anyone know how to get the title freeloading drinker? I've gotten bar to level 25 with karryn always getting drunk and i still haven't gotten it. Is it not a title anymore? also is 25 the highest bar level?
It should unlock once you've gotten drunk 10 times.
It's possible you needed to get dead-drunk, or at least a certain level of drunkenness, which can be hard to achieve if you have very high endurance.
The cap on reputation for every side-job is 30. A cap in that at that reputation there is an associated title. For the receptionist side-job IIRC there was a title for having 30 rep, fame and notoriety all, getting all of which is so insane even I don't have it.
If you're not gaining reputation beyond 25, it's because you're not doing the side-job well enough to satisfy (or "satisfy") your customers.