Best movies like Mr. Deeds

Small town kid, big time right hook.

A unique, carefully handpicked, selection of the best movies like Mr. Deeds Starring Adam Sandler, Winona Ryder, John Turturro, Allen Covert, and more. If you liked Mr. Deeds then you may also like: 27 Dresses, You, Me and Dupree, The Wedding Date, The Wedding Singer, When in Rome and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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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.

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27 Dresses

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

You, Me and Dupree

After standing in as best man for his longtime friend Carl Petersen, Randy Dupree loses his job, becomes a barfly and attaches himself to the newlywed couple almost permanently -- as their houseguest. But the longer Dupree camps out on their couch, the closer he gets to Carl's bride, Molly, leaving the frustrated groom wondering when his pal will be moving out.

The Wedding Date

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.

The Wedding Singer

Robbie, a local rock star turned wedding singer, is dumped on the day of his wedding. Meanwhile, waitress Julia finally sets a wedding date with her fiancée Glenn. When Julia and Robbie meet and hit it off, they find that things are more complicated than anybody thought.

When in Rome

After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.

5.8 / 10 2009 Comedy Romance
suggested by: SparklingSeagull

New in Town

Lucy Hill is an ambitious up-and-coming executive living in Miami. She loves her shoes, she loves her cars and she loves climbing the corporate ladder. When she is offered a temporary assignment — in the middle of nowhere — to restructure a manufacturing plant, she jumps at the opportunity, knowing that a big promotion is close at hand. What begins as a straightforward assignment becomes a life-changing experience as Lucy discovers greater meaning in her life and, most unexpectedly, the man of her dreams.

The Out-of-Towners

The adventures of married couple Henry and Nancy Clark, vexed by misfortune while in New York City for Henry's job interview.

6.4 / 10 1987 Comedy Romance
suggested by: CrimsonCardinal

Roxanne

Based on the play 'Cyrano de Bergerac', large-nosed C.D. Bales falls for the beautiful Roxanne—while she falls for his personality but another man's looks.

Just My Luck

Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.

Along Came Polly

Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.

Anger Management

After a small misunderstanding aboard an airplane escalates out of control, timid businessman Dave Buznik is ordered by the court to undergo anger management therapy at the hands of specialist Dr. Buddy Rydell. But when Buddy steps up his aggressive treatment by moving in, Dave goes from mild to wild as the unorthodox treatment wreaks havoc with his life.

Big Fat Liar

After one of his class papers is stolen and turned into a movie, a young student and his best friend exact a hilarious, slapstick revenge on the Hollywood hot shot who has taken credit!

6.2 / 10 1995 Comedy
suggested by: user3730wr86oux

Billy Madison

Billy Madison is the 27 year-old son of Bryan Madison, a very rich man who has made his living in the hotel industry. Billy stands to inherit his father's empire, but only if he can make it through all 12 grades, 2 weeks per grade, to prove that he has what it takes to run the family business.

Chasing Liberty

The President's daughter, unable to experience life like a normal 18 year-old, escapes from her entourage of Secret Service agents while traveling in Europe. She falls in love with a handsome British stranger, who also happens to be working undercover for her father.

How to Lose a Guy in 10 Days

It’s the battle of wills, as Andie (Kate Hudson) needs to prove she can dump a guy in 10 days, whereas Ben (Matthew McConaughey) needs to prove he can win a girl in 10 days. Now, the clock is ticking - and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!

Deuce Bigalow: Male Gigolo

Deuce Bigalow is a less than attractive, down on his luck aquarium cleaner. One day he wrecks the house of a gigolo and needs quick money to repair it. The only way he can make it is to become a gigolo himself, taking on an unusual mix of female clients. He encounters a couple of problems, though. He falls in love with one of his unusual clients, and a sleazy police officer is hot on his trail.

There's Something About Mary

For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.

I Now Pronounce You Chuck & Larry

Firefighters Chuck Ford and Larry Valentine are guy's guys, loyal to the core—which is why when widower Larry asks Chuck to pose as his lover so that he can get domestic partner benefits for his kids, his buddy agrees. However, things get dicey when a bureaucrat comes calling, and the boys are forced to present a picture of domestic bliss.

Class Rank

Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.

6.1 / 10 2013 Comedy
suggested by: user900nlgmfhj0

Grown Ups 2

Lenny has relocated his family back to the small town where he and his friends grew up. This time around, the grown ups are the ones learning lessons from their kids on a day notoriously full of surprises—the last day of school.

Heartbreakers

Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.

My Best Friend's Girl

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.

Disorderlies

As not-quite-orderlies who're downright Disorderlies, rap-music favorites The Fat Boys rule. Playing the freewheeling caretakers of the frail Dennison, they stir up a comedic culture clash in Palm Beach society that only proves laughter is the best medicine this side of a tax refund.

Set It Up

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

Son in Law

Country girl Rebecca has spent most of her life on a farm in South Dakota, and, when she goes away to college in Los Angeles, Rebecca immediately feels out of place in the daunting urban setting. She is befriended by a savvy party animal named Crawl, who convinces the ambivalent Rebecca to stay in the city. When Thanksgiving break rolls around, Rebecca, no longer an innocent farm girl, invites Crawl back to South Dakota, where he pretends to be her fiancé.

6.9 / 10 2014 Comedy Romance
suggested by: user394poacvbgd

Blended

After a divorced mom and widowed dad have a disastrous blind date and part ways, they unknowingly end up having to share the same romantic suite at an African resort for families during spring break.

Random Acts of Christmas

While uncovering who is behind the random acts of Christmas popping up around her city, investigative journalist Sydney meets a competing reporter, Cole, who ignites her Christmas spirit and captures her heart, but may not be the man he claims to be.

Entertaining Christmas

Candace, daughter of lifestyle mogul Liz Livingstone, has never lived up to her mother’s standards. When a young girl posts a video begging Liz to help arrange a special Christmas party, Candace is sent in her place. As she struggles to prove herself worthy of running the company, Candace meets—and begins falling for—the girl’s uncle, a reporter writing an expose on her.

Lost and Found

A magical tale of friendship and loneliness, which tells the story of a little boy who one day finds a penguin on his doorstep. Although at first he is unsure what to do, the boy becomes determined to help the penguin find his way back home... even if that means rowing all the way to the South Pole!

Pumpkin Pie Wars

Competing bakery owners, Faye McKenzie and Lydia Harper have been feuding for years with the Lake Shore County Harvest Festival’s annual pumpkin pie bake-off at the center of it all. The winner not only gets bragging rights and a trophy, but a substantial boost to her business, as well. This year, however, the women are passing the torch to their respective children, Casey and Sam, and when romantic sparks fly between them, this bake-off promises to be one to remember.

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

Love in the Forecast

After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.

Christmas Land

Jules has just inherited a quaint magical Christmas-themed village and Christmas tree farm bequeathed her by her grandmother. She plans to sell it and use the profits to buy her dream home in New York City. But the longer Jules stays on the farm and the more she learns how important Christmas Land has been to so many families, the more Jules starts to question her motives to sell.

Angels and Ornaments

Corrine's holiday season gets an unexpected dose of romance when she meets the mysterious Harold, who is on a deadline from a higher power to help Corrine find her true love by Christmas Eve. As the clock ticks down to Harold's deadline, Corrine must decide if she will open up to Christmas love.

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