- 6/8/2025
Experiencing all of this was incredible
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FunTranscript
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 commend 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 you know that Ransi'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 a $10,000 date?
01:41Why is it?
01:41Gordon Ransi himself is going to be cooking our meals.
01:45The Gordon Ransi.
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.
01:54Yes.
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 golden 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, thank you.
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!
03:39You might recognize Grizz and Hayes from the video where they spent 74 days in the wilderness together.
03:44The day I took that hood off and saw you was the best day of my life!
03:48And 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 together.
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.
04:06Oh my gosh, that was so close.
04:09Hey, Jimmy!
04:11I saw it!
04:12No!
04:14Oh, we're bouncing.
04:15Nolan is flying solo for this date.
04:17But later on, he'll be going on a date with Madison Beer.
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.
04:44There's just a person on my back.
04:46Very relaxing.
04:48Grace and Hayes were playing some beach volleyball.
04:50Woo-hoo!
04:51Against 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.
04:59Oh, wait, there's rose petals.
05:00Aw, baby.
05:01I mean, I laid those just for you.
05:03For $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.
05:12I 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!
05:23Nolan was the only one at dinner without a date...
05:26Until Tom the turkey showed up.
05:28Ah!
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.
05:37I can't.
05:38Got it?
05:39Come on, Tom.
05:40Woo!
05:41And after dark, we had a beach campfire...
05:45...where I had a surprise for everyone.
05:46Cue the fireworks show!
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 sitting 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,
06:05we 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...
06:15The largest indoor ski slope in America.
06:18Ooh, it's so cool.
06:19This is terrifying!
06:20And while Tia loves skiing...
06:21Woo!
06:22I haven't told her...
06:23I have no idea how to ski.
06:26Babe, this is massive!
06:28Massive!
06:29Massive!
06:32You'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?
06:37I'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.
07:03Ah!
07:04Ah!
07:05How do I stop?
07:06Legs together!
07:07Ah!
07:08Legs close!
07:10Legs close!
07:11Were they not close?
07:12Ah!
07:12Ah!
07:13Woo!
07:13Ah!
07:14Ah!
07:14Ah!
07:15Ah!
07:15Yeah, 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.
07:24From winning prizes in an arcade, getting a hole-in-one in mini golf.
07:28Look at that!
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
07:47a kid in a candy store.
07:48Ah!
07:49Literally.
07:50Ooh, 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.
08:01Can we replace this with Feastables?
08:03Sure.
08:04Okay.
08:05Oh!
08:06Much better!
08:07If you haven't already, try Feastables.
08:08It's the best tasting chocolate on the planet.
08:10Let's keep the day going.
08:11We now have an entire water park to ourselves, and we just want to take a relaxing swim together.
08:18Isn't it crazy that we're in the middle of a mall?
08:21It's like as big as the ocean.
08:22Up next, we actually got Madison Veer 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 Veer, the two-time Grammy nominee, platinum-selling artist,
08:38with over 3.5 billion streams worldwide,
08:41is going on a date with my awkward friend Nolan.
08:46Hello!
08:47Hey!
08:48Great to meet you.
08:49How are you?
08:50Nice to meet you.
08:51Nice to meet you.
08:52And while Nolan is on his date with Madison Veer, me and Trink are currently tucked away in the bathroom
08:56with a walkie that communicates directly to a mic in Nolan's ear.
08:59Where are you from?
09:00I'm from Long Island.
09:01New York?
09:02Yes, where are you from?
09:03Nebraska.
09:04Not much out there besides corn.
09:08Oh, man.
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 Veer's dream date.
09:19From driving her favorite car, getting VIP treatment at an MLB game, and an over-the-top sushi dinner.
09:25All to give Nolan the best shot of securing a second date.
09:29Tell her you like her outfit.
09:30The great outfit.
09:35We told the waiter to help us wingman Nolan.
09:37I will be your servant.
09:38Welcome to Bar Siesta.
09:39You guys look amazing.
09:40I like your shoes, my man.
09:41Dude, thank you.
09:42But it was quickly clear that it wasn't working.
