Simon is a common slang term in Kent England for someone who is annoying and cocky. Someone who is not well liked and needs a slap. Other words for Simon are Cunt, bell end and fucktard
That guy is such a massive Simon. I can't stand him
by smallwillybilly December 22, 2015

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A closed off guy that is super sensitive and sweet but doesn't want a single soul to know. Ever.
I totally thought he was such a rude kid, but he ended up just being a simon and had me totally swooning over him!
by Newbyknows October 13, 2015

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A word to describe a hugely inappropriate guy, habitual line-crosser and general problem maker. But sees himself as sweet, witty and desired by women.
Antoinne: Catharine shut up. Shut up or I'll punch you in the mouth with my foot.

Catharine: Why are you so mean to me?

Antoinne: you like it -- now go get me a coffee. All girls want me, unless they are married or a lesbian, and even then they still want me.

Catharine: yes master. You are such a simon!
by T-dash-Roy October 17, 2013

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A dumbass mother fucker who doesn't know shit. Usually gives advice though he has no experience at all.
Simon is such a stupid fuck
by Karloz123 April 02, 2016

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A guy who's dick is so big they call him the "human tripod".
Hey joe did u see the "human tripod" (simon)today.
by Big dehk Ben November 09, 2015

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It's Mexican slang for "Yes"
B-Real: "Whats up homie, Don't you know me?"

Sen Dog: "Simon!"

B-Real: "Ain't you the brother of the mas chingon?"

Sen Dog: "Straight Up!"

-Cypress Hill, from one of their best songs off the first album "Latin Lingo"
by Bonquiqui572 May 27, 2014

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To Hack another persons social media account to speak highly of oneself or insinuate you are 'hung'
Person 1: Hey what are you doing on the computer?
Person 2: Er.. Um nothing
Person 1: You better not be pulling a Simon!
Person 2: *hangs head in shame* I'm sorry. I did pull a Simon.
by nail—biting—shite November 29, 2014

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