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"Jim is middle-aged and not particularly in shape, which makes this even worse for him."

“Jim is middle-aged and not particularly in shape, which makes this even worse for him.”

He lost the Halloween dare (Greenwich Village)

We have a ritual around this time of year: the Halloween dare.

My buddy Jim lost it this time.

The Halloween dare is simple: you have to go to a stranger’s apartment, strip naked, and masturbate for them.

The stranger is always a man. As is the loser of the Halloween dare.

Jim is middle-aged and not particularly in shape, which makes this even worse for him. He’s cute, though. He is employed and sane. But this will be very embarrassing for him.

There are more details. If interested, reply.

Don