Hi everyone. Ok so currently I have a short with headlock. It fits great and I absolutely love it. I've tried a handful of different brands and the Cherry Keeper is the best one I've found so far. Especially with their many sizes of rings.

My issue though is even with a waist strap.. once I'm fully soft I have a problem pulling out of the cage portion. The ring seems to fit just fine though. This makes me think that I need to go shorter on the cage like maybe a micro or even an innie(which I think would be comparable to flat).

Id like to try to wear it longer term(I love the idea anyway even though I'll probably hate the reality) but once I start to pull out of it I just don't feel comfortable and secure which causes me to worry about wearing it out or at work or something so I need some advice.

Thank you in advance :)