When the basic things to run your life all involve labyrinthine processes to get simple answers (forget about specialized, non-pre-recorded ones).
Example is having a utility bill emailed to you, then having trouble logging into their site to view it -- only to be sent to another series of screens to register, since it's your first time there ; or, to change passwords when you realize you don't recall the one you used two years ago when you first logged in (never having returned, since you chose to get paper bills for awhile after the Web service launched, but now the company has made it hard to do anything outside of online).
Oh, and generally, the experience of dealing with any service run by a large, government or corporate enterprise (cf. voicejail)
Example is having a utility bill emailed to you, then having trouble logging into their site to view it -- only to be sent to another series of screens to register, since it's your first time there ; or, to change passwords when you realize you don't recall the one you used two years ago when you first logged in (never having returned, since you chose to get paper bills for awhile after the Web service launched, but now the company has made it hard to do anything outside of online).
Oh, and generally, the experience of dealing with any service run by a large, government or corporate enterprise (cf. voicejail)
by BlackCrane May 1, 2019

When you’re going through airport security with disallowed substances in your carry-on bag and the security agent starts shredding through your stuff.
by stuartc1 December 5, 2021

When seeing a fit women or a minor you shout I’m going to jail meaning you are going to rape the female and go to jail
by Jailboy69 March 11, 2024

If someone is horny they got to go to jail.
A: *Look at horny picture
B: you’re going to horny jail
A: NOO-
A: *Look at horny picture
B: you’re going to horny jail
A: NOO-
by ATG does urban dictionary August 18, 2021

In American prison culture, Big Bubba can refer to a cliche of a man that is simple minded but of imposing stature and with incredible strength, there for a lengthy sentence for an especially heinous crime that is by coincidence, is a newcomer's cellmate, often in the context that if one submits to or refuses any
by psedonym1 July 11, 2021

When you stake your Ethereum in Ethereum 2.0 on coinbase and can’t sell for an undisclosed amount of time.
by Stevenbakermac August 13, 2021

on august 25 at exactly 1:56 pm the police officers of all prisons must let their prisoners out or their moms will disapear.
virgin police officer #1: did you hear its national jail break day
virgin police officer #2: yeah i did, time to let the prisoners out
chad prisoner: im going to find your mom
virgin police officer #2: yeah i did, time to let the prisoners out
chad prisoner: im going to find your mom
by anounymous source heheeh August 25, 2021
