James Caan in Misery

James Caan as Paul Sheldon in Misery (1990)

James Caan as Paul Sheldon in Misery (1990)


James Caan as Paul Sheldon, successful but cynical romance novelist

Silver Creek, Colorado, Winter 1990

Film: Misery
Release Date: November 30, 1990
Director: Rob Reiner
Costume Designer: Gloria Gresham

WARNING! Spoilers ahead!


Stephen King’s novels have provided the basis for some of the most enduring horror cinema, from Carrie and Christine to The Shining and The Stand. With Halloween a week away, I wanted to focus on a request I received to take a look at the protagonist’s style in the thrilling and witty adaptation of King’s self-inspired 1987 novel Misery. The novel was partly inspired by King feeling trapped both by his demanding, horror-loving fans and his own drug and alcohol demons, all embodied in the form of the obsessive tormentor Annie Wilkes.

Misery begins with novelist Paul Sheldon finishing his latest literary creation on a mint-colored Smith-Corona typewriter. Once he’s written all but the title, he celebrates with a glass of champagne, a single unfiltered cigarette, and a snowball thrown against a tree. “Still got it,” he notes before loading his sole manuscript in his ’66 Mustang and driving toward town to the tune of “Shotgun” by Junior Walker and the All-Stars, a booming soul single released the year before Paul’s Mustang rolled off the production line. (Clearly, this is a man more comfortable with the tools of an earlier era.)

Unfortunately, the New Yorker’s beautiful rear-wheel-drive pony car can’t handle the rigors of Colorado’s winding snow-covered roads and Paul soon finds himself bloodied, dazed, and trapped in his crashed Mustang… until a mysterious figure lifts him out of what would be a certain death scenario.

Paul awakens to the beaming face of Annie Wilkes (Kathy Bates in an Oscar-winning role), his “number one fan” who reveals herself to be his number one nightmare.

What’d He Wear?

Paul’s jacket for the Colorado winter is a tobacco brown suede blouson with a hunter green quilted lining for extra warmth in the snowy climate. The jacket has large bellows pockets on the hips that close with concealed-snap flaps, and there is a vertical opening behind each pocket for an additional hand pocket on each side. The zip-up jacket also has a two-button standing collar that Paul wears open and folded down like a standard shirt collar and ribbed knit cuffs and hem.

One last snowball before hitting the road... and hitting the snow.

One last snowball before hitting the road… and hitting the snow.

Paul wears multiple layers under his jacket, including a dark red shirt made from a heavy microfiber fabric, patterned with a grid made of a black mini-check. The shirt has a front placket with black plastic sew-through buttons, two button-through patch pockets on the chest, and button cuffs.

Annie ostensibly removes Paul’s shirt along with the rest of his clothing after his accident. She gives it back to him to wear, perhaps as a reward, when they dine together at his suggestion midway through his draft of Misery’s Return.


Under the red shirt, Paul wears a black ribbed knit turtleneck.

A job well done.

A job well done.

Before he is confined solely to sweatpants, Paul wears a pair of medium blue denim jeans with a zip fly, worn without a belt.

Paul is pulled from his Mustang by a less-than-benevolent savior.

Paul is pulled from his Mustang by a less-than-benevolent savior.

Paul wears a pair of russet brown moc-toe work boots with two-tone rawhide laces through seven derby-style eyelets up the front of each boot. The boots also have two sets of grommets for decorative side lacing, similar to the classic Sperry Top-Sider boat shoe. Brooks Brothers, Ralph Lauren, and other companies that mastered preppy fashions have offered this type of “boat boot”, so named for their similarity to the traditional New England loafer.

He wears a pair of heavy ivory ribbed-knit wool socks to keep his feet warm when trudging through the snow.


When Paul wakes up bedridden at Annie’s, his wardrobe is reduced to a white long-sleeve T-shirt, slightly torn. This may be the shirt that Paul had been wearing as a undershirt beneath his turtleneck, but the emblazoned logo for “OLD WEST SADDLERY Leather Goods | Outfitters” may suggest that it came from the shop of the same name in Cortez, Colorado.


Not yet provided sweatpants by Annie, Paul spends his first few nights wearing only the light blue cotton boxer shorts he likely had on under his jeans during the accident.

Escape attempt #1 of many.

Escape attempt #1 of many.

After his first few nights and the revelation of Annie’s true motives, Paul begins cycling through different clothing that Annie presumably provides for him. A montage set to Tchaikovsky’s Piano Concerto No. 1 as interpreted by Liberace (who else?) showcases the progression of Paul’s wardrobe in captivity as he graduates from ratty henley shirts and sweatpants to the nicer flannel shirts in blue, white, and teal plaid as well as the Christmassy red, green, and white plaid shirt that he is wearing for the horrifying hobbling scene.

