Almost 40, Justin Timberlake still dresses like a teenager who just came off the block

He looks middle aged.

I can't stand that smug little weasel or his dumbass anti-vaxxer wife Jessica Beal.

His most recent pic with his wife attending a fashion show. I’m sure it was “carefully” photoshopped

Maluma looks super cute in that pic!

Is he gay or bi? She’s gay, right? Haven’t kept up with the gossip about them.

I hope I look young young if I dress like a teenage boy

looks like someone who works at a used book store or a run down record store...

HOW IN THE WORLD did he get super successful is beyond me! looks? nope! great voice? nope! better dancer then so many others? nope!..

R5 he must’ve let someone sucked him off when he was 15 to be eligible in a band and be promoted. That’s normal in the music industry

R7. Is a hater. He can actually sing and he can move not like usher but he does have some really catchy songs. I am kind of protective of jt because he was very popular when I was a young adult.

I agree, R7 - looking at the photograph in OP's post, I cannot help but wonder how that man ever managed to become a sex symbol. He isn't just unattractive - he is downright ugly. Hideous round little eyes, huge nose and lipless mouth, weirdly-shaped eyebrows... Just not appealing in any way.

Pair that with his whiny little voice, his reportedly nasty personality, his self-important attitude (no, Justin: being a third rate Michael Jackson isn't something to be proud about) and mostly sub-standard material, and he becomes a clear example of how in show business luck plays a much more important role than talent, charisma and looks.Well, that, and a fortune spent on publicists and constant promotion...

It truly is inexplicable how anyone ever looked at his ugly mug, heard his thin voice and said "yep, I'm going to turn this guy into a huge star!".

Gay - sleeps with Kutcher.

"...he must’ve let someone sucked him off when he was 15 to be eligible in a band and be promoted. That’s normal in the music industry"

You all will never know...he-he-he...

I bet he wishes he had Ryan Gosling's career.

Jessica is lesbionic.

Read this. He’s a nasty person

Traitorous bitches! He was really cool until he matured and now you're obsessed with who? Shawn Mendes?! He has a fraction of Timberlake's talent.

[quote] he must’ve let someone sucked him off when he was 15 to be eligible in a band and be promoted.

Curious why you phrased it that way? Usually people would say "he must’ve sucked someone off..."

So? If he wants to dress like that who's he hurting? If you don't like it, and you see him, just turn your head.

I don't get it either, r7. He's completely average in every way.

In 2003-2004, he was the hottest man on the planet!

Beautiful!

R21 r22 and r23 I didn’t know that JT is interested in visiting this gay site

He started to look like an old George Michael

His music career is over. He’ll have to concentrate on films now

I cannot believe him and Britney are pushing 40. Time flies.

[Quote] In 2003-2004, he was the hottest man on the planet!

He was never hot

It’s not just him. I am surrounded by middle-aged people who dress like teenagers. Actual senior citizens in jorts and cold-shoulder blouses.

His film career was a big flop. They tried and tried to make him a movie star, but the public just wasn't interested.

[Quote] HOW IN THE WORLD did he get super successful is beyond me! looks? nope! great voice? nope! better dancer then so many others? nope!..

Dating Britney helped.

R20: Thank you. When he was younger, he was very good looking. My gayling self would have stripped naked for him in a heartbeat.

R27: WRONG!

Gosh ALL OF THEM ARE SO FUG NOWADAYS 🤮🤮🤮🤢

Probably his best role and only for this reason.

He has aged terribly, and his complete unwillingness to have anything to do with NSYNC is what has ended him. It's what the public wants but he won't do it. I guess he hates Lance that much....

I guess I missed where John Lennon was wanting to reunite with the Beatles.

The STAR doesn't need his childhood band.

JT doesn't need to lower himself to those guys anymore.

He always looked like he came from the trailer park down the road in Florida.

STILL hot and sexy with perfect hair!

[Quote] Probably his best role and only for this reason.

I think his best role was in The Social Network. Although i'm not sure how much "acting" he was doing in that movie. Did anyone actually see Runner Runner with Batfleck??

