The number of pictures he is requesting sounds unhealthy.
The fact that you're willing to give him such photos when you don't actually trust him says more about you than him. You realize that there are websites out there that are dedicated to men posting naked pictures of their exes right? And once it's on the internet, it's on the internet.
"Well, then," the Cat went on, "you see a dog growls when it's angry, and wags its tail when it's pleased. Now I growl when I'm pleased, and wag my tail when I'm angry. Therefore I'm mad."