Movies Like Tender But Cheeky Like Oskar

If you liked Tender But Cheeky Like Oskar (1980), a movie directed by Franz Josef Gottlieb, 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
People We Meet on Vacation (2026)
★ 6.9/10
Poppy's a free spirit. Alex loves a plan. After years of summer vacations, these polar-opposite pals wonder if they could be a perfect romantic match.
2
National Lampoon's Vacation (1983)
★ 7.1/10
Clark Griswold is on a quest to take his family to the Walley World theme park for a vacation, but things don't go exactly as planned.
3
Shag (1989)
★ 6.2/10
Summer of 1963. Carson is getting married to her boyfriend so her friends Melaina, Pudge and Luanne take her to Myrtle Beach for one last irresponsible weekend.
4
Dumb and Dumber (1994)
★ 6.7/10
Lloyd and Harry are two men whose stupidity is really indescribable. When Mary, a beautiful woman, loses an important suitcase with money before she leaves for Aspen, the two friends (who have found the suitcase)…
5
Wild Hogs (2007)
★ 6/10
Restless and ready for an adventure, four suburban bikers leave the safety of their subdivision and head out on the open road. But complications ensue when they cross paths with an intimidating band of New Mexico…
6
The Great Outdoors (1988)
★ 6.5/10
It's vacation time for outdoorsy Chicago man Chet Ripley, along with his wife, Connie, and their two kids, Buck and Ben. But a serene weekend of fishing at a Wisconsin lakeside cabin gets crashed by Connie's obnoxious…
7
Hunt for the Wilderpeople (2016)
★ 7.6/10
Ricky is a defiant young city kid who finds himself on the run with his cantankerous foster uncle in the wild New Zealand bush. A national manhunt ensues, and the two are forced to put aside their differences and work…
8
Indiana Jones and the Last Crusade (1989)
★ 7.9/10
In 1938, an art collector appeals to eminent archaeologist Dr. Indiana Jones to embark on a search for the Holy Grail. Indy learns that a medieval historian has vanished while searching for it, and the missing man is…
9
Stewie Griffin: The Untold Story (2005)
★ 6.9/10
The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
10
Stand by Me (1986)
★ 7.8/10
After learning that a boy their age has been accidentally killed near their rural homes, four boys decide to go see the body. Gordie, Vern, Chris, and Teddy encounter a mean junk man and a marsh full of leeches, but…
11
In July (2000)
★ 7.2/10
Daniel’s drab existence as a physics teacher takes an adventurous turn when he falls in love with a Turkish girl named Melek. He spontaneously decides to follow her to Instanbul by car. On the road across Europe, he…
12
Bonjour Tristesse (2025)
★ 6.1/10
At the height of summer, 18-year-old Cécile is relaxing by the French seaside with her father and falling in love with her new boyfriend. The arrival of her late mother's enigmatic friend turns her world upside down.
13
Head Above Water (1996)
★ 6/10
Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her…
14
Weekend at Bernie's (1989)
★ 6.4/10
Two young insurance corporation employees try to pretend that their murdered employer is alive by puppeteering his dead body, leading a hitman to attempt to track him down to finish him off.
15
Extreme Makeover: Homer Edition (2026)
★ 7.4/10
Homer and Marge's fun couples' date night goes off the rails when Marge learns Homer left the kids unsupervised with only the doorbell camera as a babysitter. Frustrated with her imperfect husband, a tipsy Marge stirs…
16
Instant Family (2018)
★ 7.5/10
When Pete and Ellie decide to start a family, they stumble into the world of foster care adoption. They hope to take in one small child but when they meet three siblings, including a rebellious 15 year old girl, they…
17
Love in the Villa (2022)
★ 6/10
A young woman takes a trip to romantic Verona, Italy, after a breakup, only to find that the villa she reserved was double-booked, and she'll have to share her vacation with a cynical British man.
18
Avanti! (1972)
★ 6.9/10
A successful businessman travels to Italy to arrange for the return of his tycoon father's body, only to learn that dear old dad died with his longtime mistress.
19
Think Like a Man Too (2014)
★ 6.4/10
All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.
20
My Best Friend, His Girlfriend and Me (2026)
★ 6.3/10
Olli and Matze are best friends living, working and planning to travel the world together — until Matze's romance with Rebecca turns it all upside down.