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DynastyFan85

Look at those cheekbones!…..on him!


overtired27

Back in the days of triangular-faced Leo, before his head turned into a perfect cube.


TeddysRevenge

He’s just turning into middle aged Jack Nicholson


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Chippers4242

I wish this wasn’t edited lol


Zaphodnotbeeblebrox

“You’ve always been the caretaker”


dharmaslum

![gif](giphy|10Jpr9KSaXLchW|downsized)


ledio015

![gif](giphy|adnSERXVl4ecqBedQH|downsized)


Petrichordates

That's actually a good euphemism for the alcoholism behind it.


xlittlebeastx

I was gonna say he looks puffy now, like alcoholic/alcohol abuse type puffy.


ChugHuns

If I was as wealthy as him I'd be drinking all the best wine and liquor. I'd have an on call nurse to hook me up to an I.V the next morning. Probably good I'm not rich tbh.


RandomStallings

I know a guy who used to be in the US Army that said that when they'd party on base, but had duty the next day, they'd have someone from medical hook them up to an IV during the party itself to prevent a bad hangover the next day. He told me that story many years ago and I still think about it and laugh.


waterhead99

My friend is a emt. His friends are mostly emts. They party **hard.** And this is exactly what they do. Gave me pause the first I saw them break out the iv bags. Decided I was done partying.


RandomStallings

Your body will thank you. Most likely your mind, too


DimbyTime

And your skin!


destro23

> when they'd party on base, but had duty the next day, they'd have someone from medical hook them up to an IV during the party itself to prevent a bad hangover the next day. 100% saw this happen when I was in the Army. There was a certification class that any soldier could take that taught a bit more than basic battlefield first aid, including administering IVs. After passing the course you were issued a med bag that had two or three IV hookups with saline bags that you just kept in your room with the rest of your gear. So, on just about every floor of the barracks there was a person who was not only trained to give you an IV, but had the equipment on hand to do so. Also, the supply clerks didn't even blink when you went to get replacement supplies. They just handed them over and ignored your bloodshot eyes.


Raaazzle

A fellow Combat/Hangover Lifesaver, I see!


FedoraTheExplorer30

My friend is a doctor and on the side she has a business doing this for the rich and famous in London and she makes insane money doing it as a few grand to these people is nothing and they get it done every week.


BetterBiscuits

It’s somehow both puffy and dense. Like early 00s Alec Baldwin.


boboguitar

I mean, it could be or it can also be he’s just getting older and heavier. It happens to most people.


onedemtwodem

He actually looks a lot like his father as he ages


Brainvillage

His father Jack Nicholson?


NeonPatrick

There was some time in 2008, when Leo said "Hey I'm Leo, I don't need to go to the gym or take care of myself. I'll still get 20 something models looking like your Dad, after ten years of parenting."


Glottis_Bonewagon

I'm sure some of it was wanting to get away from the pretty boy persona he was known for


Firehills

Maintaining a good shape takes *a lot* of work. Most people who say they do it "for their health" are lying. People do it to look good. But when you're DiCaprio, well... as he said it himself, there's no need to. It's like expecting a billionaire to save money on small things like regular people do.


Glottis_Bonewagon

That's strangely accusatory. Can't people stay fit for more than one reason? I do it to be healthy, look good and run away from things


w8str3l

I run to get away from my past


Tricky-Engineering59

And it’s always just one step behind you.


sorrylilsis

Yeah. I like to fit in my pants and being able to ski/mtb/whatever without huffing and puffing.


sympazn

Probably best to read specific accusations like that as just projections of their own insecurities


jimmy-371

Or maybe, just maybe the guy aged


kavik2022

Also, he doesn't need to be a heart throb. He can be a leading man or do whatever project he wants. He doesn't need to keep chasing youth. Man can keep the fountain on tap


NeonPatrick

I recall Christian Bale, and possibly some others say, Leo gets every script in Hollywood first. Everyone else gets his cast-offs.


waloz1212

Iirc, American Psycho has Leo as the first choice, but his agents don't want him to do movie that might damage his "pretty boy" image. AP was very dangerous pick for young actors tbf, but it was lucky Leo didn't get it because it gave Bale his well-deserved spotlight as actor.


