Weirddest DNS issue, pfsense 2.0.2

Can't resolve youtube.com and others.

pf has 8.8.8.8/8.8.4.4 as external resolvers

FROM PFSENSE:
dig @8.8.8.8 google.ca >> works fine
dig @8.8.8.8 youtube.com >> times out

FROM PFSENSE CLIENT MACHINES:
dig @8.8.8.8 youtube.com >> works fine!!

what sort of magic is this?

jimp

Try with dig +trace and it may be more helpful.

This was a fun one, pf wasn't at fault at all.

My DSL modem wouldn't pass packets bigger than a certain size.
This only happened once a day for ~20 min.

Youtube DNS query is about 10x the average query due to the 10 or so mirrors they include,
which is why it didn't work.