Find a uniform
I do not look good in hoodies. I do not look good in baggy clothes. I do not look good in hats. I’ve never tried on any items of luxury athleisure wear but I’m 99 per cent sure I won’t look good in those either.
My 40s have been the time that I decided to stop experimenting and stick to what I know works. Life is too busy to put together a complex outfit every morning so I rotate around a few set looks or uniforms that I know suit my body shape and, more importantly, make me feel good.
For example, a t-shirt under a denim shirt; shirts with a grandad collar; dark chinos, not jeans; simple white trainers or brown boots. Nothing is baggy, everything is slim fit. No cheap shiny polyester, just good cotton or wool.