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**What Happened:** During the Golden Globes, Leonardo DiCaprio took to the stage to present an award when a mischievous comedian decided to roast him mercilessly. Joking about how Leo has been nominated more times than anyone can count but has only won once, the comedian went on to tease him about his infamous habit of dating significantly younger women. “At this rate, he’s going to star in *The Baby-Sitters Club* next!” the comedian quipped, leaving the audience in stitches.
**Why It’s Funny:** The juxtaposition of DiCaprio’s serious actor persona with the light-hearted ribbing created a perfect storm of humor. Watching a Hollywood A-lister, who often plays intense roles, become the punchline of a joke about his love life felt unexpectedly relatable. Plus, everyone knows that if you can’t laugh at yourself, you might be just a little too serious — which is why Leo burst into laughter right alongside the audience, proving that even movie stars can take a good roasting.
I
The 2nd part of that joke is so funny.
I
I thought it was going to be a groaner because it’s the same joke for years now, but it ended up being the setup for some pretty good pasta related humor. I loved how Leo became so enthusiastic about the pasta too.
C
“Finally, someone who appreciates my iconic 1991 Teen Beat interview and understands my whole thing, my whole thing being pasta.”
I
He did it all for the gnocchi.
K
Dude…nice
Z
Hats off, sir
S
Bravo.
N
I’m mad at how good this is.
D
Amazing
Y
This reads like a line from Bojack Horseman in the best way
K
If you think about it every single thing we know about Leo DiCaprio would fit in a Bojack skit
S
Y’know thinking about it now… we don’t really know anything about him!! damn his doing a great job at keeping his life private
L
He likes pasta.
S
Now that this is out, we’re going to blow the whole thing wide open
L
Back in the nineties I was in a very famous romance film.
P
You made me read it in Will Arnett’s voice and it fits. Well done!
C
Dude it might be a false memory but I think I remember reading my sister’s issue and seeing that haha!
K
I assume it’s cause real recognizes real. He saw she took the time and gave props for going beyond the surface level joke.
S
Right? Like he’s *got* to know that any roast has to include jokes about how he likes younger women. I forget who it was, but some very famous, very old guy was with his young trophy wife and somehow or other the topic of their relationship came up. She quipped that her favorite thing about him was his wallet and he immediately added, “Good thing mine’s really big.” I can appreciate self-awareness. As long as everybody’s consenting and happy with the arrangement, I figure more power to them.
I
He looked genuinely impressed that she found that answer too haha
K
I was about to say Nikki Glasser is way to good at roasting to make this joke. Then she absolutely kills with the second part.
K
Really clever to self call out the joke and turn into that he’s actually super private and we wish we knew more about his personality.
C
Aren’t we all enthusiastic about pasta though?
F
Dude, I’m italian…
T
Hi Italian, I’m Dude.
P
Nothing beats a good pasta related joke
D
For sure, I guffawed at the 2nd and 3rd jokes. The first was to be expected but still always funny.
S
I’m glad I finished it. She set up her good stuff by intentionally flopping the first one. Good writing!
V
Yup. The joke was a journey.
W
Leo saying yes, giving thumbs up and pointing 100% gonna be the new DiCaprio points meme.
2
The globes didn’t disappoint with Leo memes this year. There’s a whole kebab conversation with Leo and someone offscreen which is a gold mine in itself lol
A
K-pop*
P
That’s disappointing
S
Right? I have strong opinions on kebab and wanted to get his point of view. K-Pop not so much.
A
This comment now makes the whole situation funnier
O
Oh do I have a treasure for you! https://www.reddit.com/r/gifs/comments/1qb305u/new_leo_gifs_just_dropped_more_in_comments/
M
OP splitting them up into multiple posts (some of them the exact same gif cropped differently) to maximize karma farming turned out to be genius (though slightly annoying).
M
He morphs into Vito Corleone at the end
D
Bro took it really well. Also he’s slowly morphing into Robert DeNiro with that laugh he does.
O
If the go-to joke about me is that all of my girlfriends are attractive and under 30, I’m not going to be an angry man or woman for that matter.
D
He’s known for dating young supermodels, not really a roast
P
It’s definitely a roast, it’s the most common “gotcha” his critics offer. It’s just that it’s not the roast they think it is.
B
“How dare …” *checks notes* “Leonardo date supermodels of legal age.”
K
that any single man his age would also love to be in a relationship with, if they would even look twice at them
S
It’s not dudes who roast him for this…
F
Ohhh no… don’t “roast” me for dating beautiful adult women!! People care more about his dates than the pedos on the Epstein list.
H
He’s been morphing into Jack Nicholson for a good 15 years now.
R
Second part of the joke is great. We know nothing about this guy, and I’m FINE with that. I’m thrilled, to be honest. Just give me your acting, that’s all I want from you.
E
It is the right strategy. He is a super successful top 1% of the 1% in his field and he keeps his life to himself. Bravo to him. The fact you can only point to his GF age is exactly why you need to leave the guy alone. He obviously wants his privacy and the one outward facing thing you know of him is who he is with.
R
That was the whole joke. The first part was the set up.
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