Oh Brother

Author's note: Contains incest, non con through deception, swearing, the F slur, and the usual vulgar language such as "cunt" and "pussy." If any of this may be upsetting to you, please skip. Otherwise, please enjoy.

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My brother Chris and I were on okay terms, although we weren't very close. That is until, unbeknownst to him, he sent me his address after posting on a particular website that was known for its seedy personal ads.

I was shocked. I was also rock hard at the thought of my own brother offering up his horny pussy for me thinking I was just some random stranger. But maybe I should explain. Chris, my older brother, is a trans man. He came out in his early teens. I never had any issue with it, it actually made sense to me since he'd always been real rough around the edges for a chick. Our parents on the other hand weren't so supportive. He moved out about as soon as he turned 18 and started his medical transition with hormones. I stayed living at home for a little while longer.

Eventually, when he was almost thirty and I was in my mid-twenties, we'd wound up in the same city, but at opposite ends. We both had separate lives, but still met up occasionally - maybe a handful times a year if that, and saw each other at family events. We kept in touch via text sporadically. I visited him after he'd had his top surgery and was happy he was so pleased with his results. Now for years Chris had only ever dated women, but one day I actually bumped into him in the city centre and we spent a little while catching up and he told me he was going on a date with a guy. That was when my intrigue started, I guess. 

I got curious and wondered how trans men liked to have sex with other men, cis men. I didn't ask him, obviously. And I know everyone's different, but there was a lot of porn online of trans guys taking cock in their pussy. I always assumed that'd be off limits. I couldn't help but wonder if that's what Chris liked to do. I wanted to fuck a trans guy, and sometimes I thought about him since he was the only one I knew in person. I know that's messed up, but I figured it was a harmless fantasy. 

So when I saw the personal ad, a neat little description of a trans guy who sounded just like Chris - down to height, weight, and age - seeking a hard cock to fuck him, I got real curious. I responded to his ad without revealing anything much about myself, except that I'd been curious about fucking a trans guy. I never even expected to get a reply, honestly. But I sent a dick pic with my message as requested in his ad, and he must have liked what he saw because he responded within the hour with details on exactly how he wanted it to go -- completely anonymous, NSA. I could get down with that. Then came the address. It was him all right.

I got in my car and drove over there rock hard. I felt like I was in a dream, not believing what I was about to do. I had never been so horny in my life. I parked up, and went around to the back of his ground floor apartment like he'd told me to. Through the fenced garden, I found the sliding door was open. I could see from outside that he was completely naked and bent over his couch. My cock throbbed. My mind was empty but my heart was racing. 

I stepped inside into the very familiar living room I'd been in several times before and he no doubt heard me as he seemed to jump a little. I could see he was wearing a blindfold, and his round ass was stuck out invitingly. I stepped closer in a rush to undo my belt and then felt his pussy - my own brother's pussy - with my hand. God he was slick. I'd never felt a cunt so wet before. I groped his ass and started to finger him roughly. He immediately started to gasp and moan and I couldn't help but grin. He had absolutely no idea it was his own flesh and blood feeling up his hot, masculine body. I pulled out my fat cock which was already dripping and stroked myself, staring at his cunt. 

I paused. But I knew what I had to do. It didn't matter who I was to him, he knew I could be anyone. It was the risk he was willing to take, clearly. I pushed the tip of my bare cock against his wet centre. He was so warm and tight around the head of my cock as I slowly pushed myself in, savouring the feeling of my brother's slutty, wet pussy. He moaned loudly as I stretched him open and bottomed out. God he was tight.

I dared not make a sound lest he recognise my voice. I wanted to cum deep inside him right then and there but I was careful not to. I wanted him to remember the feeling of my cock inside him. It was so primal to take him like this, his pussy felt perfect wrapped around my cock and I knew he was loving it as I started to slowly fuck him open. He lifted his upper body and pushed back on my cock, and when I still didn't quicken my pace he actually started to beg me.

"Please. Please fuck me. Please fuck my pussy. I need it. Fuck me harder!"

What a slut, I thought. Begging for his own brother's cock - of course, he had no idea it was me who was opening up his insides raw. After a few moments of his babbling, I gave him what he so clearly wanted. I grabbed him by the hips and started to really hammer myself into his hole. His moans grew louder and louder as I pounded into his soaking slit. I was breathing heavy, calling him all kinds of dirty names in my head as I fucked him. In the heat of the moment, I grabbed him by his short hair and pushed him down over his couch so his ass stuck out even more and his feet lifted off the soft carpet. He had to brace himself as I fucked him as hard as I could. I wanted to creampie his pussy as deep as possible, and I was so horny I even decided to fuck with his head a little bit.

"You like a stranger's cock in your cunt, faggot?"

"Yes, yes-"

"You don't care who fucks you, do you?"

"N-no! I don't care!" 

"You're such a dirty slut boy, I could be anyone-" 

"Ah, ah, ah, fuck-" 

"I could even be one of your own family, and you'd have no idea! You'd take it anyway, wouldn't you slut?" 

"Fuck, don't stop, please don't stop!" 

"You have any brothers, fag?" 

"Ah, ah, y-yeah-" 

"How does it feel to take your brother's bare cock, slut?" 

"Fuck, fuck, I'm-" 

"Take it you stupid slut, cum all over your brother's big cock - fuck! I'm cumming, I'm cumming in your fag pussy, fuck!" 

We both erupted as I pushed myself inside my brother as deep as I could go, groaning and gasping for air as my cock head spilled hot cum against his cervix. Chris went limp as he caught his breath and the reality of it all hit me like a ton of bricks. I held him down so he wouldn't move even if he could as I quickly pulled out and saw my cum was pushed in there so deep it didn't even drip out. He just breathed so hard coming down off his huge orgasm and I put my cock away as quick as possible and practically ran out the door. He never saw me, though I wonder if he recognised my voice. He'd never heard me sound so breathy, coarse, and turned on before. I'd definitely never used that kind of language around him either 

Now I think about that everyday and always cum so hard. It's the best and the worst thing I've ever done. I started checking the personals daily after that, wondering and I guess hoping he'd put up another ad. It was only less than a couple weeks later when he sent me an innocuous text message, and my cock throbbed as I read it and wondered if he had any idea it was my cock he took or if I'd just planted some dirty seed in his head - along with the seed I planted deep in his pussy. 

"Hey Mikey it's your big bro Chris. Long time no see. Want to catch up later this week?"