My first times of wearing in public, then wearing wet in public, then actually wetting in public, as well as wearing to bed, all came together during an interstate work trip. I was attending a 3 day course by myself, and had 3 nights by myself at a hotel in Melbourne.
The first night there I bought a pack of Depends diapers, the style with the button up elastic strips on the sides. On my first night I went out for dinner, let myself get desperate, then went back to my room to diaper up and wet myself a few times before bed. That night I wore a diaper to bed for the first time since age 10, and even managed to wet it a little bit as I lay there.
The second night I decided to go exploring. So I put one on underneath my black dress pants, and went out for dinner, but didn't use it at first. I went back to my room, planning on wetting it, then changing and going out. But when I got there, I undressed and stood in front of the mirror, and happily wet my nappy while I watched my reflection. I didn't need to go a lot, and so the nappy did its job perfectly and didn't leak or even sag too much. Suddenly feeling adventurous, I just dressed again leaving the wet nappy on, then went for a walk down the road to the nearest hotel that had some pokie machines, where I sat there and played for a while. I needed to pee again before I left, but I wasn't brave enough to go in an already wet Depends. I waited until I got back to my room before standing on a towel in front of the mirror again, where I wet once more, this time heavier than the first time. I was really surprised, but once again it didn't leak.
This inspired me to be more brave on my third night. This time I drank a lot of water and coffee during the afternoon, then put on a diaper before going out dressed and dry. I had dinner, with a few beers, and could feel myself filling up nicely. This night I was dressed really casually, and wore a pair of shiny black track pants that I figured wouldn't show a leak if one happened.
After dinner I went pack to the same pub as before, prepared to lose a bit more money on the pokie machines. Being my last night and with no morning appointment, I could afford to drink a bit more and risk a hangover. The alcohol was also making me feel braver.
I sat at my favourite machine and put $20 in, then started to play. The urge to pee built up more and more, and I was soon bursting.
"Here goes" I thought, and I relaxed a bit and dribbled a bit as I sat there. Not much, just enough to enjoy the feeling of being a little bit naughty. It didn't do much to relieve the tension I felt in my bladder, but I wasn't really desperate any longer. I actually finished up hitting a jackpot, and winning nearly $1000! So I continued to sit there and gently use my diaper for a bit longer than I planned.
There were no problems though. I collected my winnings and walked back to my hotel with a very wet nappy on, and apart from a very minor leak around one leg, that wasn't noticeable at all, I made it back without anyone knowing that I had been a naughty boy who had wet his pants!
I used the last couple of diapers that night. Now, about 8 years later, I don't remember much about what I learned on the course, but I remember what I learned about wearing diapers!
