Pulled back — living with a bare head

Ok, so tell me please if it looks at least a bit keratinized ?

It has the looks, but we are missing some information here.
For how long have you been seriously retracting - and I mean permanently, not a few hours then and now ? Please tell.
I've learned that it's not about the head drying out - the skin must get thicker, and let's be frank, this can only happen by continous rubbing against the underwear. For many, it takes many months of going bare almost 24/7 to become perfectly comfortable with the exposed state. In my case, there was a first change after 2 weeks (the "drying out" part), but the real thing took like 8 months.
Hypersensitivity was only a problem during the first 3-4 months of exposure, I'd say. Desensitization of the glans started then (to my relief) and slowly stabilized.
The inner foreskin was in my experience another story, it took many years to get it to thicken. As  wore it bunched behind the corona, it got quite a lot of chafing.

It looks like it could be fun to try!

I have used these rings in the past and they are NOT great to be honest and made of plastic and can become uncomfortable.

I stumbled upon this product today (NSFW), wondering if it might work well for staying pulled back.
https://www.koalaswim.com/Tango-CumPrecum-Dam-and-Head-Enlarger_p_824.html

The head looks like that after couple of hours of being bare. Normally after the night it's quite smooshy and pinky, and wet enough. But yes - I've been experiencing the pain when I rub a finger over the glans when it's dry like in the picture above. Have you had any problems switching from masturbating to sex?