Two Guys Talkin' About Girls (1996)

In the tradition of "Diner," a mostly dialogue-oriented guys' comedy about two Long Island yuppie buddies named Lenny and Joey. Lenny's a timid romantic. Joey's a womanizing stud. So, when Lenny meets a new girl and thinks she might be the one, Joey takes it upon himself to prove to Lenny once and for all that his philosophy is right.