Lil Wayne may be trapped in contract hell musically, but that might only mean he’s got a whole lot more time to devote to skateboarding, something he loves doing. And now, in what must be some sort of surreal dream, he’s about to become a playable character in the new Tony Hawk game. Conan O’Brien has a regular segment where he sits down and talks video games, and in the latest episode, he plays Tony Hawk’s Pro Skater 5 with Wayne and with Hawk himself. The game looks fun and all, but the point of things is always just to let Conan riff with his celebrity guests, and this time that included Wayne hitting Conan with an avalanche of “that’s what she said” jokes and Conan challenging Wayne to a game, with the loser having to get a tattoo of the winner. Watch the video below.

Tony Hawk’s Pro Skater 5 is out 9/29.