While watching Conan O’Brien fumble around in a video game on Clueless Gamer is fun enough on its own, the special episodes which feature celebrity guests are even better. We’ve seen him go head to head in Halo 5 with the stars of Silicon Valley, and throw down in Mortal Kombat X with NFL footballers Marshawn Lynch and Rob Gronkowski. With Tony Hawk Pro Skater 5 launching on September 29, it only seemed natural that he’d invite Tony Hawk, and…um..Lil Wayne (who skates but isn’t a skateboarder and is playable in the game) to show what they’re made of in Mr. Hawk’s upcoming game.

In the episode (above), Tony, Lil Wayne, and Conan, play the title, tell a ton of “that’s what she said” jokes, and challenge each other, ending the episode with Conan getting an “I love Weezy” tattoo on his torso because he lost. Conan also tests the duo’s knowledge of skateboarding moves by listing a bunch and asking them to determine whether it is a skate move or a sex position. Just as a taste of the madness, some of the moves on list were: “Tokyo Sandblaster,” “Beef Cheeks Power Slide,” “Assume the Position,” and who can forget the classic “Varial Stiffy + Crossbone Grind + Pivot + Twister + 180 Finger Shove + Manual Go-Gurt?”

We also got to see Weezy’s character in the game, and the classic Big Head Mode where the skater’s head will continue to get larger as long as they keep doing tricks. From the gameplay shown off in the video, and the bit we played during E3, the game is looking good. We can’t wait to dive back in next week.

What did you think of the video? Are you planning on picking the game up? Let us know in the comments below.

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HT: Team Coco

Image Credit: TBS