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Of course, I did suffer when I was locked away for days or weeks in my chastity cage.The day after my release and torture, my cock was free and I went over to Tim?s place to have some good old fun ending, this time, with a pleasant orgasm. While Tim might torment me when we were doing BDSM, he would give me unrelenting pleasure when we otherwise met.Afterwards, Tim asked me about progressing with our chastity play. ?How about we take your interested up to a higher level???What do you mean?? I asked.?We?d talked about doing longer periods in the cage before. I think it would be fun to try a little game. We could roll some dice to see how long you would be kept in chastity. That way we could possibly get into long term chastity, but with the added benefit of uncertainty?I was anxious at not knowing how long I would be kept locked for but I found it highly erotic. I wanted to be left wondering when my next orgasm would be. I said yes.?Alright,? Tim said, ?tomorrow I?ll lock you up and. . and imagining to be her made me even hotter while masturbating my asshole...Those tits, again... couldn't keep them out of my mind. Given her complexion, I imagined them with big, rosy areolas... i bit my lower lip as I was squeezing the tip of my own nipples with my free hand, and caressing my breast, fantasizing of having the tits of that beautiful girl. I started to move my hips more, and soon I needed to put something more in me, and slid in my pinkie together with the other three fingers I was already using, leaving the thumb out alone. Not a big deal at first, but I discovered since some time that doing so would make me able to push in deeper, past the knuckles, without my thumb yet of course. And so, the more minutes passed and the more I pushed in, I was gradually fucking my ass not only with four fingers, but with the first half of my palm, with only the thumb keeping myself from going further.I don't know why, maybe I needed to feel the kink of a different position... at.
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