Most, if not all Comedy Routines when first written will start out Poor, and you are supposed to Refine them as you gain more Comedy Skill to raise their overall quality. Being Playful when writing Comedy Routines will speed up the writing process, but it doesn't seem to actually have a bearing on the routine's quality.
As far as Refining Comedy Routines, what do you mean you can only Refine one comedy routine?
If you mean you can only refine one at a time, that kind of makes sense; you only work on one project at a time after all.
If you mean that after you've refined one, that you can't refine others, it could mean that you need to actually perform the routine first before you can actually refine it.
(Refining the Routine doesn't become available until you've performed it at least once on the microphone; I usually make it a practice to have a microphone on my lot so I can just go down the line with my comedy routines, then refine them all as needed.)
Refined Comedy Routines are more likely to bestow a Playful Moodlet upon you and your audience when performing the routine, even more so if you perform the routine by practicing first.
Hopefully that gives some clarity.
- B
