The worst feeling is not doing it. It’ll eat you. Use that to fuel you for the next time you see someone you want to approach and fkn send it. Not much more to it, than moving your feet and making it happen. When I’m nervous about the possible social consequences, I say something a bit less direct. In officeworks, I might say something relevant to what she’s doing / where she is and then seeing if she bites. For example, making a comment about the officeworks being so busy or I can’t find anything here, there’s so much shit. And then seeing how she responds, if she responds positively, I’ll keep the chat going. If not, no worries, I didn’t invest much so just move on