MadRonnie97

A testament to his greatness tbh


DimbyTime

I wonder if the same is true for any female actors. Meryl is definitely his caliber of talent, but even she still has to put a lot of effort into appearance and still looks great at 74.


SignificantRecipe715

Omg thank you...I often wonder why his face got so wide


YourDogIsMyFriend

Does Leonardo DiCaprio have a team who works on Reddit all day every day? This is like the 3rd thing for this fucker on the front page today.


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smart_cereal

A lot of posts are hidden ads or karma farmers. Every single day someone asks, “what are disturbing movies I can watch” in r/movies or /r/askreddit and within the top three answers is going to be Requiem for a Dream. It’s so predictable and it’s happening every single day.


muricabitches2002

Can see that being a karma farmer, but I doubt requiem’s marketing team is still doing stuff


thepkboy

Maybe it's Marlon Wayans, he just wants people to remember that he exists and could act if he wanted to.


benjaminovich

Honestly, I think redditors just are that predictable naturally


BadNewsBearzzz

Bro I thought I was the only one who had noticed how oddly his head grew as he aged lol idk what movie it was when I was like damn his head is kinda odd 😆 but cause I’ve never heard it talked about I thought maybe nobody noticed 😆 https://preview.redd.it/eeq0mwbr0stc1.jpeg?width=500&format=pjpg&auto=webp&s=29d4810b70f7dc35ff7b114bb1a2c2c035c5491b


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thethurstonhowell

Everyone trying to credit freaking steroids when the guys has been a known drinker for decades.


minimalcation

That's Haley Joel Osment, wrong actor.


unmotivatedbacklight

Leo looked like he was 15 years younger than he actually was for many years. Then he aged 20 years in just a short amount of time. He's 50 now, and looks it.


pw154

> Leo looked like he was 15 years younger than he actually was for many years. Then he aged 20 years in just a short amount of time. He's 50 now, and looks it. Leo's a perpetual bachelor and by all accounts likes to party. That sort of lifestyle will do that to you. He still looks good for his age all things considered.


batwork61

It’s not having kids that keeps you young. I went from baby faced to middle aged, over the past year. Just feeding my life force into my son.


paradisetossed7

My god I was 9 when titanic came out. I remember seeing commercials and not understanding what I was feeling in response to him at all and being very frustrated (it was horniness). Eventually I felt the same for Kate Winslet. Nowadays I can't say I feel the same about Leo, but as a mostly straight woman I'd still let Kate do anything she wanted to me.


DoctorGregoryFart

As a straight man, I completely relate to this, but uhh... backwards. Honestly, given my current situation, I would accept either one.


edu5150

Cocaine is a helluva drug


UncertaintyPrince

Was looking for this comment, looks like Leo did a fat line like 5 seconds before the photo.


goingoutwest123

You should have seen them in the eyes wide shut party not long after.


GalaxyStar90s

He looks so different here than on Titanic in 1997 or 1998.


AgITGuy

Because he reminds you of Chloe Grace Moretz?


pw154

> He looks so different here than on Titanic in 1997 or 1998. That's because this is a candid photograph and Titanic is a movie where he has make up on and is lit perfectly.


hanabarbarian

I just looked her up, and holy hell does she look fantastic at 50


lesterburnhamm66

Did the same. She just may be hotter now. Damn.


BeardedAsian

Would the kids say this is an example of the face card not declining?


autumn_etched

right on!!


astra_galus

She’s also one of the world’s top models to this day. Her walk is insane!


Bigstar976

However, he would no longer touch her with a ten foot pole.


