♪ We here for the party and the party don't stop ♪
- Oh, hello
and welcome back to 17 versus 27.
We have done it all here.
Concert looks, going out looks,
holiday look, date night looks.
Now, it's time for the ultimate party.
Oh, Kuwilileni.
Yes, girl, work.
How are you?
- I'm great, thanks for askin'.
I'm Kuwilileni and I'm 27-years-old.
- This teen, Michelle, she's dope as (bleep), great style.
I'm very excited
to see you two pick out clothes for each other
because you guys are totally (bleep) different.
- What do they always say, opposites attract?
If anything, that makes it more exciting.
- Exactly. - I love a challenge.
I was born a black woman.
- Let me go get your challenge.
- Hi. - Oh my god,
you're so ravishing.
- Hi, my name is Michelle and I'm 17.
Your outfit's so cute.
- Thank you, I love yours too.
I love that you're showin' off your midriff.
Very body positive.
- Power. - Yes.
When I first saw Michelle I was incredibly blown away
by how confident and vivacious she was.
So, tell me about your weekends.
What do you do?
- So, I'm pretty much in the gym or thrift shopping.
- I love thrift stores, so we have that in common.
I don't really do the gym.
I really like being outside, so I go hiking.
- My first impression of Kuwilileni
was she was really chill vibe,
like someone you could go up to and say hi.
- So, what do you think of a 27-year-old?
- My brother is 27.
He's sort of old school, but still very modern.
- You nailed it.
So, how would you describe your style?
- It's always switching.
So, sometimes I'll go super vintage to this (laughs).
- My style would best be described as unique.
I care about color, patterns,
and I really like unique signature pieces.
So, it's Friday night, you're going out,
what's this party like?
- Very chill, but still a lot of dancing.
- So, you want something that looks good on the dance floor,
but that you can still move in
and feel comfortable. - Yes, comfortable.
- Okay, rad.
- How about you?
- I got to a lot of holiday parties for work.
So, I think something that I could wear around my boss,
but still maybe get laid.
You know, something that pulls a little tail,
but still gets me that raise.
- Yes. (cat meows)
- Is there anything you hate?
Like if I were to pick you something
that you'd be like, I can't believe she did that?
- No, I'm very open-minded to everything.
How about you?
- I don't wear pants at all.
- I have never had anyone shop for me,
but I'm really interested to see
what she's gonna style me in.
- Are you ready to do this? - Yes.
- Let's go shopping, bitch. - Let's go.
- Okay, we're at H&M.
You guys have 30 minutes, I'll be checking in 15 minutes in.
Time starts now.
- My game plan was something chic and modern.
- I wanna find something that's like a signature piece
and then build the rest of the look around that.
- I like this color, it's bright,
with a simple skirt on the bottom.
- Don't look over here, hiss hiss.
At first I was looking at a lot of the elegant stuff,
but then I realized halfway through
that that's what I would wear.
So, I regrouped and went straight to the streetwear section.
Oh wow, this section looks a lot more her.
I wanna get her something that's super sexy,
but in a positive way.
I have a plan: start with the sex
and then leave with the sports.
So, I found this Nicki Minaj leather pleated skirt
and kind of built the rest of the look from there.
- When I found this jacket
I was thinking maybe a bandeau on the bottom or just a bra.
Then I remembered her boss is gonna be there, so no.
- [Jazzmyne] I'm a little surprised
at how chill Kuwilileni was during this.
She just went for it, knew what she wanted,
and had a clear vision.
- She said a lot earlier
about how she liked dressing by different decades.
So, I found this really oversized sweaters
everyone was wearing in the 90s,
but it'd been turned into a crop top.
This how moms shop for their kids.
They're like, I think this is what the teens are wearing.
This is happening.
So, I feel like the final touches to any outfit
are accessories and I saw these heart-shaped earrings
with eyes in the middle and some gold sparkle tights
that I think will just add a little bit of sex to the look.
- Michelle thought she was hot (bleep) with her outfit.
Oh, I really like this.
That's a great...
And then I came in and threw a little wrench in her plan.
Heh.
This is for you.
Yeah, good luck.
How's it goin'? - I think I found my look.
- It looks like you're dressing a Nicki Minaj barbie doll.
- Yes, you got it. - I love it.
Well, this is for you.
You have 15 minutes left, good luck.
- Before the party starts tonight
- Your outfit is not quite right.
- There's one more thing you need to add to your collection
- A piece of clothing from the man's section.
- Yes, bitch, this is a men's shirt.
I live for that, let's go.
- I thought, no.
This can't be happening.
It's probably going to throw my look off.
- The first thing I noticed when we hit the men's section
was it was like all of the color had been turned down.
- Oh, no.
