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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.

Henry Roth lives in a Hawaiian paradise with the company of endless women with no strings attached. This is until he meets Lucy Whitmore. Both Henry and Lucy enjoy the company of each other and feel the start of a serious relationship occurring. Approaching Lucy the next day, Henry is confused when Lucy fails to recognize him. This is the moment Henry discovers that Lucy actually suffers from short term memory loss and can't remember each individual day. Henry won't let this stop him and is prepared to make her fall in love with him all over again, each and every day.

Set in Sin City, story revolves around two people who discover they've gotten married following a night of debauchery, with one of them winning a huge jackpot after playing the other's quarter. Unhappy pair try to undermine each other and get their hands on the money -- falling in love along the way.

Chicago Sun Times copy editor Josie Gellar (25), who was desperate to graduate from perfectionist copy editor to reporter, gets her chance when the goody owner orders the editor to cover the high-school scene by undercover. Josie, who was a frustrated, ridiculed nerd, gets a popular make-over from her drop-out, naturally funny brother Rob Geller. Both siblings find love and joys of youth again. But in Josie's case, it's sensitive bachelor teacher Sam Coulson, who enjoys sophisticated conversation. As the publication deadline approaches, the price of blowing their cover seems ever more daunting, yet inevitable unless she sacrifices her career.

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.

Kate (Brittany Snow) is the new girl in school. She catches John Tucker (Jesse Metcalfe) dating three different girls at once: Carrie - the smart girl, Heather - the cheerleader, and Beth - the activist slut; none of them are aware that they are not the only girl in John's heart. Kate, having been raised by a single mother, has seen the pain caused by playboys like John Tucker, and she won't stand idly by. Together with the three jilted ex-girlfriends, they hatch a plan to teach John a lesson. Things rarely go as planned, especially when Kate starts to think that she might be falling for John herself.

When he wakes up the morning after his bachelor party in bed with a strange woman, a man presumes he must have cheated on his fiancée. Guilt leads him to try to cover it up in the week before the wedding, high jinks ensue.

To ease their roommate through a relationship-induced depression, Christina Walters and Courtney Rockcliffe take her out on the town. During their attempts to find her "Mr. Right Now", Christina meets Peter Donahue. Missing her opportunity with him that night, Christina is talked into pursuing him to his brother's wedding.

In Manhattan, the lawyer Liv and the school teacher Emma have been best friends since their childhood. They both are proposed to by their boyfriends on the same day and they plan their wedding parties in Plaza Hotel, using the services of the famous Marion St. Claire. However, due to Marion's secretary's mistake, their weddings are scheduled for the same day. None of them agrees to change the date and they become enemies, trying to sabotage the wedding party of the rival.

Chris Brander has always been friends with Jamie Palamino, but now decides it is time to take his relationship to the next step. The problem is that Jamie still wants to be 'Just Friends'. When he runs away and moves to L.A., he becomes an attractive music manager, whom everyone wants. When his jet catches fire and is forced to land, when flying to Paris with his newest singing sensation, Samantha James, he ends up back home. To his surprise, he encounters Jamie again, and sets out to be more than 'Just Friends' this time.

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.

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?

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.

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.

The film opens with a loving husband and wife preparing for a very important fund raising dinner. The evening ends with the loss of the wife. In a hospital a weak young woman who may die soon if she can not get a new heart. Jump ahead one year the young woman received a heart and is trying to adjust to a life no longer counted by hours or days, she can actually make plans. The grieving husband and his dog are still trying to adjust to life without his wife. His friends keep trying to pry him from his "work is my life" existence by setting him up on blinds dates. Finally he actually shows up for one at an Irish-Italian restaurant where he finds himself more attracted to the waitress than his blind date. He finds an excuse to return to the restaurant in hopes of seeing the waitress again, there's just something attractive about her. Unknown to both the attraction they both feel for one another is Grace has the heart of Bob's dead wife. What can you say after that! Carroll O'Connor says exactly the right thing to Bob after he finds out this ironic coincidence.

Benjamin Barry is an advertising executive competing with two female co-workers for a major campaign for a diamond merchant. He cuts a deal with his competitors that the account is his if he can make a woman of their choice fall in love with him in 10 days. In comes Andie Anderson who, in turn, is writing a story on how to lose a guy in 10 days as a bet with her boss to be allowed to write more substantial stories. With a hidden agenda in each camp, will either party be able to complete their mission?

Twelve year old Marcus Brewer lives with his chronically depressed single mother, Fiona Brewer. Both Fiona and Marcus beat to their own respective drummers. Marcus will do whatever he can to make his depressed mother happy, even if it causes himself grief. As such, he realizes that he is perceived as different than most kids, as even the self-professed weird kids don't want to hang out with him as he is the target of bullying. Part of the taunts against him are the fact that he sings and speaks to himself without even realizing that he is doing it. Meanwhile, thirty-eight year old Will Freeman is a slacker who has lived comfortably off the royalties of a song written by his deceased father, and as such has never had to work a day in his life. He is a solitary man who places himself as the first and only priority in life. He comes across the idea that dating single moms meets his selfish carnal needs. It is in this capacity that Will meets Marcus, as one of Will's single mother conquests, Suzie, is friends with the Brewers. Trying to escape his life but wanting Will to date Fiona, Marcus infiltrates Will's life, much to Will's chagrin. Will slowly begins to realize that Marcus is more than just a nuisance, but rather someone who needs some guidance navigating through the trials of adolescence and the trials of dealing with a suicidal mother, and perhaps he can be a small part of providing that direction. Conversely, Marcus may be able to show Will the path to becoming a real adult.

Janeane Garofalo plays Dr. Abby Barnes, the "Truth About Cats and Dogs" radio question-and-answer show host who unwittingly entices a listener over the radio with her soothing voice and personality. This listener, Brian, tries to meet the Abby from the radio, but Noelle, played by Uma Thurman, is mistaken for the real thing when Brian comes to the studio. Instead of clearing things up right away, the self-conscious Abby allows her best friend, Noelle, a tall, stunning blonde, to take her place for a while. Abby takes on the made-up persona of Donna, while thinking Brian would never go for her, a short, cute, brunette, who thinks she's unattractive. As the real Abby woos Brian over the phone and radio, Noelle, the pseudo-Abby, takes her place in the flesh. As time goes on, Abby feels more and more confident that Brian would rather have the beautiful Noelle than the simply attractive Abby.