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I shared a bedroom with my kid brother, so I didn't have any privacy in bed and he wanted to know what I was doing before falling asleep, so I showed him. He wanted to get a closer look when I said I was having a wank and even tried tasting it. I would tell him to suck my cock but he would get mad when I didn't tell him I was going to cum in his mouth.

Eventually I talked him into letting me fuck him as long as I wore a condom (because he didn't want cum in his hole), but given that we were both virgins I didn't know that Vaseline makes condoms fail. Thus I had him bending over supporting himself by holding onto a tree while I tried to stick my cock in his ass.

At first it just wasn't working and I couldn't get my dick in - until the condom failed and I was suddenly 6 inches deep inside him. He was immediately begging me to stop and pull my cock out, but it fell so damn good that I just had to cum inside him, so I stopped pushing and stayed inside him until I came inside him.

Then it felt so good I didn't want to stop, so I began sliding my cock in and out of his cum filled boi cunt while he continued to beg me to stop, which I only did after cumming inside him again. He told me he would never allow me to do that again, but I then found an actual willing bottom who sucked me dry and then sat on my cock until I came inside him.

I did eventually tell my brother to fuck me, which he did a year later.

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