It was Friday night football and our high school team just lost a very close game. You see I'm the head cheerleader and my boy friend Jim is the quarterback and captain of the team. Seems stereotypical but that's high school. Well he was definitely bummed because he threw the bad pass that could have won the game but put it in the dirt 5 feet in front of his best friend and tailback of the team in the end zone. I wanted to "cheer" him up really bad.
We have been going out for over a year now, since we were juniors. I really like this boy. Late last school year after a dance we got in to some heavy petting and I let him slip his hand in my pants for the first time. It felt great but he was definitely clumsy. I guess I was too as I pulled his dick out of his pants and saw it for the first time. It looked wonderful to me. He instructed me to move my hand up and down on it. As he finally found the entrance to my now wet opening with his finger I complied and started stroking his member.
At the time I thought this thing was the most beautiful dick ever, not that I had seen one before. It was about as long as my hand and my hand fit nicely around it so his dick head just stuck out between my finger and thumb. I could see it disappear every time I brought my hand up. Unfortunately just as I started to feel some stirring in my loins, he came. I was glad to please him . My mother always encouraged my to talk about sex with her when the time came and so I told her about my encounter and how I felt. Mom said try to avoid having actual intercourse (mom uses such big words) as long as you can. You can use alternatives such as oral sex or what most call blow jobs or continue to give him hand jobs. I said but what about me. She said your boy friend should return the favor and go down on you as well. You two learn this and you'll not risk pregnancy.
Well the next time I got into some petting again he stuck his hand down my pants and when I pull his dick out I stroked it and decided if I was going to get some relief from my sexual tension then I'll learn to give a blow job. My girl friends said their was nothing to it and I'll enjoy it. I put my mouth over it and slid it easily all the way in. My boyfriend went crazy. He came in about 10 seconds and I coughed and spit his cum out. I liked the taste but just couldn't bring myself to swallow just yet. When I suggested that he go down on my and return the favor his said no he wasn't horny any more. Well that left me frustrated but I liked pleasing him. This went on for a couple more months until about 2 months ago I finally thought I must have release of my own burning so I told him I wanted to go all the way. He put on his rubber and slid right in to me with no problem. My girl friends said loosing my cherry might hurt a bit but this felt really good. Only problem is he came almost instantly.
We did it 3 other times before this night of the big loss and every time it was the same thing, he put it in and came. Well tonight I was going to really cheer him up good. When he came out of the locker room we walked across the field and in to the town park. We sat on a bench and just kept his head down all bummed out. I told him I know how to cheer him up and laid down on the ground in front of him pulled my cheerleader skirt up slightly and revealed to him I wasn't wearing anything under it. Well he cracked a smile and I told him to take me, take me now. He just looked somber at me and started babbling about how he felt sorry for himself and his loss. Well if pussy won't cheer him up I thought maybe some head will.
I got up on my knees in front of him, pulled down the front of his shorts and put my mouth right over his half stiffened member. He got hard right away and started that familiar groan of his letting me know he was about to cum. Just then I felt someone place his hands on my ass. I was scared and jumped forward quick my boy friend just grabbed my head and pulled it back in place. I looked around and it was his best friend John, the tail back. When I looked up at Jim I saw him encouraging his friend and told me it was OK, he needed some cheering up too. I was concerned but I was also very hot and bothered at this point so I figured if my boy friend was Ok with it so was I. John pulled my skirt up over my back and uncovered my bare ass. He said alright Jim you keep her with no panties, cool. I felt his hand exploring my very wet pussy and he inserted two fingers right up to the knuckles. This felt wonderful and I enthusiastically sucked on Jim's cock as he got closer.