Best movies like Roxanne

Similar in 85%

Playing It Cool (2014)

Plot Summary:

The story of a young man disillusioned by love who meets a breathtaking young woman at a charity dinner by pretending to be a philanthropist. Turns out that she’s engaged to a guy who doesn’t like her going on dates. Challenged by the chase, and egged on by his eclectic friends, he feigns a platonic relationship in order to keep seeing her as he tries to conquer her heart.

Similar in 78%

HouseSitter (1992)

Plot Summary:

After building his dream house, architect Newton Davis proposes marriage to his girlfriend, only to be summarily rejected. He seeks solace in a one-night stand with a waitress, never imagining that a woman he slept with once would end up posing as his wife. Gwen's ruse is so effective that by the time Newton learns of his "marriage," the entire town feels like they know him.

Similar in 79%

There's Something About Mary (1998)

Plot Summary:

Having never fully recovered from a prom date that became a total disaster, a man finally gets a chance to reunite with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

Similar in 77%

Mr. Deeds (2002)

Plot Summary:

When Longfellow Deeds, a small-town pizzeria owner and poet, inherits $40 billion from his deceased uncle, he quickly begins rolling in a different kind of dough. Moving to the big city, Deeds finds himself besieged by opportunists all gunning for their piece of the pie. Babe, a television tabloid reporter, poses as an innocent small-town girl to do an exposé on Deeds.

Similar in 77%

L.A. Story (1991)

Plot Summary:

With the help of a talking freeway billboard, a "wacky weatherman" tries to win the heart of an English newspaper reporter, who is struggling to make sense of the strange world of early-90s Los Angeles.

Similar in 88%

My Best Friend's Wedding (1997)

Plot Summary:

When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the wedding.

Similar in 90%

The Other Woman (2014)

Plot Summary:

After discovering her boyfriend is married, Carly soon meets the wife he's been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.

Similar in 85%

It's Complicated (2009)

Plot Summary:

Ten years after their divorce, Jane and Jake Adler unite for their son's college graduation and unexpectedly end up sleeping together. But Jake is married, and Jane is embarking on a new romance with her architect. Now, she has to sort out her life – just when she thought she had it all figured out.

Similar in 89%

Leap Year (2010)

Plot Summary:

When yet another anniversary passes without a marriage proposal from her boyfriend, Anna decides to take action. Aware of a Celtic tradition that allows women to pop the question on Feb. 29, she plans to follow her lover to Dublin and ask him to marry her. Fate has other plans, however, and Anna winds up on the other side of the Emerald Isle with handsome, but surly, Declan -- an Irishman who may just lead Anna down the road to true love.

Similar in 77%

The Accidental Husband (2008)

Plot Summary:

When radio love guru Dr Emma Lloyd convinces Patrick Sullivan's fiancée to dump him the week before their wedding. He sets about teaching her a lesson for interfering in other peoples lives that she knows nothing about. Things take a turn when he finds himself falling for the very person who ruined his life and everyone is going to have to learn a few lessons about 'Real Love'.

Similar in 77%

My Best Friend's Girl (2008)

Plot Summary:

When Dustin's girlfriend, Alexis, breaks up with him, he employs his best buddy, Tank, to take her out on the worst rebound date imaginable in the hopes that it will send her running back into his arms. But when Tank begins to really fall for Alexis, he finds himself in an impossible position.

Similar in 76%

Heartbreaker (2010)

Plot Summary:

Alex and his sister run a business designed to break up relationships. They are hired by a rich man to break up the wedding of his daughter. The only problem is that they only have one week to do so.

Similar in 87%

27 Dresses (2008)

Plot Summary:

Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.

Similar in 79%

Just Go with It (2011)

Plot Summary:

A plastic surgeon, romancing a much younger schoolteacher, enlists his loyal assistant to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, the assistant's kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.

Similar in 90%

The Wedding Date (2005)

Plot Summary:

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

Similar in 76%

The Ugly Truth (2009)

Plot Summary:

A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

Similar in 76%

How to Lose a Guy in 10 Days (2003)

Plot Summary:

An advice columnist, Andie Anderson (Kate Hudson), tries pushing the boundaries of what she can write about in her new piece about how to get a man to leave you in 10 days. Her editor, Lana (Bebe Neuwirth), loves it, and Andie goes off to find a man she can use for the experiment. Enter executive Ben Berry (Matthew McConaughey), who is so confident in his romantic prowess that he thinks he can make any woman fall in love with him in 10 days. When Andie and Ben meet, their plans backfire.

Similar in 87%

Hitch (2005)

Plot Summary:

Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.