Willie the Wimp

Willie the Wimp 01

Willie the Pimp

Willie the Wimp was a Chicago guy with a “bad” reputation, and after he was “shot”, his dad threw him a funeral.

But I like to think of it as more of a “funeral party.”

I came across this interesting story of these “two-bit” Chicago gangsters and “rip-off” artists (no, it wasn’t Jesse Jackson but that would have been a good guess) by the name of Willie Stokes, Jr., “son” of notorious and flamboyant drug dealer Flukey Stokes.

These two dudes gained a very bad reputation on the South side of Chicago by beating people up, selling drugs and becoming very rich.

Junior was known in the neighborhood as “Willie the Wimp” and was immortalized by the late, great white Blues artist Stevie Ray Vaughan in his song, “Willie the Wimp.”

When Willie was “murdered” in 1984, his father gave him a lavish “Ghetto Playa” style funeral followed by an “equally” lavish party. Thousands were invited. Even more invited themselves.

During the “wake” Willie was wearing a jockey cap, and was “propped” up in the coffin, with his “ring” covered hands on the steering wheel, “clutching” five $100-bills rolled like cigarettes “stuck” between his fingers.

The $10,000 casket was “equipped” with blinking headlights and taillights, a windshield, whitewall tires, a Cadillac Seville grille, and the deceased`s “vanity” license plate “WIMP”.

Willie the Wimp 02

Flannery O’Connor wrote a short story with the title, “You Can’t Be Any Poorer Than Dead.”

With all the “flash and glitz” of Willie’s funeral and “death party” that followed, I’m sure at some point the family must have “realized” that Willie couldn’t be any “poorer than dead!”

In the end, gang banger “Willie the Wimp” didn’t have his claim to “fame” until after his death.

He became “more” famous in his coffin than he had “been” in the street.

Willie the Wimp was buried today, 
They laid him to rest in a special way. 
Sent him off in the finest style 
That casket-mobile really drove ‘em wild 
South side Chicago will think of him often 
Talkin’ ’bout Willie the Wimp and his Cadillac coffin, 
Willie the Wimp and his Cadillac coffin

That casket, it looked like a fine Seville 
He had a vanity license and a Cadillac grille 
Willie was propped up in the driver’s seat 
He had diamonds on his fingers and a smile sweet 
Fine red suit had the whole town talkin’ 
Talkin’ ’bout Willie the Wimp and his Cadillac coffin 
Willie the Wimp and his Cadillac coffin

Oh, Cadillac to Heaven he was wavin’ the banner 
He left like he lived, in a lively manner 
With a-hundred dollar bills in his fingers tight 
He had flowers for wheels and a-flashin’ headlights 
He been wishin’ for wings, no way he was walkin’ 
Talkin’ ’bout Willie the Wimp and his Cadillac coffin 
Yeah, Willie the Wimp and his Cadillac coffin

Willie the Wimp 03

Willie the Pimp

Willie the Wimp 04

Willie the Pimp

Willie the Wimp 05

Willie the Pimp

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