Highest-Rated Movies about 'Ladies' Man', Sort by Popularity

Hangin' With the Homeboys (1991), An Affair to Remember (1957), The Cousins (1959), Vicky Cristina Barcelona (2008), Alfie (1966), About a Boy (2002), Carnal Knowledge (1971), Beau Brummel (1924) ... Let's take a look at the ranked list of the best Ladies' Man movies.

#2. An Affair to Remember (1957)

Storyline: Nickie Ferrante's return to New York to marry a rich heiress is well publicized as are his many antics and affairs. He meets a nightclub singer Terry McKay who is also on her way home to her longtime boyfriend. She sees him as just another playboy and he sees her as stand-offish but over several days they soon find they've fallen in love. Nickie has never really worked in his life so they agree that they will meet again in six months time atop the Empire State building. This will give them time to deal with their current relationships and for Nickie to see if he can actually earn a living. He returns to painting and is reasonably successful. On the agreed date, Nickie is waiting patiently for Terry who is racing to join him. Fate intervenes however resulting in misunderstanding and heartbreak and only fate can save their relationship.

Plot Keywords: ladies' man, fiancée, child, emotional, passionate, france, new york city ...

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#3. The Cousins (1959)

Storyline: Charles is a young provincial coming up to Paris to study law. He shares his cousin Paul's flat. Paul is a kind of decadent boy, a disillusioned pleasure-seeker, always dragging along with other idles, while Charles is a plodding, naive and honest man. He fell in love with Florence, one of Paul's acquaintances. But how will Paul react to that attempt to build a real love relationship ? One of the major New Wave films.—Yepok

Plot Keywords: college student, ladies' man, cousin, pretty woman, friend, gripping, bleak ...

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#4. Vicky Cristina Barcelona (2008)

Storyline: Sexually adventurous Cristina and her friend Vicky, who is bright but cautious, holiday in Barcelona where they meet the celebrated and wholly seductive painter, Juan Antonio. Vicky is not about to dive into a sexual adventure being committed to her forthcoming marriage. But Cristina is immediately captivated by Juan Antonio's free spirit and his romantic allure is enhanced when she hears the delicious details of his divorce from fellow artist, the tempestuous Maria Elena.

Plot Keywords: ladies' man, american, painter, tourist, ex-wife, amusing, playful ...

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#5. Alfie (1966)

Storyline: For Alfie, the only real life is sex life. Only then, can he kid himself he is living. Sex is not used as the working-class boy's way to "the top". Executive status has no appeal for Alfie. Nor has class mobility. He is quite content to stay where he is, as long as the "birds" are in "beautiful condition", as he assures us they are in one of the candid, over-the-shoulder asides to the camera which this movie carries over from Tom Jones (1963). This movie shows how much of the "swinging 60s" quality of London life was a male creation, and through the dominance of the fashion photographers, a male prerogative.

Plot Keywords: ladies' man, girlfriend, friend, quirky, witty, london, car ...

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#6. About a Boy (2002)

Storyline: Twelve year old Marcus Brewer lives with his chronically depressed single mother, Fiona Brewer. Both Fiona and Marcus beat to their own respective drummers. Marcus will do whatever he can to make his depressed mother happy, even if it causes himself grief. As such, he realizes that he is perceived as different than most kids, as even the self-professed weird kids don't want to hang out with him as he is the target of bullying. Part of the taunts against him are the fact that he sings and speaks to himself without even realizing that he is doing it. Meanwhile, thirty-eight year old Will Freeman is a slacker who has lived comfortably off the royalties of a song written by his deceased father, and as such has never had to work a day in his life. He is a solitary man who places himself as the first and only priority in life. He comes across the idea that dating single moms meets his selfish carnal needs. It is in this capacity that Will meets Marcus, as one of Will's single mother ...

Plot Keywords: wealthy man, child, single mother, friend, ladies' man, lighthearted, witty ...

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#7. Carnal Knowledge (1971)

Storyline: The concurrent sexual lives of best friends Jonathan and Sandy are presented, lives that are affected by the sexual mores of the time and their own temperaments, especially in relation to the women in their lives. Their story begins in the late 1940s when they are roommates attending Amherst College together. Both virgins, they discuss the type of woman they would each like to end up with. The more-sensitive Sandy meets Susan at a mixer and believes he'll lose his virginity to her. He goes through the process methodically, considering what she wants, but there's little true passion or romance. The more sexually-aggressive Jonathan, loses his own virginity to "Myrtle," a steady but hidden girlfriend. Based on what each knows of the other's relationship, both men strive for a little more of what the other has. These relationships also set the tone for all the relationships they will have in the future. Through their lives, they always seem not totally satisfied with each relationship, still pining for what the other has. This view might change as they and their friendship hits middle age, when Sandy is with a domineering woman named Cindy, while Jonathan is with model/actress Bobbie, whose life goes spiraling downward because of her relationship to Jonathan and despite her beauty which on the surface offered so much opportunity for her. Jonathan's sexual trajectory, directed through these experiences, ends up in a manner he probably did not foresee.—Huggo

Plot Keywords: good guy, ladies' man, girlfriend, wife, cool, witty, offbeat ...

