20 best movies like Brewster's Millions (1985)

Longfellow Deeds lives in a small town, leading a small town kind of life. When a relative dies and leaves Deeds a fortune, Longfellow moves to the big city where he becomes an instant target for everyone. Deeds outwits them all until Babe Bennett comes along. When small-town boy meets big-city girl anything can, and does, happen.

In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can experience the joys of parenthood without significantly curbing their personal freedom. However, when Julie and Jason both become involved with others, they discover that they secretly harbor romantic feelings for each other.

Though Rachel (Ginnifer Goodwin) is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy (Kate Hudson). Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan (John Krasinski), Rachel's confidant, harbors a potentially explosive secret of his own.

Dr. Jason Bull is the brilliant, brash, and charming founder of a hugely successful trial consulting firm.

As her marriage dissolves, a Manhattan writer takes driving lessons from a Sikh instructor with marriage troubles of his own. In each other's company they find the courage to get back on the road and the strength to take the wheel.

Donald Trump has it all. Money, power, respect, and an Eastern European bride. But all his success didn’t come for nothing. First, he inherited millions of dollars from his rich father, then he grabbed New York City by the balls. Now you can learn the art of negotiation, real estate, and high-quality brass in this illuminating made-for-TV special feature, Funny Or Die Presents Donald Trump’s The Art Of The Deal: The Movie.

After he reunites with an old pal through Facebook, a mild-mannered accountant is lured into the world of international espionage.

Divorced and demoralised, Amy Minsky’s prospects look bleak when she is condemned to move back in with her parents at the age of 35. Everyone wants to help but, as her patience level with advice is plummeting, a bold teenage boy enters her life, igniting her last bit of self-esteem.

When his star recruit botches a Major League Baseball debut, humiliated talent scout, Al Percolo gets banished to rural Mexico, where he finds a potential gold mine in the arm of young phenom Steve Nebraska. Soon, the Bronx Bombers put a $55 million contract on the table—provided a psychiatrist can affirm Nebraska's mental stability.

The true story of Texas congressman Charlie Wilson's covert dealings in Afghanistan, where his efforts to assist rebels in their war with the Soviets had some unforeseen and long-reaching effects.

Two cowboys inherit a "social club" specializing in satisfying men.

Janie lives to dance and will dance anywhere, even stripping in a burlesque house. Tod Newton, the rich playboy, discovers her there and helps her get a job in a real Broadway musical being directed by Patch. Tod thinks he can get what he wants from Janie, Patch thinks Janie is using her charms rather than talent to get to the top, and Janie thinks Patch is the greatest. Steve, the stage manager, has the Three Stooges helping him manage all the show girls. Fred Astaire and Nelson Eddy make appearances as famous Broadway personalities.

When the murdered body discovered by beautiful, vivacious socialite Melsa Manton disappears, police and press label her a prankster until she proves them wrong.

Challenges of impending parenthood turn the lives of five couples upside down. Two celebrities are unprepared for the surprise demands of pregnancy; hormones wreak havoc on a baby-crazy author, while her husband tries not to be outdone by his father, who's expecting twins with his young trophy wife; a photographer's husband isn't sure about his wife's adoption plans; a one-time hook-up results in a surprise pregnancy for rival food-truck owners.

For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.

Jake is a quiet, sensitive middle schooler with dreams of being an artist. He meets the affably brash Tony at his grandfather's funeral, and the unlikely pair soon hit it off. The budding friendship is put at risk, however, when a rent dispute between Jake's father, Brian, and Tony's mother, Leonor, threatens to become contentious.

It's the summer before 6th grade, and Clark is the new-in-town biracial kid in a sea of white. Discovering that to be cool he needs to act 'more black,' he fumbles to meet expectations, while his urban intellectual parents Mack and Gina also strive to adjust to small-town living. Equipped for the many inherent challenges of New York, the tight-knit family are ill prepared for the drastically different set of obstacles that their new community presents, and soon find themselves struggling to understand themselves and each other in this new suburban context.

Kris Kringle, seemingly the embodiment of Santa Claus, is asked to portray the jolly old fellow at Macy's following his performance in the Thanksgiving Day parade. His portrayal is so complete that many begin to question if he truly is Santa Claus, while others question his sanity.

Revolves around three friends who have dream weddings only to find out that the pastor who married them failed to complete the key paperwork required to make them official.

A sex therapist goes through puberty after the successful removal of a benign tumor resting against his pituitary gland. He experiences all the changes and effects of puberty over a three-week period.

A comedy that follows a group of friends as they navigate their way through the freedoms and responsibilities of unsupervised adulthood.

An aspiring dancer moves to New York City and becomes caught up in a whirlwind of flighty fair-weather friends, diminishing fortunes and career setbacks.

Fortune hunter Holly Golightly finds herself captivated by aspiring writer Paul Varjak, who's moved into her building on a wealthy woman's dime. As romance blooms between Paul and Holly, Doc Golightly shows up on the scene, revealing Holly's past.

New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.

Three fanatical bird-watchers spend an entire year competing to spot the highest number of species as El Nino sends an extraordinary variety of rare breeds flying up into the U.S., but they quickly discover that there are more important things than coming out on top of the competition

Pledging to keep herself from being the oldest and the only woman in her entire family never to wed, Montana embarks on a thirty-day, thirty-thousand-mile expedition to charm a potential suitor into becoming her fiancé.

A comedy centered on the life of Kate Reddy, a finance executive who is the breadwinner for her husband and two kids.

