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At fortysomething, straight-laced Cal Weaver (Steve Carell) is living the dream—good job, nice house, great kids and marriage to his high school sweetheart. But when Cal learns that his wife, Emily (Julianne Moore), has cheated on him and wants a divorce, his “perfect” life quickly unravels. Worse, in today’s single world, Cal, who hasn’t dated in decades, stands out as the epitome of un-smooth. Now spending his free evenings sulking alone at a local bar, the hapless Cal is taken on as wingman and protégé to handsome, thirtysomething player Jacob Palmer (Ryan Gosling). In an effort to help Cal get over his wife and start living his life, Jacob opens Cal’s eyes to the many options before him: flirty women, manly drinks and a sense of style that can’t be found at Supercuts or The Gap. Cal and Emily aren’t the only ones looking for love in what might be all the wrong places: Cal’s 13-year-old son, Robbie, is crazy about his 17-year-old babysitter, Jessica, who harbors a crush on Cal. And despite Cal’s makeover and his many new conquests, the one thing that can’t be made over is his heart, which seems to keep leading him back to where he began.
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Patience Philips is a woman who can't seem to stop apologizing for her own existence. She works as a graphic designer for Hedare Beauty, a mammoth cosmetics company on the verge of releasing a revolutionary anti-aging product. When Patience inadvertently happens upon a dark secret her employer is hiding, she finds herself in the middle of a corporate conspiracy. What happens next changes Patience forever. In a mystical twist of fate, she is transformed into a woman with the strength, speed, agility and ultra-keen senses of a cat. With her newfound prowess and feline intuition, Patience becomes Catwoman, a sleek and stealthy creature balancing on the thin line between good and bad. Like any wildcat, she's dangerous, elusive and untamed. Her adventures are complicated by a burgeoning relationship with Tom Lone, a cop who has fallen for Patience but cannot shake his fascination with the mysterious Catwoman, who appears to be responsible for a string of crime sprees plaguing the city.
Follows a collection of characters, ranging in age from their 20s to 60s, whose approach to online dating varies according to their circumstances and past experiences.