20 best movies like The Love Letter (1999)

Cheated on, mistreated and stepped on, the women are holding their breath, waiting for the elusive "good man" to break a string of less-than-stellar lovers. Friends and confidants Vannah, Bernie, Glo and Robin talk it all out, determined to find a better way to breathe.

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.

Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet – both blissfully unaware that he's putting her out of business.

Sidney is a writer who's just left her L.A. Times music review gig to edit New York hip-hop magazine XXL. Dre is an executive with a hip-hop record company based in New York. They've known each other since they met as children, when both discovered hip-hop for the first time. Now that they're back together, they should be perfect for each other, except that Dre's about to marry lawyer Reese and Sidney claims not to be interested in Dre romantically. Meanwhile, Dre is growing increasingly restless with his company's focus on profit over artistry, which leads to signing the gimmicky duo Ren and Ten while ignoring the talented Chris

Nora Wilder (Parker Posey), a single, career woman works at a Manhattan boutique hotel where her excellent skills in guest relations lack in the romantic department. If it is not her loving and dominant mother (Gena Rowlands) attempting to set her up that consistently fail, she has her friend’s (Drea de Matteo) disastrous blind dates to rely on as a backup for further dismay. She's surrounded by friends who are all happily engaged or romantically involved and somehow, love escapes Nora -- until she meets an unusual Frenchman (Melvil Poupaud) who helps her discover life beyond her self-imposed boundaries.

Otto Wall is just a little unlucky in life, and unbeknownst to him, in love. When his wife suddenly asks for a divorce, he bounces between a search for answers, desperate attempts to stay connected to his daughter, and his fateful reentry into the dating pool.

Martin, an ex-Parisian well-heeled hipster passionate about Gustave Flaubert who settled into a Norman village as a baker, sees an English couple moving into a small farm nearby. Not only are the names of the new arrivals Gemma and Charles Bovery, but their behavior also seems to be inspired by Flaubert's heroes.

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.

An American girl on vacation in Italy finds an unanswered "letter to Juliet" -- one of thousands of missives left at the fictional lover's Verona courtyard, which are typically answered by a the "secretaries of Juliet" -- and she goes on a quest to find the lovers referenced in the letter.

An aloof, struggling food photographer thinks he has found true love with a fiery grade-school teacher. At first, the relationship is all wine and roses, but as they realize they have little in common besides great sex, the romance wanes, and they struggle through a succession of break-ups and reunions as they try to work things out.

In 1900, strong-willed widow Lucy Muir goes to live in Gull Cottage by the British seaside, even though it appears to be haunted. On her very first night she meets the ghost of the crusty former owner, Captain Gregg—and refuses to be scared off. They eventually become friends and allies, after Lucy gets used to the idea of a man's ghost haunting her bedroom.

A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.

Quirky Jamie Harris is a magnet for less-than-kind men as she hops beds. But things start to look up when she becomes the object of affection of two seemingly normal men. Unfortunately, there's the immense problem of her self-imposed 90-day moratorium on sex.

Shy, straight-A student Ellie is hired by sweet but inarticulate jock Paul, who needs help wooing the most popular girl in school. But their new and unlikely friendship gets tricky when Ellie discovers she has feelings for the same girl.

Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn't like kissing her boyfriend very much. And she's pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to "sexual redirection" school, where she must, with other lesbians and gays learn how to be straight.

Jenny Farrell is getting married. But how will her straight-laced family react when they find out that the woman they thought was their daughter’s roommate is actually her fiancée? As the old-fashioned Farrells attempt to come to terms with the prospect of a surprise daughter-in-law, they face a difficult choice: either adapt with the times or risk being left behind.

Music From Another Room is a romantic comedy that follows the exploits of Danny, a young man who grew up believing he was destined to marry the girl he helped deliver as a five year old boy when his neighbor went into emergency labor. Twenty-five years later, Danny returns to his hometown and finds the irresistible Anna Swann but she finds it easy to resist him since she is already engaged to dreamboat Eric, a very practical match. In pursuit of Anna, Danny finds himself entangled with each of the eccentric Swanns including blind, sheltered Nina, cynical sister Karen, big brother Bill and dramatic mother Grace as he fights to prove that fate should never be messed with and passion should never be practical.