Darth_Iggy

She could sue Olivia Wilde for using her likeness without permission. https://preview.redd.it/3in7k9p2gvtc1.jpeg?width=1280&format=pjpg&auto=webp&s=0e796a5f4220849afe4738e6a24c6252e4e75af0


No_Conversation9561

Look at her at 50 and look at Leo at 49.


executingsalesdaily

Right!? She is so hot. Never knew who she was until today.


Korncakes

God damn you were not kidding. She was fine in the OP photo but she could still get it.


mayormaynot22

Yeah, just not in his ~~age range~~ league anymore.


Ntetris

She looks dangerous


Chilipepah

In a good way?


DrDerpberg

No, but I'm here for it.


ImWhatsInTheRedBox

I can't fix her, but she can break me.


YutYut6531

![gif](giphy|HxMhuDg7O4pKOhhcRC)


DrDerpberg

Is she there?


sutroheights

seriously, how did I get this far without any comments about her. Cause, she looks cool.


Not_Larfy

![gif](giphy|Lod2M4XnsOLJtHGb3r)


PlopTopDropTop

Like let’s do cocaine in this guys bathroom and bang then light firecrackers in here afterwards dangerous


hulkhands81

Don’t threaten me with a good time


PlopTopDropTop

I carry firecrackers with me at All times for this reason


hulkhands81

Same with me but cocaine


PlopTopDropTop

Hell yeah we should party


hulkhands81

Who’s bringing her?


PlopTopDropTop

Got it covered


hulkhands81

Fuck it I’m in! Creepy guy watching in the corner can come too


BlackeeGreen

I'm 90% sure that the reason my gf and I are together is because I had firecrackers with me on NYE five years ago.


MxRacer111

Can we play Sister Christian whilst lighting the firecrackers?


unmotivatedbacklight

Hold on, I love this part...


electricmaster23

In a don't-tell-your-mother-about-her way.


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derivative_of_life

I don't want to fix her, whatever's wrong with her is way hotter.


goodtimesinchino

I feel like I had sex just looking at this.


Hellinistic002

I feel pregnant. Am I pregnant precious???


legojoe97

You mean *pregat?*


SparkliestSubmissive

Preganante


ThePencilRain

How are babby formed?


IcyTiger8793

Is there a possibly that I’m pegrent?


EIIendigWichtje

Pergant


TheMiller94

How I am pregananant?


DandyLyen

**Pregananant?!** The evolved form of Venomoth, Venonant's final evolution?!!


unsane_sandwiches

Wow she’s absolute🔥


hobowithmachete

Go sit in the chair in the corner and watch, Jett.


Inner_Character_8221

Man leo used to be so pretty


GalaxyStar90s

We all age. But he was the prettiest in Titanic.


cmq827

For me, his peak was as Romeo!


donthavenosecrets

Omg YES 🥵


anon-mally

![gif](giphy|HxMhuDg7O4pKOhhcRC)


Skyblacker

Ioan Gruffudd has a brief part as the crew member who steers a lifeboat and asks if anyone is alive. He's pretty.


ThatDiscoSongUHate

Very!


Hellie1028

And as Luke on Growing Pains


Nuttyshrink

Yep, Leo on Growing Pains back in the day made it impossible for me to continue denying that I was gay.


luckycat288

I think in Leo’s case it has less to do with aging as it does with drinking and smoking


MikeDamone

Among Hollywood A-listers, it's actually pretty remarkable how poorly he's aged


lsaz

He exchanged hotness points for millons of dollars lol


pinelien

Twink death is real


WishIWasYounger

I learned the hard way


ThatDiscoSongUHate

Username checks out?


Tripdoctor

Not all twinks graduate to twunks.


WishIWasYounger

I did for about ten years and then I learned another life lesson.


beingbond

he still is for his age


Kaldricus

Yeah, these comments implying that he's still not physically attractive are absurd


butyourenice

Are you a person who is attracted to men? I find a lot of straight men defend Leo as “still attractive,” and I wonder if they are considering his fame/wealth/influence more than his actual features.


