Movies Like Playboy: Wet & Wild VIII - Bottoms Up

If you liked Playboy: Wet & Wild VIII - Bottoms Up (1996), a movie directed by Scott Allen, 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
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…
2
Pillow Talk (1959)
★ 7.1/10
Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a…
3
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.
4
Barbie: Skipper and the Big Babysitting Adventure (2023)
★ 6.7/10
When her babysitting business takes a hit, Skipper takes a summer job at the water park. Here she can quickly put her skills as a nanny to good use.
5
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…
6
Step Up (2006)
★ 6.9/10
Delinquent Tyler Gage receives the opportunity of a lifetime after vandalizing a performing arts school, gaining him the chance to earn a scholarship and dance with up-and-coming dancer Nora.
7
Breakin' All the Rules (2004)
★ 6/10
After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player…
8
Man's Favorite Sport? (1964)
★ 6.9/10
Roger Willoughby is a renowned fishing expert, who, unbeknownst to his friends, co-workers, or boss, has never cast a line in his life. One day, he crosses paths with Abigail Paige, a sweetly annoying girl who has just…
9
Barbie: Big City, Big Dreams (2021)
★ 6.9/10
Barbie meets another Barbie Roberts, forming a close friendship, nicknaming each other Malibu and Brooklyn when they both attend the Handlers, Performing Art School in NYC, over the summer, competing for a spot at the…
10
Kiss Me, Stupid (1964)
★ 7/10
While traveling home from Vegas, an amorous lounge singer named Dino gets conned by a local mechanic/songwriter into staying in town for the night. The mechanic's songwriting partner, Orville, offers Dino his home for…
11
Sweet Charity (1969)
★ 6.9/10
Taxi dancer Charity continues to have faith in the human race despite apparently endless disappointments at its hands, and hope that she will finally meet the nice young man to romance her away from her sleazy life…
12
Paint Your Wagon (1969)
★ 6.3/10
A Michigan farmer and a prospector form a partnership in the California gold country. Their adventures include buying and sharing a wife, hijacking a stage, kidnapping six prostitutes, and turning their mining camp…
13
The Client List (2010)
★ 5.9/10
After she and her husband lose their jobs, a former Texas homecoming queen inadvertently finds herself in the middle of a prostitution ring after she unknowingly accepts a position at a massage parlor.
14
Gigi (1958)
★ 6.3/10
A home, a motorcar, servants, the latest fashions: the most eligible and most finicky bachelor in Paris offers them all to Gigi. But she, who's gone from girlish gawkishness to cultured glamour before our eyes, yearns…
15
Gypsy (1962)
★ 6.4/10
Gypsy's mother Rose dreams of a life in show business for her daughters, but Louise becomes a huge burlesque star. Stage musical loosely based on the memoirs of Gypsy Rose Lee.
16
Beyond the Sea (2004)
★ 6.3/10
Based on the life and career of legendary entertainer, Bobby Darin, the biopic moves back and forth between his childhood and adulthood, to tell the tale of his life.
17
Scooby-Doo! and the Beach Beastie (2015)
★ 8.2/10
Scooby-Doo and the gang investigates a new ghost at a water park resort.
18
The Ladies Man (1961)
★ 6.3/10
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with…
19
Napoleon (1995)
★ 6.4/10
The adventures of Golden Retriever pup Napoleon and his friend, the parrot Birdo Lucci.
20
Failure to Launch (2006)
★ 5.9/10
At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are…