#20: Their Relationship

During their time together, Aniston and Donovan shared many significant personal and professional moments. Donovan even guest-starred on Friends, playing a love interest for Aniston’s character, Rachel Green.

Their on-screen chemistry mirrored their real-life affection, and fans enjoyed seeing the couple on and off the screen. However, the pressures of their burgeoning careers and the intense media scrutiny began to take a toll on their relationship.