Movies Like Totally Sexy Loser

If you liked Totally Sexy Loser (2003), a movie directed by Jason Schafer, 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
American Beauty (1999)
★ 8/10
Lester Burnham, a depressed suburban father in a mid-life crisis, decides to turn his hectic life around after developing an infatuation with his daughter's attractive friend.
2
The Other Woman (2014)
★ 6.4/10
After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.
3
That Awkward Moment (2014)
★ 6.1/10
Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The…
4
Your Friends & Neighbors (1998)
★ 5.8/10
Restless and unhappy, two couples get caught up in infidelity and deception. Barry is a sullen businessman married to Mary, a writer who is unsatisfied with their relationship. Mary begins an affair with Jerry, a smug…
5
Hands of Stone (2016)
★ 6.6/10
The legendary Roberto Duran and his equally legendary trainer Ray Arcel change each other's lives.
6
Bros (2022)
★ 6.6/10
Two gay men are possibly, probably, stumbling towards love. Maybe. They're both very busy.
7
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…
8
Heartstopper Forever (2026)
★ 7.2/10
It's a new school year for the Truham-Higgs gang. As Nick and Charlie's relationship deepens, their thoughts turn to life after the last bell rings.
9
My Policeman (2022)
★ 7.5/10
In the late 1990s, the arrival of elderly invalid Patrick into Marion and Tom’s home triggers the exploration of seismic events from 40 years previous: the passionate relationship between Tom and Patrick at a time when…
10
¿Quieres ser mi hijo? (2023)
★ 8.4/10
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.
11
Not Easily Broken (2009)
★ 6.3/10
A car accident and shifting affections test the bond between a married couple.
12
Someone Like You... (2001)
★ 6/10
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane…
13
Those People (2015)
★ 6.8/10
On Manhattan's gilded Upper East Side, a young gay painter is torn between an obsession with his infamous best friend and a promising new romance with an older foreign pianist.
14
Champagne Problems (2025)
★ 6/10
A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.
15
I Want You Back (2022)
★ 6.3/10
Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives…
16
Pillion (2025)
★ 6.5/10
Colin, a timid man, meets Ray, a confident biker gang leader, who initiates him into a submissive relationship, challenging Colin’s mundane existence and prompting personal growth through their unconventional dynamic.
17
Candy (2006)
★ 7.1/10
A poet falls in love with an art student, who gravitates to his bohemian lifestyle — and his love of heroin. Hooked as much on one another as they are on the drug, their relationship alternates between states of…
18
The Human Voice (2020)
★ 6.7/10
A woman watches time pass beside the suitcases of her ex-lover (who is supposed to come pick them up but never arrives) and a restless dog who doesn't understand that his master has abandoned him.
19
Lorelei (2020)
★ 6/10
A man is released from prison after 15 years. He reunites with his high school girlfriend, now a single mother of three. What follows is a lyrical take on love, regret and second chances.
20
Five Dances (2013)
★ 6.3/10
A gifted young dancer arrives in New York City and joins the downtown contemporary dance world. With talent to burn, he soon must choose between his responsibility to his broken family in the Midwest, and forging a…