SURPRISING BEST FRIEND WITH A MERCEDES-BENZ!!!

What do you think of this town? It's depressing. David makes it fun. Oh really? Yeah, like he'll take you to Dunkin Donuts and somehow it's fun, I don't know. Alright, well we're going to Chicago. Why are we going? To literally help David with his vlog. That's the only reason we're going, right? We're going for 24 hours. I thought we were going to have a little cute date night. No way to see Vernon Hill, there's nothing cute about it. I can't believe we're going to Vernon Hill, I didn't know that part. Is Gucci Vernon Hill's quality? I love that we're wearing masks. I can't believe you got me to wear these. It's so funny. We're going to look like such tools. What did you say? I hate your music tastes. I said I'm going to play you a song and you go, ugh, I hate your music tastes? Do you think I like listening to Hamilton? Yeah, actually I do. Every time we get in the car. Trisha, you just made fun of me for the music I listen to and then you just put on yourself. I'm beautiful. That's good. In this scene, you're going to be running to David to Chicago saying, and your lines are, David, I'm coming, I'm coming, I'm going to save your vlog. David. Good, that was good, I felt that. The stupid shoes. We need to take off our stupid Gucci shoes. We're prechecks, that was the whole point. Huh? We're vlogging. No, my camera's on. No. Oh god, it's one of these. Oh, this is so far. This is so far. Are you that far behind? I look back and I'm like, not only can I not get myself there, but you're even further behind. Your legs are three times the length of my head. Well, don't get a butt implant next time, get a leg extension. It's true, right? Nope, no Pound Express, no coffee bean. Hey, we can eat some headphones from the Best Buy machine. Look at that. Whoa. That's cool. That was worth it right there. That was worth the entire trip. We gotta be out of our minds to do this. Like, I seriously think there's something wrong with me. Your laptop is so heavy. I don't know why you put diamond crystals on a laptop, but. You know what would be cool on a laptop? Ankle weights. I'm gonna be Mr. Positive this trip. Mr. Positive sounds like giving us heat. Mr. Positive, are you considering whores again? I go, where's baggage? She goes, that's LL. I go, oh, lower level, like LL Cool J. Then I said, I didn't know LL Cool J stood for lower level Cool J. Trish was like, didn't like the joke at all. But the woman in the elevator was dying. Funny stuff, Jason. Get your vlog camera out. This is so hard to be with a vlogger during Vlogmas because I have to vlog and you have to vlog. Close your eyes and I'm gonna put it right in front of you. I'm gonna put it in your hand and you're gonna just look at it. Go. Look. There you go. Wow, this made my day. I thought it said bear of the year, but it's deer of the year. Hello, where are you going? Getting the over the shoulder. Oh. It's Vlogmas. Alright, we're in Chicago. We're at the Holiday Inn in Vernon Hills. And David's on his way to pick us up, which I actually really like it here. It's actually really fun. I mean, it's so drip, drip, drip, drip, drip, drip, drip, boring dry. You know what I'm saying? I mean, look at it. Look at that. No Prada, no Gucci. No Kylie Jenner. No fancy people. Just a Holiday Inn Express with a breakfast bar. It closes at 9am and usually you oversleep and miss it. Party don't start till I walk in. Don't stop, make it pop. Make the DJ tonight. I'ma fight till we see the sunlight. Tick tock on the fly, but the party don't stop. No, oh, oh, oh, oh, oh, oh, oh, oh. There's David. I can get other people. That's his dad's truck. I thought his dad had a BMW. Oh wait, no, that's not David. That's so awkward. I thought it was Echo. It looked like Nick Crompton. It is Nick Crompton. Wow, he's in Vernon Hills? He's joining Vlog Squad. Babe. What? Vlog Squad is my thing now. And only I can choose who joins it. Oh yeah? Yeah. Okay, who's in? You and me. Just me and you? Yeah. Okay, that's fine. You're gonna have to let everyone know though. You guys check out my merch. You can get it at fanjoy.com slash daviddoberg. But it's my merch, so. Here he comes. I can't with you. You know what I would love? A new brain? What would you love? Nobody wants a lonely Christmas, but I'm about to call it quits with you. Breaking up is at the top of my wish list Justin, baby, you don't have a clue. Oh, I never thought about those words. It's actually kind of a mean