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A random stranger (who shall remain anonymous, unless she chooses to identify herself) popped into chat. After feeling me out for a few minutes, getting to know me, she dropped the bombshell which went, and I quote:
"I want you to make me a quivering mess."
It was an attractive prospect, to be sure, but one that I was woefully not cut out for. She wanted some task she could perform to try to 'earn' an orgasm that night, and would go to bed unsatisfied if she couldn't complete. But my head was utterly empty of ideas.
However, upon learning that I was denying myself as well, she came up with a brilliant one: She would tease me and try to make me cum, and if I did, she got to too. If I resisted, neither of us would.
What followed was a good hour and a half of some of the most fun I've had in my life. I was teased mercilessly, kept right on the edge for most of it, but resisting the temptation to cum. All the while she was encouraging me with sexy thoughts, begging and pleading me to cum so she would get to.
Finally, she set a four-minute timer, told me I couldn't cum until it went off, and had to stay right on the edge the whole time. Then set another one for a minute, and I had a minute to cum or else we'd both go to bed unsatisfied.
I'm still not sure why I did, whether I took pity on the poor girl, or decided I was sick of the current game, or just thought it would be more fun that way, but I do know it was a deliberately impulsive decision. At literally the last second, I decided to let go. And boy did I let go!
I could sense the nervousness as she asked if I had cum. Thankfully for her, the answer was yes. She was relieved, of course. In more ways than one.
She asked if I had any regrets, and if I wanted her to suggest any punishments for breaking my game. I declined, since I don't play that sort of game. Stupid me. I could told her that my punishment should be that she gets to decide when I get to cum again. Or at least, I have to endure another teasing session like that first!
So, Random Stranger, thank you for a great time last night. If you'd care to take credit for your masterful teasing skills, just drop a comment. And, if you feel like pushing your luck, I'm more than willing to try again.

