Plot hole: Judy says that both her parents died very young. However, we saw her mother's death in "The One Where Nana Dies Twice" and she was quite old. Also, in Season 7, 'TOW Phoebe's cookies', Jack Geller tells Chandler that his father in law still thinks he is a lawyer and says "So if you ever see me giving them legal advice, just nod along," implying that Judy's parents were both still alive.
Plot hole: David Schwimmer is 6'2" tall and Jennifer Aniston is 5'6". There is no way that clothes that fit Rachel would also fit Ross. When he puts on the clothes that Rachel bought it's obviously not Rachel's size. If it really were, it would be a lot tighter and shorter (Ross could probably wear it belly free).
Plot hole: In this episode Chandler finds furry black handcuffs, and everybody says that they have never seen them before. How is that possible considering all the people that have moved in and out of that room? How come nobody noticed them when the room and closet were painted green after being pink?