WEBVTT
Kind: captions
Language: en

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- I'm just excited for a new outfit.

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I really, really enjoy
people reinterpreting

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who I am, if that makes sense.

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(sign creaks)

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(upbeat music)

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- Fashion, for me, is something
I take a lot of pride in.

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- I dress more sharply,

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and so I would like to break out of that.

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- I roll out of bed like 30
minutes before I start work.

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- I can picture Nick in my mind,

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and I can picture clothes he's worn,

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but I don't know if I ever had an opinion

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about stuff he's wearing.

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- [Nick] I, you know,
I put myself together,

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and it looks halfway decent.

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- I want to find a fun, patterned,

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collared shirt, more like '80s and '90s.

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- I think her wardrobe
is just a little bit

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more daring and abrasive than mine is,

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and I really like that, though.

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- I mean, I have no idea what
that girl is gonna put me in.

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- This is how much I know about fashion.

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I'm like, I'll put Nick
in a shirt and pants.

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Oh, it's gonna be great.

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I straight up have never shopped
for a guy in my life, ever.

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So we'll see.

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I didn't know where to start,
there's so many options here

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that when you first are sent
out, it's very very scary.

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I had a couple of mini panic attacks.

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These are pretty cute.

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- Even though I don't dress the same way

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as, say, Jazzmyne does, I can tell

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that she has an eye for color and style.

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- I was going for a street
vibe meets a Zack Morris vibe.

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I really want squooshy pants.

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Or should I have him
looking like Missy Elliott?

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- I feel like I only notice clothes

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if they are super flashy or are

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obviously meant to be silly or bad.

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Tiger's our intern.

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Tiger, do you think this looks cool?

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Would you wear it? Be honest.

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- I'm not asking you any
more questions, Tiger.

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You're clearly out to sabotage me.

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- In order to be street-styled correctly,

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you need a dope jacket.

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Wow!

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- I think if I went with
this jacket and this blue,

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I think this actually looks really nice.

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- [Voiceover] Don't fuck it up.

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- I will, probably.

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- I just hope it looks halfway decent.

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- This is the thing, I don't
know how to shop for myself,

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I certainly don't know
how to shop for a man.

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- I'm excited I get to do this.

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I used to walk around stores
and put outfits together,

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and hope someone would pick them up.

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I kind of don't mind shirts like these,

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'cause they're so wrong.

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- I guess what makes me
feel insecure about it

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is that I feel like if I do a bad job,

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everyone will make fun of me.

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I just need to do something big.

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- [Jazzmyne] 'Cause this
kind of matches with these.

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- I think this is a perfect
shoe to go with this outfit

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because the outfit in itself
is a little bit darker colored,

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not super flashy.

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I think this adds just
the right amount of glam.

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And I think Nick is ready to
go out and solve a mystery,

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a murder mystery, in the outfit I got him.

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- I'm excited for it, I'd wear it.

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- We're gonna go back to the office

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and try all our stuff on.

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(electric guitar)

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(Nick and Jen laugh)

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- [Jen] You can't pose like that.

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- What the (bleep) is this?

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It's some damn clown shoes.

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(Jazzmyne laughs)

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- Is this what you wanted?

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- Not completely.

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Tie this around your waist.

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- Oh, now I get it.

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- Oh my gosh, look at him!

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- If I was a straight woman or a gay man,

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I'd be like, wassup?

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Look at all those patterns!

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- I'm like a fashionable background extra

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for Saved by the Bell.

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- There we go.

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- I never thought that I would be able

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to pull off thrift-store chic.

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- I'm really, really
happy with what I got.

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And I also feel like he's
always very put together,

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and I think this will help
him step out of his style,

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into a style that's a
little bit more carefree

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and just like, whatever.

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- I'm just hoping that the great outfit

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that she picked for me will inspire me

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to continue dressing like that

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and going off of that more.

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- That (bleep) was a damn mess.

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I mean, a trench coat, really?

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Who wears trench coats?

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Who wears polka dots with
other sorts of patterns?

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I just, I can't.

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- I guess it wasn't up to his style,

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and I wouldn't wanna force somebody

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to wear something they don't like.

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So I will be okay if Nick
doesn't wear the outfit again.

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(rock music)

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(sign creaks)