Top 10 Most Awkward Ellen Moments

Check out our featured song: "Running In Circles" by CitySol!
The most awkward Ellen moments are impossible to look away from, no matter how hard you try. For this list, we’ll only be considering uncomfortable moments with Ellen’s celebrity guests, as there’s only so much awkwardness we can handle in one list. Our countdown includes Whole Jessica Simpson interview, Kanye’s rant, when Ellen cooked with Giada De Laurentiis, and more! MsMojo looks over the most awkward Ellen moments. Which Ellen moment made you cringe? Let us know in the comments!
Watch more great Ellen related videos here:
Top 10 Times Celebs Clapped Back at Ellen -
Top 10 Most Memorable Ellen DeGeneres Interviews -
Top 10 Times Ellen Helped Guests Meet Their Idols -
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MsMojo is a leading producer of reference online video content of Top 10 Lists, Origins, Biographies, Commentary and more on Pop Culture, Celebrity, Movies, Music, TV, Film, Video Games, Politics, News, Comics, Superheroes. Your trusted authority on ranking Pop Culture.
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  • Check out our featured song: "Running In Circles" by CitySol!

    MsMojoMsMojoVor Monat
    • Seriously do you guys know these bands personally and your trying to be nice !? Cuz they all suck and it seems like you guys are just trying to be nice and get their crappy music out there !? Lol

      skytrooper77skytrooper77Vor 17 Tage
    • kim zolciak vs sheree whitsfield should be on top 1

      N LN LVor 20 Tage
    • Stop existing

      PewDiePie is number 1PewDiePie is number 1Vor Monat
    • top 10 Powerpuff Girls Z moments pls!!!!!!!!

      NepGamer_ Purple HeartNepGamer_ Purple HeartVor Monat
    • Just how cold was the studio that those boys found the need to keep their hats on? Brrrrr.

      Nelson RicardoNelson RicardoVor Monat
  • There's something really wrong in a situation where a young child gets to make most of their own decisions.

    Patrick BrownPatrick BrownVor 6 Stunden
  • I like Ellen's seance of humor

    shasha tarotshasha tarotVor 12 Stunden
  • Kanye’s MK ultra

    andrewandrewVor 13 Stunden
  • You people are all strange best of luck

    Peter McGaghPeter McGaghVor 18 Stunden
  • jenner looks like a fkn clown.. smh

    Burn FreelyBurn FreelyVor 19 Stunden
  • Wtf

    ConspiracyConspiracyVor 20 Stunden
  • I like Ellen but who cares about a little boys hair? Maybe he has autism, hair cutting can be a huge problem for autistic children. Celine handled that very well and I'm sure Ellen was very apologetic to her after - Ellen normally has amazing acceptance and kindness.

    Nicola NicolaNicola NicolaVor Tag
  • This is dumb. I quit watching at the second AD when NONE of them were awkward!

    riu jumponalsdollariu jumponalsdollaVor Tag
  • the whole premise of this video is ridiculous

    Dennis NoonanDennis NoonanVor Tag
  • I love Nicole Kidman! And I hate Kanye West.

    Melissa BMelissa BVor Tag
  • Nicole Kidman is a bosssss!!😂😂😂😂 "It's a little tough"

    BellaBroBroBellaBroBroVor 2 Tage
  • Ellen is a creepy human being....just creepy.....

    Derek PowellDerek PowellVor 2 Tage
  • Ellen is rude

    Lindsey WinterLindsey WinterVor 3 Tage
  • Bruce Jenner is such a screwball. What a train wreck!

    Joe schmoeJoe schmoeVor 3 Tage
  • The song in the beginning sounds like a sims song.

    SimplyfortunecookieSimplyfortunecookieVor 3 Tage
  • Ellen keeps normalizing same sex and pushing her out of closet moment.

    An AmericanAn AmericanVor 3 Tage
  • In the 9th one Ellen looks like Owen Wilson 💀

    NOSKING 667NOSKING 667Vor 4 Tage
  • I thought the song was part of the cringe too my bad

    ag clipzxag clipzxVor 4 Tage
    • On pom u

      Sandy McDanielSandy McDanielVor 22 Stunden
  • Maybe I don’t listen to enough music but in 29 years a lot of people that would call a hip-hop sensation before I would ever call Kanye anything but a drama queen and I has been really never was 😂🤣

    Jess PageJess PageVor 5 Tage
  • Why does she care about how long a child’s hair is?

    OnlyBlackGirlOnlyBlackGirlVor 5 Tage
    • Because the boy looks like a girl who happens to be called Renee

      Kristi OrrKristi OrrVor 2 Tage
  • If Taylor Swift feels she is getting grilled, why does she keeps going???