09:44How's the weather?
09:45How's the weather?
09:46Cool.
09:47He's falling apart.
09:48Nolan is not used to talking to attractive women.
09:50You've watched the videos before?
09:51I watch all the videos.
09:52What's your favorite video?
09:53The one where they were underground for a hundred days.
09:55Madison Veer watches our videos.
09:57I never expected that.
09:58Same.
09:59I don't really eat meat.
10:00Vegan, vegetarian.
10:01Pescatarian.
10:02Because I love sushi.
10:03They're getting to know each other.
10:04This is nice.
10:05Sorry, I just got lost in your eyes.
10:06Oh, that's so sweet.
10:07No, he hit it.
10:08He took the shot.
10:09I was staring into the abyss.
10:11I don't 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.
10:26No one has a gift for you.
10:27We left holding something for you.
10:28Wait, are you guys serious?
10:29Thank you, thank you.
10:30I appreciate it.
10:31Here 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.
10:46Me and Tariq are still listening in.
10:48What's it like going up in front of thousands and thousands of people?
10:51I 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.
10:59The gentle barn.
11:00A sanctuary that rescues abused animals.
11:02What made you start loving animals so much?
11:04I have a lot of anxiety and I feel like they just are a calming reminder of peace.
11:08I feel a sense of calm around you.
11:10You are smooth with it.
11:11Visiting 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.
11:23Are you ready to head to an Angels baseball game?
11:24Let's do it.
11:25Yeah.
11:26Do you mind if me and my fiance join you guys for the next part of the date?
11:29Am I allowed to say no?
11:30No, because I paid for it.
11:31I 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.
11:40And after almost all of us made it on the Jumbotron,
11:45a crowd began forming around us.
11:47You'll be in a video, say hi.
11:48Anyways, we should probably head to the next part of this date.
11:53And 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.
12:01Okay.
12:02I can definitely say I've never done anything like this.
12:04Wow!
12:05I got you, I got you.
12:07Thank you, Jimmy.
12:08Tonight we prepared for you all a tasting menu.
12:10How much does this amount of fish cost?
12:12A couple thousand.
12:13How do you think we got them to the 250k price tag?
12:15Definitely looks like my type of bite of sushi.
12:17Oh my God.
12:18That is so good.
12:20Wow.
12:21And then we all enjoyed some of the best sushi I've ever had in my entire life.
12:25This is the best date ever.
12:26Thanks, Nolan.
12:27Any time.
12:28The 250k date, I think we can all agree it was a lot of fun.
12:31Nolan, you had a question you wanted to ask.
12:33I do.
12:34Oh God.
12:35Oh Jesus.
12:36Whoa.
12:37Oh God.
12:38My shoe is just untied.
12:39Would you like to go on a second date to Disneyland with me?
12:47Yes.
12:48Let's head on over.
12:49And now it is time for the most expensive grand finale date.
12:50We have Disneyland all to ourselves.
12:51This is going to be awesome.
12:52Let's go ride some rides.
12:53Disney won't just hand over their keys to anyone.
12:54But for this once in a lifetime date, we were given the entire park for one night.
13:10And with so much to do, we had to bring the boys, our friends from the island, and of course, Madison and Nolan.
13:17Yeah, once we're at the top, this is going to have a crazy view.
13:21But our first stop is this absolutely insane Star Wars ride.
13:25All right, that's cool.
13:26Whoa.
13:27Holy smokes.
13:28Look how big this is.
13:29Normally, people can wait hours for this ride.
13:32But my friends and I walked right in.
13:34Whoa.
13:35Whoa.
13:36Strap in.
13:37Strap in.
13:38All right, who's ready for the Star Wars ride?
13:39Yeah.
13:40It's now a bad time to mention I haven't seen the movies.
13:42What?
13:43Whoa.
13:44This is crazy.
13:45How did Disney build all of this?
13:47This is wild.
13:48Oh, my God.
13:49Oh, it protects Madison.
13:51Yo, can you believe we're doing this right now?
13:54Yeah, this is insane.
