I have found it depends on what I want from the portrait on what lens I use. I show up the shoot, get a feel for who I am shooing, the environment and what I want to accomplish. Not sure if this was mentioned, but remember if you have a cropped camera you need to take the into consideration for what lens you use and what you buy.
I find I shoot a lot of my portraits with me 70-200 mm 2.8 lens, just find I am more creative with it, and all depends on what you want out of portrait. I do lots of musicians and I try to me creative in my portraits of them. So far no unhappy people and if they like it, their reps want to use it I know I have accomplished what I have set out to do. If I am not happy with it they never see it, they like what I give them, but what is important to me is I like it, if they don't they can hire someone else. Has yet to happen and all my referrals are through those I have already done work for. Experiment as someone else mentioned.
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