basically, you should do free weights, and then machines so that when you're doing the free weights, you can lift your maximal amount as the smaller stabilizing muscles fatigue, and once they're fatigued, the machine will isolate the main muscle group and you can continue to work them to fatigue.
or, you can do the machines first to preexhaust the muscles, and then hit them hard with the free weights so that you can do more lifting before the stabilizers exhaust.
try both ways, see which works better for you.
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