AskDrFeeder:
...are you happier now than before you gained? Why? Or why not?
Absolutely and without a doubt.  Not that big yet as of this writing, but this takes time.  Let's see...
The mass and extra size feels nice, and as I continue to gain weight I expect more built-in softness.  I don't feel as fragile as perhaps I once did.
I actually enjoy food now, and not just because the more calories, fat, sugar, carbs, and protein food has, the better it tastes though this helps.  I only get disappointed when I get full sooner than I'd like, but as I gain more I expect to be able to eat more.  It's a daily joy I didn't have before.
It seems like I get more respect in general, and I have better confidence.  At least in the US, there's virtually no social upside whatsoever for a man to be rail skinny.
I get more attention from women than I did before, especially women who are overweight and obese.  At least in any area I've lived in, it's pretty rare for me to see a couple with a fat woman but the man isn't.  He's nearly always large too.  There's definitely a distinct preference.  I'm not just gaining to get more attention from fat women, but it definitely helps.
I thus expect it'll be easier to date fat women, the heavier I get.
There's downsides, but most of them don't matter.
Sure, there's some tasks that are a lot harder now, but it's not like I ever really cared about them much in the first place.  Jogging several miles?  Never got into that.  It's also not a bicycle friendly area but I'm not big on that either.
Of the very, very few jobs (virtually none) that have a legitimate, bonafide weight requirement, it's not likely I'd ever do any of them.  Even some ladders can support a lot of weight.  I've heard cell phone tower technicians used to have a maximum weight of 250 lbs because of safety equipment limits, but presumably that's been increased by now.
At a certain point there might expect severe health or mobility problems, but I don't expect to get that big, and a lot of it is due to genetics too I think.  I also don't expect to ever get quite that big, though that point is likely 400+ lbs at average height.  I will never get to a point where I can't function independently, assuming access to the various tools and apparatus typical in any developed country.
Some might start saying I'm gross or whatever, but odds are they're gross, fat-phobic types that I wouldn't like anyway, so I'm not losing anything.  Or she might be obsessed with aerobic fitness and hate hedonism.
If I somehow do come across a thinner woman I find appealing, I expect she'd be open to a fat man anyway.  Perhaps curiously enough, most size contrast couples I've seen are where the man is much larger.
And I guess another downside, is that I have a tendency to think about food more often, and those food ads are much more tempting than they used to be.  But that's actually not really a downside at all.