Today was my first time skating outdoors in 45 years, since i was about 9 or so.
I use quads (the old fashioned roller skates, not blades), and have been skating only in the rink for a few months now.
I got some special outdoor wheels and went to our local fairgrounds which has no traffic and lots of paved and asphalt paths and roads.

It was way harder than I thought it would be!
My balance was all thrown off and I felt like a beginner again, ugh. I was often doing the windmill arm panic thing and leaning forward too far, losing my balance, etc.
There were some very rough paths, and other smoother paths. My skates did trip up when going over some debris sometimes, though I tried to avoid rocks and sticks and gravel.
It was way more fun on the smoother paths. Often the paths would change from smooth to rough and back again though, hard to predict. Good practice I suppose.
There was a lot of wind which didn't help either.
But despite all this, somehow I managed to skate along for 2 hours without falling. By the end of my first outdoor experience, I was noticeably better than when I started, thank goodness. It was scary but also kind of fun. I'm exhausted and sore all over from working so hard! This, I can tell, will make my legs stronger.
I'll have to go back regularly and practice more so I can leave the dork-ette phase behind as soon as possible.
But tomorrow I go back to the rink, which will seem like a piece of cake now.