Season 10: Episode 227: The One Where the Stripper Cries
Joey's a celebrity guest on Pyramid; he does horribly until he's in the Winner's Circle, where he does very well... until the last clue. Rachel and Monica throw a bachelorette party for Phoebe, but haven't hired a stripper. When they learn that Phoebe's counting on one, they make a quick call and hire the first one that is available. He turns out to be short, fat, and old. When Phoebe doesn't like him, he cries. Ross and Chandler go to a college alumni gathering. They argue about girls from their past, prompting a series of flashbacks to 1987 and their freshman year of college, including a party where Rachel (with her old nose) and Monica (before she lost the weight) come for a visit. Several discoveries are made, including the fact that Chandler kissed Rachel, and Ross (who thought he kissed Rachel) actually kissed Monica.