I'm lucky in as much as I grew up pretty much influenced by Mod and Skinhead clothing. So much of that is timeless and classic (polos, decent shoes, smart shirts etc) that I haven't had to adapt too much as I have gotten older. I did have a few off years though, including a bit of a heavy metal phase and another of hoodies and trainers.
I find sports jackets and blazers are great as a dad; loads of pockets for all the stuff you end up carrying!
I find that decent shirts with nice shoes and jeans are adaptable to almost any situation. I need to wear a collar, be it a shirt or a polo. I don't like me in round necks. Trainers and sports wear are just for sports in my book.
But, as above, wear what you are comfy in. Clothes are very personal.