Aniston stopped by Stewart's "The Daily Show" Thursday night, and the pair revealed the date, which came during the first season of "Friends," and before either had become A-List superstars. Stewart didn't even think Aniston would remember having dinner at an unarmed Italian restaurant on Manhattan's 10th Street, but she did.
"Of course I remember that," she said.
"It was lovely," Stewart recalled. "Here's what was nice about it that I remember, and tell me if you remember. You brought so many of your friends. And I remember thinking, 'She's so excited to be on a date with me, she wants me to get to know her posse.' "
"That's really sad," Aniston replied.
"In fact, I remember you just inviting random people from the restaurant to come sit between us," Stewart said.
It would only have been a year or two later that Stewart, 47, met his future wife, Tracey McShane, on a blind date. He famously proposed to her in 2000 through a personalized crossword puzzle and the pair now has two children.
Aniston got married at the same time to Brad Pitt, but they divorced in 2005.
|The Daily Show With Jon Stewart||Mon - Thurs 11p / 10c|