Deluxe Silicone Butt Plug Amateur (Large, Ø 40 mm), Anal-Plug with Foot

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i'm also a fan of a bit of girth - going back to fingers, one is unpleasant, two is much better but three and it starts to get really good. Its a nice filling feeling, but totally different to having anal and doesnt necesarily help with the relaxing in the begining. I will try your other suggestions although I need to find a butt plug that looks more "feminine" than the ones I have seen.

My butt plug has quite a thick neck which gives a nice stretching feeling - it's a glass one from Love Honey - but overall is quite short - I don't like the poking feeling of anything going too deep! I like one finger but not more - their combined shape is lumpy in cross-section rather than circular - nothing to do with the size as a cock is more comfortable!

I think it's something related to a more sustained stretch, than stretch/relax/stretch that makes it more comfortable if you see what I mean? I don't know whether you've watched it in porn vids but the vast majority of people can't have anal sex like that.

Dont use the plug for too long before sex - they can cause some discomfort in and of themselves which leads to slight tenderness, therefore tensing/clenching which in turn leads to more tenderness and repeats the cycle.I find if my dh stimulates my clitoris is helps me relax and just hold it until your ready to proceed and it can be highly enjoyable , after a couple of times your bum will get used to it I know because dh accidentally put it in my bum and I didn’t scream in pain.