From the perspective of probability theory, this study makes a mathematical model of the proverbs themselves or the background stories reflected by them, carries out experiments and analyses, fully excavating the philosophical, scientific, and cultural connotations contained in the proverbs, and reveals the relationship between “mathematics,” “philosophy,” and “culture.” With the interpretation of probability theory, common sayings show their charm in traditional culture, and the application of probability theory has also been expanded and extended. In this paper, the problems reflected in the proverbs, such as “slanders three to, the mother does not love,” “In repentance, there is salvation., “Three cobblers with their wits combined exceed the mastermind of Zhuge Liang.,“ and “Gain the initiative by preemptive strike, otherwise you will be very passive.” are mathematically and modelically analyzed and tested from the perspective of probability theory and the philosophical culture, and scientific thought behind the proverbs are expounded. “One who sticks to his folly and does nothing to stand by a tree stump waiting for a hare,” “dripping water wears through a stone,” and “iron pestle grinds a needle” are a group of common sayings, which directly reflect the principle of small probability events and its two sides through the story behind them.