He finally gets his chance with the University cheerleader, After the football game I was beat. We had struggled but lost. I wanted so badly to go home with a win so we could have a reason to be proud. I put in my best, I knew it, the coach new it, my team mates knew it. But I could not shake the feeling of defeat.
So, when Cindy yelled for me to hurry and get in the car I half heartedly limped over towards the old Buick. There had to be seven kids in there already. Cindy looked over the door at me with her bottom lip pouted, “cheer up Lips, you played great”.
Lips, what a retarded nickname. I wasn’t sure where it came from exactly but at eighteen years old, I still could not shake it.
Cindy stepped away from the front passenger side door and said, “here… get in and I’ll sit on your lap.” I lowered my head and looked into the car. Craig was driving. Great… Craig was Cindy’s boyfriend. The night was not getting any better.
I had a wild crush on Cindy. She was 20 years old, about 5’2″ and 110 pounds soaking wet. She was a university Cheerleader and a senior. She had a very cute little body with perfect martini glass breasts that begged beneath her uniform. Her legs were slender but athletic. She had a heart shaped butt which her uniform accented perfectly. She was a brunette with lots of energy, a big smile, and bright eyes.
The thing about Cindy was that the whole room would look up when she walked in. But she barely knew I existed. I was a lowly second string player on the University team. Occasionally, the coach would let me play a first string position if he was short. And that is how I even bumped into Cindy’s world.
I climbed into the Buick. Craig gave me that look and then said, “Dude, you played your heart out, it just wasn’t our night.” Cindy smiled and climbed in sitting her tiny body on my lap and wrestling the huge door closed.
We drove through the poorly lit desert back to our home town. I had a new problem. Cindy’s cute little rump was positioned perfectly over my crotch. Each time we hit the slightest bump my penis was getting the full effect of driving itself between the perfect cheeks of her bottom. Well, as much as it could through the thick fabric of my warm up sweats.
I became very quiet wondering if Cindy had any clue what was actually going on. What was she thinking? How could she possibly ignore this growing problem? Cindy shifted slightly turning to look at me. She smiled but I pretended to be looking out the window at nothing.
The car drove past mile after mile of nothing. Cindy leaned her head closer to mine, brushing just the tip of her nose on my ear. She slowly began to blow in my ear. My body tensed and my lips began to grin just a tiny bit. I still looked out the window trying not to reveal my embarrassment.
Then Cindy whispered, “I can see that you are enjoying the ride. So am I. This is very nice.” Then there was a long pause as she rubbed her nose on my ear very lightly, then she continued, ” I wish we were alone. I think you are a sweet guy. Too bad I have a boyfriend right now.” My heart was in my throat. I could not even think of anything to say.
I thought about pretending not to have heard anything she said. Everyone else in the car was being rowdy. Craig had the music turned way up. I wondered what I should do? Cindy had her elbow on top of my forearm. I moved my forearm off the armrest on the door and down to the space between the lower seat cushion and the door. Her tiny arm followed. My hand slowly and nervously found hers. I slid my fingers between hers. She just kind of let me do that. Her hand felt so soft and warm.
We continued to drive through the night. I was lost in this private exchange. Then Cindy moved her hand away from mine to her lap. I felt discouraged. She lifted herself a bit, moved her hips from side to side, grinding her cute bum onto my raging hard on. She pretended to be adjusting her skirt.
What she had really done was move the fabric of the skirt from between my raging hard on and her cute bum. Her hand returned to mine clasping it with our fingers interlocked. Now the only thing between my raging throbbing penis and her warm skin were the panties of her uniform and the material of my warm up sweat pants.
I laid my head on the back of the seat and up against the window. This was a rare moment and I knew it. Losing the game meant nothing now. Cindy turned her head towards Craig and asked, “are we going to the party at Wilson’s?”
Craig turned down the radio, looked to the back seat and asked, “You guys want to go to Wilson’s party?”
The back seat had three other University football players crunched in tightly and Stacy, another cheerleader kind of sprawled across them. They all had the game still in the forefront of their minds. In the front seat we had me, with Cindy sitting on my lap, another University player in the middle and then of course Craig who was driving his dad’s piece of crap Buick. Nobody said anything.
I had wanted to ride my motorcycle to the game but the second string University players had to ride the bus, no ifs ands or buts. Since the coach asked me to plat first string, I was able to hitch a ride with Craig. I had no clue I would end up going to a party.
Cindy realized the dilemma I was in. She put her little hand on my chin, turned my head to face her and asked, “hey Lips, it’s OK if you tag along with us to the party isn’t it?”
I didn’t know what to say. My folks were not the type that needed to know where I was every minute, but even though I was eighteen my dad would still always lock the front door at midnight. That way I had to wake him up and explain what I was doing if I got home after that. I did not even think it through, my mind was swimming with Cindy looking into my eyes and actually talking to me. I managed to speak, “Sure that sounds cool.”
