Best movies like Along Came Polly

For the most cautious man on Earth, life is about to get interesting.

A unique, carefully handpicked, selection of the best movies like Along Came Polly Starring Ben Stiller, Jennifer Aniston, Philip Seymour Hoffman, Debra Messing, and more. If you liked Along Came Polly then you may also like: 21 & Over, 27 Dresses, Four Weddings and a Funeral, 50 First Dates, Yes Man 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.

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.

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21 & Over

Brilliant student Jeff Chang has the most important interview of his life tomorrow. But today is still his birthday, what starts off as a casual celebration with friends evolves into a night of debauchery that risks to derail his life plan.

27 Dresses

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

Four Weddings and a Funeral

Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love.

50 First Dates

Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and again. That's because the delightful Lucy has no short-term memory, so Henry must woo her day after day until he finally sweeps her off her feet.

6.7 / 10 2008 Comedy Romance
suggested by: rainbowchaser

Yes Man

Carl Allen has stumbled across a way to shake free of post-divorce blues and a dead-end job: embrace life and say yes to everything.

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.

What If

Medical-school dropout Wallace has been repeatedly burned by bad relationships. So while everyone around him, including his roommate Allan, seems to be finding the perfect partner, Wallace decides to put his love life on hold. It is then that he meets Chantry, an animator who lives with her longtime boyfriend Ben. Wallace and Chantry form an instant connection, striking up a close friendship. Still, there is no denying the chemistry between them, leading the pair to wonder, what if the love of your life is actually your best friend?

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.

Just Go with It

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.

Just Married

Tom Leezak and Sarah McNerney fall in love and plan to get married, despite opposition from Sarah's uptight, rich family. When they do get married, and get a chance to prove Sarah's family wrong, they go on a European honeymoon and run into disaster after disaster. They have to decide whether the honeymoon from hell and a few pre-marital mistakes are worth throwing away their love and marriage.

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.

Before We Go

A woman who is robbed on her way to catch the 1:30 train to Boston is left stranded in New York City. She meets a man who helps her during the course of the night and the two form a romance.

The Bounty Hunter

A revered bounty hunter's latest gig is rather satisfying, as his bail-skipper is his ex-wife, who has no intention of getting nabbed without a fight.

Bride & Prejudice

A Bollywood update of Jane Austen's classic tale, in which Mrs. Bakshi is eager to find suitable husbands for her four unmarried daughters. When the rich single gentlemen Balraj and Darcy come to visit, the Bakshis have high hopes, though circumstance and boorish opinions threaten to get in the way of romance.

Bride Wars

Two best friends become rivals when their respective weddings are accidentally booked for the same day.

Bridesmaids

Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.

Crazy, Stupid, Love.

Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.

Good Luck Chuck

Cursed since childhood, dentist Charlie Logan cannot find the right woman. Even worse, he learns that each of his ex-girlfriends finds true love with the man she meets after her relationship with him ends. Hearing of Charlie's reputation as a good-luck charm, women from all over line up for a quick tryst. But when Charlie meets the woman of his dreams, he must find a way to break the curse or risk losing her to the next man she meets.

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!

Love, Rosie

Since the moment they met at age 5, Rosie and Alex have been best friends, facing the highs and lows of growing up side by side. A fleeting shared moment, one missed opportunity, and the decisions that follow send their lives in completely different directions. As each navigates the complexities of life, love, and everything in between, they always find their way back to each other - but is it just friendship, or something more?

The Heartbreak Kid

Eddie, the 40-year-old confirmed bachelor finally says "I do" to the beautiful and sexy Lila. But during their honeymoon in Mexico, the woman of his dreams turns out to be a total nightmare, and the guy who could never pull the trigger realizes he’s jumped the gun.

The Switch

Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself…with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute – though slightly neurotic – son.

What Happens in Vegas

During a wild vacation in Las Vegas, career woman Joy McNally and playboy Jack Fuller come to the sober realization that they have married each other after a night of drunken abandon. They are then compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.

Failure to Launch

Tripp, an attractive man in his thirties, is still living with his parents Al and Sue. Tripp's best friends Demo and Ace are also still living in their parents' homes and seem proud of it. Al and Sue are not happy, however, and are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to arrange the matter and couldn't be happier with the result.

Forgetting Sarah Marshall

When Sarah Marshall dumps aspiring musician Peter Bretter for rock star Aldous Snow, Peter's world comes crashing down. His best friend suggests that Peter should get away from everything and to fly off to Hawaii to escape all his problems. After arriving in Hawaii and meeting the beautiful Rachel Jansen, Peter is shocked to see not only Aldous Snow in Hawaii, but also Sarah Marshall.

I Want You Back

Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.

Made of Honor

Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.

Monster-in-Law

Office temp Charlotte Cantilini thinks she's found Mr. Right when she starts dating gorgeous surgeon Dr. Kevin Fields. But there's a problem standing in the way of everlasting bliss: Kevin's overbearing and controlling mother, Viola. Fearing she'll lose her son's affections forever, Viola decides to break up the happy couple by becoming the world's worst mother-in-law.

