See, this one is a tough one. Does it make him a jerk because he didn't find her attractive? No.... we can't control what we find attractive or not. And because he seemed (at first) to want to make it work, he didn't want it to be an issue either.
Even in the post where he said, "Hold off on calling them hot until you get their clothes off. I dated a girl that lost 150 lbs in a year and a half and she looked awesome in clothes but when they came off she had loose skin EVERYWHERE! She was really self-conscious about it. And with good reason. It was pretty revolting." He wasn't trying to be mean. It's how he felt. Now, would it hurt like **** to hear that or see that? YES!!!! of course. I would be devastated to read that! And yes, it would make it very hard to mentally cope with that.
I think, if/when you get to the point of 'getting naked' with someone, letting them know that you have loose skin is probably in your best interest. (Which it sounds like you do anyway) and then they can be mentally prepared for it. Same with if you had baby stretch marks, etc. That way when the moment comes, it's not all "WOW!!!! Ew!!!!"
But this guy obviously doesn't understand that life creates battle scars. and if/when he ever gets with a woman permanently, he'll be in for a rude awakening. Babies can wreak havoc on a woman's body. And we all get old and that changes our bodies too.
I remember being really worried about my massive amounts of stretch marks on my tummy after having a baby. My husband was so wonderful about it. He said, "it's a small price to pay for having our child" and he has NEVER, EVER had a problem with them. He hated my fat, but he doesn't mind the loose skin. Why? The fat worried him - he hated that I was so unhealthy. The stretch marks and loose skin are results from living life, not from being unhealthy, and that stuff doesn't matter to him.