Celebrity photographer Connor Mead lives life in the fast lane, committed to lifelong bachelorhood and simultaneous relationships with multiple women. On the eve of his younger brother Paul's wedding, Connor's mockery of love proves a real buzz-kill for everyone - including his childhood crush, Jenny, the one woman who always seemed immune to his considerable charms. Later that night, he gets a wake-up call from the ghost of his late Uncle Wayne, the hard-partying, legendary ladies' man who was Connor's mentor. Uncle Wayne has an urgent message which he delivers through three ghosts who guide Connor on an eye-opening tour of his romantic past, present and future. Along the way, they attempt to discern whether he will ever be able to change his ways -- and if there is any hope of him finding true love.

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.

A young man leads a promiscuous lifestyle until several life reversals make him rethink his purposes and goals in life.

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.

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

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.

In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.

With a reputation for seducing members of the opposite sex, regardless of their marital status, a notorious womanizer discovers a beauty who seems impervious to his charms. However, as he continues to pursue the indifferent lady, he finds himself falling in love.

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.

Chorus girl Patsy Shaw crashes a high-society party, meets playboy Charlie Breen, they fall in love, and are on their merry way to wedded bliss. However, Charlie's snobbish, ever-loving mama doesn't think that Patsy is worthy and sets out to prove it.

Marcus is a successful advertising executive who woos and beds women almost at will. After a company merger he finds that his new boss, the ravishing Jacqueline, is treating him in exactly the same way. Completely traumatised by this, his work goes badly downhill.

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.