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I have never busked, to tell the truth. It's hard to find places where it's legal locally.
I once did a fun street performance, a very long time ago.
I had seen Robert Shields doing mime at Union Square in San Francisco. He was amazing and had gathered a huge crowd. At some point he went out in the middle of the intersection and started directing traffic. It was hilarious.
I was talking about it later and a friend dared me to do it myself. He said he would give me $25 if I did it for 15 minutes.
I had some red satin pants, some knee-high canvas lace-up boots, and a purple velour top. One sunny Saturday afternoon, I put on white face mime makeup and my costume (very Ziggy Stardust, but I'd never heard of David Bowie. But great minds and all that ...) and ran into the intersection of College and Ashby in Berkeley. I had a whistle. I started directing traffic. Drivers obeyed me. Crowds gathered. It was great fun. I did my 15 minutes and took off. The cops showed up; I was gone.

The last time I played the DNA Lounge in San Francisco was the absolute worst performing experience of my life and it was all my fault.
I made three FATAL ERRORS, all of my own volition. I had no one else to blame.
Anyway, the house was full. I was up on the stage by myself, guitar and backing tracks.
The first thing I did wrong was to try to do a James Brown song, "It's A Man's World." Ridiculous. I knew I was bombing, but you have to keep going. I dying inside but kept singing.
Then I played an electronic dance track of mine with no vocals, pushed play, left the stage. You don't leave the stage when you're performing. I mean, you can, but usually it's part of the act and there's a reason for it.
I can't remember the third thing (a good thing!), but I will tell you this: I wanted to quit playing live forever after that. My voice coach helped me recover that self-inflicted wound.
I learned a very important lesson from that nightmare: WHEN YOU BOMB ONSTAGE, YOU BOMB ALONE!

I have a banged up 1969 Kohno No. 5 classical nylon-string guitar. I LOVE it. I went into The Berkeley Musical Instrument Exchange store one afternoon, and asked him if he had any nice vintage classical guitars. He said, "I have this Kohno, would you like to try it?" I said yes.
He took it down and handed it to me and it was almost like the guitar said, "You belong to me!"
I asked him how much it was. He told me. I asked if he did layaway. "Yes." I asked him how much I would have to put down. "$600." I said ok and left. I went back a few days later and when I walked in, he said, "I still have it."
I told him I could have the $600 in two weeks, would he hold it. He said yes. I came back in two weeks and gave him the $600. I was able to pay it off within a month or so.
I'm really lucky—there was some other guy who really wanted the guitar.
It sounds incredible and I love how it feels—the neck is perfect for my left hand—when I play.
It rings like the ocean.