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Lady D: Talk to each other, the two just before and during. Go bit by bit, be sure your companion is warmed up and seriously at ease ahead of trying more fingers or a bigger toy, and use loads of lube—extra lube is usually superior for any anal play.
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Lady C: Opt for it. Really don't get hung up in what this means for the gender or sexual identification. It's an area loaded with nerve endings. It can be fun to encourage. Go through up, follow with fingers 1st, and be ready to give it a shot!
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