16 Letters
4^2
Dieciséis
16 Candles
XVI
100

Tree hugger

What is an Environmentalist?

100

4+4x4-4

What is 16?

100

Computer

What is 'computadora'?

100

"You had me at hello"

What is Jerry Maguire?

100

100

What is C?

200

Jeff Bezos before he was a billionaire.

What is a Multimillionaire?

200

44

What is 256?

200

Library

What is 'biblioteca'?

200

Izzie is always a bridesmaid and never a bride.

What is 27 Dresses?

200

I+X+C+M

What is 1,111?

300

Not of this world

What is an Extraterrestrial?

300

x+y=4 xy=4 x-y= __

What is zero?

Yeah, Zero!

300

I'm sorry

What is 'lo siento'?

300

"I'll have what she's having."

What is an When Harry Met Sally?

300

Next year

What is MMXXI?

400

Unity through diversity

What is Multiculturalism?

400

4!

What is 24?

400

How many years do you have?

What is 'cuantos años tienes'?

400

Good morning. We have seen each other like 4 dozen times.

What is 50 First Dates?

400

L+D

What is 550?

500

Defies logic

What is Counterintuitive?

500

Square root of -4

What is 2i?

500

Orange pants

What is 'pantalones naranjas'?

500

"Are you some kind of Alaskan Kennedy?"

What is The Proposal?

500

99

What is XCIX?