Howard Stern & Tobey Maguire on The Tonight Show, 2000

[@MrRobison94]

Tobey possesses a quick wit that no other spiderman has really measured up to.

[@greatstag]

The best spider man

[@ChrisPBacon-nd7qe]

Cause he's American lol the others are English

[@Sockimus]

Tobey has as much charisma as a dried up sock used by a 14 year old for jerk time.

[@bakes7423]

Andrew!?

[@OracleTheRonin]

i love how tobey never wanted the superstar thing he just did his work, relatable guy treats people how they treat him

[@painted.pink1]

@@SuperSaiyan3985 yes you’d know because you’ve worked with him right?

[@littledudefromacrossthestr5755]

@@SuperSaiyan3985 hater

[@littledudefromacrossthestr5755]

@@SuperSaiyan3985 ummmm 🤕 ok

[@markoportuondo7375]

@@SuperSaiyan3985 Everyone’s having a good time and enjoying a celebrity they admire and you’re that one person who wrecks the mood and says “that person isn’t a good person, they’re problematic” c’mon man.

[@luilo7848]

@@SuperSaiyan3985 why? Because of Molly's game? You gonna trust somone who got arrested for doing everything in their life. Other than the gambling controversy, there is really nothing about him that's unlikeable yet.

[@alec6583]

How dare Jay interrupt Howard's show. 😂

[@wadeatkinson4766]

hahaha

[@sinjinbaker6031]

I invented shows robin, hoo hoo!

[@gorjearies410]

Wwe 1 mack era

[@shellbacksclub]

"My girl is backstage i want to be respectful..." After he gushes about meeting Lila!

[@joeloop1816]

no wonder why they chose him for spiderman he is the real life peter parker lmao

[@patricew.4010]

@@ryanzdon Go elsewhere, Leo didn't name them and unpopular nerds get play. I should know because I was one of them. Ya asswipe.

[@MeanBeanMachine5]

More than Tom Holland in the being bullied aspect

[@MeanBeanMachine5]

Tom is better at being the smartass Peter

[@anthonygarcia8749]

@@MeanBeanMachine5 tom's too awkward and nervous as both peter and spidey. He sucks.

[@bullymaguire4807]

@@anthonygarcia8749 Right buddy ! He's just a kid . Tobey is the first real spidy . Miss em ❤

[@firstnamelastname3558]

Howard goes immediately into the Interviewer. It’s like autopilot with the King. Can’t be stopped.

[@U3X6785]

I love how Howard takes over other shows.

[@stargazer7668]

BrianS317 Howard sure carries a strong presence with him...

[@roberts1572]

He thinks he’s Rickles

[@ZVYW]

He dominates whatever room he’s in

[@seashell818]

2:54 "In two years he's gone", gone to play Spider-Man.

[@CheefChaos]

"Gone" in the 'moved onto another woman' sense. And Howard was pretty much spot on, from wikipedia: "Maguire met jewelry designer Jennifer Meyer in 2003 while he was shooting the movie Seabiscuit at Universal Studios, and they became engaged in April 2006."

[@yipdog103]

God I love Tobey Maguire

[@chubbzacosta1492]

When Howard asked him" are you getting married "and he responded "huh" laughed my ass off that meant Hellllll nooooooo

[@StevenBeshears420]

People must dread Howard on their shows. He totally takes over every talk show he's on. I guess that why he's the King.

[@BadJopkes]

+Steven Beshears He takes over Jay's show because Jay is an asshole and he doesn't like him.

[@donvandamnjohnsonlongfella1239]

most talk show hosts are fake. They act nice to get people to like them and rarely say anything too negative or radical. Howard made is career from saying whatever and whenever he wanted. His greatness comes in his honest no holds bar approach to all things and all people. He is great from not holding back. Anybody who couldn't handle what he had to say would just have to turn off the radio and move off this fucking planet because some body else would talk about what howard was saying at their place of work and in their homes. :)

[@medstud]

+Steven Beshears Not David Letterman. David Letterman gives it to him and you can tell Stern has a lot of respect for Letterman.

