Comedy Romance Monica invites Will, an old school friend of her and Ross over for Thanksgiving dinner, unaware he isn't too fond of Rachel. Director Gary Halvorson Writers David Crane Marta Kauffman Shana Goldberg-Meehan Stars Jennifer Aniston Courteney Cox Lisa Kudrow See production info at IMDbPro STREAMING Add to Watchlist Added by 1.2K users Brad Pitt and Jennifer Aniston in an episode of 'Friends.' YouTube. The cameo took place during Aniston and Pitt's real-life relationship. The pair began dating in 1998 and were married from Brad played the actress' boyfriend Randy on four episodes of Dallas between 1987 and 1988 and was rumored to have romanced her off-camera as well. But in 1989, when she was 17, McCall married During HBO Max's 'Friends: The Reunion,' Jennifer Aniston recalls the time her ex, Brad Pitt, made a cameo on 'Friends' in 2001. The two were married from 20 It continues the series' annual Thanksgiving-themed episode tradition, and guest-stars cast member Jennifer Aniston's then-husband Brad Pitt in the uncredited role of Will Colbert, who reveals that, fueled solely by his hatred of Rachel Green (Aniston), he and Ross (David Schwimmer) were part of an "I hate Rachel Green" club in high school and Photo: Brad Pitt turned 60 with a bang! The actor and his girlfriend Ines de Ramon were photographed Tuesday evening at a party held in his honor at Mother Wolf in Los Angeles, with close friends .

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