    BoriKarlaBoriKarlaVor 5 Tage
  • Ellen is annoying af.

    jahmod cookjahmod cookVor 6 Tage
  • I heard this is a family show and I said or is it...

    MickeyMickeyVor 6 Tage
  • That Kanya West has sever mental illness

    Julie DuplakJulie DuplakVor 6 Tage
  • Taylor Swift and Ellen are friends. She's not upset at all.

    Judith RichardsJudith RichardsVor 6 Tage
  • TBH, I’m glad Taylor has changed when it comes to her, exposing her lovelife. It’s the best for her and her partner. About that interview: I’m pretty sure Taylor felt the same way, the guys she had dated and exposed in public, felt everytime she wrote a song and had a whole campaign bashing them. And even though, what you reap is what you saw, humilliation is always a bad thing. So, Ellen was as sucky as Taylor when it comes to taking people down. So, let’s all be our better selves.

    ESTHER ChiribogaESTHER ChiribogaVor 7 Tage
  • i dont really think any of these are that awkward. Sometimes Ellen's uses that type of humour like you would with a friend

    Sheena CoutureSheena CoutureVor 7 Tage
  • Taylor Swift: Then Ellen comes on and I change up the tempo Ellen comes on and she changes the song Looking at me like I'm a revolving door But she's gonna learn pretty fast to stay out Hey Ellen, why are you bringing me down, girl? Why are you bringing me down? DON'T BRING ME DOWN!

    Chris QuijanoChris QuijanoVor 7 Tage
  • Who cares if the kids hair is long. Is Ellen of all people applying gender roles?

    Tina BeanTina BeanVor 7 Tage
    • Ellen is pretty old fashioned when it comes to a lot of things, plus it’s an old clip and things were different. Just because she’s LGBT doesn’t mean she’s progressive.

      TTVor 5 Tage
  • "Well... Not a daytime show anymore!" :D I liked that.

    Imke LevraImke LevraVor 7 Tage
  • I am very republican and have no problem with gay marriage.

    Beth SpBeth SpVor 7 Tage
    • Beth Sp um...... congrats?

      sydney laurynsydney laurynVor 6 Tage
  • Is WW a man??

    Steve JovanSteve JovanVor 7 Tage
  • Taylor if you don’t want to be known as the pop star that dated everyone in Hollywood publicly, then quit dating everyone in Hollywood publicly

    MeeMee SoontabeMeeMee SoontabeVor 7 Tage
  • None of these are awkward. Ellen sets them up this way. The interviewee is either ok with the teasing or it's set up so people can address issues on a public platform, like Celine Dion. Ellen was mocking what other people say about her son's hair.

    Cheyenne MichelleCheyenne MichelleVor 7 Tage
  • this is the reason a lot of people are not watching her show anymore....

    Marcelino MurilloMarcelino MurilloVor 8 Tage
  • I love Celine! 💗

    - Blythe- BlytheVor 8 Tage
  • Why does Ellen feel the need to shame Caitlyn Jenner for being a republican? She has every right to be if she wants

    Hailey- JeanHailey- JeanVor 8 Tage
    • CYBER TROLL i mean ya he

      Hailey- JeanHailey- JeanVor 6 Tage
    • He*

  • I don’t get the Ryan seacrest one

    Hailey- JeanHailey- JeanVor 8 Tage
  • think of how many 100s of episodes ellen has done - if these are truly the most awkward moments, she's doing a darn good job. I have more awkward moments during the course of 1 workday

    thetoysarealivethetoysarealiveVor 8 Tage
  • None of that was awkward 🤷🏼‍♀️

    Lozbozyloulou2Lozbozyloulou2Vor 8 Tage
  • You got funny mixed up with awkard

    Big Dawg 817Big Dawg 817Vor 8 Tage
  • (Replying to period cup ad. Just use OB tampons. No infections & hardly any waste.)

    Morning of the Magician TarotMorning of the Magician TarotVor 9 Tage
  • Also i may not like Taylor Swift but wow, Ellen made her CRY and she just fuckin’ laughs it off like itms nothing. Oh my GOD, woman, please feel some sort of sympathy.

    Katie WhittierKatie WhittierVor 9 Tage
  • Wendy Williams made fun of some guys cleft lip like a middle school bully so....I hate her. And isn’t Caitlyn Jenner, while being a trans woman herself, not exactly.....supportive of other trans women and men?

