-I'm hanging out with Demi Lovato. Now, Demi -- New album this Friday. "Holy F." We always have fun when you're on the show, so I wanted to play a new game with you. This is called "Quicktionary." Here we go. -♪ It's Quick.tionary ♪ -Now, here's how it works. We each have a stack of cards with clues on them, okay? We're going to take turns picking a card, and then we're gonna have to draw whatever clue is on the card, but we'll only have 10 seconds to draw. So you got to be quick. Okay? -Okay.

-And then, after that, the drawing will come up on the screen behind us, and the other person will have 10 seconds to guess what that is. Quicktionary. Here we go. For round one, the category is songs. -Okay. -Yeah. What song you thinking of -- Before we even see the clue? What song do you think it is? -What?! -No, I'm just kidding. -Alright. That's a psychic game. We'll play that next time.

-Okay. -You're our guest. Alright. That's the clue. Don't show me. Look at the clue. When you're ready, say, "I'm ready," and then start drawing. And you have 10 seconds. -These are songs? Okay. -Yeah. It's just one song. Yeah. -Okay. -Yep. 10 seconds. Wow. -Oh, 10 seconds. I'm so -- Wait. -No, it's happening. It's 5 seconds now. Four. Alright, we're getting close to the end, there. [Buzzer] Okay. -Aah! -No. That's good. Let's see what you drew. And I have 10 seconds to guess. Here we go.

-First block. First square. First -- One Direction? No. First base. First -- That's not a song. "First Class." -Yes! -Wow. -Yes! I did not know what to draw there. -I don't think you can write the word "first," but I could be wrong. That kind of feels like cheating to me. -Now that you say it out loud. -Yeah, you go, "Oh." You just wrote "First Class." Awesome. Good clues. "How did I guess that one, Jimmy? Oh, my gosh."

"Well, I wrote 'First Class.'" Here we go. Songs. -Okay. Songs. -Yeah, you got this. -I got this. -Alright. Do I have to look away? -No, you don't, but I'm ready. Go. [Buzzer] -Okay. -Let's see what I drew. Love house. Love.home. Love -- Heart. Love. [Buzzer] Shack! -Yes! Come on! We got.

[Cheers and applause] I could have drawn Shaquille O'Neal, but I'm not that talented. But -- Okay. Your turn. -Okay. -Alright. Now, this one is TV shows. -Okay. -TV show. I'm not looking. But we got this. Come on. Partner, we've done this -- A thousand times, we've played. Oh, you're going. Oh, sorry. No, that's good. You're right. -Okay. -Yeah. TV shows. [Buzzer] Okay. Let's see what you did.

Winnie the Pooh? -It's -- No. -"The Bear." Bear.Grylls? No. [Bell dinging] Bear -- Bear -- -Yes! -Yes? -Bear. -Yay! "The Bear." -"The Bear." Oh, yeah! "The Bear." We got it. [Dinging] Okay. Here we go. Ready for this? -Yeah. -Gosh. [Breathes deeply] Okay. [Buzzer] That was 10 seconds? Alright. Let's see what I drew. -Okay. Oh. Candles? Cake? Birthday cake? The cake. The candles.

What? Ohh. [Buzzer] Blowing out candles. -No. You said it was cake. -Yes. -But. -Whose cake. -Not -- "Whose Cake?" is not a show. "Whose Cake?" isn't. "Is It Cake?" -"Is It Cake?" -"Is It Cake?" is a show. -Okay. -Alright. Here we go. The last one, we're going to do this together, okay? -Okay. -Take this. That's for you. -Okay. -This is for me, here. We're gonna do this together. The category is popular sayings, okay?

We're going to both write on our iPads. It will go on the same screen. And we're going to have to get Questlove to guess. -[Inhales sharply] Ah. Okay. -And if he gets this right, we're BFFs forever. -And this is the hint? -This is the hint. This is it. -Okay. -It's not even the hint. This is it. -This is it. Well, yes, this is -- -Are you ready? -Yes. [Laughs] -Ooh! -Oh, it's a popular saying.

[Buzzer] Whew. -Wow. -Nailed it. -Yeah. -You. -Thank you. You did, too. Yours was in the action of it. So that was better. -Alright. Here we go. Quest, come on, bud. This is for all the money. -Oh, boy. Oh, my God! Is that a bleeding heart? -No. -Is that a puppy? -Five seconds. It's not a puppy. -Is that an axe? -Keep saying stuff. -No! -Flag. -No. -Mongoose. [Buzzer] Wait a minute! Ten seconds is too short.

-A mongoose? Where do you see mongoose? -I don't know. It looks like -- -That is fantastic. Good job on your part. That is clearly a tea bag. Now do you guess it? -Tea bag -- No. Oh, uh, uh, it's a saying. A cup of tea. A spot of tea. Oh, spill the tea! -Yes! -There we go. Yay! -I'm gonna take that. Demi Lovato, everybody. It is time to play "Can You Feel It?" Eww! -♪ "Can You Feel It?" ♪ Alright, here's how this works.