song. I know. I love Justin too. Welcome to Vernon Hills. My van. Guys, what the hell are you guys wearing? What? Those shoes do not match who you are. Yes, it does. I know. I knew you were gonna say that. They do match his personality. He's a star inside and he should shine like one. What do you think of this town? It's depressing. It is at first. At first it is a little depressing. I thought the same thing, but I've been here six times now and it grows on you. It's fun. Everything's dead here. Look at the trees. David makes it fun. Oh, really? Yeah, he'll take you to Dunkin' Donuts and somehow it's fun. I don't know. Or he'll be at Abercrombie & Fitch and he'll run into some idiot that he knows and then that idiot will be really fun. It's fun. It's kind of fun. And you're here. That's funny. Demo worked at Abercrombie & Fitch. All right, guys. Jason and Trisha are visiting my hometown. Yay. You guys were in a big fight the other day. Yeah. No. What? How'd you guys get back together so quick? Well, she texted me, can I come get my car? Because I know we're never gonna see each other again. And I was like, I can bring it to you. So I think we were both like wanting to see. Horny. This is fun. I had an idea of like going to buy a bunch of Christmas trees and putting them in Illya's office. Like 60 of them. That's fun. Like making a forest. But I don't know how we'll get that done. Your Instagram story was funny, Jason. Which one? That your trip is now booked to Vernon Hills. And you captioned it, God damn it. I'll tell you though, that Holiday Inn's not bad. Oh, yeah. We slept. This is what I like about you, Trish. You're okay slumming it at a Holiday Inn Express. That's my true life, babe. What floor are you guys on? Third? Two. Why didn't you know our room? And like David wants to know our room. He's like, don't give it to him. I'm like, why? Because there'll be a bunch of Christmas trees in there. This is so much fun having you here, I gotta say. Yeah. Babe. What? I miss you. You're so far away from me. I love you too. Let's move off it. What? Nothing. I can't believe we were apart for like two days. I'm sensing a lot of sexual tension between all of us. Great conversation or excellent service? Uh, no. Keep going. What do you want her to do? Cool car? Keep going. No, keep going. Above and beyond. Entertaining driver. How about that? Where's that? I don't see it. Keep going. Oh, I see. I see the blue. Entertaining driver. Yeah. Then after that, there's a spot that says gratuity, which I appreciate. Okay. And then you guys are done. Thank you. You were the best night I ever had. Oh, thank you so much. All right, Abi. Thank you, man. Thank you. Take care. All right. Good luck. Let me do the tip, babe. All right. There you go. Love that. Thank you so much. Thanks, Abi. Bye. Guys, I'm vlogging on my phone because my phone's dead. Okay, guys. We're at the Mercedes dealership. Our Uber driver was great. At first, I thought this is the greatest guy ever. And then we were like, no. He was like, you should let me negotiate. You should let me. I was like, I can't. He was like, and he's like telling Jason, I'll just drive you down. And then he's like, you don't have to take or leave. And Jason literally got like to a point where he's like, I'm not in a position right now. I need this freaking car. I need the car today, as I was trying to tell him. Hopefully, I'm going to get the car today, Julia. Yes. Are we going to be able to eat before? What time's the reveal? Well, he's telling us to go to Chicago. What? That's where the reveal's going to be. Where? At Ilya's Airbnb. What? Yeah. Wow. Everything looks okay. It's going to make it? Hey. I want to see. They got their ribbon here. Yeah, they do have their ribbon. Oh, yeah. I want to see the ribbon on the car. I know. Oh, this is nice. This is what I initially got my mom. Yeah. We're going to put it on. So good. Did you already pay and sign everything? I did. Hi. Thank you. Wow. We got the flip-flops. We lost the key for a while. Oh, my God. Go over to Tricia's channel to see me lose my mind, because I lost the key to the brand new car. All I thought was, oh, my God, I got this kid a brand new car, and I lost the key. or whatever. And by the way, I hate parties. I know you all probably think I'm 45 and like, what's he doing hanging out with all these kids? And I only go to film, and I can't stand socializing with them at all. You're lying. No, no. I really like David's Friends from Chicago