Dolan Twins
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40 free Dolan Twins trivia questions with answers — pop culture quiz, new questions added Oct 2026.
Ethan and Grayson Dolan went from filming short comedy clips in a quiet country town to running one of the most-watched channels of the 2010s. For years their weekly upload was an event, built on dares, forfeits and the kind of sibling rivalry only twins can manage. This quiz covers the whole story: where the brothers come from and how to tell them apart, the challenge videos fans still quote, the collaborators and well-known names who joined them on camera, the tattoos and their meanings, the trophies, and the films, podcast and business ventures that followed. It is written for fans who think they know the twins inside out. The early questions are gentle; the later ones dig into details that only viewers who were there from the start will remember.
30 of 40 questions with answers and explanations. Play the quiz
Q 01On which day of the week did the Dolan Twins post a new YouTube video for five years?
Tuesday
Tuesday was picked as a random day with two T's, giving the brothers 'Dolan Twins Tuesdays'. When the weekly uploads ended in 2019, they got matching tattoos to mark the day.
Q 02On which app did Ethan and Grayson Dolan first find fame in 2013, before moving to YouTube?
Vine
Vine made the brothers stars at 13, after they began posting clips in May 2013. They went on to gather more than 6.4 million followers there.
Q 03What did Ethan Dolan have to get pierced as a forfeit when Grayson won a Dolan Twins challenge?
His tongue
His tongue was the stake in a contest of licking envelopes shut and knotting cherry stems, which Grayson won. Ethan said the piercing was not as bad as he had expected.
Q 04Ethan Dolan is the older of the Dolan Twins, having arrived roughly how long before Grayson?
20 minutes
20 minutes is all that separates the brothers, who were both born on December 16, 1999.
Q 05What did the Dolan Twins and two fellow YouTubers call the foursome they formed in 2018?
Sister Squad
Sister Squad videos went up at the same moment on all four members' channels, on four dates in 2018. The group also drove a car through outer space in that year's YouTube Rewind.
Q 06In which US state did Ethan and Grayson Dolan grow up, in a country town called Long Valley?
New Jersey
New Jersey is home, and Ethan has called Long Valley so rural that he could walk down the street to a local farm for eggs. Filming videos was about the only fun on offer, he said.
Q 07Which hair colour did Grayson Dolan debut in the video that revealed the Dolan Twins are identical?
Platinum blonde
Platinum blonde was the last step of a makeover that also gave Grayson a nose piercing and a design shaved into one eyebrow. Ethan said the two of them no longer looked identical.
Q 08Where is the birthmark that fans use as a simple way to tell Grayson Dolan apart from Ethan?
On his chin
On his chin is where Grayson's birthmark sits, while Ethan has one on his cheek instead. For years the lookalike brothers did not know whether they were identical or fraternal.
Q 09Which makeup mogul put the Dolan Twins in neon wigs for a Beverly Hills shopping spree in 2019?
Jeffree Star
Jeffree Star gave Ethan and Grayson the full treatment of wigs, glam and Birkin bags, dubbing the trio the 'Star triplets'. The twins then restyled him as a gym-going bro for his own channel.
Q 10Which YouTube Creator Award did the Dolan Twins receive in 2019, five years after launching their channel?
Diamond Play Button
Diamond Play Button plaques mark the 10 million milestone, which the twins reached five years after launching their channel in March 2014.
Q 11Which beauty YouTuber gave Ethan and Grayson Dolan full-glam makeovers for a 2017 video?
James Charles
James Charles tweezed the twins' eyebrows, added false lashes and kept each brother from seeing the other until both looks were finished. Grayson said he respects guys who wear makeup.
Q 12Which vlogger shared a car in outer space with the Dolan Twins in the video YouTube Rewind 2018?
Emma Chamberlain
Emma Chamberlain squeezed into the space car with the brothers after months of joint videos on their channels. The group later shared a Shorty Award nomination as a YouTube ensemble.
Q 13Which revived MTV show hired the Dolan Twins as correspondents in 2017?
TRL
Q 21Which title did the Dolan Twins give the short March 2018 video announcing their break from YouTube?
Bye For Now
Bye For Now arrived as the brothers admitted feeling creatively stuck and said YouTube was starting to feel like a job. They were back with a new upload about five weeks later.
