Definitely, Maybe (2008)

Name: Definitely, Maybe
Released: 2008

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

Genres: Comedy, Romance

What to watch after Definitely, Maybe

The Proposal (2009) — Same feel: feel-good, cheerful
About a Boy (2002) — Same feel: feel-good, emotional
The Life List (2025) — Adam Brooks directed both
What If (2013) — Same subject: best friend, falling in love
Always Be My Maybe (2019) — Same feel: feel-good, emotional
The Adam Project (2022) — Ryan Reynolds appears in both