20 best movies like Down with Love (2003)

Spoiled playboy Henry van Cleve dies and arrives at the entrance to Hell, a final destination he is sure he deserves after living a life of profligacy. The devil, however, isn't so sure Henry meets Hell's standards. Convinced he is where he belongs, Henry recounts his life's deeds, both good and bad, including an act of indiscretion during his 25-year marriage to his wife, Martha, with the hope that "His Excellency" will arrive at the proper judgment.

To celebrate his 90th birthday, an old single journalist, Sabio, who accustomed to intimacy with whores since childhood, decides to gift himself with an intense night of love with a virgin teenager. Rosa Cabarcas, his old friend as a brothel madam arranges him the ideal young woman, Delgadina, a factory worker, who sells her virginity to support her family, but when he sees her sleeping angelically, he loses interest in pure pleasure and falls in love with her. That love was not meant to be true, but fate changes, and that hope is born of an opportunity for unbridled love.

A sportswriter who marries a fashion designer discovers that their mutual interests are few, although each has an intriguing past which makes the other jealous.

A man with a "doormat" personality tries standing up for himself for a change in this comedy. Mild mannered tax accountant Elliot Sherman is what he calls a "Baxter": the kind of calm, unexciting fellow who "wears sock garters" and "enjoys raking leaves." Loved by bosses and parents, Elliot is a perfectly nice guy. And that's his problem.

After her mother's death, mediocre chef Amanda Shelton is having trouble attracting customers to her family's restaurant. While shopping for ingredients, she is given a magical crab by mysterious Gene O'Reilly. Afterward, Amanda's dishes suddenly become excellent, inducing strong emotional reactions in everyone who eats them. Tom Bartlett, who is preparing to open his own eatery, tries her cooking and falls in love.

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

Two romantically-engaged corporate spies team up to manipulate a corporate race to corner the market on a medical innovation that will reap huge profits and enable them to lead an extravagant lifestyle together.

A young woman with Asperger's tries to find her first boyfriend with a little help from her older sister.

Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

A womanizing reporter for a sleazy tabloid magazine impersonates his hen-pecked neighbor in order to get an expose on renowned psychologist Helen Gurley Brown.

A comedian tries to make it as a serious actor when his reality-TV star fiancé talks him into broadcasting their wedding on her TV show.

A small business owner is about to lose her shop to a major corporate development.

Depressed and jaded after being dumped by her married boyfriend, aging beauty Minnie Moore wonders if she'll ever find love. After shaggy-haired parking lot attendant Seymour Moskowitz comes to her defense from an angry and rebuffed blind date, he falls hopelessly in love with her despite their myriad differences. Minnie reluctantly agrees to a date with Moskowitz, and, slowly but surely, an unlikely romance blossoms between the two.

Two air traffic controllers who thrive on living dangerously compete to outdo each other on several levels.

After his mistress runs over a young teen, a Wall Street hotshot sees his life unravel in the spotlight, and attracting the interest of a down and out reporter.

A Jewish man and a jewish woman meet and while attracted to each other find that their worlds are very different. She is the archetypical Jewish-American-Princess, very emotionally involved with her parents world and the world they have created for her while he is much less dependent on his family. They begin an affair which brings more differences to the surface.

When relaxed and charming Ben Wrightman meets workaholic Lindsey Meeks she finds him sweet and charming, they hit it off and when it is winter Ben can spend every waking hour with Lindsey, but when summer comes around the corner Lindsey discovers Ben's obsession with the Boston Red Sox. She thinks it is perfect until everything goes downhill for them.

Nightclub manager Darnell Wright is a perpetual playboy who is almost as devoted to his job as he is to the pursuit of beautiful women. After he sets his sights on the ultra-classy Brandi Web, he launches an all-out assault to win her heart. Ultimately, charm, lust and passion prevail, but Darnell learns the hard way that when you play, you pay. Brandi is much harder to get rid of than she was to get--especially when she realizes that she has a rival vying for Darnell's affection. When he finally decides to call it quits, Brandi becomes an obsessed femme fatale stalking the new love of her life.

A young and devoted morning television producer is hired as an executive producer on a long-running morning show at a once-prominent but currently failing station in New York City. Eager to keep the show on air, she recruits a former news journalist and anchor who disapproves of co-hosting a show that does not deal with real news stories.

On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.

A struggling young musician and devoted fan of Ricky Nelson wants to be just like his idol and become a rock star.

After a man finally gets over his former girlfriend, who has moved to Los Angeles and become a television star, and falls in love with another woman, the former girlfriend's show is canceled and she wants him back.

It's New York City in 1981, and various twentysomethings are converging on a New Year's Eve party.

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.

Alice Tate, mother of two, with a marriage of 16 years, finds herself falling for the handsome sax player, Joe. Stricken with a backache, she consults Dr. Yang, an oriental herbalist who realizes that her problems are not related to her back, but in her mind and heart. Dr. Yang's magical herbs give Alice wondrous powers, taking her out of well-established rut.

All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.

