Movies Like My First Girlfriend

If you liked My First Girlfriend (2007), a movie directed by Kelly Holland, 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
The Little Death (2014)
★ 6.7/10
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
2
Bob & Carol & Ted & Alice (1969)
★ 6.3/10
After returning to Los Angeles from a group therapy session, documentary filmmaker Bob Sanders and his wife, Carol, find themselves becoming vigilante couples counselors, offering unsolicited advice to their best…
3
Manhattan (1979)
★ 7.7/10
Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
4
Auto Focus (2002)
★ 6.4/10
A successful TV star during the 1960s, former "Hogan's Heroes" actor Bob Crane projects a wholesome family-man image, but this front masks his persona as a sex addict who records and photographs his many encounters…
5
The Dreamers (2003)
★ 7.2/10
When Isabelle and Theo invite Matthew to stay with them, what begins as a casual friendship ripens into a sensual voyage of discovery and desire in which nothing is off limits and everything is possible.
6
Carnal Knowledge (1971)
★ 6.6/10
Two lifelong friends navigate complex sexual encounters and emotional entanglements, wrestling with societal norms and personal desires.
7
Unfaithful (2002)
★ 6.7/10
A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.
8
Pretty Persuasion (2005)
★ 5.8/10
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
9
Love & Sex (2000)
★ 6.2/10
When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back…
10
Good Dick (2008)
★ 5.8/10
A fidgety, wisecracking video store clerk develops a fixation on a particularly reclusive customer, a frequent visitor to the pornography section of Cinefile, the video store where he works in Los Angeles. After…
11
The Rules of Attraction (2002)
★ 6.2/10
The incredibly spoiled and overprivileged students of Camden College are a backdrop for an unusual love triangle between a drug dealer, a virgin and a bisexual classmate.
12
Fifty Shades Darker (2017)
★ 6.5/10
When a wounded Christian Grey tries to entice a cautious Ana Steele back into his life, she demands a new arrangement before she will give him another chance. As the two begin to build trust and find stability, shadowy…
13
Below Her Mouth (2017)
★ 6.8/10
An unexpected affair quickly escalates into a heart-stopping reality for two women whose passionate connection changes their lives forever.
14
Poor Things (2023)
★ 7.6/10
Brought back to life by an unorthodox scientist, a young woman runs off with a lawyer on a whirlwind adventure across the continents. Free from the prejudices of her times, she grows steadfast in her purpose to stand…
15
The Overnight (2015)
★ 5.9/10
Alex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.
16
Single White Female (1992)
★ 6.3/10
Having recently split from her fiancé, Allison Jones welcomes new roommate Hedra Carlson. The young women quickly form a bond, but soon Allison begins to notice not all’s well with her new tenant.
17
Mysterious Skin (2005)
★ 7.7/10
A teenage hustler and a young man obsessed with alien abductions cross paths, together discovering a horrible, liberating truth.
18
Monday (2021)
★ 6.5/10
A spark on a Friday can lead to a sizzling weekend fling, but what happens when you get to the inevitable Monday?
19
Fifty Shades Freed (2018)
★ 6.7/10
Believing they have left behind shadowy figures from their past, newlyweds Christian and Ana fully embrace an inextricable connection and shared life of luxury. But just as she steps into her role as Mrs. Grey and he…
20
Happiness (1998)
★ 7.4/10
The lives of several individuals intertwine as they go about their lives in their own unique ways, engaging in acts which society as a whole might find disturbing in a desperate search for human connection.