Stiles was so busy talking himself up and giving himself a pep talk that he hadn't heard or seen Elena's approach until she spoke up, causing the teen to jerk and flail around to face her, a small smile on his face. Okay, he could do this. It was okay. He could totally do this.
"Hey. Okay, so. This. And I have- I mean, I do and... you know what, screw it." The last part was more muttered to himself than to Elena. Stiles stepped in close and brought his hands up to gently cup Elena's warm cheeks as he leaned in and pressed a tender kiss to her mouth. He held the kiss for a moment, lips slowly dragging against Elena's as he started to pull back.
Stiles stayed close for a moment, thumbs sweeping back and forth across her cheeks before he let his hands drop, reluctantly, and he stepped back to give her some space.