Answer 1

Employee of the Month is a good example of how somebody can be both a winner and a loser at the same time.

Answer 2

Tom: Who were you talking to on the phone? Is there someone else?
Girlfriend: Of course not! Do you really think I'd be hanging with a loser like you if there was someone else?

Answer 3

What do you call a man who lends his tools to a neighbor?
A saw loser

Answer 4

You know you're a loser when you drop out of the Origami Club...

Answer 5

Answer 6

Answer 7

Answer 8

A sphincter says what? What? Exactly!