We're going to have a number of mystery objects brought out in front of us, and our job is to guess what is in each one. The catch is that we have to figure it out by touch alone. We don't even see what's in the box. Are you ready for this? -No. -I know. Me neither. I don't know why we're playing this again, because we've done this, and I really can't stand this game. But alright. But, Demi, since we're co-hosting -- Oh, I'll start things off? [Laughs] I thought it was going to say, since we're co-hosting,

you start it off. I guess I'm going to start it off. Alright. Let's get the first object. Here we go. We're going to have 30 seconds to identify what this is. Audience, don't do that, 'cause this is exactly what happens. They start "oohing" and "aahing" and "awwing," and -- Oh, gosh. -Oh, man! -Alright, that doesn't help me at all. Alright, we have 30 seconds -- ugh! -- to identify what it is. I can't even think. I'm so bummed out right now.

Alright. Aah! -It's going to get you! -Aah! Ow, ow, ow, ow! It was like a wet nose. Like a wet nose in there. There's a wet nose that, like, licked me or something. Gross! Aah! Gosh! Alright, it's light. It's light, so there's nothing alive in here -- maybe! -Maybe. You don't know. -Oh, God!

Stop. Someone just yelled, and I'm freaking out! Aah! I'm really -- I'm seriously freaking out. Ugh! [Buzzer] Alright, I'm out. What in the -- What is it? It did move! [Sad trombone plays] -It did move. -It did move. -It was moving. -This thing is ridiculous. I cannot. [Cheers and applause] Feel my heartbeat. -[Laughs] -Alright, Demi, you're up. Because you're my co-host, you're very lucky.

You get the second one. -Cool. -Yeah. And we up the craziness on each box. Aah! -No! -Aaaah! -[Laughing] No! -Aaaaah! -No! No! I hate that. -No, you love it. [Drumroll] -My heart's beating really fast now. Do I just do one hand or both? -You can go for it. -Oh, my God. Wait.

It's slimy! I hate it! Is there hair? What is this? Oh, my God! Is it -- Oh, it's like -- It's Jell-O. -Wow! -It's Jell-O. [Cheers and applause] ♪♪ [Dinging] Oh, it's got a troll inside. -But how are we -- anyone ever supposed to guess this? A troll inside a Jell-O mold? -Yeah, I was not going to get that. -Who would ever guess that thing? Alright. I would say you're lucky you get to go twice, but it's my turn now.

Alright, let's bring it in. Alright. Oh, man, I really. [Breathes deeply] Alright. -Oh, this is not good. I would hate that. [Laughs] You might want to roll up your sleeves. -Oh, man! Don't say that to me. Gosh! -Oh, my God. The way. [Laughs] I know! -Aah! Wait. So, I almost touched it there? -Wait. -Everyone started clapping. They were, like, freaking out, because I almost touched it.

-Right. Closer. There you go. -Aah! It stung me! Something stung me! Oh! Bleeding! I'm bleeding! What is it?! It's gross! I'm bleeding! Did that move? I'm looking at what it. [Buzzer] [Sad trombone plays] [Cheers and applause] I can't even. It's unbelievable. It moved. I can't -- Both of my things moved. Your thing did not move. Demi, lucky you. You're up. Maybe you get to go twice. ♪♪ -Yeah, but it ups the ante every time?

-That's right. Yes, we do. -So I'm not looking forward to this at all. No! Don't do that. You can't dance. That's not fair. I didn't dance when you were up here. Okay. Here we go. I'm shaking. -You got this. -Oh, my God. Why is it -- There's heat radiating. -No, no. You got this. -Is it in my head? -You got it. -Wet! Oh! Wait. Oh, oh, it's water. -It's water with rubber duckies. -Oh.

[Dinging] -It's unbelievable. -That's cute. -I'm so mad. This is why -- This how much more my writers love you than me. Little rubber duckies in water. I got the grossest -- What even was that? SpaghettiOs spitting out of a volcano? Thank goodness this is the last one. We're going to touch the same item at the same time. We're going to get -- First person to guess it wins. [Cheers and applause] -That's never good. -No, no. [Both laugh] I'm gonna freak out.

-It's hot. I can feel heat. -It's hot, right? -Oh, no! What is that? -I don't know! -It's hairy! -No, it's not! -No, it's hairy! -It's hairy?! No! [Both scream] -No! Oh, my God! -What is it? Come here, come here, come here. It's Kenan Thompson. -Did you not know? [Cheers and applause] -I'm freaking out. I'm so happy it's you.

-You didn't know? -I'm so happy it's you. -I wanted to bite you. -Kenan Thompson, everybody! Oh, my gosh. Demi and I are about to do the Face It Challenge. -♪ Face It, Face It, Face It, Face It ♪ ♪ Challenge ♪ -Now here's how it works. Each round, I will draw a card which will tell us what face we both have to make. We'll look in the mirrors, make our faces, then reveal them on the count of "three." We'll stare at each other for 10 seconds while trying to hold our faces.

