When I had a gf, I liked being her shopping partner. I would pick out dresses for her, different stuff that I thought looked good. She was a petite and stunningly beautiful woman. Honestly, she looked good in anything, yet she was my little dress-up doll. The favorite store was Ann Taylor. I really like the intelligent, understated look.
It always got a funny reaction from the other people in the store or from the sales staff when I would be the one who had the conversation with the sales staff and ask about items in different colors and would push her off to the dressing room and have her model the clothes in front of me. Of course Iwould be the one to pay for the dresses. She looked best in Chinese dresses (she was, herself, chinese).
As for myself, I rarely buy clothes. Most of what I've bought lately were workout/running stuff.