It depends. if you went from being overweight to being the perfect, healthy weight, then yea, by definition you should
feel better. Looking better is subjective though. Some people lose too much weight to the point of looking sick or tired.
I know for me, I gradutated HS at 240 lbs

I was pretty fat... A year went by and I went back to the school for my brothers grad, and I showed up with my 180 lbs self and had people in shock. In a good way. It was a nice feeling. (I'm 6'3 btw)