Naturist holidays are something I'm considering at the moment. It seems most places will let you wear clothes to start with if you're feeling a little nervous - they do understand - but if you're still not happy to strip off after a few visits, then they will suggest that maybe naturism isn't for you.
Ratter, the place I looked up on the web said that photos are OK, but you have to be careful not to include non-family etc in the shots.
I only have one question. This place said that although you can wear as much or as little clothing as you like, the swimming pool is an absolute clothes-free zone. Only thing is, if I'm on my monthly, then I like to wear a pair of pants, just in case. D'you think they'd mind?