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Be sure to comfortably insert both ends of the dildo (or sex toy) into your vagina and anal. The positions like 'cowgirl',' 'doggie style', and missionary are all excellent alternatives, but you'll need to play around to find the one that feels best for you.<br><br>Before you proceed, make sure that both orifices are coated with lubricant. Having a good amount of water-based lube ready will facilitate penetration and increase the enjoyment you'll experience when you take your toys out and out. You may also want to consider anal lubricants that are specifically designed for the rectum to provide maximum comfort.<br><br>Double penetration can be painful when not done correctly, so don't go overboard. If you are experiencing pain when using your sex instrument, stop and think about changing your mind. You'll need to gradually increase your confidence levels to have orgasms that are mind-blowing. 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