They have starred in two films together, Gigli (2003) and Jersey Girl (2004), and appeared in two music videos together, "Jenny from the Block" (2002) and "Marry Me" (ballad version) (2022).
[4][5] After wrapping filming for the movie in March 2002, Affleck had spent a reported $18,000 on a set of half-page advertisements to express the pleasure he had working with Lopez.
[13] After three months of dating, Affleck proposed to Lopez at his mother's home in October 2002[14] with a $1.2m 6.1-carat Harry Winston pink diamond ring.
[22] As Jason Bailey in a piece for the Guardian observed: "it's important to frame this ghastly reception within the atmosphere of the moment.
Affleck and Lopez met during the film’s production and quickly became an item – such a public one that, by the time it hit theaters a year later, the “Bennifer” backlash had built up quite a head of steam.
[13] The following month, the couple postponed their planned September 2003 wedding just days before it was set to take place due to "excessive media attention".
[25] The former couple's second movie, Jersey Girl, premiered two months later in March 2004, garnering another box-office bomb for the pair.
"[36] Lopez has seconded Affleck's words, saying that the media coverage destroyed their relationship "from the inside out" and that she felt “eviscerated“ by it.
On June 14, 2021, photos and videos of Affleck and Lopez kissing were released to the media for the first time in almost two decades, confirming that their romance was back on.
[51][52][53] For Valentine's Day, Affleck directed and gifted to Lopez, shared through her OntheJLo Email, a remix of her song "On My Way".
[54] He also made his second cameo appearance in an official Lopez music video: "Marry Me" (Ballad Version).