Jennifer Aniston & Conan Swap Tabloid Stories About Themselves | Late Night with Conan O’Brien

(Original airdate: 11/18/99) Jennifer Aniston and Conan share the wildest tabloid rumors about themselves and bond over “The Real World.” Plus, Jennifer reveals her childhood celebrity crush.
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ABOUT LATE NIGHT WITH CONAN O’BRIEN
Running from 1993-2009, Late Night with Conan O’Brien is one of the most beloved late night shows in television history. Known for its absurdist humor, hilarious celebrity interviews and featuring the best stand-up comedians and musical acts of the 90’s and early 2000s. Hosted by Conan O’Brien alongside sidekick Andy Richter and house band Max Weinberg and the Max Weinberg 7, Late Night with Conan O’Brien featured unforgettable segments like “If They Mated,” “In the Year 2000,” “Desk Driving” and made a breakout star of Triumph the Insult Comic Dog.
ABOUT TEAM COCO
Team Coco is the KZbin home for all things Conan O’Brien and the Team Coco Podcast Network. Team Coco features over 25 years of comedy sketches, celebrity interviews and stand-up comedy sets from CONAN on TBS and Late Night with Conan O’Brien, as well as exclusive videos from podcasts like Conan O’Brien Needs a Friend, Literally! with Rob Lowe, Why Won’t You Date Me? with Nicole Byer, The Three Questions with Andy Richter, May I Elaborate? with JB Smoove and Scam Goddess with Laci Mosley.
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[@martijnvanturnhout]

Lol @ that vampire part: "We'll be back, Aniston!". To me, that's classic absurd Conan humor.

[@Flore-162]

thought that was hilarious too ! Aniston seemed embarrassed …

[@shoepanda]

That was amazing xD

[@rob_4227]

I think the reason why guests liked to be on Conan’s show so much was because it was so low pressure. Conan always disarmed the guests and self deprecated himself to make them feel relaxed. If a guest said something silly like poker in the Olympics Conan would always yes and the premise and make it into a funny win for everyone.

[@dvchel]

@Robe_ I noticed Jay Leno doing it too. Just making a fool of themselves to make the guests comfortable. For being used to closed-off sets and stages when doing movies or TV shows etc. But you can see Jennifer was quite comfortable. Conan was also already back then good friends with Lisa Kudrow. Being a former couple. So, that was an additional factor too.

[@dynomar11]

He's a less crass Craig Ferguson

[@zakare8359]

@@dynomar11 More crass may be imo lol

[@DarthRelkew]

What’s cool about this is that it feels like a natural conversation between these two and you can tell people are listening instead of clapping at random times.

[@ARandomStan]

7:17 "oh I'm an Aries" killed me 😂. of all the things that was the least expected

[@mats7492]

Over 20 years later and she still looks fantastic

[@WilhelmWilder]

She's hawt tho...nah?

[@georgefotisdramesiotis9061]

Yeah Conan is still hot

[@make.me.care.7517]

@@georgefotisdramesiotis9061 He's actually aged pretty badly.

[@sicfxmusic]

@@make.me.care.7517 Fun at parties eh?

[@make.me.care.7517]

@@sicfxmusic You wouldn't know.

[@alextran6441]

Omg, I love this woman so much. Her smile, laugh, hair and especially her genuine face expressions

[@chelseagirl278]

Nothing genuine about her

[@jillrb7638]

@@chelseagirl278 Oh yeah? I'm sure you really know. go away.

[@chelseagirl278]

@@jillrb7638 Just as much as you really know. go away

[@sapphirelatina]

Just say u like her looks lol

[@bell.videography]

Literally my two favorite celebrities in the whole world in one video

[@Jason-ed9ym]

Same 🥰

[@jackroberts3282]

It's interesting to see Conan so obviously looking at his notes, as opposed to Tonight Show era beyond, where he was such a prepared professional, even when it seemed he wasn't interested at all.

[@PredMatic]

Honestly I would have used the note card as a distraction. Im sure it was hard to maintain eye contact with her.

