Plot

Boy loses girl, boy meets girl, ex interferes, boy drowns his sorrows in comic books, booze and pot - but, with the help of his friends and a couple of German dominatrix, everything works out in the end.

Flogging Margaret is a love story about revenge. A year after Keith gets dumped by his college girlfriend it's time to get on with his life. His best friend and constant agitator Chainsaw is the only one in his life willing to kick him hard enough in the butt to get him at of bed and into the real world. They hang out together and even work together as "relationship investigators" catching cheating husband, wives and more, and doing it well. After they run into Keith's old friend Joey, who by the way just came out of the closet, Keith and Chainsaws eyes are opened into a world of beautiful women, parties, and a couple of German dominatrix named Ursula and Helga. On there first outing together at a night club Keith meets the girl of his dreams, Chloe. She's fun, beautiful, parties, likes the things he likes, every man's dream girl. Sparks begin to fly over several rounds of shots and back into the bedroom. Who should show up to ruin this wonderful moment but, Margaret. Keith's ex girlfriend and the bane of Chainsaws existence. She always wore the pants in the relationship and has a power over Keith that only Chainsaw and a mysterious brown bag can put a stop to. Does Keith get the girl? Does Margaret get the guy? Who flogs Margaret? Is revenge a dish best served cold or steaming hot?—BJM

Unceremoniously dumped by his college girlfriend Margaret during a trip to Cambodia, lovelorn American Keith returns to Philadelphia and teams with his best friend Chainsaw to form a "relationship investigation" team devoted to revealing unfaithful husbands, wives, boyfriends, and girlfriends for the two-timing louses that they truly are. In the immediate aftermath of the break-up, Keith's faithful pal Chainsaw was the only one willing to give his depressed friend the kind of wake-up call needed to snap him back to reality. Later, just as things are beginning to look up and the two burgeoning relationship sleuths start to make a name for themselves, they have a chance run-in with Keith's long lost friend Joey. Joey has just come bounding out of the closet, and happily introduces the pair to the wild and unpredictable local nightclub scene. In addition to crossing paths with sexy German S&M specialists Helga and Ursula during his wild nights out on the town, Keith also comes face to face with outgoing beauty Chloe. Chloe might just be the girl of Keith's dreams, and after a round of shots the pair are quickly beating a path back to the bedroom. Unfortunately, timing is everything in the early stages of a relationship, and just as Keith and Chloe begin hitting it off who should show up but Keith's domineering ex-girlfriend Margaret. As the girl who always took charge in the relationship, Margaret was the bane of Chainsaw's existence. Now, as Keith's scheming ex threatens to ruin his burgeoning relationship with Chloe, it's up to Chainsaw and his mysterious brown bag to ensure that Margaret doesn't sabotage what might be his best buddy's one chance at true happiness.