Movies like Win a Date with Brad Benton (2005)
The best movies like Win a Date with Brad Benton (2005) are The Bachelor and the Bobby-Soxer (1947), Preaching to the Perverted (1997) and Don Jon (2013). If Win a Date with Brad Benton hooked you, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Girl Next Door (2004)6.8/10 from 4,255 votes
- NewestStraight Guy Watches Gay Porn for the First Time (2026)Released 2026
The Bachelor and the Bobby-Soxer (1947)
Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to date Susan until the crush abates.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPreaching to the Perverted (1997)
A computer wizard infiltrates a London sex club to get evidence for a shutdown, but falls for the proprietress.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDon Jon (2013)
A New Jersey guy dedicated to his family, friends, and church, develops unrealistic expectations from watching porn and works to find happiness and intimacy with his potential true love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisPorno (2019)
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Long Weekend (2005)
Cooper is an actor who sees life as one big party, while Ed is in advertising and takes life too seriously. When Ed gets stressed over a deadline he has to meet, his brother Cooper works hard in trying to get his brother hooked up with a girl, thus a long weekend of stress and beautiful women, culminating in Ed meeting, and making love to, the woman of his dreams.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisEating Out 2: Sloppy Seconds (2006)
How far would you go to get the person of your dreams? With the help of Gwen and Tiffani, Kyle pretends to be heterosexual in order to land Troy, the new guy (and nude model) who's turning the heads of both men and women. He soon finds himself joining the campus ex-gay support group and nabbing a girlfriend! Kyle's ex-boyfriend Marc is horrified at the plan and decides to pursue the confused Troy with his own tactic -- being his "out" gay self. Who will win Troy first?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisKing Cobra (2016)
It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay porn mogul who runs the skin flick empire Cobra Video from his seemingly ordinary suburban home.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThat Awkward Moment (2014)
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 three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisYour Friends & Neighbors (1998)
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 theater professor and husband of her friend, Terri, who is also a writer. Adding to the adulterous mix are Cary, a callous doctor, and Cheri, an art-gallery assistant.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Girl Next Door (2004)
Exceptionally ambitious high schooler Matthew has aspirations for a career in politics when he falls in love with his gorgeous 19-year-old neighbor, Danielle. But Matthew's bright future is jeopardized when he finds Danielle was once a porn star. As Danielle's past catches up with her, Matthew's love for her forces him to re-evaluate his goals.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDifferent for Girls (1997)
Paul and Kim meet when their vehicles collide. Paul is fascinated with the attractive Kim. It turns out that the two were childhood friends in Catholic boys' school, but back then, before the operation, Kim was named Karl.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisMy Fake Boyfriend (2022)
A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisHoliday Date (2019)
When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAnything for Love (2016)
Katherine, a high-powered executive who believes men are intimidated by her career, is persuaded by her friend to create an internet dating profile claiming she is an executive assistant.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAlmost Friends (2017)
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become closer, the line between friendship and intimacy is blurred, and the situation forces both to examine where they are in their lives.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Little Death (2014)
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisZack and Miri Make a Porno (2008)
Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSmall Apartments (2012)
When a clumsy deadbeat accidentally kills his landlord, he must do everything in his power to hide the body, only to find that the distractions of lust, the death of his beloved brother, and a crew of misfit characters force him on a journey where a fortune awaits him.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Perfect Christmas Present (2017)
Tom Jacobs is Mr Christmas! He's built an entire business around helping clients find the perfect gift. But what happens when he falls for one lucky recipient?
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHands of Stone (2016)
The legendary Roberto Duran and his equally legendary trainer Ray Arcel change each other's lives.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisTitle 18 (2022)
An experimental short film made as part of a multi-media triptych, originally screened alongside a fashion collection and an art-installation. Drawing from Papa Yorick’s (Director and fashion designer) thesis “Men Are My Cumrag”, the film reenacts eight mainstay gay porn scripts, incorporating and parodying tropes and clichés, that explore masculine identities within the gay porn industry, through a satirical and critical lens.
