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The high-school student Matt Leland lives with his twin brother and sister and his father in a house by the lake. When the teenager Casey Roberts moves to the house on the other side of the lake, Matt snoops into her room with his telescope. They meet each other and soon they fall in love with each other. One day, Matt is taking a test at school and Casey activates the fire alarm to stop the test. She is suspended and her father decides to check her into a psychiatric institution. However Matt breaks her out of the hospital. They travel in Matt's car and have lots of fun until the day Matt discovers that Casey has bipolar disorder with periods of depression and periods of elevated mood. When she tries to commit suicide, Matt realizes that she needs specialized help.

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.

On the last day before summer vacation, Michael Ryan finds an anonymous love letter in his locker. Michael has a crush on Deborah Anne Fimple, who is the most beautiful girl in high school, and his friend Roger Despard convinces him that Deborah has written the letter. Michael writes a love letter to Deborah and asks his best friend Toni Williams, who actually wrote the letter for him, to deliver the letter to Deborah that is also her friend. However, Toni reads the letter and rewrites it to Deborah, who immediately falls in love with the unknown author. Meanwhile, Michael's mother Connie Ryan finds Michael's letter and believes it belongs to her husband George Ryan and Deborah's father Lou Fimple finds Deborah's letter and believes it belongs to his wife Elizabeth Fimple. Michael dates Deborah while their parents are astonished with the betrayals of their mates. Michael soon finds that Deborah is a shallow teenager who only dates college students and he misses Toni. Furthermore, he realizes that she has written the love letters and he feels that he loves her. But Toni is aboard of a ship ready to travel to study abroad for one year. Will they meet each other?

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.

Ronald Miller is tired of being a nerd, and makes a deal with one of the most popular girls in school to help him break into the "cool" clique. He offers her a thousand dollars to pretend to be his girlfriend for a month. It succeeds, but he soon learns that the price of popularity may be higher than he expected.

Two young assistants in New York City realize they can make their lives easier by setting up their workaholic bosses to date. While trying to perpetuate this romantic ruse between their nightmare bosses, the assistants realize they might be right for each other.

J.C. Wiatt is a successful New York business woman known around town as the "tiger lady." She gets news of an inheritance from a relative from another country and off the bat she suspects it's money. Well it's not money, it's a baby girl. At first she doesn't accept until the lady that gives the baby to her has to catch her flight. J.C. is now stuck with an annoying baby girl. Her boyfriend doesn't like the idea of a baby living with them and he leaves her. J.C. has enough of it and takes her to meet a family ready to adopt her. She leaves but hears the baby cry while walking away and has to go back. The baby is too attached to her now and won't let her go. Later, her baby gets into mischief which causes her to get fired. Now, she sets her eyes on an old two story cottage in Vermont to get out of the New York life. When she arrives, the house needs more help than originally thought. She gets bored one snowy day and decides to make apple sauce. Her baby loves it and she decides to sell it. Pretty soon everyone wants some of the baby apple sauce. J.C. hits it big and falls in love with a local veterinarian. Was this fate or destiny?

Nicole (Melissa Joan Hart) and Chase (Adrian Grenier) are neighbors but are from two very different worlds. Despite their differences their love lives have a common theme. Their most recent plans for love have fallen through putting them both in a desperate state to fix them. Both Nicole and Chase conspire to pretend to find a romantic interest in each other, with the hopes of attracting the "ones who got away" from them. Leading up to the big school dance, Chase and Nicole find that their scam worked out better than they had planned.

Jake and Kristy Briggs are newlyweds. Being young, they are perhaps a bit unprepared for the full reality of marriage and all that it (and their parents) expect from them. Do they want babies? Their parents certainly want them to. Is married life all that there is? Things certainly aren't helped by Jake's friend Davis, who always seems to turn up just in time to put a spanner in the works.

Doris Miller is a shy, eccentric 60-something woman, living alone following the death of her mother, whom she has lived with for her whole life. At the funeral, her brother Todd and his wife Cynthia try to persuade her to sell the house, especially the possessions, as she is a hoarder. Her only close friend is the fiery Roz, though she also gets along with Roz's granddaughter Vivian. On her way to work, where she has been doing data entry for decades, she meets new young co-worker John, with whom she is immediately infatuated. Empowered by self-improvement tapes, Doris decides to go after him..

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.

Lara Jean Covey writes letters to all of her past loves, the letters are meant for her eyes only. Until one day when all the love letters are sent out to her previous loves. Her life is soon thrown into chaos when her foregoing loves confront her one by one.

Alice (Reese Witherspoon), a recently separated mother of two, finds her life upended when three young, charismatic filmmakers move into her guest house. But her unlikely new family and a budding romance come to a crashing halt when her ex-husband shows up, suitcase in hand. A story of love, friendship, and the families we create, "Home Again" is a modern romantic comedy with one very big life lesson: starting over is not for beginners.

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.

Finn is a young graduate student, finishing a master's thesis, and preparing for marriage to her fiance Sam. But thoughts of the end of the free life, and a potential summer fling, intrude. She goes home to her grandmother, where, over the making of her wedding gift by a group of quilting-bee friends, laughter, bickering, love, and advice lead her toward a more open-eyed examination of her course.

Summer of 1963. Carson is getting married to her boyfriend so her friends Melaina, Pudge and Luanne take her to Myrtle Beach for one last irresponsible weekend.

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.

Teenager Andie is one of the not-so-popular girls in high school. She usually hangs out with her friends Iona or Duckie. Duckie has always had a crush on her, but now she has met a new guy at school, Blane. He's one of the rich and popular guys but can the two worlds meet?