#40: Justin Theroux: The Beginning

Her age: 41-48

Duration of Relationship: 2010-2017

Jennifer Aniston and Justin Theroux’s relationship began on the set of the 2011 film Wanderlust. Initially friends, their connection quickly deepened into romance. Aniston was drawn to Theroux’s unique charm and wit, and they soon became inseparable.

Their relationship blossomed away from the limelight, and by August 2012, the couple was engaged. Theroux proposed with a dazzling diamond ring during his birthday celebration. Aniston gushed about Theroux, saying, “He’s just so beautiful and handsome to me. He’s just the most wonderful person I’ve ever met.”