Historical anecdotes about famous Roulette players include Joseph Jagger, a 19th-century engineer who won around £70,000 by exploiting a biased wheel at the Monte Carlo Casino after carefully observing its outcomes. Another notable figure is Charles Wells, known for his dramatic wins that earned him the nickname "the man who broke the bank at Monte Carlo." Both stories illustrate the allure and risks of Roulette, highlighting the potential for significant fortune as well as the dangers of gambling.