My experience is similar to Mitch. What started our anal experience a few years ago was both of us started rimming from time to time. It felt so good to her that I'd then push my tongue in as far as it would go which could only happen if she relaxed everything. So the next step was to use my pinky right after the rimming then moving to bigger fingers. She's not had an orgasm that way but certainly does regularly when that's combined with regular oral sex.
Indeed, now if I don't put a finger in while we're playing or when she's masturbating she'll insert one of her own. it's become a regular part of our bedtime fun for both of us. Need to be careful of long fingernails, though.
Always, always, lots of lube, in our case Albolene, needs to be used. I'm thinking of buying a set of increasing size butt plugs. Any suggestions?
I'd love to get her to try ass fucking but that's still off limits.
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