"If she is an anal sex beginner, start by positioning her on top first, facing you, where she’ll have the most control. Be sure she’s breathing deeply through the initial sensation of insertion and encourage her to continue relaxing. Eye contact is key here to assure her — also, ask her questions about her comfort level & pleasure as you begin to move together. Add in a c-spot vibrator to help her move toward an orgasm — but don’t go racing toward any kind of quick thrusting," says sex expert Dana Myers"
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