90s/early 2000s romcoms

Helen Harris (Kate Hudson) is living the life she's always dreamed of: her career at a top modelling agency is on the rise; she spends her days at fashion shows and her nights at the city's hottest clubs. But her carefree lifestyle comes to a screeching halt when one phone call changes everything. Helen soon finds herself responsible for her sister's children: fifteen-year-old Audrey (Hayden Panettiere), ten-year-old Henry (Spencer Breslin), and five-year-old Sarah (Abigail Breslin). No one doubts that Helen is the coolest aunt in New York City, but what does this glamor girl know about raising kids? The fun begins as Helen goes through the transformation from super-hip to super-mom, but she quickly finds that dancing at 3a.m. doesn't mix with getting kids to school on time, advice that Helen's older sister, Jenny Portman (Joan Cusack), is only too quick to dish out. Along the way, Helen finds support in the most unusual place, with Dan Parker (John Corbett), the handsome young pastor and principal of the kids' new school, and realizes the choice she has to make is between the life she's always loved and the new loves of her life.

Harry and Sally meet when she gives him a ride to New York after they both graduate from the University of Chicago. The film jumps through their lives as they both search for love, but fail, bumping into each other time and time again. Finally a close friendship blooms between them, and they both like having a friend of the opposite sex. But then they are confronted with the problem: "Can a man and a woman be friends, without sex getting in the way?"

Jake and Brian are friends. They are Jewish and Catholic respectively. They would grow up and become a rabbi and priest. Anna, whom they knew when they were younger, comes back to town a stunning woman. Jake is up to be the head of his synagogue but he is not married which doesn't make his appointment any easier. Jake finds himself attracted to Anna but because she's not Jewish, he can't marry her as it would make his appointment less likely. Brian also finds himself attracted to Anna, but the priesthood doesn't allow that. Their friendship is strained when each learns of the other's feelings for her.

Harry Sanborn is an aged music industry exec with a fondness for younger women like Marin, his latest trophy girlfriend. Things get a little awkward when Harry suffers a heart attack at the home of Marin's mother Erica. Left in the care of Erica and his doctor, a love triangle starts to take shape.

Sisters Kat and Daisy work along with Jojo at the pizza parlour in Mystic, Connecticut. Kat, shortly off to Yale, finds herself drawn to a local architect she is babysitting for, while her more tearaway sister starts dating a guy from the money side of the tracks. Jojo leaves her man at the altar; she loves him but shies away from commitment. Meanwhile the fame of the pizza continues to spread; it seems to contain something almost ..... mystic.

This light-hearted romantic comedy centers tells of love sought, found, lost, and found again, revolving around the lives of two college students in New York City. Sophomore Al Connelly meets the girl of his dreams, freshman Imogen, and true love abounds. The two engage on a whirlwind courtship--they pick a song, eat a cake together, even make love. But Imogen's fear of lost youth causes her to push away from Al, and they go their separate ways. Al attempts to rebound from the relationship, determined to forget Imogen, and he goes to desperate measures to do so. The story is told from the points of view of both Al and Imogen.

A romantic comedy: Alex is an author whose writer's block and gambling debts have landed him in a jam. In order get loan sharks off his back, he must finish his novel in 30 days or wind up dead. To help him complete his manuscript he hires stenographer Emma. As Alex begins to dictate his tale of a romantic love triangle to the charming yet somewhat opinionated stenographer, Emma challenges his ideas at every turn. Her unsolicited yet intriguing input begins to inadvertently influence Alex and his story and soon real life begins to imitate art.

Charlie and Muriel Lang have led simple lives for most of their existence. That's until they win $4 million on the lottery. There is a problem, however. Prior to winning the lottery, Charlie had eaten at a café and hadn't been able to tip the waitress. He had promised her, jokingly, that if he won the lottery he'd give her half of it. This is why his wife, Muriel, decides to leave him. She doesn't want the waitress to get a cent of their money. In fact, she wants all $4 million for herself.

After his wife Maggie passes away, Sam Baldwin and his 8-year-old son Jonah relocate from Chicago to Seattle to escape the grief associated with Maggie's death. Eighteen months later Sam is still grieving and can't sleep. Although Jonah misses his mother, he wants his father to get a new wife despite Sam having not even contemplated dating again. On Christmas Eve, Sam (on Jonah's initiative) ends up pouring his heart out on a national radio talk show about his magical and perfect marriage to Maggie, and how much he still misses her. Among the many women who hear Sam's story and fall in love with him solely because of it is Annie Reed, a Baltimore-based newspaper writer. Annie's infatuation with Sam's story and by association Sam himself is despite being already engaged. But Annie's relationship with her straight-laced fiancé Walter is unlike her dream love life in the movie

Melanie Carmichael, an up and rising fashion designer in New York, has gotten almost everything she wished for since she was little. She has a great career and the JFK-like fiancée of New York City. But when he proposes to her, she doesn't forget about her family back down South. More importantly, her husband back there, who refuses to divorce her ever since she sent divorce papers seven years ago. To set matters straight, she decides to go to the south quick and make him sign the papers. When things don't turn out the way she planned them, she realizes that what she had before in the south was far more perfect than the life she had in New York City.

Ben and Katie married fifteen years ago and gifted with two children. They stay together but their hearts had separated long back. After the kids are send to summer camp both start living separately and eventually preparing to break news of their separation to the kids. But being alone in each one's own world makes them to think about the other. When the D-day comes Katie and Ben stick together for the good of their children.

When brought together at a family event, two exes find themselves oddly attracted to each other after ten years of divorce. Although the couple think that this affair will stay in a different state, it brings itself back to their own city and disrupts their personal lives. While the couple still maintain other romances, they cannot help but to continue with their affair.

Everett Stone, who made it on Wall Street, returns home for Christmas with his new girlfriend, Meredith Morton. His ultra-liberal, anti-conventional rustic Connecticut family doesn't exactly warm to the outsider, who despite her best efforts to please the prospective in-laws, looks, sounds, and acts like the conservative bigots they hate, while various Stones have their own problems. Only matriarch Sibyl Stone's unshakable maverick other son Ben gives her a chance, and as Everett won't actively turn against either, she feels more supported by him and a weird romance blossoms. Feeling beleaguered, Meredith calls in help from her easygoing sister Julie, who proves no help to her but soon develops a chemistry with Everett, so everything may now shift if they dare follow their hearts.

Tess McGill is a frustrated secretary, struggling to forge ahead in the world of big business in New York. She gets her chance when her boss breaks her leg on a skiing holiday. McGill takes advantage of her absence to push ahead with her career. She teams up with investment broker Jack Trainer to work on a big deal. The situation is complicated after the return of her boss.

Sparks fly and cultures collide in this romantic comedy about a casual night of passion that turns into the love of a lifetime. Alex Whitman is a New Yorker sent to Las Vegas to oversee a construction project. There he meets Isabel Fuentes, and some serious chemistry brings them together for one night. But Alex doesn't see Isabel again until three months later, when he learns she is pregnant. On a whim and prayer, he proposes. However, there's more to marriage than a Vegas chapel and an Elvis impersonator, as Alex and Isabel soon learn.

Flor Moreno, an impecunious single mother of one, emigrates to Los Angeles from Mexico in high hopes of creating a better life for her twelve-year-old daughter, Cristina. However, after landing a job as a housekeeper for the laid-back gourmet chef, John Clasky, and his well-to-do family, Flor will find herself up against a daunting language barrier, and Deborah, John's troubled wife. Little by little, as Flor struggles to start afresh, and of course, learn English, an inevitable cultural collision is at hand; moreover, a burgeoning romantic affection starts to take over. Will John and Flor ever bridge the linguistic divide?

In colorful, bustling, modern-day Manhattan, Rafi Gardet, a beautiful 37-year-old photography producer reeling from a recent divorce, meets David Bloomberg, a handsome 23-year-old painter recently out of college. Rafi's therapist, Dr. Lisa Metzger, who is working to help Rafi overcome her fears of intimacy, finds out that Rafi's new lover is--unfortunately for Lisa--her only son, David. Both David and Rafi must contend with their 14-year age gap, vastly-different backgrounds, and the demands of David's traditional mother. Despite their intense attraction, the charmed couple soon realizes that vastly-different ages and backgrounds create much conflict. A Jewish hip-hop lover and closet painter who still lives with his grandparents, David has little in common with Rafi--a non-practicing Catholic from a wealthy, broken family who travels in the sophisticated world of high-end fashion.

Trentonian Stacy Holt's life has been guided by two general items. One is her father abandoning the family when she was young, leading to her and her mother turning to the music of