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Annexation of Puerto Rico 

A glorious football play popularized in the movie "Little Giants." Its is pretty much a center sneak. The QB hikes the ball, and pretends to run the play while the center, who actually has the ball, runs toward the end zone. This play won the game for the Little Giants in their final game against the Cowboys. Will go down in fottball history and lore.
Kid 1: "What are we gonna do, we can't beat the Cowboys!"
Kid 2: "We are gonna run the Annexation of Puerto Rico and win the game"
Words you can keep

The Annexation of Puerto Rico

When you're f**king a girl(or guy) from the back, and before you bust, you pull your weiner out, letting it rest at a perfect 180° between her(or his) a** cheeks. Remembering to moan while doing so, convincing the girl(or guy) that you have already finished. Holding out for the perfect moment, when the girl(or guy) turns back towards you to ask,"wait did you just-", you fire your cream cannon, which, still being guided by the glutes, maintains the perfect trajectory to ooze her(or him) in the face.
It does not have to land in the mouth, just between the forehead and chin as well as the eyes.
"Bro, remember the girl I took home from the bar the other night?"
"Yeah?"
"Well, we were getting busy and we weren't using protection, and then she tells me not to cum inside her."
"Ah, so you had to pull out?"
"Yeah, but instead of wasting it on her lower back, I went for The Annexation of Puerto Rico."
The Annexation of Puerto Rico by RJ55 February 22, 2025
More from Urban Dictionary

city chicken 

A food native to Pittsburgh/Western Pennsylvania in which cubes of pork and/or veal are put on a short, wooden skewer, breaded, then baked and/or fried.

I've heard that city chicken originated during the Great Depression, when folks didn't have enough money to buy full cuts of meat, so they assembled meat scraps on a wooden skewer, creating a make-shift drumstick. Hence the name.
Are yinz havin' city chicken for dinner?
city chicken by TRF August 31, 2006
Word of the Day on September 17, 2026

Is that cake?

Another way to say is this fake? Like the show real or cake
“Slayyyter just announced another album last night
“No way, is that cake?”
“Yeah whoops this isn’t real
Is that cake? by Sexyyred September 15, 2026
Word of the Day on September 16, 2026

just fokin missing her

native american reservation origin... to miss an ex so badly that everyone can see it.. can be used for either sex eg. just fokin missing her/him
friend : *noticably sad*
me : look at you all sad & shit
friend : shut up!
me : just fokin missing her huh?
Word of the Day on September 15, 2026

endwarfins

The rush of neurotransmitters and neuropeptides triggered specifically by watching the Seven Dwarfs march home singing "Heigh-Ho" — that particular high of pickaxes, whistling while you work, and communal domestic bliss in a cottage built for men half your height.
I only meant to watch the Heigh-Ho scene for the endwarfins, and then it was two hours later and I'd watched the whole movie.

Endwarfins aren't just a Snow White thing — I get the same hit off the Lollipop Guild in Oz.
endwarfins by Howard Ogden September 13, 2026
Word of the Day on September 14, 2026
A slang term used to describe a bald person, typically someone who is completely bald or has a closely shaved head. The term is derived from the infamous, hairless kids’ cartoon character of the same name.
Example 1:
“Did you see that caillou over there? His head is reflecting the sun like a disco ball.”
Example 2:
“I think Dave is finally accepting his hair loss. He just went full caillou and shaved the whole thing off.”
caillou by WMH01 September 12, 2026
Word of the Day on September 13, 2026

Brought-upsy 

scruples; to have manners;

May also be spelt Brought-upsie

WestIndian/Caribbean in orient - Barbados, WHUT.
Example 1: Child, you ain't got no brought-upsy?

Translation: My Child, have you not any manners?



Example 2: What, you ain't got no brought-upsy?

Translation: I can't believe you're doing that. Were you not taught any manners as a child?
Brought-upsy by B-Town Gilly April 20, 2005
Word of the Day on September 12, 2026
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