Lucy is a young gallery assistant who collects mementos from her relationships. She discovers that she must let go of her past to move forward, and comes up with a lovely, artistic way to help herself and others who have suffered heartbreak.
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With Valentine’s Day approaching, Eve Lovett (Joely Fisher), a workaholic TV talk show host with a string of failed relationships, is worried she will never find true love. But when a mysterious stranger named Vernon Gart (Jamie Kennedy) shows up on the set claiming to work for Cupid, Inc., Eve has no idea her love life is about to get an arrow right through the heart.
TV presenter Will Chaney is as cute as they get and a dear devoted daddy to his pre-teen son Benjamin ‘Ben’. Alas the somewhat shy, confused boy is the only good thing that came out of Will’s marriage. Under divorce custody rules Will picks up Ben at Denver airport at the start – and near tears drops him off again at the end of every major school holiday. There Will meets divorcée Jane, who similarly picks up and drops off her daughter. Both good, involuntarily part-time parents hold back dating to spare their kids another traumatic break-up. Luckily their best friends, Will’s cameraman Charlie and Jane’s sister Georgia, encourage them to go out together. Once Ben gets used to the situation, at last saying ‘dad’ instead of Will, he gives his crucial blessing, even picks Jane over the only other date dad presented to him, so exit Maddie. Finally Will considers a bold move..
Uptight Millie Haven has always followed the rules, but when she has doubts before her big Kansas City wedding, her attitude-prone little sister Emma, the least likely of heroes, comes to the rescue. They embark on a spontaneous roadtrip to their grandmother’s farm where, with the help of Grandma Mildred, they rediscover their bond.
A wounded criminal and his dying partner take refuge at a beachfront castle. The owners of the castle, a meek Englishman and his willful French wife, are initially the unwilling hosts to the criminals. Quickly, however, the relationships between the criminal, the wife, and the Englishman begin to shift in humorous and bizarre fashion.
After 14 years of marriage, Tom (Joel McHale) and Janet (Kerry Bishé) still can’t keep their hands off each other. When they discover their friends are resentful of their constant public displays of affection, the couple starts to question the loyalty of everyone around them. Then, a visit from a mysterious stranger (Stephen Root) thrusts them into an existential crisis, leading to a dead body, a lot of questions, and a very tense couples vacation in this dark romantic comedy.