The New Hollywood “It” Couple (1999)
According to reports, Pitt and Jennifer Aniston met after Pitt asked their agents to set the two up on a date back in 1998. Here, the couple are spotted leaving Barfly nightclub in Los Angeles, the same club where Pitt threw Aniston a massive party for her 30th birthday in February 1999.
The New Hollywood “It” Couple (1999)
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Engaged For The Third Time (1999)
In November 1999, Pitt and Aniston flashed her engagement ring onstage during a Sting concert in New York City. In 2000, the couple married.
Engaged For The Third Time (1999)
