I am an engineer and only wear T shirt or sweat shirt. For vacation to cold places, I wear better stuff like Northface and Arcteryx.
I have way less items than my 11 yo daughter.
I, too, am an engineer, with approximately the same fashion IQ as Dilbert. So for me this thread has been largely written in a foreign language. I have never even heard of half of the brand names (the expensive ones) mentioned.
I w*rk at a factory in a messy process, where virtually everyone wears jeans except when they have to don fire resistant protective clothing. At least my socks match, although you can't see them anyway since they're encased in steel toed boots. But I accomplished that feat by owning only black socks (for w*rk and church) and white socks (for everything else), so I can tell them apart in the dim light of 5am.
When I do retire, I look forward to never wearing long pants again. Or perhaps pants at all!*
*To DW: Just kidding. I'll wear something... at least outdoors.