Q 22What is the title of the feature-length documentary the Dolan Twins made about their late father?
Losing a Best Friend
Losing a Best Friend runs for an hour and a half and was directed and produced by the brothers. Within hours of its release it had raised more than $100,000 for charity.
Q 23Where in London did Dolan Twins fans gather in 2017 even after their planned meet-up was cancelled?
Hyde Park
TRL came back in October 2017 after nine years off the air, and the twins signed an overall deal with MTV to host across its platforms.
Q 14Which fan-voted ceremony gave the Dolan Twins two prizes in 2016, a win that moved Grayson to tears?
Teen Choice Awards
Teen Choice Awards voters named the 16-year-olds Choice Web Star: Male and Choice YouTuber that night. The brothers collected five of the awards between 2016 and 2018.
Q 15Which word starts the title of the weekly podcast the Dolan Twins launched in February 2020?
Deeper
Deeper with the Dolan Twins was made with Cadence13, and a January 2021 episode carried the news that the brothers were moving on from YouTube.
Q 16Which YouTuber implied in a memoir that featuring the Dolan Twins on his channel made them stars?
Jake Paul
Jake Paul made the claim in his book You Gotta Want It, and the twins pushed back in an interview with Caspar Lee. They said the three had simply made videos together as friends.
Q 17The Dolan Twins called their first world tour, in 2016, the 4OU Tour as shorthand for which phrase?
For You
For You was the message to fans, and the show mixed comedy, live music and meet-and-greets. Its stop in Huntington, New York, sold out in two days.
Q 18What kind of product did Ethan and Grayson Dolan first launch under their brand Wakeheart in 2019?
Fragrances
Fragrances came first, as two unisex scents named for and inspired by each twin. The brothers later revealed that they co-own Wakeheart with entrepreneur Kevin Gould.
Q 19Which French fashion house invited the Dolan Twins to its men's show at Paris Fashion Week in 2019?
Louis Vuitton
Louis Vuitton was courting YouTube creators that year, and the brothers chronicled the Paris trip for fans on social media, dressed in designer outfits.
Q 20Which honours for online video named the Dolan Twins their fan-voted Creator of the Year in 2017?
Streamy Awards
Streamy Awards voters gave the 17-year-olds the audience prize a year after they had been nominated as Breakout Creator and Entertainer of the Year.
Hyde Park was the chosen spot, but the date fell on Remembrance Sunday, so the twins apologised and called the gathering off. Many fans had already arrived, and video showed them running, screaming and jumping fences.
Q 24What did Ethan Dolan punch in frustration during filming, leaving him needing hand surgery?
A window
A window left a piece of glass in his hand that needed stitches and surgery. Grayson ended up in a cast after trying to calm him down, as the pair told fans in 'It's Time to Be Honest'.
Q 25Which Olympic gold-medal gymnast judged Ethan and Grayson Dolan in their Gymnastics Challenge video?
Laurie Hernandez
Laurie Hernandez scored the brothers on a floor routine, the uneven bars and the balance beam, with plenty of tumbles along the way. Her tip before they started was 'Falling hurts'.
Q 26In which Freeform drama series did Ethan and Grayson Dolan make a guest appearance in spring 2017?
Famous in Love
Famous in Love stars Bella Thorne as a student whose life changes when she lands a film role. The twins turned up in its first season, which Freeform released in full on premiere day.
Q 27Which rapper's album inspired Grayson Dolan's thigh tattoo after helping him through a dark time?
Kid Cudi
Kid Cudi's Man on the Moon is the album behind the design, and Grayson has a second tattoo drawn from the rapper's 'Day 'N' Nite' music video.
Q 28In the Dolan Twins' Eat It or Wear It Challenge, which spice left Ethan's skin burning?
Cayenne pepper
Cayenne pepper was poured over Ethan and followed by lemon juice, a mix Grayson said worked like pepper spray. The video carries a warning not to try it at home.
Q 29What did the loser of the Dolan Twins' Baby Picture Challenge have to wear on a run through a shop?
A diaper
A diaper was the forfeit in a game where the brothers tried to tell themselves apart in their own baby photos.
Q 30What is the name of the older sibling of Ethan and Grayson Dolan, whose parents are Sean and Lisa?
Cameron
Cameron is two years older than her brothers, who were living on their own in Los Angeles at 16 while their parents flew out every other week.