A few years back there was a similar show here in the Netherlands.. I'm not sure what I think of it, but then again, I'm not sure what I think of pagan shows (?) and modelcontests etc. in general. I think for crossdressers it might be a good way to break some taboos.. usually people fear what they don't know.
Would I date someone who enjoys it? Well.. never say never.. but I highly doubt it. Why? First of all because I'm not a 'girly girl' myself.. I hardly ever wear skirts/dresses, don't wear makeup, don't polish my nails etc. etc. so all the things he would like as a crossdresser, I wouldn't.. and second: I kinda like a somewhat 'manly man' and maybe it's just prejudice, but I don't think crossdressers are very masculine
Now I don't mean the 'burping, scratching, beer drinking'-type.. just the ideal match between sensitivity and macho.. which I agree, is hard to find