[@ratpatooti5080]

@@PredMatic On account of her crossed eyes, of course

[@dvchel]

@Carly Heidi It says deleted/censored. What was the video about?

[@dvchel]

@Jack Roberts Very true. You could see and feel the organic and authentic nature of this interview, due to Conan having to check his notes at times, and if necessary, improvise. He does it good too.

[@jakevendrotti1496]

Notes aren't unprofessional unless you want him to memorize details about thousands of celebrities, albeit weekly

[@QuantumBraced]

It was a magical and exciting time, 1999...

[@thearsweirdvideoclub8663]

Wow Conan is still looking good 20 years later!

[@make.me.care.7517]

He's aged pretty poorly actually.

[@mike04574]

you mean aniston

[@justinmraap]

@@make.me.care.7517 He's 58 and he looks 58. There's nothing wrong with that. It's like when Bill Burr says, "What would you rather be: 52 and look 52, or be 52 and look like a 28-year-old lizard?"

[@mariammekhaeil8233]

I love how chill this interview was. It felt like listening to a natural conversation between two people

[@mohammadghalandary4780]

Two of my favorite humans on earth

[@mortengram-hanssen1045]

sry to hear

[@alarmmclock4460]

Definitely. Jennifer’s cool too, I guess.

[@Akuvision2011]

He should have paused and asked why the Cox story was funny 😆

[@georgeynwa9414]

I’ve only seen clips of Conan he seems like a nice guy

[@pretzel0710]

I love all facets of him! But that Conan's version it's my favorite: good questions and talking, very funny with awesome comments and "acting" moments, but without being histerical. It was especially at these times that Conan would put Letterman and Leno in his pocket, simply incomparable 🧡

[@keppgiggles6318]

Kids have posters of you in their rooms. Subtle Conan . . .

[@user-qs4vg4mw6r]

Drop dead gorgeous precious queen❤❤❤

[@jennalee5967]

her during herFRIENDS heydey!!!

[@frozentspark2105]

My first and only tv crush.

[@henokhsatrio8804]

I miss the 90s

[@ChadSimpson-ft7yz]

More relaxed time.

[@sunkara8158]

God I do too whenever I see something like this from that time period! And I don’t even remember the 90s because I was too young! But it must have been a wonderful time to be a teenager or even a 20 something person in. So relaxed and simple way of life!

[@provakarroychy1535]

Pink Princess Phones! 😂

[@bigolpanda]

God damn....Conan, what a champ.

[@TeamCoco]

Hear Jennifer Aniston's episode of "Literally! With Rob Lowe" @ listen.teamcoco.com/literallyaniston

[@xiewh02]

guess jen took rob's podcast offer and turn down conan's:)

[@accutronitisthe2nd95]

Jen still looks the same 22 years later!

[@dvchel]

@Accutronitis The 2nd Jennifer actually doesn't. She's 52 years of age. Would be hard not to. XD But yea, she's still attractive.

[@rohitfire1]

The fake windows on this set are so good, way better than the curtains later, in my opinion

[@makebabidotes]

the later set actually didn't have the curtains originally, they were added after 9/11 and they just stuck

[@lcifermorningstar191]

Jennifer Aniston is a vampire. She doesn't age. Love these two.💞

[@casadegaitan]

Lucifer are u blind?? 😳

[@lcifermorningstar191]

@@casadegaitan Yes, Love is blind.❤️

[@e2go]

The best pick up line ever: 4:33

[@oicsaywhat]

Conan was so nervous, by now interviewing her would way more fun and real

[@ChadSimpson-ft7yz]

Paparazzi can't follow you into church😂.

[@zlamelie]

Rachel would never go to an eye doctor willingly!

[@Bob_Diesel]

I can’t tell if she’s awkward or the crowd is awkward lol

[@mikeedinh]

i think she is upset bc it seem like conan stealing her thunder

[@adityamathur6938]

The crowd was dead. Don't know why they weren't laughing or at least supporting Aniston when she was telling embarrassing stuff like falling on marble and childhood crushes and stuff

[@puresoundasmr9998]

Jennifer is often awkward in interviews. I think she is a bit shy when not acting. This crowd was also a dud.

