I came, for the first time in my life, into a condom, earlier on this evening.
Yeah, I was masturbating. Sue me.
She is away. I was, ahem, 'using' her words, and my memories, as well as my imagination. It always works well... after a while, anyway. But I had a condom on... because I wanted to try.
I don't cum into condoms. It's just not something I've ever done. Non-latex, natural feeling, lubricated, flavoured, ribbed or dotted... whatever condom I have on, I've never cum into one. I don't know why... it just doesn't happen. I guess I prefer unprotected sex, but then again who doesn't? It's a more natural feeling. And it's not as if I don't like condoms. I do like them. They feel quite nice to have on, in the right circumstances - plus, they have the slightly cheeky factor so they're a bit naughty to buy (it's like saying, "Hi, I have sex!").
I've just never cum into a condom before. Something happens - or doesn't happen, rather. I could be having the most intensive sex of my life and I'd probably still only achieve a dry orgasm.
But this time, I basically worked at it. Not a bully wank, not a painful one, not with pressure. Just concentrated on what/who I was thinking about, trying to ignore the sounds my condom was making as I stroked it - although after a while they began to sound like a penis slapping into a vagina, so that helped as well - and after about half an hour or so, I felt the first tremors and the tightness around my crotch which could only mean I was about to cum.
I stroked once or twice more, which tipped me over the edge, and as I fell into a pleasant orgasm, I felt the cum fill up the previously empty tip of the condom. This time, it wasn't just precum that it had caught; the actual sticky white salty goo. I tied a knot in its end, felt a bit stupid for a while, and then threw it in the bin, wrapped in tissue.
So, maybe a bit of a pointless exercise, because all I did was masturbate. But I came into a condom, and that proves I can actually do it...
...if I set my mind to it...
...and I have the right stimulation...
...and enough time...
...and it's a good day, with the wind behind me!
But I did it!