35 Fabulous Facts About Frank Sinatra

Keystone/Getty Images
Keystone/Getty Images

You know that Frank Sinatra was as talented a singer as he was an actor. That he had a collection of nicknames, from The Voice to Ol’ Blue Eyes. And that he liked to do things “My Way.” Here are 35 things you might not have known about the legendary crooner.

1. HIS BIRTH WAS A TRAUMATIC ONE.

Born on December 12, 1915, in an apartment in Hoboken, New Jersey, Francis Albert Sinatra was blue and not breathing when he was yanked out of his mother with forceps. Thought to be dead, the infant was laid on the kitchen counter while the doctor attended to his mother. His grandmother picked up the newborn, stuck him under some cold water, and little Frank wailed out his first song.

2. THOSE FORCEPS CAUSED SOME DAMAGE.

Those forceps left their mark on the left side of Sinatra's face, in the shape of a scar that ran from the corner of his mouth to his jaw line and a cauliflower ear. As a teenager, he was nicknamed “Scarface.” He also suffered a bad case of adolescent acne, which left his cheeks pitted. Self-conscious about his looks as an adult, Sinatra often applied makeup to hide the scars. Even with that, he hated to be photographed on his left side. The physical insecurities didn't end there: Sinatra also wore elevator shoes to boost his five-foot-seven stature.

3. HE WAS A BIG BABY.

By Family photo. - Sinatra.com, Public Domain, Wikimedia Commons

The future crooner weighed a whopping 13.5 pounds.

4. HE CARRIED HIS OWN P.A. SYSTEM.

When Sinatra was just starting out as a singer, he came prepared: he carried his own P.A. system to the dives in which he typically performed.

5. HIS BAD BOY IMAGE WAS REAL.

Sinatra's bad boy image began with his infamous 1938 mug shot. The charge? The most Frank reason possible: “seduction.” The charge was reduced to “adultery,” then later dropped.

6. HE WAS ONE OF AMERICA’S FIRST TEEN IDOLS.

Hulton Archive/Getty Images

In the 1940s, Frank—or Frankie, as he was then known—became one of America's first teen idols. “The sound that greeted me was absolutely deafening,” Sinatra later recalled of a series of shows he performed in 1942 at New York City’s Paramount Theater. “I was scared stiff. I couldn't move a muscle.”

7. SOME OF THOSE SCREAMING FANS WERE PAID TO BE SCREAMING FANS.

Not to take anything away from his amazing voice and his ability to excite the female throngs, but the bobbysoxer craze Sinatra incited (so called because the coed fans wore Catholic school-style bobby socks, rolled down to their ankles) had a little help. George Evans, Sinatra’s publicist, auditioned girls for how loud they could scream, then paid them five bucks and placed them strategically in the audience to help whip up excitement.

8. A SHORT FILM GOT HIM TAGGED AS A COMMUNIST SYMPATHIZER.

In 1945, Sinatra made a short film, The House I Live In, that spoke out against anti-Semitism and racial intolerance. Ironically, a decade later, its liberal slant got him tagged as a Communist sympathizer during the McCarthy trials. (Sinatra never testified.)

9. THE FBI HAD A FILE ON HIM.

Hulton Archive/Getty Images

Sinatra’s FBI file had been started by J. Edgar Hoover after a radio listener wrote to the Bureau, saying, "The other day I turned on a Frank Sinatra program and I thought how easy it would be for certain-minded manufacturers to create another Hitler here in America through the influence of mass hysteria." Sinatra had also been investigated by the FBI for reportedly paying doctors $40,000 to declare him unfit to serve in the armed services.

10. HE HELPED INTRODUCE THE CONCEPT ALBUM AND BOX SET.

In 1946, Sinatra's debut release, The Voice of Frank Sinatra, helped introduce both the concept album and the box set. At a time when long-playing records were still novel, Sinatra issued a set of 78 rpm records with eight songs, all with a theme of lost love. It sold for a hefty $2.50 (the equivalent of about $30 today). But the price didn't prevent it from topping the charts for seven weeks. Two years later, it became one of the first-ever pop music vinyl 10" LPs.

