On the outside, Webster founder and CEO Grayson Davis is a handsome, modern-day mogul and American success story. On the inside, he's a brilliant, bullied computer nerd with a secret condition that he'd never disclose to anyone-- even if he actually figured out what it was. Amara Riley is Grayson's lowly employee and not-so-secret stan. A chance encounter during a board meeting thrusts Amara into the attention of the playboy billionaire with a notorious penchant for sex. But when the virginal Amara , Grayson doesn't anticipate how the tables will be turned. Grayson Davis trusts only himself to know what's wrong with him. And after 30-something years so far, he's got no leads-- only symptoms. Once he became a successful and handsome billionaire, the ghosts of his bullied, tortured childhood got locked away, and sex with exotic women became his self-soothing method of choice. Enter Amara Riley. Seeking his sexual expertise, Amara works up the confidence to brazenly proposition her playboy boss after a chance encounter at the office: 30 days, one million dollars. No strings attached. Against his better judgment, Grayson takes the deal. Neither anticipates the emotional challenges the contract will bring. Will Amara find out the hard way that she's not cut out for meaningless sex? Or will it be Grayson Davis who fears that Amara could potentially walk away with more than just his money?