20 Old Hat Styles Due for a Comeback

John Firth, BIPs/Getty Images
John Firth, BIPs/Getty Images

One thing that illustrated and photographic archives have taught us is that people have always known how to rock a stylish piece of headwear. From squat caps to towering toppers, history has produced a hat for every occasion. Here are 20 old styles that, with a healthy dose of fashion and confidence, could still look just as fabulous today.

1. THE CLOCHE

A woman wearing a cloche hat decorated with flowers.
Sasha, Getty Images

The sleek, head-hugging cloche was the perfect companion to the bobbed hairstyle worn by flappers in the 1920s. The hats were typically left plain to emphasize their bell-shaped silhouette, though they also offered a blank canvas for embellishment. The cloche was most popular during the Jazz Age but it’s occasionally incorporated into retro fashion styles today.

2. THE OTTOMAN HEADDRESS

In Ottoman ceremonial costumes, hats played a starring role. The headgear often featured bright colors, feathery ornamentations, and elaborate designs that signified status. The wearer’s class, religion, gender, and clan could all be gleaned from the way the fabric in their headdress was layered.

3. THE BOWLER HAT

Oscar Wilde wearing a bowler hat in 1885.
Oscar Wilde wearing a bowler hat in 1885.
Hulton Archive/Getty Images

The top hat was popular in the 19th century but it wasn't always the most practical choice for outdoor activities. When looking for a way to protect the heads of horseback riders from branches, brothers Thomas and William Bowler came up with their namesake cap. The bowler hat was sturdy, compact, and appropriate for most any occasion. Though the bowler hat largely fizzled out by the 1980s, the item's original London manufacturers Lock & Co. still sell thousands each year.

4. THE PILLBOX HAT

Woman wearing a pillbox hat in the 1960s.
Chaloner Woods, Getty Images

Unlike some hats from history, this one was prized for its simplicity. It could be easily identified by its brimless, round shape evoking that of a pillbox. It began gaining steam in the 1930s before reaching peak popularity with First Lady Jackie Kennedy in the 1960s.

5. THE FASCINATOR

Victoria Beckham wearing a fascinator in 2007.
Victoria Beckham wearing a fascinator in 2007.
Mark Mainz, Getty Images

Depending on the look you’re going for, a fascinator can be worn as a subtle accent item or a show-stealing statement piece. The hat is defined as an ornamental headpiece that’s secured to the crown using a headband or comb. Once they fit that criteria, fascinators can take the form of flowers, feathers, fabric, or whatever else the wearer can engineer to stay on their head. And though they're still popular in the U.K., Americans don't tend to utilize fascinators outside of Derby Day attire.

6. THE TRI-CORNER HAT

A tri-cornered hat from Spain, circa 1780.
A tri-cornered hat from Spain, circa 1780.
Gabriel Bouys, AFP/Getty Images

In 17th century Europe and America, tri-cornered hats, or tricornes, gave men the opportunity to show off their lustrous wigs poking out from beneath the upturned brim. It's no surprise then that the hat style died out with the powdered wig fad, but that doesn't mean it isn't fit for a comeback. Even if wearers don't have wigs to flaunt, they could take a page from our forefathers' book and upgrade the hat itself with feathers, brocades, and fabrics—or maybe just sports insignias.

7. THE DEERSTALKER HAT

British actor Peter Cushing wearing a deerstalker hat circa 1960.
British actor Peter Cushing wearing a deerstalker hat circa 1960.
Keystone/Getty Images

If you’ve seen this hat anywhere, it was most likely on the head of someone portraying Sherlock Holmes. The headpiece has been tied to the character since the books were published in the 19th century (it was the illustrations—not the story—that did it, as Sir Arthur Conan Doyle never mentions the cap in the text). It’s peculiar that an urban detective would be wearing a deerstalker hat in the first place, considering they were designed for hunting game and not tracking clues, but the smartly styled hat's comeback should be ... elementary.

