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Cuban Poolboy 

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A very sexy and submissive serial rapist
“She called me the Cuban Poolboy” “Oh shit you swing that way?”
Cuban Poolboy by Sgt. Sticky May 28, 2022

Cuban Poolboy 

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A very aggressively submissive alpha male that can make any girl remove her clothes and any given time in any given place.
“If you see the Cuban Poolboy around anywhere, hide yo girl”
Cuban Poolboy by Sgt. Sticky May 28, 2022

Poorboy Roll 

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When a poorboy pads his wallet with $1 bills and $5 bills, then puts larger bills on either end of the cash wad to impress friends or girls or strippers, fool them and make them think he's got lots of big bills. This is called a Poorboy Roll.
One stripper to another: Did you see how thick his wallet was?

Other stripper: No, it's a poorboy roll, once the 20's are gone, you'll see he just has 1's and 5's.

pool boy

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A sexy man that cleans the pools of the rich and famous. They are notoriously known for doing the trophy wives of the rich and famous. But then again, they're usually very hot.
Wife: Well the Pool boy is doing great today.

(gay)Husband: Hah. I know he was doing great last night.
pool boy by Kat Goblet June 6, 2005

pool boy

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A handsome, studly, but officious young man who services the pool and the lady of the house with great skill
After the pool boy rinsed the filter, he gave the housewife a spin.
pool boy by Ass Clown77 March 7, 2008

Sweaty Pool Boy 

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alcoholic shot.
1/3 rumplemintz
1/3 jim beam
1/3 vanilla vodka
You: Man I am going to get you a sweaty pool boy.
Them: Oh ok, what's in it?
You: just think of what a sweaty pool boy would taste like.
Sweaty Pool Boy by Kaph March 26, 2010
More from Urban Dictionary

Pink Cloud

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12 step recovery jargon referring to someone new who talks about how great life is, now that they're sober. Usually meaning that the person is out of touch with reality.
The new guy seems pretty happy for a dude who has no job, no money and no family. He must be on a pink cloud.
Pink Cloud by toniwithaneye November 24, 2006
Word of the Day on August 18, 2026

Dotard 

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An aging individual who has long lost the ability to make rational sense.
That dotard is going to get us all blown up, if he doesn't calm down .
Dotard by anonymous September 22, 2017
Word of the Day on August 17, 2026

Chancla

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The deadliest weapon known to a Latin kid; a flying slipper/ flip-flop.
My mom hit me with a chancla.
Chancla by TardisBae October 31, 2014
Word of the Day on August 16, 2026

Striver 

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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 

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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

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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
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