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- Historical reenactments by A-list talent are presented by inebriated storytellers.
- A mockumentary-style period piece comedy that follows members of the wealthy Bellacourt family and their servants in early 20th-century Newport, Rhode Island.
- John Pemberton invents Coca-Cola from wine and cocaine, the FBI tries to take down Martin Luther King Jr., and Stetson Kennedy infiltrates the Ku Klux Klan. Guest starring Bill Hader, Simon Helberg, Kevin Nealon and more.
- Woodward and Bernstein blow open the Watergate scandal, actors/brothers Edwin and John Wilkes Booth engage in a tragic feud, and Elvis crashes the White House to meet Nixon. Guest starring Jack Black, Dave Grohl, Bob Odenkirk.
- Al Capone gets destroyed by an unlikely enemy, prairie lawyer Abraham Lincoln gets a huge break, and the police go to war with protestors during the Haymarket Riot. Guest starring Ike Barinholtz, Joe Lo Truglio, Matt Besser.
- Mary Dyer wages war with the Puritan establishment, two cunning thieves pull off a $500 million art heist, & the most notorious arsonist in New England history is revealed. Guest star: Winona Ryder, Michael Cera, Nick Offerman
- Patty Hearst gets kidnapped and brainwashed, Mark Twain flees the city in fear and finds his unlikely first hit story. Abolitionist Mary Ellen Pleasant becomes and influential Hotel Mogal. Guest starring Kristen Wiig, Terry Crews, Lisa Bonet and more.
- Ralph Nader goes to war with General Motors, Houdini and Sir Arthur Conan Doyle go from best friends to bitter rivals, and the Kellogg Brothers invent cereal but battle each other.
- Hold-outs fight to the bitter end at the Alamo, Billy the Kid goes on the run from lawman Pat Garrett, and Teddy Roosevelt rounds up the Rough Riders and goes to war. Guest starring Jake Johnson, Chris Parnell, Andy Daly and more.
- Lewis and Clark explore the dangerous west, evolution is questioned in the controversial "trial of the century," and Dolly Parton has to leave the man who made her famous. Guest starring Tony Hale, Aubrey Plaza, Jack McBrayer and more.
- Scientist Percy Julian overcomes racial barriers, Claudette Colvin refuses to give up her bus seat months before Rosa Parks's famous protest, and Joe Louis fights German boxer Max Schmeling.
- The U.S. reluctantly accepts the Statue of Liberty, Sybil Ludington goes on an epic ride to warn of a British attack, and journalist Nellie Bly infiltrates a corrupt mental institution.
- Alan Freed becomes one of the first radio DJs to broadcast rock 'n' roll, Kris Kristofferson gets his big break with some help from his hero, Johnny Cash, and Sylvia Robinson creates The Sugarhill Gang. Featuring Johnny Knoxville, Jack McBrayer and Retta.
- Abraham Lincoln tries to avoid assassination on the way to his inauguration, Francis Scott Key writes "The Star-Spangled Banner," and Edgar Allan Poe feuds with Rufus Griswold. Featuring Charlie Day, Adrianne Palicki, Jesse Plemons and Jason Ritter.
- Charles Sumner gets caned on the Senate floor, Judge J. Waties Waring helps to end segregation, and a slave named Robert Smalls commandeers a Confederate warship. Featuring Patton Oswalt, Johnny Knoxville, Busy Philipps and Brandon T. Jackson.
- Orson Welles's Citizen Kane (1941) upsets William Randolph Hearst: animator Ub Iwerks helps Walt Disney create Mickey Mouse: Nancy Reagan convinces her husband Ronald Reagan to enter politics.
- James Cook "discovers" Hawaii and parties with the natives, Japanese-American Daniel Inouye fights heroically in World War II, and Eddie Aikau becomes one of the world's greatest big wave surfers.
- Frances Cleveland becomes the youngest first lady ever, Edith Wilson runs the country after Woodrow Wilson's stroke, and Dolley Madison saves several artifacts from destruction. Featuring Courteney Cox, Bobby Moynihan, Alia Shawkat and Casey Wilson.
- Baron von Steuben helps train the Continental Army, John Adams and Thomas Jefferson campaign against each other for president, and Benedict Arnold betrays George Washington's army.
- Jim Thorpe is named the greatest athlete of the 20th century, Babe Didrikson breaks down gender barriers in sports, and Jim Abbott achieves prominence as a pitcher despite having only one hand. Featuring Jason Momoa, Zach Gilford and Emily Deschanel.
- A new servant arrives at Bellacourt Manor, the death of the Claudette sisters opens space in the Newport 400, and the Bellacourts get a visit from Helen Keller.
- When Pussy Van Anderstein pays a visit, Frederick and Garfield both fall victim to her powerful charms. Lillian learns that divorce is in vogue and concocts a scheme to procure one for herself.
- Now that Lillian and Beatrice have paid Victor and Albert off $2 million to pretend to be dead, they have to hold the mock funeral which will be populated by potential wealthy replacement husbands, in Beatrice's case some that hopefully resemble a certain twin brother. But Victor and Albert presumably being dead has an impact on others. Frederick doesn't know if he can do it with Beatrice anymore with the ghost of Albert hovering over him. Chair is assigned the responsibility of telling the children that their fathers are dead. And Victor and Albert themselves, in what should be the bliss of their cabin hideout alone together, can't seem to behave like a loving couple without the presence of their wives. Meanwhile, Peepers receives a visit from his older "brother", who has to get Peepers to attend another funeral, that is if Dodo will allow him an afternoon off.
- While Lillian and Beatrice prepare for the Newport's Most Beautiful Pageant, Hortense assembles her team of N.A.G.S. to sabotage the event. Downstairs, Peepers instructs Chair in the art of servitude.
