01x03 - Second Chance at Love

[bunniefuu]

[gentle music]

[upbeat music]

We're here in Milledgeville.

Hi, everybody.

What if your

parents gathered up

all of your friends

and your neighbors

to set you up on three blind

dates in your hometown?

Will is about to find out.

[theme music] Baby,

let's do it again

I'm Ashley Williams, and

this is Small Town Setup.

Will's parents,

Philip and Shaina,

were married for a while,

and then they divorced.

They both got remarried, and

now, all four are best friends.

Hi, five.

Will's parents

believe that he's

ready for a second chance at

love after a previous marriage.

Will is 37, a corporate

recruiter by day

and a musician by night.

So fancy.

We haven't had a

and musician before.ght.

He moved away to

Tampa, Florida,

but he's from Milledgeville.

So what if his love has

been here this whole time?

We're about to dive into

a romantic adventure

filled with love, heart, and a

hefty dose of small-town magic.

[cheering]

filled with love, heart, and a

hefty(SINGING) Start againagic.

While most have two parents

conducting their love life,

Will's got a whole quartet.

Get it?

Because he's a musician.

[cymbal clang]

Did you guys get that?

[lighthearted music]

Will reminds me of

me-- very independent.

I know that if he met the right

person, that he would be ready.

[doorbell]

Hell!

KEN: Hey.

Hi, everybody.

Hello I brought

you some flowers.

WANDA: Oh, you are so kind.

KEN: Oh how sweet.

Thank you.

Are you Wanda?

- I am Wanda.

- Hi.

It's so nice to meet you.

- And I'm Shaina.

Hi, Shaina.

Hi.

Are you Phillip?

- I'm Phillip.

- I'm Ashley.

PHILLIP: Good to see you.

It's so nice to meet you.

You too.

I'm Phillip, Will's dad.

Thank you so

much for letting us

come in and invade your home.

PHILLIP: Absolutely.

cAnd I'm Shaina, Will's mom

Come on in to your own house.

Phillip and I

cAnd Ihave been divorcedmom

for a little over 20 years,

and we have both remarried.

We're all looking for

love for our son, Will.

ASHLEY WILLIAMS: First of all,

whose house are we in right

now?

WANDA: Ours.

We're in ours.

ASHLEY WILLIAMS: OK, so this

is Wanda and Phillip's house.

Right.

And you two live

just down the street?

We do.

SHAINA AND KEN: We live a

little over a mile away.

So you all are very close?

We are.

I would say so.

I think we're just blessed.

Aren't we, dear?

No doubt.

ISHAINA: Well, I think the.

relationship is so strong,

it transcends the family.

I've laughed and told

Wanda a million times

that if I hadn't met

her through Phillip

and she moved next door to

me, we'd be best friends.

And the more people

who love your kids,

the better your kids are.

Exactly.

Absolutely.

SHAINA: Well, Will is the

youngest of our four children.

PHILLIP: He was just

absolutely a neat character

to watch grow up.

SHAINA: Will did

a lot of dating

until he met his future wife.

WANDA: Unfortunately,

it did not end well.

What was it like when-- when

the marriage didn't work out?

It's heartbreaking.

WhatI mean, you hate to when

thesee your child unhappy.ut?

PHILLIP: I think it

took him a long time

to ever feel in his

heart that he wanted

to go through that again.

SHAINA: And that kind of

brought us to where we are now.

I think Will really doesn't

want to make a mistake.

He doesn't want to

get divorced again.

Do you think he's

ready to jump back in?

I think Will definitely

wants a companion.

He wants to find the kind

of thing that we found.

And why do you think she's

here as opposed to in Tampa?

In Tampa, it's

going to take you

longer to find out who

they really are than it

is in a small community.

If the four of you could,

you know, throw out some ideas

about what Will might be

looking for in a relationship

or in a partner.

I think someone that

will just let Will be Will,

maybe not try to

change him, you know?

I love that.

I think Will would love to

have someone who enjoys music

with him and enjoys going

to concerts and lives

a fairly healthy lifestyle.

And they're going to

have to have financial--

PHILLIP: Stability.

That's fair.

He's independent,

and he wants

to have a person that has those

same core values that he has.

You know, once

that lust is gone,

you better have something

there besides that.

So--

All right.

So we're looking

for three dates.

We're going to

see if your town,

if your community can

come up with some ideas.

We have invited people who

have been a part of Will's life

just about since birth

comto tell about Willas.

and hopefully have

acquaintances that they

can introduce him to.

Should we head over?

SHAINA: OK.

PHILLIP: Let's go.

WANDA: Absolutely.

Oh, my.

(SINGING) Stop

till we hit the end

We fall down, we begin again

KEN: Oh yeah.

