Potential Northwestern fellow Tess Harper lasers through her best friend’s wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem – provided it’s not her own. When she meets divorce lawyer and groom’s best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.
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Waymon has a great job in real estate and a promising future, but he’s also trapped in a loveless longterm relationship. He meets Natalie, a beautiful club-hopping hipster, and quickly falls in love. Realizing he’s just not cool enough to attract her on his own, he seeks the help of his friend Bobby, a free-spirited smooth talker who works in the mail room at Waymon’s firm and utilizes the predicament as leverage to advance in the company.
Hopeless romantic Matt (Brandon W. Jones) decides it’s time to pop the big question to his girlfriend, Alexis (Cassi Thomson). Before the big evening he practices his proposal on his best friend, Liz (Christa B. Allen). Matt believes if he follows the rules of all of his favorite romantic comedies he’s guaranteed a “Yes!” To Matt’s dismay, Alexis gently rejects him stating he’s only interested in the idea of being in love and not a real relationship. After this unexpected disaster, Matt binge watches one rom-com after another and comes up with plan to win Alexis back. Though Liz thinks Matt’s plan is absurd she agrees to be his wingman. The operation to rekindle his relationship appears to be working only for Matt to face the reality that he and Alexis may have grown apart and his heart belongs elsewhere.
The Russians need help in dealing with the Mafia and so they seek help with the veterans of the Police Academy. They head off to Moscow, in order to find evidence against Konstantin Konali, who marketed a computer game that everyone in the world is playing.