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The Gates of Hell 

The Gates of Hell is male chastity devise.

It is 3-7 rings from 2" diameter, down to 1" diameter.
The steel rings are connected by a 1/2" leather strap
It limits an erect penis to a confined space, making it extremely difficult to ejaculate.
The Gates of Hell is male chastity devise.

Bob wore "the Gates of Hell" to pleasure his woman.
Words you can keep

The Gates of Hell 

the big JC and his blast beats that rain down into the gates of hell. its a very scary and loud place located near the junction in middletown,nj. its nothing but sweat, catpiss, blast beats, and random jizz stains all of the bed. many scene bitches hang out here.
" dude its about to jim chesek out.."

"yeah The Gates of Hell man"

The Gates of Hell 

During anal intercourse in the doggy style position - the male quickly pulls out of the female's anus, then moves towards the vagina. Before entering, the male pulls apart the labia, imitating gates to hell and thrusts inside, all whilst laughing maniacally like the Devil. In the confusion, pleasure, and potential pain, the female will likely turn round and hit the male, most commonly on the erect penis, thus with the pain imitating the fiery chasms of Hell.
Man 1: "Bro I did The Gates of Hell on her last night!"
Man 2: "WTF no way! Did your dick burn afterwards?"
Man 1: "Yeah, after the turned around and slapped the fuck out of it."

I would rather walk briskly through the gates of hell than

A phrase which is used to emphasise how much the speaker wishes not to do or take part in some activity, used as a response to a suggestion or request.

Comedic value is gained from the over emphasis of how much the person would not like to do said activity.

May have origins in a quote from the popular computer game "The Curse of Monkey Island" released on Windows 9x

Murray: You may call me ‘Murray’! I am a powerful demonic force! I am the harbinger of your doom! And the forces of darkness will applaud me as I stride through the Gates of Hell – carrying your head on a pike!
I would rather walk briskly through the gates of hell than attend a Justin Bieber concert.
More from Urban Dictionary

Back when I lived in upstate new york 

A meaningless, unimpressive, self-serving introduction. An indicator that the story about to be shared will be pointless and dumb.
Back when I lived in upstate new york, I also had to park on the street - on two occasions, we got enough snow, mixed with just the right plowing, that my car was lifted off the ground from so much snow being jammed underneath it.
Word of the Day on August 31, 2026
Acronym, meaning Too Long Didn't Understand
Similar to TLDR
Sister: This meeting was to discuss the rough draft of my essay, where we discussed the subsidiary questions I added in my rough draft. We also discussed the relationship between my main title and the real-life situations I chose to use in my essay. We discussed the structure of my essay as well, specifically the Math AOK section and how it relates to the contradiction of the title. This second meeting was particularly helpful in discussing the implications of my essay claims and how to apply the title across various areas of knowledge. There were many sections of the essay that could have been cut down in wordiness and the ways of knowing required further and more in-depth analysis.

Me: Woah! TLDU!
TLDU by L-Evans January 14, 2019
Word of the Day on August 30, 2026
the act of having anonymous sexual encounters with other men in public toilets.
Cottaging by greeef April 24, 2003
Word of the Day on August 29, 2026

Salad Days 

green inexperienced youthful judgement and cold blooded execution of those judgements.

Rashness with little concern of consequence.

Antony and Cleopatra. William Shakespeare

"My salad days,
When I was green in judgment, cold in blood."

- William Shakespeare, Antony and Cleopatra, 1.5
"How did you end up in jail?"

"Salad days, 'nuf said."
Salad Days by GilbyRFC0 October 7, 2011
Word of the Day on August 28, 2026
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