I absolutely hate clothes shopping. Seeing clothes in racks doesn't give me the slightest idea of how they'd look like on me, so I never know which ones to try on and end up super frustrated. I'm terrible at matching anything, too, and sometimes picking the right size can be difficult.
I have two friends (male LSE and female IEI) whose taste I trust so I usually just drag one of them to the shop with me and try whatever they tell me will look good. They're both really good. Some of my favourite clothes have been ones they had to persuade me pretty hard to try.