12 Dates of Christmas is a romantic comedy that follows Kate (Amy Smart), a young woman who re-lives the same first date on Christmas Eve over and over again. In an attempt to win back her ex-boyfriend on Christmas Eve, Kate ends up ruining her blind date with Miles (Mark-Paul Gosselaar), a handsome guy she’s been set up with. In a strange twist of fate, Kate is given the chance to re-live Christmas Eve twelve times! Kate decides to embrace what Christmas Eve has given her — a loving family, great friends and Miles, who turns out to be a great guy! However, just as she seems to think she has gotten it right, the clock strikes midnight and Kate must live Christmas Eve once again. Under these weird new circumstances, Kate learns to take risks and enjoy what she’s been given. Thanks to the gift of Christmas Eve, Kate finds happiness by finally trusting fate.
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A melancholy story about the love between a woman and a man who live in the same building and one day find out that their husband and wife had an affair with each other. More and more the two meet during their daily lives as they determine that they both don’t want to be lonely in their marriage.
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Robert asks Jenny, a girl he found on Craigslist, to be his new roommate. Now after a year of living together, he finds himself falling in love with her, but his ability to keep afloat in San Francisco is coming to an end. With a lame job and not enough income, he has no choice but to move back with his parents in Rochester, NY. With only three days until his flight home, Robert struggles to tell Jenny his true feelings and to determine what direction his life is headed.