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When you sneak up on a sleeping person while they are sleeping on their stomach and have anal sex with them, without waking them up.
Comes from old times, when the butt flap was still popular.
Note! There must be no consent for this to work properly.
John: Dude, you and your woman have a good time last night?
Jack: Yeah, I pajama'd her and she didn't even make a noise!
Pajama by Lev!athan April 20, 2009
(v) to openly cock block someone
bros dont pajama other bros
pajama by hiimcoolx2 February 12, 2010

Pajama day

A day, usually on a weekend or during a day off, when you have nothing to do and sit around lazily in your pajamas, not leaving the house. Often involves eating cereal for every meal and excessive television/video games.
Speaker 1: "Hey, want to go see a movie?"
Speaker 2: "No way man, I'm having a pajama day. Let's just sit around and watch Seinfeld reruns."
Pajama day by the Master Crayon February 19, 2010

pajama walkers 

People who wear pajamas outside of the house.
Holy shit! Have you been to Walmart lately? With all those pajama walkers it looks like a white trash The Walking Dead.
pajama walkers by ToeDirt December 22, 2015

Pajama Jammy Blam

“Pajama Jammy Blam” - the enviro safe practice of ejaculating into your sleeping attire from the night before. The idea being to eliminate the need for a towel, sock, or Kleenex. It’s an environmentally responsible way to help your household become more sustainable by reducing laundry loads.......
I’m doing my part to help cut down on unnecessary laundry by utilizing the Pajama Jammy Blam.

The wife rolled over with a headache first thing in the morning so I had to resort to a pajama jammy blam to get my day started.

pajama rich 

The state of being exceedingly wealthy to the point where one forgoes usual attire for pajamas.

The phrase is attributable to the Sports Guy, Bill Simmons, as he included it in an article on ESPN.com, though it is often incorrectly traced to Kanye West, who popularized the term.
Jack Nicholson came to the Lakers game in his pajamas and nobody cared, but only because he's pajama rich.
pajama rich by brattison January 8, 2011
Word of the Day on August 8, 2022
More from Urban Dictionary
When your wife’s boyfriend let you sleep past 8pm 😎😎
Wife’s boyfriend: You have 5 more minutes
Me: Poggers!
Poggers by Just_Charles April 14, 2020
Word of the Day on October 26, 2026

Oblication 

A vacation, feeling more like an obligation, that involves visiting or staying with family.
So Joe where are you taking the kids for spring break vacation? We are going on an oblication to Boca to visit my mother-in-law.
Oblication by kimmerr May 5, 2011
Word of the Day on October 25, 2026

Surf Dracula Syndrome 

A phenomenon in film/television series, most notably streaming series, where the main premise is drawn out to such a point that it takes an entire season or more to get the parts of the series the audience is actually interested in seeing.

For example, if a series is titled "Surf Dracula," a majority of viewers would tune in expecting to see Dracula surfing by the first or second episode. However, the entire first season would instead be tedious padding and backstory before finally ending with Dracula surfing in the last five minutes of the season finale.
I watched "Smallville" on Netflix the other day. Dude, it was ten seasons of filler before he finally flew! Major Surf Dracula Syndrome!
Word of the Day on October 24, 2026

Northstarring

Finding your way back to the truth by fixing on one verified fact and working out from there, the way you navigate by the North Star when everything around you is spinning.
Rumours were flying everywhere, so she went northstarring — one checked fact at a time.
Northstarring by Light Bearer October 22, 2026
Word of the Day on October 23, 2026
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