Thought I would relate our own TPL experience.
We had appointments for Saturday, the 8th, for DS13, DS4, and DS2. If you were there, you may recognize this date as the monsoon of 2011 - it started raining the day before and never. stopped. raining. until lunchtime on Sunday.
Yes, we fudged the line on the youngest child. The original idea was for DS4 to do this, but DS2 loves pirates, too, so we made ressies for both. DS13 was a bit wistful at not being included - I would have never dreamed that he'd want to do it - so I added him.
We showed up and got taken back... and discovered that DS2 would not do TPL, period. He'd had many character interactions up to this point (TPL was day 8 for us), he'd had his first hair cut on Main Street, but he wasn't getting into that pirate master's chair, no way, no how. He had a nice interaction with Captain Jack (growdled at him, gave him five, etc). but the chair was out.
We ended up cancelling him, and a walkup snapped up the slot.
Anyway, DS13 got started, and had a pretty silly experience - for some reason, he would not take off his baseball cap. His poor pirate master fought him over it, finally got it off for a bit, ended up letting him put it back on. to make it worse, he kept laughing every time she tried to do makeup around his mouth - and since both boys went with the cursed pirate, there was a lot of makeup!
She even pulled over another pirate master to help, but he just kept laughing, which got her laughing. They eventually got him done, but our poor pirate master was not too pleased.
Meanwhile, DS4 kept crinkling his eyes (shutting them too tight), causing his own set of issues. However, his makeup was done a good deal quicker than DS13. Even so, I think that TPL wasn't too sorry to see my kids go.
All told, it was a fun experience. The kids looked great, and while the place was very hectic (and loud), it was fun. Captain Jack and Mack made their way through the entire room and spent a little time with everyone - very cool.
Sadly, DS4's makeup didn't last terribly long - rain and wiping hands kill makeup quickly. We got great pics, though, and the boys both enjoyed it. Id say that this experience was well worth it, and I'll gladly do it again. Heck, I will probably get made up, myself, next time.