When one squats to rub his bottom in an actually pie
that squat cobbler cream pied his own ass, literally.
by Zowi320 February 23, 2016
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When a man sits in a pie for other people's sexual pleasure
"He's a squat cobbler!"

Squat cobbler??

"Yeah, he films himself sitting in pies. squat cobbler. Apple, peach, key lime pie, whatever man. He's a squat cobbler."
by thewarrior1986 February 23, 2016
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When a fully clothed man sits in a type of pie, the squatter also usually produces tears while performing the squats.
She has a squat cobbler fetish.
by JoeSmith94 February 23, 2016
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A fetish where a man sits in a pie and wiggles around for his partners enjoyment. Crying may be involved (a cry baby squat). Also known as Dutch Apple Ass, Full Moon Pie and Boston Creme Splat. Origin: Bob Odenkirk as 'Jimmy McGill' in "Better Call Saul" (TV Show, 2016) Season 2, Episode 2.
He made videos of himself doing the 'Hoboken Squat Cobbler" for his lover.
by Bazinga_Punk_NJ February 24, 2016
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Someone who takes videos of himself squatting naked on a pie, preferably of the cream type variety, and masturbating much to the delight of his intended viewer.
He's in the other room making a video with a pie. He's a Hoboken Squat Cobbler.
by Yankwood February 25, 2016
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A fetish involving watching someone sitting their posterior into a pie (preferably apple or pumpkin, but this is up to the fetishist) and wiggling said buttocks around in the aforementioned dessert
Jimmy: Yo, did you catch that Hoboken Squat Cobbler video on the Tube?

Chuck: Yeah man, got me rock hard
by cellophanefriend February 23, 2016
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When a fully clothed person sits in a pie (or other cake like pastry) and commences to weep like a little girl. Squat Cobblering is usually engaged in by ugly, bald, middle aged men, who usually have some form of what appears to be mild autism. Said mild autism may manifest itself in an childlike, irrational and downright creepy obsession with baseball cards.
Did you see the back of his pants? He either crapped'em, or Hoboken Squat Cobbler'd a chocolate cake.
by Bob Barr 123 February 26, 2016
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