Movies Like Drilled Deep

If you liked Drilled Deep (1970), a movie directed by Ray Harrison and Scott Masters, 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
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…
3
Eating Out 2: Sloppy Seconds (2006)
★ 6.1/10
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…
4
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.
5
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.
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
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.
8
The Little Death (2014)
★ 6.7/10
A comedy film that looks into the loosely connected lives of people with strange sexual fantasies.
9
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.
10
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…
11
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.
12
The Duke of Burgundy (2015)
★ 6.3/10
Day in and day out, lovers Cynthia and Evelyn enact an elaborate sadomasochistic fantasy as mistress and maid. But as their ritual of domination and submission begins to turn stale, Cynthia yearns for something more…
13
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…
14
Below Her Mouth (2017)
★ 6.8/10
An unexpected affair quickly escalates into a heart-stopping reality for two women whose passionate connection changes their lives forever.
15
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.
16
Good Dick (2008)
★ 5.9/10
A fidgety, wisecracking video store clerk develops a fixation on a particularly reclusive customer, a frequent visitor to the pornography section of Cinefile, the video store where he works in Los Angeles. After…
17
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…
18
Nine 1/2 Weeks (1986)
★ 6.1/10
An erotic story about a woman, the assistant of an art gallery, who gets involved in an impersonal affair with a man. She barely knows about his life, only about the sex games they play, so the relationship begins to…
19
I Want Your Sex (2026)
★ 6/10
When a naive young man becomes the sexual muse for a renowned and provocative artist, his dream job quickly turns dangerous as he is drawn into an obsessive world of power, betrayal, and murder.
20
A Perfect Ending (2012)
★ 6.2/10
This intimate drama follows Rebecca, a woman who has kept her sexuality a secret from her friends but chooses to reveal it to a stranger. While Rebecca's revelations may not yield the results she expects, a perfect…