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hoboken squat cobbler

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.
by SwampBeast September 3, 2016
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Going up the cobbler

A euphemism for a casual sexual liason with a Scottish lass.
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
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bitch cobbler

someone is to a full extent of being totally gay that they are the esscence of faggotisicity
Kraig: Shut up man, it's just spandex
Dave: Wow! you are such a bitch cobbler! LOL
by awesomo does not compute March 28, 2009
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squat cobbler

When one sits in a pie, and performs various actions made to turn the watcher on.
Dan what the hell are you doing in there?

Sorry just applying cream to myself.

Are you doing a squat cobbler again?
by Saul G. September 2, 2016
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Hoboken Squat Cobbler

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
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squat cobbler

When a person, fully clothed mind you, sits on a pie and wiggles their ass around in it.
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
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squat cobbler

The act of squatting naked in a pie.
I just got off on watching Kim perform a squat cobbler. So sexy...
by BKTHNDR September 3, 2016
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