What to Imbibe

Paul Sheldon’s habit upon completion of his books is evidently well known in the literary world… or at least among die-hard fans like Annie Wilkes. His cigarette of choice is an unfiltered Lucky Strike, as seen in the opening shot of the film.

"You need a cigarette, because you used to smoke but quit, except when you finish a book, and you have just one. And the match is to light it..."

“You need a cigarette, because you used to smoke but quit, except when you finish a book, and you have just one. And the match is to light it…”

Also setting the scene in Paul’s hotel room as he finishes his novel in the opening scene is a chilling bottle of Dom Pérignon (“Dom Per-ig-non it is,” he later confirms to Annie) with a 1982 vintage.

"...and you need one glass of champagne, Dom Perig-non."

“…and you need one glass of champagne, Dom Perig-non.”

On the opposite end of the vino spectrum is the Gallo “Classic Burgundy” red table wine that Annie serves for their Liberace-scored dinner date of Spam-infused meatloaf. While not Paul’s preferred libation, he is nonetheless grateful to have the wine as a possible vessel for the codeine pills to drug Annie.

"Can't get this in a restaurant in New York."

“Can’t get this in a restaurant in New York.”

The Car

It’s not #CarWeek, but the plight of Paul Sheldon wouldn’t receive its due justice without describing the black 1966 Ford Mustang hardtop whose failure to perform on the snowy Colorado roads leads him to his fate with Annie Wilkes and her sledgehammer. (In the book, it was a Chevrolet Camaro.)

The newspapers describing Paul’s predicament incorrectly describe his car as a blue 1965 Mustang. In addition to the three horizontal sweeps on the side scoops, the 1966 Mustang appears to have a free-floating “horse and corral” emblem on the grille as opposed to the honeycomb effect created by the four vertical grille bars of the 1965 models.


The “289” badging and shots of the car’s interior help us determine that Paul Sheldon is driving a Mustang equipped with a 289 cubic inch “Windsor” V8 engine and Ford’s new C-4 “Cruise-O-Matic” three-speed automatic transmission. The 289 was offered in three different performance packages for 1966, a two-barrel, a four-barrel, and a High Performance four-barrel (only available with the four-speed manual transmission), but we can assume that Paul is driving the base two-barrel V8.


1966 Ford Mustang

Body Style: 2-door hardtop

Layout: front-engine, rear-wheel-drive (RWD)

Engine: 289 cid (4.7 L) Windsor V8 with Autolite 2-barrel carburetor

Power: 200 bhp (149 kW; 203 PS) @ 4400 rpm

Torque: 282 lb·ft (382 N·m) @ 2400 rpm

Transmission: 3-speed automatic

Wheelbase: 108 inches (2743 mm)

Length: 181.6 inches (4613 mm)

Width: 68.2 inches (1732 mm)

Height: 51.2 inches (1300 mm)

Unfortunately, the rear-wheel-drive drivetrain doesn’t do Paul any favors while driving on the snow, and his Mustang skids out of control. If only Harry Ferguson Research had carried through on its prototype of an all-wheel-drive Mustang, having purchased and converted three Mustangs to 4×4 in the hopes of selling clients on its AWD system.

How to Get the Look

James Caan as Paul Sheldon in Misery (1990)

James Caan as Paul Sheldon in Misery (1990)

Paul Sheldon’s layered look nicely balances the aesthetic of a rugged outdoorsman with preppy success and would be equally fashionable and functional for autumn, winter, or even early spring.

  • Tobacco brown suede zip-up blouson jacket with two-button standing collar, flapped bellows pockets with hand pockets behind them, and ribbed-knit cuffs and hem
  • Red-and-black mini-check microfiber shirt
  • Black ribbed-knit cotton long-sleeve turtleneck jumper
  • White cotton “Old West Saddlery” long-sleeve T-shirt
  • Blue denim zip-fly jeans
  • Russet brown leather moc-toe “boat boots” with rawhide laces and side-lacing detail
  • Ivory ribbed-knit wool socks
  • Light blue cotton boxer shorts

Do Yourself a Favor and…

Check out the movie and read Stephen King’s novel.


  1. J.W.

    In my opinion, one of Kings best novels. I wonder if you’ll ever do Thief by Michael Mann, another one of James Cann’s best performances (and a very underrated movie).

  2. Pingback: The Gambler: James Caan's Camel Jacket and Mustang » BAMF Style

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