Mirin' masculine head shape and jawline in pic 1 especially. And you're 156 at 5'6"?? Unless you're muscular and I'm being misled by your weight, I think you would make great facial gains by dropping 15 pounds / getting lean. If you're intimidated by the gym (like me), I recommend a home gym (looks like you've got the space, all you need is a power rack and a barbell pretty much) or go to the gym at 1 - 4 AM.
I am pretty good at taking selfies so here are my tips. I included my photo from photofeeler that utilizes this tips that got rated well (albeit by young women, who I know are outside of your targeted demographic).
Here is my pic using some of those tips above (though you can't see my eyes). I'm not Chad - I've put up pics on photofeeler before and gotten 30 - 40% because I took them indoors in shitty yellow lighting.: http://i.imgur.com/YPdMlaA.png