Movies Like Deep Anal Diving

If you liked Deep Anal Diving (2016), 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
Bordello of Blood (1996)
★ 6/10
A seedy private eye gets more than he ever bargained for when a missing persons case leads him to a brothel overseen by the mother of vampires and her lusty army of the undead.
2
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.
3
Working Girls (1987)
★ 6.3/10
A lesbian college graduate, trying to bankroll her own photography business, works as a high-priced New York City escort.
4
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…
5
Casanova (2005)
★ 6.5/10
With a reputation for seducing members of the opposite sex, regardless of their marital status, a notorious womanizer discovers a beauty who seems impervious to his charms. However, as he continues to pursue the…
6
Nymphomaniac: Vol. II (2013)
★ 6.7/10
The continuation of Joe's sexually dictated life delves into the darker aspects of her adult life and what led to her being in Seligman's care.
7
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.
8
The Comfort of Strangers (1990)
★ 5.9/10
An Italian diplomat's son follows and seduces English lovers in Venice.
9
Horrible Bosses 2 (2014)
★ 6.2/10
Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.
10
Hellraiser (1987)
★ 6.9/10
A hedonistic man finds a mysterious puzzle box that summons a group of gruesome beings known as the Cenobites. These otherworldly entities open the doors to a dominion where pain and pleasure are indivisible.
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
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.
13
Hot Girls Wanted (2015)
★ 6.1/10
A first-ever look at the realities of the professional “amateur” porn world and the steady stream of 18-to-19-year old girls entering into it.
14
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…
15
The Best Little Whorehouse in Texas (1982)
★ 6.3/10
When a Conservative TV crusader threatens to shut down beloved brothel The Chicken Ranch, proprietress Miss Mona Stangley and her girls won't go down without a fight.
16
Splendor (1999)
★ 6.2/10
Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible…
17
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.
18
The Cheyenne Social Club (1970)
★ 6.4/10
Cowboy John O'Hanlan is surprised to learn that someone's left him a business in Cheyenne, Wyoming. He sets out to claim it, only to discover it's a brothel.
19
The Escort (2015)
★ 6/10
Desperate for a good story, a sex-addicted journalist throws himself into the world of high-class escorts when he starts following a Stanford-educated prostitute.
20
Portal to Hell (2025)
★ 6.1/10
After a debt-collector finds a portal to hell in a washing machine at his local laundromat, he’s propositioned into feeding it sinners to save his neighbor’s soul, maybe even at the expense of his own.