[@frydac]

For me there was not a moment that seemed awkward.. just normal interactions and reactions

[@overnightdelivery]

The crowd acted like they were bored to be there. Which makes it awkward for the guests when they expect some feedback when they are telling a joke or an interesting story. It's like when you deliver a punchline as a comedian and not one person laughs.

[@MarielaDavina]

This hair was peak Aniston.

[@hello-wx5vo]

nah it looks a bit damaged here, especially on the ends. It looked better on the friends episodes

[@masterofallgoons]

Tim Burton is coming up next? Upload that one! Hell, get him on the podcast!

[@carlosnumbertwo]

She looks awesome

[@miraclay]

Very funny.

[@jerzeyguy71]

Jen today still looks so gorgeous, so beautiful..

[@joseapsantos3633]

Boa tarde, uma atriz de sucesso fenomenal. Adorei o vídeo.

[@gonran4661]

Still shinny and beautiful.

[@larryscott3982]

What’s not to love about her. That was peak Jen

[@psychleaks4350]

Friends season ❤

[@dvchel]

Season 6 this was. From 1999-2000. This was probably right around the time of the Thanksgiving episode of season 6, when Ross got high.

[@kevinsullivan6473]

The people writing bad stories about you they are wasting there time . I already know there full of it you are a cute sweet heart have a great day.

[@user-qs4vg4mw6r]

Godbless love ya babe always and forever

[@Meerhamzajadoon]

Conon is a great guy.

[@aadarshsharma5766]

cross eye cross hands cute 3:24

[@MarvinMonroe]

This looks brand new here in 2022

[@Dira091998]

Rachel Karen Green!

[@xBriYeon]

she 's so cute and shyer than she is now! lil babby jen

[@dickborg452]

Jennifer best looking woman in the world

[@loveforeignaccents]

And here I thought I had the biggest crush on Scott Baio when I was young... but I would never just listen to audio of the show without seeing his pretty face, no way!

[@deeperpurposelive]

Rachel is a type of girl our society deserves. Can't really place it, but she's the type!

[@susanlong8978]

How old is this clip?

[@shiryu22]

psst... i heard Conan has nice hair 🤫

[@mightyraccoon7155]

Damn! lookin like a snack (I’m talking about Conan)

[@fortunatotoscano4825]

Insopportabile Ma Riuscita

[@ChadSimpson-ft7yz]

You hid in a church because paparazzi can't follow you into a church, haha.

[@Havanorange]

That was a nice interview. I don't know much about either Conan or Courtney Cox, but if they'd dated when they were both single that would've seemed quite normal to me.

[@Havanorange]

I know they both found great spouses, so it doesn't matter.

[@felixthelmocevallosmorales41]

Conan Christopher O'Brien (Brookline, Massachusetts; 18 de abril de 1963) es un presentador de televisión, comediante, escritor, productor, músico y actor de voz estadounidense. Es principalmente reconocido por haber presentado el programa de conversación nocturno Late Night with Conan O'Brien en la cadena estadounidense NBC entre 1993 y 2009. En ese tiempo, reemplazó a Jay Leno como presentador del programa de televisión The Tonight Show (el late-night más visto de Estados Unidos) en la misma cadena. Sin embargo, NBC decidió despedirlo a principios de 2010 argumentando que la audiencia había bajado demasiado desde su aparición, aunque otras versiones indican que su desvinculación respondió a decisiones políticas de la cadena. 60 AÑOS.

[@hello-wx5vo]

you can tell she was disappointed with her meeting with Scott Bao, she didn’t have anything nice to say about having met him, lol

[@Orangeflava]

Who is the celebrity crush??

[@MarvelousAntonio_90]

Scott Baio

[@jordanwright8812]

1:16

[@lostsoul2184]

always been a fan of Avril

[@hemmojito]

pleasant

[@WilhelmWilder]

Nvm

[@onelife7247]

She’s seems genuinely lovely- always thought that 😊 but she should’ve beaten the tabloid journos with her shoe.

[@fortunatotoscano4825]

Quanta Corda

[@ledonjiji]

That's a small stool conan's sitting on.

