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His Teacher Tried To Make Him Stop Gambling. But What Happened Instead - Yikes

Matty was starting his first day at a new school and his father called the teacher to tell her that Matty was a big gambler.
She said that it was no problem, and she had most likely seen worse than that.
After Matty's first day at his new school his father called the teacher to see how it went. She said, "I think I broke his gambling."
The father asked how and she said, "He bet me $5 that I had a mole on my butt, so I pulled down my pants and won his money."
"Dammit!" said the father.
"What's wrong?" the teacher asked.
Matty's father said, "This morning he bet me $100 he would see his teacher's butt before the day was over!"
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