However you feel about Justin it is clear that his career is in a difficult phase. It is not clear where he should go. His music is over. Like Madonna, he achieved great success with pop, but pop--music that is designed to have a super wide appeal across demographics--is pretty much dead. Pop stars of the past (like JT & Madonna) keep trying to reinvent themselves into hip-hop or electronica or whatever but it just does not work. He was not a bad actor in the few movies he was in but being a movie star is not going to happen at this point. Maybe he could find new life in a successful ensemble series for Netflix or amazon? He has show business in his blood and that phoniness could make him an ideal talk show host but even the talk show genre has an uncertain future. Couldn't he just go away and write his memoirs?

I’d still fuck him. I’m his age and he was a hottie back in the early 2000s. People age. Big deal.

What should people wear when they are just out and about. Are there alternative clothes? He looks normal to me. What the hell?

R40 I agree, the beanie looks stupid to me but the rest is just casual clothes. He’s not walking the red carpet in that pic.

R34: Hi Justin! How you doing? STAR? You may be pushing it. Your last album wasn't that good and your Superbowl Halftime show sucked. The 90s are back. Embrace the nostalgia and the money, Justin.

R36: Hi Jessica!

Justin was absolutely THE STAR!

Pop Music is dead?

This Oscar-winning song is only three years old and STILL getting airplay, views, downloads and endless streaming.

his last hit can't stop the feeling was a direct rip off of michael jackson's can't stop til you get enough.

It sounds NOTHING like "DON'T Stop Till You Get Enough"!

[quote] He’s always been a very cocky man. I’m glad that his career hasn’t been all that great lately.

Maybe, he'll get hit by a car, and you can sleep well that night, OP!

Jeez! Justin Timberlake looks fine. He's aging well. He's a handsome man. Perhaps he was dressing apropos of the event.

[Quote] Almost 40, Justin Timberlake looks like he's 55

Fixed it for you, OP.

i dont like him but i just dont see - he's not dressing aprropriately for his age. he dresses fine but yeah, he looks terrbile in the face. The adage 'you get the face you deserve at 50' seems true for him.

R20, 21 and 22--he just looks like white trash in those pictures.

LEGENDARY, well-received performance!!!!!!!!

R50, some White Trash are HOT MEN!!!!!!

Wow he looks 65 in that pic!

R51, I agree but he just looks like any white person from somewhere in the south.

Didn't Justin also admit that he loves to do drugs and party? And I think this was recently, in the past few years.

He looks like the kind of father a middle-school girl would be painfully embarrassed by.

A hot daddy that the middle-school gaylings would be painfully swooning for!

Never understood the hype with this one. Gross.

Leave jt alone bitter old queens.

[quote] He looks middle aged.

He is middle aged. So he looks age appropriate.

Both closet cases

His selling out of Britney Spears makes me think he is a huge asshole. He publicly revealed that he and Britney had sex and then proceeded to make fun of it in SNL in 2009 (5 years later...what a little bitch). And then he made that whole video about Britney Spears supposedly cheating on him in Cry Me A River. He was the male Taylor Swift of his day, I guess? Passive-aggressive to the max.

He grows pubic hairs on his head. Eww!

Britney is still 10x the star he’ll ever be. Even with her demons.

He seems aimless. He had a good run. But he can’t act and he is aging poorly. It seems like the public dislikes him, similar to Madonna.

He was never at the star level of Britney

[quote] Leave jt alone bitter old queens.

It's not the old queens who're ragging on JT. It's the young, arrogant, insanely jealous punks doing all that.

He looks ill.

He looks like he does meth and pnp with gay daddies who full his hole with poz seed.

[quote] However you feel about Justin it is clear that his career is in a difficult phase. It is not clear where he should go. His music is over.

Completely disagree. His last CD was a misfire because it was a stupid concept -- no one was interested in him exploring his redneck roots. He has to move forward with his r&b/dance stuff. He has a few platinum albums left in him.

[quote] Both closet cases

To whom do you refer? Because that could be so many people mentioned or pictured in this thread.

Justin and Jessica are in a lavender marriage, it's a viable choice. My friend will turn 60 this year. Her parents were both gay and knew the other was gay. They married in the 1950s. Neither was religious. Her parents told her the year she graduated from college. They lived together until her father died -- and mother never remarried or took a lover before her death. Her parents did not want to be gay.

Too bad Au Fudge shut down - Biel was trying to make some extra bucks for their retirement fund.

Do you want him to dress like an old man?

