But the 39-year-old certainly didn't show it as she left an exclusive New York eatery with a big smile on her face after dining with friends.
The former Friends star and the musician split over his lack of commitment according to sources. He blamed their 'different chemistry'.
A happy Jennifer Aniston leaves Nobu after bumping into ex Brad Pitt and then dining with friendsThe pair, who started dating earlier this year, opted for a trial separation earlier this week.
Since her 2005 divorce from Brad Pitt, who left her for his Mr and Mrs Smith co-star Angelina Jolie after four years of marriage, Aniston has yet to find a suitable partner to settle down with.
But not even her lack of current partner, or Pitt's recent unveiling of his and Jolie's twins Knox and Vivienne could wipe the smile from her face.
The actress looked happy and relaxed as she left New York's exclusive Nobu restaurant