A charming YA rom-com perfect for fans of Red; White; and Royal Blue and What If It’s Us. Micah Summers runs a popular Instagram full of drawings of his numerous imaginary boyfriends (ninety-nine so far)—though he's never had a real boyfriend before. But when a meet-cute with Boy 100 goes wrong; Micah embarks on a Prince Charming-like quest throughout Chicago to find true love—for real this time. Will Boy 100 be the One? Micah is rich; dreamy; and charming. As the “Prince of Chicago;”—the son of local celebrity sports radio host known as the King of Chicago—he has everything going for him. Unfortunately; he’s also the prince of imaginary meet-cutes; since he’s too nervous to actually ask boys out. Instead; Micah draws each crush to share on Instagram with a post about their imaginary dates. Ninety-nine “boyfriends” later; his account is hugely popular; and everyone is eagerly awaiting Boy 100. So is Micah. He’s determined that Boy 100 will be different. This time; Micah will sweep the boy off his feet; for real! So when Micah flirts with a hot boy on the L who’s wearing a vegan leather jacket and lugging a ton of library books; he is sure this is Boy 100. But right before he can make his move and ask for the boy’s number; the guy rushes off the train; leaving behind his pumpkin-embroidered jacket. The jacket holds clues to the boy’s identity; so Micah and his friends set off on a quest to return it. Along the way; Micah will discover that the best relationships aren’t fairy tales. In fact; the perfect fit—and true love—might be closer than he thinks.