Asmoday hit the nail on the head. It breaks predictability. And I couldn't agree more.
Also, this "It was pretty fun, but I don't think she likes me" part is belittleing and underestimating yourself. Are there any logical reasons to come up with this kind of conclusion?
Whould you date yourself? If not, why? What you get will be an answer that
you think are lacking compared to
other guys. Work on whatever excuses you come up with. Fix them. Expand your comfort zone.
Why? Because doing this, you will feel better about yourself and, therefore, will be able to project a better self-image.