8. THE HENNIN

Illustration of a French woman wearing a hennin in the 15th century.
plaisanter, Flickr // CC BY-SA 2.0

These striking hats were a clear sign of royalty in the medieval era. Reinforced with wire or padding and draped in fine fabric, the cone-shaped hennin is still synonymous with the stereotypical princess today. English hennins were fairly modest in height, but the French version reached up to to three feet and the hat's Mongolian predecessor towered five to seven feet high.

9. THE NEWSBOY CAP

Newsboys in St. Louis in 1910.
Lewis Hine, Wikimedia Commons // Public Domain

This hat goes by many names (the big apple, the eight panel, the Gatsby), but its strongest association is with newsboys at the turn of the 20th century. The floppy, brimmed cap wasn't just popular with the younger working class. It was worn by men across the social ladder and was a common sight on the golf course.

10. THE PEACH BASKET HAT

Actress Marion Davies in a peach basket hat.
Actress Marion Davies in a peach basket hat.
Wikimedia Commons // Public Domain

The origin of this hat name isn't too hard to figure out: It resembles a bulky, over-turned fruit basket. The peach basket hat first appeared at the start of the 20th century, but it was shunned by many for being an "unpatriotic" display of vanity during the first world war. It was revived in the 1930s and experienced a popularity streak until the 1950s.

11. THE PORK PIE HAT

Actor Buster Keaton wearing his signature pork pie hat in 1939.
Actor Buster Keaton wearing his signature pork pie hat in 1939.
Wikimedia Commons // Public Domain

This hat is known for having a domed crown inside a pinched rim, creating a shape similar to that of a certain savory pastry. The style was originally worn by women in the 19th century and was later embraced by men’s fashion in the early 1900s (thanks in part to Buster Keaton). It’s not as popular as it was in the 1920s but it recently enjoyed a brief return to the spotlight by way of the Heisenberg character on Breaking Bad.

12. THE CARTWHEEL HAT

Actress Fanny Brice wearing a cartwheel hat circa 1910.
Actress Fanny Brice wearing a cartwheel hat circa 1910.
Wikimedia Commons // Public Domain

Out of context, a cartwheel hat could be mistaken for an hor d'oeuvres platter or a tiny landing pad. The hat was worn slightly askew for an eye-catching look and was often crafted from luxurious materials. But after catching on in the 1930s, the broad hats have since fallen out of fashion.

13. THE CHAPEAU BRAS

Bicorne hat.
Marie-Lan Nguyen, Wikimedia Commons // CC BY 2.5

With the chapeau bras, gentlemen in the 18th century proved you don't need to compromise style for convenience. The bicorne shape of the hat was designed to both sit comfortably on a head and fold flat when tucked beneath an arm. The French name roughly translates to "hat arm." It was a popular hat style among military men in the 1800s, including U.S. admiral George Dewey.

14. THE BOUDOIR CAP

For a brief period at the turn of the 19th century, hair nets were fashionable. Women used boudoir caps to protect their hair while getting dressed in the morning or at night, though more stylish designs also worked as statement-making loungewear. Typically made from silk, muslin, or other lingerie fabric, the cap was the perfect companion to the kimono negligee, which was just beginning to gain popularity in the West at the time.

15. THE EUGÉNIE HAT

The Eugénie hat is named after Empress Eugénie de Montijo, one half of France’s last reigning royal couple. It’s traditionally made from felt or velvet and worn tilted forward slightly to cover the wearer's eye. The hat saw an initial popularity spike in the mid-19th century, then a second after Greta Garbo worse a version of it in the 1930 film Romance.

16. THE GAINSBOROUGH HAT

Gainsborough hats, or picture hats, were popularized by 18th-century artist Thomas Gainsborough, who often depicted the society women in his portraits beneath massive headwear. The hats are known for their wide brims and over-the-top embellishments. It wasn't uncommon to see women walking around with stuffed birds perched on their hats during the style's peak.

