Dilbert, Season 1

Dogbert:
I'll bet you 20 dollars it doesn't feel good to give. [extends hand]

Dilbert:
You are on, my cynical friend! [shakes Dogbert's hand]

Dogbert:
Okay, to settle the question, give me 40 dollars and then tell me if it feels good.

Dilbert:
That wouldn't feel good.

Dogbert:
Okay, then give me 20 dollars because you lost the bet.

Dilbert [puzzled look]:
Did I just make a bet that would cost me 20 dollars whether I won or not? [hands Dogbert a $20 bill]

Dogbert [taking the money]:
Yes. But you also got to help someone more fortunate than yourself.