NYC Bars
It's Reality
Under the Influence
George
Not Michael
100

This MacDougal Street basement venue in Greenwich Village launched the careers of Bob Dylan, Jimi Hendrix, and Richard Pryor in the early 1960s — all of whom performed there before anyone knew their names.

What is Cafe Wha?

100

This Emmy-winning CBS reality competition has awarded $1 million to winning teams since 2001, sending pairs of contestants racing across the globe through a series of roadblocks, detours, and pit stops — winning more Best Reality Competition Emmys than any other show in history.

What is The Amazing Race?

100

This early 2010s photo-sharing app, acquired by Facebook for $1 billion in 2012, turned ordinary people into influencers and changed marketing forever.

What is Instagram?

100

This two-time heavyweight champion earned more money from a countertop cooking appliance than from his entire boxing career, selling over 100 million units worldwide.

Who is George Foreman?

100

The Sistine Chapel ceiling was actually commissioned as an act of sabotage — a rival painter convinced the Pope to assign it to this sculptor, hoping to expose him as out of his depth.

Who is Michelangelo?

200

Opened in 1854 and claiming to be Manhattan's oldest continuously operating saloon, this East Village institution famously refused to serve women until a court order forced them to in 1970 — 116 years after opening.

What is McSorley's Old Ale House?

200

This Rhode Island DJ was recruited for Jersey Shore via MySpace, then heard nothing for six months — only finding out the show was real when he saw a commercial air on MTV.

Who is Pauly D?

200

This Slovak-born YouTuber built a massive following by giving away cars and cash to friends on camera — before losing major sponsorships in 2021 when a member of his group was accused of sexual assault during the filming of one of his videos.

Who is David Dobrik?

200

This fictional primate was created by husband-and-wife team H.A. and Margret Rey, who fled Paris on homemade bicycles in 1940 — carrying the original manuscript with them — just days before the Nazis occupied the city.

Who is Curious George?

200

The term "tape measure home run" was literally coined because of this player, when a play-by-play announcer grabbed a measuring tape to record the distance of one of his 1953 blasts.

 Who is Mickey Mantle?

300

This East Village club, whose name stood for "Country, Bluegrass, and Blues," became the unlikely birthplace of American punk and new wave — launching the careers of the Ramones, Blondie, Talking Heads, and Television before closing in 2006.

What is CBGB?

300

This groundbreaking CBS reality show, which stranded castaways on a remote island and introduced America to tribal councils and immunity challenges, premiered in the summer of this year.

What is 2000?

300

Before becoming one of TikTok's most-followed creators, this Louisiana native was studying sports broadcasting at LSU — dropping out after just three months when her dance videos started going viral.

Who is Addison Rae?

300

This Seinfeld character, based on co-creator Larry David, was famously described as "short, stocky, slow-witted, and bald."

Who is George Costanza?

300

This Nobel Peace Prize winner resigned the presidency of the Soviet Union on Christmas Day 1991, saying "I am leaving my post with apprehension, but also with hope" — and the very same day, the USSR ceased to exist.

Who is Mikhail Gorbachev?

400

This former West Village speakeasy, hidden behind an unmarked door with no sign outside, was a Prohibition-era haunt of F. Scott Fitzgerald, John Steinbeck, and Ernest Hemingway — and is the rumored origin of the phrase "86'd."

What is Chumley's?

400

After "Scandoval" made her a household name, this wronged Vanderpump Rules star parlayed her newfound public sympathy into a spot on Dancing With the Stars and a hosting gig on Love Island USA — becoming the show's biggest breakout success story despite being the victim.

Who is Ariana Madix?

400

This Irish activist and educator, born with achondroplasia, used fashion blogging and a viral TED Talk to pressure luxury brands like Burberry and Ferragamo into designing more inclusively — proving influence can reshape an entire industry.

 Who is Sinéad Burke?

400

This 19th century novelist, born Mary Ann Evans, used a male pen name to ensure her work was taken seriously in a field dominated by men.

Who is George Eliot?

400

This skier races with the acronym "ABFTTB" on her helmet — standing for "Always Be Faster Than The Boys" — a message she began marking on her equipment as a kid.

Who is Mikaela Shiffrin?

500

This storied Midtown hotel bar invented the New York Sour and was a haunt of Sinatra and Monroe.

What is the King Cole Bar at the St. Regis?

500

This scandalous nickname was given to the moment on Flavor of Love Season 2 when a contestant known as "Something" had an accidental bathroom emergency on the floor of the mansion — cementing the show's legacy as the most unhinged dating show in cable history.

What is Poopgate?

500

Kim Kardashian was fined $1.26 million by the SEC in 2022 for failing to disclose she was paid to promote this type of asset on Instagram.

What is cryptocurrency / EthereumMax?

500

Before picking up an electric guitar, this Delaware blues rocker played semi-professional baseball as a second baseman — and would reportedly take time off from recording sessions during baseball season.

Who is George Thorogood?

500

After this rock star denounced the Hell's Angels following a stabbing at the Stones' 1969 Altamont concert, members of the biker gang plotted to kill him — tracking him to a summer home on Long Island before their boat capsized in a sudden storm.

Who is Mick Jagger?

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