I'm 54, interested in style and fashion and I think I'm considered to be stylish and fashionable though not high fashion.
I like the first boots and have similar, would totally wear with leather jeans, cropped wide legged jeans or cropped flares, black slim 7/8 trousers (black polo neck, leopard belt- one of my favourite looks) also leather mini or midi. I've also got size 41, narrow feet and have no issue with my feet looking big!
However, I guess if you got them you'd always have "mumsy" in the back of your mind.
I didn't look at the other styles you've asked about. My advice would be to look on Pinterest for ideas on styles and styling. Likewise, if you find boots you like, search on Pinterest for them for styling tips.
Good luck x