I haven't yet found a butt plug that I'd trust to stay in long enough. I never had good luck with the standard beginner plugs (the ones that are skinny with a little bit of a bulge in the middle), and my glass plug, the stem part is just too thick for me. I need a plug with a long and skinny stem, I think.
I just ordered the Tantus Ace, so I'm hoping that will work for me. If so, I would totally wear it out. Of course, I'd have a ziplock bag in my handbag just in case it had to come out.