- The Commodore returns to Bellacourt Manor with a handsome chef in tow who catches Hortense's eye, and Frederick undergoes psychological evaluation to see if he's fit for a Senate seat. Down in the servant's quarters, Hamish finds a way to blackmail Chair.
- Bellacourt Manor's residents brace themselves for Lillian's annual birthday meltdown, and a surprise visit from Charles Ponzi brings a new business opportunity. Meanwhile, Hortense believes she's expecting, and Peepers falls ill.
- Lillian arranges her own kidnapping in order to achieve fame as an abductee. Dodo orders Peepers to impersonate the Commodore and accompany her to a luncheon. Beatrice mistakes Blanche for a fellow aristocrat.
- Beatrice copes with Fredrick's engagement by reverting to babyhood, and Lillian tries to impress his fiancee, Celery Savoy. Dodo struggles with morphine addiction, and Chair manipulates Garfield into breaking the rules.
- Lillian's new friends invite her to a beach party, and Beatrice is brought to Thomas Edison for a forbidden experiment. Blanche receives a mysterious letter from the Triangle Shirtwaist Factory, and Garfield tries to keep the family from falling apart.
- Lillian and Beatrice race across Newport to try and stop Fredrick's wedding, and Peepers must save the Bellacourts from destruction after he realizes Chair's true intentions.
- Paleontologists Othniel Marsh and Edward Cope become rivals, and Penzias & Wilson discover the echo of the Big Bang. Featuring Greg Kinnear, Stephen Merchant, Justin Long, Jason Ritter, Tony Hale and Christopher Meloni.
- Pirate John Lafitte helps Andrew Jackson defeat the British during the War of 1812, Sam Zemurray becomes a banana kingpin, and Louis Armstrong becomes a jazz legend. Featuring Jack McBrayer, Thomas Middleditch, Jason Momoa, Miles Brown and Andre Royo.
- Actor Clark Gable joins the Air Force during World War II, Ponce de Leon quarrels with Diego Columbus, and Griselda Blanco takes over the cocaine trade in Miami.
- Virginia Hall works as a spy behind enemy lines in France during World War II; and intelligence officer Roald Dahl aids the British war effort against the Axis powers. Also: Harriet Tubman supplies the Union army with information.
- Wayne Wheeler becomes the face of Prohibition, Dorothy Fuldheim breaks barriers in news broadcasting, and Muhammad Ali refuses to fight in the Vietnam War.
- Milton Bradley popularizes board games, Roger Sharpe helps overturn a pinball ban, and chess master Bobby Fischer defeats Russian rival Boris Spassky during the Cold War. Featuring Topher Grace, Zach Gilford, Taran Killam and Jake Johnson.
- Kentucky Daisy stakes a claim to land, Gordon Cooper overcomes mechanical issues on a one-man space mission, and African-American Deputy Marshal Bass Reeves is the inspiration for the Lone Ranger. Featuring Kat Dennings, Colin Hanks and Jaleel White.
- Derek Waters travels to different cities to get people drunk and have them tell a tale from history. Then the dialogue is portrayed by real actors and comedians.
- The Wild West origins of the LAPD, Rin Tin Tin's rise to fame as a Hollywood star, and the shady dealings behind the LA Aqueduct and St. Francis Dam. Featuring Giancarlo Esposito, Ryan Phillippe, Derek Waters, Jack Black, Kyle Gass, Zach Woods, and Rowdy, as Rin Tin Tin.
- Popé leads the Pueblo Indians in a revolt, Boy Scouts founder Ernest Thompson Seton tracks a wolf, and the truth behind the Roswell UFO conspiracy is revealed. Featuring Colin Hanks, Jason Mantzoukas, Rob Huebel, Tom Lennon and Patton Oswalt.
- Alexander Graham Bell steals the original design for the telephone from Elisha Gray, and Thomas Edison tries to create a movie-making monopoly. Featuring Parker Posey, Chris Parnell, Jason Ritter, Martin Starr, Michael McKean, and Henry Winkler.
- Carl Sagan and Ann Druyan fall in love, Wernher von Braun becomes the father of American rocket science, and Russian cosmonauts perform the first spacewalk.
- J.T. McWilliams forms a community but is muscled out by William Clark, Bugsy Siegel bets his life on the Flamingo Casino, and the Moulin Rouge is the first casino to break the color barrier. Featuring Sam Rockwell, Donald Faison, and Dennis Quaid.
- Lillian and Beatrice meet Harriet Tubman, who gives them advice on how to create a "brand" for themselves and become famous. Meanwhile, Peepers hires a new servant, and Chair gives birth to baby Kermit.
- Lillian and Beatrice's marriages are annulled, and Lillian and Victor argue over their prized "Butternut room." Beatrice helps Albert get over his hatchetphobia, and Garfield butts heads with a duplicitous new servant.
- Lillian and Beatrice take up Hortense's mantle to begin fighting for women's rights, and Peepers bristles at Father Black Donahue's new role at the manor.
- Upon being served with divorce papers, Dodo returns to Bellacourt to settle her assets and challenges Chair to a duel. After Laverne's death, Lillian drinks away her sorrows, much to a newly baptized Beatrice's dismay.
- The Commodore invites a prince to Bellacourt Manor, sparking an intense romantic rivalry between Lillian and Beatrice. Peepers clashes with the prince's servant over proper butler techniques, and Hamish's cellmate attempts to teach him how to read.
- Hamish goes on trial for the murder of Scoops LaPue.
- The Roosevelts are invited to Bellacourt Manor by the Commodore, who hopes to convince Teddy to tap Frederick as his vice-president, while Lillian sets out to woo Frankiln, and Beatrice bonds with Eleanor. Also: The servants go on strike, much to Peepers' dismay.