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

by mememachine11 August 25, 2016

A type of fetish involving a fully clothed adult sits in a pie and wiggles around.
Extreme versions of the squat cobbler exist such as acts involving tears (cry baby squats).
Extreme versions of the squat cobbler exist such as acts involving tears (cry baby squats).
by shakkkkaaaa August 28, 2016

by awesomo does not compute March 28, 2009

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

The act of sitting in a pie and wriggling for sexual pleasure for the person watching. Crying during the act is considered even more arousing. (Native to Hoboken New Jersey)
by elvieandy August 30, 2016

Yeah,I Doing a thief and the cobbler. yesterday
I misspelled it on purpose so I could get it in the example
I misspelled it on purpose so I could get it in the example
by What’s your handle321 January 24, 2024
