Movies like Deep Inside Jill Kelly (2002)
The best movies like Deep Inside Jill Kelly (2002) are Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), Young People Fucking (2007) and The Mating Habits of the Earthbound Human (1999). If Deep Inside Jill Kelly hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedsex, lies, and videotape (1989)7.0/10 from 1,103 votes
- NewestAileen: Queen of the Serial Killers (2025)Released 2025
Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
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 a journalist adventure through lab experiments and game shows, all seeking answers to common questions that many would never ask.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisYoung People Fucking (2007)
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 angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisThe Mating Habits of the Earthbound Human (1999)
David Hyde Pierce, playing an alien (credited as infinity-cubed in the opening credits), narrates a courtship in a late-20th century American city as an extraterrestrial nature documentary. The relationship "footage" is played straight, while the voice-over (with its most often wildly inaccurate theories) and elaborate visual metaphors add comedy.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisX-Rated 2: The Greatest Adult Stars of All Time (2016)
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 additional appearances by Whoopi Goldberg, Steven Soderbergh and a host of adult stars, directors and trendsetters.
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 thisOrgasm Inc: The Story of OneTaste (2022)
A sexual wellness company gains fame and followers, then members come forward with shocking allegations.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHorrible Bosses 2 (2014)
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.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisFifty Shades of Grey (2015)
When college senior Anastasia Steele steps in for her sick roommate to interview prominent businessman Christian Grey for their campus paper, little does she realize the path her life will take. Christian, as enigmatic as he is rich and powerful, finds himself strangely drawn to Ana, and she to him. Though sexually inexperienced, Ana plunges headlong into an affair -- and learns that Christian's true sexual proclivities push the boundaries of pain and pleasure.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like thisAileen: Queen of the Serial Killers (2025)
Aileen Wuornos remains a rarity: a female serial killer. From childhood abuse to death-row revelations, this documentary revisits her life and crimes.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisNymphomaniac: Vol. I (2013)
A man named Seligman finds a fainted wounded woman in an alley and he brings her home. She tells him that her name is Joe and that she is nymphomaniac. Joe tells her life and sexual experiences with hundreds of men since she was a young teenager while Seligman tells about his hobbies, such as fly fishing, reading about Fibonacci numbers or listening to organ music.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisSkin: A History of Nudity in the Movies (2020)
The definitive documentary on the history of nudity in feature films from the early silent days to the present, studying the changes in morality that led to the use of nudity in films while emphasizing the political, sociological and artistic changes that shaped that history. Skin will also study the gender inequality in presenting nude images in motion pictures and will follow the revolution that has created nude gender equality in feature films today.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBlown Away (1993)
After her mother is killed by a car bomb, a 17-year-old girl lives a reckless and decadent lifestyle. She begins having sex with a boy who works at a local ski resort. He falls in love, and she tells him of her suspicions that her strict father was responsible for her mother's death and wants him to help her out of her situation. He must decide whether she's telling the truth or using him to her own ends.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thissex, lies, and videotape (1989)
Ann, a frustrated wife, enters into counseling due to a troubled marriage. Unbeknownst to her, her husband John has begun an affair with her sister. When John’s best friend Graham arrives, his penchant for interviewing women about their sex lives forever changes John and Ann’s rocky marriage.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisThe Filth and the Fury (2000)
Julien Temple's second documentary profiling punk rock pioneers the Sex Pistols is an enlightening, entertaining trip back to a time when the punk movement was just discovering itself. Featuring archival footage, never-before-seen performances, rehearsals, and recording sessions as well as interviews with group members who lived to tell the tale--including the one and only John Lydon (aka Johnny Rotten).
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisShortbus (2006)
In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBeavis and Butt-Head Do the Universe (2022)
In 1998, Beavis and Butt-Head are sentenced to Space Camp by a “creative” judge. Their obsession with a docking simulator (huh huh) leads to a trip on the Space Shuttle, with predictably disastrous results. After going through a black hole, they re-emerge in our time, where they look for love, misuse iPhones, and are hunted by the Deep State. Spoiler: They don’t score.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisThe Heart Is Deceitful Above All Things (2004)
Young Jeremiah lives in a stable environment with loving foster parents until the day his troubled mother, Sarah, returns to claim him. Jeremiah becomes swept up in his mother's dangerous world of drugs, seedy hotels, strip joints and revolving lovers. Salvation comes in the form of the boy's ultrareligious grandparents, but soon Jeremiah's mother returns. Maternal love binds the pair together on the road until Sarah's desperate and depraved lifestyle finally consumes her.
Why it matches: Recommended by TMDB viewers
SnoozefestMovies 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 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 thisZerophilia (2005)
Luke, a young man insecure about his masculinity, discovers he's a Zerophiliac, with the ability to change sex at will. Join Luke as he journeys into the extraordinary world of Zerophilia where so many crazy questions arise, only one question matters: "Whom do you love?"
Why it matches: Recommended by TMDB viewers
SnoozefestMovies like this
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Frequently asked questions
What are the best movies like Deep Inside Jill Kelly?
The closest matches to Deep Inside Jill Kelly are Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), Young People Fucking (2007) and The Mating Habits of the Earthbound Human (1999). Below are 17 more, each with the reason it matches.
What should I watch after Deep Inside Jill Kelly?
Start with Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), the closest match to Deep Inside Jill Kelly.
What is the highest-rated movie like Deep Inside Jill Kelly?
sex, lies, and videotape (1989), rated 7.0/10 by 1,103 TMDB users.
What is the newest movie like Deep Inside Jill Kelly?
Aileen: Queen of the Serial Killers (2025) is the most recent release on this list.
Are there English movies like Deep Inside Jill Kelly?
Yes: Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972), Young People Fucking (2007) and The Mating Habits of the Earthbound Human (1999).
How are movies similar to Deep Inside Jill Kelly chosen?
First come films that Trakt’s viewers watch alongside Deep Inside Jill Kelly, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.