I've had moments of hesitation myself, particularly when I have other adult obligations I need to take care of. For instance, when University was getting hectic with assignments and my freelance gig's deadline was fast approaching, there would be times when I had a few hours to myself in the evening where I wanted to be diapered, but hesitated to do so. When this happened, the solution was simple, I had to temporarily block my desire to be diapered and in baby mode and focus on the task at hand, once I had a clean slate I was able to diaper up and regress again with no hesitation at all. I think this is fairly common. Personally, I need to make sure that I have ample time to enjoy my moments in baby mode and make good use of my diaper, otherwise the full experience just isn't as fulfilling or in depth and I wouldn't be surprised if other ABDL's are the same way.
So, my advice to you, if this hesitation is tied to other adult priorities cutting in on your diaper/regression time, would be to simply wait things out, get done what needs to get done and diaper up when the time is available to you.
Of course, if you already have all the time in the world and you are still dealing with hesitation, that makes things a bit trickier because I've never had that happen to me. Like I said, my hesitation comes when I have other things to take care of that are preventing me from having the time I require to diaper up and regress.
Hopefully, I was able to help you somewhat. If your situation really is that you are hesitating despite having the time and space to diaper up, then perhaps someone else who has had a similar situation can advise you further.
Good luck