My Best Friend's Girl (2008)

Lizzy Caplan, Kate Hudson, Diora Baird, Alec Baldwin

Dustin, an amiable guy, is in love with Alexis, a coworker. When she tells him she just wants to be friends, he hires his roommate Tank, a fast-talking, amoral scoundrel who has a side business: men whose women have dumped them hire Tank to take their ex-girlfriends out on the date from Hell, to dri