Tagged: Ocean’s Eleven (1960)
Sammy Davis Jr.’s Brown Suit in Ocean’s 11
Vitals
Sammy Davis Jr. as Josh Howard, casino heister, sanitation worker, and World War II veteran
Las Vegas, January 1960
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
WARNING! Spoilers ahead!
Background
Sammy Davis Jr. was born 95 years ago today in Harlem. Nicknamed “Mr. Show Business” in recognition of his vast talents, Davis had gotten an early start to performing when he joined his father and uncle to create the Will Mastin Trio, named after his uncle. Following his service in World War II, Davis cultivated his career as a singer, dancer, actor, and comedian.
Davis’ natural talent, stage presence, and quick wit brought him into the orbit of pallies Frank Sinatra and Dean Martin, who were forming the seeds of what would become immortalized as the Rat Pack. (Sinatra wisely followed Davis’ suggestion that the group not call themselves “the Clan”, instead referring to themselves as “the Summit.”)
1960 was the high watermark for the Summit, when they pulled together an ensemble cast to make Ocean’s 11, a stylish heist film set in Las Vegas. Continue reading
Peter Lawford’s New Year’s Eve Suit in Ocean’s 11
Vitals
Peter Lawford as Jimmy Foster, resentful profligate heir and 82nd Airborne veteran
Las Vegas, New Year’s Eve 1959
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
“I made a cardinal rule never to answer the telephone during the month of December,” the urbane Jimmy Foster tells a masseuse deep at work in fixing his back in a Phoenix hotel suite he shares with his wartime pal. “One December, every time I picked up the phone, they’d send me out in the snow to play with my little friends,” he elaborates. “That was at the Bulge.”
Arguably the most famous film featuring the infamous Rat Pack, Ocean’s Eleven starred Frank Sinatra and his celebrated pallies Dean Martin, Sammy Davis Jr., Joey Bishop, and Peter Lawford among a group of eleven veterans from the 82nd Airborne who gather in Las Vegas after Christmas “to liberate millions of dollars” from five major casinos as Sin City rings in the new year. Continue reading
Sammy Davis Jr.’s Gray Jacket in Ocean’s 11

Sammy Davis Jr. and his Ocean’s Eleven (1960) cast mates Frank Sinatra, Dean Martin, Peter Lawford, and Joey Bishop. (Photo by Sid Avery)
Vitals
Sammy Davis Jr. as Josh Howard, sanitation worker and World War II veteran
Beverly Hills, December 1959
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
The days between Christmas and New Year’s Eve are an ideal week for reunions. In the Rat Pack’s arguably most famous film, Danny Ocean (Frank Sinatra) organizes a reunion of eleven men from his 82nd Airborne unit for a heist to ring in the new year.
After deciding not to attempt the life of “a one-eyed third baseman in Mobile,” former paratrooper Josh Howard (Sammy Davis Jr.) took a job in sanitation. “Trash is where you find it,” Josh explains. “You gotta follow the fleet!” Continue reading
Dean Martin’s Gray Suit in Ocean’s Eleven
Vitals
Dean Martin as Sam Harmon, lounge singer, war veteran, and casino heister
Beverly Hills to Las Vegas, December 1959 through January 1960
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
The height of the Rat Pack’s heyday was 1960. Frank’s buddy Jack was elected into the White House, Marilyn was still alive, and the whole gang was living it up in Vegas while filming Ocean’s Eleven. The movie began after Peter Lawford heard the story from Gilbert Kay, who had heard it from a gas station attendant. Once Frank Sinatra was on board, there was no doubt that his famous pals Dean Martin and Sammy Davis Jr. would fill out the rest of the top billing.
It was while filming the movie’s finale, an irony-laden funereal march in front of The Sands, that one of the most iconic of Rat Pack images was captured: the five main performers – Sinatra, Dino, Sammy, Lawford, and Joey Bishop – in front of their names on the Sands’ marquee. Suited up by the legendary Sy Devore, the five men look like they could run the world. And in Las Vegas, they did. Continue reading
Sinatra’s Orange Sweaters in Ocean’s Eleven
Vitals
Frank Sinatra as Danny Ocean, smooth-talking con man and casino heister
Phoenix to Las Vegas, December 1959
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
Just because a man is legendary for his tux doesn’t mean he can’t rock a comfortable sweater for more casual activities. When it comes to the Chairman of the Board, there’s no argument.
What’d He Wear?
