I love Capo, Castelli, and Rapha so my gear is pretty pricey in most cases. However, I often score really good deals on all of these by simply buying things at the end of each season.
Bibs- 150-250 in season, 70-150 on sale at the end of each season
Jerseys- 65-150 in,40-80 off
glasses- The last pair I bought was 150 on sale
Shoes- I have an addiction here so anywhere between 200-400 for main shoes and 50-200 on random stuff I just think look cool like sales on Bonktown
gloves- summer- 40-60 winter-50-80
socks- I will not buy traditional cycling socks. Instead, I wear Injinji socks that run about 12 a pair.
Part of my problem is I love having two weeks worth of complete outfits at all times AND I prefer primarily black with red or white accent colors. So, because of those two factors, I buy all three of the above brands and often have to go to their top of the line stuff to fill out the extra outfits so I'm not wearing duplicates. I don't buy anything to impress others, I simply buy things I enjoy wearing and I think look nice. I have Assos but it's not in my top four favorite clothing brands.