Unfortunately, no pics of the truly early days for me. We began with just washed out country roads and stuff near the town I grew up in. We "officially" started off-roading with lots of trips to Hollister Hills in my mid/late teens (born in '82). Usually we just did day trips, but occasionally we camped, so I guess that was kinda Overlanding? Then we got more into Pismo. Lots of great, crazy times. This is one of the few pics I have from the Pismo days, unfortunately:

No, I'm not Erik, and I'm not the camera man either. I was the camera guy initially (well, initially I was in the Bronco then kindly offered to get out, lol), but this was the days when you hit the button the a digital camera and it took the picture approximately three and a half weeks later. I wasn't doing a good job of getting the shot, so another buddy offered to lay down in the sand closer to where it was landing, and obviously was better in-tune with the camera's timing. So, I was standing just to the left of the camera, and on of my buddies I still dune with is the guy in the background with his old GF (yes, the white hoodie is a girl... it could be very cold in Pismo and apparently giant jean legs were still a thing in '00?). It's hard to believe that was almost 20 years ago...

This was the first thing I would say I truly "Overlanded" in. Yes, going to Hollister or Pismo and camping sort of fits the description, but those were specific small parks and were 99% on-road until you get to the park itself. With the Range (it was a '06 Range Rover Sport Supercharged, pretty well-optioned with the rear locker and I believe literally EVERY option available in '06) I think I actually did some "Overlanding" long before I was even aware of the term. I got it in '08 or '09 and these pics was from Sept '10 out in Idaho right before I sold it and got my '11 D'max in late Oct/early Nov '10. The only mods on the rig were HSE wheels (19" instead of factory Supercharged 20"s) with Goodyear MT/Rs. I kind of wish I still had it. It did amazingly offroad (not as good as the WJ, especially not having real armor) and ate up highway miles like nothing (as long as there were enough gas stations, lol). Anyway, it was the first rig that let just go explore off the beaten path and find spots to camp. And, believe it or not, it was SUPER reliable for me, and for my buddy that bought it from me when I got the D'max.
-TJ