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  • 6/19/2025
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Transcript
00:00We're going on some of the most expensive dates in the world.
00:03Like this $500,000 date that includes the entirety of Disneyland all for ourselves.
00:08A $100,000 date at this mega complex with a massive water park and ginormous ski resort.
00:15A $50,000 private island date.
00:18Best date ever!
00:19A $10,000 date cooked by Gordon Ramsay.
00:22And we even convinced superstar singer Madison Beer to go on a date with my most awkward friend.
00:28All starting with this $1 date, a Ferris wheel.
00:31Here's the dollar.
00:32Ladies first.
00:34Take notes, men.
00:36Is this safe?
00:38I see why it's only a dollar.
00:40The $1 date has now begun.
00:42It's making a lot of noise.
00:44Why is it making that noise?
00:45It's just the wind, right?
00:46I usually film 20, 25 days a month and I don't really get to spend much time with my fiance.
00:51So I literally picked this video so me and my fiance could spend more time together.
00:55I love you, even if you didn't take me to Disneyland.
00:57Well, not yet.
00:59But for the final date in this video, for the first time in history, Disney reserved the entire park just for us.
01:05That's it for the $1 date.
01:07Let's head out to the $10,000 dinner date.
01:09After you, babe.
01:11Turn off the park.
01:12I'll see you guys there.
01:13And now, the $10,000 date.
01:17We're going to be recreating our first ever date with Sushi.
01:20After you.
01:21She doesn't know this, but Gordon Ramsay's going to be making us the meal for this date.
01:26There you go.
01:27You look really cute.
01:28I picked this just for you.
01:29It's been a long time since my first date with Tia.
01:32And now that we're engaged, I'm really excited to explore the world's most expensive dates with my fiance.
01:37You're probably wondering, why is this the $10,000 date?
01:41Why is it?
01:41Gordon Ramsay himself is going to be cooking our meals.
01:45The Gordon Ramsay.
01:46Yep.
01:47Come on in.
01:47Welcome to Lucky Cat, Miami.
01:49It's nice meeting you.
01:50Congratulations.
01:50How's it going?
01:51What an amazing night this is going to be.
01:53Oh, I'm excited, yes.
01:54We're going to kick off with some Peacock Camaro with some delicious crackers.
01:57Did you say Peacock?
01:58I said Peacock.
02:00Oh, Peacock.
02:01Not Peacock, baby.
02:03To celebrate this $10,000 dinner, some seriously exclusive sushi.
02:07Ladies first.
02:08Cheers.
02:08Cheers.
02:09Yeah, this is good.
02:11We have a delicious Gordon Fried Chicken, wonderful fried rice, and duck bao bun.
02:15Duck tacos.
02:16Bao buns.
02:17Duck tacos.
02:18Bao bun.
02:19You can yell at me.
02:20I will do it in a minute.
02:20You're pushing my limits, man.
02:22Enjoy.
02:23I want you to take the first bite.
02:25I knew you were going to do that.
02:26It's only the $10,000 date, and we already have the world's best chef cooking a romantic
02:31dinner just for the two of us.
02:33Nothing could possibly ruin this moment.
02:35Chef, what are you guys doing here?
02:36No, no, no, no.
02:37I got you.
02:38Come on, man.
02:39Don't rip it.
02:40I'm not ripping it, chef.
02:41I'm not ripping it.
02:42Oh, my goodness me.
02:43Why are you disrespecting his restaurant?
02:45This is supposed to be a romantic dinner.
02:46Nolan, mine's burning.
02:47That's it.
02:48I'm done.
02:48What are you?
02:49An idiot sandwich.
02:50That is worth $10,000 alone.
02:52You guys are telling us a nightmare.
02:53For $10,000, Gordon had a romantic surprise for our final course.
03:00This is nice.
03:01This is romantic.
03:01Yeah, this is actually very romantic.
03:03Aw.
03:05This $10,000 date was amazing.
03:07I honestly can't imagine how these dates are going to get any better.
03:10The $50,000 date is this entire private island.
03:14So me and Tia have brought some friends with us to make this a quadruple date.
03:18Wait, what is that?
03:20This is Tom, the turkey.
03:21Please tell me we're not eating Tom.
03:23We are not eating Tom.
03:24I didn't know if this was like a say hi to your dinner thing as you arrived.
03:28We have this entire $50,000 island and everything on it to ourselves.
03:32I said the best way to kick off an island date is to go jet skiing.
03:35Let's go!
03:37Best date ever!
03:38You might recognize Grizz and Hayes from the video where they spent 74 days in the wilderness
03:44together.
03:45The day I took that hood off and saw you was the best day of my life!
03:49And you saw these two when Josh spent 22 days in solitary confinement.
03:52These three spend weeks away from their lives, so I thought I'd give them some quality time
03:56together.
03:57This is the best date we've ever been on.
03:59Does the wife approve?
04:00I approve!