17. THE PAMELA BONNET

Named for the protagonist of Samuel Richardson's 1740 novel, the Pamela bonnet was an elegant hat option for women in the 19th century. It's crafted from straw and tied with a ribbon in such a way that folds the wide brims against the wearer's cheeks. The sides of the hat slope down and away from the head, allowing the woman’s fashionable ringlets to peek out.

18. THE HALF HAT

The Queen wearing a half hat and waving from a car.
Queen Elizabeth II wearing a half hat in 1954.

The sleek, close hat trend reached its peak in the 1950s with the half hat. Part-hat, part-hair accessory, the half hat cups the back of the skull and curves across the crown, stopping just short of the ears. Milliner Lilly Daché received an American Designer award for the hat in 1941.

19. THE WHOOPEE CAP

The whoopee cap is best known as the crown hat Jughead wears in the Archie comics. Instead of buying a professionally-made version from a hat shop, wearers fashioned caps of their own by tattering the brims of old fedoras and turning them inside-out. The style appeared recently on Riverdale, the gritty Archie reboot, so a comeback may be on the way.

20. THE HOMBURG

British Foreign Secretary Sir Anthony Eden (right) with Neville Chamberlain, Leader of the Conservative Party, wearing Homburg hats while walking in London in 1937.
British Foreign Secretary Sir Anthony Eden (right) with Neville Chamberlain, Leader of the Conservative Party, wearing Homburg hats while walking in London in 1937.
Central Press/Hulton Archive/Getty Images

The Homburg isn't a household name like the top hat or the fedora, but the men’s hat is still a classic. The style is distinguished by a curled brim and a dent depressing the center of the crown. King Edward VII launched the trend in the late 19th century. When he brought a hat back with him following a visit to Bad Homburg, Germany, the rest of the world noticed his new look and started wearing Homburg hats of their own.

A shorter version of this story originally ran in 2017.

15 Facts About Bill & Ted’s Excellent Adventure on Its 30th Anniversary

MGM
MGM

In 1989, a couple of slackers from San Dimas, California hopped inside a time-traveling phone booth and gathered a gaggle of key figures from the past so they wouldn’t fail their high school history class. In 1991, they were at it again. Now, 30 years after Keanu Reeves and Alex Winter first cemented their place in sci-fi history as the lovable duo, the long-awaited threequel—Bill & Ted Face the Music—has been officially confirmed. Here are 15 things you might not know about the most excellent original film.

1. Bill and Ted were born in an improv class.

The idea for the characters of Bill and Ted came about in 1983, when UCLA classmates Ed Solomon and Chris Matheson formed a student improv workshop with a few of their peers. “One day, we decided to do a couple of guys who knew nothing about history, talking about history,” Solomon recalled to Cinemafantastique in a 1991 interview. “The initial improv was them studying history, while Ted’s father kept coming up to ask them to turn their music down.” (Solomon played Ted, Matheson was Bill.)

2. Originally, it was Bill & Ted & Bob.

When the skit originated, there was a third character, Bob. But “Bob” wasn’t as into it as Solomon and Matheson, so the trio became a duo.

3. Bill wanted to be Ted and Ted wanted to be Bill.

It’s hard to imagine anyone but Keanu Reeves playing Ted Logan, or another actor besides Alex Winter in the role of Bill S. Preston, Esq., but each actor actually auditioned for the opposite role. But when Solomon and Matheson saw their audition tapes, they thought the opposite would work better. In an online chat with Moviefone, Reeves claimed that he didn’t even know their roles had been switched until after he had been cast. “I got a call saying that I got the part,” Reeves recalled. “So I went to the wardrobe fitting… assuming I was playing Bill, and I get there and Alex Winter, who eventually played Bill, went to the wardrobe fitting thinking he was playing Ted. Then we were informed that that wasn't the case.”