Here we go.

I got the cool thing.

Here we are.

ASHLEY WILLIAMS: OK.

Thank you.

KEN: Keep it in the zone.

ASHLEY WILLIAMS: Come

on in, everybody.

Take a seat.

Make yourselves comfortable.

Are you part of the family?

Yes.

ASHLEY WILLIAMS: Are

these the siblings?

SHAINA: Yes.

ASHLEY WILLIAMS: Oh, my gosh.

- Sit up front.

- Oh, hi.

Nice to meet you.

How's it going?

Thanks for being here.

This kind of experience is

what makes you realize what

a great town Milledgeville is.

PHILLIP: So many folks have

known our children since birth.

And they've watched them grow

up and go off and come back.

It just makes you realize

how wonderful a tight-knit

community can really be.

Hello, Milledgeville.

[applause]

We are so excited

that you're here.

Will has moved away

to Tampa, and we're

wondering if it's

possible for Will

to find love in Milledgeville.

Maybe love has been waiting

here for him all along.

When he moved to

Tampa, it really pulled

Maybe love has been waiting

a sad string on my heart.

It really did.

And with him being gone

that far and that far away,

I miss him.

I really do.

Shaina, can you

talk about why

you think that you

all might have luck

finding him love this week?

Because of this.

When I look at the people in

this room that we've asked

to be here, dear friends and

people who watched him grow up,

I would love for Will to find

a partner with the same values

that he was raised with.

And those are small

town, Southern values.

Is Mrs. Smart here?

[laughter]

ASHLEY WILLIAMS: OK,

Iso this is-- this?

is Will's first grade teacher?

SHAINA: Yeah.

ASHLEY WILLIAMS: Can you

just tell me, what was

Will like when he was a kid?

We had a special connection.

Shaina, his mom, was

my student teacher.

Then I taught Emily.

Then I had Klein.

Oh my gosh.

MRS. SMART: And then

finally, I had Will.

He was smart.

He was determined.

And he was as cute

as he could be.

All right.

Thank you so much for all you

did for all those students.

All right, so, Shaina,

come on over here.

Talk to us about what

you're looking for in

a potential partner for Will.

TI think they've gott

to be physically active.

They've got to be

financially secure.

They've got to love his dog

and watching Will perform,

and just, they've

got to love music.

OK.

Why is now the right time

for him to find love?

Because I'm getting older.

[laughter]

All right, let's get

you back up there.

I think it's time for the

big question at hand here.

Who could be a good

match for Will?

Come on up.

Wait, aren't you a-- a cousin?

I'm a cousin.

So I have a friend

named Mattie.

And she's 28, and she is a

second grade school teacher.

Mrs. Smart is so

excited right now.

[laughter]

OK.

Go on.

She loves dogs

because she has two.

And she really loves to

travel the tropical islands.

And she loves it when

Will's mother comes too.

All right.

Do we have any other ideas?

Oh, this is another cousin.

JOSH: Yeah.

ASHLEY WILLIAMS:

Get on up here.

I would like to

nominate my friend Kay.

Kay is 29, super

big into fitness.

And she is super, super big

into live music as well.

She is very kind, very sweet.

She will let Will be Will.

ASHLEY WILLIAMS:

Thank you, Josh.

That's my nephew.

OK.

Oh, right over here.

OK.

Come on up.

PEGGY I am nominating

my friend, Bethany.

Bethany?

Yes.

She's a wholesome girl.

She's Southern.

She loves to travel.

She loves to cook, might I add.

She's graduating from

Sgraphic designing

ASHLEY WILLIAMS: How does

she feel about live music?

She loves live music.

ASHLEY WILLIAMS:

Thank you so much.

All right, have a seat.

Oh, come on up.

Hi.

Say your name.

My name is Claudia, and I'm

nominating my friend Anna.

And I don't want to get

everybody too excited,

but I think she's got it all.

She owns her own home,

and she works in finance,

but she's also got an art

degree and is an artist.

I can tell you

for sure that she

loves live music and travel.

This is the one.

Wow.

And how about the dog?

Loves dogs.

PHILLIP: OK.

ASHLEY WILLIAMS:

Very well done.

All right.

Anybody else?

OK.

Who are you nominating?

I'm nominating Amber.

When I met her, she

was a paramedic.

And so she put herself

through nursing school,

and now she's a nurse manager.

She runs marathons with

the police department

and the fire department.

- Whoa.

So she's got good friends.

And she owns her own home.

How old is she?

Not married.

I wouldn't have nominated her.

That's right.

[applause]

ASHLEY WILLIAMS: Well done.

Thank you all so

much, Milledgeville.

