Jennifer Aniston Plans Massive Trust Test for New Lover Jim Curtis, Involving A-List Ex Brad Pitt
According to a source close to Jennifer Aniston, the actress is set to unleash a massive trust test on her new lover, Jim Curtis. The test involves a night out with Brad Pitt and his girlfriend, Ines de Ramon, to see how Curtis handles the spotlight and pressure of being in the presence of such A-list celebrities.
Brad Pitt is reportedly open to the meeting, as his relationship with de Ramon has become more settled since they started dating in 2022 and moved in together last year. An insider shared, “Brad is sincerely glad to see Jen in a good place. He’s hoping the meeting feels easy and natural rather than tense, and he has confidence in Jen’s judgment on this one.”
De Ramon, who was previously married to actor Paul Wesley, is expected to attend the dinner and is said to be unfazed by Aniston’s presence. The source added, “Ines isn’t feeling insecure about the situation at all. She’s keen to meet Jen in person and have a real conversation, instead of forming impressions from headlines or hearsay.”
Aniston, who has been through two divorces and public heartbreak, including discussing failed IVF attempts, is approaching her relationship with Curtis cautiously. An insider revealed, “Jen is taking her time and not pushing things forward too fast. She sees this dinner as a meaningful moment, and if Jim can deal with Brad’s celebrity without becoming intimidated or overcompensating, she’ll feel confident the relationship has genuine staying power.”
It will be interesting to see how the dinner plays out and whether Curtis passes Aniston’s trust test. Stay tuned for more updates on this celebrity love triangle!

