(crowd cheering) - Earlier this month,
New York saw record rain fall
as the remnants of Hurricane Ida swept through the city.
The storm shut down most of the Big Apple,
including the airports, the subway,
but not, it turns out one woman's dating life.
This is Cassidy.
- When you accidentally go on a first date in a hurricane
because you feel bad canceling last minute.
And he wants to go.
- I'm just saying, if I don't find love
with this kind of effort, well then. Who will?
To the date which was one single hour long
in which he made me pay for myself.
When I checked we're in a little hurricane,
we walked outside and he said,
"yeah, you're right, we should have rescheduled."
No man on earth has ever made a woman this wet.
- Zero out of ten. Do not recommend going on a date
in a tornado/ hurricane.
- And we're back on the couch
where I wanted to be the whole night anyway,
with a margarita. Cheers to dating in New York City.
(Cassidy chuckles)
- We have Cassidy here now.
Give it on for Cassidy.
Well meet Glen.
- Hey, nice to meet you. - Nice to meet you.
- Um okay.
I was dying to show Glen that video.
He had not seen it and I had so much fun watching it over
and over last night.
But before we talk about that video,
tell us more about yourself.
- So I am 25. I live in New York City obviously.
I'm a fitness instructor
and I'm also pursuing a career in musical theater.
- [Kelly] Awesome.
- I had no clue that that video was gonna blow up
the way it did. I had like 300 followers maybe before that.
And it was just so silly. Like obviously that journey,
I was like, this is ridiculous.
I have to document this, dating in New York is so crazy.
- Oh my God. Well, especially if you're in a hurricane.
(crowd laughing)
I was like, wait, and then you think maybe this guy
will be fun, if he's willing to risk going through hurr-.
Yeah. - That's what I'm saying.
- Yeah. You thought, yeah.
And then he made you pay, which he made you,
he asked you out, like you have to go out on the date.
- Yes, yes. - And he makes you pay.
- And you, like look at. (laughing)
- I know.
- It's so bad. - It's wild, I know.
- Outrageous.
- Dating does suck. I was like, what happened?
This must have been the worst date you've ever been on.
Right?
- Definitely makes the top 3.
- Wait what?
- New York dating, like I said, it's crazy.
- Wait, what's a bad one?
- All right, for example.
There was a guy who I went on a first date with,
who wore like a straw Dapper Dan's like bowler hat,
like a quartet hat on and refuse to take it off.
It was like a joke. He was like, it's funny.
I was like, oh yes, it's funny.
But you can take it off.
And then he brought me to the bar that he works at
so we could get free drinks.
Then he ditched me for his brother
who also worked at the bar.
- He left you? Like in what, just left and...
- The brother also worked at the bar.
So he basically just was like hanging out
with his brother there.
I know, sad.
- What! What a jack hole.
- People are just crazy.
- Oh my God. I don't know if you can say that
or I don't even know if that's a term either.
Wait, any advice for Cassidy?
Like with...
(crowd clapping)
- I mean, you don't know until you show up
that they're a tool.
- Again, if it's a blind date, yeah, you have no idea.
If you've got some interaction with that person,
and you've got some sort of a like vibe of that per...
I found that like, when you meet someone,
whatever that feeling is that you get from that person
is probably right.
You know what I mean?
So like, if you meet somebody
who's like charming and really, really handsome, right?.
And you're like, "oh, he's charming and handsome
but I don't, I'm not buying it."
Like, it feels like an act.
It's an act. It's definitely an act.
- Oh.
You see the red flags, huh?
- Oh yeah. I see them. I see them right away.
- Okay. - Like immediately.
- Well, don't brag about it.
(crowd laughing)
Um, so I have a solution for Cassidy.
We've done this a couple of times before
and it was enlightening.
Backstage, I have two guys ready to meet her.
(Cassidy chuckles)
(crowd woos)
- I'm just saying, are you down to meet them?
- Absolutely.
- I mean, here's the thing, you never know.
- Well hold on. Do they have money?
(Kelly laughs)
- Do they have any money at all?
- They have a job, just a job. - Just wondering.
- Am I gonna pay for the date, is the question.
You should ask that.
Okay, there is a catch though.
As a judge on The Voice I'm used to listening
without seeing the person.
It really does make a difference.
So Cassidy this time,
you're just gonna use your ears
and I have something that will help.
(royal fanfare)
(crowd cheering)
So, we're gonna help her learn how to choose the right guy
by changing her technique.
Instead of seeing her potential suitors,
she'll have to use her ears and her heart.
Get it?
This is Blind Dating.
(upbeat music)
(crowd cheering)
(Kelly laughing)
Are you nervous?
- A little, but bring it on.
- But do you feel, isn't it a powerful chair?
Do you feel powerful?