4. Pauly Shore also wanted to be Ted.


Getty Images

Pauly Shore was among the hundreds of actors who auditioned for the role of Ted. In 1991, Shore hosted an MTV special, Bill & Ted’s Bogus Premiere Party, in which Shore corners Reeves in a back room to talk about his failed audition. Lucky for America, Shore did go on to find fame apart from Bill & Ted, and bring the phrase, “Hey, Bu-ddy!” into the popular lexicon.

5. No, Bio-Dome is not Bill & Ted's threequel.

Speaking of Pauly Shore ... For years, rumors circulated that the script for 1996’s Bio-Dome—starring Shore and Stephen Baldwin—was actually written as the third film in the Bill & Ted franchise. In 2011, Winter laid this rumor to rest when he told /Film that the story is “total urban legend as far as I know. No one involved in that movie had anything to do with Bill & Ted. So unless they were just going to try and reboot the franchise with that concept and different actors, I can’t see a connection.”

6. Keanu Reeves and Alex Winter weren't quite nerdy enough.

The casting of Reeves and Winter posed a problem for the script. “Bill and Ted were conceived in our minds as these 14-year-old skinny guys, with low-rider bellbottoms and heavy metal T-shirts,” Solomon told Cinefantastique. “We actually had a scene that was even shot, with Bill and Ted walking past a group of popular kids who hate them. But once you cast Alex and Keanu, who look like pretty cool guys, that was hard to believe.”

7. George Carlin was a happy accident.


Getty Images

In a 2013 Reddit AMA, Alex Winter called the casting of George Carlin (as Rufus, Bill and Ted’s mentor) “a very happy accident. They were going after serious people first. Like Sean Connery. And someone had the idea, way after we started shooting, of George. That whole movie was a happy accident. No one thought it would ever see the light of day.”

8. The time machine was originally a van.

In Solomon and Matheson’s original script, it was a 1969 Chevy van that served as Bill and Ted’s time machine. But in the course of rewriting the script for Warner Bros., who showed early interest in producing the project, there was concern that a motor vehicle as time machine would ring too closely as a rip-off of Back to the Future, which arrived in theaters in 1985. It was director Stephen Herek who suggested a phone booth, as he thought it could lend itself to something akin to a roller coaster in the visuals. (The phone booth’s similarity to Doctor Who’s TARDIS was apparently not a big concern to the studio.)

9. Some Nintendo lover has that phone booth.

As part of a promotion for 1991’s Bill & Ted's Excellent Video Game Adventure, Nintendo Power magazine gave away Bill & Ted’s phone booth as a contest prize. The lucky winner was one Kenneth Grayson, who Reddit tracked down for an AMA in 2011. Grayson spent much of the chat answering questions about whether or not any X-rated activities had ever taken place in the phone booth.

10. The script was written in four days. By hand.

In 1984, Solomon and Matheson wrote the script over the course of just four days. They wrote it by hand, on note paper, during a series of meetings at a couple of local coffee shops. The 2005 box set, Bill & Ted’s Most Excellent Collection, features some of their handwritten notes.

11. Sci-fi wasn't part of the plan.

Keanu Reeves, Dan Shor, and Alex Winter in Bill & Ted's Excellent Adventure (1989)
MGM

Though Matheson is the son of legendary sci-fi writer Richard Matheson, author of I Am Legend, he didn’t intend for Bill & Ted to be a science-fiction movie. “I try to consciously fight it, out of a desire to break away, but maybe I have a predilection toward that because of my dad,” Matheson told Starlog Magazine of the inevitable fantasy elements that emerged. “He’s a great writer and craftsman, and always has suggestions.” In fact, it was the elder Matheson’s idea that the time travel story be its own movie. “We were going to write a sketch film, with this as one of the skits, but my dad said, ‘That sounds like a whole movie,’” Matheson recalled, “And he was right!”

