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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.

In London, Iris Simpkins writes a wedding column in a newspaper and nurtures an unrequited love for her colleague Jasper Bloom. Near Christmas, she is informed that Jasper is engaged to marry another colleague, and her life turns upside down. In Los Angeles, the movie-trailers maker Amanda Woods has just split with her unfaithful boyfriend Ethan and wants to forget him. Through a house exchange website, Amanda impulsively swaps her mansion for Iris' cottage in Surrey for the holidays. While in Surrey, Amanda meets Iris' brother and book editor Graham and they fall in love with each other. Meanwhile, Iris meets her new next door neighbor the ninety year old screenplay writer Arthur, who helps her retrieve her self-esteem, and the film composer Miles, with whom she falls in love.

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

Two things about Jane: she never says no to her friends (she's been a bridesmaid 27 times and selflessly plans friends' weddings), and she's in love with her boss, George, nurturing dreams of a lovely, romantic wedding of her own. She meets Kevin, a cynical writer who finds her attractive, and that same week her flirtatious younger sister Tess comes to town. Jane silently watches George fall for Tess, a manipulative pretender. Worse, Jane may be called upon to plan their wedding. Meanwhile, Kevin tries to get Jane's attention and has an idea that may advance his career. Can Jane uncork her feelings?

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?

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.

Burke is a motivational speaker whose book about dealing with grief is a best seller. His wife died in a car accident three years ago. He's in Seattle to lead a week-long workshop on healing and to negotiate a major multi-media deal. But something's amiss: he's a closet drinker, he won't ride elevators, his moods swing, he's estranged from his wife's father, and he's very much alone. In a hotel hallway, he bumps into a woman arranging flowers, tries to chat with her, and gets the brush-off. She's Eloise, a local florist who's just broken up with a boyfriend. He's persistent and they eventually go to dinner - it goes badly. What's blocking Burke? Can the physician heal himself.

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.

Maggie (Hathaway) is an alluring free spirit who won't let anyone - or anything - tie her down. But she meets her match in Jamie (Gyllenhaal), 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.

Holly Kennedy is beautiful, smart and married to the love of her life - a passionate, funny, and impetuous Irishman named Gerry. So when Gerry's life is taken by an illness, it takes the life out of Holly. The only one who can help her is the person who is no longer there. Nobody knows Holly better than Gerry. So it's a good thing he planned ahead. Before he died, Gerry wrote Holly a series of letters that will guide her, not only through her grief, but in rediscovering herself. The first message arrives on Holly's 30th birthday in the form of a cake, and to her utter shock, a tape recording from Gerry, who proceeds to tell her to get out and "celebrate herself". In the weeks and months that follow, more letters from Gerry are delivered in surprising ways, each sending her on a new adventure and each signing off in the same way; P.S. I Love You. Holly's mother and best friends begin to worry that Gerry's letters are keeping Holly tied to the past, but in fact, each letter is pushing her further into a new future. With Gerry's words as her guide, Holly embarks on a journey of rediscovery in a story about marriage, friendship and how a love so strong can turn the finality of death into a new beginning for life.

New York columnist Ike Graham elaborates, for once without full fact checking, the story he heard from a bar mate of Maryland small town girl Maggie Carpenter, who left several grooms at the altar, taking off without warning or serious reason. Fearing a legal case from Maggie, Ike's editor and ex Ellie fires him. Staff buddy Fisher cues Ike to seek his job back (or earn another) by attempting to prove the alleged inaccuracies and/or writing a priceless follow-up piece. So his sports-car heads for her home Hale, where she runs a garage and designs glassware. His charms and journalistic nose get everyone to open up and reveal her embarrassing past before she can swear people to silence, from her three dumped grooms and family to her overconfident present groom, high school coach Bob Kelly. In the process, Maggie finds hating him as hard as tempting, while Ike develops a strange appreciation for the maverick, until even Bob sees reason to get jealous.

The needy Gigi Haim is a young woman seeking her prince charming somewhere amongst her unsuccessful dates. After dating estate agent Conor Barry, Gigi anxiously expects to receive a phone call from him. However Conor never calls her. Gigi decides to go to the bar where he frequents to see him, but she meets his friend Alex who works there. They become friends and Alex helps Gigi to interpret the subtle signs given out by her dates.

