I sometimes buy things on the internet, where DH may or may not be around to give input.
I sometimes buy clothes on my lunchbreak - where DH used to sometimes be around but now works too far away to meet me for a quick coffee/walk/browse...
I sometimes buy clothes when we are all out doing some shopping in a shopping centre - usually we are there for something for DD, and to get food shopping as well, but we may look for things for me too, or DH may point out things he thinks would suit me (and I ignore them for at least 6 months before I grudgingly try them on and realise they do look good usually).
Alone, I will often pick things in my comfort zone, which tends towards slightly fuddy duddy, not even nicely classic, more middle-aged matron out gardening.
With DH, I will be trying on things that don't always suit, but far more fashionable, suiting my figure, and actually nice. He usually pushes me into a bit more colour as well (I favour a lot of black, am going into navy now too but am often scared of colour and patterns).
Occasionally he does like things I buy myself, and often I like things he has chosen. But just because you would see him with me on 1 trip doesn't mean that he chooses everything for me - not by a long shot!