BigMC, The eventual cup size after breast reduction is a function of what is taken out as well as what remains. Without a photo, my comments are perforce generalities. At a height of 5'9" and weight of 255lbs, your Body Mass Index is above average. I would assume that the DDD cup size has a significant fatty composition and possibly that you have been big busted for most of your adult life. In counseling you about breast reduction, a surgeon should take into account your aesthetic as well as functional needs. On top of that, the insurance companies usually impose a weight/breast (grams), which is predicated on your Body Mass Index. Understandably, they do not usually cover breast lifts, which are essentially a breast reduction but taking less weight. That being said, a "reduction" of 300gm/side in an individual who wears DDD would probably only yield a D-DD cup size, which may be inadequate to solve any of the musculoskeletal or integumentary (skin rash) issues you may be experiencing. Be frank with your PS consultant about what you would like to maintain, after your reduction; I am confident that (s)/he will try to accomodate your desires. Good luck.