So the next time I see you,

we're all going to watch

Will's dates live together.

So get ready.

It's going to be so much fun.

So geYay.ady.

[applause]

[upbeat music]

SHAINA: Will always

likes to be in control.

He doesn't like surprises.

WILL: Charley, come here.

[whistles]

So the surprise

WILL:element, I thinkere.

is going to be

really hilarious.

Yeah, maybe he'll think

it's an intervention.

WANDA: It is, sort of.

- It kind of is.

That's what's really funny.

You know, it kind of is.

Knock, knock.

Hey.

We're out here.

KEN: We're back here.

- Oh.

SHAINA: Hey, Charley Brown.

Hey, Charley Brown.

WILL: Good morning.

SHAINA: Hello.

I know.

Good morning to

all four of you.

That's right.

[mumbles]

Good to see you.

- How are you.

- Oh, great.

How are you?

- I'm good.

How are you?

Oh, it's so good to see you.

Good to see you, man.

Good morning.

Morning.

The four of you all together.

I was going to go to your

house after this, but--

Hey, made it easy for you.

What you got planned for

the weekend now you're here?

I'm going to

try to see Javier

and whoever else is in town.

Change of plans.

Oh.

SHAINA: Well, we have a

little bit of a surprise.

We had a little get

together last night

with some of your

friends from growing up,

some of the townspeople.

Your siblings came into

town and some of your--

WILL: Oh.

Yeah, some of your cousins.

I didn't get the invite?

No, you-- we actually

didn't want-- we didn't want--

No.

It was about you.

We didn't want to include you.

OK.

SHAINA: We don't want you to

be g*n shy from the divorce.

And we don't want

you to be lonely.

So we thought that we wouldo

bsee if anybody had familye.

or friends or knew of

anybody that might be

a potential to go on a date.

Pause, rewind.

[awkward music]

WILL: I'm speechless.

I figured that you would be.

We're going to actually

meet the five women.

And then we would

like for you to have

a little date with three.

Yes.

OK.

I'm very surprised that

they have gotten together

and had some very

in-depth conversations.

It is something I would

have never predicted,

especially in my

hometown, since I haven't

lived here in a long time.

You've never been involved in

my dating life in the past,

so what gives?

Well, we've never had

a child single at 37.

I'm getting older, honey.

Unfortunately, your

parents did get a divorce.

But each of them were able

to find someone magnificent.

You deserve the

love that we found.

I really believe you

could find your person

right here in your back door.

It's been 20 years, at

least, since I went on a date

in Milledgeville, so--

Well, a lot's changed now.

I'm in.

Count Charley in as well.

We'll see where the

Milledgeville fund takes us.

[laughter]

[upbeat music]

SHAINA: All right.

We're here.

Looking forward to this.

PHILLIP: This is going

to be the fun part.

WANDA: This is what

we've been waiting for.

SHAINA: So we're going

to meet Kay and Mattie,

and then we'll come back and--

SHAINA: So we're going

tand check in with you.

Y'all enjoy.

SHAINA: All right.

PHILLIP: Well, I

believe here they come.

She's a very pretty young lady.

WANDA: Ain't she adorable?

PHILLIP: Well, hello.

Hello.

- Hey.

Please, have a seat.

DAN: Well, this

is-- this is Amber.

This is my nomination.

PHILLIP: He has spoken like

he knows you quite well.

He does.

PHILLIP: Thank you, sir.

DAN: I'm going to leave

you with Amber, my dear.

Tell me how you

describe your personality?

I'm shy until I get to know

you, and then I'm very open.

Well, tell us,

how old are you?

I'm 36.

So let me ask you,

if Will were to say,

oh, there's a concert

in Denver, Colorado.

Can we head out that way?

I'm all for that.

He is so spontaneous

with his music.

He plays drums in a couple

of bands down in Tampa.

In fact, he's waiting

to close on a new condo.

Oh, Tampa is where

I'll be next week.

Will has been

married and divorced.

Tell me about your past.

I'm also divorced.

It's been, like, five

years since the divorce.

PHILLIP: OK.

- But you know what?

I want to get a photo

before you walk out of here.

AMBER: OK.

I want to get a photo

before1, 2, 3, got it. here.

KEN: This is it up here, right?

SHAINA: It is.

Hey.

Hey.

- So this is Mattie.

- Hi.

Hi, Mattie.

So I'm going to leave

it with y'all, and I

will talk to y'all later.

- All right.

Well, it's so

nice to meet you.

It was nice to meet you.

Tell us a little

bit about you.

KEN: Yeah.

MATTIE: I love to travel.

I recently went to

Iceland for a week.

- Wow.

- Wow.

MATTIE: And now I

want to travel more.

