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And so I was wondering if I should keep it all a secret and start small, so that we can both enjoy training my hole. She already knows that you want to be pegged, so you could open up about the fact that you already play with your ass on your own and want to include her in it as well. If she wants to talk about it more and asks you, tell her, otherwise let her discover your interest in it gradually as you start exploring. Or, if she proves very receptive to the idea and enjoys exploring it with you, open up more quickly about it and tell her all about your interests in anal play. I was always interested in anal but never tried because scared to ask for it.

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