A system and method for operating gaming systems, such as casino gaming systems and methods, is provided with increasing or improving odds of winning. A display device displays a play area or game board having a plurality of interactive regions some of which are winning regions with others being losing regions. A player may select a region for wagering a fixed wager amount. When the player selects a winning region, the player may elect to take the payout or play at least one additional round of play with the payout. The probability of winning in each additional round of play is increased while increasing the payout by the fixed wager amount. When a losing region is selected, the payout accumulated from the rounds of play is lost. The game mechanic provides for long sequences of wins, or winning streaks, to attract players while reducing variance caused by large jackpot payouts.