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The Sheboygan Showstopper is a sexual act in which the man inserts his penis and testicles inside a woman's (or man's) anus. The testicles will often become stuck inside the anus.
We were having butt sex when I accidentally gave her the Sheboygan Showstopper. I couldn't get my sack back out.

I needed to get home to have dinner with my mother so I ended her with a Sheboygan Showstopper
by Shebagdad February 10, 2010
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