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You want to be comfortable communicating with them and trusting them to help you have an enjoyable first experience. Make sure you really trust your partner. Worried about masturbation. It was just burning for you, A Man? So go slow, experiment safely, and figure out what feels go for you.

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However, remember to pay attention to your pain treshold, and stop if it really hurts or you start to bleed. And that time, it was acutally good. Put some kind of lubricant I use lotion on your pointer finger and slowly start loosening your hole.

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