Good sir, it will certainly not be an awkward situation for the lady, as she will have probably fielded tons of similar lines from all sorts of guys throughout the day, yours will in no way shape or form make her go, "OH MY GOD! WHY IS THIS HIDEOUS THING FLIRTING WITH ME! GET AWAY! GET AWAY!" Even if she doesn't want to have any sort of conversation with you, the only one who will be awkward is you, and that's because of your own social issues.
Furthermore, I'll bring up what you said earlier about how we need to be social creatures. You have a family/friend support structure, right? There's your social needs fulfilled. Your family can help you overcome the fears you have in life and your friends can be your wingmen/wingwomen who are willing to help you out and also slap you around when you screw up, just like everyone on this thread is trying to do now.
You have an extraordinary fear of being alone in life, which is understandable, but that fear is consuming your ability to think straight when it comes to finding an SO. It's like you're trying too hard on every woman, thinking "This has got to be the one, I have got to get with her now!", when in actuality most guys get rejected hundreds of times, land quite a few first dates, have maybe 5-8 of those progress into relationships, and then MAYBE 1 of those will turn out to be a life partner, if they can build a marriage that lasts.
Stop putting all of these ladies on pedestals and treat them like ladies. Go up to them and try to start a conversation, if they don't want to talk, it's their loss, not yours. Get through rejection after rejection, and shortly, you will start landing some dates, and eventually, you'll find the SO that you've been looking for.