Most Similar Movies to Just a Little Harmless Sex (1999)
If you are looking for movies like Just a Little Harmless Sex (1999), you might like movies tagged with keyword : girlfriend, criminal, con artist, lighthearted, amusing, new york city, street, con game, romance, one last job, quest, love, 1990s .
Love Jones (1997), Hear My Song (1991), Loverboy (1989), Late Night Shopping (2001), Bridget Jones's Diary (2001), Kissing Jessica Stein (2001), Eros (2004) ... Let's take a look at the following list...

Love Jones (1997)
Darius Lovehall is a young black poet in Chicago who starts dating Nina Mosley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "kicking it," they hang out with their friend, talking about love and sex. Then Nina tests the strength of Darius' feelings and sets a chain of romantic complications into motion.
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Hear My Song (1991)
An outcast Liverpool nightclub manager (Adrian Dunbar) tries to win back his sweetheart by booking a long-lost Irish tenor (Ned Beatty).
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Loverboy (1989)
A Los Angeles couple's (Kate Jackson, Robert Ginty) collegiate son (Patrick Dempsey) brings special-delivery pizza to rich older women.
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Late Night Shopping (2001)
An upbeat, oddball, after-hours comedy about the ups and downs of sex and shelf-stacking in the 21st century.
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Bridget Jones's Diary (2001)
A British woman is determined to improve herself while she looks for love in a year in which she keeps a personal diary.
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Kissing Jessica Stein (2001)
A woman searching for the perfect man instead discovers the perfect woman.
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Eros (2004)
Three short films, one each from Directors Michelangelo Antonioni, Steven Soderbergh, and Wong Kar Wai, address the themes of love and sex.
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Keith (2008)
Natalie, head of everything in high school and tennis scholarship for college, gets Keith as Chemistry lab partner. While Natalie is anal, Keith's the opposite. Chemistry? What about boyfriend Raff and Keith's secret?
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Kiss Me, Stupid (1964)
Jealous piano teacher Orville Spooner sends his beautiful wife, Zelda, away for the night while he tries to sell a song to famous nightclub singer Dino, who is stranded in town.
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Choose Me (1984)
Love doctor radio host Nancy, bar owner Eve, Pearl, drifter Mickey et al meet in LA.
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The Truth About Cats & Dogs (1996)
A successful veternarian & radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her.
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Waking Up in Reno (2002)
A romantic comedy about two trashy couples travelling to Reno to see a monster truck show.
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A Four Letter Word (2007)
Hook up artist Luke surprises himself when he considers becoming monogamous after meeting and dating smug and handsome Stephen, but Stephen might not be all that he seems, will Luke be disappointed?
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You Can't Hurry Love (1988)
A comedy of a guy who is told the only way to be successful in LA is by "pretending to be someone else." Through a series of dates at a video dating service, he learns that isn't the case, and that it's better to be yourself, rather than what you think others want you to be. Based on the comedy short film "Video Valentino."
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Love Actually (2003)
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.
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Jeremy (1973)
A teenage cellist (Robby Benson) who likes horses falls in love with a teenage classical dancer (Glynnis O'Connor).
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The French Lieutenant's Woman (1981)
Wife and husband, both actors, play a couple in love from the Victorian era. Soon they begin to feel that fiction interweaves into reality.
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