Never have gotten him other than ambition and hard work- he’s a male JLo. I also thought he clanged (big time ping) in Social Network the only film I know of his- and on talk shows. I think his ambition is great enough to make him play the game- but who knows?

He looks like every 58 year old man I know.

Why doesn’t he experiment with a full on Country-Western album? He’d fit right in, & could coast in that genre for another 10 years, at the very least.

Pop, R & B, and rap, have moved in completely opposite directions from when he transitioned from boy band to solo artist. Unless he’s working behind the scenes, that phase is has long passed. So why not country? It’s the only way to capture a younger audience at this time, and even keep his original fans who like country as much as they once liked InSync, yet don’t listen to modern day rap, pop, or R & B.

Does he play any instruments? Like a guitar? I have no clue if he does, because I’ve never been into him as an artist.

He would make a great duo with fellow gay Lil Naz X.

Looks are subjective, but I never found J.T. attractive. Smoking tobacco is legal, but the effects are known, one of which is premature aging. Do all teenagers dress alike and who decides what outfits are appropriate for J.T. except himself?

Do aging music stars ever dress age-appropriate though?

[quote] Dating Britney helped.

Britney Spears is and has always been incredibly average-looking. I never understood the hype about her being some sexy beauty. Going bald highlighted her plain features.

Britney looked like her parents were closely related.

R44, I always felt that song was derivative of the feeling Pharrell's "Happy" went for. Same chirpiness.

Come to think of it, Justin may have a thing about throwing women under the bus--remember Nipplegate? He was caught bragging about it and joking around. But then, when it was clear that the network wanted to punish Janet and Justin for the performance, he apparently became very tearful and apologetic and sternly denied he had any knowledge of what transpired. What a fucking pussy!

R81, Justin was nominated in several categories and was going to win. Of course he apologized. He had a lot more to lose than Janet did. She was aging out of the pop career at that point anyways.

I don't think he won an Oscar for that "Happy" clone song of his.

Fake news R44 so that's why he's FFd.

Sorry, just Oscar-nominated.

And over a billion YouTube views and hundreds of millions of streams and downloads.

I think he’s funny. He was always good on SNL, and I thought he was great in “Bad Teacher”.

He used to be hot

He was never hot before and is certainly not now

Of course was hot, don't be ridiculous Britney!

when he was with Britney he was handsome

Those beenie hats he wears look so stupid.

He comes off as so smug when he hosts SNL, and his bromance with Jimmy Fallon makes me want to vom. Having said that, I’ve always found him so hot and I hate myself for it.

He doesn’t really have an act without the dancing.

[quote]I cannot help but wonder how that man ever managed to become a sex symbol.

The body might have had something to do with it.

No, I love his face, too!

He's very handsome and sexy!

He didn't seem to plan very well for being middle-aged. I guess pop stars never do,

[quote] and his bromance with Jimmy Fallon makes me want to vom.

"Vom"? Are you a 14-year-old girl?

Maybe he will graciously step aside, unlike ugly Madonna.

R97, that's never going to happen.

Maybe it already has. He’s not promoting anything.

I was never a fan but he had a few good songs. His recent songs suck. I only saw him in Black Snake Moan where his performance was middling at best. If I were him, I'd hook up with Nsync. His career choices as of lately are 'meh' at best. Ego maybe? Pish, it's not like he needs the money.

He's okay at comedy, but he's not a plausible dramatic actor.

Maluma makes Timberlake look average as hell.

Do you think Maluma fucked Justin?

Can the picture posting OCD troll just fucking die already?

You KNOW Maluma fucked Ricky!

Hot Justin is SO heterosexual!

Omg, JT has carbface and teeth like Mr. Kenworthy now.

I don't care for most of JT's music. To high pitched. Although I do like "Can't Stop The Feeling". But I find him a very handsome guy with a pleasing personality, at least what I see on TV. He definitely looks better with facial hair and he looks better when he lets his hair grow out some.

His ever-more-flattening nose has given me the heebie-jeebies starting in about 2010.

R7 He’s a grifter: He used Ron Perlman, Britney, Janet, Timberland, Farrell, ‘acting’ etc. to make himself seem interesting.

R30 He sold Britney out and never helped her when she needed help.

R32 omg, you’re right, they all look like old queens now.

Did Lance Bass do that silly grey dye on his hair?

