Movies Like Weekend in Connecticut

If you liked Weekend in Connecticut (2002), 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
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.
2
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.
3
X (2011)
★ 6.4/10
A veteran call girl and a runaway prostitute witness a murder which sends them on an out-of-control roller coaster ride through the twilight zone of sex-for-sale.
4
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…
5
The Bachelor and the Bobby-Soxer (1947)
★ 6.9/10
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…
6
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…
7
Deuce Bigalow: Male Gigolo (1999)
★ 6/10
Deuce Bigalow is a less than attractive, down on his luck aquarium cleaner. One day he wrecks the house of a gigolo and needs quick money to repair it. The only way he can make it is to become a gigolo himself, taking…
8
Bob & Carol & Ted & Alice (1969)
★ 6.3/10
After returning to Los Angeles from a group therapy session, documentary filmmaker Bob Sanders and his wife, Carol, find themselves becoming vigilante couples counselors, offering unsolicited advice to their best…
9
Pretty Persuasion (2005)
★ 5.8/10
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
10
X-Rated: The Greatest Adult Movies of All Time (2015)
★ 6.4/10
The evolution of adult cinema through the most influential films in history, a journey that begins in the 1970s and ends nowadays. An in-depth analysis of the success of the most prestigious erotic films, their impact…
11
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.
12
Palm Swings (2017)
★ 5.9/10
After moving to Palm Springs, a young married couple puts their love to the test when they discover that their neighbors are swingers.
13
Young People Fucking (2007)
★ 5.9/10
On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by…
14
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.
15
From Straight A's to XXX (2017)
★ 5.9/10
When a change of circumstances leaves Miriam unable to pay her college tuition, she makes a surprising decision: to start performing in adult films, using the pseudonym Belle Knox. Miriam lies to her family and her…
16
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.
17
The Little Death (2014)
★ 6.7/10
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
18
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…
19
Saint Jack (1979)
★ 6.6/10
Jack Flowers is an American hustler trying to make his fortune in 1970s Singapore in small time pimping. His dreams of building a fortune by running a brothel himself and returning to the States is materialized when he…
20
Heatwave (2022)
★ 6.2/10
A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.