Most Similar Movies to The Tao of Steve (2000)
If you are looking for movies like The Tao of Steve (2000), you might like movies tagged with keyword : comedy, romance, philosophy, relationships, humor, indie film, american film, 2000s, witty dialogue, self-discovery, dating culture, modern life, character-driven, lighthearted tone, antihero, life transition, emotional exploration, male perspective, wisdom, authenticity .
The Brothers (2001), The Best Man (2005), Baby, Baby, Baby (2015), La belle époque (2019), A Lot Like Love (2005), Born Romantic (2000), Good Advice (2001) ... Let's take a look at the following list...

The Brothers (2001)
Four friends (Morris Chestnut, D.L. Hughley, Bill Bellamy) question women, relationships and honesty after one of them becomes engaged.
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The Best Man (2005)
A guy tries to help his best friend win the attention of the girl of his dreams.
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Baby, Baby, Baby (2015)
The relationship between two mismatched people who try to move past their baggage to make their love work.
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La belle époque (2019)
A couple in crisis. He, disillusioned, sees his life upset the day an entrepreneur offers him to plunge back into the time of his choice.
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A Lot Like Love (2005)
Unaquainted Emily and Oliver join the mile high club together on the way from LAX to NYC - end of story except they meet on and off the next 7 years. Are they meant for each other?
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Good Advice (2001)
An investment banker loses everything and must discover what's important in life.
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Destination Wedding (2018)
The story of two miserable and unpleasant wedding guests, Lindsay and Frank, who develop a mutual affection despite themselves.
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Not Suitable for Children (2012)
A young playboy who learns he has one month until he becomes infertile sets out to procreate as much as possible.
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The Boy Downstairs (2017)
A young woman is forced to reflect on her first relationship when she inadvertently moves into her boyfriend's apartment building.
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Failure to Launch (2006)
A thirty-something is still living with his parents until they hire an interventionist to help him graduate out of the house. That's when the fun begins.
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Adam & Steve (2005)
A psychiatrist (Malcolm Gets) comes to the realization that his male lover (Craig Chester) witnessed his sexual humiliation when both were teens.
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What Love Is (2006)
When Tom comes home on Valentine's Day to a "Dear John" Letter from his girlfriend, he spends the rest of the night talking to his four best friends about woman, sex & love until five women show up and the battle of the sexes begins.
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The Late Bloomer (2016)
The story of an adult male who, after the successful removal of a benign tumor resting against his pituitary gland, experiences all the changes and effects of puberty over a three-week period.
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Mango Kiss (2003)
"Mango Kiss" is a story about Lou whose world turns upside-down when she falls in love with her best friend Sassafras. They journey to San Francisco and stumble into the wild world of role-playing and non-monogamous S/M dykes. Comedy ensues as these wholesome girls get in over their heads.
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I'm With Lucy (2002)
As she waits for her wedding to start, Lucy (Monica Potter) reminisces on five blind dates arranged by her sister. In her search for the perfect man, Lucy meets a seductive playwright (Gael García Bernal), an egotistical baseball player (Anthony LaPaglia), a geeky store owner (Henry Thomas), a hunky physical therapist (David Boreanaz) and a sheepish doctor (John Hannah). Lucy's eccentric personality turns some of the men away, but which one is waiting to tie the knot?
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Crazy, Stupid, Love. (2011)
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.
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