I'm making this new thread to share with you guys my experience and update day to day about my retraction.
Today is Day 2. I slept retracted (spoon method without spoon: my foreskin tucks in perfectly behind the glans no spoon needed, just with enough lube) and when I woke up all my foreskin (especially the frenulum) was kinda swollen and very itchy. Not painful, only much softer and fuller. The foreskin was still perfectly tucked in, so I guess I'll sleep using that method from now on.
I left home in the morning with a normal retraction (not tucked in, just rolled back, but it stays there luckily for me) and I went on for an hour until my frenulum/opening of the urethra (can't really tell) started hurting, maybe because of friction with the underwear, so I went to the toilet and pulled it forward. Now at home I try to wear it retracted as much as I can, although when the itch becomes too annoying to ignore I have to pull the foreskin forward again for some minutes. The itch is only in the foreskin area, not in the glans nor any other part of the penis.
I guess the desensitization process will take a while... What do you guys think about the itch? Is it normal? Should I be worried? Maybe it was the lube I used to keep the foreskin tucked in behind the glans (just some hair conditioning as it is very slippery). I won't use that shit tonight and see if tomorrow's better. Maybe I should get a proper intimate lube/gel at the sex shop that's nearby.