There's literally 2 models for middle-class clothing. Sad.
And about half a billion for pretty dresses.

Which look weird in Skyrim.

They seriously need more clothes.
It's all the same things repeadly.
At least dye them more than 2 colours!
The robes without hoods are very unflattering. The hooded ones look ok because the ugly, unflattering, suffocating collar is covered up.
Unenchanted hooded robes are stupidly rare.
If you're a pure magic and robes mage, or your character likes clothes for combat, you have a hard time finding anything sometimes.
And only having one pair of none faction gloves is stupid.
If you did'nt like the thalmor, the only other gloves without enchantments are denied you.
Don't like the DB handwraps, the collage mages ones you can borrow? No gloves for you.
There should be more expensive clothing. Like jarls have.
And a hell of a lot more clean and better dyed clothes. Why the hell would nobles and middle classes wear dirty clothes? And SELL, dirty fine clothes as new?!
They should all be clean and properly dyed clothes if it's right.
Miners clothes would be dirtier. As would ragged clothes. But they rest would be washed!
I agree with all this. Nobles should, at the very least, have more options. Or at least colors. And hats. Skyrim is cold and rarely do I see hats. Or gloves. And where the heck are cloaks, capes and mantles? Those were staples of Medieval Europe fashion. (Also could double as a sort of sleeping bag if they were long enough.)
It does get a bit repetitive to see the same outfits in every hold and town. I would at least like a little variety from hold to hold (including guards uniforms) just to be able to distinguish the different 'feel' of each place. Falkreath should be gloomy, dull and dark colors. Solitude should be vibrant, etc.