It was after my first varsity game. I was getting ready to go home after showering when one of the team captains said we were having cheerleader drill after we all got cleaned up. I had no idea what he meant but said OK and finished dressing.
We all went to a place outside town where they never asked any questions. The team had rented suite with a big party room. When we got there I noticed two things — the beer keg and the fact it was us and the cheerleaders.
After everybody got there the cheerleaders went in the other room, and after a few minutes the cheer captain came to the door and said, “OK boys, time for cheerleader drill”
When we went in the room, all 9 cheerleaders were naked lying around the edge of the king size bed.
The cheer captain said, “For you new guys, these are the rules. When the whistle blows, slip it in the girl in front of you. Keep going til the whistle blows again. Go to the next girl and keep going until the whistle blows, move, and so on. You stay in the game til you shoot in one of the girls. If you make it back to the girl you started with before you shoot, you’re in the finals.”
Then she picked 9 guys and said, “Lets get started.”
The guys dropped their pants and when the whistle blew started in. A couple of the guys shot off in their first girl so 2 more took their place. I got into the game after a half dozen guys had lost out.
My first girl was a cute little blonde with nice boobs and a tight little pussy. She already had one load in her so I slipped in easy. I didnt want to blow it right away, so I pushed in and went real slow. The whistle blew, and I moved to the next girl.
Nobody had cum in her yet so she felt real tight. It was all I could do to keep control. The whistle blew again, and I moved on to my third girl.
She really knew how to use her pussy muscles and was doin her best to squeeze the cum out of me. The whistle blew just in time and I moved on.
The next girl was Kathy who had been a virgin when the game started. She was really tight and started to cum after I had stroked into her just a few times. Much as I would like to say I won the game, Kathy finished me off and I shot what I think was the biggest load of my life into her sweet tight pussy.
We had many more cheerleader drills before the end of senior year, but none were as memorable as the one where I lost my virginity.
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