12. Bill and Ted almost traveled straight to television.

Shortly after principal photography on the film was completed in 1987, the film’s financiers, De Laurentiis Entertainment Group, went bankrupt. A straight-to-cable release was the most likely path for the time-traveling comedy until Orion Pictures and Nelson Entertainment bought the rights in 1988 for a 1989 release. Because of the delay to theaters, references to the year—which had been filmed as “1987”—had to be dubbed for 1988, resulting in a few scenes where the actors’ lips don’t quite match the sound.

13. Their journeys continued in a variety of media.

In addition to the 1991 sequel, Bill & Ted’s Bogus Journey, the Bill & Ted franchise includes 1990’s Bill & Ted’s Excellent Adventures, an animated series for which Reeves, Winter, and Carlin provided the voices. It lasted for one season. The title was revived as a live-action series in 1992, which included none of the original cast and ran for just seven episodes. In 1991, Marvel Comics launched Bill and Ted’s Excellent Comic Book, written by Evan Dorkin.

14. Back in the late 1980s, you could eat Bill and Ted.

As a tie-in to the animated series, you could—for a short while—actually start your morning with a bowl of Bill & Ted’s Excellent Cereal, which was touted as “A Most Awesome Breakfast Adventure.”

15. Bill and Ted will ride again.

Over the past several years there has been a lot of buzz about a third Bill & Ted movie coming to theaters. In 2011, Winter tweeted that the script had been completed and that he was getting ready to read it. When asked about the possibility of a threequel in 2013, Reeves told the Today Show, “I'm open to the idea of that. I think it’s pretty surreal, playing Bill and Ted at 50. But we have a good story in that. You can see the life and joy in those characters, and I think the world can always use some life and joy.” Several references to the possible project have been made since then, and it's now been confirmed that the third film, Bill and Ted Face the Music, is currently in pre-production.

According to The Hollywood Reporter, via a report from the Cannes Film Festival, Matheson and Solomon co-wrote the script and Dean Parisot (Galaxy Quest) is attached to direct. Reeves and Winter will, of course, be reprising their roles, which "will see the duo long past their days as time-traveling teenagers and now weighed down by middle age and the responsibilities of family. They’ve written thousands of tunes, but they have yet to write a good one, much less the greatest song ever written." Excellent!

25 Things You Might Not Know About Thomas Jefferson

iStock
iStock

Thomas Jefferson (1743-1826), the third president of the United States, penned one of the greatest documents of the modern world in the Declaration of Independence. While that’s certainly a career highlight, it’s far from the only interesting thing about him. For more on Jefferson’s life, accomplishments, and controversies, take a look at this assembly of 25 facts.

1. He was addicted to learning.

Born April 13 (April 2 on the pre-Gregorian calendar), 1743 at his father’s Shadwell plantation in Virginia, Jefferson was one of 10 children (eight of whom survived to adulthood). While he attended the College of William and Mary (he graduated in 1762), he was said to have studied for 15 hours daily on top of violin practice. The hard work paid off: Jefferson moved into law studies before becoming a lawyer in 1767. Two years later, he became a member of Virginia’s House of Burgesses, the Virginia legislature. His autodidact ways continued throughout his life: Jefferson could speak four languages (English, Italian, French, Latin) and read two more (Greek and Spanish).

2. His greatest work was a study in contradiction.

As a member of the Second Continental Congress and the “Committee of Five” (a group consisting of John Adams, Roger Sherman, Benjamin Franklin, Robert Livingston, and Thomas Jefferson brought together for this purpose), Jefferson was tasked with writing the Declaration of Independence, an argument against the 13 colonies being held under British rule. While the Declaration insisted that all men are created equal and that their right to liberty is inherent at birth, Jefferson’s plantation origins meant that he embraced the institution of slavery. In any given year, Jefferson supervised up to 200 slaves, with roughly half under the age of 16. He perpetuated acts of cruelty, sometimes selling slaves and having them relocated away from their families as punishment. Yet in a book titled Notes on the State of Virginia (which he began writing during his stint as governor and published in 1785), Jefferson wrote that he believed the practice was unjust and “tremble[d]” at the idea of God exacting vengeance on those who perpetuated it. Though Jefferson acknowledged slavery as morally repugnant—and also criticized the slave trade in a passage that was cut from the Declaration of Independence "in complaisance to South Carolina and Georgia”—he offered no hesitation in benefiting personally from it, a hypocrisy that would haunt his legacy through the present day.