A Guy Thing

Paul Morse is a good guy. When his friends throw him a wild bachelor party, he just wants to keep his conscience clean -- which is why he's shocked when he wakes up in bed with a beautiful girl named Becky and can't remember the night before. Desperate to keep his fiancée, Karen, from finding out what may or may not be the truth, he tells her a teensy lie. Soon his lies are spiraling out of control and his life is a series of comical misunderstandings.

Harold & Kumar Go to White Castle

Nerdy accountant Harold and his irrepressible friend, Kumar, get stoned watching television and find themselves utterly bewitched by a commercial for White Castle. Convinced there must be one nearby, the two set out on a late-night odyssey that takes them deep into New Jersey. Somehow, the boys manage to run afoul of rednecks, cops and even a car-stealing Neil Patrick Harris before getting anywhere near their beloved sliders.

Haunted Honeymoon

Larry Abbot, speaker in the radio horror shows of Manhattan Mystery Theater wants to marry. For the marriage he takes his fiancée home to the castle where he grew up among his eccentric relatives. His uncle decides that he needs to be cured from a neurotic speech defect and exaggerated bursts of fear: he gives him a shock therapy with palace ghosts.

Housesitter

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.

Laws of Attraction

Amidst a sea of litigation, two New York City divorce lawyers find love.

Life As We Know It

After a distastrous first date for caterer Holly and network sports director Messer, all they have is common is a dislike for each other and their love for their goddaughter Sophie. But when they suddenly become all Sophie has in this world, Holly and Messer must set their differences aside. Juggling careers and social calendars, they'll have to find common ground while living under the same roof.

5.8 / 10 2002 Comedy Romance
suggested by: user951s5p63tc4

Mr. Deeds

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.

Private Resort

Jack and his buddy Ben check in at a posh Florida resort, planning to spend every hour in hot pursuit of gorgeous babes. But their plans hit a major detour when they try to bed the wife of a conniving jewel thief. They'll have to outsmart him, a nasty security guard and an obnoxious jock if they're ever going to get a moment alone with the girls of their dreams!

That Old Feeling

A bride's divorced parents find their old feelings for each other during the wedding reception and over the course of the next few days upsetting the newlywed's honeymoon.

Two Night Stand

After an extremely regrettable one night stand, two strangers wake up to find themselves snowed in after sleeping through a blizzard that put all of Manhattan on ice. They're now trapped together in a tiny apartment, forced to get to know each other way more than any one night stand should.

Little Fockers

It has taken 10 years, two little Fockers with wife Pam and countless hurdles for Greg to finally get in with his tightly wound father-in-law, Jack. After the cash-strapped dad takes a job moonlighting for a drug company, Jack's suspicions about his favorite male nurse come roaring back. When Greg and Pam's entire clan descends for the twins' birthday party, Greg must prove to the skeptical Jack that he's fully capable as the man of the house.

6.9 / 10 2010 Romance Comedy
suggested by: personaltrainer

Leap Year

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.

Long-Term Relationship

Tired of the unsatisfying singles scene, Glenn answers a personal ad and meets Adam, a handsome Southern man seeking a long-term relationship. The two hit it off immediately, but their initial attraction is soon put to the test. Glenn's gay friends say he'd be happier playing the field again, but his straight pals encourage him to work at the budding relationship.

1 Night

Thirty-something Elizabeth must decide whether to salvage her disappointing relationship with Drew. Meanwhile, Bea, a worrisome teenager, reconnects with her introverted childhood friend, Andy, at their high school prom. Past and present collide as two couples explore love over the course of one night at a hotel.

Love by Chance

Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire finds out it wasn’t fate that brought them together, it could ruin the relationship.

Love in the Villa

A young woman takes a trip to romantic Verona, Italy, after a breakup, only to find that the villa she reserved was double-booked, and she'll have to share her vacation with a cynical British man.

Bridal Wave

With her wedding day rapidly approaching, an anxious bride-to-be has doubts about her pending marriage. At a romantic island resort, she encounters a handsome kindred spirit and must now decide if her "perfect" fiancé is really her true love.

I Do, I Do, I Do

An architect heads to the altar with her fiancé, unsure of her marriage and their future. She relives her disastrous wedding day, put together by her fiance’s overbearing mother, over and over until, with the help of his brother, she begins to face her biggest fears and discover what she really wants in herself and in her life.

The 10 Year Plan

Myles and Brody are best friends with two very different ways of finding love. Displeased with their current love lives, they make a pact to be together if neither finds love in ten year’s time. Now two months shy of their deadline, both friends set off to do whatever it takes to avoid ending up as each other’s last resort.

Honeymoon for One

A woman finds out her fiancé has been cheating on her so she ends her engagement just a week before the wedding. She embarks on an unexpected adventure when she goes on her honeymoon to a beautiful Irish castle estate - alone.

Irish Wish

Maddie's dream guy is days away from marrying her best friend when a wish for true love made on an ancient stone in Ireland magically alters her fate.

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