What is one way you could get out of your comfort zone?

(Even a little) ...

I am hoping to revisit a sandwich shop soon. I went over the summer and this cute guy was so kind to me (who worked there). I went a few weeks ago but didn't see him near the register. So going to try again soon. To initiate a conversation , more than just a 'hi'. will be big for me, to get out of my comfort zone. But I TRULY want to do it.