What condition will you not play on your main system? LP content

I have a few great records ie early Prestige and some others with "sentimental" value that I'm hesitant to play on my main system. I've cleaned them but I'm not sure what kind of damage I could do to my stylus. Do you guys have a cut off point where you relegate LP's? Thanks, I know it seems like a silly question..
If the LP is clean, I see no reason to hesitate playing it on your system.
Been playing Muddy Waters Live at Mr.Kellys on Chess for 30 years still sounds great.

I would try using a less expensive cartridge to test - I'm sure you have one.
If you really like the album - try it!
If is skips or jumps or just sounds bad - STOP IT & try the next LP.
When all is tried & true - Go back to your favorite cartridge & ENJOY!
I usually have 2 or 3 backups for my true favorites.
After 50 years in analogue - You learn a few things.

If it skips or jumps, try to play with the tracking force a little. Also, turn the volume down a bit, it might help, I have one record with which it helps - bad scratch there covering about half a minute, I turn the volume down and it plays through.
As long as it is clean, and not so warped as to hit the tonearm, I will play anything.  For poor quality LPs, I use a rugged Ortofon OM-30.  Not as detailed as some better pickups, but it can track almost anything.
I have AT 5001 arm with 3 headshells with cartridges I can choose to play LPs of any condition.
I played to test record that I graded G Enter Wu Tang Clan in order to grade it and sell it.
Still sounded OK because of mainly loud tracks there.

Thanks! I actually only have one cart right now for/on my Pro-ject. I was more curious as to how scratches could effect a stylus. I clean and treat the stylus every week or so.
Defects on vinyl surface that cause skips, jumps, heavy and deep scratches can damage stylus. I have luxury of quick swap the cartridge and convenient arm weight that slides to accommodate necessary VTF settings for cartridges used.
Defects on vinyl surface that cause skips, jumps, heavy and deep scratches can damage stylus.
Yes, of course it's hazardous to play any LP that causes the cartridge to jump. A simple scratch, however, should not damage a stylus ... provided the LP is clean.

It's all a matter of magnitude. 
I have a record that is near-mint, but still can do stylus damage due to the huge misprint that almost touches the last track of the record and when it's done, it goes right away on top of label.