KEN: Do you like live music?

I love live music.

Will's a drummer

and a couple of bands.

It was amazing.

Wow, that is incredible.

What's the last

concert you've been to?

I went to the

WowTaylor Swift tour.le.

I'm a big Swiftie.

Mattie, how old--

how old are you?

MATTIE: I'm 28.

- You teach, Mattie?

I am a teacher, a

second grade teacher.

Will has a dog

that is absolutely

the apple of his eye.

Do you have any pets?

I have two dogs.

Oh, OK.

MATTIE: But they're both small.

Will's is a

long-haired chihuahua.

Oh.

So all three of your dogs

might add up to one big dog.

SHAINA: Yes, yeah.

That's right.

Glamour photo coming up.

PHILLIP: Hi.

WANDA: Hi.

PHILLIP: Are you Bethany?

BETHANY: Yes I am.

Here, I brought

you guys something.

Oh my goodness.

BETHANY: Brownies.

You made them?

Oh, you just won my heart.

Well, my first

question is your age.

I'm 33.

And what do you do?

For right now, I'm looking

for a more-- a better part-time

job while I'm in school.

What's your major?

Graphic design.

WANDA: Oh, OK.

Do you consider yourself

to be financially stable?

BETHANY: Not yet.

I feel like I'll get there

once I get a job in my field.

PHILLIP: OK.

WANDA: Right.

PHILLIP: Very good.

So what do you do for fun?

I like playing video games.

Right now, I'm into

Red Dead Redemption 2.

Now you're talking

above my head.

So I want to take your photo.

BETHANY: Yeah, sure.

WANDA: Gotcha.

KEN: All right.

I think that's her now.

Hi.

KAY: Hi.

I'm Kay.

SHAINA: Kay.

- Well, it's nice to meet you.

It's nice to

meet you as well.

Great to see you.

So, what do you do?

I'm a nurse.

KEN: Oh, OK.

All right.

BETHANY: I love it.

I love what I do.

In addition to

that, I did study

abroad for about six months.

I lived in London.

Oh, OK.

And I actually

studied theater.

What was the last

concert you went to?

I think it was Beyoncé.

- Do you have children?

- I do.

I have two boys.

And your kids are how old?

They are 5 and 10 months.

SHAINA: 10 months.

OK.

Yes.

Do you want more

kids do you think?

I'm open to it.

I'm not like a hard

yes or a hard no.

How do you feel about travel?

I'm not like a hard

I love to travel.

OK.

Great smile.

All right, we got you.

ANNA: I'm Anna.

PHILLIP: I apologize

for not standing up,

but it's great to meet you.

Thank you.

- Nice to meet you too.

- OK.

Please have a seat.

PHILLIP: Have a seat.

What about yourself would

you like to share with us?

I do quite a bit of

different activities.

I started as a yoga

teacher, and then recently,

I just started playing rugby.

Wow.

I am 34 though, so I

can't rebound as much

as I used to back in my 20s.

- It only gets worse.

- Yeah.

[laughs]

Don't tell her that.

So I'm also an artist.

You're not one of

those starving artists.

No.

I do have a day job.

I work for a non-profit

as an underwriter.

So I bought my dream house.

Wow.

Have you ever been married?

BETHANY: No.

OK.

Well, Will has.

And he's been divorced

about three years now.

OK.

PHILLIP: How do you

feel about dating

someone that has been married?

BETHANY: That's OK.

WANDA: Let me take

your photograph.

OK.

- Cool.

Thank you so much.

All right.

PHILLIP: That was fun.

KEN: You guys should go first.

- OK.

OK.

The first young lady we had the

chance to talk to was Amber.

Amber, she's been

divorced five years.

WANDA: Five years.

She enjoys music.

She loves going to festivals.

She loves to travel.

So I think she's got

a lot going for her.

So we-- we're making

a stand for her.

I will tell you.

KEN: Well, this is--

SHAINA: Mattie.

KEN:--Mattie.

SHAINA: I thoroughly

enjoyed our conversation.

I thought she was very down

to earth, very level headed.

She teaches school, loves live

music, and she loves to travel.

Mattie is worth

dying on the hill for.

I think she would make

a good match for Will.

We're going to

talk about Bethany.

Cute as a button--

she goes to school full time.

She's doing graphic design.

I don't know that she brings

the financial independence

that Will might want.

Didn't quite hit that b*llet.

All right.

Kay is a remarkable

young woman.

WANDA: Oh, darling smile.

SHAINA: Yeah.

KEN: She is a

nurse, so she's got

a very practical side to her.

Loves live music.

She has lived an extremely

rich life in her 20s.

