There is a guy that I have been an acquaintance of for 4 years, up until I came out of my long term relationship. He and I began talking online soon after, and it didn't take long for us to begin flirting. That led to the topics becoming sexual and eventually he asked for pics. We have been talking for months now, and I have taken at least 20 pictures in that time just for him. For the first few times I didn't ask for a pic in return, but afterwards I have a few times and he sort of passes over the question or just avoids having to say why he won't send one. I don't want to pressure him and ruin things, since I have fun chatting with him... But I wonder why he wouldn't want me to see more of him too?
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He has insecurities and is afraid that you will not like what you see.
I guess the best way to approach it is that you can occasionally tell him that you want to see him naked.. I don't know if he will come around to the idea or not.1