11. HE ATTEMPTED SUICIDE SEVERAL TIMES.

Sinatra's star fell hard in the early 1950s. He was so low that he even attempted suicide. Walking through Times Square, he saw mobs of girls waiting to get into a concert by new singing sensation Eddie Fisher. Feeling washed up, Sinatra went back to his apartment, put his head on the stove, and turned on the gas. Luckily, his manager found him in time, lying on the floor, sobbing. Sinatra made three other suicide attempts, all of them in the throes of his volatile relationship with actress Ava Gardner.

12. THE RAT PACK DIDN’T CALL THEMSELVES THAT.

Hulton Archive/Getty Images

With his pals Dean Martin, Sammy Davis, Jr., Joey Bishop, and Peter Lawford, Sinatra led the Vegas clique known as the Rat Pack. The name was coined by actress Lauren Bacall years earlier, to describe a Hollywood drinking circle that included her then-husband Humphrey Bogart and Sinatra. The guys in the Rat Pack actually referred to themselves by a different name—The Summit—playing on a 1960 summit meeting in Paris between top world leaders.

13. HE REUNITED JERRY LEWIS AND DEAN MARTIN.

In 1976, Sinatra appeared on Jerry Lewis’ annual Muscular Dystrophy Association telethon and surprised the host when he brought out Dean Martin, Lewis’s former comedy partner, from whom he’d been estranged for 20 years.

14. IN HOLLYWOOD, HE WAS KNOWN AS “ONE-TAKE CHARLIE.”

Sinatra’s preference for approaching film roles in a spontaneous, rather than over-rehearsed, way earned him the nickname of “One-Take Charlie” in Hollywood.

15. HE THREATENED TO HAVE WOODY ALLEN’S LEGS BROKEN.

Sinatra was married to Mia Farrow from 1966 to 1968, and the two remained close friends. In Farrow’s autobiography, What Falls Away, she shared that when Sinatra learned of Woody Allen’s affair with Soon-Yi Previn, he offered to have the filmmaker’s legs broken.

16. A MAGAZINE CLAIMED THAT HE GOT HIS STAMINA FROM WHEATIES.

Hulton Archive/Getty Images

In 1956, Confidential magazine disclosed how Sinatra managed to satisfy so many Hollywood starlets—Wheaties! The article stated, "Where other Casanovas wilt under the pressure of a torrid romance, Frankie boy just pours himself a big bowl of crispy, crackly Wheaties and comes back rarin' to go.” General Mills kept quiet as the tabloids talked up Wheaties' power to fuel Sinatra's exploits, and it wasn't long before teenage boys were stampeding the cereal aisles.

17. HE HAD TWO HITS CALLED “NEW YORK, NEW YORK.”

Sinatra actually had two hits called "New York, New York." The first was in 1949, from the film On the Town, and was written by Leonard Bernstein, Adolph Green, and Betty Comden. Thirty years later, Sinatra cut "(Theme From) New York, New York," by John Kander and Fred Ebb. Originally from Martin Scorsese's 1977 bomb New York, New York, Sinatra turned it into his signature song and onstage closer. He also angered the lyricist, Ebb, by customizing the words (Sinatra had done this to a few songwriters, most famously Cole Porter), adding the climactic phrase "A-number-one." In 1993, Sinatra recorded the song again, this time as a duet with Tony Bennett.

18. HE HATED BEING CALLED “CHAIRMAN OF THE BOARD.”

It’s a nickname he acquired while president at Reprise Records. According to his fourth (and final) wife, Barbara, Sinatra hated it. 

19. HE WASN’T A FAN OF “MY WAY” OR “STRANGERS IN THE NIGHT.”

Barbara also maintains “My Way,” one of Frank’s most loved songs, did absolutely nothing for him. But that was a kind assessment compared to “Strangers in the Night,” which Frank called “a piece of sh*t” and “the worst f**king song I’ve ever heard.”

