
Alfie (2004)
A tale of a philosophical womanizer who is forced to question his seemingly carefree existence.

Sabrina (1954)
After her return from school in Paris, a playboy finally takes notice of his family's chauffeur's daughter Sabrina, who's long had a crush on him, but he questions his more serious brother's motives when he warns against getting involved with her.

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.

Down with Love (2003)
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.

My Man Is a Loser (2014)
When it comes to women, playboy Mike has all the right moves. So when Mike's buddies ask for advice on how to reconnect with their wives, Mike figures he'll share some secrets and help the guys regain their marriage mojo. But when Mike's lessons start backfiring with hilarious results, it takes a beautiful, no-nonsense friend to show Mike he still has a thing or two to learn about relationships.

Trust Me, I'm a Doctor (NaN)
The life of Dr. Sandeep Kapoor was turned upside down when he's implicated in the wrongful death trial of one-time Playboy centerfold Anna Nicole Smith.

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.

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.

Metal Skin (1994)
Psycho Joe loves one thing: fast cars! When he gets a job at a local supermarket, Joe meets fellow "petrol head" Dazey, who quickly becomes his idol and best friend. Soon after, Joe falls for Savina, a goth girl who practices black magic. But Savina has already fallen for Dazey and will do anything to get him -- including using Joe's feelings for her. In true Shakespearean fashion, this trio race down the road to tragedy.

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.

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.

The Marrying Man (1991)
Charley Pearl, wealthy heir and gadabout, is slated to marry Adele, the daughter of a Hollywood tycoon. But, during a wild bachelor party in Las Vegas, Charley strikes up a flirtation with nightclub crooner Vicki Anderson that soon leads to her bedroom. When the couple are discovered by Vicki's beau, infamous gangster Bugsy Siegel, he makes a surprising pronouncement -- they'd better marry, or Charley is a dead man.

Thong Girls (1987)
A comedy set mostly on the beach, where countless men are trying to impress various women.

The Bachelor and the Bobby-Soxer (1947)
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 date Susan until the crush abates.

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.

The Opposite Sex (2015)
The story of Vince, New England's most successful divorce attorney. To Vince, life is one big competition, and losing is unacceptable. This also applies in his dating life with his love 'em and leave 'em approach. Then Vince meets Jane, who is beautiful, successful and also extremely driven. Together they enter into a series of entertaining wagers with each other where the winner gets to decide the fate of the loser.

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.

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.

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.