Affleck had a high-profile romance with actress Gwyneth Paltrow in 1998, following her breakup with actor Brad Pitt. In 2002, he began dating actress/singer Jennifer Lopez, whom he had met prior to filming Gigli. The same year, his engagement to Lopez

Affleck had a high-profile romance with actress Gwyneth Paltrow in 1998, following her breakup with actor Brad Pitt. In 2002, he began dating actress/singer Jennifer Lopez, whom he had met prior to filming Gigli. The same year, his engagement to Lopez was announced, and the relationship between the two received a lot of attention by the entertainment media who dubbed the couple "Bennifer." The couple broke up in 2004 while they were due to get married on September 14 of that year, both blaming the media attention - including an alleged incident in which Affleck partied with Christian Slater and some lap dancers in Vancouver. This negative publicity and media attention was also brought along to the 2003 film Gigli, which also was a box office failure.

He subsequently dated his Daredevil co-star, actress Jennifer Garner, and the two were engaged after nine months of seeing each other. In May 2005, it was announced that Garner was pregnant and the couple were married on June 29,