04:01This is how I make good with all the people I put in prolonged places.
04:04Nolan is flying solo for this date, but later on, he'll be going on a date with Madison
04:20Beer.
04:21I have the great outfit.
04:23Everyone, the island is all yours.
04:25Go do whatever you want!
04:27So we all enjoyed the luxuries of this $50,000 island date.
04:31All right, everyone, heads up!
04:32Like hitting golf balls, and also fish food right into the ocean.
04:35Tia, you show me how it's done.
04:37I actually don't know how to do it.
04:41Now we're getting a couple of massages on the beach.
04:45There's just a person on my back.
04:46Very relaxing.
04:48Grizz and Hayes were playing some beach volleyball against their wives, of course.
04:52And Josh and his wife were having a picnic on the beach.
04:55I forgive you for taking him away from me for so long.
04:58Welcome in, guys.
04:59Wait, there's rose petals.
05:00I mean, I laid those just for you.
05:04For $50,000, we all get these luxurious bungalows.
05:07Where do the petals lead?
05:08I mean, look where the petals lead.
05:10Into the lovely master suite.
05:11I made a heart just for you.
05:14It is so pretty.
05:15And you picked them yourself?
05:16Oh, I made this myself.
05:17Wow.
05:18And as the sun was setting on this $50,000 date...
05:21To our loved one.
05:22Cheers!
05:24Nolan was the only one at dinner without a date.
05:26Until Tom the turkey showed up.
05:29Nolan, we found you a partner.
05:31I'm all good on Tom.
05:32After dinner, we did some couples dancing.
05:35Radar dance move.
05:35I can't.
05:38Got it?
05:39Come on, Tom.
05:40Woo!
05:42And after dark, we had a beach campfire where I had a surprise for everyone.
05:46Cue the fireworks show!
05:48Hey!
05:50Oh, my...
05:51Wow!
05:52The lightning.
05:53And lightning at the same time.
05:55Nolan, your date showed up!
05:56Tom the turkey!
05:57Yo, why are you seeing it so still?
05:59That's it for the $50,000 date.
06:01I'll see you guys at the next one.
06:03For double the cost of the previous date, we get this massive indoor metropolis all to ourselves.
06:09There's a giant theme park.
06:10The largest indoor water park in America.
06:12Even its own weather control system.
06:15So they can have the largest indoor ski slope in America.
06:18Ooh, it's so cool.
06:19This is terrifying.
06:20And while Tia loves skiing, I haven't told her I have no idea how to ski.
06:26Babe, this is massive.
06:28Massive.
06:29Massive.
06:31You're scared?
06:33Don't be scared.
06:34I'm not scared.
06:35Nah, you're good.
06:36Hey, what's over there?
06:37What?
06:38I'm freaking terrified.
06:39What did you say?
06:39I'm excited!
06:40Okay, you got it.
06:43Babe, run the stream!
06:46Babe, stop!
06:47How do I stop?
06:50Babe, I'm starting to think that you don't know how to ski.
06:53I know how to ski.
06:54How do I stand up?
06:55I got you.
06:56Oh, no.
06:57Babe, stop!
06:58Babe, help!
06:59Tia, make me stop!
07:00Okay, I got you.
07:01How do I stop?
07:05How do I stop?
07:06Legs together.
07:07Legs close, legs close.
07:11Were they not close?
07:12Ah!
07:13Woo!
07:14Ah!
07:14Ah!
07:15Yo, skiing is so much fun.
07:18Anyways, let's move on with the date.
07:19With so much to explore in this shopping metropolis, it felt like doing 10 dates in one.
07:24Woo!
07:24From winning prizes in an arcade, getting a hole in one in mini golf.
07:28Look at that.
07:29Yeah.
07:29Or building each other custom teddy bears.
07:32I love it.
07:33And where I normally do these kinds of videos by myself, or with my friends, doing this with
07:38the person I love most was kind of magical.
07:43Being able to do pretty much anything you could ever want to on a date felt like being a kid
07:48in a candy store.
07:49Literally.
07:50Oh, chocolate.
07:51Whoa.
07:52What is this?
07:53Uh, ma'am?
07:54What is this?
07:55They're Hershey's.
07:56Hershey's.
07:57Hershey's.
07:58Hershey's.
07:59Hershey's.
08:00Hershey's.
08:01Hershey's.
08:02Can we replace this with Feastables?
08:03Sure.
08:04Okay.
08:05Oh!
08:06Much better!
08:07If you haven't already, try Feastables.
08:09It's the best tasting chocolate on the planet.
08:11Let's keep the day going.
08:12We now have an entire water park to ourselves, and we just want to take a relaxing swim together.
08:17Huh!
08:18Ah!
08:19Isn't it crazy that we're in the middle of a mall?
08:21It's like as big as the ocean.
08:23Up next, we actually got Madison Beer to go on a date with Nolan.
08:26Do you think Nolan has a chance with her?
