I'm 5'5", 125 pounds and 34D. I could fit into the Small but I went with the Medium in this jacket just because I think it's more flattering. With that said, it's actually not altogether that flattering to begin with so I was a bit disappointed. It's a pretty boxy jacket. But I've kept it since it does the job of keeping me warm in my freezing, air-conditioned office. And it's a good summer-evening or between-seasons jacket. The black is more like a faded gray which I don't love but I guess that's what you get with this kind of fleece material. With all these caveats, I will say that it's a good quality north face jacket and I'm sure will be in my arsenal of gear for a while to come.