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mature guy young girl - franklinkelsey5 - 24-11-2025
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If you look closely, almost half of the relationship films made in Hollywood and elsewhere are about older men and younger women. But,
28 Best Older Man Younger Woman Relationship Movies. If you look closely, almost half of the relationship films made in Hollywood and elsewhere are about older men and younger women.
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But, technically, most of those films don’t qualify for this list simply because even though there might be a massive gap between the ages of actors, the characters are presumed to be much closer in age. This list is specifically about the films where the age difference is acknowledged. Older man-younger woman relationship movies require exceptional sensitivity since the film — and the filmmaker — can quickly be judged as creepy and predatory if the story is not handled appropriately. That’s why we have had very few good movies made on the subject, and the following make the cut. 28. Irrational Man (2015) Joaquin Phoenix and Emma Stone play a teacher and a student who fall for each other in ‘Irrational Man.’ Abe (Phoenix) is a professor who is having a tough time dealing with depression. While his relationship with Jill is strictly platonic, and he is sexually involved with Rita (Parker Posey), another professor, neither connection is able to get him out of his depression. However, when he does manage to come out of it, it is due to an unexpected decision resulting in an immoral act. This enables him and Jill to take their relationship to the next level, albeit it is only a matter of time before Jill finds out what he has done. A binge-watchable dark comedy powered by the performances of Phoenix, Stone, and Posey, ‘Irrational Man’ is directed by Woody Allen. You can watch it here. 27. The Key (1983) Set in Venice in the 1040s, Tinto Brass’ Italian film ‘The Key’ shows an older professor named Nino Rolfe resorting to penning his sexual fantasies and frustrations in a diary to rekindle the passion for his much younger wife, Teresa. However, Teresa garners another young lover while intending for Nino to acknowledge her desires. The web of forbidden relations that gets formed takes the shape of a personalized and captivating erotica that is as explicit visually as it is psychologically. The film is based on the Japanese novel ‘Kagi’ by Tanizaki Junichiro. 26. Poison Ivy (1992) This thriller follows young street-smart tom-boyish Ivy (Drew Barrymore), who befriends the introverted Sylvie (Sara Gilbert) and slowly slithers her way into Sylvie’s wealthy household. This includes seducing Sylvie’s father, Darryl (Tom Skerritt), and taking a fatal step with Sylvie’s mother, Georgie (Cheryl Ladd), who is sick. Is Sylvie unhinged, or does she have any motive for her actions? Featuring Barrymore in an avatar that not many people know her by, ‘Poison Ivy’ is a true-to-form titular drama propelled by eroticism. 25. Madrid, 1987 (2011) Directed by David Trueba, ‘Madrid, 1987’ stars María Valverde, José Sacristán, Alberto Ferreiro and Ramon Fontserè. It tells the story of celebrated journalist Miguel, who agrees to sit for an interview with journalism student Ángela. While exploring different kinds of topics, including journalism, career, politics, literature, idealism, and more, Miguel takes a liking to Ángela. As the movie proceeds, things get more intense, both physically and philosophically. An authentic portrayal of a generational clash, ‘Madrid, 1987’ is a must-watch. You can stream the film here. 24. Sugar Daddy (2020) ‘Sugar Daddy’ is directed by Wendy Morgan and stars Kelly McCormack, Amanda Brugel, Aaron Ashmore, and Kaniehtiio Horn. It centers on Darren, a very talented singer-songwriter who struggles to produce her music by doing one job or another. She ultimately signs up on an online dating service and finds that it is easy money. However, her encounter with the rich, sophisticated, and ego-less elderly Gordon allows her to see life differently. Well-known for its visual elements and its music, you can stream ‘Sugar Daddy’ right here. 23. Elegy (2008) Starring Ben Kingsley and Penélope Cruz, ‘Elegy’ is a romantic drama by Isabel Coixet. Based on Philip Roth’s 2001 novel ‘The Dying Animal,’ the movie revolves around middle-aged literature professor David Kepesh, whose self-proclaimed “emancipated manhood” state is compromised by one of his students, the beautiful Consuela Castillo. While his interactions with women are brief and more often sexual, Consuela enters the scene and changes his outlook seemingly forever. As he tries to seduce her, he questions his own life, including his son. Which way will he go? To find out, you can stream the film here. 22. American Beauty (1999) Directed by Sam Mendes, the movie stars Mena Suvari, Kevin Spacey, Thora Birch, and Wes Bentley. The film centers on 40-something-year-old suburbanite Lester Burnham, who has what people call the “perfect life.” However, his wife is having an affair, his daughter dislikes him, and a midlife crisis is prevalent. As he struggles to handle all this comes Jane’s classmate Angela Hayes, who springs within him a desire that he thought didn’t exist anymore. Infatuation creeps in, but isn’t it off-limits now? Does pursuing his new desires count as love? You can watch the film here to find out. 21. Lust, Caution (2007) This Ang Lee directorial is an erotic espionage that stars Tang Wei, Tony Leung, Joan Chen and Wang Leehom. It is based on Eileen Chang’s 1979 novella, which is the same name and is set in the first half of the 20th century in Japanese-occupied China. It revolves around how a theatre troupe hires Wong Chia Chi, a Hong Kong college student, to seduce and assassinate Japanese collaborator Mr. Yee. However, as time passes, feelings take over schemes, and she finds herself struggling to carry on. Will she give up or continue the mission? What about the consequences if she gets caught? You can check out the film here to find out. 20. The Girl on the Bridge (1999) Patrice Leconte directed this French film (French title: La fille sur le point), which stars Daniel Auteuil and Vanessa Paradis. The movie explores an unlikely romantic relationship between a knife thrower named Gabor and a girl named Adèle, whom the former finds about to jump to her death from a bridge in Paris. A platonic relationship sprouts as they get to know each other and serve as each other’s companions in an otherwise dull and uncertain life. Luck, too, shines on them. However, unforeseen circumstances follow, and the two get separated, she goes to Greece, and he goes to Turkey, only to realize that they need each other and only that shall bring them luck. Will they be able to “bridge” the gap? You can watch the film here to find out. 19. Guinevere (1999) ‘Guinevere’ is a forced-romance film centered around a melodramatic relationship between a 50-year-old Casanova photographer and a 20-something misfit, who becomes the photographer’s protégé in her search for attention from men. ‘Guinevere’ showcases the likelihood of young girls falling prey to the charm and affection of charismatic older men, but director Audrey Wells’ aesthetic direction has made this film a piece worth a watch. It follows the unusual and forced relationship between protagonist Harper Sloane (Sarah Polley) and Connie Fitzpatrick (Stephen Rea). Why forced?