May 10, 2021: Lopez and Affleck take a trip together to Montana and are spotted at a resort near Big Sky.
“She had a great time with Ben,” a source tells People about the Montana trip. “She is happy with him and enjoys spending time with him.” A separate insider reveals to People, “[Jennifer] spent several days with Ben out of town. They have a strong connection. It’s all been quick and intense, but Jennifer is happy.”
Meanwhile, a source tells E! Online, “She wants to give it a shot with Ben. They never really had closure and she has always wondered what could have been. The timing was never right and they were in different places until now.”
A source told People for a May 14 article, “[Jennifer] is in touch with Ben every day. They are making plans to see each other. Jennifer is still very excited about how things are going with Ben.”
May 21, 2021: A source tells Us Weekly that they have reunited in person in Los Angeles following their trip to Montana.
May 25, 2021: A source tells Entertainment Tonight the two are in Miami together: “[Jennifer] has been telling her friends nice things about Ben, and they’re having a lot of fun together…. They feel very comfortable with each other, but are also completely smitten, and it still feels like having a new crush after all these years.” Aww!
June 8, 2021: Lopez is allegedly moving back to A for a “fresh start” with Affleck, E! News reports. A source says that she’s “packing up her Miami rental” and leaving the city where she lived with ex-fiancé Alex Rodriguez. “She will be between LA and the Hamptons this summer, but LA will be her base,” the insider says. Her twins, Emme and Max, will join her, and Lopez is reportedly already looking at schools for them to attend in the fall.
June 9, 2021: Speaking of Los Angeles, the pair have reportedly reunited in California following a brief period apart. Affleck has been in Las Vegas filming a movie. On June 9, Affleck was spotted with Jennifer Lopez’s mom, Guadalupe Rodríguez, at a casino. According to a source speaking with People, “Lupe was there to film a fun cameo.”
“In the past, Jennifer’s mom and Ben were very close,” the source says. “Guadalupe loved Ben. She was sad when they couldn’t work things out years ago. She is thrilled that they are back together now.
“Jennifer is very close with her mom. It’s very important to her that the person she is with gets along with her mom,” they add. “Jennifer loves that Ben and Guadalupe hung out in Las Vegas. They both love gambling and had fun together at the Wynn hotel.”
June 14, 2021: The pair are spotted making out at dinner in a pretty public display of affection—and there’s been no holding back since.