Why it matches: Similar story and style
Straight Guy Watches Gay Porn for the First Time (2026)
When Janek, a straight Polish guy watches gay porn for the first time, his world is turned upside down. Battling with unsettling new thoughts, he is put into a journey of self-discovery.
Why it matches: Similar story and style
Tips (2016)
Mario (Thiago Cazado) is in debt. To pay the bills, he displays the body on a famous porn site.
Why it matches: Similar story and style
Without a Mom (2011)
Two gay dads fumble to provide their straight son with meaningful support after the loss of his first real love.
Why it matches: Similar story and style
The Fall of Communism as Seen in Gay Pornography (1998)
Every image in The Fall of Communism as Seen in Gay Pornography comes from gay erotic videos produced in Eastern Europe since the introduction of capitalism. The video provides a glimpse of young men responding to the pressures of an unfamiliar world, one in which money, power and sex are now connected.
Why it matches: Similar story and style
Mondo Homo: A Study of French Gay Porn in the '70s (2014)
Between 1975 and 1983 a new kind of film could be seen in French cinema : home-grown gay pornography. The films were shot in 16mm and most of them were passed and given certificates by the CNC (National Cinema Centre). They were screened in a small number of Parisian cinemas dedicated to gay pornographic films : Le Dragon, La Marotte and Le Hollywood Boulevard as well as several in the provinces. They were essentially the work of three production companies : Les Films de La Troïka (Norbert Terry), AMT Productions (Anne-Marie Tensi) and Les Films du Vertbois (principally Jacques Scandelari). The genre met an untimely end with the advent of video, the last being made in 1983 "Mon ami, mon amour (My friend, my lover)". Since then, gay pornography has not been screened in French cinemas. This film is the result of five years of painstaking research and investigation. It features extensive interviews with the directors and actors illustrated by numerous extracts from their films.
Why it matches: Similar story and style
Bulgarian Lovers (2003)
Graying Spaniard Daniel has a healthy budget for indulging in the finer things in life. Daniel's favorite luxury is playing sponsor to younger men amid the lights and sights of Madrid's gay club scene. After Daniel shares a night with handsome Bulgarian emigre Kyril, he finds himself consumed with an insatiable lust for the charismatic foreigner. But, as their relationship takes shape, Daniel's latest conquest reveals his own manipulative tendencies.
Why it matches: Similar story and style
Beautiful Beings (2022)
A teenage boy, raised by a mother who considers herself psychic, takes a bullied kid into his group of violent misfits. As the group’s troubles escalate toward life-threatening situations, an inner voice awakens in the boy and, with the help of his mother and his new friend, he manages to find his own path.
Why it matches: Similar story and style
Worth the HypeMovies like thisSeeing Heaven (2011)
A beautiful young escort suffers from trip-like dreams he doesn't understand. These visions are shared by his clients, both scaring and exciting them.
Why it matches: Similar story and style
Hustler White (1996)
Reminiscent of Sunset Boulevard, the action is transposed from the silver screen's old backlots to contemporary male prostitution and the pornographic industry.
Why it matches: Similar story and style
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Frequently asked questions
What are the best movies like Win a Date with Brad Benton?
The closest matches to Win a Date with Brad Benton are The Bachelor and the Bobby-Soxer (1947), Preaching to the Perverted (1997) and Don Jon (2013). Below are 27 more, each with the reason it matches.
What should I watch after Win a Date with Brad Benton?
Start with The Bachelor and the Bobby-Soxer (1947), the closest match to Win a Date with Brad Benton.
What is the highest-rated movie like Win a Date with Brad Benton?
The Girl Next Door (2004), rated 6.8/10 by 4,255 TMDB users.
What is the newest movie like Win a Date with Brad Benton?
Straight Guy Watches Gay Porn for the First Time (2026) is the most recent release on this list.
Are there English movies like Win a Date with Brad Benton?
Yes: The Bachelor and the Bobby-Soxer (1947), Preaching to the Perverted (1997) and Don Jon (2013).
How are movies similar to Win a Date with Brad Benton chosen?
First come films that Trakt’s viewers watch alongside Win a Date with Brad Benton, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.