Definitely, Maybe
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.
Movies Like Definitely, Maybe
Similar in style, tone, and themes — find your next watch.
Speechless
1994★ 5.9
In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.
Run Fatboy Run
2007★ 6.2
Five years after jilting his pregnant fiancée on their wedding day, out-of-shape Dennis decides to run a marathon to win her back.
The Map of Tiny Perfect Things
2021★ 7.1
Two teenagers trapped in an endless time loop set out to find all the tiny things that make that one day perfect.
No Strings Attached
2011★ 6.3
Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best friends?
In a World...
2013★ 6.3
An underachieving vocal coach is motivated by her father, the king of movie-trailer voice-overs, to pursue her aspirations of becoming a voice-over star. Amidst pride, sexism and family dysfunction, she sets out to change the voice of a generation.
Because I Said So
2007★ 5.9
In an effort to prevent family history from repeating itself, meddlesome mom Daphne Wilder attempts to set up her youngest daughter, Milly, with Mr. Right. Meanwhile, her other daughters try to keep their mom's good intentions under control.
Only the Lonely
1991★ 6.1
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.
The Jane Austen Book Club
2007★ 6.5
Six Californians start a club to discuss the works of Jane Austen. As they delve into Austen's literature, the club members find themselves dealing with life experiences that parallel the themes of the books they are reading.
Little Italy
2018★ 6.6
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
Easy Virtue
2008★ 6.5
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
I Married a Witch
1942★ 6.9
A 17th-century witch returns to wreak havoc in the life of a descendant of the Puritan witch hunter who burned her, but runs afoul of her father when she discovers that her mischief might have found her true love.
The Kissing Booth 2
2020★ 7.6
With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.
What Women Want
2000★ 6.5
Advertising executive Nick Marshall is as cocky as they come, but what happens to a chauvinistic guy when he can suddenly hear what women are thinking? Nick gets passed over for a promotion, but after an accident enables him to hear women's thoughts, he puts his newfound talent to work against Darcy, his new boss, who seems to be infatuated with him.
Yoh! Bestie
2026★ 6.2
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
To All the Boys I've Loved Before
2018★ 7.6
Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.
Guess Who
2005★ 6.0
When a young African-American woman brings her fiancé home to meet her parents, she's neglected to mention one tiny detail – he's white.
Crossing Delancey
1988★ 5.9
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Pretty Woman
1990★ 7.4
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!
Mischief
1985★ 6.6
1956: The shy Jonathan's luck with girls changes when he wins the rebellious Gene as a friend in his last year of high school. Gene is adored by many girls and manages to teach Jonathan a few lessons. Gene himself would rather just be with one girl: his girlfriend Bunny. But since his father is poor, her parents don't accept him.
Time Freak
2018★ 6.7
Stillman, a heartbroken physics student, builds a time machine when his girlfriend breaks up with him. Going back in time, he attempts to save their relationship by fixing every mistake he made—while dragging his best friend along in the process.