I like wearing akk kinds of things, really - it just depends on the mood I'm in.
I'm a leg man, so I like anything that accentuates them... stockings, heels, pantyhose, miniskirts, etc. I also have a couple nice silky blouses to complete the ensemble.
These things feel really REALLY sexy. The nylon on my legs and against my cock, the silk against my nipples, everything. Even though I'd by no means be passable as a woman, I do like the look.
That being said, I'd MUCH rather find a guy that enjoys wearing things like these than wear them myself.