7 years
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I think back to the first time I ever had s** with another person. I can’t believe my first s***** experience was with my sister. I think back to how intense it was. And how I wasn’t going to allow my sister to say “No” to what I wanted. The most, craziest thing about the whole experience is my sister never asked me to stop at any time. She didn’t ask me not to go further. As I think back to that moment, I cannot recall any hesitation from her in any way. In fact, we both got off on the whole experience in a huge way.

I kissed and touched my sister as a woman, not as my sister. The pleasure I got from touching her most private areas was being voiced back to me by the pleasurable noises becoming louder and louder from my sister as I touched her most private areas deeper, longer and more s***** as it progressed.

When we finally finished, we couldn’t look at each other and blame the other. We both had to take equal share of blame. I knew what role I played but my sister couldn’t wash her hands of this and say it was me who forced her into this. She knew as I knew that if what was happening was making her uncomfortable I would have stopped. Instead, she wanted the s** as much as i did.

I think back, and I was the first man to touch my sister in a sensual way. She only trusted me with this beautiful moment. I felt my sister’s breasts go erect. I was feeling her n****** go hard. I then began kissing her breasts. I put my hand between her legs and rubbed the outside of her p******. She made s***** noises the whole time and not once did she push me away. She was in the same mindset I was in. We both knew we were siblings but our urge to experience s** was far stronger than our moral compasses could direct.

We had s** one time only but in my own mind there has been many times I thought how attractive my sister is. I’m not ashamed to say I always have a good look over my sister whenever we are out together. But I wonder if she does the same with me. I know she thinks I’m very handsome. But if things were a little different I believe my sister and I would have continued in secret a love for each other that involved s** and as sick as that sounds I would have committed to it.

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When I was younger, about 16, I was insatiable and as a result of having my first anonymous hookup with another kid that was 16 (off omegle of all things) I sought to have more.
In this effort I downloaded Grindr and lied about being 18, eventually finding someone who hosted an anon darkroom not even 5 minutes away and who was more than happy leaving their door unlocked and a** ready. After I was invited over and tentatively entered their place I immediately set about u*********, going to nothing in a minute and slowly started up the steps to his room. Once in his room I was approached in the dark by him – a 30-something yr old man who was equally as naked but twice my size – and he reached down and started to blow me once he settled on his knees. Within minutes once I was sufficiently erect I prodded him onto the bed and had him bend over, eventually sliding in without any additional lubrication and begun to – at the age of 16 – f*** this older mans a**. I went for about 20 minutes by my estimation and slowly over the course of the f****** went from doggy, to sideways to having him lie fully down whilst I went to town on him.
Eventually I finished in him and got up and left. Once home I gushed to him about how much fun it was and how I appreciated him taking a chance with me, with some more conversation eventually leading to my age being revealed and – to my own surprise – him revealing that he’d prefer it if we kept going in spite of it. I’d meet him continuously, probably once to 3 times a month or even multiple times in the same week until I moved away at 18. I never saw his face but I remember being inside him so vividly.