
The Friends star, 56, and the Chilean-American actor, 49, were seen leaving the The Tower Bar at the Sunset Tower Hotel in West Hollywood after a three-hour dinner.
The actress, who was once married to Brad Pitt, looked chic in blue jeans and a white t-shirt with a black vest.
Meanwhile the Narcos star rocked a black leather biker jacket with jeans.
Jennifer — who was reportedly ‘blindsided’ after her second ex-husband Justin Theroux, 53, recently married his 30-year-old girlfriend Nicole Brydon Bloom — and Pedro arrived separately after 8 PM and left separately at around 11:30 PM.
They were pictured talking to each other outside the valet area before parting ways.
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She wore her blonde tresses in her signature style.
Meanwhile Pedro was pictured rocking a mustache and a pair of eyeglasses for the outing.
The dinner date comes after speculation that Pedro might appear on Aniston’s TV series, The Morning Show.
During the Critics Choice Awards red carpet, Aniston and her co-star, Reese Witherspoon, invited him to join the hit Apple TV+ show for season 4.
The invitation came as he joined their interview with KTLA anchors Sam Rubin and Jessica Holmes.
‘Do you want to be on it?’ asked Aniston.
Witherspoon said, ‘Wait, we actually do have a really good part for him.’