Related Movies
Down with Love (2003)
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
Slightly Married (1932)
Mary Smith is picked up by the police and is about to be sentenced, in night court, to jail for prostitution. But a stranger, Jimmie Martin, stands up and tells the judge that Mary was waiting for him and they were going to be married.
Alfie (1966)
A young man leads a promiscuous lifestyle until several life reversals make him rethink his purposes and goals in life.
Sabrina (1995)
Sabrina Fairchild, a chauffeur's daughter, grew up at the Long Island estate of the wealthy Larrabee family enchanted with their sparkling world of privilege and wealth, but she's especially enamored of younger son David, a charming playboy. After the once plain Sabrina returns from a sojourn in Paris transformed into a glamorous young woman, she at long last catches David's eye. In a calculated effort to manipulate David away from her and into a more financially advantageous marriage, formidable older brother Linus devises a plan to keep them apart.
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.
Manhattan Moon (1935)
Night club owner Dan Moore is trying to collect a debt owed to him by playboy Reggie Van Dorn, but Reggie is a playboy with no money but lots of social connections. In lieu of the cash, Dan gets Reggie to introduce him to the swells of high society. They go to the opera and, after hearing Yvonne Malloy sing, Dan falls in love with her. Reggie introduces them, but the introduction is to Yvonne's double and stand-in, Toots. This leads to many complications for all concerned.
My Best Friend's Girl (2008)
Lovestruck Dustin is dating Alexis, his ideal girlfriend, but when she dumps him for coming on too strong, Dustin takes drastic measures to win her back. He asks his best friend Tank to take her on the worst rebound date imaginable - his side job - so that she will come running back to him, and Tank reluctantly agrees. However, Alexis is more than a match for Tank's shock tactics and he begins to really fall for her, leaving him torn between loyalty to Dustin and his growing attraction toward Alexis.
Polyester (1981)
Blessed with a keen sense of smell and cursed with a philandering pornographer husband, a parasitic mother, and a pair of delinquent children, the long-suffering Francine Fishpaw turns to the bottle as her life falls apart -- until deliverance appears in the form of a hunk named Todd Tomorrow.
Alfie (2004)
A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.
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.
Miss March (2009)
A young man awakens from a four-year coma to hear that his once virginal high-school sweetheart has since become a centerfold in one of the world's most famous men's magazines. He and his sex-crazed best friend decide to take a cross-country road trip in order to crash a party at the magazine's legendary mansion headquarters and win back the girl.
An American Affair (2008)
In the early 1960s, teenager Adam Stafford (Cameron Bright) becomes obsessed with his new neighbor, Catherine Caswell (Gretchen Mol), a divorcée and free spirit. Stafford spies on Caswell as she meets with strange men, and, despite the warnings of his conservative parents, he begins working for her as a gardener. Amid rumors of her affair with President Kennedy, the two become close, but political intrigue surrounding her acquaintances soon infringes on their friendship.
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.
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.
Dance, Girl, Dance (1940)
Judy O'Brien is an aspiring ballerina in a dance troupe. Also in the company is Bubbles, a brash mantrap who leaves the struggling troupe for a career in burlesque. When the company disbands, Bubbles gives Judy a thankless job as her stooge. The two eventually clash when both fall for the same man.
Gigi (1958)
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 for that wonderful something money can't buy.
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.
What a Widow! (1930)
A young woman's elderly husband dies and leaves her $5 million. She travels to Paris and becomes part of the "Continental" set and is pursued by a rich playboy and a lawyer who works for her.
Star 80 (1983)
Paul Snider is a narcissistic, small time hustler who fancies himself a ladies man. His life changes when he meets Dorothy Stratten working behind the counter of a Dairy Queen. Under his guidance Dorothy grows to fame as a Playboy Playmate. But when Dorothy begins pursuing an acting career, the jealous Paul finds himself elbowed out of the picture by more famous men.
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.