Enjoy. Been there 50 times + awsomme
Its up to you but why waste your time with a escort, probably will cost you more than the many to choose from downstairs, but if yes, you will most likely have to register her at Cascades, but easy.
There are safes in the rooms which I have used before, just pick your code types. I leave most stuff in there, cash, most of wallet, etc. Bring cash and phone and room key with me.
I have always gone old route over border, so I don't know, less of a walk vs new one I think.
Don't bring anything over or back, you go through a detector both ways, and dogs, policia, etc. And just drink in Tijuana, don't mess with other stuff.
Just get bunch of cash before you cross border, HK accepts cash as do girls.
Uber from SAN airport to Border crossing old. Like 25 bucks. Way quicker, trolley will take at least an hour.
My routine: cross border, taxi to HK 6 bucks, Cascades hotel above, check in, shower, take V, clothes, hit HK. Quick with first girl 70, go down drink a few, hang with more, again upstairs.
Don't have to worry about your appearnace buddy, they just love the color green, enjoy nothing to worry about.