11 Best Rom-Com Movies on Netflix Right Now (April 2025)

Now known as Deadpool and/or Blake Lively’s husband, Ryan Reynolds in 2008 was just another actor looking for rom-com gold. He found it in Definitely, Maybe, a movie that’s better than it has any right to be. Reynolds is Will Hayes, a successful advertising exec who is going through a divorce. His 10-year-old daughter Maya (Amber Breslin) wants to know how her parents met, and Will proceeds to tell her about not one, not two, but three special women in his life: Summer (Rachel Weisz), Emily (Elizabeth Banks) and April (Isla Fisher).

Who is Sarah’s mother? And which one is Will still smitten with? Definitely, Maybe keeps you guessing, and it’s a genuine surprise to find out who is who. Reynolds pulls off the difficult task of having great chemistry with all three female leads, and he’s a surprisingly convincing dad, too. (He was still in his Van Wilder era in ‘08.) The movie wins you over honestly, and it’s a keeper.