Rachel is a lawyer. When she was in law school she fell for another student, Dex, who comes from an affluent family, but she was too shy to say anything. When Dex meets her best friend Darcy, who sometimes treats her like dirt, Darcy makes a move on Dex and gets him. Eventually, they get engaged and Darcy asks Rachel to be her Maid of Honor. However, Rachel still has feelings for Dex and still can't say anything. Darcy throws her a birthday party and Dex is there. When she and Dex are alone she blurts out that she had a thing for him in college which surprised him, and after drinking a little they spend the night together. They try to forget the whole thing and agree that it means nothing. Ethan, Rachel's close friend, tells her that she'll spend her entire life regretting that if she does nothing.

For three years, Andrew Paxton has slaved as the assistant to Margaret Tate, hard-driving editor at a New York publisher. When Margaret, a Canadian, faces deportation for an expired visa, she hatches a scheme to marry Andrew - he agrees if she'll promise a promotion. A skeptical INS agent vows to test the couple about each other the next Monday. Andrew had plans to fly home that weekend for his grandma's 90th, so Margaret goes with him - to Sitka, Alaska - where mom, dad, and grams await. Family dynamics take over: tensions between dad and Andrew, an ex-girlfriend, Andrew's dislike of Margaret, and her past color the next few days, with the INS ready to charge Andrew with fraud.

Brad and Kate have been together three years, in love, having fun, doing all sorts of things together with no intention of marriage or children. Christmas morning, they're on their way to Fiji, having told their two sets of divorced parents that they're off to do charity work. Through a fluke, they have no choice but to visit each of their four idiosyncratic parents. As the day progresses, Brad and Kate remember growing up, each learns more about the other, and Kate realizes that her life may not be as good as it could be. Do they know each other well enough to weather the storms families bring?

Approaching age sixty, Daphne Wilder divorced when she was young, has not dated since, and has raised on her own and has fostered a close, loving relationship with her three daughters, Maggie, Mae and Milly, she now assisting Milly in her successful catering business. Daphne was mother of the bride for a first time at Maggie's wedding, and a second time at Mae's wedding, but she fears there won't be a third and final time for a Milly wedding in insecure Milly attracting only who seem to be the wrong men. Not wanting Milly to turn into another "alone" version of herself at age sixty, Daphne, without telling any of her daughters let alone Milly, decides to take matters into her own hands by placing a personal ad for a potential mate for Milly. Scheduling all seventeen interviews in succession at a restaurant, Daphne finds the ad has attracted one "loser" after another, until she reaches number seventeen, Jason, an architect who is handsome and seems smart, well-bred, successful and forward thinking about his life. The two arrange for Jason to meet Milly by "accident". What Daphne does not anticipate is that there ends up being a number eighteen, Johnny, who witnessed the interviews from the sidelines as the guitarist performing at the restaurant, and while Johnny did approach Daphne in his interest in meeting Milly from what he heard of the interviews, she immediately dismissed him solely because he is a musician and thus irresponsible by nature, much like her ex-husband. In their accidental meetings, Milly embarks on a relationship with both Jason and Johnny concurrently, and upon learning about Johnny in the picture, Daphne starts pushing Jason as the favored one to Milly. Beyond Milly, Jason and Johnny's own thoughts about their two relationships, the two men who know nothing about the other being in Milly's life, a question becomes how Milly eventually learning about the ad, an inevitability, will factor into what happens, not only about Milly's love life but her relationship with her mother. In helping Milly with her love life and only fostered by watching old

On a flight from Los Angeles to New York, Oliver and Emily make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to ... lovers?

Romantic comedy: Will Hayes, a 30-something Manhattan dad is in the midst of a divorce when his 10 year old daughter, Maya, starts to question him about his life before marriage. Maya wants to know absolutely everything about how her parents met and fell in love. Will's story begins in 1992, as a young, starry-eyed aspiring politician who moves to New York from Wisconsin in order to work on the Clinton campaign. For Maya, Will relives his past as a idealistic young man learning the ins and outs of big city politics, and recounts the history of his romantic relationships with three very different women. On the campaign, Will's best buddy is Russell McCormack. They not only have similar political aspirations, they share the same type of girl problems, too. Will hopelessly attempts a "PG" version of his story for his daughter ad changes the names so Maya has to guess who he finally married. Is her mother Will's college sweetheart, the dependable girl next-door Emily? Is she his longtime best friend and confidante, the apolitical April? Or is she the free-spirited but ambitious journalist? As Maya puts together the pieces of her dad's romantic puzzle, she begins to understand that love is not so simple or easy. And as Will tells her his tale, Maya helps him to understand that it's definitely never too late to go back...and maybe even possible to find a happy ending.