That is because the odds of hitting red or black are almost 50/50, so betting on both would give the player an unfair advantage and defeat the purpose of Roulette. In most casinos, it is not allowed to bet on both red and black at the same time. Many roulette players wonder if they can bet on both red and black at the same time. Can You Bet on Red & Black At The Same Time? In this blog post we will take a closer look at betting on red and black in Roulette, including whether you can bet on both at the same time, if red and black are truly 50/50, and if it is smart to bet on red and black. One of the most popular ways to bet in Roulette is by betting on red or black. It is a game of chance that is easy to learn but difficult to master. Its concept is easy to grasp, with various betting options. Roulette is a straightforward game, making it accessible to players of all skill levels.