A career oriented woman, Sarah Bloom, who ran away from her small town life in Massachusetts, is now living in New York City and poised to become the next big wedding planner of the famed NY social scene when she’s hired to plan the most anticipated wedding of the season. The problem: The groom is from Sarah’s home town of Williamstown, MA and wants the wedding on the family farm which is now being run by the older brother who happens to be Sarah’s first love. So, can the sophisticated city girl navigate the pitfalls of her past, possibly find true love in her future, and pull off the wedding of the season even though it might not be the one she planned for?
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Eight year old Anthony is somewhat uneasy about spending the weekend with his alcoholic, down-on-his-luck carpenter dad Walt while his mom Bonnie and her new husband Kyle go to a Catholic retreat together. Walt is just as uneasy about spending time with Anthony, especially since their first day together is a series of characteristically unfortunate events, including his truck breaking down, his landlord locking him out of the house, and the theft of his toolbox, which he needs for an upcoming job. As Walt and Anthony set about finding the guy who stole the tools and improvise around their other misfortunes, they begin to discover a true connection with each other, causing Walt to become a better father and Anthony to reveal the promise and potential of the good man he will become.
At a crossroads after her divorce, a schoolteacher ventures toward a fresh start in life — and love — when she signs up for a grueling group hiking trip.
Looking to escape her unhappy marriage, villainous femme fatale Bridget Gregory (Linda Fiorentino) convinces her husband, Clay (Bill Pullman), to sell cocaine, then steals the profits and runs out on him. She stops in a small town en route to Chicago, where she ensnares her next conquest, insurance man Mike Swale (Peter Berg). After getting a job at his insurance company, Bridget convinces Mike to run a scam — but things take a deadly turn when she recruits him to help get rid of her husband.
Nancy Stokes doesn’t know good sex. Whatever it may be, Nancy, a retired schoolteacher, is pretty sure she has never had it, but she is determined to finally do something about that. She even has a plan: It involves an anonymous hotel room, and a young sex worker who calls himself Leo Grande.
Leo falls in love with Beatrice, a slightly older high-school student who has leukemia.
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Moritaka Mashiro (Takeru Satoh) doesn’t want to follow in the path of his uncle who worked as a manga artist, but ultimately died because of exhaustion. Moritaka Mashiro figures he will graduate from school and work at an office. Things change though when falls in love with a girl at school. The girl, who hopes to become a voice actress, tells Moritaka they can marry, but only after they both achieve their dreams. Moritaka then teams up with fellow classmate Akito Takagi (Ryunosuke Kamiki) to publish their first manga.