We usually set up 1 night a week as a 'date night' where we both might wear something sexy. (Now that he has some male lingerie from EF!) It's really fun, and helps keep things fun.
Last week on our date night we played strip Seinfeld Trivia. It was a blast!!
I dress up about half of the time. I definitely like it more than he does. He appreciates the time I put into looking nice for him, but I think he's indifferent about the lingerie itself.
I don't dress up often, but I have plenty of stuff to dress up in. Don't really know why I don't. Hmm.. Now I want to go fish out my garter belt and stockings.