3. He didn't like being rewritten.

After drafting the Declaration, Jefferson waited as Congress poured over his document for two days. When they broke session, Jefferson was annoyed to find that they were calling for extensive changes and revisions. He disliked the fact the passage criticizing the slave trade was to be omitted, along with some of his harsh words against British rule. Benjamin Franklin soothed his irritation, and the finished Declaration was adopted July 4, 1776, spreading via horseback and ship throughout that summer.

4. He recorded everything.

After inheriting his family’s Shadwell estate, Jefferson began constructing a new brick mansion on the property he dubbed Monticello, which means “little mountain” in Italian. For operations at Monticello and the properties he would acquire later in life, Jefferson was preoccupied with recording the minutiae of his daily routine, jotting down journal entries about the weather, his expansive garden, and the behavior of animals on his property. He kept a running tally of the hogs killed in a given year, mused about crop rotations, and noted the diet of his slaves.

5. He doubled the size of the country.

Jefferson’s greatest feat as president, an office he held from 1801 to 1809, was the Louisiana Purchase, a treaty-slash-transaction with France that effectively doubled the size of the United States. The deal took careful diplomacy, as Jefferson knew that France controlling the Mississippi River would have huge ramifications on trade movements. Fortunately, Napoleon Bonaparte was in the mood to deal, hoping the sale of the 830,000 square miles would help finance his armed advances on Europe. Bonaparte wanted $22 million; he settled for $15 million. Jefferson was elated, though some critics alleged the Constitution didn’t strictly allow for a president to purchase foreign soil.

6. He fought pirates.

Another instance where Jefferson pushed the limits of his Constitutional power was his fierce response to Barbary pirates, a roving band of plunderers from North Africa who frequently targeted supply ships in the Mediterranean and held them for ransom. Under Jefferson’s orders, American warships were dispatched to confront the pirates directly rather than capitulate to their demands. The initial Navy push was successful, but the pirates were able to capture a massive American frigate—which an American raiding party subsequently set fire to so the ship couldn't be used against them. A treaty was declared in 1805, although tensions resumed in what was known as the Second Barbary War in 1815. Again, Naval ships forced Algerian ships to retreat.

7. He helped popularize ice cream in the U.S.

Jefferson spent time in France in the 1700s as a diplomat, and that’s where he was likely introduced to the dessert delicacy known as ice cream. While not the first to port over recipes to the United States, his frequent serving of it during his time as president contributed to increased awareness. Jefferson was so fond of ice cream that he had special molds and tools imported from France to help his staff prepare it; because there was no refrigeration at the time, the confections were typically kept in ice houses and brought out to the amusement of guests, who were surprised by a frozen dish during summer parties. He also left behind what may be the first ice cream recipe in America: six egg yolks, a half-pound of sugar, two bottles of cream, and one vanilla bean.

8. He bribed a reporter.

Presidential scandals and dogged newspaper reporters are not strictly a 20th or 21st century dynamic. In the 1790s, a reporter named James Callender ran articles condemning several politicians—including Alexander Hamilton and John Adams—for various indiscretions. In 1801, he turned his attention to Jefferson, whom he alleged was having an affair with one of his slaves, a woman named Sally Hemings. Callender went to Jefferson and demanded he receive $200 and a job as a postmaster in exchange for his silence. Disgusted, Jefferson gave him $50. Callender eventually broke the news that Hemings and Jefferson had been involved, a relationship that resulted in several children. Jefferson supporters ignored the story—which modern-day DNA testing later corroborated—but Callender was never in a position to gather more evidence: He drowned in the James River in 1803.

