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pen test

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.
by Ari Gold June 16, 2006
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pentesting

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.
by SevnDev May 25, 2016
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pentester

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.
by mountedandloaded November 28, 2019
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pentesting

The CosmicMedia dev was pentesting so hard last night.
by kenhydrogen August 25, 2022
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Pentest

Nerd sexual lingo.

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

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
by 3m4n73l August 22, 2021
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Pentestimate

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?
by infosecguy April 13, 2022
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