50 of the best television guest stars

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Photo: Brad Pitt

Brad Pitt – Friends

Long before Brad Pitt was Angelia Jolie’s ex-husband, he was Jennifer Aniston’s hunky current husband, and we couldn’t get enough of the two of them together. When he appeared as a guest star in the eighth season, fans went nuts.  Although neither the show nor Pitt needed a boost in popularity, the combination of these two pop culture juggernauts caused quite a stir.

Pitt plays Will Colbert, Ross’ friend and one-third of the former “I Hate Rachel Green” club. The irony is clever, since they were so totally in love in real life, and that irony definitely wasn’t lost on us. Pitt plays a douchey old class mate of Ross and Rachel’s from high school who was partly responsible for starting the rumor that Rachel was a “hermaphrodite.” Ross was also guilty of spreading the rumor, and the fallout comes just as everyone sits down to eat their Thanksgiving dinner. Although not at all politically correct by today’s standards, it was really fun see Jennifer and then-husband square off on one of the most iconic holiday episodes of all time.

Friends was notorious for enlisting A-list stars, but it made it made it so juicy to invite the husband of one of it’s stars. Pitt and Anniston were America’s “it” couple, not to mention media sweethearts so to see them on-screen together was a particular treat.