Ben Affleck and Jennifer Lopez Relationship Timeline
Jennifer Lopez and Ben Affleck's Latest Romantic Milestone Is a Permanent Symbol of Their Love
November 2002: Jennifer Lopez and Ben Affleck Announce Their Engagement
During a November 2002 interview with Diane Sawyer, Jennifer announced her engagement to Affleck and showed off her new six-carat pink diamond ring. When asked about the proposal, J Lo told Sawyer it was "traditional, but also in a very spectacular way, as of course Ben would do it . . . It was very, very beautiful." She also gushed to Sawyer about her and Affleck's similar upbringings and revealed how Affleck won over her mother.
Around the same time, the music video for "Jenny From the Block" debuted on "TRL." The video prominently featured Affleck in several raunchy scenes, and though it delighted fans, Affleck later admitted he regretted the move. "If I have a regret, it was doing the ['Jenny From the Block'] music video," he told Daily Record in 2008. "But that happened years ago. I've moved on."