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."
by SwampBeast September 3, 2016
Get the hoboken squat cobbler mug.I met up with Eric again yesterday. I couldn't see us having serious relationship but we still had a great time going up the cobbler together.
by MountainEar January 23, 2023
Get the Going up the cobbler mug.by awesomo does not compute March 28, 2009
Get the bitch cobbler mug.Dan what the hell are you doing in there?
Sorry just applying cream to myself.
Are you doing a squat cobbler again?
Sorry just applying cream to myself.
Are you doing a squat cobbler again?
by Saul G. September 2, 2016
Get the squat cobbler mug.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 August 28, 2016
Get the Hoboken Squat Cobbler mug.Dan's tears salted the lightly toasted meringue as he prepared to lower his buttocks for his first squat cobbler.
by toiletjocky August 30, 2016
Get the squat cobbler mug.by BKTHNDR September 3, 2016
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