what an interesting question!
i come from a working poor background, too, and have ended up making a good amount of money, though the last few years have been odd -- i went from making $100K to making nothing, then working in a restaurant part time for about $1000 a month, to a contract job now where i'm back up in the almost-6-figures range. (i'm also working on my startup, which i think has a HUGE potential to make lots of money and radically improve my industry.)
there have been some awkward moments when people have found out how much i make, but honestly the awkwardness has come much more from my family than from my friends. i've heard several comments about how lucky i am, how not everyone can have a great job, etc. several family members have a big chip on their shoulder about where they are in life, which is sad to see. :(
none of my friends have this attitude, because i don't generally befriend people who think that way! but i'm stuck with my family, so i just nod a lot and say "mm hmm." not much else to do.
anyhow, among the people i've chosen to have in my life, their incomes are all over the map. among my best friends ...
* one comes from an upper middle class background and now is making around $50K doing what she loves in her early 30s.
* another is a theater director who does amazing work but makes very very little money for it. he's very frugal and awesome.
* another is an office manager in NYC and makes more than the rest of us do combined
* the last one has, like me, bounced from a high, 6-figure income, down to almost nothing, and is in startup mode on her own small business.
so, i guess i'd say i tend to be compatible with people who think big and do what they want in life. it comes down to attitude more than income or consumption.