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Trash with Cash 

Although these people are economically well off, they have no morals, values, ethics, or education. They tend to drink, smoke, and do drugs. Are sexually permisive, loud, and profane. Preferred music is country, Rap, or Hip Hop. Attire generally worn is ripped up jeans, t-shirt, and baseball cap.
Rosie O'Donnell, R. Barr, and Madonna are example of Trash with Cash.
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Trash With It Syndrome

The state of being so trash at a game that you get killed by the 5 year olds on hypixel. Not even the sweaty 5 year olds but the ones that use their moms' credit cards to buy cosmetics and ranks because they think they are good. Not to be confused with nice with it syndrome, which is when you kill the sweats because youre just too nice with it.
Kesav has trash with it syndrome as he just lost with diamond armor, iron sword, and gapple to a guy who had leather armor and one hit him off the edge.

trash with license 

Microsoft Windows. You pay for trash.
p1: yo what os you have?
p2: trash with license, why?
p1: get Linux, its much better
trash with license by Tarballwalf September 28, 2019

white trash with money 

Proof that you can take the person out of the trailer park, but can't take the trailer park out of the person.

These persons are usually ignorant, slovenly, slutty, and ill-behaved; some are also inbred. What distinguishes them from their RV-park brethren is their money. Somehow they have inherited a large sum of money or gotten a respectable job, but they still behave like redneck white trash.

Some of these people have made a half-hearted conversion towards civility, retaining a blue-collar charm-- you can find them at Wal-Mart, KFC, or your local gun store.
1. Paris Hilton is white trash with money.

2. Jeff Foxworthy recently produced a self-parodying stand-up routine about "White Trash With Money".

Amazon Basics 50 Liter / 13.2 Gallon Soft-Close, Smudge Resistant Trash Can with Foot Pedal - Brushed Stainless Steel, Satin Nickel Finish 

Another way to call someone a waste of oxygen.
Jogn: Bro Ezra you're such a Amazon Basics 50 Liter / 13.2 Gallon Soft-Close, Smudge Resistant Trash Can with Foot Pedal - Brushed Stainless Steel, Satin Nickel Finish
Ezra: Stfu Jergens Ultra Healing Hand and Body Lotion, Dry Skin Moisturizer with Vitamins C, E, and B5

When You Cross a Mentally Ill Loner With a Society That Abandons Him and Treats Him Like Trash 

What you fucking deserve.
Guy with facepaint: What do you get when you cross a mentally ill loner with a society that abandons him and treats him like trash?

Some talk show host: I'll call the police!

Guy with facepaint: I'll tell you what you get! You get what you fucking deserve!

*talk show host is shot by guy with facepaint*

Thrashing around in stinging nettle with someone else's dick 

Used as an expression for people who enjoy benefits while someone else is taking the risk for it, and therefore they can give false advice, act irresponsibly without retribution.
Often associated with golden boys, politicans, or people in high positions.
Originated in Hungary.
It's easy for the politicans to pass a new act, they are thrashing around in stinging nettle with someone else's dicks, not theirs.