    Katie WhittierKatie WhittierVor 9 Tage
  • the only really awkward moment was with caitlyn jenner

    Алина БыковаАлина БыковаVor 9 Tage
  • Kayne should be #1

    Rachell FlewellingRachell FlewellingVor 9 Tage
  • I can’t stand Kanye he is such a .....

    Sparkling BeautySparkling BeautyVor 10 Tage
  • I can’t stand looking at this pretend man, she makes my skin crawl

    Garry ThorntonGarry ThorntonVor 10 Tage
  • Look at the way she looks. That’s awkward enough. Can’t bear to even set eyes on her. It’s a cartoon.

    Crystal DavisCrystal DavisVor 10 Tage
  • If Ellen would’ve asked me when am I gonna cut my sons hair because it’s too long, i would’ve asked her when she gonna let hers grow out 😒

    504 VT504 VTVor 10 Tage
  • Ellen cracks me up every time ! She started out in comedy, everyone knows her humor so they just need to roll with it :)

    Matt MahaffeyMatt MahaffeyVor 10 Tage
  • I hate Taylor Swift !

    Andy ChavezAndy ChavezVor 11 Tage
  • Katy Perry and Ellen look like sisters.

    Nicole RuskNicole RuskVor 11 Tage
  • Nicole kidman was so great😂😂

    B CB CVor 11 Tage
  • Running with the Devil. Don't watch

    Lori MendozaLori MendozaVor 12 Tage
  • This feels like reaching. Most of these weren't really that awkward. It was clearly just talk show banter. If these celebrities felt so awkward and offended most of them wouldn't have returned to Ellen's show, yet most of these guests have. Even the Celine Dion one didn't seem as bad as WatchMojo is trying to make it seem.

    ChalchiuhtlicueChalchiuhtlicueVor 12 Tage
  • Ms. Mojo is shit stirring.

    Olivia SantoneOlivia SantoneVor 13 Tage
  • "💩💩💩💩💩💩"-Kanye

    Cookie CutterCookie CutterVor 13 Tage
  • Kanye is such a fool!

    KandeShackKandeShackVor 13 Tage
  • Judge Judy is even more cringy, but everyone loves her!

    Anastasia KinerAnastasia KinerVor 13 Tage
    • Anastasia Kiner the difference is that Judge Judy is usually right in her criticism 99.9% of the time and not trying to be funny like Ellen lol

      Taylor BrownTaylor BrownVor 12 Tage
  • Can someone please do the bare minimum of knocking kanye west off his horse please

    Kenzie HKenzie HVor 13 Tage
    • Nah, son. He king.

      Binary VoidBinary VoidVor 11 Tage
  • Poor Kanye....he has had people filling his head with lies making him think that he is a genius of some kind. :(

    Creole Queen of New OrleansCreole Queen of New OrleansVor 13 Tage
  • Cannot stand how everyone tries to make Hillary some cool bad ass!! It's embarrassing!!

    lipglosskitten26lipglosskitten26Vor 14 Tage
  • 9:05 -- isnt swift at least 40 years old by now with no bf...??

    r rrr rrVor 14 Tage
    • Doyel Mondal --she will grow into an old cat lady!! 🧟‍♀️

      r rrr rrVor 11 Tage
    • Does it really matter? If she is happy being single then that's it,not everyone needs a man in their life.

      Doyel MondalDoyel MondalVor 12 Tage
  • The narrator is looking into these interviews too deep. I’ve watched all of them and most of them were not the way she’s saying they are and Ellen is always cracking jokes and trying to get the news of who is dating who in a funny way. IMO.

    Sweb 35Sweb 35Vor 14 Tage
    • The Nicole Kidman interview was REALLY awkward. The entire thing, and it kept getting worst.

      Candace PriceCandace PriceVor 18 Stunden
    • That's what I was just thinking. Most of this is just regular banter and it didn't look awkward at all.

      ChalchiuhtlicueChalchiuhtlicueVor 12 Tage
  • Nicole Kidman is hilarious!!! How is that awkward???!

    Amber McQuistonAmber McQuistonVor 14 Tage
  • Cant stand Kanye West!! He's a idiot P.O.S

    none ya biznone ya bizVor 14 Tage
  • I think the cooking segment with Nicole was more on the chef's part

    Whitney/Vita LukasevychWhitney/Vita LukasevychVor 14 Tage
  • Ellen is messing with the wrong person... The QUEEN... The DIVA... CELINE DION!!!!

    Dora PerchezDora PerchezVor 14 Tage
    • Selena Quintanilla is the one and only queen

      Selena VarelaSelena VarelaVor 10 Tage
Top 10 Most Awkward Ellen Moments