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# Halloween in New York City
- URL: https://southpole.blog/halloween-in-new-york-city/
- Published: 2026-10-31T07:07:00.000Z
- Updated: 2026-10-31T07:06:59.000Z
- Description: Halloween morning, 1990. A rubber arm dangles from the trunk of a 1982 Cadillac Fleetwood, the city tows the car, and two Brooklyn college kids go hunting for it inside the Manhattan tow pound. Gino Durante remembers New York’s bad old days.
- Author: Gino Durante
- Tags: ~Culture, :Essay

Anyone old enough to remember New York before the Disneyfication of Times Square will have vivid memories of open aired street dealing, aggressive panhandling, gold-toothed, feather hatted pimps, zombie crackheads, and a bounty of unenforced criminal behavior. As late as 1990 when the murder rate peaked, New York City still festered from decades of disorder, distinctly different from today.

Say what you will about the bad old days, but if you took some lumps and survived, you emerged a stronger, wiser, and most importantly a sharper person for the rest of your life. (That is, until you had kids of your own to pussify from your past trauma.) But if you weren’t smacked, jacked, carjacked, or bush-whacked, surviving as a corner dwelling adolescent was a wonderful adventure, even on bone chilling, brass-monkey-sipping, single digit nights.

But what does any of this have to do with the Manhattan tow pound? Hopefully this illustrates the layers of neglect and how it trickles into society. If a New Yorker waited over an hour for emergency police response, how confident are they abiding by traffic rules? If there’s little consequence for rampant auto theft, how likely are you to pay a parking ticket? Why bother cleaning up after your dog when there’s burned out cars on your street? The pathology of urban disintegration was overwhelming.

Enter my buddy Frank and his boss 1982 Cadillac Fleetwood. This boat of a vehicle took up two time zones and glided over potholes so large that junkies considered moving into them. While carpooling to college, Frank and I adopted the ‘Brooklyn lean’ -one arm out the window while nearly piloting from the huge back seat.

By 1990, the pimp ship aroused nostalgia from many-a-working girl in Hell’s Kitchen. Most would pitch their services and attempt to jump into the comforts of the blue velour interior. Always one to improve a journey, I welcomed the activity. Frank was far less welcoming. He took it so personal, that on future commutes he adopted a preemptive strike of verbal insults and -to put it mildly- life advice to every broken heeled hooker working overtime in the morning sun.

On Halloween morning 1990 Frank and I began our journey for a long day of mid-term exams. I met Frank with a pocket full of quarters for the parking meters and a new-to-market Halloween gag… the trunk arm. This realistic looking arm in a white shirt sleeve was designed to be closed into any door to simulate a trapped body. Ironically, the phenomenon of New York mobsters being left for dead in Cadillacs probably spurred the idea. But even as a Halloween gag, today’s spineless society probably finds the decoration insensitive. In any event, off we sailed, Brooklyn lean in full effect, arm flopping from the trunk, with many honks of encouragement along the way.

Parking in Manhattan has been nightmarish since before the automobile. Newsprint from yesteryear reveals tales of horse and buggy frustration over limited space. Funny to think these frustrations existed before thousands of non working fire hydrants occupied the streets of Gotham. On this day, the only space large enough for our vessel, was about six blocks from campus by the projects near Lincoln Center. Splitting the coins, we would return every couple of hours to feed the meter, then huff it back to each other’s classroom to signal our success. If you recall, the struggle was real before the mobile phone.

Approaching the Caddy for the first round at the meter, a commotion of large figures was seen by the car. “Yo! What the hell do ya think ya doin’?” I hollered from five spots away, which signaled a well trained response. Immediately, the whole crew stopped and stood chest-flexing in between me and the vehicle. At this point, the mixed race men and their “NYC Sheriff” emblazoned tow truck became visible. Concerns then subsided knowing this wasn’t another car theft.

“Is this your registered vehicle?” asked one of the no-necked fellas.

“No,” I said. “The car belongs to the guy in the trunk,” breaking the ice and bringing smiles to the whole crew.

The arm helped enormously, as most Sheriffs back then struggled harder on the job than they do today. By modern standards, the New York City Sheriffs are not regarded for smiling much, particularly since they’ve been burdened with picking up many duties stripped from the NYPD.

They said the car would be towed to the tow pound, and volunteered the value of unpaid tickets and lapsed insurance was around 700 U.S. dollars. Adjusted for inflation and the earning potential of a college kid, this figure seemed to equal roughly $13 trillion of today’s dollars.