a lot. And then what else? And so then, yeah, there's going to be like a party, and it is Reggie's coming-out party, which is pretty nice. I don't think that's a thing. I don't think coming-out parties are a thing. Well, it is if you're friends with David. We're going to have a party. We're going to celebrate this, whether you like it or not. He got a brand new car for just coming-out as gay. Yes. That's crazy. That's so funny. He should have came-out years ago. I know. I'll come-out as gay. I don't care. That's crazy. He's like, we should probably go get him a car. It's like, he's gay. Not dying of cancer. I'm going to come-out as straight tonight and see what I get. No one will believe you. Before you start complaining, they don't fit. We thought of that. Why? Because they don't fit. They don't fit in there. What size are they? Not his size. Not his size? No. They literally, they had one box. That was it. And everything closes at 10 o'clock. How much were these? $625. Why didn't you just pick the box? So he could have the shoes. Why would he have the shoes? Don't you start with me. Don't even literally turn around. I saw this. I didn't take a ---- in a Bloomingdale's bathroom. Make it work. I'm going to need that shoe. Oh my God. It's a mess back here, guys. Presentation. I know. I'm getting to it. You used to have sex back there. You have one more comment about how I bought a car in three ******* hours. A green boat. It's the electric car. That's all they had. It was either that or a white boat. And I knew white wouldn't show in a white car. Why do they have a green boat? That's all they had. We have to take this stuff out. Why? You're not going to show back here, are you? It's not. It's how he looks at the car. It's a brand new car. You've got to present it to him. Here's a brand new car in my garbage from today. Okay, so David, here we go. There's the bow. Yeah, where's Natalie? She's your assistant, not us. Oh, trust me. Natalie's fired. We're lost in the garage because they're on one side and I'm on the other. Going to need an engineer to get us out of here. Jesus Christ. This day won't ******* end. Guys, the car is level. Oh, my God. It looks really nice. Jason, get out of the car. I'm shutting it off. And I just about enough of your bullshitting. You're ruining the shot. Get out. I'm taking the key out. Good job, Jason. Cashier's check, $30,000. With my credit. And we're ready to go. When I'm with the young folk, I start running ahead because they can walk the same speed that I can run. So I always run ahead. See? They're right behind me. We did it. It's all over. Great job. Bling, bling. Oh, my God. I got my line. I always like my lines when I hand over things. What are you going to say? Ah, ----. It doesn't matter your size, but maybe this is. Oh, I love that. Why didn't you surprise me with anything? I did. I surprised you with a weekend in Vernon Hills. Trisha said she would have come out a long time ago if she'd get a car. Yeah, I'm so over the top. I'm just being gay. You're gay. No, you're gay. Here's a car. You're gay. Surprise! Congratulations, Reggie. Thanks. Like a proud dad. Thoughts? Was it lit? What the f*** is happening? Are you so excited to be gay? As if he found out today. There was a time where you were looking at me, and I'm like, holy s***, he knows. That's where Jason and Trisha went. They had to go book this. They had to go figure this out. Oh, my God. Yeah. The Trisha Paytas planned my wedding. I, too, am a gay icon. Jason. What? Give him the thing. You didn't tell me. Oh. Oh, s***. If they're not your size, you can go ahead and exchange them. They're perfect. I don't know if those flip-flops are going to be the right size. And I feel bad. I don't know. But this will be the right size. That's Michael's. You took Michael's keys. If this elevator ride wasn't so long. Take them. You're kidding. Take them. Which one? All of them. I didn't know the big pole over there. My bad. Do you like it? Yeah. Yeah? Go check. Do you like the interior? I'm so glad I came out today. That's the best reaction I've ever seen for anything. Reggie, honk the horn. Two, two. Perfect. I told John, because he doesn't drive his new car. I'm like, I'm going to repossess your car if you don't start driving it. And Dima goes, please repossess mine. It won't move. All right, so you're going to sing the song now? Well, I feel like I have too much pressure. Oh, babe, you know I love everything you do. Okay. Nice. Thanks. Wow.