
What to read, watch, and listen to if you lovedDefinitely, Maybe
Adam Brooks · Film · 2008
If you loved Definitely, Maybe, start with How I Met Your Mother (Carter Bays, 2005) — a series on the same thread. Below: 4 books, 4 series and 2 podcasts, each matched to Definitely, Maybe across media.
You loved how Definitely, Maybe uses the lens of memory and reflection to untangle the messy, honest path toward finding true love.
Books on the same thread
The Sweetest Thing
Deborah Fletcher Mello · Book · 2014
Explores: Inheritance, Estranged Family, Culinary Romance.
Much like the life-altering revelations in Definitely, Maybe, this story finds beauty in the unexpected transitions of the heart and the importance of honoring one's past while building a future.
The Notebook
Nicholas Sparks · Book · 2008
Explores: Star-crossed lovers, Second chance romance, Class divide.
If the emotional weight of a long-term retrospective in Definitely, Maybe moved you, you will appreciate how this narrative explores the enduring power of a love that defies time.

Summer in the City
Alex Aster · Book
Explores: billionaire romance, career ambition, serendipity.
This story mirrors the serendipitous, urban romance found in Definitely, Maybe, focusing on the way past connections can suddenly resurface to challenge your current trajectory and sense of self.
A Walk to Remember
Nicholas Sparks · Book · 2000
Explores: Opposites attract, Terminal illness, Redemption arc.
Just as Definitely, Maybe balances heartbreak with growth, this tale captures the profound intensity of formative relationships that leave a lasting imprint on your life, regardless of the outcome.
Series on the same thread

How I Met Your Mother
Carter Bays · Series · 2005
Shares a thread with Definitely, Maybe: Romantic Comedy.
The structural heart of this show perfectly echoes the flashback narrative of Definitely, Maybe, using a father's storytelling as a bridge to understand his journey toward finding his soulmate.

Moonlighting
Glenn Gordon Caron · Series · 1985
Explores: Will They/Won't They, Sexual Tension, Quirky Characters.
The crackling chemistry and shifting dynamics between partners in this series capture the same witty, unconventional romantic tension that makes the central relationships in Definitely, Maybe so compelling to watch.

The Marvelous Mrs. Maisel
Amy Sherman-Palladino · Series · 2017
Explores: Self-Discovery, Female Empowerment, Breaking Societal Norms.
Like the protagonist of Definitely, Maybe, Midge must navigate the sudden collapse of her expected life, finding self-discovery and a new path forward amidst the changing landscape of Manhattan.

Catastrophe
Rob Delaney · Series · 2015
Shares a thread with Definitely, Maybe: Romantic Comedy.
This series captures the authentic, messy reality of modern dating explored in Definitely, Maybe, proving that the most meaningful relationships often begin in the most unplanned and chaotic ways.
Podcasts on the same thread
boomer and zoomer
Podcast
Shares a thread with Definitely, Maybe: father-daughter relationship.
If you cherished the central father-daughter bond in Definitely, Maybe, this podcast provides an intimate, real-world reflection on the unique intergenerational dynamics and conversations that define that specific family relationship.
THE ADAM BUXTON PODCAST
ADAM BUXTON · Podcast
Explores: east anglia, family life, dog ownership.
The conversational, rambling nature of this podcast captures the same candid and human spirit found in the reflective storytelling of Definitely, Maybe, prioritizing genuine connection over polished, perfect narratives.
Keep exploring
Common questions
Is Definitely, Maybe a story about a man reflecting on his past?
Yes, Definitely, Maybe follows Will as he recounts the story of how he met his daughter's mother. This process allows him to reflect on his past relationships and discover whether he has a second chance at a future with a former love.
What is the primary motivation for the protagonist in Definitely, Maybe?
The primary motivation for Will in Definitely, Maybe is explaining his romantic history to his daughter. Through this storytelling process, he gains new perspective on his past choices, which leads him to reevaluate his current life and potential future opportunities.
Does Definitely, Maybe involve a second chance at romance?
Yes, the plot of Definitely, Maybe centers on Will revisiting his romantic history while telling his daughter about her mother. By taking a second look at his past experiences, he realizes that he might have a second chance at love in his future.
Who directed the 2008 film Definitely, Maybe?
The 2008 film Definitely, Maybe was written and directed by Adam Brooks. The story focuses on a father sharing his past romantic journey with his daughter, ultimately leading him to reconsider his life path and potential for a new future.