Popsugar Celebrity Celebrity Couples Celebrities Who Have Dated Their Costars 18 Actors Who Couldn't Seem to Stop Dating Their Costars June 2, 2018 by Britt Stephens View On One Page Photo 4 of 50 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 4 When Ben and Jen first met on set, he was engaged to another Jennifer — Lopez. They were together from 2002 to 2004. They starred opposite each other in both Gigli and Jersey Girl. Previous Next Start Slideshow Celebrity CouplesCelebrity FactsCelebrity Breakups