Movies Like And Then Came Lola

If you liked And Then Came Lola (2009), a comedy and drama movie directed by Megan Siler and Ellen Seidler, 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
Elena Undone (2010)
★ 6.9/10Also drama and romance
The wife of a pastor who preaches against homosexuality embarks on an affair with a female writer.
2
A Perfect Ending (2012)
★ 6.2/10Also drama and romance
This intimate drama follows Rebecca, a woman who has kept her sexuality a secret from her friends but chooses to reveal it to a stranger. While Rebecca's revelations may not yield the results she expects, a perfect…
3
New York, I Love You (2008)
★ 6/10Also comedy and drama
New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East…
4
He Said, She Said (1991)
★ 5.9/10Also comedy and drama
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…
5
200 Cigarettes (1999)
★ 5.8/10Also comedy and drama
In 1981 New York City, a collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses on New Years Eve.
6
Bedrooms and Hallways (1998)
★ 6.1/10Also comedy and drama
At the suggestion of a straight friend, gay man Leo joins a men’s group, where he causes some upsets by declaring his attraction to one of its members.
7
Shag (1989)
★ 6.2/10Also comedy and drama
Summer of 1963. Carson is getting married to her boyfriend so her friends Melaina, Pudge and Luanne take her to Myrtle Beach for one last irresponsible weekend.
8
Catch and Release (2006)
★ 5.9/10Also comedy and drama
For a grieving fiancée, learning to love again requires the help of her late love's three best friends.
9
Girlfriends (1978)
★ 6.7/10Also drama and comedy
A photographer and her best friend are roommates. She is stuck with small-change shooting jobs and dreams of success. When her roommate decides to get married and leave, she feels hurt and has to learn how to deal with…
10
Chasing Papi (2003)
★ 6.7/10Also comedy and romance
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…
11
Author! Author! (1982)
★ 6/10Also comedy and drama
While facing the stress of his original play being produced on Broadway, playwright Ivan Travalian deals with having to raise his son, his stepdaughters, and his stepsons.
12
Is This Thing On? (2025)
★ 6.6/10Also comedy and drama
As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to…
13
A Little Bit of Heaven (2011)
★ 6.3/10Also comedy and drama
A guarded woman finds out she's dying of cancer but, when she meets her match, the threat of falling in love is scarier than death.
14
The Mirror Has Two Faces (1996)
★ 6.7/10Also comedy and drama
Rose Morgan, who still lives with her mother, is a professor of Romantic Literature who desperately longs for passion in her life. Gregory Larkin, a mathematics professor, has been burned by passionate relationships…
15
Home Again (2017)
★ 6.1/10Also comedy and drama
Life for a single mom in Los Angeles takes an unexpected turn when she allows three young guys to move in with her.
16
Not Easily Broken (2009)
★ 6.3/10Also drama and romance
A car accident and shifting affections test the bond between a married couple.
17
The Baltimorons (2025)
★ 6.3/10Also comedy and drama
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
18
Dot the I (2003)
★ 6/10Also romance and drama
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.
19
The Lost Husband (2020)
★ 6.7/10Also drama and romance
Trying to put her life back together after the death of her husband, Libby and her children move to her estranged Aunt's goat farm in central Texas.
20
Sidewalks of New York (2001)
★ 6.1/10Also comedy and drama
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives…