90s/early 2000s romcoms

Harvard educated lawyer Lucy Kelson, following in the footsteps of her lawyer parents, uses her career for social activism. She hides any sense of femininity behind her work. George Wade is the suave public face of the Manhattan-based Wade Corporation, a development firm that Lucy routinely opposes and whose true head is George's profit-oriented brother, Howard Wade. George, who has a reputation as a lady's man, has had as his legal counsel a series of beautiful female lawyers with questionable credentials, they who have more primarily acted as his casual sex partners. Needing a real lawyer, he offers Lucy the job of his legal counsel on a chance meeting. Despite warnings from her parents in working for the "enemy", Lucy, who has no intention of being the latest in his bed partners, accepts the job as she feels she can do more good from the inside, and as George, as part of the job offer, promises not to demolish a community center in a heritage building as part of a development project near her childhood Coney Island home where her parents still live. Although Lucy is able to effect the type of change she wanted from this position, she finds she cannot deal with George's expectations of her, namely being his primary confidante and advisor at all hours of the day and night, mostly about issues she considers frivolous. As such, she gives him two weeks notice, although she promises to help George find her replacement. As Lucy begins to review resumes, George himself unilaterally decides to hire June Carver, a fellow Harvardite, but who seems to have her sights set on George as both a boss and personal partner. As June begins to replace Lucy in seemingly all aspects of George's life, Lucy begins to realize that she herself has fallen for George. However, Lucy's feelings for George and her attempts to re-ingratiate herself into George's life are placed into jeopardy when she learns of a Wade Corporation decision against her basic sensibilities.

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?"

In New York, faithful, boring book-jacket-summary writer Ben Holmes is ready to fly to Savannah, Georgia, to marry his beloved fiancee Bridget, but the plane crashes at takeoff and Ben is stranded in the airport. But soon he meets free-spirited Sarah, who finds a man called Vic who offers them a ride in his rented car if they will split the expenses. Along their troubled journey, the forces of nature seem to conspire against Ben as he gets better acquainted with unpredictable Sarah. Soon he questions whether or not he should go through with marrying Bridget.

Grace Bichon, who is managing her father Wyly King's riding-stable, discovers that her husband, Eddie, deceives her with another woman. After confronting him in the middle of the night on the streets of their small home town, she decides to stay at her sister Emma Rae's house for a while to make up her mind. Breaking out of her everyday life, she starts to question everyone's authority, especially Wyly's, thus causing a stir in her parents' marriage, too.

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.

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

Because of his extreme wealth and suave good looks, Edward Lewis could seemingly have any woman he wants, that committed significant other which he needs on his arm at social events to further how he makes his money as a corporate raider. However, he focuses more on his corporate raiding pursuits with his partner in crime, Philip Stuckey, his lawyer of ten years, than those women, with every significant other he's had in his life feeling neglected and eventually leaving him, this fact about which he is just coming to the realization. In Beverly Hills, Edward, in needing that woman on his arms as he and Philip work toward taking over the company owned by the increasingly insolvent James Morse, decides, based on a chance encounter, to hire Hollywood Boulevard hooker Vivian Ward as his escort for the week 24/7. He does so because he wants to have a professional who would be committed to the work, yet not have any commitments to her after the week is over. Beyond their chance encounter, he also makes this decision because she surprises him about how unhookerish she is in certain respects. Vivian, relatively new to Los Angeles and the business, still has to look and act the part, with Edward, beyond giving her money, leaving her largely to her own devices to do so. So she gets a somewhat unlikely Henry Higgins in Barney Thompson, the manager of the Beverly Wilshire Hotel where Edward is staying. Barney has to draw that fine line of keeping the hotel's upscale clients happy, while maintaining the posh decorum of the upper class, which does not include people coming into the hotel looking for rooms with hourly rates. As Barney and his associates are able to transform Vivian into a Cinderella, the questions become whether Vivian can go back to her Hollywood Boulevard life and whether she does have her Prince Charming beyond this week in the form of Edward or anyone else who truly does see her as Cinderella as opposed to a Hollywood Boulevard streetwalker.

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.

A woman who, by a promise made years earlier, is supposed to marry her best friend in three weeks, even though she doesn't want to. When she finds out that he's marrying someone else, she becomes jealous and tries to break off the wedding.