Three World War II buddies promise to meet at a specified place and time 10 years after the war. They keep their word only to discover how far apart they've grown. But the reunion sparks memories of youthful dreams that haven't been fulfilled -- and slowly, the three men reevaluate their lives and try to find a way to renew their friendship.

Unfounded suspicions lead a married couple to begin divorce proceedings, whereupon they start undermining each other's attempts to find new romance.

ARRANGED centers on the friendship between an Orthodox Jewish woman and a Muslim woman who meet as first-year teachers at a public school in Brooklyn. Over the course of the year they learn they share much in common - not least of which is that they are both going through the process of arranged marriages.

Three magazine employees head out on an assignment to interview a guy who placed a classified ad seeking a companion for time travel.

Three to one may sound like fairly good odds, but it depends on the game. When the "one" is one very irresistible woman and the "three" are three hopelessly smitten guys, the deck is pretty stacked. In the battle of the sexes, the first rule is to never underestimate the power of a woman.

Sissy Hankshaw is born with enormous thumbs that help her hitchhiking through the US from a young age. She becomes a model in advertising and her NY agent 'the Countess' sends her to his ranch in CA to shoot a commercial, set against the background of mating whooping cranes. There, she befriends Bonanza Jellybean, one of the cowgirls at the beauty- ranch.

Eugene and Rick are two struggling artists who share apartment. However, Rick has problems with that, because Eugene is obsessed with pulp fiction comic books and has nightmares because of that. Rick soon finds that those nightmares could be excellent material for writing his own comic books.

A comedy that pays tribute to the science fiction genre -- specifically, the sub-genre of time travel. But here the alternate reality is contemporary New York City where past and future experiences of trust, commitment and denial are cleverly put to the test. Just as Ruby is beginning to relish her first-ever healthy relationship, Sam begins muttering about being a time traveler from the year 2470.

After spending eight months in a mental institution, a former teacher moves back in with his parents and tries to reconcile with his ex-wife.

Jim and Connie's postwar New York building troubles keep Jim from working on his novel. Ex-WAC from Jim's army days Roberta moves in, further upsetting Connie but pleasing Jim's friend Ed. Tenant Charley, who marries tenant Eadie, loans money to Jim to help him keep the building, money which this Casanova obtains from rich widows.

Aspiring architect Tom Thompson is told by mysterious Ruth Abernathy that his best friend, "Bill," has taken his own life. Except that Tom has never met Bill and neither have his incredulous friends. So when Tom foolishly agrees to give the eulogy at Bill's funeral, it sets him on a collision course with Ruth -- who is revealed to be Bill's oversexed mother -- and Julie DeMarco, the longtime crush Tom hasn't seen since they were teens.

Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby who inspires him. When Calvin finds Ruby, in the flesh, sitting on his couch about a week later, he is completely flabbergasted that his words have turned into a living, breathing person.

Hard-drinking novelist Zach Hutton spirals out of control after his wife and mistress both leave him. Alone and crippled by a bad case of writer's block, Zach slips in and out of casual relationships and one-night stands, while his drinking becomes more and more severe. With the help of a bartender and his therapist, Zach confronts his demons -- women and alcohol -- and rediscovers his writing voice.

A womanizer meets his match when he falls for the daughter of a gambling addict who is in debt to the mob.

A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

Women are practically throwing themselves at Rich and he can’t seem to control himself. But he continually blames his penis, which seems to have a mind of its own. After ruining yet another promising relationship with Jamie, Rich has finally had enough and wishes his penis would just leave him alone. The next morning, Rich wakes up to find his wish has come true and his johnson is no longer on his body. Even worse, Rich is shocked to discover that his penis has taken human form...

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'

A group of thirtysomethings having problems with fidelity gets an opportunity to turn back the clock.

No sooner does Italian-American widow Loretta accept a marriage proposal from her doltish boyfriend, Johnny, than she finds herself falling for his younger brother, Ronny. She tries to resist, but Ronny lost his hand in an accident he blames on his brother, and has no scruples about aggressively pursuing her while Johnny is out of the country. As Loretta falls deeper in love, she comes to learn that she's not the only one in her family with a secret romance.

When New York architect Matt Saunders dumps his new girlfriend Jenny Johnson - a smart, sexy and reluctant superhero known as G-Girl - she uses her powers to make his life a living hell!

A neurotic, young psychology student, with low self-esteem, has a chance encounter with a free-spirited, extremely gregarious woman who works at the Paris Health Club in New York City, and who suggests that they immediately get married to see how it will work out. Both of the student's parents are analysts, and they provide the happy couple with a gift certificate for a year of marriage counseling as a wedding present.

A young woman is forced to reflect on her first relationship when she inadvertently moves into her ex boyfriend's apartment building.

Sam Davis convinces his former best friend to spend a weekend with him to rekindle their friendship at an elegant beachside estate owned by a famous documentary filmmaker. However, it soon becomes clear that Sam is secretly infatuated with his ex, Zoe, who is now the filmmaker’s fiancée, and that his true intention is to thwart their impending nuptials. As Sam’s plan begins to unravel, he is forced to realize how complicated love and friendship can be.

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.