How do people masturbate? Most guys masturbate by rubbing their penis with their hand or hands, or by rubbing the penis against something, such as a pillow. Girls masturbate by rubbing the outside of their vagina, or by inserting something (such as a vibrator) into the vagina. However, there are a lot of variations on these methods. JackinWorld contains dozens of techniques for guys to try. For more: (will open a new window) JackinHowTo (Basic techniques) JackinExpert (Other techniques) Close