The League Of Players by ella_enchanted
When awkward, wealthy computer genius Brian Warecki gets his heart broken by the woman he loves, he uses his unlimited resources and money to do what no one has ever done before. He creates the League of Players, recruiting the nation's handsomest, most notorious heart-breakers to seduce her, then leave her used, in the hopes that she will return to him. His reward to the ultimate player is incredible, and so, the greatest game of hearts ever played begins. But not every outcome can be calculated, and this game has an ending none of them expect.
This is my favourite story plot on Wattpad.
One word: GENIUS.