Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.
Four couples, all friends, descend on a tropical island resort. Though one husband and wife are there to work on their marriage, the others just want to enjoy some fun in the sun. They soon find, however, that paradise comes at a price: Participation in couples therapy sessions is mandatory. What started out as a cut-rate vacation turns into an examination of the common problems many face.
Mother Nature loves to cause mischief, and she steps in to help two love-starved souls find happiness. She helps an aging professional woman and single mother, Rosie, who's unlucky in love find her match with Adam, a much younger man. As their relationship blossoms beyond physical attraction, matters complicate when her adolescent daughter starts to fall for a handsome local boy.
After a rough divorce, Frances, a 35-year-old professor and writer from San Francisco takes a tour of Tuscany at the urgings of her friends. On a whim she buys Bramasole, a run down villa in the Tuscan countryside and begins to piece her life together starting with the villa and finds that life sometimes has unexpected ways of giving her everything she wanted.
When best friends and total opposites Debbie and Peter swap homes for a week, they get a peek into each other's lives that could open the door to love.
Sandy is a stressed-out, single mom who learns that her ex-husband is marrying a younger woman. Her friend Jesse's parents don't know that she has a family or that her sister, Gabi is married to a woman. Jesse's friend, Kristin, is juggling motherhood of a toddler, a patient boyfriend who keeps proposing, and searching for her biological mother. Bradley is a widower who's trying to raise two daughters on his own, while Miranda is too busy with her career to worry about children. When their respective problems intersect and start coming to a head, the Mother's Day holiday takes on a special meaning for all.
Eva is a divorced soon-to-be empty-nester wondering about her next act. Then she meets Marianne, the embodiment of her perfect self. Armed with a restored outlook on being middle-aged and single, Eva decides to take a chance on her new love interest Albert — a sweet, funny and like-minded man. But things get complicated when Eva discovers that Albert is in fact the dreaded ex–husband of Marianne...
The Catholic Jean-Louis runs into an old friend, the Marxist Vidal, in Clermont-Ferrand around Christmas. Vidal introduces Jean-Louis to the modestly libertine, recently divorced Maud and the three engage in conversation on religion, atheism, love, morality and Blaise Pascal's life and writings on philosophy, faith and mathematics. Jean-Louis ends up spending a night at Maud's. Jean-Louis' Catholic views on marriage, fidelity and obligation make his situation a dilemma, as he has already, at the very beginning of the film, proclaimed his love for a young woman whom, however, he has never yet spoken to.
When Tess Kelley realizes her daughter Jenny Kelley still isn't over her divorce from musician Rick Meadows, the irresponsible, ever-absent father of her little boy Jesse, and thus fails to make progress with friend and promising potential fiance Miles Healey, she places an ad on her daughter's behalf on a lonely hearts internet website. She then starts an anonymous relationship through the dating service with charming British-born literature professor Peter Campbell, who lives in America. Then Peter comes to meet Jenny in person, but who will end up with whom or stay alone?
When Sarah Marshall dumps aspiring musician Peter Bretter for rock star Aldous Snow, Peter's world comes crashing down. His best friend suggests that Peter should get away from everything and to fly off to Hawaii to escape all his problems. After arriving in Hawaii and meeting the beautiful Rachel Jansen, Peter is shocked to see not only Aldous Snow in Hawaii, but also Sarah Marshall.
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