I was 13 in the 7th grade the first time the kid around the corner from my house ever did it. He was 16, a sports player.

I can tell you the first time I hated it. He mentioned taking a dick in my butt but I had no idea what he was talking about. I had barely started masturbating at that age once he told me what masturbating was. So one summer day after swimming in his pond we raised off under the outside shower near the the little storage/pump house by his pond. Yes his dad put a shower head out the side of it on a little brick pad so that you could rinse the pond water off of you since it had dye in it. I went first as his mom brought out some towels and I still had my swim trunks on. She told me to take my trunks off and shower naked so that I could wash my private parts with the soap too.

After my shower my friend went and I was drying off on the other side of the little storage house where the table and chair were. All of which wasn't visible from the road or house, their was a fence around the shower. My friend came around after his shower naked. I couldn't help but stare as he had a big bush of pubes and some big balls. He looked down and said puberty stinks lol. He asked if mine was changing yet and for him to let me see. I took the towel off and showed him my bald little package. He said puberty will start very soon for you.

We got dressed and I went home for the day. The following day I went back over to swim again as it was very hot out and his parents weren't home. He was in the kitchen eating food in just his shorts and we talked. He started talking about girls and I said I was to shy to talk to them. Then he asked about boys. I said can boys even have sex with each other. He said sure they can. I was a bit confused and he said your butthole is used for sex.

So we ended up in the living room and he took his shorts off to reveal his boxers he had on. I took my shorts off and I had white briefs on. He kinda smirked and said still wearing briefs are you. I said I never knew of anything else and he said it's fine as he still had a bunch of briefs too. That's what moms buy and all his dad wears. He pulled his now erect penis out the fly of his boxers and instructed me how to touch it. It looked huge to me but it was only 6.5".

Sitting on the couch I was giving him oral sex and enjoying it. He finally had me stand up and I pulled my briefs off. My little penis at the time was hard as ever and he gave me oral for a few minutes. Finally he said now if you're comfortable we can move to anal. I was like how. He had me follow him to his room then he went to his parents room. He came back with a bottle of lube and said this will make it go smoother.

He had me bend over the corner of his bed and spread my cheeks. He was lubing up my butthole with this cold lube and slowly pushing a finger in me. It felt weird, kinda hurt and I told him. He said it's going to the first time but just relax. Finally he said I'm gonna lube my cock up and put it in you.

Once his penis head popped in my ass I was in pain. I was breathing heavily and he said slow down it's not going in any further yet. As he talked to me he slid it in balls deep. He said you are so tight and I said I'm now stretched as I can feel your huge cock in me. Then he began to pull it out and push it back in.

I was now getting fucked in my butt and it only lasted around 5 minutes before he started to main and say I'm gonna cum. I felt a warm liquid flood my colon and I felt his penis swell up big. He was was fucking me really fast as he cummed and stopped with him balls deep in me. I just laid there until he pulled out of me. I could tell my butthole was gaping and I was sore. He gave me a towel to wipe the lube off of my butthole and said now that wasn't bad was it. I told him I'm sore and he said you'll feel fine in a day or two and the next time you'll only feel pleasure.

So we went back down to the living room where we put our swim trunks on and went swimming. I could seriously tell I had cum in me and he said when you get you butt fucked you accepted the cum of the guy that has his cock in you. I went home that evening walking funny I swear. My mom asked if everything was alright and I said just fine. But I was leaking cum out of my butt into my briefs.

So a few days later I tried it again and all I felt was pleasure. I was feeling so good receiving a cock and having him cum in me only felt so much better. I told him I leaked cum out of me the first time and he said that can happen, that's why after sex most gay guys wear briefs. He compared briefs to women's panties.

To wrap this up we still have sex regularly and we're roommates. We had sex as often as we could when in school which was around one to 3 tines a week. But since being roommates we have sex 4 times a week usually. I only bottom for him as I don't like topping. His cock is about 7" now as mine is too. And I'm typing this lit as I sit here in briefs since we just had sex this morning.

Oh and on odd note. My mom did walk in on us having sex when I was 18. She saw his cock in my butt and she was shocked!