I actually just had my first physical fitting in probably 20 years at Nordstroms this week. Last month I got really upset at the whole bra thing, especially how my back ALWAYS hurt. I came across this article about bra sizing and ended up reading a reddit forum that's all about how to properly fit a bra. I spent a day or two reading up on it and made my DH help me figure out what size I really am. There's some great tutorials and
youtube videos online. I went from a 36C/D (which is what VS told me I was in college and obviously it never changes right?

) to something more like a 35/36H.
There's a Nordstrom Rack here and a lot of people recommended shopping there to find larger bras discounted. I spent an afternoon there trying different bras on and ended up with 2 that fit better but not perfect. A few weeks later, Nordstroms (not the Rack) opened so I went in and talked to the lady about what I liked/disliked about the Wachol bras I had bought a few weeks ago. After the fitting I ended up with a 34 as the 36 Wachols were a bit loose. The jury is still out on the style I chose but just by increasing my cup size and using the band to support instead of the straps, I feel SO much better. They're pricey, but now I have a much better idea of what to look for and I can shop online or at Nordstrom Rack for clearance and sale items.
Don't get me wrong, I'm still saving my PTO days and my pennies for a reduction but for the first time in years I don't come home practically crying in pain. The fitting was good, but as I had read up on the subject, I think the whole fitting process was a bit speedy. I definitely got the impression that the lady was there to help me, not just to make a sale. If I had come in with no clue at all, she would have talked more about band/cup size, proper care, proper fit etc... Also I have probably tried on a 100 different bras lately, ranging from 34DDD to a 36H. There are definite differences between brands and styles, so you really do have to try on a wide variety to find what works for you.