9. He had a pet mockingbird.

Even before the Revolution, Jefferson had taken a liking to mockingbirds, and he brought this affection to the White House, which they filled with melodious song. (And, presumably, bird poop.) But he was singularly affectionate toward one mockingbird he named Dick. The bird was allowed to roam Jefferson’s office or perch on the president’s shoulder. When Jefferson played his violin, Dick would accompany with vocals. Dick and his colleagues followed Jefferson back to Monticello when he was finished with his second term in 1809.

10. He invented a few things.

Not one to sit idle, Jefferson used his available free time to consider solutions to some of the problems that followed him at his Monticello farming endeavors. Anxious to till soil more efficiently, he and his son-in-law, Thomas Mann Randolph, conceived of a plow that could navigate hills. He also tinkered with a way of improving a dumbwaiter, the elevator typically used to deliver food and other goods from one floor to another.

11. His wife had a curious connection to his mistress.

Jefferson was married for just 10 years before his wife, Martha Wayles, died in 1782 at age 33 of unknown causes. Curiously, Jefferson’s involvement with his slave, Sally Hemings, was part of Martha's convoluted family tree. Martha’s father, John Wayles, had an affair with Sally’s mother, Elizabeth Hemings—meaning most historians think Sally and Martha were half-sisters.

12. He's credited with creating a catchphrase.

During his second term as president, Jefferson was said to have run into a man on horseback near his Monticello estate who proceeded to engage him in a lengthy complaint of everything wrong in Washington. Reportedly, the man had no idea he was speaking to the commander-in-chief until Jefferson introduced himself. The man, deeply embarrassed, quickly spouted “my name is Haines” and then galloped away. True or not, Jefferson is credited with originating the resulting catchphrase that was popular in the 1800s, with people saying “my name is Haines” whenever they wanted to feign embarrassment or were forced to leave abruptly.

13. He was served with a subpoena.

Long before Richard Nixon landed in hot water, Thomas Jefferson resisted attempts to compel him to testify in court. The matter unraveled in 1807, when James Wilkinson insisted he had sent Jefferson a letter informing him of Aaron Burr’s plot to invade Mexico. Government attorneys wanted Jefferson to appear with the letter, but the president—who said that the country would be left without leadership if he traveled to Richmond to answer the subpoena—refused to appear, an act of executive willpower that was never challenged in court.

14. He had a secret retreat.

Though Monticello remained Jefferson’s pride and joy, he had another residence for times when he wanted to be alone. Poplar Forest, located near Lynchburg, Virginia, was an octagonal home that he had built to exacting detail: The windows were measured so they would bring in only Jefferson’s preferred amount of sunlight. The home took years to construct and was nearly ready by the time he left office in 1809. It’s now open to the public.

15. He was a shabby dresser.

After taking office, Jefferson offended some in Washington who believed the president should be an impeccably-dressed and polished social host. While many of his stature would opt for a carriage, Jefferson rode a horse and dressed in plain and comfortable clothing. He acknowledged only two official White House celebrations annually: the 4th of July and New Year’s Day.

16. He was an early wine connoisseur.

Centuries before wine appreciation became a national pastime, Jefferson was busy accumulating an eclectic wine cellar. His love for the drink coincided with his trip to France, where he was introduced to the various tastes and textures. He kept a well-stocked collection at Monticello and also tried growing his own European grapes, but was never successful.

17. He shocked people by eating a tomato.

Jefferson’s multitudes of crops included what were, for their time, unique and sometimes puzzling additions. He grew tomatoes when their consumption in Virginia was uncommon, and, according to one account from 1900, Jefferson reportedly appalled some onlookers when he would consume one in front of witnesses.

