Ed, I would have tried to get as close as possible before you drew. When you reached, I would have tried to jam your gun hand and gun into your holster with the hand on your gun side, and hit you in the face with the other hand. I might have thrown a knee at your groin or gut, too.
If you had managed to clear leather, I would have used body weight and pivoting moment / torque to turn the muzzle toward you. I would have attacked your eyes and or throat with the free hand.
You get the idea. Swarm, distract, and unbalance.
Again, your friend used poor technique, while you used sound technique.