Seriously, why would you feel guilty, or want to give it back or want to do something nice for him.
The weak serve the strong, that's the way its always been, that's the way it always shall be.
Do you want to go against the way of the universe?
In fact, what you should be doing is feeling a sense of satisfaction, that you helped guide someone and taught him a valuable lesson. Personally, a 100 dollar bet is minor in the grand scheme of things. the bet should have involved his enslavement and a oath to serve your house for the next 1000 generations.
You gave up the chance for free labor.
Lesson learned.
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My name is Ozymandias, King of Kings;
Look on my Works, ye Mighty, and despair!
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