As you already know, my hunger-o-meter is totally broken, so I don't have much to offer here in terms of answers.
I've managed to "hack" my counting, though, which is helping me slowly transition to IE. Part of my problem is accountability, and if I don't keep track, then I fly off the deep end of "I don't have to record this so it doesn't count" weight gain.
I've taken to weighing/measuring my portions and writing them down, but not actually tallying the final numbers. The mere effort of having to write it down keeps me from randomly shoving food into my mouth, but knowing if I WANTED to count it, I could, gives me a ton of relief. In the end, I don't know my macros/micros and I have no idea how many calories I did eat to the number, but I can glance at my sheet and sort of guesstimate if I'm within range and knowing that the opportunity to count does exist eases the OCD nagging in the back of my head.
I've been doing this for a little over a month now, and it allows me to dine out and eyeball my portions -- as long as I write them down as soon as I get home (as for knowing when to stop eating, I don't; I just cut my meal in half then save the rest for later). I'm hoping I can soon get to a point where I can just write down portions instead of weighing everything, then from there trust myself to not write down portions and actually IE completely, but I know I have a long road ahead of me in beating my COE/OCD.
My fella is incredible at IE, and I'm trying to model myself after him. He once told me he stops eating when the food isn't really enjoyable anymore. Right now, he's sitting down with a tub of cookies in front of him and a half-eaten sandwich. He took the edge off his hunger with the sandwich, and the crust and a hunk of cheese remains and he doesn't enjoy that part, so he threw it away. However, he still has room in his tummy for a cookie. And now he's satisfied, and just threw away unwanted leftover food. My mind boggles; I would've eaten my entire plate, then ate the cookie as well. =P
It's almost like he picks over the "good" parts and eats them, then when he's no longer ravenous, throws away the "rubbish" bits (scraps of rice, corner bits of bread, straggly bits of potato, vegetables he doesn't really prefer), then tops off the tank with dessert.
Anyway. Sorry about my trailed-off rambling here. x)
Good luck to you! You're amazingly brilliant and smart and have accomplished so much over these years. You've figured out how to lose a commendable amount of weight and keep it off for years; transitioning to IE is the next step, I think, in your progress. I know you can figure it out and determine what works best for you. :) (And if you finally figure out how to IE, please tell me, because I could use the guidance and insight. xD)