My first girlfriend, Kate, bought an old VW Bug for $200 from someone on Page Mill Road up the hill from Palo Alto.
I drove her up there in my Toyota Corolla that I later rolled over on Summit Road. I didn't realize I was upside down until I heard a scraping sound from the roof and saw the top of the windshield crinkling.
Apparently that was a thing with the 1970s era Corollas. Several years later a buddy's girlfriend who I had a secret crush on rolled her Toyota too.
With the car upside down, someone drove up, we gave it a mighty push and rolled it back on its feet! Then someone else stopped by and held a joint out his car window and said, "You look like you could use a toke."
Back to the Bug. I followed Kate down the hill into town and noticed she wasn't slowing down much around the turns. Then we got to Junipero Serra Blvd and she didn't stop at the red light. A pickup trick sideswiped the Bug and that got it to stop.
The only real damage to the Bug was a front fender, so we bought a new one at a junkyard and bolted it on.
Besides the brakes, the engine wasn't running so great either. We bought a carburetor rebuild kit and got it running much smoother.
Emboldened by those successes, I decided to rebuild the engine too. I was a member of the Briarpatch auto repair collective, where you could rent a spot in the shop and use their tools to do your own work, or pay their mechanic to do it.
I got the engine torn apart, with nuts and bolts and parts strewn across the shop floor.
Then I realized I was in way over my head and had no idea where everything was supposed to go. I asked the mechanic if he could take over. He looked at the mess, shook his head, and said "I'll do it, but this is the worst way to get a job."
We named our cars in those days. The Bug was named Gus, and later I got an MGB-GT that I named Maggie. And after that, a Fiat 124 Spyder which already had a cool name.
Spyder developed a different brake problem. I think there were air bubbles in the brake lines that expanded as they warmed up. Then the brakes would slowly and gradually clamp down. You'd be driving on level ground and find yourself having to press down more on the gas, as if you were driving uphill. And then the the car would come to a complete stop.
Instead of getting the brake lines flushed and fixed, I did the sensible thing: Each wheel had a brake bleeder valve, and I started carrying a combination wrench that fit those valves. When the car stopped, I loosened one of the bleeder valves and brake fluid spurt out onto the ground. This relieved the pressure in the brake lines and I continued on my way.
Kate and I also had a thing for the Porsche 914. We knew it was a joint venture between Volkswagen and Porsche, so we scrambled up those two names. When we saw one on the highway, we'd call out "There's a Vorp!"