[@dineshv2785]

2:31 iPhone?

[@gorgeousfreeman1576]

'I phoned'

[@wigginingeneral]

He did date Lisa, though.

[@felixthelmocevallosmorales41]

Jennifer Joanna Aniston (Los Ángeles, California, 11 de febrero de 1969), conocida como Jennifer Aniston, es una actriz, comediante, directora y productora de cine estadounidense. En la década de 1990 se ganó el reconocimiento mundial interpretando a Rachel Green en la serie de televisión Friends. Dicho papel le hizo ganar un Premio Emmy, un Premio Globo de Oro y un Premio del Sindicato de Actores, y cobrar en las dos últimas temporadas un millón de dólares por capítulo. 54 AÑOS.

[@nitetimepoetry]

sounds like a really easy job though.. to just make up crazy lies

[@trevj445]

😉

[@zoperxplex]

Conan is happy just to become tabloid fodder.

[@jasonwatkins6737]

She is so smoking hot

[@carolandrews9406]

Dating bp at this point

[@kcbh24]

She looks a little uncomfortable to being interviewed.

[@puresoundasmr9998]

I've noticed she often seems shy during interviews.

[@marcosmartinez8088]

If she wants she could marry Luka. Oohh, wait.

[@casadegaitan]

Shame the cast of "living single" did not get the same recognition and respect this cast did smh. Imo they surpassed friends in the comedy arena

[@ryanl784]

one was a skit improv-comedy show and one was a script-based 2-act comedy show. they arent in any way, shape, or form similar aside from the "comedy" piece lol stop manufacturing outrage

[@kathrynchatman2258]

@@ryanl784 you're thinking of "in living color"

[@WilhelmWilder]

Second

[@mrinmoymondal1135]

Oh so now they are into swapping too?

[@cyrilst555]

First!

[@janeeyre5909]

Chick?

[@ijnmusashi4278]

Jennifer should stop gossiping!

[@donnagjoka2587]

Who is she ??

[@user-jc2wy3wu1x]

i want to know if it's true jennifer aniston is dating black men

[@evelynbaldwin7592]

despite the economic crisis i still think this is a right time to start up an investment

[@susankane656]

Stocks are good but crypto is more profitable

[@samanthamendoza9955]

Investing in crypto now should be in every wise individuals list, in some months time you'll be ecstatic with the decision you made today.

[@americaambassador7774]

I wanted to trade Crypto but got discouraged by the fluctuations in price

[@mrnobody1149]

@@americaambassador7774 That won't bother you if you trade with a professional like Mr Steven Hatzakis

[@blythemallahan6079]

I heard that his strategies are really good

[@max-zo5ew]

akward

[@carlosnumbertwo]

It's crazy this bitch looks so gorgeous!

[@sergioolivera1258]

Don’t know if this was a bad crowd or if Jen was just too dry. Conan is really trying to get her to talk but it just doesn’t happen.

[@kwclove7623]

I just watched Conan with Jane Fonda so this was tough to take.

[@ritasnow8319]

She doesn't interview well, it is very apparent she lacks intellectual curiousity.

[@GraceLove33]

@@ritasnow8319she’s just very private

[@adhilakhan4333]

Are you allowed to have grey-haired women on your shpw?

[@RedTV8888]

Thought this was from 2002 for a second since Conan looks gross

[@joeysausage3437]

Stop it, people are tired of her.

[@cynthiajones4332]

if you die today will you go to heaven? Have you ever lied, stolen, hated, used God's name as a curse word (O-M-G)? According to God's law, you're guilty, your headed for hell, ignorance will not be an excuse... But wait, God loves you, he made a way out for you, God's son Jesus died paying for your sin. God so loved the world that he gave his only son that whoever believes in him will not die but have everlasting life. John 3:16 Love Y'all

[@TadashiNazuka]

What a boring interview. Aniston had the personality of a snobbish doorknob.

[@johneric1195]

One of the most sexiest and gorgeous woman

[@philoalpha369]

I'd like to play poker with Jen.

[@WakaWaka2468]

1:19