Movies Like More Dirty Debutantes 256

If you liked More Dirty Debutantes 256 (2003), 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
American Pie (1999)
★ 6.7/10
At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a…
2
Plan B (2021)
★ 6.2/10
After a regrettable first sexual encounter, a straight-laced high school student and her slacker best friend have 24 hours to hunt down a Plan B pill in America's heartland.
3
Aroused (2013)
★ 5.9/10
Get up close and personal with 16 of the most successful women in the adult film industry as they shed their clothes for an intimate photo shoot with director Deborah Anderson. As questions are asked, personal stories…
4
Being Eddie (2025)
★ 6.8/10
From teen comedian to Hollywood legend, Eddie Murphy revisits his extraordinary showbiz ride with raw honesty and humor.
5
Bettie Page Reveals All (2013)
★ 6.8/10
The world's greatest pin-up model and cult icon, Bettie Page, recounts the true story of how her free expression overcame government witch-hunts to help launch America's sexual revolution. When she saw the film The…
6
Private Parts (1997)
★ 6.5/10
The life and career of shock-jock superstar Howard Stern is recounted from his humble beginnings to his view from the top. Possessing a desire to be an on-air personality since childhood, Stern meanders through the…
7
Love & Other Drugs (2010)
★ 7/10
Maggie is an alluring free spirit who won't let anyone – or anything – tie her down. But she meets her match in Jamie, whose relentless and nearly infallible charm serves him well with the ladies and the cutthroat…
8
X-Rated 2: The Greatest Adult Stars of All Time (2016)
★ 6.8/10
Documentary sequel that offers a close-up look into the personal lives of the legendary porn stars who've survived the test of time and influenced popular culture. Blends rare interviews with erotic clips and…
9
Sex Drive (2008)
★ 6.4/10
A high school senior drives cross-country with his best friends to hook up with a babe he met online.
10
The 40 Year-Old Virgin (2005)
★ 6.4/10
Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers…
11
sex, lies, and videotape (1989)
★ 7/10
Ann, a frustrated wife, enters into counseling due to a troubled marriage. Unbeknownst to her, her husband John has begun an affair with her sister. When John’s best friend Graham arrives, his penchant for interviewing…
12
Nymphomaniac: Vol. I (2013)
★ 6.9/10
A man named Seligman finds a fainted wounded woman in an alley and he brings her home. She tells him that her name is Joe and that she is nymphomaniac. Joe tells her life and sexual experiences with hundreds of men…
13
For a Good Time, Call... (2012)
★ 5.8/10
College "frenemies" Lauren and Katie move in together after losing a relationship and rent control, respectively. Sharing Katie's late grandmother's apartment in New York City, the girls bicker with each other until…
14
Good Luck to You, Leo Grande (2022)
★ 7/10
Nancy Stokes, a retired schoolteacher, is pretty sure she has never had good sex. Now that her husband has died, she is determined to take a tour of sexual vistas that until now she has only imagined. She even has a…
15
Lovelace (2013)
★ 6/10
Story of Linda Lovelace, who is used and abused by the porn industry at the behest of her coercive husband, before taking control of her life.
16
Two Moon Junction (1988)
★ 6.1/10
A young Southern débutante temporarily abandons her posh lifestyle and upcoming, semi-arranged marriage to have a lustful and erotic fling with a rugged drifter who works at a local carnival.
17
The Men Who Stare at Goats (2009)
★ 6/10
A reporter in Iraq might just have the story of a lifetime when he meets Lyn Cassady, a guy who claims to be a former member of the U.S. Army's New Earth Army, a unit that employs paranormal powers in their missions.
18
The Notorious Bettie Page (2006)
★ 6.3/10
Bettie Page grew up in a conservative religious family in Tennessee and became a photo model sensation in 1950s New York. Bettie's legendary pin-up photos made her the target of a Senate investigation into pornography…
19
Yes, God, Yes (2020)
★ 6.3/10
Alice, a young innocent Catholic girl, is tempted into masturbating after an AOL chat suddenly turns sexual, however is conflicted as the act would be considered a sin.
20
Overboard (2018)
★ 6.7/10
A spoiled, wealthy yacht owner is thrown overboard and becomes the target of revenge from his mistreated employee.