20. “MY WAY” HAS BEEN COVERED BY MORE THAN 60 PEOPLE.

Sinatra may not have loved it, but “My Way” has been covered by more than 60 artists, including Elvis Presley, Aretha Franklin, and Sid Vicious. It has also been recorded in various languages.

21. SEVERAL PEOPLE HAVE DIED AFTER PERFORMING “MY WAY.”

Since 2000, at least half a dozen people have been murdered after (or while) performing the Sinatra classic. Dubbed the “‘My Way’ Killings,” the strange phenomenon has gotten so bad that some bar owners have removed it from the selection list entirely.

22. HE INADVERTENTLY HELPED NAME SCOOBY-DOO.

At least according to former CBS exec Fred Silverman, who found inspiration in Frank’s signature “Scoo-Be-Do-Be-Do.”

23. HE DIRECTED THE FIRST JAPANESE/AMERICAN CO-PRODUCTION.

Hulton Archive/Getty Images

In 1965, Sinatra stepped behind the camera to make his directorial debut with None But the Brave, which was produced with Toho Studios. It was the first Japanese/American co-production filmed in the United States.

24. HE HAS A SPECIAL PLACE IN NEW YORK YANKEES HISTORY.

“New York, New York” has closed out every one of the Yankees’ home games since 1980.

25. HE HAD HIS OWN PASTA SAUCES.

The year 1990 was a post-Paul Newman, pre-Marky Ramone time in celebrity spaghetti sauce, and leave it to Frank to fill the zesty void. But despite being inspired by his mother’s very own recipe, the sauce flopped. Thankfully, you can now find Mama Sinatra’s recipe online.

26. HE GOT FIRST DIBS ON PLAYING JOHN MCCLANE IN DIE HARD.

Think some action-loving Hollywood scribe came up with the concept for Die Hard? Think again. The movie is based on Roderick Thorp’s 1979 crime novel Nothing Lasts Forever, which is a sequel to his 1966 novel, The Detective. Because Sinatra had starred in the big-screen adaptation of The Detective, he had to be offered the role in its sequel. At the age of 73, he smartly turned it down.

27. SINATRA DIDN’T LIKE MARLON BRANDO, AND BRANDO DIDN’T LIKE SINATRA.

MGM

Sinatra was always known as one of Hollywood’s most likeable stars, but Marlon Brando apparently didn’t agree. The two didn’t hit it off when they starred in 1955’s Guys and Dolls. Sinatra, who allegedly wanted Brando’s role in the film, referred to his co-star as “Mr. Mumbles,” while Brando nicknamed Sinatra “Mr. Baldy.”

28. HE BRIEFLY RETIRED.

In 1971. Thankfully for you “Send in the Clowns” fans, his self-imposed exile from the entertainment industry lasted less than two years, before he returned for good with his comeback “Ol’ Blue Eyes is Back.”

29. THERE'S AN ASTEROID NAMED AFTER HIM.

The rock, called 7934 Sinatra, was discovered on September 26, 1989 by E. W. Elst at the European Southern Observatory. 

30. HE SANG ONE HALF OF THE ONLY FATHER-DAUGHTER TUNE TO EVER TOP THE CHARTS.

By CBS Television, Public Domain, Wikimedia Commons

Sinatra has a unique distinction in Billboard history: He’s the “father” half of the only father-daughter duet to ever hit number one—thanks to “Something Stupid,” which he sang with Nancy. 

31. HE WAS AN HONORARY TRIBAL CHIEF.

Specifically, the “Order of the Leopard,” the highest honor in Bophuthatswana, a quasi-nation state in apartheid-era South Africa. The honor was a show of gratitude from president Lucas Mangope for Sinatra’s performances at the maligned—and later boycotted—Sun City casino.

32.  THE BEATLES’S “SOMETHING” WAS ONE OF SINATRA’S FAVORITE SONGS.

Frank may not have loved (okay, he hated) rock and roll, but he was a big fan of the George Harrison-penned “Something.” The song became a sample in Sinatra’s live set toward the end of his career.

