You can't look us in the eye and say that the voice of Riley Freeman and Huey Freeman on Boondocks isn't hilarious. However, her hilarity isn't just limited to the roles she plays. Even the above clip, which shows her getting drunk with former 227 costar Jackée Harry, could have the grumpiest person in stitches from laughter. Plus, knowing she can have a good time off screen makes Regina all the more relatable. Who wouldn't laugh about her passing out at a Prince party with Reese Witherspoon? And thanks to Regina's comedic chops, we've had iconic moments like the Tina Turner drag show in Miss Congeniality 2 and the Snap Cup in Legally Blonde 2.