08:29Um...
08:30We're about to find out.
08:31For the $250,000 date, Madison Beer, the two-time Grammy nominee, platinum-selling artist,
08:38with over 3.5 billion streams worldwide, is going on a date with my awkward friend Nolan.
08:47Hello!
08:48Hey!
08:49Great to meet you.
08:50Nice to meet you.
08:51Nice to meet you.
08:52Nice to meet you.
08:53And while Nolan is on his date with Madison Beer, me and Trink are currently tucked away in
08:56the bathroom with a walkie that communicates directly to a mic in Nolan's ear.
09:00Where are you from?
09:01I'm from Long Island.
09:02New York?
09:03Yes.
09:04Where are you from?
09:05Nebraska.
09:06Not much out there besides corn.
09:07Cool.
09:08No!
09:09No!
09:10He's talking to my corn!
09:11In these seven years I've known Nolan, I have never seen him this nervous before.
09:14So to help Nolan out, I spent a quarter of a million dollars on Madison Beer's dream date.
09:19From driving her favorite car, getting VIP treatment at an MLB game, and an over-the-top sushi dinner, all to give Nolan the best shot of securing a second date.
09:29Tell her you like her outfit.
09:30The great outfit.
09:32We told the waiter to help us wingman Nolan.
09:33I will be your servant.
09:34Welcome to Bar Siesta.
09:35You guys look amazing.
09:36I like your shoes, my man.
09:37Dude, thank you.
09:38But it was quickly clear that it wasn't working.
09:39How's the weather?
09:40How's the weather?
09:41Cool.
09:42He's falling apart.
09:43Nolan is not used to talking to attractive women.
09:44You watched the videos before?
09:45I watched all the videos.
09:46What's your favorite video?
09:47The one where they were underground for a hundred days.
09:48Madison Beer watches our videos.
09:49I've never expected that.
09:50Same.
09:51I don't really eat meat.
09:52Vegan, vegetarian.
09:53Pescatarian.
09:54Because I love sushi.
09:55They're getting to know each other.
09:56This is nice.
09:57Sorry, I just got lost in your eyes.
09:58Oh, that's so sweet.
09:59No, he hit it.
10:00He took the shot.
10:01I was staring into the abyss.
10:02I don't, I don't even know.
10:03Oh, not my eyes.
10:04It wasn't working.
10:05It wasn't working.
10:06How's the weather?
10:07How's the weather?
10:08How's the weather?
10:09Cool.
10:10I was staring into the abyss.
10:11I don't, I don't even know.
10:12Oh, not my eyes?
10:13No.
10:14As they finished eating, I had one last idea to help Nolan.
10:17I want you to tip the waiter $10,000.
10:19My card is in your wallet.
10:20That guy was so nice.
10:21I think we should tip $10,000.
10:23I would love nothing more.
10:25Nolan has a gift for you.
10:26We left holding something for you.
10:27Wait, are you guys serious?
10:29Thank you, thank you.
10:30Here are the keys.
10:32Let's hit it.
10:33Madison really loves animals, so their next stop on their date is an animal farm.
10:38Nolan's only problem now was that the petting zoo was an hour drive away.
10:47Me and Tariq are still listening in.
10:48What's it like going up in front of thousands and thousands of people?
10:52I just love my fans.
10:53They're the reason I get to do stuff like this and live my dreams.
10:56He's warming up and he's getting better with time.
10:58We made it to the second part of the date.
11:00The Gentle Barn, a sanctuary that rescues abused animals.
11:03What made you start loving animals so much?
11:05I have a lot of anxiety and I feel like they just are a calming reminder of peace.
11:09I feel a sense of calm around you.
11:10You are smooth with it.
11:12Visiting animals wasn't the only thing on our agenda.
11:14They're going to give you guys $25,000 and I'm actually going to match them and I'm going to give you another $25,000.
11:20And then it was time for me to ask an important question.
11:23You two ready to head to an Angels baseball game?
11:25Let's do it.
11:26Yeah.
11:27Do you mind if me and my fiance join you guys for the next part of the date?
11:29Am I allowed to say no?
11:31No, because I paid for it.
11:32I mean, you paid for it, right?
11:33And then we had an entire suite to ourselves at an Angels game.
11:36This view of the game is insane.
11:38We got custom jerseys with our names on the back.
11:41And after almost all of us made it on the Jumbotron, a crowd began forming around us.
11:47You'll be in a video.
11:48Say hi.
11:51Anyways, we should probably head to the next part of this date.
11:54And for the final part of the $250,000 date, what are we doing, Nolan?
11:57Sushi dinner in an ice skating rink with some of the best sushi chefs on the earth.
12:02Okay.
12:03I can definitely say I've never done anything like this.
12:05Wow.
12:06I got you.
12:07I got you.
12:08Thank you, Jimmy.
12:09Tonight we prepared for you all a tasting menu.

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