Or is he dyeing his facial hair?

One of the two!

Doesn't matter because Joey Fatone is the hot one of the NSync group. LOL

R116 Now that I think about it: The public break up was the beginning of Britney’s downfall and struggle, he doomed her.

R78 Britney was at her best when she released the ‘In the Zone’ album. She was hot and fit back then, right before she broke up with JT. At least she’s no worse than wannabe Lolita Ariana Grande and Miley ‘gremlin’ Cyrus.

Everyone was always hungry for justin!

I had no interest in Britney or NSync. I was busy listening to real music.

R122 How edgy. This thread is about JT’s general appeal and success, though, not what you think about him.

R!20, yup, that was the beginning of her downward spiral. He humiliated her and smirked about it. And then made a music video about her "cheating" on him. Taylor Swift would be proud!

Get a load of the control freak at r123.

A mediocre talent who inexplicably had such an investment behind him. He was pushed HARD but the public lost interest in his music, and was never interested in him as a movie star. An annoying personality, too.

I rather like what he's wearing in your initial post OP. The dreaded church of the faithful shirt-tuckers are horrified to be sure. In some other pics, not so much. People on DL are rather harsh on him: bearding, wife is a lez, hillbilly face, etc... I wouldn't kick him out of my bed!

Do you think Fallon and Justin 69?

Justin has had one of the strangest trajectories of one of the biggest pop stars in the last 25 years.

N*Sync and the first few years of his solo career were absolutely huge. FutureSex/LoveSounds was a smash and it seemed like Justin was the biggest male pop star at the time. His SNL videos with Fallon helped him and he was also in The Social Network.

But his asshole behaviour caught up with him. There was simmering resentment towards him after Nipplegate but back then social media wasn't a big thing. Things may have been different for Justin if Twitter and Facebook were popular then.

Jokes about Prince, Britney, homeless people and the growing movement of #JanetJacksonAppreciationDay exposed his smug behaviour. Also, waiting 5 years between albums didn't help. When he released The 20/20 Experience, people were just not interested in another album of 8-minute songs which only were decent because of Timbaland.

He worked with Pharrell and Timbaland when they were hot, copped MJ and Prince and threw Janet Jackson under the bus. People grew tired of him stealing from black culture and for just being an asshole in general.

Man of the Woods and his Super Bowl performance were huge bombs.

R129 He got lucky but his luck is exhausted by now.

Timberlake is still one of the biggest touring draws out there and is still considered an a list star.

This Justin is annoying as Tattoo Justin and Blackface Justin.

He is as ordinary as this old man—⁄

Weird ageist posters wanting him to be dressed either in a suit all the time, or as a schlubby bubby. I like him in the skullcaps. I would relish a pic of everyone criticising his appearance.

Justin never was hot to me, my favorite was always Enrique Iglesias.

None of you know one thing about what he did or didn't do to help Britney Spears. It's not like he would have a news conference to declare his every move. Some of you can't help but assume the worst in everybody who is far more successful than you could ever hope to be. It must be miserable being you.

He was cute for a nanosecond in the Gone video and early days of Nsync with his dyed blonde curls. But now, aging is showing his beady bug eyes, hook nose, and plain generic features. I was never into him or his music. I don't think he's dressed young in the OP pic. He just looks old and ugly.

He now looks like s farmer. His being passive aggressive totally turns me off. His pretending being really masculine doesn’t help either. I’m sure deep down he always likes getting a bj from a guy

R!37, he used to take lots of provocative pictures for gay magazines back in the early 00s. What a tease.

Most 40 year olds today don’t subscribe to OP’s starchy, antiquated notion that being 40 Means you can’t dress modern And hip. Just because OP lives in An ageist, stifling world doesn’t mean why have to also.

Yup on point

I’d like to know how big his cock is

He's huge. Girthy at the base. There used be a few pics out there with Vpl.

R142 do tell more

Long long time ago

Let's just be happy that he's abandoned his dreams of being an actor. He ruined The Social Network for me.

I could care less about him now after he did that stupid Woody Allen movie. Real smart.

I could care less about him now after he did that stupid Woody Allen movie. Real smart.

Please.

If it were 2003 again, y'all would be drooling all over his Rolling Stone pix...