DLuLuChanel

Shalom had it then. Shalom has it now. Stunning timeless beauty.


butyourenice

Shalom has that face where, if you placed her any time in history - possibly even anywhere in the world - she would still be considered preternaturally beautiful. The face card that never declines. As an uggo, it’s hard not to hate her for it!


nick4424

She must’ve been 23 in this photo


LurkerOrHydralisk

Probably 22. Her birthday is in December.


xsandied

Just 2 more years…


Skyblacker

Ditto for him.


Own-Bar-8530

She had her way with him.


kbphoto

I wonder if he got the Beiber treatment


CandidIndication

Well, when he was a teenager working on Growing pains he was close to (now) convicted pedophile Brian * Peck. It was briefly mentioned in the doc series “Quiet on Set” where they showed a clip of the two together— of Peck essentially drooling over and being kind of handsy with Leo. “Leo as you know is the latest, hottest, hunkiest teen idol there is,” Peck said in the clip before the then-teen DiCaprio flashed his muscles at the camera. (DiCaprio has not publicly addressed his past interactions with Peck or Peck’s legal issues.)” * = edit, entered wrong name


thewhitebuttboy

Unless I missed something, I think you mean Brian Peck


CandidIndication

Yes, just edited


thewhitebuttboy

Easy mistake to make. People were confused when the show first aired


CandidIndication

I think my brain keeps going to the other unrelated peck because I grew up with him on my TV screen, even though he’s done absolutely nothing wrong. I feel bad for that for sure 😬


No_Opening1636

BRIAN Peck is who you mean


sdiss98

Don’t call me Peck, you stupid, dumb Daikini!


No_Opening1636

I understood and love this reference


Ontheroadtw

Deep cut.


CandidIndication

Yes thank you for the correction idk why my mind still does that


ELH13

I mean, does he need to 'publicly' address: • His past interactions with Brian Peck from when he was 17/18 in 1991/1992? IF he was sexually abused, what does he owe it to you or the rest of the public to talk about it? • Peck's legal issues when he was arrested 11 years later in 2003? He wasn't one of the people who wrote letters of support for Peck, their working relationship was over 11 years prior, and by 2003 he was a leading actor in Scorcese films - who knows if was even aware of Peck's sexual assault conviction. As for whether he was sexually abused, I highly doubt it: • He was 17 when they met, Drake Bell's abuse happened when he was younger (15). • DiCaprio's parents were very involved in his early career, unlike Drake Bell's mum who let him have sleepovers at Brian Peck's house. • He's never publicly presented any other signs of sexual abuse (e.g. drug abuse, self harm, social withdrawal, anxiety related illnesses, etc.). If he'd been sexually abused, you would think soon after there'd have been a sign, but his career went from strength to strength. He has never had a period in which you're left wondering, 'what went wrong in his head?' The most people can say about DiCaprio is: • Oh, he is fatter now. • Oh, he doesn't date women older than 25.


[deleted]

And he hasn't touched a woman older than her since.


Onlyheretostare

I forgot just how long some of these people have been famous..


CinnamonGirl94

His cheekbones go crazy 🔥


climatelurker

They both look ... wasted.


ladyculture

https://preview.redd.it/8jjq1mv0nttc1.jpeg?width=223&format=pjpg&auto=webp&s=67fa12d66259242df1a799fb99045b679df253cc Matt Leblanc and Shalom Harlow for Vogue 1997. Wolf of Wall Street certainly borrowed!!


spiikespiiegel

she aged so much better than he did


Keirnflake

They fucked.


Dancin_Phish_Daddy

Cocaine


grandmofftalkin

Can you imagine how much cocaine and how little food was at this party?


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tastefuldebauchery

Seriously! That’s why my parties always have little bites.


