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I want to try a penis ring while my boyfriend is open to it, he does not get why anyone would want to use one. How do we go about choosing one that is not intimidating but fun?

Great question! Cock rings can be used by anyone with a penis. Some penis rings are made of materials that create a fixed size, like stainless steel or wood, and many cock rings are made with materials that allow for adjusting size, like leather, rubber and silicone.