1949 chevy grain truck, i was either 10 or 11. started to take loads of grain to the elevator in town when i was 13 until my mom found out and chewed both mine and my gpa's azz,lol.

 

Learned on a 1990 VW Jetta. Diesel. With no more than 60hp.
Growing up, any time I was in the front seat, my parents would let me shift the stick. They'd push the clutch, I'd shift, and they'd let the clutch back out. That started when I was like 5. I remember we were living in Germany at the time and took a trip up through the Alps. Up one mountain road, my Dad figured he'd let me shift. Well not knowing anything at the time (when I was 5) about shifting, I yanked the thing out of gear and shoved it into another one before my Dad had time to even touch the clutch. I assume he was able to get the clutch disengaged before I put it in a gear, or else I don't think there's any way I could have forced it in. That was the first one that I remember. After then, and after explaning it more, they'd let my brother and me shift almost every time we were in the front seat. So I knew how the gears went at an early age.
Then when I was about 12 or 13, my Dad let me back the car out of the garage. Since I had never driven stick before, I always had assumed you had to let the clutch out all the way for it to work. So instead of riding the clutch a little to get it moving, I pretty much dumped the clutch. And stalled. It was 60hp, so no screeching out of the garage or wrecking it or anything. After figuring out how to ride the clutch, I could take it down the street with almost no problem. There was a guy about 1/2mi down the street (way out in the country) who sold eggs. We'd stop by there about once a week, and I'd frequently drive home from there. That was such a blast. Then I had a meeting once a week, and once we were off post, I'd occasionally drive home (at night, again in the country). And yes, that was long before I had my permit...