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Double Penetration

Double penetration, or DP, is one of the more underrated pleasures. It's also one of the most complicated, so it's important to take your time and do it right. "Don't rush, and make sure you're ready both mentally and physically," sex expert Marla Renee Stewart advises.

Mentally, make sure that you and your partner are on the same page regarding what DP will entail. You'll also want to lubricate yourself properly, preferably with a water based lubricant for condom-safe sexual activity, to minimize the risk of micro tears and infection in the vagina or anus.

Start with smaller toys or positions if you are new to DP. "It's easier to work up to anal penetration with a finger than it is to go straight from the penis to the anus," Matatas says. And if you're going from the anus to the mouth, be sure to use a clean dildo or strap-on--not an old, dirty one!