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wouldn't you know who won the pony

refers to the story told by Jim Cornette when a local wrestling promoter , faced with declining attendance , rigged a lottery to give a way a pony so his son won it , so we did not lose money on the deal . As a result anything is is obviously rigged is referred to as wouldn't you know who won the pony .
Billy got picked to be hall monitor again .
Well Wouldn't you know who won the pony

Wouldn't you know who won the pony

Implies that the previously stated is rigged; local wrestling promoter, as told by Jim Cornette, gave away a pony to increase ticket sales and, to avoid losing money, rigged the raffle to ensure his son would win the pony
Of course, that asshole was late again!
Oh, wouldn't you know who won the pony!

wouldn’t you like to know?

A way of coyly flirting with someone. Yu can impress them with your secret knowledge
Guy: “I’m pretty good with my hands
Girl: “Are you?”

Guy: “Well, wouldn’t you like to know? ;)”

wouldn't you like to know, weather boy? 

Very sketch sentence used bu juvenile delinquents to throw off reporters.
+Here's an actual customer out here, uh what's the best kind of firework to buy?

- Wouldn't you like to know, weather boy?

+Where are your parents? Kid's sketchy, back to you guys.

You'd like that, wouldn't you?

A response when someone uses the insult "Suck my dick, my balls etc."
person 1: I hate singing!
person 2: Cause you can't sing.
person 1: Suck my dick.
person 2: You'd like that, wouldn't you?

Oh you'd like that wouldn't you? 

If someone says fuck you say "Oh you'd like that wouldn't you". Then the person will regret it and you would've made them embarrassed and then you have won life.
Hey you wanna here a pussy joke?

Sure

Nvm you wouldn't get it

Fuck You

Oh you'd like that wouldn't you?

*embarrassed*
More from Urban Dictionary
The striver is an interesting phenomenon that is seen across college campuses. In essence, the striver is an over-achiever who comes from a working or middle class family. He may be an immigrant. He may have been a slacker in HS who was "born again" into an academic wunderkind. Or he may just be an over-achiever who is keeping at it.

The striver is willing to sacrifice his social life at the expense of Phi Beta Kappa and Summa Cum Laude. The striver is the guy who stays at the library long after you are gone. The striver is the guy who takes 30 credits/semester and considers anything below an A/4.0 failure. The striver doesn't work on campus, he is too busy finding ways to pad his resume instead of working retail or workstudy. The striver lets his grades pay his education by applying to ten scholarships a year.

The striver is a future Soros/Fullbright/Rhodes/Gates/Marshall/etc. fellow. The striver lives to study. For the striver, their fun comes from the rewards they expect to receive in return for their diligence. Be it Law School, B-School, academia, or politics. The striver seeks to find the American Dream through academic success.
Anthony was a striver. He transfered from a TTT to an IVY and graduated in 2 years. He studied his ass off and went to Penn Law. He got a Biglaw offer. But lost it all because of an unmoderated mesasgeboard.

Successful strivers:
- Barack Obama
- Harold Koh
Striver by URM Striver January 3, 2009
Word of the Day on August 15, 2026

SkyPesos 

Delta SkyMiles, also known as SkyPesos, is the frequent flyer program of Delta Airlines. It has a very poor value and hard to use.
- I'm trying to book an award flight to Paris, but I only have 70,000 SkyPesos
- Just forget about it, you don't have enough SkyPesos to fly anywhere.
SkyPesos by 404_name_not_found December 6, 2018
Word of the Day on August 14, 2026

Quiche Peanemis

Quirky niche peak cinema analysis
It describes the analysis of a media piece which is quirky and niche, yet peak.
Give me the quiche peanemis on the movie I missed.
Quiche Peanemis by Mushroom2241 June 17, 2026
Word of the Day on August 13, 2026

Hate Draft

1. Select a player (real or fantasy) during a sports draft to spite or anger one or more of your opponents because they had intended to select him/her.

2. Select a player (real or fantasy) during a sport draft to put one or more of your opponents at a strategic disadvantage.
1. Billy hate drafted Chad OchoCinco because he knew Sam had wanted him since he is from Cincinnati. Billy already had plenty of players to fill that position but wanted to make sure Sam didn't get him.

2. Billy hate drafted Peyton Manning because he was the only good quarterback left and he knew Sam had been planning on drafting him.
Hate Draft by pffler September 1, 2009
Word of the Day on August 12, 2026
"I can pull James Bond stunts in a jalopy."
jalopy by watson November 20, 2002
Word of the Day on August 11, 2026

Utility beer 

Utility beer is the beer you keep around for the day-to-day moments when beer is a necessity to assist in pedestrian activities (golf, plumbing, yardwork, babysitting, staff meetings, Zoom calls). For the beer snob it is the beer you save for neighbors when they drop in at 3 p.m. on a Tuesday. It is differentiated from the actual high-end beer you save for special events, holidays, and special tastings.
Person 1: Dave, did you bring along those hazy craft IPA's so we could drink while cleaning Lyle's pool?
Person 2: Nope. I just have a bunch of utility beer that Steve dumped on me. Good enough for this. It is only 10:30 a.m.
Utility beer by lakeshore February 1, 2022
Word of the Day on August 10, 2026
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