Jack and Jill vs. The World

Jack and Jill vs. The World (2008) — watch online on iFILM — is a low-key American romantic comedy written and directed by Vanessa Parise, with Freddie Prinze Jr. as Jack: a slick New York advertising executive with a penthouse, a sports car, and a wardrobe he could practically drown in. Jill (Taryn Manning) rescues stray animals and runs on a completely different frequency.

They fall for each other anyway. The film is more honest about what follows than most romcoms — less interested in the spark than in whether two people with opposite operating systems can actually make something work. Stream Jack and Jill vs. The World online on iFILM.