Jon Stewart and Jennifer Aniston’s Dating Secret

Posted on August 20th, 2010 at 2:59 pm

Long before Pitt, Vaughn or Mayer, Jon Stewart was the guy in Jennifer Aniston's life - even if Aniston quickly put him in the friend box.

Aniston recently stopped by Stewart's Daily Show to promote her new flick, The Switch. During the visit, Stewart recounted his failed attempt to date Aniston back in the mid 90's.

"I asked you out," Stewart said. "And it was lovely. I 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,' " Stewart joked.

"If I remember correctly, wasn't it sort of like, 'Hey, a group of us are going out, do you want to join?' " Aniston joked back.

Thankfully, nothing ever came from the date and Aniston was able to go on to get her heart trampled by several other equally famous guys and keep a lot of tabloids in business.

RumorFix has the clip. You can watch Stewart and Aniston's full comedic exchange below.

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