There's a lot that she's got

to put first before travel

and, you know,

some of the things

that are important to Will.

- Well.

OK.

Our last and final--

WANDA: Anna.

PHILLIP: Anna was awesome.

WANDA: Loves music.

And her-- her warmth and

depth that I picked up on was

she'd make an outstanding mom.

AWell, have we narrowedd

deptin on our candidates? was

I'm feeling Mattie's in there.

This sounds--

I'm feeling--

- easy.

- Amber is in there.

- Anna.

- And Anna.

And Anna.

WANDA: Yeah.

Yeah.

I think that's it.

Our town hall really

rose to the occasion.

Yeah.

PHILLIP: Exactly.

- Well, high five.

- Good job.

Good job.

[mumbles]

(SINGING) Just want to be loved

Just want to be loved

Hey, kiddo.

How you doing?

Hi.

Look what I found.

I'm not wearing that today.

Well, I-- you know, no,

but, you know, it says

so much about who you are.

It's all your hard work, so--

so, you know, I just think you

can share this if you want to.

I don't know.

I'm not going

to wear it today.

But thank you for

showing me that.

SHAINA: I'm so glad that

you're willing to-- to do this.

I really am.

I know it's not easy.

And certainly, you have the

history of your dad and I

and how life went on and

went on in such a great way.

I was married once before,

and despite all my best

efforts and my

partner's best efforts,

it-- it didn't work out.

I took it very hard.

I felt like a failure.

You know, it's been

four years for you.

I lost count a while ago.

But one of the biggest

lessons you taught me is I'm

stronger than I think I am.

Oh yeah.

That sticks with

me for forever.

Yeah.

I learned and grew

more about myself than I

ever would have imagined.

It made me a better and

stronger version of me

in the end.

And I now feel ready to

search for love again.

I think you're

ready for this, which

is why we did what we did.

And just enjoy

it and know we're

all right here in your corner.

And just enjoy

In your hands, I trust.

So here we go.

Thank you.

All right.

I love you.

I love you.

All right.

(SINGING) You

make me feel alive

Feel alive

ASHLEY WILLIAMS: Hi.

Welcome, everybody.

We're so happy you're here.

Come on in.

Make yourselves at home.

It's good to see you again.

Hi, Mrs. Smart.

Hello, Milledgeville!

[applause]

Hello, MiOK.dgeville!

Thank you all so much

for showing up for Will.

I am so excited.

I believe in love.

Do you believe in love?

We believe in love!

ASHLEY WILLIAMS: We had a

bunch of incredible nominations

for Will.

The parents here interviewed

bunall of those individuals.ons

They selected three people for

Will to go out on a date with--

Mattie, Amber, and Anna.

All of us right now, are

going to watch the dates live.

At the end of this, all

of you are going to vote

on who you chose for Will.

OK, first up, we're going

to watch Anna and Will.

[applause]

Hey, Will.

- Hey, how are you?

- Hi.

Nice to meet you.

WILL: You, as well.

- How are you?

- I'm great.

How are you today?

ANNA: I'm good.

- What's your name?

- Anna.

How a- Anna.today?

ANNA- Sorry.od.

WILL: Anna's cute as can be.

I'm a sucker for a good smile.

I know it.

I will admit to it.

And she has a great one.

So I thought that

it would be fun for us

to paint as a first date.

You might have to coach

me through this one.

I will help you

as much as I can.

And your parents sent

me a photo of your dog,

so I thought it'd be fun to

paint a photo of your dog.

ASHLEY WILLIAMS: No way.

Yes, Charley is

the love of my life.

Furry daughter, as

I love to refer to.

OK, I'm painting the love

of my life, which is my house.

It's an old, 1870 Victorian.

I live less than a

mile from my work,

so I bike to work every

day and bike home.

Oh my gosh.

I'm jealous.

It sounds amazing.

Your parents told

me you play the drums.

I'm a drummer.

ANNA: What's your

favorite band?

WILL: Queens of the Stone Age.

ANNA: OK.

WILL: What do you listen to?

ANNA: I love the

Rolling Stones.

That's like--

- Yes!

- one of my favorites.

I also really love

David Bowie as well.

It's actually in

my will that I have

to be scattered at

sea while "Heroes"

by David Bowie is playing.

Love it.

My lawyer really thought

that was hilarious.

WILL: I love it.

ANNA: Not to get super

serious, but your parents told

me that you were divorced.

Do you think you want

to get married again?

And I don't

think my experience

really changed my overall

outlook on love or marriage.

Life is beautiful.

Life is messy.

And sometimes, the beautiful

stuff you don't see

come at all.

And I'm-- yeah.

And sometimes the beautiful

stuff comes from the mess.

Hey, write that down.

