A sexual fetish act involving a single person and a pie or cake. The participant begins by sitting or dipping his/her rear end into the Pie. They then proceed to wiggle around their rear in the pie until it is completely destroyed.
Susie: What do you want to do when I come over later?
Bobby: How about the same thing we did after dinner last weekend?
Susie: Hoboken Squat Cobbler?
Bobby: Now we're talking. I'll grab a banana cream & a strawberry rhubarb from our fav bakery on the way home from the office.
Bobby: How about the same thing we did after dinner last weekend?
Susie: Hoboken Squat Cobbler?
Bobby: Now we're talking. I'll grab a banana cream & a strawberry rhubarb from our fav bakery on the way home from the office.
by JLCNY25 August 24, 2016

From AMC's Better Call Saul, a Hoboken Squat Cobbler involves a naked man sitting down on a pie and wiggling around. Crying may or may not be involved. It’s a fetish. Synonyms include the Full Moon Pie, the Boston Cream Splat, Simple Simon the Ass Man.
by OliveHoliday August 29, 2016

by eda-skip December 11, 2022

by Replicant84 June 3, 2016

The fetish of sitting in pies and wiggling around in them. Variations may include fully clothed or naked, and or crying.
by beef nugget September 2, 2016

You get undressed and you squat into a pie, of any variety, and rub your ass against the pie while crying.
Jim: Last night I logged onto a webcam show where this dude was performing a Hoboken squat cobbler.
Nancy: Sick! Those shows make me not want to taste pie ever again!
Nancy: Sick! Those shows make me not want to taste pie ever again!
by GrandeAngus August 23, 2016

by Raffandjeff February 21, 2009