Becky (Rachel McAdams) is a hard-working morning TV show producer, or at least she was until she got fired. Desperate to get a job, she finally gets an interview with Jerry (Jeff Goldblum) - who is desperate to hire a producer for the struggling show "Daybreak". Becky accepts the job and it proves to be more difficult than even she might be able to handle. She has to fire the sexist co-host, then try to convince egotistical news reporter, Mike Pomeroy (Harrison Ford), to take the job, and then try and get him to actually do the job, properly. And she has to do this while falling for handsome Adam (Patrick Wilson), and trying to save the show from plummeting ratings. Will Becky be able to hold on to her dream job and her sanity?

Frances Mayes is a San Francisco-based literature professor, literary reviewer and author, who is struggling in writing her latest book. Her outwardly perfect and stable life takes an unexpected turn when her husband files for divorce. He wants to marry the woman with whom he is having an affair. Frances supported her husband financially as he was writing his own book, and he sues her for alimony despite her financial difficulties. And he wants to keep the house. Frances eventually accepts her best friend Patti's offer of a vacation, a gay tour of Tuscany which Patti and her lesbian partner Grace originally purchased for themselves before Patti found out that she is pregnant. The gift is a means to escape dealing with the divorce, from which Patti feels Frances may never recover emotionally without some intervention. Feeling that Patti's assessment may be correct in that she has too much emotional baggage ever to return to San Francisco, Frances, while in Tuscany, impulsively ditches the tour to purchase an aged villa, which ends up being a fixer-upper. Frances has many obstacles in eking out a productive and happy life in her new surroundings, that happy life which she hopes will eventually include rediscovering romantic love. In a discussion with sympathetic real estate agent Signor Martini, Frances outlines what emotionally she wants to accomplish with the villa, despite none of those items in a substantive material sense currently being in her life. In response, Martini tells her the story of a set of railroad tracks that were laid between Vienna and Venice before an engine that could make the trek being built, a train which now regularly travels the route. The question becomes whether Frances, in going through the process, will be laying another Vienna to Venice track, and if so whether that end product emotionally will be exactly as she envisions.

Two sisters, plus a dead mother, a remarried father, and a hostile step-mother. The sisters, each in her way, have perfected the art of losing. The elder, Rose, is an attorney, responsible, lonely, with a closet full of shoes. The younger is Maggie, beautiful, selfish, and irresponsible. Her drunken behavior gets her tossed by her step-mother from her dad's house; worse behavior gets her tossed from Rose's apartment. Then, while searching in her father's desk for money to filch, Maggie finds an address; the past and the future open up to her and, with any luck, may open to her sister as well.

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.

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.

While she was growing up, Sabrina Fairchild spent more time perched in a tree watching the Larrabee family than she ever did on solid ground. As the chauffeur's daughter on their lavish Long Island estate, Sabrina was invisible behind the branches, but she knew them all below - There is Maude Larrabee, the modern matriarch of the Larrabee Corporation; Linus Larrabee, the serious older son who expanded a successful family business into the world's largest communications company; and David, the handsome, fun-loving Larrabee, who was the center of Sabrina's world until she was shipped off to Paris. After two years on the staff of Vogue magazine, Sabrina has returned to the Larrabee estate but now she has blossomed into a beautiful and sophisticated woman. And she's standing in the way of a billion dollar deal.

In the midst of a nasty public breakup of married movie stars, a studio publicist scrambles to put a cap on the escalating situation as the couple's latest film has found its only print kidnapped by the director.

Jonathan Trager and Sara Thomas met while shopping for gloves in New York. Though buying for their respective lovers, the magic was right and a night of Christmas shopping turned into romance. Jon wanted to explore things further but Sara wasn't sure their love was meant to be. They decided to test fate by splitting up and seeing if destiny brought them back together... Many years later, having lost each other that night, both are engaged to be married. Still, neither can shake the need to give fate one last chance to reunite them. Jon enlists the help of his best man to track down the girl he can't forget starting at the store where they met. Sara asks her new age musician fiance for a break before the wedding and, with her best friend in tow, flies from California to New York hoping destiny will bring her soulmate back. Near-misses and classic Shakespearean confusion bring the two close to meeting a number of times but fate will have the final word on whether it was meant to be.