Thanks for the encouragement and nice words.
With regards to my current situation - it's a lot different than prior to my first reboot. Back then I was mostly fapping with a super weak EQ. The type of erections that quickly vanish when you stand up and walk a few steps. I recall I wasn't even able to keep it up while standing up and measuring it. Further, real-world sexual encounters were pretty much a failure in 95% of the cases. It's certainly not that severe right now (though I haven't been with a woman for more than a year). During PMO my EQ is quite good, but I wouldn't try it with a real partner as the much lesser level of stimulation will likely result in me not getting/keeping it up. All in all compared to the time after my first reboot, it's much worse though.
After my last reboot (the one for three months), I felt already a strong interest in sex again. I also didn't experience a real flatline during that time - at least not a significant one. However, I then met with women pretty much every other day for a month and quickly ended up with a lower libido and EQ again. Maybe it was just too early back then and I needed a little more time.
I am aiming (and really hoping) for that I will reach a state comparable to the one after my first reboot in roughly 1-1.5 years from now. Having to wait another 2.5-3.5 years would make me really upset, as I am not the youngest anymore. But yeah, time will tell.
It is, however, also a little difficult for me to retrospectively pinpoint when it got better during the 3.5 years. Also, two main factors might have contributed to it taking longer than necessary. First was that I dieted with a huge caloric deficit for 6+ month (didn't eat more than 1200-1500 calories while being 6.1" and weighing 90kg and running/training 4-5 times a week). This, I guess, was pretty devastating for my endocrine and metabolic system and took me quite long to bring back to normal. I also didn't engage in any real-world sex during all that time. This led to some level of performance anxiety, which then makes it even harder to gauge if your back to normal again or not. I recall that I once went to a brothel and realised that I was shaking. Sounds ridiculous, but that's how it was.
Finally, I have one experience that others might find useful. It's based on the assumption that the benefits you get by abstaining from PMO at some point turn into the opposite.
20 months into my first reboot I went to see an endocrinologist in order to check my hormone levels. During our conversation we also chatted about EQ in general and he mentioned that one contributing factor for the decline of EQ in elderly men is that the nocturnal erections get less frequent. During these nocturnal erections oxygen and nutrients are transported into your D in order to protect the tissue from damage. This damage, i.e. scarring, then leads to a less optimal bloodflow which in turn leads to less nocturnal erections etc.
When I heard that, I thought that the state in which I was (low libido, no sexual activity whatsoever, no morning-wood or when I happend to wake up during the night) actually wasn't too different from that of an elderly man. So I started doing kegels for 15-30 min a day and took 5mg tadalafil before going to bed. I don't recall how long it took, but after some time I started to get morning-wood almost every day and it stayed like that even after quitting tadalafil again. That served somewhat as a kickstart and then the resteventually fell into place.
EDIT: I want to mention that I don't encourage anyone to take pde-5-inhibitors (regularly) prior to consulting a doctor. Also, the loss of EQ with age can come from myriad other sources like cardiovascular issues, obesity, etc. Nonetheless, I once read a study which found that men who had, on average, two sexual encounters per week, had a ~50% decrease in the likelihood to experience erectile dysfunction compared to a group of men who seldomly engaged in sex. So there might be some truth to the 'use it or lose it' phrase.