Single again on Valentine’s Day, struggling actor Alec Tucker agrees to help out his longtime friend—and unrequited love—Theresa Jones by filling in as one of the bachelors for her company’s charity auction. Alec figures it couldn’t hurt to meet someone new. Still, working with Theresa reminds him of all the reasons he never got over her. So it feels a little bittersweet when, out of nowhere, a beautiful young street artist buys a date with him for a whopping four grand. Little does he know, Theresa’s had a major change of heart. She’s crushed when someone else wins a date with Alec—but she isn’t going down without a fight. After a pep talk from her best friend, Theresa makes a desperate move that goes against her better judgment . . . and things only get crazier from there. But with Alec ready to move on and Theresa afraid she’s pushed him away for good, maybe a little crazy is exactly what they need—before they both miss their shot.