Movies like Pictures of Lily (2019)
The best movies like Pictures of Lily (2019) are The Best You Can (2025), The Good House (2021) and Rosaline (2022). If Pictures of Lily hooked you with its drama and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestOne Night Only (2026)Released 2026
The Best You Can (2025)
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisThe Good House (2021)
When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisRosaline (2022)
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisXX/XY (2002)
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisStrictly Sexual (2008)
Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisVoicemails for Isabelle (2026)
A young woman's hilariously confessional voicemails to her late sister are unknowingly redirected to a stranger, who begins to fall in love from afar.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Absolute CinemaMovies like thisIrreplaceable You (2018)
A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisHe Said, She Said (1991)
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisDirty Sexy Saint (2019)
Clay Kincaid hates the nickname 'Saint', he got for being too kind to stray animals and desperate people. Especially when it comes to women. With a rough and damaged past that has left him jaded, he doesn't do committed relationships. This is before he meets Samantha Jamieson, an heiress turned runaway in need of help. When she starts to work as a waitress at his bar, he discovers that she is someone truly special and amazing… someone that could warm his damaged heart.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisThe Giant Mechanical Man (2012)
An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHow to Please a Woman (2022)
When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisDot the I (2003)
A fiery Spanish woman is about to marry a kind British man when she meets a Brazilian actor who ignites in her a flame of lust she can't ignore.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisPicture This (2025)
Single and without a man on the horizon, Pia runs a failing photography studio in London with her best friend Jay. As her sister Sonal prepares for marriage and her mother Laxmi urges her to partner up, a spiritual guru predicts Pia will meet the love of her life among her next five dates. With her family intervening, Pia embarks on a hilarious yet heartfelt quest for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisAlmost Friends (2017)
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become closer, the line between friendship and intimacy is blurred, and the situation forces both to examine where they are in their lives.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisTime Is Up (2021)
Vivien, an accomplished student with a passion for physics, and Roy, a troubled young man, are involved in an accident that forces them to reclaim their lives one minute at the time.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisOne Night Only (2026)
Two love-starved strangers crash into each other on the one night of the year when single people are allowed to have sex.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAshes in the Snow (2018)
The coming-of-age tale of 16-year-old Lina Vilkas who is deported to Siberia amid Stalin's reign of terror in the Baltic region during WWII. An aspiring artist, she secretly documents her harrowing journey with her drawings.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisMr. Right (2016)
A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisOnce Around (1991)
A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisLife As We Know It (2010)
After a disastrous first date for caterer Holly and network sports director Messer, all they have in common is a dislike for each other and their love for their goddaughter Sophie. But when they suddenly become all Sophie has in this world, Holly and Messer must set their differences aside. Juggling careers and social calendars, they'll have to find common ground while living under the same roof.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisTadpole (2002)
Beautiful, sophisticated women are all over Oscar Grubman. He is sensitive and compassionate, speaks French fluently, is passionate about Voltaire, and thinks the feature that tells the most about a woman is her hands. On the train home from Chauncey Academy for the Thanksgiving weekend, Oscar confides in his best friend that he has plans for this vacation--he will win the heart of his true love. But there is one major problem--Oscar's true love is his stepmother Eve.
Why it matches: Similar story and style · both comedy & drama
SnoozefestMovies like thisSuburban Girl (2007)
Publishing assistant Brett Eisenberg wants to be a big-time editor. However, she lacks self-confidence, a problem that isn't helped by her new, overbearing boss. Brett soon enters into a relationship with Archie, an older man who has plenty of his own issues, including alcoholism, diabetes and a difficult relationship with his daughter. Intent on helping Archie get past his problems, she turns to her dying father for advice.
Why it matches: Similar story and style · both comedy & drama
SnoozefestMovies like thisMeet Me at the Eclipse (2026)
In 1995, a young Catholic woman at the end of noviciate finds herself shaken by the flashbacks of a long gone first love.
Why it matches: Similar story and style · both romance & comedy
Man's Favorite Sport? (1964)
Roger Willoughby is a renowned fishing expert, who, unbeknownst to his friends, co-workers, or boss, has never cast a line in his life. One day, he crosses paths with Abigail Paige, a sweetly annoying girl who has just badgered his boss into signing Roger up for an annual fishing tournament.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisThe Good Guy (2009)
Ambitious young Manhattanite and urban conservationist Beth wants it all: a good job, good friends, and a good guy to share the city with. Of course that last one is often the trickiest of all. Beth falls hard for Tommy, a sexy, young Wall Street hot-shot. But just as everything seems to be falling into place, complications arise in the form of Tommy's sensitive and handsome co-worker Daniel. Beth soon learns that the game of love in the big city is a lot like Wall Street -- high risk, high reward and everybody has an angle.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisJoni's Promise (2005)
A film delivery man promises a beautiful young woman to deliver a film reel on time to a movie theater, but the the whole city seems to conspire against him.
Why it matches: Similar story and style · both comedy & romance
With Six You Get Eggroll (1968)
Abby McClure, a widow with three sons, and Jake Iverson, a widower with a teenage daughter, begin dating and eventually decide to get married. But they're not prepared for the hostile reactions from their children, who are not very excited about the new union between the two families.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisBad Romance (2022)
Rob, a socially awkward and lonely guy, attempts to track down the man who killed his wife — but not for revenge. He wants to make friends and find love along the way
Why it matches: Similar story and style · both comedy & romance
Like Pictures of Lily and something else?
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Frequently asked questions
What are the best movies like Pictures of Lily?
The closest matches to Pictures of Lily are The Best You Can (2025), The Good House (2021) and Rosaline (2022). Below are 27 more, each with the reason it matches.
What should I watch after Pictures of Lily?
Start with The Best You Can (2025), the closest match to Pictures of Lily.
What is the highest-rated movie like Pictures of Lily?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like Pictures of Lily?
One Night Only (2026) is the most recent release on this list.
Are there English movies like Pictures of Lily?
Yes: The Best You Can (2025), The Good House (2021) and Rosaline (2022).
How are movies similar to Pictures of Lily chosen?
First come films that Trakt’s viewers watch alongside Pictures of Lily, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.