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Hoboken squat cobbler is a sexual fetish act where a man or woman, fully clothed, slowly sits into a pie while singing a seductive song. The singing is what differentiates this from other pie-sitting fetishes, it is named after the hometown of Frank Sinatra, who is rumoured to have fathered the act during one of his famous drinking binges at a friends' birthday party. Frank Sinatra allegedly said at the time "Let me show you what we call the hoboken squat pie."
The party was going fine until Jamie gave everyone the hoboken squat cobbler.
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.
When a man/woman sits on a pie and wiggles their buttox for the enjoyment of others.
Lacie really enjoys when Matt performs his signature squat cobbler. Her favorite involves a cream pie
Noun. - One who sits on a pie, occasionally while crying or in a costume. Type of fetish porn
God damn that squat cobbler video turned me on
When a man sits in pie and wiggles around. Sometimes involves crying and/or a costume.
"My last partner had a squat cobbler fetish, I've had my ass in every pie from apple to zucchini."
The erotic act of a male squatting to dip his genitalia into a freshly baked pie or cobbler.
Clay: "Damn, my balls are sticky and covered in blueberries this morning."
Billy: "Yeah, you got toasted and ended up being a fucking squat cobbler last night."
The act of sitting in pie while fully clothed in order to satisfy another's sexual desire.
Jimmy McGill told those sneakin pigs all about that squat cobbler Pryce.