Originally Posted by
JReade
Timbuk2 classic in medium. It's not waterproof, but it's fairly water resistant. I used to commute with it, Laptop, charger, change of clothes, lunch, some misc stuff. I still ride with it now and again, so I can ride in road shoes and put sandals in the bag, so I can change when I get somewhere. It's great. I use it pretty often when I'm traveling too, I love having it swing around and be accessible.
Messenger bags are not very good. Especially cause they are not waterproof and you always seem to see people adjusting them while riding. The Ortlieb Veloctiy is awesome, but they other models that serve as backpacks/panniers. Amazon has a good deal
here.