13:59That was awesome.
14:00Once in a lifetime.
14:01This is crazy.
14:02That was amazing.
14:03Every other cart was empty.
14:04We have this whole place to ourselves.
14:05Disneyland is awesome.
14:06That was sick.
14:07And after that ride, what could be cooler than building your own lightsaber?
14:12Wow.
14:13Oh, yeah.
14:14Coolest lightsaber.
14:19Up next, we're all gonna ride the giant Ferris wheel.
14:22We're back to where this video started.
14:24You could say it went full circle.
14:26Oh.
14:27Oh.
14:28On the Ferris wheel that looks like that.
14:29Yeah.
14:30This is massive.
14:31It feels like we're stepping into an old movie.
14:35Come on in, babe.
14:37This is like the $1 date, but in Disneyland and much bigger.
14:40Much bigger.
14:41You can see the entire park up here.
14:43Wow.
14:44How does this compare to our $1 date?
14:45I mean, it's so much better.
14:47It's very romantic here in Disney.
14:50I wonder how Nolan and Madison are doing this.
14:54Fish bomb.
14:56Let's go.
14:57Things are not looking good for Nolan right now.
15:00I can't wait to play games.
15:01Yeah, that sounds fun.
15:02Are you gonna win me something?
15:03Of course.
15:04Yay!
15:05Are you gonna win me something?
15:06Oh, you bite you.
15:07Let's go.
15:08Let's go.
15:09With his eye on the prize, Nolan challenged me and Chandler to a friendly competition.
15:13This is what you're competing for.
15:14A worm?
15:15Babe, do you want that worm?
15:16Yes, I really want it.
15:17Okay.
15:18Boys, I'm gonna have to win this one.
15:19All right, I'm gonna win this for you.
15:20Please.
15:21Three, two, one, go!
15:24First one!
15:25First one!
15:26Let's go.
15:27It's like curvy.
15:28Two!
15:29That's two!
15:30You need three to win.
15:33This is the grand prize.
15:34It's all yours.
15:36Congratulations.
15:37For you.
15:38Oh, Nolan.
15:39You can feel the tension in the air right now.
15:44Dog.
15:45But you know, I couldn't lose to Nolan like that.
15:48Yes!
15:49Yes!
15:50Oh!
15:51Oh my goodness.
15:52Let's run it back.
15:53Yes!
15:54There you go, man.
15:55That's the repeat.
15:56Here we go.
15:57We won again!
15:58Yeah!
15:59That was fun.
16:00It's fun winning.
16:02There are no words to describe how special it is to have Disneyland all to ourselves.
16:07I think we all made memories that are going to last a lifetime.
16:10Whoa, babe.
16:12There's a puddle.
16:13You're a gentleman.
16:14No wet feet for you.
16:16Take notes, boys.
16:17And to wrap things up, we have one final surprise.
16:20We're going to be eating dinner in front of the Disney castle.
16:24Oh my God.
16:25What?
16:26I don't know why Disney is going all out for us, but thank you guys.
16:28Oh my God.
16:29This is crazy.
16:30This is beautiful.
16:31Everyone, come on.
16:32Sit down.
16:33Oh my God.
16:34Cheers to the greatest date in history.
16:37Cheers, everybody.
16:38Cheers!
16:39Yes, this was an awesome night.
16:41I'm glad I could enjoy it with all of you.
16:43Cheers!
16:44Of all the dates I took you on, which one was your favorite?
16:47Definitely this one.
16:48Yeah?
16:49Yeah, because everybody's here.
16:51We should do this more.
16:52Rent all of Disneyland?
16:54Yeah.
16:55That was awesome.
16:57And to wrap up the video, for the first time in Disney's history,
17:01they're going to do a private parade for all of us.
17:03Let's head on over.
17:05I got to say, this date is going to be so hard to top.
17:08Massive thanks to Disney for absolutely blowing our minds with this experience.
17:12This was truly once in a lifetime.
17:14And if you don't have notifications on, make sure you turn it on so you don't ever miss a video.
17:18Chandler, subscribe.
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