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#8. Beau Brummel (1924)

Storyline: George Bryan Brummel, a British military officer, loves Lady Margery, the betrothed of Lord Alvanley. Despite her own desperate love for Brummel, she submits to family pressure and marries Lord Alvanley. Brummel, broken-hearted, embarks upon a life of revelry. He befriends the Prince of Wales and leaves the army, becoming subsequently the best-known rake and decider of fashion in Europe. As his affairs flourish, so does his disdain for his benefactor, the Prince. Eventually Brummel falls into disfavor, and it is only Lady Margery who has any chance of helping him.—Jim Beaver <jumblejim@prodigy.net>

Plot Keywords: soldier, prince of wales, lady, ladies' man, brash, emotional, melodramatic ...

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#9. The Choice (2016)

Storyline: In a small coastal town, the veterinarian Travis Shaw works with his father Shep and is very close to his beloved sister Steph. Travis is very successful with the women and dates Monica every now and then. When the resident Gabby Holland moves to the next door house, she initially believes he is a pretentious man. But when her boyfriend Ryan MacCarthy, who is fellow doctor in the same hospital where she works, needs to travel to another city, Gabby and Travis have a relationship and fall in love with each other. Out of the blue, Ryan returns and proposes to marry her. Now Gabby has to make a choice between her two loves.

Plot Keywords: ladies' man, medical student, boyfriend, father, mother, friend, charming ...

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#10. Ex-Lady (1933)

Storyline: Commercial artist Helen Bauer believes marriage kills romance. She lives with advertising writer Don Peterson. He convinces her to marry him. He later carries on with client Peggy Smith; Helen takes up with Don's competitor Nick Malvyn. In the end, the couple agree to give marriage another chance.—Ed Stephan <stephan@cc.wwu.edu>

Plot Keywords: illustrator, advertising executive, married woman, ladies' man, husband, wife, amusing ...

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#11. The Knack, and How to Get It (1965)

Storyline: Cool, sophisticated Tolen (Ray Brooks) has a monopoly on womanizing - with a long like of conquests to prove it - while the naïve, awkward Colin (Michael Crawford) desperately wants a piece of it. But when Colin falls for an innocent country girl (Rita Tushingham), it's not long before the self-assured Tolen moves in for the kill. Is all fair in love and war, or can Colin get the the knack and beat Tolen at his own game?—Noel Kardaris

Plot Keywords: schoolteacher, artist, roommate, country girl, ladies' man, madcap, creative ...

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#12. Casanova (2005)

Storyline: Casanova is in love with Francesca, who thinks he is a friend of himself even though he is engaged to Victoria, who is the love of Giovanni, Francesca's brother. Francesca is betrothed to Paprizzio who thinks Casanova is the feminist writer Guardi, who is really Francessca's nomme de plume. Amidst all these secret identities and misunderstandings, the Catholic Church sends Pucci to bring Casanova and Guardi to trial for heresy.

Plot Keywords: ladies' man, prince, writer, dancer, prisoner, duchess, passionate ...

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#13. Casanova 70 (1965)

Storyline: Andrea Rossi-Colombotti, a U.N. official and modern-day Casanova, cannot get aroused unless there's danger in sex, but women and society are too compliant, so he's often impotent. A psychiatrist warns him it will get worse, and he should be celibate. Andrea tries and fails at that, abandons his fiancée, finds the occasional life-threatening liaison, and pursues a woman tethered to a dull but murderous husband. Will Andrea find pleasure and fulfillment, or is he doomed to pursue and then go limp when the pursuit is successful?—<jhailey@hotmail.com>

Plot Keywords: major, ladies' man, beautiful woman, love interest, amusing, sultry, italy ...

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#14. Session 9 (2001)

Storyline: An asbestos abatement crew wins the bid for an abandoned insane asylum. What should be a straightforward, if rather rushed, job, is complicated by the personal histories of the crew. In particular, Hank is dating Phil's old girlfriend, and Gordon's new baby seems to be unnerving him more than should be expected. Things get more complicated as would-be lawyer Mike plays the tapes from a former patient with multiple personalities, including the mysterious Simon who does not appear until Session 9, and as Hank disappears after finding some old coins.

Plot Keywords: business owner, business partner, scottish person, worker, young man, ladies' man, dark ...

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#15. You Will Meet a Tall Dark Stranger (2010)

Storyline: Follows a pair of married couples, Alfie (Sir Anthony Hopkins) and Helena (Gemma Jones), and their daughter Sally (Naomi Watts) and husband Roy (Josh Brolin), as their passions, ambitions, and anxieties lead them into trouble and out of their minds. After Alfie leaves Helena to pursue his lost youth and a free-spirited call girl named Charmaine (Lucy Punch), Helena abandons rationality and surrenders her life to the loopy advice of a charlatan fortune teller. Unhappy in her marriage, Sally develops a crush on her handsome art gallery owner boss, Greg (Antonio Banderas), while Roy, an author nervously awaiting the response to his latest manuscript, becomes moonstruck over Dia (Freida Pinto), a mystery woman who catches his gaze through a nearby window.

Plot Keywords: psychic, lover, daughter, ladies' man, adulterer, writer, witty ...

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