But You're My Brother.
Because I know 5he readers are mostly men, I will try to include as much actual graphic detail and won't hold back bad language, basically because I know what the guys I have been with are like, and my guess is, you're mostly dirty as fuck.
I'm happily married in my early fifties, so this story was late in the eighties, when I was in my late teens.
Firstly, I would like to explain the family dynamics. Our parents split up in my early teens, and there was just myself and my brother who was a couple of years older.
Back-story.
We were a middle class family living in the suburbs. With both our parents working full-time, it was often just us two at home alone after school. We were often supervising ourselves, and you could argue (apart from all of this) that we did alright. We we certainly afforded more trust than we actually should have been given.
My brother and I were very close and very familiar with each other. We didn't hide our nudity from each other, and it was a thing during peak summer when the heat was extreme, for our entire family to be totally naked in various positions in our lounge room taking advantage of the fan. If we had to pee while someone was having a shower, we did, and were completely comfortable.
My brother and I had many occasions on school days in summer, where we walked around naked alone after school. This became dangerous because we became so comfortable, we began paying a little too much attention to each other.
This led to us openly masturbating in full view of each other. This was super exciting because we weren't little children now, I had a serious boyfriend and my brother always had a girlfriend. We even talked in detail before during and after this. We talked about how wrong it was, plus how exciting it was. We even discussed the various risks, like being caught by our neighbours, friends, parents, or partners. We discussed how morally, we messed up, but were always talking about how horny we always were. Soon, wanking in full view of each other my talking dirty while fingering myself to orgasm to help him cum. We both were sexually active with our partners, but had an agreement between ourselves that we could continue our sneaky fun, just as long as it wasn't fucking each other.
We also weren't into kissing each other. The rules we agreed to (it's okay if we don't actually fuck), slowly went from blurred to broken, as boundaries kept being pushed. We went from wanking beside or in front of each other, to helping each other. I would wank his cock until he came, while he fingered me to orgasm. Then doing this face to face one time, I held his cock too close to myself and he shot his load all over my belly and pussy.
Now, a new standard was set, he wanted to cum on me every time. Deliberately getting my pussy as often as he could. Eventually, he was asking if he could cum on my pussy, not my belly.
The next thing was, he wanted me to hold my pussy open so his cum would go inside me. I didn't mind because it was hot. Plus I was taking the pill, so he wasn't about to get his sister pregnant. So next, we simulated sex without penetration.
I would be on my back and he would be on top in missionary position he would slide his hard cock along my pussy, while we were grinding into each other until we both came.
Of course, this led to the old "just the tip" classic, and this was the first time I felt my brother cumming while the head of his throbbing cock was actually inside my c**t. It was amazing his cock was thrubbing even before I felt the first stream of my brothers baby gravy shooting hard like an explosion inside me.
After we caught our breath, we talked, and I said that we had practically broken our rule of no actual fucking. He said we still hadn't properly fucked each other, so it doesn't really count. Then he said, "fuck that was horny, actually cumming inside you." Noticing that my brother's cock was still pretty much hard still, I wanted more, so I quickly asked if he wanted to do it again. He said he wouldn't be able to cum unless we were properly fucking each other. Then fuck me properly, I said. The look on his face, like he couldn't believe what I had just said, followed by him laying back down on me. This time, fully inserting his cock into my already cup filled pussy. It was like he did want to stop pushing it into me even once our pelvic mashed together. My brother had a big dick, and my boyfriend didn't. This was the first time I ever remember a cock properly hurting me from being impaled somewhere deep inside me. I let out an audible cry in my pain, my brother immediately pulled back a little and asked if I was alright. I assured him I was fine, but just go slow for a minute, because that felt a bit bigger than expected. He slowly began long strokes, almost the full length of his shaft, and instantly, pleasure, I was building up to a massive orgasm, as I look in his cock well. I announced my orgasm and he began to cum too. Collapsing on my body.