Ivan is a 400-pound silverback gorilla who shares a communal habitat in a suburban shopping mall with Stella the elephant, Bob the dog, and various other animals. He has few memories of the jungle where he was captured, but when a baby elephant named Ruby arrives, it touches something deep within him. Ruby is recently separated from her family in the wild, which causes him to question his life, where he comes from and where he ultimately wants to be.

Longtime best friends Bebe and DeeDee are both wrestling with love. Bebe has met someone new and is in the exuberant phase of a budding romance. DeeDee is trying to move on from someone she can’t forget – mostly in destructive ways. As Bebe waits for the perpetually late DeeDee at their favorite coffee shop, she meets Clementine, a distraught young woman with love problems of her own. With Clementine in tow, Bebe and DeeDee soon embark on the kind of outrageous misadventure that only New York City can offer.

A self-anointed 'renegade' male flight attendant must save the day when the airline he works for tries to eliminate flight attendants as a cost-cutting measure.

Elegant, proper Grace and freewheeling, eccentric Frankie are a pair of frenemies whose lives are turned upside down - and permanently intertwined - when their husbands leave them for each other. Together, they must face starting over in their 70s in a 21st century world.

A summer heat wave and a series of sexual encounters connect a group of New Yorkers.

Ingrid becomes obsessed with a social network star named Taylor Sloane who seemingly has a perfect life. But when Ingrid decides to drop everything and move west to be Taylor's friend, her behaviour turns unsettling and dangerous.

Jim Carrey stars as Tom Popper, a successful businessman who’s clueless when it comes to the really important things in life...until he inherits six “adorable” penguins, each with its own unique personality. Soon Tom’s rambunctious roommates turn his swank New York apartment into a snowy winter wonderland — and the rest of his world upside-down.

Marion and Mingus both come from failed relationships but, by bringing their children together, they've managed to form a small yet happy family. Tensions in their household soon begin to spike when Marion's jovial father shows up on their doorstep with his randy daughter and her peculiar boyfriend in tow. As the motor-mouthed houseguests shatter every taboo imaginable, the happy couple begin to question their commitment.

When her husband abruptly ends their marriage, empty nester Kate embarks on a solo second honeymoon in Africa, finding purpose and potential romance.

George W. Bush picks Dick Cheney, the CEO of Halliburton Co., to be his Republican running mate in the 2000 presidential election. No stranger to politics, Cheney's impressive résumé includes stints as White House chief of staff, House Minority Whip and defense secretary. When Bush wins by a narrow margin, Cheney begins to use his newfound power to help reshape the country and the world.

Ever since her parents left her as a baby, little Annie has led a hard-knock life with her calculating foster mother, Miss Hannigan. However, all that changes when hard-nosed billionaire and mayoral candidate Will Stacks takes her in on the recommendation of his advisers. Stacks believes that he's Annie's guardian angel, but the plucky youngster's confidence and sunny outlook may mean that Annie will save Will instead.

Middle-aged and divorced, Wilson finds himself lonely, smug and obsessed with his past.

When brokenhearted Stan flies to Austin for the weekend in hopes of "accidentally" running into his ex-girlfriend Cathy, he arrives to find their best friends Jeff and Kara in the middle of their own vicious breakup. Before too long, battle lines are drawn – and with the Air Sex World Championships in town, anything can go down.

Thirteen-year-old Kayla endures the tidal wave of contemporary suburban adolescence as she makes her way through the last week of middle school — the end of her thus far disastrous eighth grade year — before she begins high school.

A former stripper's talent with numbers lands her a job with a professional gambler who runs a sports book in Las Vegas.

After attending a gathering on a billionaire's yacht during a European vacation, a New York cop and his wife become prime suspects when he's murdered.

Motherhood is a comedy written and directed by Katherine Dieckmann, and stars Uma Thurman, Anthony Edwards and Minnie Driver. Shot on location in New York’s West Village, focuses on the dilemmas of motherhood, such as marriage, work, and self, shown in the trials and tribulations of one pivotal day.

In Manhattan, the aspirant writer Jabez Stone is a complete loser: he is not able to sell his novels, he lives in a lousy apartment and he does not have success with women. When one of his friends Julius Jenson sells his novel for US$ 190,000.00 to an editor, Jabez fells envy and promises to sell his soul to the devil for success and accidentally kills a woman with his typing machine. The Devil knocks on his door, fixes the situation and seals a contract with Jabez. His low quality novels have bad reviews but become best-sellers; Jabez enriches; has success with women, but has no time for his friends. Jabez meets with the publisher Daniel Webster who offers him a chance to break the contract with the devil.

Straight out of Jersey comes Patricia Dombrowski, a.k.a. Killa P, a.k.a. Patti Cake$, an aspiring rapper fighting through a world of strip malls and strip clubs on an unlikely quest for glory.

As lawyer and power broker Roy Cohn lies dying of AIDS in a private hospital room, ghosts from his past visit him as he reflects on his life and loves.

A woman on the brink of a marriage proposal is told by a friend that she should date other men before spending the rest of her life with her boyfriend.

A privileged rich debutante and a cynical struggling entertainer share a turbulent, but strong childhood friendship over the years.

Awkward, isolated and disapproving of most of the people around her, a precocious 19-year-old genius is challenged to put her convictions to the test by venturing out on to the NYC dating scene, in this adaptation of Caren Lissner’s best-selling 2003 novel.