I love Katrina's idea! I am doing the "part time pro" thing and it is fun, but a lot of work so get ready! But it's nice to justify my hobby expenditures, at least to myself.
Good luck on your new venture and be sure to share some of your results from your sessions! I have the 50 1.4 on my wishlist, but I just use the 1.8 for now - and it's a great little lens for the cost. I do have the 85 mm but rarely use it because I have to back up too far.
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Camera: Nikon D300
Lenses: 50 1.4, 85 1.8, 18-200 VR, 75-300
Software: Photoshop CS5, Lightroom 3