Movies Like Pussyman 14: Dreams of a Gigolo

If you liked Pussyman 14: Dreams of a Gigolo (1996), a movie directed by David Christopher, 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
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…
2
Yes, God, Yes (2020)
★ 6.3/10
Alice, a young innocent Catholic girl, is tempted into masturbating after an AOL chat suddenly turns sexual, however is conflicted as the act would be considered a sin.
3
Jungleland (2020)
★ 6.4/10
Stanley manages his boxer brother Lion but when a devastating loss in the ring leaves the pair in debt, an opportunity to recoup the cash leads to a series of misadventures that threaten to break the bond between them.
4
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.
5
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.
6
Watching the Detectives (2007)
★ 6.3/10
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…
7
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.
8
Sweet Bird of Youth (1962)
★ 6.7/10
Gigolo and drifter Chance Wayne returns to his hometown as the companion of a faded movie star, Alexandra Del Lago, whom he hopes to use to help him break into the movies. Chance runs into trouble when he finds his…
9
The Good Liar (2019)
★ 6.7/10
Career con man Roy sets his sights on his latest mark: recently widowed Betty, worth millions. And he means to take it all. But as the two draw closer, what should have been another simple swindle takes on the ultimate…
10
The Set-Up (1949)
★ 7.4/10
Expecting the usual loss, a boxing manager takes bribes from a betting gangster without telling his fighter.
11
Looking for Mr. Goodbar (1977)
★ 6.3/10
A short, unhappy affair with a married man leads a dedicated schoolteacher into the alcohol-and-drug fueled underworld of singles’ bars, where she begins to engage in a pattern of dangerous sexual activity.
12
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…
13
All About the Benjamins (2002)
★ 5.9/10
Bounty hunter Bucum Jackson teams with the small-time con artist, Reggie Wright, that he is pursuing, in an attempt to locate a missing stash of diamonds and a lottery ticket worth millions of dollars. Bucum and Reggie…
14
Great Expectations (2012)
★ 6.4/10
Orphan Pip discovers through lawyer Mr. Jaggers that a mysterious benefactor wishes to ensure that he becomes a gentleman. Reunited with his childhood patron, Miss Havisham, and his first love, the beautiful but…
15
What's New Pussycat? (1965)
★ 5.9/10
A playboy who refuses to give up his hedonistic lifestyle to settle down and marry his true love seeks help from a demented psychoanalyst who is having romantic problems of his own.
16
99 River Street (1953)
★ 6.8/10
A former boxer turned taxi driver earns the scorn of his nagging wife and gets mixed up with jewel thieves.
17
Beyond the Reach (2014)
★ 5.9/10
A high-rolling corporate shark and his impoverished young guide play the most dangerous game during a hunting trip in the Mojave Desert.
18
Flashdance (1983)
★ 6.5/10
Alex Owens, a young woman juggling between two odd jobs, aspires to become a successful ballet dancer. Nick, who is her boss and lover, supports and encourages her to fulfil her dream.
19
Magic Mike's Last Dance (2023)
★ 6.4/10
Mike Lane takes to the stage again after a lengthy hiatus, following a business deal that went bust, leaving him broke and taking bartender gigs in Florida. For what he hopes will be one last hurrah, Mike heads to…
20
Barbarosa (1982)
★ 5.9/10
Karl Westover, an inexperienced farm boy, runs away after unintentionally killing a neighbor, whose family pursues him for vengeance. He meets Barbarosa, a gunman of near-mythical proportions, who is himself in danger…