Movies Like How I Met My Girlfriend: Jessa Rhodes

If you liked How I Met My Girlfriend: Jessa Rhodes (2021), a movie, 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
Sundays at Tiffany's (2010)
★ 6.5/10
Jane, a soon-to-be-married woman, is reunited with her imaginary friend Michael who returns in a human form. Soon, Jane begins doubting her feelings for her fiance as she gets attracted to Michael.
2
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.
3
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…
4
The Outrage (1964)
★ 5.9/10
At a disused railway station, three men -- a con artist, a preacher, and a prospector -- discuss the recent trial and sentencing of the outlaw Juan Carrasco for the murder of a man and the rape of his wife. In their…
5
The Little Death (2014)
★ 6.7/10
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
6
Risqué (2025)
★ 7.5/10
Fired from a strip club, a vengeful dancer masterminds a high-stakes heist with fellow strippers to take down the corrupt boss and the men who underestimate them.
7
Bordello of Blood (1996)
★ 6/10
A seedy private eye gets more than he ever bargained for when a missing persons case leads him to a brothel overseen by the mother of vampires and her lusty army of the undead.
8
Pimp (2018)
★ 6.2/10
An urban love story set on the hard streets of the Bronx. A struggling female pimp, named Wednesday, grows up learning the game from her dad. Once he's gone she's left to look out for her prostitute mother and…
9
I Spit on Your Grave (2010)
★ 6.5/10
A beautiful woman from the city, Jennifer Hills, rents an isolated cabin in the country to write her latest novel. Soon, a group of local lowlifes subject her to a nightmare of degradation, rape, and violence.
10
Original Sin (2001)
★ 6.2/10
A young man is plunged into a life of subterfuge, deceit and mistaken identity in pursuit of a femme fatale whose heart is never quite within his grasp.
11
Newness (2017)
★ 6.1/10
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
12
Dolemite Is My Name (2019)
★ 7/10
The story of Rudy Ray Moore, who created the iconic big screen pimp character Dolemite in the 1970s.
13
Time Is Up (2021)
★ 6.5/10
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.
14
Boys Don't Cry (1999)
★ 7.4/10
A young transgender man explores his gender identity and searches for love in rural Nebraska.
15
Fear Street: 1978 (2021)
★ 7.2/10
In 1978, two rival groups at Camp Nightwing must band together to solve a terrifying mystery when horrors from their towns' history come alive.
16
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?
17
Female Trouble (1976)
★ 6.9/10
Teenage delinquent Dawn Davenport, incensed after her parents do not give her the cha-cha heels she wanted for Christmas, runs away from home. After an illegitimate child and hairstylist husband bring her more misery…
18
Unfaithful (2002)
★ 6.7/10
A New York suburban couple's marriage goes dangerously awry when the wife indulges in an adulterous fling.
19
The Broken Hearts Club: A Romantic Comedy (2000)
★ 6.3/10
A close-knit group of gay friends share the emotional roller coster of life, relationships, the death of friends, new beginnings, jealousy, fatherhood and professional success. At various stages of life's disarray…
20
Oldboy (2013)
★ 5.9/10
A man has only three and a half days and limited resources to discover why he was imprisoned in a nondescript room for 20 years without any explanation.