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My wife has been the receiver of anal sex/analingus/anal fingering in the past, so when she wanted to try it on me, I couldn't say no 1. out of respect that she had tried it and 2. just plain curiosity.
She mostly tried the finger, we never went so far as to use a strap on or any such device, but I would be open to trying it...
The finger itself was uncomfortable, but also very exciting... although a large strap on would be VERY uncomfortable and painful, I suppose I'd be willing to try a smaller sized one at some point.
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