I wrote a post on this subject in a different thread. If I can extend the discussion to include dildos as well as butt plugs, I have kept a dildo in probably for as long as 12 hours although not more than a few times because of the sheer impracticality of having a toy in that long. More often I have kept a dildo in place for 4-8 hours. I have preferred dildos over plugs for extended wear because they're generally longer and feeling the penetration deep in the anal cavity is a big part of the pleasure of extended wear. Having said that, having more recently discovered the pleasure of shorter but girthier plugs over longer dildos, think I will soon be trying to find a short but girthy plug to wear for an extended time (at least an hour plus).

If anyone is wondering how to keep a dildo or plug in place for an extended time, my solution was a DIY harness made from two long shoelaces tied together with a loop tied at one end. After inserting a dildo, I run the end with the loop up my back and over my shoulder, then run the laces through two slits I've cut in the base of the dildo and then pull the other end up my chest, run it through the loop, pull it down to make the harness as tight as possible, which also pushes the dildo up my hole as far as possible, and tie it off. With the harness holding the dildo securely in place under whatever I'm wearing, I can go about my day with no worry of it falling out or even slipping. That allows me to go out in public with the delicious sensation in my anal cavity for as long as I want or can stand it. less