Can’t say I’m proud to admit it, but I’ve always had an unjustifiable love of preppy culture—it’s probably a result of watching too many ’80s teen sex comedies (where the villains were always those V-necked, topsider-wearing regatta enthusiasts). Or maybe it was seeing Whit Stillman’s 1990 Metropolitan at an impressionable age. Set in Manhattan during Christmas time, the film follows the social and romantic complications of Tom (Edward Clements), a fellow of meager means who finds his way into the talkative preppy set. It’s a flawed but strangely entrancing film and it may tempt you into purchasing an un-needed tuxedo or ball gown, as it were. It’s available on DVD this week in a Criterion edition, with lovely cover art, audio commentary by Stillman, editor Christopher Tellefsen and actors Chris Eigeman and Taylor Nichols, as well as some deleted scenes and an essay by Luc Sante.

If you prefer trashy to classy, you might be interested in Comedy Central’s uncensored Roast of Pamela Anderson, featuring about a billion comedians (including Sarah Silverman, Bea Arthur, Eddie Griffin and others) doing their best to bawdily humiliate the busty Canadian. —Mark Slutsky