20 best movies like The Object of My Affection (1998)

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

New York City. Melvin Udall, a cranky, bigoted, obsessive-compulsive writer, finds his life turned upside down when neighboring gay artist Simon is hospitalized and his dog is entrusted to Melvin. In addition, Carol, the only waitress who will tolerate him, must leave work to care for her sick son, making it impossible for Melvin to eat breakfast.

Through good times and bad, Stella and Delilah have always had each other. Now, Stella's so busy building a life that she's forgotten how to really live. But Delilah is about to change all that. What starts as a quick trip to Jamaica, end as an exhilarating voyage of self discovery as Stella learns to open her heart and find love - even if it's with a man 20 years her junior.

Ex-football star Mike Gambril meets Terry McKay on a flight to Sydney, which is forced to land on a small atoll. They become romantic on board a ship sent to take them to a larger island. They agree to meet in New York three months later to see if the attraction is real. One shows up but the other doesn't. However, a chance meeting brings them together again.

Natalie allows her classmate Jeff, who ran away from home after a fight with his stepfather, to stay at her place while her father is away on a business trip. Natalie soon starts dating Jeff's friend James Casey, who isn't as faithful as she thinks, while her best friend Polly falls in love with baseball player Zoo Knudsen.

Anjali is left heartbroken when her best friend and secret crush, Rahul, falls in love with Tina. Years later, Tina's young daughter tries to fulfil her mother's last wish of uniting Rahul and Anjali.

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.

Four young women continue the journey toward adulthood that began with "The Sisterhood of the Traveling Pants." Now three years later, these lifelong friends embark on separate paths for their first year of college and the summer beyond, but remain in touch by sharing their experiences with each other.

A sweeping multigenerational story set against the backdrop of the raw, roaring New York City of the late 1980s; adoption, teen pregnancy, drugs, hardcore punk rock, the unbridled optimism and reckless stupidity of the young—and old—are all major elements in this heart-aching tale of the son of diehard hippies and his strange odyssey through the extremes of late 20th century youth culture.

Seven close friends reunite for the wedding of two of their friends. Problems arise because the bride and the maid of honor have had a long rivalry over the groom.

Steven spends his school days longing for all-star athlete John. But John has a gorgeous girlfriend, and Steven is still in the closet about being gay. The only one who knows the teenager's secret is his friend Linda. After a curious run-in with John in a public restroom, Steven starts to wonder if the jock is straight after all. When they start a romance, it threatens to expose the truth about both of them.

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.

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.

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.

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

A clinically depressed teenager gets a new start after he checks himself into an adult psychiatric ward.

A family dog—with a near-human soul and a philosopher's mind—evaluates his life through the lessons learned by his human owner, a race-car driver.

College coeds in New York City, Al, the son of a celebrity chef, and Imogen, a talented artist, become smitten the second they lay eyes on one another at a bar. However, the road to happiness is not a smooth one. Outside forces, including a predatory porn star who wants to lure Al into her bed, threaten to pull apart the young lovers before their romance has a chance to really flourish.

Family friends Sam and Kat spend every Christmas Eve at the Children's Table. They grow up together, sharing the highs and lows of young adulthood. And at thirty, Sam realizes that Kat is the one...but he's afraid that the past will get in the way.

Breaking up with Mark Darcy leaves Bridget Jones over 40 and single again. Feeling that she has everything under control, Jones decides to focus on her career as a top news producer. Suddenly, her love life comes back from the dead when she meets a dashing and handsome American named Jack. Things couldn't be better, until Bridget discovers that she is pregnant. Now, the befuddled mom-to-be must figure out if the proud papa is Mark or Jack.

A very personal story that is both funny and poignant, TORCH SONG TRILOGY chronicles a New Yorker's search for love, respect and tradition in a world that seems not especially made for him.

A small circle of friends suffering from post-collegiate blues must confront the hard truth about life, love and the pursuit of gainful employment. As they struggle to map out survival guides for the future, the Gen-X quartet soon begins to realize that reality isn't all it's cracked up to be.

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.

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.

Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket happens to be a winner, in the sum of $4 million. True to his word, Lang proceeds to share the prize money with Biasi, which infuriates his greedy wife, Muriel. Not content with the arrangement, Muriel begins scheming to take all the money.

A love story built on a misunderstanding. A transit worker pulls commuter Peter off the tracks after he's mugged. But while he's in a coma, his family mistakenly thinks she's Peter's fiancée, and she doesn't correct them. Things get more complicated when she falls for his brother, who's not quite sure that she's who she claims to be.

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.

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.

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.

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 successful veterinarian and radio show host with low self-esteem asks her model friend to impersonate her when a handsome man wants to see her.

A comedy-drama about best friends - one a straight woman, Abbie, the other a gay man, Robert - who decide to have a child together. Five years later, Abbie falls in love with a straight man and wants to move away with her and Robert's little boy Sam, and a nasty custody battle ensues.

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

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.

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.

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.

When Elliot, a brash 23-year-old living carefree in New York City, meets the sensible Mia and receives a damning diagnosis all in the same week, his world is turned completely upside down. But as their love blossoms amidst the chaos of his treatment, they discover that Elliot's illness is not the real test of their relationship – it's everything else.

Eddy and Stuart share two-thirds of a dormitory suite. Due to bureaucratic error, a woman named Alex is added to their room. At first, relations among the three are tense. Soon, however, Alex falls for Eddy, and Stuart lusts after Alex.

When Johnny is released from prison following a forgery charge, he quickly lands a job as a short-order cook at a New York diner. Following a brief fling with waitress Cora, Frankie develops an attraction for Cora's friend and fellow waitress Frankie. While Frankie resists Johnny's charms initially, she eventually relents when her best friend, Tim, persuades her to give Johnny a chance.

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.