[@donvandamnjohnsonlongfella1239]

who gives a shit! The man says it right and puts asshole celebrities on the spot. I could give a fuck how he feels about his fans.

[@geoffJG1]

King of radio by ripping off Steve Dahl and Don Imus and crap at all other medias even America's got talent dropped ratings drastically with PC Stern at the help the 4 H's - "Hampton's Hollywood Howeird Howie".

[@drewswitzer6620]

This just shows you how interesting Howard is compared to any other interviewer. When Jay started asking questions I was falling asleep.

[@nighthawk0077]

Absolutely

[@winnersharper6144]

I love how Howard takes over the show lol.He is the best.

[@mohammedhamidi6521]

they actor spiderman is very young here amazing!!

[@christopherbrand3805]

Howard is basically the host here and is able to make anyone uncomfortable, it's so funny with each word you see them shrivel up.

[@stewiegriffin1864]

There is only one Spiderman in my opinion and that is Tobey Maguire

[@LIVIASANTOS-ij4jz]

Tobey Maguire is the best spiderman

[@-a-cb-l9000]

Howard was pretty comfortable for someone who always hated Leno.

[@siggylloyd3566]

Talk is cheap, and Howard is known to say whatever gets the most attention. "Hating Leno" is no less part of the manufactured image than "Hooker and Lesbians" is.

[@cameronfielder4955]

Most of the things said by Howard regarding Jay were following the Conan incident. Howard can be two faced but in this case it’s really more about you guys not understanding how time works.

[@amarinosson]

Talk about difference interview styles. Jays is pre planed with talking points(Safe interview style), Howards is direct no nonsense questions that are more interesting but more risky for celebrities. I have to give Howard credit he totally won this one. I wish Howard would had been given a late night show in his prime.

[@geoffJG1]

What asking how big people's cocks are and questions about their mother basically How-weird interviewing himself.

[@Bobsloth13]

They gave him a late night show on fox. They did a pilot. I love Howard. But it was God awful. Check it out it's on KZbin.

[@DC3893]

Tobey is now almost as old as Howard was during this segment... crazy.

[@patricew.4010]

@@hawaiianprestigecars8493 He produces and will take roles as he pleases as he's said. He's not blacklisted.

[@leelohaskin7941]

@@patricew.4010 he also said he'll take whatever is actually offered to him, which is , well, whatever the hell is down the road

[@daytonasayswhat9333]

Wow, so crazy. People age? Time passes? What a phenomena.

[@johnnymarcello1385]

@@daytonasayswhat9333 Yea imagine that. LoL

[@John-ct9zs]

@@hawaiianprestigecars8493 Howard was 45-46 and Tobey was 24-25 in 2000.

[@shermanchester68]

In two years he’s Spider Man...Howard was right.

[@Gggmanlives]

Howard is amazing in this.

[@johnstone2029]

Lol the god damn legend himself

[@famuel2604]

It's true what they say about Leno. he can't function without the script, and comes back to it even when the conversation has clearly moved way beyond it.

[@demonocusmetalocus3558]

Howard is lucky, he got to share the stage with bully maguire.

[@taylornation320]

tobey is adorable

[@havingaparty21]

The only thing I learned from this is that Tobey Maguire lost his virginity at 14

[@helco2856]

Wouldn't expect anything less from an actor. Of course he lost his v card at 14

[@mwolfman321]

Exactly where this is a prime example of who is the better interviewer, It goes from his rise to stardom before Spiderman, and his relationships, to Jay's direction to talking about being a Chef when he was younger, boy it got boring. Howard is the only reason this interview was watchable. Tobey did interviews with Howard on all 3 Spiderman promotions, so he understood that Howard can make people more interesting.

[@charlesgorman4919]

IMO, Tobey Maguire portrayed Spider-Man the best.

[@89strangelove]

howard's forward questions opened tobey up, without any leading, he went onto talk about him losing virginity and stuff. That's why howard's great (though his recent shows are annoying me)

[@alexnelsonamaya1]

That movie looked pretty good

[@scottfrank1573]

The king of all media at his best

[@TheInventor22]

Still can't believe this was a year before I was born

[@quiksix25]

Howard like, "Fuck off Jay, let me entertain your audience"

[@sublime90]

Howard: did you get aroused while filming Leno : so you grew up around here? you wanted to be a cook?

