Most Similar Movies to Strange Planet (1999)
If you are looking for movies like Strange Planet (1999), you might like movies tagged with keyword : pretty woman, lawyer, love interest, roommate, friend, brooding, amusing, sydney, household, law office, romance, friendship, dating, female bonding, male bonding, love, transformation, discovery, 1990s .
Love, Rosie (2014), Made of Honor (2008), My Best Friend's Wedding (1997), When Harry Met Sally... (1989), Enchanted April (1991), Dark Eyes (1987), Aquamarine (2006) ... Let's take a look at the following list...

Love, Rosie (2014)
Rosie and Alex have been best friends since they were 5, so they couldn't possibly be right for one another...or could they? When it comes to love, life and making the right choices, these two are their own worst enemies.
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Made of Honor (2008)
A guy in love with an engaged woman tries to win her over after she asks him to be her maid of honor.
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My Best Friend's Wedding (1997)
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding.
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When Harry Met Sally... (1989)
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
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Enchanted April (1991)
Four English women, after World War I, who are unhappy with their lives, and their time away on vacation in a beautiful Italian villa.
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Dark Eyes (1987)
An old Italian (Marcello Mastroianni) recalls his rich wife (Silvana Mangano), mistress (Marthe Keller) and Russian lover while on an ocean liner in 1903.
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Aquamarine (2006)
Two teenage girls discover a mermaid in their beach club's swimming pool.
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Seven Girlfriends (1999)
A guy proposing is told that he has no idea how to have a relationship. On the way to the funeral of another ex, he goes on a road trip to find out what went wrong with the 7 girlfriends in his life by contacting them.
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The Favor (1994)
With 15 year reunion coming up, Kathy has sexual fantasies of her high school sweetheart. She's married, so she sends her BFF to check him out and report back. Things get complicated.
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Manhattan (1979)
The life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.
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Reality Bites (1994)
A documentary filmmaker and her fellow Gen X graduates face life after college, looking for work and love in Houston.
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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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The Object of My Affection (1998)
A pregnant New York City social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.
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200 Cigarettes (1999)
A collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses.
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Jules and Jim (1962)
Decades of a love triangle concerning two friends and an impulsive woman.
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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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Jump Tomorrow (2001)
A young Nigerian man on the verge of being in an arranged marriage, suddenly questions his situation after an encounter with a stunning Latin woman, who is also about to be married.
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Sleeping with Other People (2015)
A good-natured womanizer and a serial cheater form a platonic relationship that helps reform them in ways, while a mutual attraction sets in.
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