She's got like a

sparkle inside of her.

Final swap, final reveal?

Oh my gosh.

I don't think I've

done anything.

I feel like I have a lot

more color to give to my dog.

I think that

looks just like her.

I've definitely

seen paintings

that look exactly like that

hanging up in museums, so--

yeah.

ASHLEY WILLIAMS: Great.

Wow.

So what do you think, Phillip?

I had no doubts that he

would crack himself wide open.

ASHLEY WILLIAMS: Really?

Because he's

that kind of guy.

ASHLEY WILLIAMS: OK,

here is Will and Mattie.

[upbeat music]

- Hi.

- Hey.

How are you today?

MATTIE: I'm good.

I'm Mattie.

WILL: Mattie.

I'm Will.

I'm a hugger.

How are you today?

MATTIE: I'm doing good.

How about yourself?

How are you today?

MATTIE:I'm good.g good.

Do you like flowers?

I do.

And I'm going to let

you launch into what

looks like a carefully

orchestrated display.

I'm going to call

it a experiment.

So we are putting a flower

arrangement together.

You're a total pro.

I'm in your hands.

MATTIE: OK.

My first impression

of Mattie, wow.

The jean jacket and the dress--

she's definitely cute.

I've been talking

to the store owner.

Her name is Cynthia.

OK.

Because I needed some

tips because my, myself,

I'm not the expert.

She is.

All right.

What do you have on your end?

Do you know the names of these.

This is-- this is

Whatcalled baby's breath.end?

Green.

[laughter]

And roses, and--

I was about to suggest

we identify by color.

Right.

Thankfully, I can--

I can do that part

with the flowers here.

Yeah.

I haven't been on a first

date in a very long time,

by the way.

I've been single for

about three years now,

so this is exciting.

When was your last

date you've had?

I dipped my toes into

the dating pool and--

MATTIE: OK.

- quickly pulled them out

after a small amount of time.

I do enjoy live music,

by the way, so that is--

Uh-oh.

- that's wonderful

that you're a drummer.

When was the last time

you went to a concert?

I don't really want to

say who it is because it's

basic girl stuff, but--

Hit me.

I-- I do enjoy Taylor Swift.

That's my, kind of my-- my

guilty pleasure, I guess.

Yeah.

So--

Nothing-- all right, number

one, nothing to be ashamed of.

Number two, if

Taylor Swift called

me and said she

needed a drummer

for her next world tour--

You're going, right?

I mean, I haven't

seen her live,

but I've heard that

it's an experience.

Yeah.

So I'm about finished.

Are you about finished as well?

I'm going to wave the

white flag on this one.

MATTIE: Do you want to go take

a seat and chat some more?

- Yeah.

- OK.

Let's do it.

Lead the way.

MATTIE: All right.

WILL: I know you mentioned

this is your first date

in a little while.

MATTIE: Yeah.

But if you had a

magic wand, what are you

ideally looking for?

A husband maybe down the

road, but eventually, a family.

Do you want children one day?

A huWILL: It's like, the

road, well, I'm not goingamily.

to think too much about it

until I maybe meet someone

where that would be a thing.

MATTIE: Yeah.

Can you check the time for me?

What time is it?

Oh.

Oh, gosh.

10 after 2:00.

MATTIE: Are you a little sad

that you might miss the Georgia

Tech game this afternoon?

WILL: No, I wouldn't say

I'm sad about missing it.

It's not going to wreck--

wreck my day or my weekend.

Gotcha.

Well, this has been fun.

MATTIE: Yes.

I can't remember

the last time--

I think it was-- this

was truly the first time

to have the flower outing.

Yeah.

Head out?

WILL: Absolutely.

Let's do that.

MATTIE: Yes.

ASHLEY WILLIAMS: That

was an abrupt ending.

Apparently, they were done.

And next up, this is

going to Will and Amber.

OK?

Here we go.

(SINGING) Having

the time of my life

Show me how to feel alive

WILL: Hey, how are you?

Hey, how are you?

I'm Amber.

- Amber.

- It's nice to meet you.

I'm Will.

Nice to meet you as well.

So Jimmy left these

drums up for us.

I figured this would

be a good icebreaker.

I know this is a

passion of yours.

Oh, my gosh.

I was not expecting to walk

into a coffee shop and--

AMBER: And there'd

be drums in the back?

I'm going to take you

up on the offer here.

Yeah, play something.

WILL: If you want to--

- Yeah.

WILL:--give this a try.

Oh, you want me to play?

Yeah.

WILL: Oh, OK.

There's a warmth and

glow to her smile.

And she's absolutely

cute as can be.

Even through the

nerves, and, you know,

I am sure was putting out

the same nerves as well.

