Jennifer Aniston may still be America’s sweetheart, but according to insiders, her love life is anything but picture-perfect. Sources close to the Friends star claim she’s having a tough time finding lasting romance — and it’s starting to take an emotional toll.
“Jen can get a first date, it’s the second date she has trouble with,” one insider revealed to RadarOnline. The source claimed that despite her fame and beauty, Aniston has trouble keeping men interested because she’s “locked in the past.”
“Jen always wants to go to the same boring places for martinis or just stay home,” another insider shared, suggesting that her predictable dating habits might be pushing potential suitors away. “She also doesn’t have much interest in talking about or doing anything other than her work,” the source added.
It’s not just her dating style that’s in question — her emotional state is reportedly affecting her chances as well. “Jennifer was very gracious about it, but privately it hit her really hard,” a source said, referring to the news that her ex-husband Justin Theroux has remarried.

“She’s very lonely, and the fact that Justin has gotten married again is a reminder that she should have moved on by now, too,” the insider continued. Theroux recently tied the knot with actress Nicole Brydon Bloom, while Aniston is said to be struggling to even make it to a second date.
Adding to the emotional weight is the continued presence of her first husband, Brad Pitt, in the headlines, particularly his relationship with Ines de Ramon. “It stings her to see Brad coupled up,” another source admitted. “But instead of making changes in her own life, she blames everyone else for her rotten track record.”
Despite her glamorous lifestyle, Aniston’s dating woes seem surprisingly relatable. According to one insider, “The dudes are like, thanks but no thanks. She needs to make more of an effort if she wants a guy to stick around.” While the actress has remained mostly private about her personal life, those close to her say it’s time for a change — if she wants to find love again.
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