These days, after all of the past drama and heartbreak, it seems that Jen and Brad have been able to leave the past behind. But, reportedly, it wasn’t always this way. Soon after their separation, Brad was openly in a relationship with Angelina Jolie, going so far as to appear with her in W Magazine.
Yet, years later and after his divorce from Angelina Jolie, fans were wide-eyed when Brad and Jen had a warm (and somewhat flirtatious) rapport between them. But “Braniston” fans can take comfort in knowing that the two are now just on very good terms.
Brad Pitt — Before Jen
And where was Brad Pitt’s love life before he met Jennifer Aniston? Well, before these two got together, Brad had been connected to a number of women. As his career was beginning, he began dating Shalane McCall, who was 9 years his junior.
He then dated British singer Sinitta, actresses Robin Givens, Christina Applegate, Jill Schoelen, Juliette Lewis, Geena Davis, Julia Ormond, Thandie Newton, Claire Forlani, and Gwyneth Paltrow (before meeting Jennifer Aniston). Judging by some of the names on this list and his future relationship with Angelina Jolie, Brad must have a thing for his co-stars!
Life After Brad
After Jen and Brad’s relationship ended, Brad moved on with Angelina Jolie. But what about Jen? She didn’t disappear from the spotlight or sink into depression, at least not for long. She moved forward. She admitted to Vanity Fair that after her divorce she was “lonely”, “upset” and “confused” (understandably) but that she wouldn’t let it keep her down.
She dove hard into growing and maintaining her friendships as well as a slew of films that only made her even more of a household name. Jen became a model for how to not let a breakup derail your personal progress.
Shortly after divorcing Brad, Jen moved on with Vince Vaughn. The two starred together in the comedy “The Breakup” (a bit ironic) and decided to give real-life romance a try. Because this was her first relationship after Brad Pitt, the new couple was hit with tons of publicity and public pressure.
The enormous pressure added additional stress to their new relationship. The two eventually broke up and Vaughn later admitted that the public pressure and publicity contributed to the tension that ended their relationship. Despite the pair not working out, they are said to still be on friendly terms.
Vince Vaughn — On Good Terms
Dating an A-lister like Jen was definitely not in the best interest of Vince's secretive side. Even though they broke up, Jen and Vince stayed on good terms. The two still chatted afterward and Vince even went to one of Jen’s birthday parties.
She confessed that Vaughn was her “defibrillator” after her painful divorce and that he had come into her life at just the right time. They laughed, they had fun together, but they decided that they were just not good as a couple, especially under the pressure of the spotlight and the paparazzi.