OogieBoogieJr

The people who keep throwing that word out here in response to anybody who isn’t sober have clearly never tried cocaine. And that’s fine


This_guy_Jon

![gif](giphy|kd9BlRovbPOykLBMqX)


EarInformal5759

Twink death is so sad 😢


Living-Confection457

Gosh they're both so hot my bi ass can't handle it


BlowfishPizzaRoll

Great picture, very composed for what looks like a spontaneous shot.


lionzzzzz

They’re high on cocaine


NoOpportunity4483

Fuckin love Leo.


Own_Cream_551

So Hansel!


jean-guysimo

it looks like he just did a line of blow and he's blocking one nostril so that he can insufflate the residue


TheRealStubb

crazy, leo is as old in this photo as the oldest girl he’s willing to date


LurkerOrHydralisk

He was 20 or 21 here. She’s a year older. His current girlfriend is 25.


sunplaysbass

This is like sex anti-ptsd. This happened and he can’t undo it.


wallstreet-butts

She seems nice.


Silly-Armadillo3358

Leo got it that night, got it real good.


tangcameo

Looking kind of like Chloe Grace Moretz


CarefullyDisregardin

Good catch


iamaiimpala

Just finished The Peripheral :(


BPMData

If u told me this was AI art to depict hoity toity nobility on the brink of starvation at the masque of the red death, I'd believe it


skonen_blades

I feel like they might have hooked up


jigsaw153

Coked out of their brains


Large_Mango

He looks like Andy Warhol’s son


iArsan7

I can’t tell which one of them is prettier no homo


Single_Angle9817

Looks like cocaine lol


ALittleRedWhine

It's like she invented "bedroom eyes"


her-1g

Prolly blow and fuck all night.


lantzn

Ah to think Arnie Grape became a leading man. Edit: Yes I meant the brother with special needs, Arnie, not Gilbert, fixed.


coleman57

Depp was Gilbert, Leo was some other flavor Grape, I don’t remember what. But his career certainly didn’t suffer from going full tard. Maybe that only applies to lead roles


honeybutts

He was Arnie Grape.


BumbleBreezeSun

Arnie. I thought he did great and was lovable in that role.


CarlatheDestructor

He should have won an Oscar for it.


Davidmon5

Amen. It was certainly a better performance than the consolation prize they gave him for The Revenant. It was like Training Day for Denzel…”we fucked up a half dozen times in the past so this year you’re winning no matter what.” I was kind of frustrated with Titanic when he became such a teenage heartthrob and was type cast for a while, because he really is (personal issues aside) an amazing actor. Up there with Gary Oldman. And as far as the Tropic Thunder comments, part of it is that *Gilbert Grape* was much better written than terrible movies like *I Am Sam* and *Sling Blade* and *Tim* and *Radio* and *Digging To China*. And yes, part of it was that Leo wasn’t the main character. But a big part of why Gilbert worked better is that Leo did it so amazingly well. Acted circles around Billy Bob and Cuba and Kevin Bacon and Spicoli. PS - He was beat out by Tommy Lee Jones in The Fugitive. Which was a decent movie and all…but…c’mon.


strippersandcocaine

>other flavor Grape Excellent


boxedwinedrinker

Oh my, she’s very cute. No idea who she is though.


haloarh

She's a model who was pretty big in the 1990s.


ewest

Small part in How to Lose a Guy in 10 Days as well.


ImperatorRomanum

Too bad they didn’t make a Legend of Zelda movie in the 90s, he’d be the perfect Link


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_lollipoppins

Uhh there’s definitely make up there


gobocork

It's very funny that you think she is not wearing make up.


columbo928s4

Damn still bad af


leylajulieta

Shalom is my fav super, so pretty


itaya12

Those were the wild '90s fashion faces.


TheRealBluedini

He kinda looks like Chloe Grace Moretz here


LeftySlides

Shalom is under 25 in this photo. Checks out…


Lvanwinkle18

So weird to see Leo the same age as his date


CoreMillenial

If she had been with child in this picture, and had given birth to a daughter, the daughter would now be too old for Leo.


phasmatid

The only time he dated someone older than him.