The first person to crack a smile, laugh, or break loses. -I'm already giggling. -I'm already laughing, too. Alright. Let's see what our first face is. -Do we start? Okay. -You can -- Yeah. -[Speaking indistinctly] [Suspenseful music plays] [Chuckles] Are you ready? -Yeah. -Hold on. Alright. Ugh.ahh. One. Two. Three. [Demi exhales sharply] [Jimmy laughs] [Buzzer] [Cheers and applause] -You're very positive. Like.

Alright. Here we go. Second one here. Alright. -Okay. -An ice cube down your back. Alright. Ready? -Yeah. -One. Two. Three. [Demi laughing] [Buzzer] [Sad trombone plays] -I was done! I saw your face in one second and was done! -I forgot I've covered in all this frosting, too! -Yeah! -Alright. Good. It's a tie game. Here we go. The next one is.

-Okay. -Someone took a picture while you're sneezing. Alright. One, two, three. [Both laughing] [Jimmy laughing] [Buzzer] -I could hear you! I could feel you laughing! But you didn't break. I broke. -[Laughs] -That was a great one. Alright. Here we go. -This last one here. This is for the win. Ooh!

-One. Two. Three. [Demi laughing] [Buzzer] You win! That was so good! -Demi Lovato, everybody! Come on! The best! Demi, you're no stranger to switching up genres. You've got number one albums in pop, rock, even dance music. So I thought it'd be fun to switch up genres more. That's right. It's time for a musical genre challenge. Here we go. -♪ Musical genre challenge ♪ -All right, now here's how it works, okay? We're going to take turns hitting this button here, which will activate the random genre generator, okay?

It'll land on one random song title, one random musical genre. Whoever's turn it is, has to sing that song in that style, sound okay? -Okay. -It's good? -Yeah. Let's go. -Here we go. All right, I will go first, I guess. All right. Wait. -[Laughs] -"Golden." "Golden." -Yes. -But a countrified version of "Golden." Quest, Roots, what--

♪ We're goin' up, up, up, it's our moment ♪ ♪ You know together we're glowing ♪ ♪ We're gonna be, gonna be golden ♪ ♪ Whoa, up, up, up with our voices ♪ [Mumbles] ♪ Gonna be, gonna be golden ♪ ♪ Whoa-oa-oa ♪ ♪ I'm done hidin' ♪ ♪ Now I'm shinin' ♪ ♪ Like I'm born to be ♪ -Yes. You got so low! -I got -- I got low there. -You got so low. -That was hard for me to do. I didn't know we were doing those lines. I didn't even know-- All right, it's your turn. -Okay.

"Die On This Hill" by Sienna Spiro. -As a diva ballad. -I got this. -Of course you do. Yeah. Very nice. -♪ I'll take my pride, stand here for you ♪ ♪ No, I'm not blind, just seeing it through ♪ ♪ You take my life just for the thrill ♪ ♪ I'll take tonight ♪ ♪ And die on this hill ♪ ♪ I always will ♪ -What are you talking about? What?! [Cheers and applause] -Thanks. -Oh, my gosh. Why would I play this game with you? Oh, my gosh. I'm gonna do "Golden" again. Oh, my gosh. Just amazing. You're awesome. -Thank you.

-All right, my turn. Here we go. Wow. That was fantastic. -Okay. -"American Girls" -- I like that, Harry Styles -- as a yacht rock. Roots, what have you got? Like a Doobie-- Very nice. ♪ "I've known you for ages," it's all that I've heard ♪ ♪ My friends are in love with American girls ♪ ♪ I've seen it in stages all over the world ♪ ♪ My friends are in love with American girls ♪ ♪ I won't be there ♪ All right, good. All right. Demi. -Yes! -Take us home, buddy. -Okay. -Go for it, bud. Take us home. -Let's do it.

-Yep. -Okay. -"Sorry, Not Sorry" by Demi Lovato. I love Demi Lovato. -[Laughs] Thank you. -Done in '80s new wave. -Okay, let's do it. -Roots, what should that be like, a-- Yeah, yeah. Like a-- -♪ Baby, I'm sorry ♪ ♪ I'm not sorry ♪ ♪ Baby, I'm sorry ♪ ♪ I'm not sorry ♪ ♪ Bein' so bad got me feelin' so good ♪ ♪ Showing you up like I knew that I would ♪ ♪ Baby, I'm sorry ♪ ♪ I'm not sorry ♪ ♪ Baby, I'm sorry ♪ ♪ I'm not sorry ♪

♪ Feeling inspired 'cause the tables have turned ♪ ♪ Yeah, I'm on fire and I know that it burns ♪ ♪ Sorry, not sorry ♪ [Cheers and applause] -That's all the time we have for musical genre challenge. Give it up for Demi Lovato. [Cheers and applause]