It was about 10:30 at night on a Saturday and Connor was at my house. My parents had already gone to bed. As we lay on the bed watching TV in the basement, we decided that we wanted to do something fun.

Connor: I’m getting bored of watching TV. You want to play truth or dare?

Me: Sure that sounds like fun. You start.

Connor: Truth or dare?

Me: Dare.

Connor: I dare you to do 10 squats in your underwear.

Me: Okay, you want to look away?

Connor: I’m okay with watching.


At this point I knew where this game was headed and it excited me. I stripped down to my boxer briefs and did 10 squats facing away from Connor. Although we had seen and touched each other naked once before, I was still not yet comfortable with him seeing my boner.


Connor: Nice butt (He said laughing)! Alright your turn.

Me: Truth or dare?

Connor: Dare.

Me: I dare you not to chicken out for the entire game.

Connor: Done. Truth or dare?

Me: Dare.

Connor: I dare you to take my pants off and not give them back until the game is over.

Me: Oh okay, underwear too?

Connor: if you’re okay with that.

Me: That’s fine with me.


I knelt down while Connor stood up in front of me and began to undo the button and zipper on his shorts. As I slowly worked them down, I found myself feeling his smooth, hairless legs.