Apart form the obvious one [being born] my first time nude outside was as a teenager. We had quite a long garden with golf course at back & one side so bottom half never got manicured and my job was to keep it trimmed back. I used to 'revise' out there and cut myself a lying down space within the long grass. I had a spot neighbours couldn't see once grass tall enough and could lie down nude when nobody at home.
I had a rep  at college for jumping out the window & taking all my clothes off when the sun came out. That wasn't actually quite true but I must admit to regular skinny-dipping [to be honest that was to sober up after country pub 'lunches' as I couldn't take beer as well as my mates].
My first time at a communal nude place was on the beach in Holland . I didn't drive until quite late but was pretty good at finding little spots [unofficial] where I could either sunbathe naked or with a few others around. Once I started driving I immediately went about making up for all those lost beach visits - mainly to south devon coats & studland.
I didn't actually go to a naturist resort until last November - what had I been missing! I've had one hol this year with my bros & their partners which wasn't naturist & will take mum away for a week or she never gets a hol but apart from that I now intend to only have naturist hols.
So my message to those just starting on this journey is don't take the slow road, go for it - it's easy once you start.