R3 the fuck is Jessica wearing?? She has a good figure but never really gets it right when it comes to the red carpet.

He looks like he had an eye lift because he always looks surprised now

Jessica could be very pretty but her hair, makeup, and clothes are always wrong. Strange.

He's not dressed like a teenager, mom. Please go back to bed.

"Jessica could be very pretty but her hair, makeup, and clothes are always wrong. Strange."

Why try to look beautiful when your husband is gay?

I pity people who think they have to dress or live based on age. I applaud People who don’t let age define them

YOU ALL "SHOULD" A BE ASHAMEDED OF YOURSELFS "JUST" A-RAGGIN' ON THIS "HERE" YOUNGIN!!! IT DON'T "MATTER" IFFEN HE'S "A" LIDDLE LIGHT IN "THE" LOAFERS AT ALL, IF YOU CATCH MY DRIFT!! HE EVEN REMINDS "ME" OF MY SON!! EXCEPT "FOR" THE TALENT. AND "THE" LOOKS. AND THE "TRIM" LIDDLE BODY. GOOD "LORD" WHAT WAS I YAPPIN' ABOUT??!! XOXO BLESS

Jared Leto, 9 years older than Justin. Just saying

Just saying what R156? Leto is a freak of nature. Not a particularly fair comparison.

He was cute until 30 years old. Then the eyes and face radically shifted into fug, even it they only experienced small movement and shape changes, something terrible happened. Perhaps his soul finally fled, or drugs, or major psychological trauma. But you can see he's not the same guy.

"IT DON'T "MATTER" IFFEN HE'S "A" LIDDLE LIGHT IN "THE" LOAFERS AT ALL, IF YOU CATCH MY DRIFT!!"

Oh, he's light in the loafers all right...

R32 Considering their age, income and the brutal industry they're in (or used to be in), *NSYNC don't look half bad.

Lance does look silly with silver dyed hair and has obviously had work done, but his tweaks are subtle and still look better than almost anyone else's in Entertainment imo - the attention gay men pay to skincare comes through once again. Joey was always a cute bear with pleasant looks, and the weight he naturally carries as well as that thick oily Italian blood has kept him young in the face & skin so it's only the grey hair & crows' feet giving his age away. Chris looks basically the same as when I last saw him c. a decade ago but for fading and shrinking into himself a little like knome-like men over 40 tend to do (he's much older than the others), and for all anyone knows he is ekeing out a difficult existence from a dumpster outside the gates of EPCOT so I'd say he's doing well on 1/100 of Jussy's budget. The only one whose looks worry me are J.C.'s, but given the disappointments & horrors he's rumored to have lived through over his career (he was backstabbed harder by Justin/JIVE/Pearlman than anyone else) I can't say I don't understand why. Worth remembering also that J.C. started off tskinny & pale with noticeably irregular features so it was always going to be a tough hang to carry that off in his 40s - he's the anti-Fatone that way.

As boybands go they look less busted than most at their stage in life.

BSB look way better.

He's trash, so no surprise.

More importantly, Maluma's gay... right?

C’mon, he was so fashionable in his designer camouflage outfit at the Super Bowl!!

(Said no one ever)

40s is the new 20s. My face look 40 but my clothes are still 20s

Justin and his co star

He always struck me as a snotty little WT shit. Fucks over people and sneers about it. Desperately insecure about his trailer park looks and lack of real talent.

He’s a fake, a fraud, and now the word is out about what a shitty little bitch he is. Couldn’t happen to a nicer person. Team Britney and Janet.

Could it be alcohol bloat?

R163, Justin's performance is already forgotten, just like the one the Black Eyes peas did years ago. Thank god--they both sucked.

R165 well at least Anna looks nice. I don't know how she can stand him.

I found Justin not very ethical. He’s kinda guy who is willing to speak I’ll about you behind your back and who is willing to throw you under the bus if he needs to.

R170 sounds like half of Hollywood.

I always found him very hot, with a great body. I wish he would shave the beard and mustache, though--they make him look older than he is (as they do almost all men).

He's a good singer, and he's great at sketch comedy; unfortunately, he just doesn't work out very well in romantic comedy or in drama because he tends not to have much chemistry with co-stars. He's interested in being funny and performative, not in interacting with others on screen.

The stupid too-young clothes are no surprise. I'm sorry, though, that he wears them, because he actually has very good taste in clothes when he dresses up.

