I don't know how else to phrase this, so here comes some blunt.
The only gatekeeper I'm seeing here, is you Kari. You are your biggest obstacle here. If you feel you need to be a fake person to ingratiate yourself to your target demographic of "acceptable friends". I'm sorry to say, you're likely in for a huge disappointment. Or worse, a repeat of what happened to you at the hands of the "commoners" you used to associate with.
The only people who are going to appreciate someone bending over backwards to impress them, are the kind of people who target doormats. They will use you for as long as it's convenient, then cast you aside like last weeks rubbish, when you outlive your usefulness. This is something I imagine you know common people do just as effectively as the upper class.
This is not coming from some common rabble, jealous of other's money. Nope. Don't care.
I don't care that you have money, or that anyone else has money. I don't care. I have enough to feed, clothe and shelter myself. With a little extra for an emergency, should one come up. That's enough for me.
You want more than that for your life? Great. Want less? Great. It's not my place to judge you.
Here's the thing though.
What you're asking for, sounds alot like:
"I got burned by some peasant folk. How can I dupe some rich people into thinking I'm one of them, so they'll accept me as one of their own?"
Well... you don't. You can't.
I don't doubt your intentions are benign, but it doesn't work that way. Anyone who "accepts" you, is probably going to screw you over later.
I know this isn't what you want to hear. But it's the truth.