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Definitely start small. Even if you’ve messed around with fingers a lot, there’s something about the feedback and geometry that’s different when working with something inanimate. I just started with anal play recently and it took a few sessions with my toy before I managed to get it all the...

A really important thing that is not often mentioned—go in at an angle! If you try to go straight in you’ll find it’s actually not lined up with your anatomy. Point toward your front about 45 degrees so the wide part of the toy has the easiest time passing through.

Thank you! This is really good food for thought. You’re exactly right, option 1 is really my only avenue forward. The point about wanting more as time goes on is particularly well taken. I hadn’t thought about it explicitly, but my mind has been idly moving in that direction. I will be...

TL;DR I’m a newly self-identified sub married to a strictly vanilla person. I’m looking for suggestions on how to explore my sub side within the constraints of my current life. I’ve been going through a rapid period of self discovery recently, and I wanted to see if anyone here has been in or...