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You will save yourself a lot of grief and heartache in the long run. She obviously wants to remain anonymous for some dark reason, or she is illegal, another reason not to mess with them. Get to know them first. It is a business.
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When sending a dick pic, either focus the photo exclusively on your elegant phallus, held up by your hand if you like, or take a full-body shot in front of a mirror with a clean and non-distracting background (see rule number four on art direction). A stone-faced, seductive dick pic has its place. Sex is supposed to be fun, and sometimes adding goofiness to a dick pic can make it that much more endearing.
I would laugh my ass off if a guy sent me a dick pic with a smiley face drawn in marker on the head of his peen.