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Our culture tends to put a lot of emphasis on intercourse, but the best way to get started with anal play is with either fingers or an anal toy such as this. Unlike those meant for vaginal use, anal products like this have a flanged base so they can't accidentally slip all the way inside you. If you want a vibrating sensation you can press the head of a plug-in toy against this toy's base. Men can tilt it forward (i.e. towards the front of their body) if they want it to stimulate the prostate gland.

If you're already comfortable moving your hips in time with your breathing, then try squeezing and relaxing your "PC" muscle (the same muscle you squeeze to stop the flow of urine when you're urinating) in time with your pelvic movements.