I think he's a YMMV provider. I've always had good experiences with him that have included mutual nudity and touch. He usually is in UW throughout the massage, but at least the times I've seen him, he was willing to remove them. The massage is worth the price of admission. Everything else is icing 😌
At that price point and given your prior conversation, I wouldn't think sending a pic is a crazy request. I see this as a red flag and you may not get what you are looking for. $400 is on the very high side for massage even if you've negotiated escort type services. If it were me, I would move on.....
Saw him a few months ago. Nice guy, does body scrub, massage and boy-to-body explosive ending. It was different, but good. Not the strongest massage, but he does know what he's doing.....did I mention the explosive ending 🤣