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Cuban Poolboy 

“She called me the Cuban Poolboy” “Oh shit you swing that way?”
Cuban Poolboy by Sgt. Sticky May 28, 2022

Cuban Poolboy 

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 

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.
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
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 

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