I agree with Shiftkey
Yeah, you will definitely want to avoid machines for the initial phases of your weightlifting education. Especially when any kind of overhead/body press is concerned. There exists a certain amount of control over the free weights, which if harnessed and perfected, will give you BLAZING results. It comes from those "stability" muscles, which all need to work to get the job done. I'ts also true that your arms must be up to the task as well. But that doesn't mean you have to bust out your biceps and triceps right away in your quest for 440lbs. By perfecting the muscles in your arms that help stabilize weght overhead, by going slow, going often, and making each rep perfect, all the tiny muscles in your arms which alot of gym rats never receive will appear. Then your arm workouts will take care of themselves. I guess it does not really matter which order you hit it, as long as you get good form, respect the free-weight, and avoid machinery until you've paid some dues with iron. And there really is no substitute for bench, like that other dude said; however, don't underestimate the power of 1000 pushups per week to keep the pump alive and keep your back strong. Ladies especially enjoy a strong back...