Movies Similar to Kiss Me, Stupid

Bonjour Tristesse(1958)

A spoiled teenager spends the summer at the French Riviera with her rich, widower, playboy father, but when his old flame resurfaces, she resolves to keep her frivolous lifestyle at all costs.

6.6

The Piano Teacher(2001)

Erika Kohut, a sexually repressed piano teacher living with her domineering mother, meets a young man who starts romantically pursuing her.

7.3

Pillow Talk(1959)

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 complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.

7.1

Sabrina(1954)

Linus and David Larrabee are the two sons of a very wealthy family. Linus is all work – busily running the family corporate empire, he has no time for a wife and family. David is all play – technically he is employed by the family business, but never shows up for work, spends all his time entertaining, and has been married and divorced three times. Meanwhile, Sabrina Fairchild is the young, shy, and awkward daughter of the household chauffeur, who goes away to Paris for two years, and returns to capture David's attention, while falling in love with Linus.

7.5

Alfie(2004)

A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.

5.8

Instant Daddy(2023)

Valentin Roxas was raised by his Tatay Lito alone when his mother left them to work abroad when he was seven. To maintain a sense of normalcy, Lito wrote young Val letters supposedly from his mother, promising she would return.

6.0

The House Bunny(2008)

Shelley is living a carefree life until a rival gets her tossed out of the Playboy Mansion. With nowhere to go, fate delivers her to the sorority girls from Zeta Alpha Zeta. Unless they can sign a new pledge class, the seven socially clueless women will lose their house to the scheming girls of Phi Iota Mu. In order to accomplish their goal, they need Shelley to teach them the ways of makeup and men; at the same time, Shelley needs some of what the Zetas have - a sense of individuality. The combination leads all the girls to learn how to stop pretending and start being themselves.

5.7

Le Pion(1978)

Humiliated and down on his luck, a superintendent turns his life around when he decides to write a book.

6.3

Fascinating Youth(1926)

Playboy Teddy Ward wants to marry Jeannie King, an artist, but his father wants him to marry Loris Lane, but tells Teddy he can marry whom he pleases if he will make the Mountain Inn a profitable operation. Teddy agrees, and with the support of his friends arranges an ice-boat race with a $10,000 prize to the winner. A problem arises when his father refuses to pay such an amount. Teddy thinks one of his friends will win the race and refuse the prize, but champion racer "Duke" Slade shows up and Teddy knows he will take the money. Some movie stars show up and, while using their own names, are definitely not playing "Self" in this fictional film.

0.0

Gidi Blues(2016)

A wealthy Lagos playboy meets a world of uncertainty and love after he falls for a woman who is different from anyone he's ever met before.

0.0

One A.M.(1916)

A drunken homeowner has a difficult time getting about in his home after arriving home late at night.

6.7

Trophy Kids(2011)

To win the celebrity and self-made wealth he craves, an aimless, twenty-something Manhattan playboy devises a film based on his party-boy, club-going lifestyle, and hires a self-destructive aspiring playwright to ghost the feature script. As the mismatched pair struggles to complete the script and get a handle on their misdirected lives, they reveal the sometimes comedic, sometimes tragic behaviors of 'Generation Y'- a generation taught to believe each was incomparably special and messianically gifted. Though they begin to vie for the affections of the same girl, and their chance at success and happiness threatens to crumble, they ultimately each find their own, unique life truths.

5.6

Mr. Love(1986)

An fifty-year-old mild-mannered gardener becomes a lovable legend in his town for his talent to romantically please every woman that fancies him.

5.2

Theeradha Vilaiyattu Pillai(2010)

Karthik, a carefree management graduate, abstains from taking up a job. One day, he, along with his close friends, decides to conduct a straw poll by dating three women and then choosing the best one.

5.2

It Started with Eve(1941)

A young man asks a hat check girl to pose as his fiancée in order to make his dying father's last moments happy. However, the old man's health takes a turn for the better and now his son doesn't know how to break the news that he's engaged to someone else, especially since his father is so taken with the impostor.

7.1

Pardon My Sarong(1942)

A pair of bus drivers accidentally steal their own bus. With the company issuing a warrant for their arrest, they tag along with a playboy on a boat trip that finds them on a tropical island, where a jewel thief has sinister plans for them.

6.5

Crisis(1946)

A poor Swedish piano teacher and her foster daughter’s lives are upended when the child’s biological mother arrives in their small town to reclaim her.

6.4

Thong Girls(1987)

A comedy set mostly on the beach, where countless men are trying to impress various women.

3.3

Love in the Afternoon(1957)

Lovestruck conservatory student Ariane pretends to be just as much a cosmopolitan lover as the worldly mature Frank Flannagan hoping that l’amour will take hold.

7.0

Too Many Kisses(1925)

Wanting his son to get away from his many girlfriends and buckle down to work, the New York industrialist father of a playboy sends him to an obscure village in Spain to find samples of a rare mineral. When the son gets to Spain, he runs afoul of the local police chief - who has a secret that he tries to keep the young man from discovering.

5.5