Justin Theroux 44 Jenifer Aniston started dating her Wanderlust co-star Justin Theroux in 2011 and they have been engaged since 2012.
Harry Morton age 34 In 2010, Jennifer Aniston was frequently photographed with Lindsay Lohan's ex-boyfriend Harry Morton.
Gerard Butler age 46 Gerard Butler and Jennifer Aniston always denied reports that they were dating in 2009 - 2010, but The Bounty Hunter co-stars seemed to be more than friends.
John Mayer 38 Jennifer Aniston dated John Mayer on-and-off from 2008 - 2009.
Paul Sculfor In 2007, Jennifer Aniston was spotted holding hands with British model Paul Sculfor over dinner.
Matthew Perry 46 It is rumored that Jennifer Aniston briefly dated her Friends co-star Matthew Perry in 2006.
Vince Vaughn age 45 The Break Up cos-stars Vince Vaughn and Jennifer Aniston dated from 2005 - 2006.
Brad Pitt age 52 Jennifer Aniston married Brad Pitt in 2000, but the couple divorced in 2005.
Paul Rudd age 46 In 1998, a romance bloomed on the set of The Object of My Affection between co-stars Paul Rudd and Jennifer Aniston.
Tate Donovan age 52 Jennifer Aniston dated Tate Donovan from 1995 - 1998.
Adam Duritz age 51 Jennifer Aniston briefly dated Counting Crows frontman Adam Duritz in 1995. Duritz went on to date Aniston's BFF Courteney Cox.
Jon Stewart age 53 Jennifer Aniston and Jon Stewart went to an Italian restaurant on a date in the 1990s.
Daniel McDonald Died at 47 (1960-2007) Jennifer Aniston dated Daniel McDonald from 1990 - 1994.
Charlie Schlatter age 49 In 1990, Jennifer Aniston dated Charlie Schlatter, with whom she appeared in the sitcom Ferris Bueller.
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