Basically, he has to admit his age, and move on from that. It's not a tragedy to be forty.

His wife really looks drawn and haggard. She's trying to maintain a model-thin body but it's creating havoc with her face.

R173 Jessica looked better when she was buff. I'm surprised she hasn't done another action franchise.

R5 No, they are both straight, like majority of people. Contrary to what DL tells you

[quote]]I guess he hates Lance that much..

You can't blame him for that. Lance must've been pawing him constantly. Like the nerdy fool, who does the homework of the captain of the football team, just so he can be near him.

Aging is his karma for exposing JanetTitty to everyone at the super bowl and not even apologizing to her.

Never thought he was hot. He was (and still is, I'm assuming) a cocky douchebag, but some people find that attractive. Karma finally caught up with him. He often looks haggard. He used Britney, threw Janet under the bus, and cried like a spoiled girl on Punk'd. He's friends with guys who mock the homeless while filming them.

He's fooling himself if he thinks he's a leading man. He hasn't shown any great acting skills. More importantly, who wants to listen to his speaking voice? Nasal + high-pitched = annoying.

JC Chasez was the best looking one in NSYNC. Unfortunately, he aged worse than Justin.

His hooded eyes he’s developed give me Quentin Tarantino vibes.

[Quote] but some people find that attractive.

Like Jenna Dewan and Cameron Diaz.

[Quote] and cried like a spoiled girl on Punk'd.

Didn't help that he was high as a kite.

He wouldn’t call him hot. He has a nice body but his face is average at best. He does have a sexy voice tho.

I am sure that Mr Timberlake is concerned that some geriatric homosexual on a gay gossip site is disapproving of his dress code.

R182 hey Justin!!

R182: A visit from Mr. Timberlake's publicist, what a treat!

Of course, Justin shouldn't be concerned about what people think of his outfits. It's inconsequential. It's easy to find celebs who are truly fashion offenders and he isn't one of them.

He should be very concerned that he hasn't been at the top for many years. His Super Bowl halftime show was considered a joke. His last album didn't match his earlier success. People have moved on to younger pop stars. He still aspires to be a top actor. If he had considerable acting talent, he would've been a movie star years ago. His team is still trying to make him happen. Even with minimal talent, he could've had a film career if he had a good reputation like Keanu Reeves. But Keanu is likeable.

He gets the side-eye for his shady behavior and narcissism. He couldn't step back and let his wife get all the attention when Jessica received praise for her role in The Sinner. He was willing to do shitty things to advance his career (the oft-mentioned treatment of Janet and Britney). People don't forget. He can easily make the mistake many celebs make: thinking he's irreplaceable. That kind of thinking is a weakness of the self-absorbed.

Why can’t he admit that he let old men suck him off years ago to advance his career?

R185 are you sure [italic] let [/italic] is the right word??

His wife was nominated for a Golden Globe a few years ago. During the red carpet show, the reporter was talking to her about her nomination, and Timberlake seemed offended that he wasn't the center of attention.

R185 Why would he admit that? Who asked him?

R187 sounds accurate.

R188 metoo movement, darling 😂

I’d love to suck him off. He’s kinda guy who has a really thick cock

All of these pop stars are stuck in the past when they were still popular so they dress in that era too. Britney still wears midriffs and short shorts or tight jeans. Beyonce still dresses in the blonde weaves and unitards. J Lo still does the high-up ponytail and see-through dresses.

Justin Timberlake should do an Ancestry DNA test. Being a white Southerner he likely has some African blood in his veins and I'm sure his family had the whole "we're part Cherokee Indian" excuse.

He conked his hair straight and got a nose job.

Another thing is. He has not grown as an artist. He has no album that has legitimized his work. He reps Memphis (even though he actually grew up in the rich, very white suburb of Millington) but hasn't really touched blues, country, rock n roll or gospel music that Memphis is associated with. He just keeps doing poppy R&B and hip-hop with a funk twist courtesy of Timbaland and The Neptunes. His sound is just a rehash of Michael Jackson, Stevie Wonder and Prince.

I'm 64 and dress like I did when I was in my 20's. OP you can act and dress your age but not me. I still feel younger and will act it.

How is he supposed to dress exactly?

At least he's not in skinny jeans.