Pizza :)
Mayo
Tires, why not right :)
Lost animals
Ice cream

I'm pretty sure it's drugs.

razors? shaving cream? the old in-and-out (come on milkman jokes), magazines, muffins, jokes

Beer?

How has no one (to my knowledge) shoehorned that Monty Python milkman skit into our conversation?

Besides delivering milk, flubbucket's milkman also delivered lists of words to my fellow participants.

Charles Potato Chips.

bananas

chickens
pigs
manure
clothespins
pet food
baby formula

Massive tools? (Father Ted joke)

maybe the drug thing was close and they want specific drugs. Marijuana, cocaine, heroin, LSD, mescalin. Maybe non-illegal substances, tylenol, ibuprofen, x-lax....

he delivered the stupid crate that the milk came in

How oddly specific. The answer in flubbucket's file is 'Potato Chips', so I am pretty sure your answer qualifies, since it contains the answer. No idea what brand they were though; you'll have to ask flubbucket himself.

He delivered a good time to the working mans wives?

Meat
Ridiculous forum games
Whiskey
Ice
Things that needed to be kept cold
(These answers are starting to sound like a game of Jeopardy...)

glass jars
Liquor
Nails
cardboard
Pencils
Paper

Thank god! It's over.

14 pages and we haven't even started...

What have we gotten ourselves in for?

I'd just like to point out to our newcomers that this is not how it normally works...