Unsure of what to do next, 23-year-old Marnie tries her best to navigate life after college. Still partying like there's no tomorrow, Marnie drags herself out of bed for her miserable temp job and can't decide whether she's wasting her time going after best buddy Alex, who doesn't seem to be interested.

For 16 years Miss Bentley has been spending April at an elegant hillside villa on Lake Como. This year, 1937, her London society artist father has recently died and the only other English-speaking guests are brash Americans. Then Major Wilshaw arrives. He suggests they meet for cocktails and Miss Bentley stands him up -- not even thinking about it -- as she helps the new nanny of an Italian family settle in. Miss Beaumont, a tall, young American who has dropped out of finishing school in Switzerland, is bored and finds some amusement in flirting with the major, whose libido is awakened for the first time since before the great war. And Miss Bentley now finds more about the major to admire than his ears.

Angie lives in the Bensonhurst section of Brooklyn, N.Y. and dreams of a better life than everyone she knows. When she finds that she is pregnant by her boyfriend Vinnie, she decides that she will have the baby, but not Vinnie as a husband. This turns the entire neighborhood upside down and starts her on a journey of self discovery. This journey includes her family, a new lover and her life. Even her best friend Tina has trouble understanding Angie. Written by Tony Fontana

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.

Maggie, an alluring free spirit who won't let anyone - or anything - tie her down. But she meets her match in Jamie, whose relentless and nearly infallible charm serve him well with the ladies and in the cutthroat world of pharmaceutical sales. Maggie and Jamie's evolving relationship takes them both by surprise, as they find themselves under the influence of the ultimate drug: love.

Rose Morgan, who still lives with her mother, is a professor of Romantic Literature who desperately longs for passion in her life. Gregory Larkin, a mathematics professor, has been burned by passionate relationships and longs for a sexless union based on friendship and respect.

After leaving Washington D.C. hospital, plastic surgeon Ben Stone heads for California, where a lucrative practice in Beverly Hills awaits. After a car accident, he's sentenced to perform as the community's general practitioner.

During a snowy winter in the small fictional town of Knight's Ridge, Massachusetts, a group of lifelong buddies hang out, drink and struggle to connect with the women who affect their decisions, dreams and desires.

Roseanna is dying of a heart condition, and all she wants is to be buried next to her daughter, in a cemetery that is getting full fast. The cemetery can't expand because Capestro, the man who owns the land next to the cemetery, won't sell. While Marcello is doing good deeds to make sure no one dies, Roseanna thinks of Marcello's future.

BOY MEETS GIRL is a funny, tender, sex positive romantic comedy that explores what it means to be a real man or woman, and how important it is to live a courageous life not letting fear stand in the way of going after your dreams.

A washed up golf pro working at a driving range tries to qualify for the US Open in order to win the heart of his succesful rival's girlfriend.

Hannah is a recent college graduate interning at a Chicago production company. She is crushing on two writers at work, Matt and Paul, who share an office and keep her entertained. Will a relationship with one of them disrupt the delicate balance of their friendship?

A celebrated military contractor returns to the site of his greatest career triumphs and re-connects with a long-ago love while unexpectedly falling for the hard-charging Air Force watchdog assigned to him.

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.

Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.

Publishing assistant Brett Eisenberg wants to be a big-time editor. However, she lacks self-confidence, a problem that isn't helped by her new, overbearing boss. Brett soon enters into a relationship with Archie, an older man who has plenty of his own issues, including alcoholism, diabetes and a difficult relationship with his daughter. Intent on helping Archie get past his problems, she turns to her dying father for advice.

Aisha is a girl with a simple diktat - everyone's business is her business. Arjun is a boy with even a simpler set of beliefs - Aisha should mind her own business. Caught in the Delhi upper class world with its own set of social rules, Aisha navigates her world with a great sense of style and even greater optimism. Caught in her web are her best friend Pinky, the small town girl Shefali, the west Delhi boy Randhir and the hunk Dhruv. Aisha will make sure everyone dances to her tune. And all Arjun wants to do is disentangle that web and get Aisha out of an impending sticky mess. Who will succeed and who will succumb? Welcome to Aisha's fabulous world where playing cupid is as easy as 123...if only that Arjun would stay out of her way!

