I have to say that Skirtchasers idea sounds wonderful.
Alternatively, any roleplay where I end up on the receiving end of a strapon in the hands of an experienced partner sounds pretty awesome too. A good mind game always adds to the pleasure!
I think prostate massage would feel really special but I've never had it done, also my favorite fetish is feet I love a woman with soft feet and pedicured nails I think I got this fetish by being in strip club getting a dance and the dancer lifted her foot up and went to town on Jr. And when that happened I was amazed at how well it felt, plus I didn't last long after that being done.