18. He probably had a fear of public speaking.

Without today’s methods of addressing the public—radio, television, and Twitter—Jefferson was largely free to succumb to his reported phobia of speaking in public. While working as a lawyer, he found himself unable to deliver orated arguments as eloquently as he could write them. When he did speak, it was apparently with a meek disposition. One listener to his inaugural address in 1801 described Jefferson’s speech as being in “so low a tone that few heard it.”

19. He harvested opium.

At Monticello’s sprawling vegetable and plant gardens, Jefferson grew over 300 different kinds of crops, flowers, and other sprouts. Among them were Papaver somniferum, the poppy seed that can be used to create opioid drugs. Common in Jefferson’s time, the plant is now under much closer scrutiny and the estate was forced to pull up their remaining crop in 1991.

20. Abraham Lincoln was not a fan.

Though they weren’t contemporaries, Abraham Lincoln sometimes seethed with animosity toward Jefferson. William Henry Herndon, Lincoln’s onetime law partner, wrote that Lincoln “hated” Jefferson both for his moral shortcomings and his political views. But Lincoln also recognized the potency of the Declaration, citing its words as proof of equality among the population. “All honor to Jefferson,” he said, for making the document a “stumbling block” for anyone arguing in favor of tyranny. But he still never liked the guy.

21. He sold a lot of books to the Library of Congress.

Jefferson, a voracious reader, was dismayed when the War of 1812 resulted in British forces burning the Capitol in Washington and reducing its 3000-volume library of books to ashes. To repopulate the repository of knowledge, Jefferson sold Congress his entire personal library of 6707 titles for $23,950. The sale was finalized in 1815, and the books were sent via wagon from Virginia to Washington.

22. He helped found the University of Virginia.

A fierce advocate of education, Jefferson used his later years to propagate an institution of higher learning. Jefferson began planning the resources for a Virginia state university during his presidential term, writing to the Virginia House of Delegates that a college should not be solely a house but a “village.” In the proceeding years, Jefferson arranged funding, contributed design ideas, and helped shepherd the University of Virginia toward its formal opening in March 1825. Known as the “founding father” of the school, his influence has not always been welcomed. In April 2018, protesting students spray-painted the words rapist (in reference to his controversial relationship with slave Sally Hemings) and racist on a campus statue.

23. He was always in debt.

Status, salary, and opportunities should collude to make sure presidents are in solid financial shape during and after their tenure in office. Jefferson was an exception. Despite inheriting his father’s estate, he was plagued by debt for most of his life. He often spent beyond his means, expanding his property and making additions and renovations with little regard for the cost involved. His father-in-law, John Wayles, carried debt, which Jefferson became responsible for when Wayles died in 1774. Jefferson himself died owing $107,000, or roughly $2 million today.

24. His onetime nemesis dies on the same day.

Before Jefferson passed away on July 4, 1826, he had finally made amends with John Adams, the president who preceded him in office and for whom Jefferson had acted as vice-president. The two men, once on the same side, had grown to resent the other’s approach to diplomacy and politics, with Jefferson lamenting Adams’s preference for centralized and meddlesome government—though according to Jefferson, the major issue was the so-called “Midnight Judges,” appointments that Jefferson felt “were from among [his] most ardent political enemies.”

Strangely, Adams passed away the same day as Jefferson, just five hours later. The date, July 4, was also the 50th anniversary of the Declaration of Independence being adopted.

25. He wrote his own epitaph.

Jefferson wasn’t willing to leave his final resting place in the hands of others. He was exacting in how he wanted his grave marker to look and how his epitaph should read. He also directed the marker be made of inexpensive materials to dissuade vandals from bothering it. Following his death in 1826, several people chipped away at his grave in Monticello as souvenirs. Congress funded a new monument in 1882, which is still toured by visitors to the estate today. The engraving reads:

Here was buried

Thomas Jefferson

Author of the Declaration of American Independence

of the Statute of Virginia for religious freedom

& Father of the University of Virginia

This time, no one had the temerity to rewrite him.

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