309 - Dumb Bets

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Gary warned you not to play strip dice with that loan shark and his crew, but you just had to show off to the expensive escort you'd hired for the night and of course you rolled like shit the whole time. You're wicked shy about your junk and when it came time to put up and drop trow you bitched out and said you couldn't do it.

Now every day a 300lb Italian comes to your house and breaks your fingers then tells you his boss wants to see your dick. It's getting harder and harder to explain to your mom.