Movies like My Best Friend's Girl

The hilarity of unrequited love and complicated romantic relationships in My Best Friend's Girl reflects in There's Something About Mary. Here, a man gets a second chance with his high school crush, igniting a fierce competition for her affection that leads to riotously funny situations.

This film's cat-and-mouse style romantic comedy is akin to the playful romantic schemes seen in My Best Friend's Girl. How to Lose a Guy in 10 Days follows a journalist writing an article about driving a man away in 10 days, while her target, unbeknownst to her, has accepted a bet to make a woman fall in love with him in the same timeframe.

Featuring a protagonist who leaps too quickly into a relationship, as seen in My Best Friend's Girl, The Heartbreak Kid dives into the aftermath of a rushed marriage and the ensuing regret when the perfect woman appears immediately thereafter, bringing to light the comical side of love's unpredictability.

Hitch aligns with the comedy and love advice themes of My Best Friend's Girl. It tells the story of a smooth-talking date doctor who helps men land dates with women of their dreams, only to find himself struggling when he falls for someone who may just be immune to his strategies.

The spontaneous and uproarious vibe of My Best Friend's Girl is mirrored in What Happens in Vegas, where two strangers awake to find themselves married after a night of debauchery, setting the stage for a battle of the sexes filled with romance and comedic hijinks.

In a theme similar to My Best Friend's Girl, The Ugly Truth showcases the dynamic between a romantically challenged woman and a chauvinistic TV host who are thrown together in a series of comically awkward situations that question their understanding of love and relationships.

If the comedic misadventures in love and dating in My Best Friend's Girl caught your fancy, Good Luck Chuck is sure to tickle your funny bone. This film features a man who becomes a good luck charm for women, as they find their true love after being with him – leading to a series of wild and quirky romantic entanglements.

Audiences who enjoyed the love-triangle theme and humor in My Best Friend's Girl may appreciate Just Friends, which focuses on a man who was awkward in his teens and returns to his hometown, trying to win over his high school crush, while navigating the challenges of friend zones and past embarrassments.