That brow ridge, tho. And hairline in the last photo. And the very straight body lines (shoulders, chest-to-waist, etc) and how the fat has settled. I've known some very chubby butches, and none of them ever looked like him, they were always clearly women despite having softer and/or more androgynous features because of weight.

r/RoastMe is meant to be denigrating and hurt people. If a dude is perceived as self-conscious, as any overweight person is automatically assumed to be, the easiest way to get under his skin is to attack his masculinity by calling him a woman. It's misogyny in action towards a man.