I also use a q-tip to push in skin that gets caught.
Once the notion that no length of time is too long to be denied has been established you'll never feel like an orgasm is due.
I would never want a guarantee of permanent denial but I love the idea of weeks turning into months without a second thought by the Domme.
Going an extra 1/8th of an inch wider would only make it easier to get the device on. As is, I need to lube it up with some astroglide and slide...
Congratulations!