33. THE LAST SONG FRANK EVER PERFORMED LIVE IS “THE BEST IS YET TO COME.”

On February 25, 1995, Sinatra sang the song for a group of 1200 people on the last night of a golf tournament named for him. The words "The Best is Yet to Come" are also on his tombstone.

34. HE WAS A TOOTSIE ROLL FAN.

According to celebrity expert Alan Petrucelli, Ol’ Blue Eyes was buried with some Tootsie Rolls, along with a few other choice effects, including cigarettes, a lighter, and a bottle of Jack Daniels.

35. A PROVISION IN HIS WILL HELPED TO ENSURE IT WOULDN’T BE CONTESTED.

In order to ensure that his passing wouldn’t lead to any legal battles, Sinatra’s will included a “no-contest” clause, which essentially says that anyone who contested it would be disinherited completely.

This article originally ran in 2015.

13 Father's Day Gifts for Geeky Dads

Amazon/Otterbox/Toynk
Amazon/Otterbox/Toynk

When in doubt, you play the hits. Watches, flasks, and ties are all tried-and-true Father’s Day gifts—useful items bought en masse every June as the paternal holiday draws near. Here’s a list of goodies that put a geeky spin on those can’t-fail gifts. We’re talking Zelda flasks, wizard-shaped party mugs, and a timepiece inspired by BBC’s greatest sci-fi series, Doctor Who. Light the “dad” signal ‘cause it’s about to get nerdy!

1. Lord of the Rings Geeki Tikis (Set of Three); $76

'Lord of The Rings' themed tiki cups.
Toynk

If your dad’s equally crazy about outdoor shindigs and Tolkien’s Middle-earth, help him throw his own Lothlórien luau with these Tiki-style ceramic mugs shaped like icons from the Lord of the Rings saga. Gollum and Frodo’s drinkware doppelgängers each hold 14 ounces of liquid, while Gandalf the Grey’s holds 18—but a wizard never brags, right? Star Wars editions are also available.

Buy it: Toynk

2. Space Invaders Cufflinks; $9

'Space Invaders' cufflinks on Amazon
Fifty 50/Amazon

Arcade games come and arcade games go, but Space Invaders has withstood the test of time. Now Pops can bring those pixelated aliens to the boardroom—and look darn stylish doing it.

Buy it: Amazon

3. Legend of Zelda Flask; $18

A 'Legend of Zelda' flask
Toynk

Saving princesses is thirsty work. Shaped like an NES cartridge, this Zelda-themed flask boasts an 8-ounce holding capacity and comes with a reusable straw. Plus, it makes a fun little display item for gamer dads with man caves.

Buy it: Toynk

4. AT-AT Family Vacation Bag Tag; $12

An At-At baggage tag
ShopDisney

Widely considered one of the greatest movie sequels ever made, The Empire Strikes Back throws a powerful new threat at Luke Skywalker and the Rebellion: the AT-AT a.k.a. Imperial Walkers. Now your dad can mark his luggage with a personalized tag bearing the war machine’s likeness.

Buy it: ShopDisney

5. Flash Skinny Tie; $17

A skinny Flash-themed tie
Uyoung/Amazon

We’ll let you know if the Justice League starts selling new memberships, but here’s the next best thing. Available in a rainbow of super-heroic colors, this skinny necktie bears the Flash’s lightning bolt logo. Race on over to Amazon and pick one up today.

Buy it: Amazon

6. Captain America Shield Apron; $20

A Captain America themed apron
Toynk

Why let DC fans have all the fun? Daddy-o can channel his inner Steve Rogers when he flips burgers at your family’s Fourth of July BBQ. Measuring 31.5 inches long by 27.5 inches wide, this apron’s guaranteed to keep the cookout Hydra-free.

Buy it: Toynk

7. Doctor Who Vortex Manipulator LCD Leather Wristwatch; $35

A Doctor Who-themed watch
Toynk

At once classy and geeky, this digital timepiece lovingly recreates one of Doctor Who’s signature props. Unlike some of the gadgets worn on the long-running sci-fi series, it won’t require any fancy chronoplasm fuel.

