then, she looked down. She wanted to see it. She wanted to watch her hand working me.
"Look at this big beautiful dick," she breathlessly declared.
The next couple of minutes were a blur to me. Her head dropped down into my lap, and as she did I could smell the freshness of her long hair. Her lips hugged around me, wet and warm she took me deep into her mouth.
It did not take me long until I began to feel a distant wave building up deep inside. The rush began growing until at last it took control over me.
I told her I was about to cum. She only began to shake me faster and suck me more deeply. I could tell that she wanted it as much as I did.
The powerful rush overwhelmed me, I tightly gripped the back of her hair instinctively forcing myself still even deeper inside her, while the release jettisoned into her mouth in electric spasms. I thought it would never end, and I did not want it to.
Finally I relaxed back in jerking flexes totally spent.
Cheryl looked up at me, with mouth still fixed open, to display the remnants of the silky prize in which she sought. Her tongue greedily searching for more on her lips. She purred a soft sound of satisfaction.
"mmmmm," she purred. "That's good."
She then took the time to lick me entirely clean, so as not to leave any mess whatsoever.
Cheryl went back down one more time. This time with a slower motion as she looked up at me. I watched my dick sliding in her mouth, as her green eyes pierced me to my very soul.
After that, we got ourselves together and headed back into the bar, where her friend still sat with a sly grin.
In the months that followed Cheryl and I saw a lot of each other, but damn my sudden chivalrous attitude! Something got into me where, and for some reason that escapes me now, I consciously decided not to allow that incident outside the sports bar to happen again. I guess in some way I wanted to make something of an honest woman out of her.
So to that end, we took up the art of dry-humping. We would grind ourselves together through our clothes. We did manage to get some measure of pleasure from it. However, it was very frustrating. It was agony. It was all self-induced mind you. I did it to myself. Cheryl would have been completely happy to make love to me, but like I stated above, the idea was wholly mine.
As frustrating as it was though, our dry-humping was accomplishing a purpose: we were building up an enormous amount of sexual tension that would have made us kill for each other.
After two weeks of this one thing was certain: we needed to fuck, and we needed it badly. It had become a most immediate need.
We planned a special night two weeks in advance of the actual event. We were both looking forward to it. By the time the date was upon us, we were loose, both of us begging to be put out of our misery.
The night began in a flurry of kisses and flying garments. We stripped down to nothing in record time. We had had quite enough of those hindering clothes.
It was my goal to have Cheryl in every position, well, at least the big three.
Cheryl hit the bed on her back, pulling me with her right on top. We began making love, we were in time together. All of the dry humping committed our own rhythm to muscle memory.
Cheryl's legs wrapped around the lower part of my back, her hands moving between my shoulder blades. I touched her lips and she put my finger in her mouth, sucking it. I hardly knew that our bodies had been slapping together.
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Keywords: Prize, Cheryl's,