When I started wetting on purpose (both my pants and makeshift diapers), right at puberty, it never crossed my mind I would try this too one day. Peeing myself like a little child was already pretty absurd and messy.
But playing with helplessness and desperation and loss of control (and new sexual feelings) felt so good. I couldn’t really take such pleasure in being a wet little boy without knowing that’s not all I did in my pants at those ages.
It took a couple of years but I guess I gradually got more curious than disgusted about what it was like to be in dirty diapers. And finally one day (partly inspired by a visiting little cousin who did it right in front of my whole family and ran around completely unconcerned about having poopy pants afterwards), I tried it.
It felt startlingly good, so I did it a bunch more times, usually playing out some way I must’ve done it as a baby to see what it felt like. Sometimes I was a pretty messy baby. (That’s as close as I’m going to come to answering your direct question,
@Welly .)
I’ve been a little boy in wet, poopy pants or nicely full diapers an average of one or two times a year since. Not a lot, because (much as I enjoy it) it’s such a mess and needs a pretty serious urge and a lot of privacy. Maybe a few more times then usual during the pandemic…