A simple bet. Five stubborn Slytherin boys. One girl who refuses to smile. Mattheo Riddle, Theodore Nott, Blaise Zabini, Draco Malfoy, and Lorenzo Berkshire think making the new transfer student smile will be easy. They’ve never been more wrong. As walls come down and friendships grow, the boys begin to realize that winning the bet isn’t nearly as important as making sure Y/N never has to face Hogwarts alone again. But secrets have a way of coming out… And some smiles are worth far more than any victory.