Unless you have a specific reason to do a trade skill, I would stick to a pair of gathering professions. Once you get to 80 and can do dailies, you can buy any/everything you want in 1/10th the time it will take to make it yourself. I would go with mining for the extra sta and skinning for +crit. These will bring in more than enough coin to buy bags and mats to hire a tailor and train your skills.

On your other guy take Enchanting to DE quest rewards and anything that drops you cant use. 2 cloth toons so they will be fighting for the same gear.