I pass riding in the rain, it is just not fun, not that I haven't done it. You can buy all the fancy stuff you want, but from my experience you still feel like you are riding in a plastic bag and sweat like crazy for anything longer than a short ride.
I actually like riding in the cold though. Went out today for a long ride and it was 22 out. Layering and wool socks I find work good for me. As for layering on cold days, a baselayer, a polyester shirt, a light biking jacket and I absolutely love Bontrager thermal jersey over that. They are all relatively thin, but my core never gets cold. My toes sometimes get a bit chilly though. Lobster claw gloves if it gets below 20. A MUST have is an under the helmet hat. I have one I got from Performance that comes down over my ears. Also, for below 20 I wear a gator thing that covers my nose and face.
I got tired of buying cheap lights so I splurged this fall. For my headlight I got the Light and Motion Urban 600, bright as all heck. However, on brightest it only lasts a bit over an hour. That is fine with me as I only ride at dusk on the way home from work. I'm not sure what taillight I got, but is nice one too.
I've only been commuting and recreational riding seriously for about 6 years, so just my two cents.
I may have already posted in this thread, but it is too late and I don't want to go back after typing all this up.
Peace