The uniformed body transporters also explained the convoluted process of reclaiming a vehicle. After providing documentation, motorists then had to pay unpaid fines, taxes, towing fees and surcharges, without the pound accepting credit cards. Payment methods like PayPal, Venmo, or debit were still unborn, otherwise any kid from Brooklyn affiliated with a Cadillac could have provided a stolen credit card on the spot.

Next comes the six block sprint. Not like it mattered, because Frank obviously didn’t have the paperwork or the funds on him to pay the bill either.

While high-stepping it back to the college, I noticed a couple walking towards me. She was a middle aged Asian woman walking with a well groomed, tall blonde gentleman complete with a waistcoat and pocket watch. Both were too pretty to run in my circles, but the lady looked familiar enough to slow my pace. Confusing me more was a goofy gesture from the gentleman, pointing to the woman above her head and nodding a “yes” motion out of her view. Never one to stargaze- especially with a friend in need of disappointing- my memory perfectly clicked when face to face in time to blurt out, “Thanks for fucking up the Beatles!”

Back on campus, I didn’t want to give Frank another excuse for failing an exam, so I waited to deliver the bad news.

With so many scofflaws in the era, the city often struggled storing towed vehicles. Back then, the city acquired an enormous passenger cruise pier to handle thousands of vehicle turnovers per week, but the space was still not enough. Pier 76 had a similar acreage to Union Square Park, but knowing your car was at “the pound” was not enough, because it could have been taken to any pound citywide. Of course, I never thought about this when the goons on the street were hooking up the car. So essentially we were at square one trying to locate the vehicle.

Arriving at the tow pound was an underwhelming process. Of course, there were three enormous lines of argumentative folks, all still unsure if their cars were towed or stolen, and not given much assistance. Motorists were not provided any assurance of possession until proof of registration and/or insurance was first submitted. But for most motorists, the essential paperwork was kept inside the vehicle. Therefore getting into the car was a reasonable first step, but the Manhattan tow pound was not accommodating.

The clerk empowered to answer this reasonable question a couple of hundred times per day was also the biggest asshole on the payroll. Apparently, the Yin and Yang of the universe always evens up with those who spent their formative years being stuffed into school lockers.

But neither Frank nor I were about to unsuccessfully wait over thirty minutes to learn if this was the correct pound. Like birds of a feather, the epiphany struck at the same time as we both leapt over the steel barricades and ran into the huge lot. We spent many minutes searching for the Caddy until stopped by ANOTHER monster in desperate need of a neck. He was not nearly as happy as the former crew at Lincoln Center. He palmed my shoulder, and wrangled me in with colorful threats of trespassing. He wasn’t about hearing us trying to verify a vehicle on our own.

“We’re not trying to steal our car back. We just want to see if our Cadillac is here before waiting on those lines without paperwork,” I said. “Maybe you can help if you recall seeing the car.”

“Look, Junior,” he said, while tightening the grip on the nape of my neck. “We have rules in place to maintain order in this massive facility.”

“But this car is not so common. Maybe you recognize the blue Fleetwood with powder blue interior?”

He wasn’t hearing it. In fact, he seemed to be getting angrier as our conversation continued.

“This pound stores 600 cars, and four hundred are rotated every day! How do you expect me to recognize your car???”

“Sir, aside from being a classic Caddy, our car has a Halloween prop arm hanging out of the trunk.”

And with that, this angry man’s stern face flashed an ear to ear gap-toothed smile.

“Yes… your Caddy is here,” he said while laughing aloud and releasing his grip. “It came in a little while ago.”

The attendant went a step beyond and escorted us to the vehicle to retrieve our paperwork, saving us lots more grief.

Of course, this was only one little break in a mind numbing process which involved going to a separate facility to pay the outstanding tickets, then returning to the Manhattan pound with proof of payment before the car was released. The entire process often took many analog days to complete while the vultures and the tow pound slapped motorists with daily storage fees. Nothing went smoothly in the bad old Big Apple…

Interestingly, after thirty years of declining disorder, the NYPD tow pound was forced to find smaller digs in the beginning of 2021\. Governor Cuomo would claim the waterfront tow pound was “The most expensive parking lot on the globe” before evicting the NYPD from Pier 76.

Accurate data is unavailable relating to the actual number of bodies discovered in vehicles within the Manhattan tow pound.

---

Born and raised in Brooklyn New York, Gino is a lifelong observer of the offbeat. Educated both on the street corners of Brooklyn and the City University of New York. Durante received a Bachelor's in Criminology and his Master's degree in Public Administration. A brutally honest person, Gino is known for not stroking others and not getting stroked in the process.

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