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Iain De Caestecker 

An amazingly pure Scottish actor who deserves everything and knows how to make the world cry.
“Did you watch last nights episode of Agents of SHIELD?”
“Yeah, Iain De Caestecker’s acting brought me to tears.”

Iain Duncan Smith 

One time leader of the British Conservative Party - in which capacity he proved completely useless. Now he's back in the cabinet taking a big knife to the welfare system. Iain Duncan Smith is bald, rich and a cunt. He lives in his London home rent free. He has never been poor but he's determined to starve out the UK underclass (who were once a working class until Thatcher made them all unemployed in the 1980s). This bald-headed, self-righteous, upper-class, out of touch, money hoarding, benefit cutting, wankstain is also a very boring man by all accounts.
Benfit Claimant 1: You going Christmas shopping this afternoon?
Benefit Claimant 2: You're fucking joking right? All I've got to look forward to is Iain Duncan Smith cutting my unemployment peanuts off. Cunt!

Iain and the Hooligans 

A term for a group of sweaty guys who frequently visit each other and hangout, They may or may not be gay.
Guy 1 "you see them? I'm sure there a bunch of Iain and the Hooligans."

Guy 2 "the fuck does that mean"

Iain Stirling 

Iain Stirling is a Scottish comedian and T.v presenter in England, Mostly known for presenting weekday evenings on the childrens television channel CBBC. Has a sidekick puppet dog named ''Hacker'' Often mistaken for fellow english comedian Russell Howard
example 1.
Iain: Next up on CBBC we have Tracy Beaker
Hacker: *dog noise*

example 2.
Russel Howard Fan girl: OMGGFGF RUSSELLL I LOVE YOU.
Iain: Yeah, I'm Iain Stirling, i'm much better looking and scottish.
Russel Howard Fan girl: Oh, i see. *walks away*

Iain White 

That really weird ass kid in your class. You know the one that always gets bloody noses, sits weird in his desk, probably has a brother that is better than him in every way.
Poor Iain White he lives in his brother's shadow
Iain White by Boogiebadazz February 1, 2018
A combination of the word "I" and "Ain't". Used by the popular commentator, SeaNanners.
Iaint' scared of you!

Man Iain't gonna do that man! No way no how!
Iain't by ROFLKNIEFGOESSLIEC September 2, 2010