Stretching While Sore
Yes its perfectly fine. In fact I'll be doing that today and try to "ride the fatigue". Just don't over do it. If its too sore take a break. Pay attention to your PI's.
I think that you've reached the point where your tunica and ligaments are exhausted enough to get an amazing stretch with no resist 
Yea i'm keepin on keepin on lol. It actually feels better than normal with the extra pain. I'm still doing bundled lazy ass stretches as we speak. Last night I had a tad bit to drink, so i was pulling my dick like i was trying to save a life haha. I know if i slack for one day, it becomes 2, then 2 becomes 3, then 3 becomes a week, then i quit altogether. I'm glad DLD figured out that daily length work is the way to go. Definitely helps keep me on the right track. Especially with all the free time i'm gonna have this month. I've been doing more than 2 hours of work every day lately, plus lazy stretches all day to go along with it. I just need to work on my girth, but my damn medication has been killing my horniness lately and my girl won't be back for a few months. Without daily sex I hardly ever get random erections like i used to
If the pain goes away after the session, you can keep training. But if the pain remain after your session, you need some days off.
squirt_inducer_man
(SIM)
What is this pain?
Isn't he talking about soreness? Soreness in the inner penis is good. This is an indicator that you are stretching with the correct amount of intensity, and this will make you grow. If you take a rest just because of this soreness you will not grow fast. This will prevent your growth rate.
Most times I have soreness in my inner penis even when I'm on my rest day. I know this is signs of growth.
In my own case, I took a day off each time I felt a pain or soreness on my penis hours after my session. I never trained length when I was sore. I still gained over 2.25 inches with this approach.
squirt_inducer_man
(SIM)
Yes we need to be careful. We have only one Penis.