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If you have a small penis, "as a general rule, you want to go for any position that facilitates deep penetration, so that you can utilize the entire length of your shaft,” Richmond says. That's why. The Penis Gallery was designed to open up a conversation about men's anxieties, and to celebrate difference and reality in response to a porn-steeped world. Join The Book of Man Sign up to our daily newsletters to join the frontline of the revolution in masculinity - plus be the first to read columns by Professor Green and Jason Fox.