It may surprise many to know that Frank Sinatra loved the color orange. Continue reading
Dean Martin’s Blue Striped Sport Coat in Ocean’s Eleven
Vitals
Dean Martin as Sam Harmon, lounge singer and part-time casino heister
Las Vegas, January 1960
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
Tomorrow would’ve been the 97th birthday of a true icon from a past era… Dean Martin.
In the film that helped cement the Rat Pack’s place in history, Frank Sinatra and Dean Martin play two old army pals who team up with nine fellow ex-commandos to take down five Las Vegas casinos on New Year’s Eve. Ocean’s Eleven is mostly an excuse for these actors to get together to drink, smoke, chase dames, and sing, but that’s all we really want to see them do anyway. Continue reading
Sinatra Takes it Easy in Ocean’s Eleven
I’m sure the Macy’s commercials have reminded you that there are two weeks until Christmas Eve… as if you’d forget. To make sure you take time to relax, get inspired by Sinatra to take things nice and easy…
Vitals
Frank Sinatra as Danny Ocean, smooth-talking con man and casino heister
Las Vegas, New Year’s 1960
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
He may be in the middle of the fallout of a major multi-casino heist in Las Vegas, but Sinatra knows when he needs to slow things down a bit. For some relaxation around his hotel room, he takes off the coat and tie and slips into a comfortable cardigan, enjoying some cocktails and banter with Dean Martin before the film’s villain-by-default Cesar Romero shows up to announce his havoc-wreaking plans. Continue reading
Dean Martin’s Classic Brown Striped Sport Coat
Today would have been the 96th birthday of Dean Martin, the King of Cool.
Vitals
Dean Martin as Sam Harmon, lounge singer and part-time casino heister
Beverly Hills, December 1959
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
Although Sinatra’s vision may have been for a more serious heist film, the presence of Dean Martin ensures that this time capsule of lounge-era cool kept things fun and lighthearted. After his brief introduction earlier in the film (where he sports a very sharp gray suit at the airport to be covered later), our true introduction to the Sam Harmon character begins at the Beverly Hills hotel as Sam provides a piano accompaniment to his own vocal rendition of Dino’s too-racy-for-radio hit “Ain’t That a Kick in the Head”. Continue reading
Sinatra’s Dark Gray Ocean’s Eleven Suit
Today marks the sad anniversary of 15 years since the death of the legendary Frank Sinatra. To pay tribute to the man, here is another installment from the original Ocean’s Eleven.
Vitals
Frank Sinatra as Danny Ocean, smooth-talking con man and casino heister
Las Vegas, New Year’s 1960
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
A great suit is great not just only for looking good but also for its versatility. In several key scenes in Ocean’s Eleven, Sinatra wears a sharp gray suit, the same suit seen in the iconic Rat Pack poster of all five members standing in front of a sign for the Sands in Vegas. What makes this suit diverse is that Sinatra’s character, Danny Ocean, wears it for both a night at the casino and the funeral of an old buddy.
In an interesting reversal, the original Ocean’s Eleven is actually darker than the modern remake. According to Frank Sinatra, Jr., in the DVD commentary, Danny and his men were to charter a plane, flown by one of the “eleven”, and get the stolen money out of Vegas successfully. Unfortunately, the entire group would then be killed in a plane crash.
Other than the irony, there’s not really much that is very funny about this ending. After it was decided that no one really cared for it, an alternate ending was developed. The new ending still featured death, but only one compared to eleven. This sort of black comedy was not very common in 1960, and the Rat Pack handled it perfectly. They would be the perfect guys to defy cinematic conventions and say, “Fuck it. Someone’s gotta die for this movie.”
What’d He Wear?
Sinatra wears a dark gray wool suit, tailored for him by the legendary Sy Devore. Continue reading
Dino’s New Year’s Eve Tuxedo in Ocean’s 11
Vitals
Dean Martin as Sam Harmon, lounge singer and part-time casino heister
Las Vegas, New Year’s Eve 1959
Film: Ocean’s Eleven
Release Date: August 10, 1960
Director: Lewis Milestone
Costume Designer: Howard Shoup
Tailor: Sy Devore
Background
Much as Dean Martin was seen as Frank Sinatra’s second-in-command in the Rat Pack, Martin’s character Sam Harmon was the right-hand man to Sinatra’s Danny Ocean in the original Ocean’s Eleven. When the film was remade forty years later, Dean Martin’s Sam Harmon became Brad Pitt’s Rusty Ryan, who matched Martin’s sharp-dressed style with classy suits and sport jackets.
However, Pitt knew to stay away from the territory Dean Martin was known for: his tuxedos. Continue reading