Movies Like Caught by Surprise

If you liked Caught by Surprise (1997), a movie directed by Karen Dior, 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
Porno (2019)
★ 6/10
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.
2
Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
★ 6.5/10
A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and…
3
Don Jon (2013)
★ 6/10
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.
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
Barely Legal (2003)
★ 5.9/10
Teenager Deacon works at a video shop, and his buddies, Fred and Matt, sell the bootleg porno films he acquires. Deacon gets fired, but the pals have the bright idea of filming their own Internet porn flick in order to…
6
Kiss of the Spider Woman (1985)
★ 7/10
The story of two radically different men thrown together in a Latin American prison cell. One is Valentin, a journalist being tortured for his political beliefs. The other is Molina, a gay window-dresser who fills…
7
Scorpio Rising (1964)
★ 6.6/10
A gang of bikers prepares for a race as sexual, sadistic, and occult images are cut together.
8
Old School (2003)
★ 6.6/10
Three friends attempt to recapture their glory days by opening up a fraternity near their alma mater.
9
Blue Chips (1994)
★ 6.1/10
Pete Bell, a college basketball coach is under a lot of pressure. His team isn't winning and he cannot attract new players. The stars of the future are secretly being paid by boosters. This practice is forbidden in the…
10
King Cobra (2016)
★ 5.8/10
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…
11
Magic Mike (2012)
★ 6.2/10
Mike, an experienced stripper, takes a younger performer called The Kid under his wing and schools him in the arts of partying, picking up women, and making easy money.
12
Shame (2011)
★ 6.9/10
Brandon, a thirty-something man living in New York, eludes intimacy with women but feeds his deepest desires with a compulsive addiction to sex. When his younger sister temporarily moves into his apartment, stirring up…
13
The Cable Guy (1996)
★ 6/10
When recently single Steven moves into his new apartment, cable guy Chip comes to hook him up—and doesn't let go. Initially, Chip is just overzealous in his desire to be Steven's pal, but when Steven tries to end the…
14
My Awkward Sexual Adventure (2012)
★ 6.7/10
A hyper-repressed and schlubby accountant (Jonas Chernick) strikes a deal with a worldly but disorganized stripper (Emily Hampshire): he'll help her with her crushing debt if she helps him become a better lover.
15
GirlHouse (2014)
★ 6/10
In an attempt to make some extra cash while away at College, Kylie moves into a house that streams content to an X-rated website. After a deranged fan hacks in to determine the house's location, she finds herself in a…
16
Preaching to the Perverted (1997)
★ 6.1/10
A computer wizard infiltrates a London sex club to get evidence for a shutdown, but falls for the proprietress.
17
A Month in the Country (1987)
★ 6.5/10
A destitute WWI veteran is hired to help carry out restoration work on a medieval mural in a rural Yorkshire church. While living in the quiet village, he forms a close friendship with an archaeologist and begins to…
18
The Little Death (2014)
★ 6.7/10
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
19
The Fluffer (2001)
★ 5.8/10
Self-effacing, boyish Sean moves to LA to pursue a career in movies but finds it tougher than he imagined. He stumbles onto porn star Johnny Rebel - a handsome, muscled dream of men and women alike - who awakens Sean’s…
20
Magic Mike XXL (2015)
★ 6.1/10
Three years after Mike bowed out of the stripper life at the top of his game, he and the remaining Kings of Tampa hit the road to Myrtle Beach to put on one last blow-out performance.