Single father Kevin Fuentes is out of options. Barely making rent with his part-time teaching job at the local college, he's facing financial ruin when his fancy-living gym buddy makes a shocking confession. All along, he's been financing his ritzy lifestyle by occasionally serving as a high-end escort for wealthy gay men. Then his friend throws Kevin an even more shocking suggestion: why not try it, too? At first, Kevin is baffled. He's straight - why would he ever do that? But as the bills pile up and his daughter faces mounting medical bills, Kevin realizes he has no other option but to take the plunge and see what happens. Millionaire heir Sean Prince has never been lonelier. Dumped only days before Valentine's Day, he downloads a hookup app to find a date before it's too late. That's where he comes across a faceless, hard-bodied man who is willing to be the perfect Valentine fling - for a price. Since money has never been an issue, college senior Sean takes the chance and says yes - and when his escort walks through the door, Sean finds that he is tall, handsome, and chiseled... And he is also Sean's assistant English professor. At first, both men are horrified and conflicted by the coincidence - and yet intrigued, too. As the wine flows and the Valentine magic fills the air, Kevin and Sean slowly find that the most taboo boundaries are often the most delicious to cross... But what will happen on Monday, when Sean has to face Kevin as his teacher once again?