Just so you know, I tried the exact thing that you are thinking of... I lost over 50 lbs, going down from 270 to 219. And once I was there, I decided that maybe I could relax a bit, and gain a few pounds back, and it would go to feminine areas instead of male areas. It didn't. It all went right back to the male areas. I gained 2" back on my waist, 2" back on my upper body, and gained only 0.5" on my hips. Sigh... The only good place that it went to was my skin, which it did indeed make look a lot smoother and creamier.
If I'm not mistaken, science says that fat cells don't ever go away. Once they've been created, all that they can do is shrink in size. They don't actually die or fuse back together as you lose weight. So unfortunately, I think that we might always be doomed, at least to some extent, to store fat in those same unfeminine places that we always did. HRT does eventually cause more fat cells to be created in the feminine areas of the body, but this takes a LONG time. And until those new fat cells are created, gaining weight will not make an impact, because the added mass will just be distributed right back to the places where there are already existing fat cells.
Patience, waiting, and 3 years or so of HRT will indeed eventually result in a more female body shape, as HRT slowly causes those new fat cells to be created. But I wouldn't recommend trying to gain weight to speed the process up. From my experience, it doesn't create new stores of fat from nothing, it just inflates whatever stores of fat are there already.
(Also, weight loss gets MUCH harder once you've been on HRT a while. Once those muscles start shrinking down to female size, you're pretty much screwed in the dieting department. I've been trying to lose those extra 15 lbs that I put back on for almost a month now, with the strictest diet that I've ever been on, and I haven't lost a single pound yet. So I don't recommend gaining weight. Not only will it not go into female areas, it will stay wherever it does go.)
