Myles and Brody are best friends with two very different ways of finding love. Displeased with their current love lives, they make a pact to be together if neither finds love in ten year’s time. Now two months shy of their deadline, both friends set off to do whatever it takes to avoid ending up as each other’s last resort.
Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.
Charlie is a charming playboy who doesn't believe in serious relationships. His best friends bet him that if he sticks to one woman for one month, he's bound to get attached. Charlie denies this yet accepts the seemingly easy challenge, until he cross paths with the beautiful and mysterious Eva. They may agree to a casual affair, but eventually Charlie is questioning whether he may actually want more.
When he starts dating drop-dead gorgeous Molly, insecure airport security agent Kirk can't believe it. As his friends and family share their doubts about the relationship lasting, Kirk does everything he can to avoid losing Molly forever.
Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket happens to be a winner, in the sum of $4 million. True to his word, Lang proceeds to share the prize money with Biasi, which infuriates his greedy wife, Muriel. Not content with the arrangement, Muriel begins scheming to take all the money.
Wayne Dobie is a shy cop whose low-key demeanor has earned him the affectionate nickname "Mad Dog." After Mad Dog saves the life of Frank Milo, a crime boss and aspiring stand-up comedian, he's offered the company of an attractive young waitress named Glory for a week. At first both are uneasy about the arrangement, but they eventually fall in love. However, the situation becomes complicated when Milo demands Glory back.
This comical love story follows the story of A.J. Fikry, whose life is not at all what he expected it to be. His wife has died, his bookstore is experiencing the worst sales in its history and now his prized possession, a rare edition of Poe poems, has been stolen. He’s given up on people and even the books in his store offer another reminder that the world is changing too rapidly. But when a mysterious package arrives at the store, it gives Fikry the chance to make his life over and see things anew.
When record store owner and compulsive list-compiler Rob Gordon gets dumped by his long-time girlfriend, Laura, because he hasn't changed since they met, he revisits his top five breakups of all time in order to figure out what went wrong. As he examines his failed attempts at romance and happiness, the process finds him being dragged, kicking and screaming, into adulthood.
On her deathbed, a mother makes her son promise never to get married, which scars him with psychological blocks to a commitment with his girlfriend. They finally decide to tie the knot in Vegas, but a wealthy gambler arranges for the man to lose $65K in a poker game and offers to clear the debt for a weekend with his fiancée.
Quinn, a neurotic man, is diagnosed with a harmless eye condition and soon after his life spirals out of control. He second-guesses his plans to propose to his longtime girlfriend, Devon, after his beautiful coworker, Kelsey, confesses that she has a crush on him. After a conversation with his best friend, Jameson, he clumsily tries to explain his doubts to Devon, but his possible proposal turns into a break-up. When Devon flees to Paris, he follows her in a last-ditch effort to win back "the one."
Longtime single friends Ben and Alice agree to be each other's respective plus one at every wedding they're invited to during a busy summer of wedding fever.
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