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
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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Joe is playing Modern Warfare 2 and gets a 5 kill with one sniper bullet from the intervention and so OnlyUseMeBlade yells SHABOIGEN!
by Unknown---X March 28, 2010
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the technical term to define a sexual encounter that may occur while traveling to West Virgina for a ski trip. Three people, one male and two females of which one is a neutral party and does not partake in any sexual activity, are in involved. The male in question must be wearing sweat pants (jeans are oppitional and may be substituted for the for mentioned sweat pants)and a north face jacket and or a hoodie from the home school team of the said person. The female not partaking in any sexual comment must be sitting in the seat on the back of the bus to the left of the male who is sitting in a seat closest to the isle. The female taking part in the sexual contact must be laying across both the male and neutral female with their head laying across the neutral females lap and the torso and or ass across the lap of the male. The female then must slight raise her right
by M-F January 22, 2008
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by Tznius June 6, 2019
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