[@nighthawk0077]

This is why Howard was such a legend. Made Jay look like a putz when he took over the interview.

[@JOVONO]

When’s this interview going to resurface in some Bully Maguire memes

[@jakegetscake4672]

Dam Howard took over the show I'm guessing they never had him on again

[@kellymaguiret]

I Love tobey Maguire 2017

[@nicoolio_gp]

Tobey is younger here than Tom Holland is today... (24 v 25)

[@editingman95]

To anyone who didn't get this Tobey Maguire became Spider-Man in 2000 of July

[@Shay_TheUnpopularOpinion_]

Tobey was so uncomfortable considering he’s so private and shy 😂Howard was so obnoxious 😂😂

[@AmazingArtisticSpidey]

Spider-Man, Iron Man & Hank Pym in Wonder Boys🕷🤖 🐜

[@SilkandScrooge]

Howard "your a good looking guy, How many women you got" Stern

[@johnnyflannigan136]

Omg this is an amazing interview 😂

[@josephmoneymobley]

Lmao . Poor toby . Howard being Howard.

[@nemospodcast6766]

The funny thing is Howard was absolutely right everything he said came true in Tobeys Life!

[@crunkalac]

They cut off Howard's questions for "you grew up in this area, right?" EXCITING TRANSITION

[@AmazingArtisticSpidey]

6:57 : James’ parents are dead just like Peter Parker ‘s Parents. Coincidences I think not.

[@commentresurrection1841]

Tobey Maguire is what you get when you take a Woody Harrelson voicebox and put it into a Elijah Wood body

[@LinkRocks]

Howard's the best interviewer.

[@TrOllinM4sTEr]

tobey is mad nervous. look at all of that heavy breathing.

[@robertdesantis729]

Toby McGuire is the “unnamed” bad guy in Molly’s Game”. If that is accurate he isn’t a nice guy in real life

[@tripp_andreessen]

I live for this shit

[@sunshinebutter]

poor Tobey

[@hannahwarriner6528]

I Love You Tobey Maguire

[@AmazingArtisticSpidey]

4:43: McSpidey 🕸🕷🤟🏾

[@kellymaguiret]

Amo Tobey Maguire 2017desde de quando lançou Spide amam 1

[@samsschool3639]

Stern reminds me of my aunt at christmas

[@Anonymous_tjjh]

They really put my man Tobey under pressure Jesos🤣🤣

[@trevlindramquez5928]

I wish that kid was my son. I would’ve met stern after the show and bitch slapped him for playing my son.

[@garrisonfjord]

"in two years he's gone" LoL he called it. He was sleeping with Kirsten Dunce 2 years later.

[@Lungsy1988]

Long live howard.

[@felixthelmocevallosmorales41]

Howard Allan Stern (Queens, Nueva York, 12 de enero de 1954) es una personalidad de radio y televisión estadounidense, reconocido principalmente por su programa radial The Howard Stern Show, que se trasmite tres veces por semana (de lunes a miércoles) a través de Howard 100, una estación de la radio satelital Sirius.

[@TheTenaciousDog]

“ 2 years and he’s gone”. 2 years later TObey is Spider-Man

[@peacedudesforever]

Howard asking a lot of questions... just the same howard we known before

[@jv-ep2tc]

"might have ended my marriage" and a year later.....

[@CaLiBluNTs562]

fucken Howard haha he's the man

[@slipnorris5882]

Howard mentions "Entourage" and Tobey mentions "my friend Kevin"

[@concernedandequal1928]

Tobey kinda looks like shaggy

[@jesseburleson432]

Howard, the ultimate instigator.

[@rubixfilms687]

Damn Howard was young!

[@privateprivate1865]

I love the wonderboys.great movie.

