Way to go Usui! Taking initiative!
That will surely leave an impression on Misaki. She was kissed, confessed to, then she saw Usui JUMP OFF THE SCHOOL ROOF to save her secret. Maybe he planned this to imprint himself on her mind XD
By the way, I’m not too fond of Usui. When paired up with Misaki he’s funny but, it seems like he’s just too perfect. He can do anything. Kinda boring. -_-