When I started I was surprised the very first day (after digesting large amounts of advice) when I did everything wrong. I rode too close to parked cars, did not take the lane, bullied my way into/through intersections, weaved - I admit guiltily - joyfuly through traffic jams etc.

I think I had to unlearn my car culture habits or assumptions and truly become a cyclist.

Riding trails won't do that.
Taking the paths or sanctioned routes probably won't either.
You've got to take back the roads to do that.

I also had to remind myself to stop attempting new land speed records and to enjoy myself - look around at everything that the cars are missing. I get to work in under an hour whether at 22mph or 15mph.

So,

1) stay safe and take the lane (don't get doored)
2) use the laws and regs - and have fun doing it
3) enjoy the ride and explore someplace new everyday if you can

As for gear - I'm a minimalist. Road bike, battery op lights front and back, empty bottle cage, helmet, messenger bag, ~16 year old avocet computer, minidisc player.

New for me this week - riding clipless.