Cashearing! (Joke I made up last night at work, so be gentle with me)
Me
I work in a casino and want to hear your best one. Here is mine: what's the difference between a canoe and a baccarat player? A canoe sometimes tips!
By selling your guitar.
Insufficient funds.
Kraut funding
8-bitcoins
A Night at the Opera.
He finishes her drink EDIT: Apparently this is Conan's joke, so all credit goes to him. I just heard it from a friend of mine and I had no idea.
A woolly jumper.
A cloud.
She had mittens !