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Episode 166 · May 31, 2026 · 1:32:04
Definitely, Maybe
After covering 158 non-Ryan-Reynolds movies, we owed it to our listeners and ourselves to tag the guy in. So here he is: beloved Canadian leading man Ryan Reynolds in the 2008 "Brooksy" feature Definitely, Maybe, a movie that -- if you used only this episode as evidence -- you would swear was maybe* like our favorite movie ever?
*if not definitely
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Kat Stratocaster
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Definitely, Maybe
(2008)
Directed by Adam Brooks
Comedy
Romance
View full film details →
4.5
tampons
Chick Flick!
Performers
Elizabeth Banks
Ryan Reynolds
Tropes
Falling in love montage
Letter writing
Actor playing a character with his/her own first name (e.g., Amy Adams playing Amy in The Wedding Date; Amy Schumer playing Amy in Trainwreck)
Love triangle
Male eye-candy
Mother-daughter storyline
New York/Los Angeles/London as a character
Pivotal scene involving answering machine
Protagonist works for an ad agency
Shopping montage
Strong female protagonist(s)
Uncomfortably sincere declaration of love
Enlisting the help of friends/strangers to help the character win their love
Primary love interests lying to each other/keeping a major secret(s) from each other
Single dad trying desperately to relate to daughter as she blossoms into a young woman
Takes place at least 15 years in the past (from the film's release date), but no earlier than 1558