We're going to slow

jam about Amber.

I'm going to give

you a little beat.

You can sing it.

- I'm not singing it.

You can--

She's like, no.

WILL:--you can scream it.

I'm a sing in the shower

or the car by myself

kind of person.

- OK.

Well, just pretend like

you're in the shower.

You're just going to tell me

three things about yourself.

Rapid fire.

You ready?

Oh my gosh.

[drums banging]

AMBER: I'm from Milledgeville.

From Milledgeville.

AMBEI have three nephews.ille.

You have three nephews.

And my dog is the most

important person in my life.

- What's the dog's name?

- Jace.

Well done.

You can do it back now.

There you go.

Also from Milledgeville,

born and raised.

I've got 10 nieces and nephews

as of a few months ago.

My dog, her name is Charley

J. Brown, the love of my life.

Yeah!

That was great.

This is extremely

thoughtful of you.

And I want to know more.

Where do you live now?

Are you in Milledgeville?

- I'm still in Milledgeville.

- Still in Milledgeville?

Yeah.

I bought a house

here when I was 25.

I've been here forever.

So I've heard that you

have met some family.

And I was going to ask, who

did you meet, bonus

parents, parents?

Yep.

She's like, oh, I know

all about your parents.

They did tell me

that you were divorced.

I'm divorced too.

OK.

It was incredibly

tough at the time

and heartbreaking and

just not a good thing

to go through at the moment.

But there's a lot of

good that came out of it.

You grew and you

to go moved on and youoment.

learned, and it probably shaped

what you're looking for now.

Absolutely.

You're the new and

improved Amber that

came out on the other side.

It's great when

somebody can understand--

until you've been through

divorce, you don't get it.

Your mom mentioned,

you know, you're

closing on your condo in

Tampa, which I'm actually

traveling to Tampa next week.

- Really?

Uh-huh.

I travel to Tampa a

decent amount for work.

Oh my gosh.

That's amazing.

Well, my family told me little

to nothing about the dates

that they were

setting up for me.

But I'm--

They didn't do too bad, huh?

WILL: Yeah.

I will absolutely

give them credit.

I do love going

to live music.

I'm a music snob.

I like good acoustics,

all of that.

So--

You said you're a music--

Snob.

OK.

You're talking to a fellow--

- I like good quality.

Yes.

I'm sure you can

appreciate that.

I really enjoyed

chatting with you today.

Yeah, me too.

OK.

We learned a lot.

That was exciting.

Did you enjoy yourselves?

- Very good.

Very good.

ASHLEY WILLIAMS: OK.

You're giving me

a look, Shaina.

You're giving me a look.

Well, he was

just so vulnerable.

I mean--

Yeah.

And it's amazing

that he did that.

Like, he really opened up.

Yeah, I'm like, super proud

of him, but really amazed.

ASHLEY WILLIAMS: OK.

YeahDo you feel like heroud

of hfelt a connectionazed.

with one of the women?

I wouldn't answer

that question.

ASHLEY WILLIAMS: Oh, that's

too-- that's too personal, hey?

So next, all of you, you're

going to write down the person

that you're voting for.

And then we're going

to come back tomorrow

and then Will himself, the

man, the myth, the legend,

is going to come out and he is

going to reveal who he chose.

And it's going to be so fun.

Are you ready?

All right.

Come on up.

Let's do this thing.

[mid-tempo music]

DONNA: I am voting for Anna.

She sounded very involved

with her community.

She sounded like she

loves her career.

And I think he'll love that.

RACHEL: I'm voting for Mattie.

She came across as

And sincere, very sweet, hat.

and I think they could

potentially be a good match.

DANA: I'm voting for Anna.

I felt like she was the most

comfortable with herself.

NICOLE: I'm voting for Amber

because going through a divorce

can be traumatic, and I

think they can support

one another through that.

I'm voting for Anna.

I just think they're

both deep thinkers.

[upbeat music]

Ashley, right?

Hi.

I've been helping your

parents find dates for you.

You have had quite a week.

I have.

There's so much

to talk about.

Come over here.

I can't wait to chat.

I've been hanging out with

your parents, all four of them.

And they're incredible.

Yes, they're absolutely

amazing parents.

So were you surprised

when you found out

what was going on this week?

On a scale of 1 to 10,

I would say about an 11.

Immediately, I knew it was from

the bottom of their hearts.

That was the part

I never questioned.

Can you tell me,

like, a little bit

about what your dating

life has been like?

I wouldn't say that

my experiences have

been negative by any means.

This was brand new, with

parents being this hands on.

And it's been more rewarding

than I ever could have imagined

and will absolutely

impact whatever

direction my dating life goes.

