Fallout: New Vegas

The easiest way to get this achievement is to go to the town of Freeside. Make your way to the Atomic Wrangler Casino, which is down the street from King's School of Impersonation and across the street from Silver Rush (the Van Graff's energy weapon shop). Once inside, walk to the back and exchange at least ten caps for chips from the cashier. Then all you have to do is activate the Roulette table to start playing. Make a 1 cap bet (or more, if you're really in the mood to do some gambling) on any of the spots on the table and spin the wheel. Keep placing bets and spinning the wheel. After ten rounds, your achievement should pop. I've heard that sometimes you have to back out of the table in order for the achievement to unlock, so if you know you've played over ten rounds and you haven't unlocked it, make sure to try backing out.

if you dont feel like losing caps then go to whatever casino you want and get the chips and when in the roulette game place one chip on red and black that way you wont win or lose, the only way you can lose is if it lands on either green zeros but its unlikely but can still happen. the red and black im talking about are at the bottom of the board and shaped like diamods.

while trying to find benny in the "ring a ding ding!" mission, you'll go into the town of freeside. when you pass the metal blue makeshift doors, you'll see a sign with "Freeside!" on your left side. follow this street until you find the silver rush. across the street is a casino. convert your caps/cash to chips, then simply play 10 games. you dont need to win to unlock the achievement

edit: i made an error on the name of the casino