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How to Give an Incredible Massage. But what about those accidental instances, like when you go a little lower than usual during a more conventional sexual encounter? All of the bizarre mystique surrounding anal sex makes it something guys have built up in their imaginations, creating a sense of curiosity that doesn't always apply to other sex things. Follow Frank on Twitter.

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General tips: Go super heavy on the lube and foreplay, and if you feel like you're being skewered, back the hell off. And try these five positions. Give yourself an inch or two of buffer by sticking something between you and your partner. You can use a vibrator but your hand will do the trick just as well. Place a hand on your vulva with your fingers in a V so he can slide in between.

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