Buy it: Toynk

8. Wonder Woman 3-Piece Grill Set; $21

Wonder Woman three-piece gill set
Toynk

At one point in her decades-long comic book career, this Amazon Princess found herself working at a fast food restaurant called Taco Whiz. Now grill cooks can pay tribute to the heroine with these high-quality, stainless steel utensils. The set’s comprised of wide-tipped tongs, a BBQ fork, and a spatula, with the latter boasting Wonder Woman’s insignia.

Buy it: Toynk

9. Harry Potter Toon Tumbler; $10

Glassware that's Harry Potter themed
Entertainment Earth

You can never have too many pint glasses—and this Father’s Day, dad can knock one back for the boy who lived. This piece of Potter glassware from PopFun has whimsy to spare. Now who’s up for some butterbeer?

Buy it: EntertainmentEarth

10. House Stark Men’s Wallet; $16

A Game of Thrones themed watch
Toynk

Winter’s no longer coming, but the Stark family's propensity for bold fashion choices can never die. Manufactured with both inside and outside pockets, this direwolf-inspired wallet is the perfect place to store your cards, cash, and ID.

Buy it: Toynk

11. Mr. Incredible “Incredible Dad” Mug, $15

An Incredibles themed mug
ShopDisney

Cue the brass music. Grabbing some coffee with a Pixar superhero sounds like an awesome—or dare we say, incredible?—way for your dad to start his day. Mom can join in the fun, too: Disney also sells a Mrs. Incredible version of the mug.

Buy it: ShopDisney

12. Star Wars phone cases from Otterbox; $46-$56

Star Wars phone cases from OtterBox.
Otterbox

If your dad’s looking for a phone case to show off his love of all things Star Wars, head to Otterbox. Whether he’s into the Dark Side with Darth Vader and Kylo Ren, the droids, Chewbacca, or Boba Fett, you’ll be able to find a phone case to fit his preference. The designs are available for both Samsung and Apple products, and you can check them all out here.

Buy it: Otterbox

13. 3D Puzzles; $50

3D Harry Potter puzzle from Amazon.
Wrebbit 3D

Help dad recreate some of his favorite fictional locations with these 3D puzzles from Wrebbit 3D. The real standouts are the 850-piece model of Hogwarts's Great Hall and the 910-piece version of Winterfell from Game of Thrones. If dad's tastes are more in line with public broadcasting, you could also pick him up an 890-piece Downton Abbey puzzle to bring a little upper-crust elegance to the homestead.

Buy it: Hogwarts (Amazon), Winterfell (Amazon), Downton Abbey (Amazon)

At Mental Floss, we only write about the products we love and want to share with our readers, so all products are chosen independently by our editors. Mental Floss has affiliate relationships with certain retailers and may receive a percentage of any sale made from the links on this page. Prices and availability are accurate as of the time of publication.

16 Priceless Treasures We've Lost Forever

jeanyfan, Wikimedia Commons // Public Domain
jeanyfan, Wikimedia Commons // Public Domain

Steven Spielberg is known for crafting such masterpieces as Jaws, E.T., Schindler's List, and Jurassic Park. With such a long and acclaimed film career, it probably wouldn't surprise anyone to learn that Spielberg got his start behind the camera at just 17 years old when (with the help of his friends and his high school marching band) he directed his first feature-length film, Firelight.

What's that? You've never seen Firelight? Well, you're certainly not alone; sadly, just under four minutes of the original footage remains. After screening Firelight for around 500 people, the young director sent a few of the film reels off to a producer for review. When the budding director later went back to retrieve his film, he discovered that the producer had been fired—and his movie had vanished.

Firelight is just one example of the many priceless items that have disappeared from history. On this episode of The List Show, we're rediscovering all sort of treasures—from writing by Ernest Hemingway to natural landmarks—that have been lost to time (or circumstance). You can watch the full episode below.

For more videos like this, be sure to head here and subscribe.