My first time, was when I was 16. It was a beautiful summer day and the start of my summer break. I had some time before my summer job started and my Mother was away on business for an entire week. So I took out a little bit of money, some for video games and some for diapers, obviously
I had been wondering what it would be like to be a baby again for pretty much a decade at that point maybe even before that and I finally wanted to make good. I took a bus down to the mall and got a pack of Depends from the Wal-Mart there, they had self-checkouts so it was a stress free purchase. I then went to a dollar store and picked up a baby bottle, a rattle and a stuffy with some of the money left over. I placed my items in my backpack and bused home.
I was so excited, my anticipations were high and then... I saw the Depends that I had bought out of the pack... they weren't as thick as I thought
... they were soft though
... but they had six tapes in total, not very babyish at all
... but they fit nicely and what do you know, I had to wet
... barely through a small wetting it leaked all over my bedsheets
I was sooo bloody embarrassed and distraught
Depends suck!
I wouldn't buy another pack of diapers until the start of my senior year of high school when a medical supply store opened up near my house. They carried various Tena brands and even some more deluxe ones like Abena and Molicare. I only purchased from there a few times because the mark-up was pretty high, so I always made sure to make my supplies last. I'm glad that medical store just happened to open up because for the next year and a bit, I bought from them and wearing quality diapers helped finally experience what it was like to be diapered and regressed
That medical store closed down shortly after I turned 18, but at that point, it was like, I'm gonna be moving to University housing for school, so I can order whatever primo diapers I want
and I've been living on my own now since I was 19, between residence and an apartment of my own for the past 5 years and I have been a very happy padded baby boy ever since
Moral of the story, the first time can sometimes suck, but it gets better
I'm happy that some of my padded pals had such great first experiences though