So, the problem I have with this story is twofold. First, the ML is quickly becoming insufferable. Sure, he seems to have some sort of trauma, and he is clearly gloomy and lacking confidence, fine. But he is squandering this chance that has been handed to him by constantly second guessing himself.
However, that would be fine if the FL was able to carry to story. Which brings us to my second problem; she can't. Sure, she's cute, but the teasing is both unnecessary and counterintuitive. Teasing has its place in relationships, but not in the very start of one, and ESPECIALLY not with someone with confidence issues like the ML. It makes the FL appear flippant and not serious about developing a proper relationship.