What is My Wallet Is Too Small For My 50's?
1.
It's an slang very common in some kinds of situations.
You are about too ask a gorgeous woman out, you're not so sure about that, because you think "Oh, I can not as her out, my wallet is too small for my 50's".
It means that you are thinking that she is too good for you.
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1.
Similar to metrosexual but one who lives in the mountains or otherwise pursues the outdoors adventure lifestyle. Kind of a cleaned-up g..