Engaged For The Second Time (1995)
Pitt and Paltrow met while they were filming Se7en in 1994 and quickly became a Hollywood “it” couple. They later got engaged but ended up breaking things off in 1997.
A Family Picture (1997)
Pitt with William and Jane Pitt, his parents, and Paltrow, his then-fiancée, at The Devil’s Own premiere. Paltrow later joked about having the same haircut as Pitt. In January 2019, Oscar winner Paltrow commented on a story that Pitt likes looking like his girlfriends. She said, “Or we like to look like him, let’s face it.”