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What is the Two-Up Penny Pitching Game?

Published 6/8/2026 · sourced from the Library of Congress.
The Waterbury Democrat (Waterbury, Conn.)
The Waterbury Democrat (Waterbury, Conn.) · Apr 16, 1946View on Library of Congress

What is the Two-Up Penny Pitching Game?

The Two-Up penny pitching game, a gambling pastime with roots in Australia, gained notoriety in the United States during the mid-20th century, particularly in the bustling waterfronts of New York City. As reported in the Waterbury Democrat on April 16, 1946, this game became a focal point amid an anti-gambling campaign, revealing the complexities of gambling culture and its regulation during that era. This article delves into the historical context of Two-Up, the newspaper's report, its modern relevance, and answers to frequently asked questions about this intriguing game.

HISTORICAL CONTEXT

Two-Up has a rich history that dates back to the early 19th century in Australia, where it was played by soldiers and sailors. The game was particularly popular among Australian troops during World War I, as it provided a means of entertainment and camaraderie. The game involves tossing two pennies (or "two-up") into the air and betting on the outcome of how they land—either both heads, both tails, or one of each. Its simplicity and the thrill of chance made it a favorite among gamblers.

By the time the game made its way to the United States, particularly during World War II, it had already established itself as a staple of Australian culture. The influx of merchant seamen from Australia introduced Two-Up to American shores, where it quickly gained traction, especially in port cities. The game became synonymous with the gambling culture of the time, attracting players from all walks of life and generating significant amounts of money in bets.

THE NEWSPAPER REPORTED

The Waterbury Democrat's article highlights the growing popularity of Two-Up in New York City during the post-war period. As the article notes, the game was introduced by Australian merchant seamen and quickly took off, with numerous games occurring simultaneously. The police's crackdown on gambling, particularly in New York, led to the arrest of individuals involved in penny pitching, but magistrates often dismissed these cases as too trivial to warrant serious attention.

The report reveals that substantial sums of money were at stake, with bookies reportedly carrying as much as $30,000 to cover bets at a five percent fee. The staggering figure of $3,000,000 changing hands daily on New York's waterfronts underscores the game's popularity and the extent of gambling activities during this period. The mention of Con Baker, a notorious figure in the gambling world, adds a layer of intrigue, illustrating the high stakes and the risks involved in the gambling scene of the time.

MODERN RELEVANCE

While the Two-Up game is not as widely recognized in contemporary American culture, its legacy endures in various forms. The game is still played in Australia, particularly on ANZAC Day, where it serves as a tribute to the soldiers who played it during wartime. The simplicity of Two-Up, combined with its social aspects, continues to resonate with those who enjoy games of chance.

In the United States, the ongoing debates surrounding gambling regulation reflect the historical tensions highlighted in the Waterbury Democrat article. As states grapple with the legalization of various forms of gambling, including sports betting and online casinos, the cultural attitudes toward games like Two-Up remain relevant. The challenges faced by law enforcement in regulating gambling activities echo the historical struggles depicted in the newspaper report.

FAQ

Q: What are the basic rules of Two-Up? A: Two-Up involves tossing two pennies into the air and betting on the outcome of how they land. Players can wager on whether both pennies will land on heads, both on tails, or one of each.

Q: Is Two-Up legal in the United States? A: The legality of Two-Up varies by state, as gambling laws differ across the country. In some areas, informal games may be tolerated, while in others, they may be strictly prohibited.

Q: Why is Two-Up associated with Australian culture? A: Two-Up is deeply rooted in Australian history, particularly among soldiers during World War I. It has become a cultural symbol and is often played on ANZAC Day to honor the contributions of Australian servicemen.

CONTINUE EXPLORING

To learn more about the fascinating history of gambling and games of chance, visit Ask the Past for more insightful articles.

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