- I feel very powerful.
- Exactly. - I'm ready.
- Yeah, like if you were the helm of like Star Trek.
- (Glen) That's what I was thinking.
Yeah Star Trek, very Star Trek.
- Bring out the guys. - All right.
Let's meet the guys. You'll be happy to know
they both live in New York.
So there's that.
- Woo!
(crowd cheering)
- Welcome guys.
All right, so,
they are both very cute.
Just so you know.
So bachelors, go ahead and introduce yourselves.
Matt, you can go first.
- What's up guys? What's up Kelly, Glen, Cassidy.
I'm Matt. I am 30 years old, originally from San Diego.
I'm a bartender at a cocktail bar in the west village
and I am an extremely active athletic individual.
I love sports and I have a really strong relationship
with my mom.
She's really...
- Okay, mom card.
- The most important woman in my life,
and I just, I love her very much. We talk almost every day.
- That's so cool. Oh my God, I hope my son's like that.
I hope my son does that.
Okay. Eric, how about you?
- Hey y'all. Hey Kelly.
Hey Glen. Hi Cassidy.
My name is Eric.
- I heard that "y'all",
- Y'all, shout out, Kelly.
I just moved to this city about three months ago
from Austin, Texas, where I work at a tech startup.
- Yes!
(crowd cheering)
- I'm getting used to the whole lifestyle of New York.
Like I say, excuse me, and please and stuff,
even though they bumped into me or something,
I'm a really into watching sports, playing sports,
but at the same time, I love like reality TV,
like The Bachelor and Love Island.
- I love you.
- So, I get really into like Fantasy Football,
but also like Bachelor in Paradise Fantasy. I do them both.
- Okay. Awesome. All right.
Well here's how this works,
Eric and Matt will take turns talking.
Just like The Voice if Cassidy hears something she likes,
she'll hit the button, the chair will turn
and that will be the man that she chooses.
Now Cassidy can hit the button at any time,
but I strongly recommend patience and really listening.
'Cause no one can block you here.
So any last minute advice for Cassidy before we get started?
- Trust your gut.
- Okay.
I don't know if that's gonna help, Glen.
(group laughing)
All right, Matt and Eric,
what's your idea of the perfect first date in New York?
Matt, we'll start with you.
- A perfect first date would be probably
we would actually start off playing
some mini golf, big, big golfer.
So, get some friendly competition going on.
I like a little competition
and we'd do that on the Hudson.
And then we'd take bikes to one of my favorite cocktail bars
in the village.
And then we go to one of my favorite jazz lounges
and listen to some good music,
and they have some pool and shuffleboard and ping pong.
So we kind of keep the friendly competition thing going.
- All right, competitive.
- Okay.
- Eric, how about you?
- Cass, if it's all right, I'm pretty new to the city.
So I'm kind of exploring myself.
So I think our ideal first day would be like,
explore the city with you.
Maybe go to a deli, grab a bagel, which I'm not too used to.
I'm more in the breakfast taco scene.
- Amen. Hallelujah.
- And then grab a coffee
and walk throughout like Central Park or whatnot.
I do know of one spot in Dumbo, Brooklyn,
which has a nice view and skyline of the city,
which I'm not used to in Austin.
So I'd probably end the night there with you.
- Awesome, awesome. Thoughts, what are your thoughts?
- I'd go out with either of these guys honestly.
- Either of these gentlemen.
- You know, if I went that way,
I would definitely, yeah. These guys are a catch.
- All right. Let's take things up a notch.
You know, I believe in the magic of song
and this is my voice chair.
So I asked Eric and Matt to pin their very own love ballads,
even if they didn't want to.
So hit it guys.
(charming music)
♪ Oh Cassidy, when you went on this date, you had hope, ♪
♪ but the rain washed it away. ♪
- ♪ Cassidy I know my singing is vile, ♪
♪ but I hope time with me will make it all worthwhile. ♪
♪ I heard your TikTok blew up and it was really funny, ♪
♪ but I promise every day with me will always be sunny. ♪
♪ I promise you, take my hand and you'll never walk alone. ♪
♪ Through the rain, sleet or snow. I'll be there with you ♪
♪ Closer to your heart ♪
- All right!
♪ I heard he made you pay and walk over a mile. ♪
♪ In water 3 feet deep like you're crossing the Nile. ♪
♪ I bet you wish you never went, the jokes on him ♪
♪ because you're hanging out with Kelly Clarkson. ♪
♪ I know you want somebody to give you some commitments. ♪
(Kelly screaming)
(crowd clapping)
- Wait!
I was enjoying the music Cassidy.
So, okay you chose Matt.
So come over, y'all meet each other. Okay. Okay.
And a big thank you to Eric, our Texas man.
(crowd cheering)