Movies Like The Confession of Lily Dare

If you liked The Confession of Lily Dare (2020), a movie directed by Carl Andress, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Bridget Jones's Diary (2001)
★ 6.7/10
Bridget Jones is an average woman struggling against expectations. As a New Year's resolution, Bridget decides to take control of her life, starting by keeping a diary in which she will always tell the complete truth…
2
Much Ado About Nothing (2011)
★ 8.3/10
Two young lovers, Claudio and Hero, are to be married imminently but the devious scheming of a resentful Prince looks set to thwart the nuptials. Meanwhile, marriage seems inconceivable for reluctant lovers Beatrice…
3
Shakespeare in Love (1998)
★ 6.8/10
Young William Shakespeare is forced to stage his latest comedy, 'Romeo and Ethel, the Pirate's Daughter', before it's even written. When lovely noblewoman Viola de Lesseps auditions for a role, they fall into forbidden…
4
Riding in Cars with Boys (2001)
★ 6.7/10
In 1965, a young woman with dreams of becoming a writer has a son at the age of 15 and struggles to make things work with the drug-addicted father.
5
Tetro (2009)
★ 6.8/10
In Buenos Aires, 17-year-old Bennie seeks out his estranged brother Tetro, a once-promising writer haunted by their family’s past. As Bennie uncovers Tetro’s hidden manuscript, old secrets and rivalries resurface…
6
Lady Bird (2017)
★ 7.2/10
Lady Bird McPherson, a strong willed, deeply opinionated, artistic 17 year old comes of age in Sacramento. Her relationship with her mother and her upbringing are questioned and tested as she plans to head off to…
7
The Woman in Red (1984)
★ 6.3/10
When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak…
8
Summer '03 (2018)
★ 5.8/10
16-year-old Jamie Winkle and her extended family are left reeling after her calculating grandmother unveils an array of secrets on her deathbed. As her family deals with her grandmother's surprising dying messages…
9
Austenland (2013)
★ 6.3/10
Obsessed with the BBC production of "Pride and Prejudice", a woman travels to a Jane Austen theme park in search for her perfect gentleman.
10
Fast Times at Ridgemont High (1982)
★ 6.8/10
A group of Southern-California high school students ignore their studies in favor of indulging in their teenage distractions.
11
Mrs. Harris Goes to Paris (2022)
★ 7.3/10
A 1950s London cleaning lady falls in love with an haute couture dress by Christian Dior and decides to gamble everything for the sake of this folly.
12
The Moon Is Blue (1953)
★ 6.3/10
Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.
13
A Good Woman (2004)
★ 6.3/10
Fleeing 1930s New York and leaving behind a chequered past, the giltzy divorcee Mrs Stella Erlynne travels to Italy's sun-dappled Amalfi coast. Mrs Erlynne's appearance causes a stir amongst the visiting aristocracy…
14
The Great Gatsby (2013)
★ 7.3/10
Nick Carraway arrives in New York in 1922, an era of loose morals, glittering jazz and bootleg kings. Chasing his own American Dream, Nick encounters the mysterious millionaire Gatsby and his bewitching cousin Daisy…
15
Merrily We Go to Hell (1932)
★ 6.4/10
A drunken newspaperman, Jerry Corbett, is rescued from his alcoholic haze by an heiress, Joan Prentice, whose love sobers him up and encourages him to write a play, but he lapses back into dipsomania.
16
The French Lieutenant's Woman (1981)
★ 6.5/10
In this story-within-a-story, Anna is an actress starring opposite Mike in a period piece about the forbidden love between their respective characters, Sarah and Charles. Both actors are involved in serious…
17
In Her Shoes (2005)
★ 6.2/10
Irresponsible party girl Maggie is kicked out of her father's and stepmother's home—where she lives for free—and is taken in by her hard-working sister, Philadelphia lawyer Rose. After Maggie's disruptive ways ruin her…
18
Hello, Dolly! (1969)
★ 7/10
Dolly Levi is a strong-willed matchmaker who travels to Yonkers, New York in order to see the miserly "well-known unmarried half-a-millionaire" Horace Vandergelder. In doing so, she convinces his niece, his niece's…
19
Playing It Cool (2014)
★ 5.9/10
A young man meets and instantly falls in love with an engaged woman.
20
Knocked Up (2007)
★ 6.3/10
A slacker and a career-driven woman accidentally conceive a child after a one-night stand. As they try to make the relationship work, they must navigate the challenges of parenthood and their differences in lifestyle…