I Went Commando As A Kid
I must have been about 5 the first time I didn't have any clean underpants to put on; parents told me I'd "have to go without for the day", which I did. It felt roomier down there; which I kinda liked. As time progressed over the following year or so, I chose to "go without" more and more often: once every couple weeks became once a week, which became a couple times per week, which became every other day, which ended up becoming every day.