Celebrity photographer Connor Mead lives life in the fast lane, committed to lifelong bachelorhood and simultaneous relationships with multiple women. On the eve of his younger brother Paul's wedding, Connor's mockery of love proves a real buzz-kill for everyone - including his childhood crush, Jenny, the one woman who always seemed immune to his considerable charms. Later that night, he gets a wake-up call from the ghost of his late Uncle Wayne, the hard-partying, legendary ladies' man who was Connor's mentor. Uncle Wayne has an urgent message which he delivers through three ghosts who guide Connor on an eye-opening tour of his romantic past, present and future. Along the way, they attempt to discern whether he will ever be able to change his ways -- and if there is any hope of him finding true love.
Making an indie film is murder under the best of circumstances, but first-time director Eddie Vassick's scenario is chaotic. Halfway through filming his main investor croaks. He has to tangle with the investor's widow who not only demands a plum role in the film when she's never acted a day in her life, but sells the film's rights to none other than Eddie's domineering older brother Warren. Warren is a B-movie mogul, king of commercial flicks, who has cast a shadow over Eddie his entire life. Eddie is forced to bend to Warren's will, and Warren immediately issues an impossible ultimatum, true to form. Eddie must re-shoot the entire film in costly 35mm format in four weeks time, or control of the entire project will revert to Warren. Meanwhile, Warren, who has always been secretly jealous of his little brother's inherent talents, has gotten his hands on a copy of Eddie's script and views this project as his one shot to catapult himself from the "B" leagues into the majors.
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