So, this one was embarrassing at the time but I find kind of funny now.
I woke up one morning exceptionally horny. My partner and I slept through multiple snoozes and I typically take a while to get off, so there wasn’t time to do anything about it before our ride would show up. Figuring we’d have a chance to fuck when we got home, I thought I would have a little fun before leaving the office to make the evening extra special. I tossed a small silicone butt plug (intended for extended wear), a mini bottle of lube, and a mini spray bottle of toy cleaner into a small pouch and into my backpack. I didn’t plan to wear it all day; I’ve never done that before and everything I read about it strongly recommended starting with shorter term wear first. The plan was that in the last few hours of the day, I was going to sneak off to the bathroom, put it in, send a picture to my partner, and give him something to look forward to when we got home.