October 27, 2016  

Jennifer Aniston's Awkward Dinner Date With Jon Stewart Made Public

August 21, 2010 (5:50 am) GMT
During his talk show on August 19, the comedian recalls their past dinner date when the actress brought her friends while he thought he would enjoy an intimate date with Aniston.

was left red-faced during a recent TV interview with U.S. comedian - when the smitten talk show host confronted the actress about a date gone wrong. Aniston appeared on "" on Thursday night, August 19, and the host took the opportunity to remind her of a past dinner date that didn't go quite as he'd planned.

Stewart thought he would be enjoying an intimate date with the actress, but she had other ideas - and invited her friends to join her. He recalled, "I asked you out, we went out to an Italian restaurant. And it was lovely... You brought so many of your friends. I remember thinking, 'Wow, she's so excited to be on a date with me that she wants me to get to know her posse'."

The blushing actress admitted she remembered the awkward meeting but didn't do much to console her former admirer, telling him "That's really sad".

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