He knows the two of you are meant to be, he just knows it, and he needs you to know it too. When you had finally agreed to a date with him he was overjoyed and immediately got to planning, fancy restaurant, roses, a suit, everything

Despite all his preparations the date had been a borderline disaster. You seemed closed off and uncomfortable, probably because he had reserved seats in an upscale restaurant under his father's name, making the two of you the only teenagers in the restaurant.

"So...the food's really good" Tim says, smiling weakly at you, trying to rid the air of the awkwardness that lingers between the two of you

How is he supposed to fix this?