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As you loosen up and become more comfortable, you can start allowing him to thrust into you. Then go in with a finger or a very small butt plug, followed by two fingers or a larger toy. It could be because he's curious, he wants to tell his friends "I've had anal sex," or it could be any other reason. If you wondering when is the right time to engage in first-time anal sex, remember that there's no right or wrong answer. Next he needs to slowly slide his finger inside you, millimeter-by-millimeter, while you give him feedback, telling his to go deeper or to stop moving or to SLOWLY pull out pulling out fast can cause some pain, he needs to do it slowly. Make sure to take your time.
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