I'm in my 40s, 6 ft 1 inch, 245, 18 inch neck, 48R jacket, 40 inch waist pants,kinda barrel chested... thank heaven I have big shoulders so I can carry some weight without looking like Tweedle Dum. To me, it's easier to dress-up well than to look good in more casual clothing...a chubby guy can look good in a suit if it is cut well and happens to flatter his shape.
Another thing to consider is how a man moves...a still photo is a lot different than a video of a big, knock-kneed heavy-set guy waddling around, and moving awkwardly. I don't necessarily agree with his politics, but when Bill Clinton was heavier, he looked pretty good for a fat boy. He carried himself well. BUT, he looked like crap in a golf shirt, like a lot of bigger guys do...can't hide the belly and manboobs in a flimsy shirt.