- And then I see these tops, very much reminding me
of something that you'd see Arthur wearing.
Kind of had oversized sleeves that you could
easily wipe away tears with.
Because, you know, (cat meows)
I was crying a lot in high school.
I don't know about her.
- This will either be best party of her life
or she'll get food out of the party.
I don't know.
- Well, they have gloves.
So, I spotted some black gloves and I thought, why not?
It still goes.
- I'm just obsessed with this, so maybe I'll just put it on.
And then I actually changed my mind
and I went to my original coat idea
and found this really incredible
Biggie-inspired puffy jacket.
Yas, I'm really feelin' this.
This is gonna look great.
- So, I'm finished with my look.
(gasps)
I paired it off with some real basic black heels
'cause I want her to be a little taller.
- Alright, your time is up.
I'm a little surprised at what we got each other,
but I'm excited to see.
Let's go.
Alright, I am so excited to see both of these looks.
Kuwilileni, pass yours off first.
- Yay. - Here you go, darlin'.
I hope you like it. - I'm excited.
- I'm realizing now it looks
exactly like what you're wearing, but it's fine.
- It's fine, walk it off.
- I feel like even if she doesn't like it
she'll at least get to try some things
that she might not have picked out for herself.
So, I'm feeling pretty good about it.
- Alright, Kuwilileni, are you ready to see Michelle?
- I'm so excited.
- Okay, come on in.
(screaming)
- (gasps) My baby.
- Isn't she so cute? - Oh my god.
I love how you're wearing it off the shoulder too.
Stylin', profilin'.
- I was very surprised
someone who was 10 years older than me
would pick an outfit like this.
It's very like, you know that I'm a wildcard.
- I love the pleats, this is working so well on your butt.
- I never thought that I would wear this skirt,
to be honest, but it fits perfect, and then the jacket
giving me the Rihanna vibe, you know?
My favorite part would probably be the top
because it says okay and that's my favorite word.
- [Jazzmyne] You got the pops of yellow,
you got the little skirt,
but you're still a little athletic.
- The Vans are very playful,
the earrings are really elegant.
Yeah, so you've got it all. - It brings it all...
- I'm feeling very proud of myself.
I now wanna go out and give birth
to a fully-fledged 18-year-old teen,
skip the whole children part
and just get straight to dressin' ya.
- Mhm.
- Alright, you ready?
- It's funny, I'm not nervous at all
about her trying on my clothes, but me trying on her clothes
makes me wanna (bleep) my pants.
- How are you feelin'?
- Good, I like this.
Oh, about her outfit?
It's gon' be bomb.
- Okay, we got that confidence.
Okay. - Okay.
(laughing)
- Alright Kuwilileni, come in.
(screaming) - Yes.
Yes, yes.
- The minute I pulled out the pants I was like,
we talked about this, I told her I don't wear the pants.
And then I saw them on and I was like,
- Yes. - Good girl.
- Look at that ass.
- It's so good.
- I'm an incredibly modest dresser.
Didn't really realize until I was wearing a spaghetti strap.
I was like, the world might see my shoulders.
- The shirt and the scarf, bomb.
- I love it too.
I was like, what good attention to detail.
She looked at me and everything.
- And I chose the spider
'cause you like hiking outside in the nature.
- I love that, as opposed to inside on the treadmill.
- I would never think to put pink velvet
with this houndstooth, but I love it.
And then, girl, pants. - But that booty?
- Pants, (bleep) it up.
- I know, I love them and the shoes.
I never wear high heels, but then I'm like,
oh my god, I'm so tall.
This is how the other half lives.
- Welcome. - You can see the birds.
- Well, for the challenge y'all really threw me,
but we did gloves.
- Yeah, you could kill someone.
- Yeah, if the glove doesn't fit, am I right?
(laughing)
- If you walked in at party,
I would be like, okay, she's serious.
- I know, I feel like if I walked into parties like this
I wouldn't be single.
- Alright, you both look so good.
I think it's party time.
I'll see you maybe next week
and you've gotta be home at 10.
Bye, y'all.
- I think every generation of women
hopes to pave the way for the next generation of women,
and being around her gave me a lot of hope.
I think with this experience
I'm gonna re-vist some of the things that I don't do
because I might have some insecurities
that are just hangin' around from my younger days
that are bull(bleep).
- 27-year-olds are really cool
and they still got spice in them,
but I like being a teenager.
- Michelle said she would never wear a skirt
and then she put one on and looked (bleep) hot in it.
With Kuwilileni, this bitch put on pants
and was a whole new woman.
Which one of my friends should I challenge next?
No one because this season's over, this was the finale.
But if you want us to come back, maybe watch some more.
And (bleep) do it, just watch it.
Have fun!
(jazz music)