Cindy turned to the back seat to talk to Stacy. When she tuned her body, my raging boner adjusted a little. It was throbbing uncontrollably. I thought I was going to lose my load right there in my warm up sweats. Cindy must have felt something because she tensed her buttocks and squeezed my hand playfully. I was not sure how much more of this I was going to be able to take. I put my head back and looked out the window biting my bottom lip.
As we entered our little town, my heart sank a little. I realized the ride would be over soon. I thought I should do something, or say something before this magical moment was over. I could not think. My brain was mush. Besides what could I do without Craig knowing?
Just then, Craig pulled into the 7-11 abruptly and the old Buick bounded up and down. Cindy’s head bounced off the headliner. “Craig you fuck! Slow down before you kill someone” Cindy yelled. I grinned, that bounce was fantastic. Cindy went up off my lap and then came right back down, right on my raging hard on. Plus her reaction kind of let me know where her relationship with Craig stood.
Another car pulled up alongside Craig’s on the passenger side. Cindy rolled down the window and perched her whole upper body out the window. “We’re going to Wilson’s” she began talking to the driver in the other car which was also packed with people from our University.
With Cindy’s upper body perched out of the window her fantastic bum was now displayed right in front of my face. Craig looked over at me, kind of catching me taking a long gander at the perfectly shaped ass. He smiled and put his finger up to his lips, signaling me to keep a secret.
Craig quickly reached over and grabbed Cindy’s ass and returned his hand to the steering wheel just as quickly. Cindy lurched around and looked at me with a total look of amazement. “Hey Lips! Did you just grab my butt? Shame on you!” she said in a half hearted disapproving tone. As she said it, she looked out the corner of her eye at Craig, she was wondering if he had seen what just happened. She returned to leaning out the window.
Craig slapped the steering wheel smiling at me and laughed, “I like you Lips, you are one cool dude. Nothing ever trips you up does it?” I just shook my head in approval smiling. I wondered what Cindy must really be thinking about what just happened.
Craig looked at me and cocked his head up while looking at Cindy’s ass, “Go ahead Lips… Get’er” I could not believe what I was hearing. Before my mind could think of the outcome, I nervously reached my left hand up and grabbed a handful of Cindy’s amazing ass! My opened hand covered one whole cheek of her petite perfectly curved bottom.
Maybe my hand lingered to longingly, maybe my grab had a sense of sexuality instead of horseplay, but whatever it was, this time Cindy turned to both of us and said, “Ok I don’t know which one of you keeps doing that but knock it off!” Then she turned back to the other car.
I knew that Cindy could tell that second grab was somehow different. I could feel her grip on my forearm had changed to something more sensual and gentle. Craig was laughing, “Lips, that’s what I like about you man, you see a hole in the game and you go for it! No hesitation! No thought of the pain! You are something else dude!”
Craig must have felt some sense that I would not have the guts to do it. Was he crazy? What red blooded American male would pass up a freebie like that? He must have also felt the need to one up me because he reached his hand over to Cindy’s ass and this time he grabbed her panties and jerked them up hard giving her a perfect wedgie! Holy Cow! Her cute cheerleader panties had all but disappeared between her picture perfect little ass cheeks!
The image of those bare perfect little ass cheeks was now emblazoned into my head like some kind of mental tattoo. My head was spinning. Cindy quickly pulled the panties back into place while yelling, “Craig you FUCK! Why are you being such a total ass?”
I knew why. Partly because he could. Craig was the captain of the University team, he could do anything. Plus, when an ass like that is perched so conveniently and Craig sees another guy looking at it, he has to do something to let that guy know who that ass belongs to.
Cindy sat back down and began to roll up the window. It felt good to feel those warm ass cheeks back on top of my hard raging cock. “They already have the beer. Go ahead and drive to Wilson’s” Cindy said to Craig. Cindy was now sitting with her arms folded tightly. She then asked, “Craig was that my imagination? Or did Lips actually grab my ass?”
Craig just laughed and said, “Lips is his own man, and he’s not afraid of anything. He sees an opportunity and he grabs it! That’s why he’s the man to throw the ball to, right Lips?” Ok, that part was true. I was always in the open. I would always catch the ball even if it meant getting totally clobbered. And clobbered was what I got all night long. My body felt like hamburger. I was sore from head to toe.
I felt like an idiot now. Why did Craig do that? Now what was I supposed to say? Before I could answer Cindy piped up in a quiet serious voice, “Lips, did you really grab my ass?”
Now the whole car was quiet. Everyone seemed to be wondering exactly how I was going to handle this, including me. I looked up at Cindy without smiling and said, “Cindy, you have such an incredible ass I could not help myself.” And there was allot of truth in that statement.