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Jennifer Aniston Once Dated Jon Stewart! (VIDEO)

Jennifer Aniston is the guest on the latest 'Daily Show' (weeknights, 11PM ET on Comedy Central). And while she's on the show, we get a shocking, semi-shocking, or at least kind of shocking revelation. Back in the early '90s, when she was a star on 'Friends,' Jen Aniston went on a date with ... Jon Stewart! He took her out to an Italian restaurant. No lie! True story! Sadly, the date didn't go that well, which is probably why Jen ended up becoming Ms. Brad Pitt. (And then became ex-Ms. Brad Pitt.) According to Jon's recollection of the event, he realized that the date was going badly when Jen brought "so many of her friends." ... Yeah, that's never good. Apparently, Jen wasn't super into the whole "going out" situation, so she tried to distract from it by bringing along "members of her posse." "Yeah; that's really sad," Jen says, while thinking back on the event. Ouch! Even years later, she still seems pretty jaded about the idea of getting to go out with Mr. Jon Stewart. Oh well. We're sure that there are plenty of other women who would be happy to date the 'Daily Show' host. (Although, just as a warning -- hands off, ladies! He's married.) Source & Video