I feel ya. I turned 53 today. The short answer is yes, wear the skinny jeans. Wear whatever you want. I was one of those young girls too, looking at "older ladies" with scorn. But honestly, I think there's a difference between a confident woman "of a certain age" wearing what she feels good in and what we were scoffing at all those decades ago. There's a huge difference between dressing for yourself and actively trying to garner attention is some attempt to recapture youth. And at this point, fuck it, either way....you pay your bills, you buy your clothes, the only vote that counts on that issue is yours.
PS, on this, my birthday, I am currently wearing a very short mini-dress. And I ain't sorry about it!