Rent I'm with Lucy (2002)

After being unexpectedly dumped by her seemingly perfect boyfriend, Lucy (Monica Potter) wants to hide away in her apartment - but her friends set her up with a series of blind dates: a shy entomologist (John Hannah), a sensual playwright (Gael Garcia Bernal) a hunky doctor (David Boreanaz), a self-centred baseball player (Anthony LaPaglia), and a bickering businessman (Henry Thomas). It's anyone's guess who she'll end up with!