[@hobgoblin707]

the contrast is so obvious. howard stern is the greatest celebrity interviewer ever. jay leno is one of the worst interviewers. howard makes it interesting and the crowd loves it. then leno takes over and asks the same boring garbage i don't care for. btw, when tobey randomly mentions about losing his virginity, it is so weird and annoying. there's a lot more to stern's act than that. if stern asked it, he'd put it in a context where it's actually interesting.

[@dreadknot2238]

Look like he trying to hold back from putting dirt in his eye.

[@ELKFILMZ]

Howard is such a superior interviewer than Lenno, F Timmy!

[@josephlawson9950]

before tobey spiderman became a meme

[@sarawashington5485]

Dear God I didn't realise how fucking tall Howard Stern is ! You could have been in the NBA Howard :) !!!!

[@SboochieNoochies]

Toby Maguire used to be hott? Where the hell was I during that time?!

[@sonnyblack0870]

Man I miss the old Howard

[@mischiefmikeyo]

I think Howard jumped in with those questions just so you could see how blatantly lame jay is when hes interviewing. Leno got ratings because he got the best guests because nobody was afraid to go on his show. People like howard and letterman actually would have fun at a guests expense and that made their shows infinitely funnier

[@JakobIsOkay]

He was right two years later she was gone and he was briefly with Kirsten

[@jasonregina13]

One of the few times Leno was actually entertaining!

[@skynet251]

The real life peter parker

[@epicflix3115]

I love how Tobey is wearing sweat pants and a T.

[@idkhehe658]

its trashy

[@Senapses]

If there was an American Harry Potter

[@fartinmartinreborn9522]

Bro I fucking know I saw a video a few weeks ago of tobey on the howard stern show now I can't find it anywhere wtf

[@aliciaanne]

Who was Tobey's girlfriend back then?

[@misschiefmanager6670]

Rashida Jones

[@VCthaGOATdunker]

I thought Howard hated Leno's guts, but he went on the show a couple of times.

[@benoitdidnotdoit]

VCthaGOATdunker this is before they had a falling out jay use to even call in to howards shows

[@frogfucius9785]

+RandomVideos there was no falling out, jay did him a solid by dangling a job in front of stuttering morons face. which stuttering moron took like the idiot that he is. its showbiznezz baby. you dont actually believe that feud?

[@FoF1212]

7:20 oof Toby aggressively avoids looking at Howard. I don't think he was happy with the segment.

[@jorgeluisreyesfernandez2554]

Why?. Please explain it to me

[@facpmonitoring2959]

I am sure that behind the scenes Coward ask Toby “i have a good looking hair stylist that might or not be into men, is that something that interest you?”

[@keanucora4606]

Toby was only 25 years old in 2000.

[@sierrag.g63]

An I the only one thinking that he sounds a bit like Michael Jackson

[@jbt5297]

When Howard was Howard

[@Randomynous01]

He is talking about De’caprio

[@Anthony-ou2ok]

Howard wasn’t wrong 😂

[@thelovelyone1582]

they're always having to bring Leo. Why?Tobey can hold his own

[@AlbertV90]

Good god Leno asks boring and annoying questions. Never watched him or was a fan. Compare his questions to what Howard asks Tobey. Yes they're uncomfortable but hilarious and interesting. After 30+ years, Howard is still the best. Btw Howard meeting Tobey was the start of great interviews btw them. Howard was a big Spiderman fan and at that time Tobey didn't get the Spiderman role yet so once he became Spiderman, Tobey went on Howard's show to promote all three films. Pretty awesome interviews too.

[@claudiam2474]

He is in his pajamas 😂?

[@johnnycritical]

As usual Howard was right. He married the girl shortly after this and was married for 15 years. They were appropriately paired physically: cute, but rather average looking. But after the success of Spider-Man and other multi million dollar movies he did what they all do and dropped the average aging wife for the young super model, gold digger trophy wife that is wildly out of his league physically. She’s even taller than him. Good for him I guess. She’s a 10/10.

[@tobeymaguire2190]

Don't insult my supermodel gf or I'm gonna put some dirt in your eye

[@andrewromero4920]

Wow