Wiseguy

Season 3, Episode 15

Episode Title: Romp

Air Date: 1990-02-07

Overview:

Feeling lonely, Vinnie joins his old buddy Mike Caccatori at the bachelor party for their high-school friend Jimmy ""The Legend"" Vitale, but the trio's friendship is put to the test when Jimmy reveals that he's broke and owes money to a loan shark. It ends up being a dream. (source: http://www.plasticcow.com/wiseguy)