Girlfriend, boyfriend, and her older brother 😁 @caricatureparty in Honolulu

**What Happened:** It was a sunny day in Honolulu, and Sarah invited her new boyfriend, Jake, to meet her family for the first time. As they walked into the living room, her older brother, Mike, immediately sized him up like he was about to judge a reality show audition. Unfazed, Jake decided to break the ice by cracking a cheesy joke about being the “best choice since pineapple on pizza.” That’s when Mike pulled out his own surprise—an oversized Hawaiian shirt featuring giant pineapples and pizza slices, proclaiming himself as “The Original Pineapple Advocate.”

**Why It’s Funny:** The situation escalated quickly, with Jake and Mike exchanging increasingly ridiculous pineapple-themed puns, creating a one-upmanship showdown that had Sarah cringing and laughing at the same time. As their banter spiraled into a full-on ‘Pineapple Wars’ debate, the tension shifted from boyfriend-meets-brother awkwardness to genuine hilarity. By the end of the night, they declared a truce—Jake even left with the shirt as a peace offering, proving that sometimes, laughter is the best way to win over the big brother… especially when it involves pizza!

long_jons • 2,166 points

Her older brother was pleased 😂

marshellz • 783 points

So pleased he momentarily gave a ghost head…

wonderbread601 • 61 points

air dickin

TrueProtection • 31 points

Do you want ectoplasm? Because this is how you get ectoplasm…

Mifuni • 95 points

Man, LMFAO why’d you have to go and do that 🤣😭😭

–

–Sovereign– • 3 points

*Beverly approved of this post*

Akaicrow • 5 points

Fuck you, I laughed so hard at this that I think I blew one too

tinglep • 2 points

Now that’s all I can see 😂

zootedzilennial • 43 points

Based on the first few seconds him being still as a statue, I did not expect to see him bust up laughing so hard 😂

toothpainz • 29 points

Maybe he was not expecting to be in the picture? Maybe the couple wanted to get one of the two of them and the artist included the brother haha

xclame • 2 points

My guess is he did that face on purpose exactly to get a drawing like this.

LoveBulge • 9 points

Finally! Someone knows exactly how I feel about this fool.

MiamiPower • 1 points

LOL

usehrname • 9 points

Man almost died

Ilikepancakes87 • 207 points

Is that the King of Sting?

dolphinater • 15 points

I don’t see a hummingbird saying it has a bigger penis

Pndrizzy • 1 points

Why would people search for a 1 inch penis?

KissMyFuckingDadMom • 27 points

I honestly believe the King of Sting was the genesis of all this

Berntonio-Sanderas • 5 points

It’s huge!

MasterPip • 286 points

Im not secure enough to do this to myself. Id probably cry at all the insecurities he’d exaggerate lol

FriendlyGhost85 • 79 points

Same. I survive on the thought that MAYBE people don’t see the things I don’t like about myself. This would confirm my fears lol

ThomasTheDankPigeon • 48 points

It’s ok, most people probably hate things about you that you didn’t even know existed!

Hoss-Bonaventure_CEO • 16 points

That’s the spirit.

FriendlyGhost85 • 1 points

Maybe, but I’m pretty sure my mom has covered them all!

wyslan • 9 points

It’s like our brains do it for free so think of all those savings

rawker86 • 7 points

Man I catch enough strays just picking my kid up from school. “Look at Johnny’s dad’s big belly! It’s like a big balloon!” Ain’t no way I’m *paying* someone to tear me apart.

airfryerfuntime • 6 points

A friend of mine had his caricature done in Long Beach and it devastated him. For the following week, he’d randomly bring it up, fishing for reassurances that he didn’t actually look like that. He’s kind of a muscle head looking guy, and the artist literally drew his head as a big thumb with the text “Jamie, pull that up” across the bottom. I’ll see if I can find pictures, it’s pretty hilarious.

Jackalodeath • 13 points

I’m in the opposite boat; I have forehead for days and want to see them try to fit it on 1 canvas.

Left_Chemist_8198 • 3 points

Frasier lol?

Jackalodeath • 2 points

More Walton Goggins, or Marvel’s “The Leader.”

crimson23locke • 1 points

Never seen a balding man with more charisma than Goggins, you’re in good company.

Jackalodeath • 0 points

Oh I sure as shit ain’t got the charisma, just the cranial real estate. xD

cincymatt • 1 points

I feel the same about the guy at renfest that insults you while you throw tomatoes at him.

nlnj_a • 404 points

Only the brother really liked it. The first two laughed initially and then it sank in. If you get one of these you have to know they pick at you so much. I love em though. Have mine framed.

Mike9797 • 150 points

I mean usually these are exaggerated but these seem to crank it up a tad. I was hard pressed before I saw the final outcome as to what he was going to exaggerate as they’re all good looking people. But these artists always find a way.

RahvinDragand • 38 points

There still wasn’t much he could do with the girl. Hers ended up pretty generic.

Aliman581 • 13 points

The guy on the left is literally a pin head.

Generalissimo_II • 2 points

I thought his head was shrinking as the camera zoomed in on him

NeatNefariousness1 • 5 points

The artist clearly cranked it up more than a tad. LMAO. I’m guessing that if you’re self-conscious about a feature, you might find it less funny. But if you don’t take it personally and realize that nobody thinks you look like the picture, it’s pretty hilarious. Each image was legitimately and hilariously insulting to each of them and I thought it was funny as hell.

whotfiszutls • 30 points

They all liked it, but the brother loved it.

–

-Specialist-Spite- • 0 points

Is it odd I find the girl’s caricature kinda cute though?

Louieyaa • 149 points

I don’t think he likes the BF lol

littlebighuman • 63 points

We already established he is the older brother.

TurntLemonz • 6 points

I like my brother in law. That’s probably more common than disliking them tbh.

19thStreet • 2 points

Yeah I’m not sure why I’m getting downvoted for saying that it’s not a healthy mindset to not like ur younger sister’s bf by default

Exist50 • 1 points

Think it’s more of a meme than reality. Though some people let those bleed together.

19thStreet • -30 points

“I don’t think he [the brother] likes the BF” is what they were saying

CarthasMonopoly • 10 points

The joke the person you responded to made was that by default the older brother won’t like the guy dating his sister.

19thStreet • -9 points

That’s not a healthy mindset to have but thanks for letting me in on that because I didn’t know that was a common mindset

Christron • 2 points

Yes especially in the deep south they see them as competition.

Girlfriend, boyfriend, and her older brother 😁 @caricatureparty in Honolulu

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