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pen test 

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A method of determining the sagginess of a boob: place a pen horizontally underneath the breast, let go of said knocker. Should pen fail to stay smashed up against the chest, then the bitch doesn't have saggy tits.
Your grandma has such saggy tits, she'd fail the pen test lying down.

OR

That slut may have failed the pen test, but she fuckin shoved a tennis racket up my ass, and it was great.
pen test by Ari Gold June 16, 2006
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pentesting 

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A penetration test, or pen test, is an attempt to evaluate the security of an IT infrastructure by safely trying to exploit vulnerabilities. These vulnerabilities may exist in operating systems, service and application flaws, improper configurations, or risky end-user behavior.
I'm pentesting Microsoft's website to see if they're vulnerable for XSS.
pentesting by SevnDev May 25, 2016

pentester 

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A penetration tester, or "pentester", is a security specialist tasked with penetrating an organisation's most attractive assets and confidentially revealing all to management. They carry a bag of exciting devices, and tend to enjoy testing the human element of security the most.
Despite the inexplicable innuendo of his industry accepted job title, Bobby the pentester spends his days being tested by uncooperative staff, poor procedures, and red tape. Nobody likes the bearer of bad news.
pentester by mountedandloaded November 28, 2019
Word of the Day on January 8, 2026

pentesting 

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synonym for having sex
The CosmicMedia dev was pentesting so hard last night.
pentesting by kenhydrogen August 25, 2022

Pentest 

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Nerd sexual lingo.

To see whether your "USB stick" will successfully inject a "virus"
I pentested that sexy gamer girl last night.
Pentest by СукаБлять October 12, 2017

pentester 

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A penetration tester or professional hacker. Also known as a pen tester but without the space.
Person 1 - We hired a pentester last week to do an web application test. Pentester? Professional hacker.
Person 2 - I hope they don't hack my phone
pentester by 3m4n73l August 22, 2021

Pentestimate

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A penetration testing estimate provided by Secure Ideas, a boutique security firm specializing in excellence in the field of offensive security testing.
Did you get a pentestimate yet for that assessment we need by next month?
Pentestimate by infosecguy April 13, 2022
More from Urban Dictionary

Overstand 

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To understand a topic or statement to the highest extent.
Leroy, after being told the tenth time by his sister, did overstand her idea of robbing the 7-11.
Overstand by Elf Eater March 23, 2003
Word of the Day on August 20, 2026

minimap 

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A map that mostly tells you where everything is
Friend 1: Follow me there is a player nearby
Friend 2: How do you know?
Friend 1: Minimap
minimap by LeWord January 13, 2015
Word of the Day on August 19, 2026

Pink Cloud

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12 step recovery jargon referring to someone new who talks about how great life is, now that they're sober. Usually meaning that the person is out of touch with reality.
The new guy seems pretty happy for a dude who has no job, no money and no family. He must be on a pink cloud.
Pink Cloud by toniwithaneye November 24, 2006
Word of the Day on August 18, 2026

Dotard 

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An aging individual who has long lost the ability to make rational sense.
That dotard is going to get us all blown up, if he doesn't calm down .
Dotard by anonymous September 22, 2017
Word of the Day on August 17, 2026

Chancla

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The deadliest weapon known to a Latin kid; a flying slipper/ flip-flop.
My mom hit me with a chancla.
Chancla by TardisBae October 31, 2014
Word of the Day on August 16, 2026

Striver 

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The striver is an interesting phenomenon that is seen across college campuses. In essence, the striver is an over-achiever who comes from a working or middle class family. He may be an immigrant. He may have been a slacker in HS who was "born again" into an academic wunderkind. Or he may just be an over-achiever who is keeping at it.

The striver is willing to sacrifice his social life at the expense of Phi Beta Kappa and Summa Cum Laude. The striver is the guy who stays at the library long after you are gone. The striver is the guy who takes 30 credits/semester and considers anything below an A/4.0 failure. The striver doesn't work on campus, he is too busy finding ways to pad his resume instead of working retail or workstudy. The striver lets his grades pay his education by applying to ten scholarships a year.

The striver is a future Soros/Fullbright/Rhodes/Gates/Marshall/etc. fellow. The striver lives to study. For the striver, their fun comes from the rewards they expect to receive in return for their diligence. Be it Law School, B-School, academia, or politics. The striver seeks to find the American Dream through academic success.
Anthony was a striver. He transfered from a TTT to an IVY and graduated in 2 years. He studied his ass off and went to Penn Law. He got a Biglaw offer. But lost it all because of an unmoderated mesasgeboard.

Successful strivers:
- Barack Obama
- Harold Koh
Striver by URM Striver January 3, 2009
Word of the Day on August 15, 2026
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