I am somewhat new to butt plugs but so far I've managed 3 nights and 2 or 3 days, depending on how you count.
IIRC it started on Monday evening with a few enemas to get myself clean. This usually lasts around 24 hours for me so Tuesday was easy.
Then I had to figure out the logistics of relubing at work on Wednesday. I had a bottle of lube in my bag in the office so I covertly put it in my pocket, went to the bathroom, had a small BM and reapplied lube, then put it covertly back into my bag again. The lube makes a visible bulge on my pants so I wanted to get rid of it as soon as possible. Plus the idea of pulling my phone out and the bottle falling on the floor in front of everyone was pretty scary.
Pretty sure on Wednesday I had a large silicone plug in me which felt really good and ... fulfilling ... but I got worried about it absorbing smells so I switched to a metal plug at night. It was pretty heavy (600 g, yes, I am new to buttplugs but I've played with my ass since childhood so I use larger plugs from the start) and my ass was a bit sore in the morning. I removed it and wanted to take a break but after the shower, my ass was back to normal and craving more so I put the plug back in.
For Thursday a newly bought smaller bottle of lube arrived so I wasn't afraid of carrying it around for longer. But it was still fairly visible. Towards the end of the day, I had to go to the bathroom and relube several time. I started feeling cold and had chills running down my spine. Maybe it was the plug taking heat out of my body each time I removed it and put it back cold(er) or maybe it was my body telling me to finally stop. So I did.
Not to mention buttplugs make me feel full in a way I am not used to so I don't have full confidence that I know what my ass is telling me. And given I already had one unexpected fart incident (fortunately while alone), I did not want to push my luck during an important meeting on Friday.