That is so cool.

This experience, I learned

I shouldn't shy away.

I can be nervous.

I can be a little

afraid, and that's OK.

So we watched your

dates live together.

[laughing]

Wow.

Well, I want to say good job

putting yourself out there.

Where are you right now?

Is there one in particular?

WILL: I truly had an amazing

time in the experience.

And no matter what, met three

incredible women, which--

Amazing.

- I-- I don't know

what I'm going to do.

So we're going over

to the town right now,

and we're basically going

to reveal to you who

the town has chosen for you.

We're going to reveal

to you who your parents

have chosen for you.

And then you're going to let

us know who you have decided

to maybe have a second

date with or get

to know a little bit better.

Pressure is on.

All right.

Should we do it?

Let's do it.

ASHLEY WILLIAMS: Let's go.

(SINGING) Oh, we'll

start again, so unafraid

We're rising up

Hi, everybody.

Come on in.

(SINGING) Because today

we're going to start again

Hello, Milledgeville.

Welcome back!

[applause]

Are we ready to see if

Will found love this week?

ALL: Yes!

This has been a

really, really big week.

Let's bring in Will.

This has been a

really,[applause]g week.

Let's brOK. in Will.

Come on up here.

Hey.

ASHLEY WILLIAMS:

Come over here.

WILL: OK.

There's so much love

for you in this room.

Your first grade teacher

is here, Mrs. Smart.

These people love you so much.

I thought I got all the

tears out, so we're good.

You can cry.

This is a safe space.

Ashley, if you

don't mind, I really

want to take this moment, this

opportunity to say thank you

to each and every one of

you for leaning into this

and for the love that

you have poured into me.

[applause]

So would you like to

hear who this community

has chosen for you?

I'm going to

absolutely say yes.

Everybody felt like you had a

really strong connection with--

Anna.

[applause]

Life is beautiful.

Life is messy.

And sometimes the--

the beautiful stuff

you don't see coming at all.

And I'm--

And sometimes, the beautiful

stuff comes from the mess.

Write that down.

ASHLEY WILLIAMS: All right.

And now, Wanda and Ken,

who did you two vote for?

Anna.

KEN: I thought Anna

listened to Will,

so I liked that curiosity.

I just thought it

would be a good match.

ASHLEY WILLIAMS: Nice.

OK.

Phillip, who did you vote for?

I voted for Amber.

I'm actually traveling

to Tampa next week.

Really?

I travel to Tampa a

decent amount for work.

Love it.

The two of you fell

immediately into conversation

about core values.

I saw a lot of similarity in.

What about you, Shaina?

I chose Mattie.

WILL: If you had

a magic wand, what

are you ideally looking for?

A husband, maybe down the

road, with eventually a family.

Mattie felt ready

to open and explore.

Does it surprise you that

your parents don't agree?

PHILLIP: Come on.

You could have worded

that a different way.

[laughter]

YouASHLEY WILLIAMS:ed

Fair enough, Phillip.

Did anybody get

Charley's vote, by the way?

Oh, sh**t.

OK, so, Will, we're ready.

Who is it that you would

like to get to know better?

I would love the opportunity

to go on a second date--

With Amber.

(SINGING) Baby,

let's do it again

Come on.

Let's do it again

- How are you?

- Good.

And you?

ASHLEY WILLIAMS: Hi, Amber.

I'm Ashley.

Nice to meet you.

Isn't it kind of amazing

that this incredible dynamic

with all four of

your parents is all

about a second chance at love?

Do you think it's possible

that something similar to that

potentially could happen here?

Do you think it's possible

that someAbsolutely.ar to that

Like I've told myself

and my dog told me,

you know, sometimes

you just got to let

go and stop the overthinking--

True.

- and so forth.

ASHLEY WILLIAMS: Did

you feel chemistry?

Yeah.

It was just the

best experience.

We were able to

connect and really

engage in the conversation.

And so I do want

the opportunity

to get to know Will more.

I know you've

got some like, work

travel coming up this week.

So would you want

to potentially

maybe see her again, and

how would that happen?

In answer to

that question, yes.

And I would actually love

to take her on a date

again here in Milledgeville.

ASHLEY WILLIAMS: I

think we may have

just secured our second date.

[cheering]

Thank you, Milledgeville.

[applause]

I think, you know,

Thanka second chanceille.

love was always on

the table and could

very well be the case.

But the question is, did you

think a second chance of love

would be driving up the

interstate from Florida?

No.

But anything's possible.

Amen to that.

Glass of wine?

Sounds good.

(SINGING) Oh, we'll

start again, so unafraid

We're rising up

We'll be this way forevermore

And we ain't ever going back

Because today we're

going to start again