>Loot that chest there please

Well, since you asked so nicely...

Inside is your old inventory! You (re)collect the hand drill and card. The dirk is left on the floor because your WEAPON SLOT is filled.

> Let Doc drink from one of the barrels.

This isn't Doc, peabrain. Doc is downstairs, sitting on a crate. This is the duplicated skull, which you've decided to name SARGE.

Sarge doesn't have much of a lower jaw, not to mention a throat, esophagus, stomach, liver, etc... So the wine simply pours onto the floor.

>Fill one of the skulls with booze

You decide to use Sarge as a cup instead. Your skull runneth over.

Perhaps unsurprisingly, the barrel was not full of wine at all.

Looks like you got an achievement though, and a new outfit alongside it. You can switch those around at any time using the PAUSE BUTTON.

> Open chest.

God damn it, stop that!