A hapless talent manager named Danny Rose, by helping a client, gets dragged into a love triangle involving the mob. His story is told in flashback, an anecdote shared amongst a group of comedians over lunch at New York's Carnegie Deli. Rose's one-man talent agency represents countless incompetent entertainers, including a one-legged tap dancer, and one slightly talented one: washed-up lounge singer Lou Canova (Nick Apollo Forte), whose career is on the rebound.

Cowboys Beauregard Decker and Virgil Blessing attend a rodeo in Phoenix, where Decker falls in love with beautiful cafe singer Cherie. He wants to take Cherie back to his native Montana and marry her, but she dreams of traveling to Hollywood and becoming famous. When she resists his advances, Decker forces Cherie onto the bus back to Montana with him, but, when the bus makes an unscheduled stop due to bad weather, the tables are turned.

Alex Whitman (Matthew Perry) is a designer from New York City who is sent to Las Vegas to supervise the construction of a nightclub that his firm has been hired to build. Alex is a straight-laced WASP-ish type who, while enjoying a night on the town, meets Isabel Fuentes (Salma Hayek), a free-spirited Mexican-American photographer. Alex and Isabel are overtaken by lust at first sight and end up sp

A sudden loss disrupts Carol’s orderly life, propelling her into the dating world for the first time in 20 years. Finally living in the present tense, she finds herself swept up in not one, but two unexpected relationships that challenge her assumptions about what it means to grow old.

Carolina is a 2003 romantic comedy film directed by Marleen Gorris, starring Julia Stiles, Shirley MacLaine, Alessandro Nivola, Mika Boorem, Randy Quaid, and Jennifer Coolidge. Lisa Sheridan has a cameo role in the film, and Barbara Eden has the uncredited part of Daphne. It is set in Los Angeles, California. Shot in 2003, the film failed to find a distributor and was released direct-to-video in 2005.

Left broke and homeless by his wealthy parents' divorce, a young man moves in with an old friend and finally meets the woman of his dreams -- only to discover she's already dating his friend.

Retired Englishman George Hall's hypochondria worsens and takes its toll on his family.

Iris invites her friend Jack to stay at her family's island getaway after the death of his brother. At their remote cabin, Jack's drunken encounter with Hannah, Iris' sister, kicks off a revealing stretch of days.

A meditation on love and its various incarnations, set within a community of friends in Oregon. It is described as an exploration of the magical, mysterious and sometimes painful incarnations of love.

In the fall of 1963, Eddie Birdlace is an 18-year-old Marine Corps volunteer who is about to ship out with three of his buddies for a tour of duty in Vietnam. Planning a massive blowout for their last night in San Francisco, Eddie, his buddies, and a number of other Marines set up a contest they call a "dogfight."

This adult comedy follows six characters, three men and three women from a cross-section of social groups, as they play sexual power games. When an affair fires up between 2 of the married characters, it sparks a chain of consequences for all of them, including one of the wives falling for another woman!

Duets is a road-trip comedy which revolves around the little known world of karaoke and the whimsical characters who inhabit it. All roads lead to Omaha, site of a national karaoke competition where this motley group of singers and stars come together for a blow-out sing-off.

A working girl from New Jersey looks for love with a fast-lane Manhattan salesman from Queens.

Annie is stuck in a long-term relationship with Duncan – an obsessive fan of obscure rocker Tucker Crowe. When the acoustic demo of Tucker's hit record from 25 years ago surfaces, its discovery leads to a life-changing encounter with the elusive rocker himself.

Overachieving actress, Rebecca (Moore), must come to grips with her failing marriage to stay-at-home dad, Tom (Duchovny). While Rebecca's slacker brother, Tobey (Billy Crudup), can't seem to commit to his aspiring-novelist girlfriend, Elaine (Maggie Gyllenhaal). As both relationships spin out of control, the two couples embark on a quest to rediscover the magic and romance of falling in love in New York.

In his funky California beach enclave, Chip's the go-to guy for personal insights. But he isn't quite as enlightened when it comes to his own baggage.