Regarding all LP's as a whole, this should come as a massive surprise to everyone: Josh's BigOto Returns LP. Sarcasm. 
Anyway, the way Josh played it, commentated it, and especially how he titled the episodes really got the right sense of humor for me; me and Josh certainly have a lot in common here.
My second favorite may be Rock's TomP1Fixed LP, seeing as things got pretty crazy near the end.
As for "official" set LP's, I had lots of fun watching Rock's original CC1 run as it sort of re-introduced me to the game and got me back into CC, so I would have to say it is probably my favorite "official" set LP of all time. Josh's CCLP2 LP was also a lot of fun, although I will admit that I did skip a few episodes near the end due to time constraints.
For my own LP's, JoshL2 for sure. When I made my CCLP3 LP, I was still trying to figure out my style as a let's player, and I think some parts of it were a bit overpowered or didn't quite fit (especially one or two of the "animations" I added for fun, although most were OK). However, in JoshL2 I found that I didn't need to go all-out with video editing effects to get the good comedy effect, but the simple addition of a sound effect to a hilarious death or rage scene can make it all much funnier.
Anyway, the way Josh played it, commentated it, and especially how he titled the episodes really got the right sense of humor for me; me and Josh certainly have a lot in common here.My second favorite may be Rock's TomP1Fixed LP, seeing as things got pretty crazy near the end.
As for "official" set LP's, I had lots of fun watching Rock's original CC1 run as it sort of re-introduced me to the game and got me back into CC, so I would have to say it is probably my favorite "official" set LP of all time. Josh's CCLP2 LP was also a lot of fun, although I will admit that I did skip a few episodes near the end due to time constraints.
For my own LP's, JoshL2 for sure. When I made my CCLP3 LP, I was still trying to figure out my style as a let's player, and I think some parts of it were a bit overpowered or didn't quite fit (especially one or two of the "animations" I added for fun, although most were OK). However, in JoshL2 I found that I didn't need to go all-out with video editing effects to get the good comedy effect, but the simple addition of a sound effect to a hilarious death or rage scene can make it all much funnier.