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. His thighs were a few shades lighter than his lower legs. He was skinny and lengthy, with an absolutely beautiful build. Then, as his pants came down and around his ankles, it was time for the underwear to come off. I hesitated until Connor told me not to worry about it. I looked straight on as I gripped his boxer briefs. I could see his hard dick bulging, looking for a way out. I began to pull, and as I got them down about 2 inches, his cock began to find its way out. I kept lowering the underwear until they were at his ankles, where I pulled them off. When I looked back up his 6 inch rock hard penis was pointing straight at me. It took everything I had not to grab it. In order to keep myself from doing so I got up and sat back down on the bed, ready for Connor’s turn.

Me: Truth or dare?

Connor: Dare.

Me: I dare you to lick my asshole.

Connor: I’ve never done that before, but why not?

Me: Great!

I stood up, took off my shorts and underwear, as well as my shirt just for the hell of it. I was now completely naked. I got on my hands and knees on the bed with my butt raised into the air. Connor got behind me and said, “Here I go!”. A second later I felt the soft, warm tongue of my best friend hit my hole. I had never felt anything like this before, and it was an incredible sensation. As he stopped, he quickly gave me the next dare (as we were skipping the whole “truth” part anyways).

Connor: Okay… I dare you to 69 with me while you suck my dick and I tongue your hole.

Me: Sounds good. (Trying not to sound too overly excited)

This time, he laid on the bed facing up, while I turned the other way facing down. I curled my back so that he could get to my ass while I sucked his dick. Once we got started, the sensation was even better than before, because now I had Connor’s slender, hard cock in my mouth. After we were both out of breath, we moved on to the next dare.

Me: I dare you to finger me until I say stop.

Connor: I like where this is going.

I once again got on my hands and knees on the bed and Connor sat behind me. He spit on his fingers to lube them up and started with one finger. It felt so good that I could hardly control my moaning, and as he kept going, he slowly added one finger, then another, and I finally asked him to stop because I thought I was going to cum. He pulled out and I could tell by the look on his face what his next dare was.

Connor: Now I dare you to let me fuck you in the ass.

Me: Alright, let’s do it.

I got on my stomach, reached back, and spread my cheeks while I waited for Connor to ready himself. He spit in his hand and rubbed it on his cock, then my asshole.

Connor: Are you ready?

Me: Yep, go ahead.

I felt a pressure on my asshole as it began to be stretched by Connor’s smooth, circumcised penis. It was very painful, yet in an odd way brought me pleasure. I stuffed my head into a pillow in order to stay somewhat quiet, because it made me want to moan. After he got the head in, he began to push until his shaft was buried deep inside of me. After this, he started thrusting, faster and faster each time. It felt so unbelievably good. After about 10 minutes of thrusting, in and out, he tensed up and I could feel his cock pulsing deep inside of me, as he filled my ass with his semen. He pulled out of me and shifted to my side, laying in his stomach now.

Connor: Your turn.

Me: Are you sure?

Connor: Yeah, I want to know what it feels like too!

Me: Awesome.

As he had done to me, I straddled his body and spit in my hand to use as lubricant. As I stuck my head in, he let out a little yelp, so I stopped to see if he was ok. He gave me the thumbs up, and I slowly pushed even deeper, until my body was flat against his. As I began to thrust, I felt amazing. In and out, in and out. After about 6 or 7 minutes of this, I began to climax. I tensed up and shot several times into Connor’s beautiful tight, smooth, hairless asshole. As I pulled out I whispered to Connor.

Me: We need to do this every day.

Connor: Agreed. And next time I want to find out what your cum tastes like too.

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