Jennifer Aniston and Ben Affleck first connected when they co-starred in the 2009 romantic comedy He’s Just Not That Into You, and sources reveal that Aniston is now hoping for a chance to spend more time with Affleck as his divorce from Jennifer Lopez appears imminent.
Aniston, 55, has reportedly had a crush on Affleck, 51, for years, but the timing was never right due to his long-term relationships. However, with the reported troubles between Affleck and Lopez, there may finally be an opportunity for Aniston to get closer to him. In May, reports emerged that Affleck and Lopez, 55, were heading for a divorce, with Affleck even moving out of their shared home.
Although neither Affleck nor Lopez has publicly confirmed any marital issues, Affleck has been seen looking downcast and without his wedding ring. He was also notably absent from Lopez’s recent birthday celebration in the Hamptons, coinciding with his purchase of a new home in Los Angeles.
As Affleck and Lopez’s relationship reportedly winds down, Aniston sees a potential opening to reconnect with Affleck. The two have never been single simultaneously before, and Aniston has admired Affleck for years. After her divorce from Brad Pitt in 2005, Affleck was married to Jennifer Garner until 2018, and Aniston later married and divorced Justin Theroux. She hasn’t had a serious relationship since her second divorce.
Given their past work together and shared Hollywood social circle, there’s speculation that Aniston and Affleck could make a good match. They’ve discussed potential projects together over the years, maintaining a friendly and flirty communication. With mutual friends like Jon Hamm and Sandra Bullock, many in their circle could see them becoming a couple.
Aniston is reportedly drawn to Affleck because he embodies qualities she admires—he’s an overachiever, self-made, culturally relevant, and still very handsome. However, turning this long-held crush into something real might be challenging, as past experiences have shown.
