Being with somebody definitely is relevant. My wife is much more presentable and better looking than me, and when my adult children are with, they also present and look much better than me. I think most places assume these nice people are taking their elderly, disabled uncle (me) out for some fresh air.
Being on the same page with this sort of stuff is definitely important. Honestly....I would HATE to be in your position. I met my wife at 17

and we had nothing, came from nothing and built everything we have together. You are someone who has done well for himself, on your own. You will always wonder....if it wasn't for XXX would she have even given me the time of day? I wish you the best of luck though, you deserve someone who is a good fit.
That movie was great. Very suspenseful. Normally I can figure out movies before the end...this one kept me guessing.