Today I almost had My first Cum Challenge winner who did very well to come so close. Alas he was also so far!
He came twice in 2 minutes, the second one not being very pleasurable judging from his moans of pain as he came. He was going for gold, having been given only 45 seconds to cum a third time, but complained that it was hurting for him to continue wanking. The clock was ticking, and I was verbally encouraging him, but sadly, time ran out and he didn't manage it.
Still he should congratulate himself as he did very well. He's one of a few who have managed to cum twice. And I was very cruel, giving him such tiny amounts of time. Perhaps next time he will manage 3 times!
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