Depends on what he likes to see me in. At this time of year, I'll probably be starting with a corset (for pain reasons), a man's thermal vest - yes, it has to be a man's, a t shirt, a sweater, a pair of sweatpants and a pair of comfortable sneakers.
@HumanEarth I stumbled across it by accident. I was looking at some heels in a thrift store one day... I tried them on my feet for fit and the pain went away while I wore them - it came back when I took the heels off again.
My boyfriend goes barefoot, and likes me to wear shoes that play to his his bare feet. He likes me best in Mary Janes and socks, and a mid calf skirt works best with those.
Haven't had such a thing in many years. But there is a special someone with whom I have have the occasional date day. Then I dress very provocatively in the morning. And after we have had our fun he sometimes takes me out for lunch and then I usually dress in more demure clothes.
Here's one of the after fun outfits on the way to lunch in Tetbury
