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This Man’s Friend Calls Nice Women ‘Ugly’ While Chasing Supermodels, Get Schooled.

by Charles Butler
November 13, 2025
in Social Issues

We’ve all got that friend. The one who is an absolute gem of a human being, a real diamond, but when it comes to dating, they seem to have completely lost the plot. A Redditor finds himself in this exact heartbreaking situation.

His best friend, a man he describes as smart, funny, and thoughtful, is being eaten alive by his own unrealistic dating standards. He’s chasing an ‘influencer’ ideal that’s so far out of reach, it’s causing him to devalue himself and, even worse, other women. Now, his friend is stuck, wondering how you can possibly tell someone you care about a truth that might just shatter them.

It’s a dilemma that will feel familiar to so many of us:

This Man's Friend Calls Nice Women 'Ugly' While Chasing Supermodels, Get Schooled.
Not the actual photo

How do I (27M) tell my friend (27M) that he'll never date an influencer-like girl?

Hi everyone. This is a sensitive topic, and I want to approach it as respectfully and compassionately as possible. I have a friend whom I've known since our freshman year...

He's never really dated, and he never seemed particularly interested in pursuing anyone seriously. Two years ago, I broke up with my long-term girlfriend and re-entered the dating world.

Since then, he’s started talking more about dating and women. I think he now feels like we’re in the same boat, and honestly, I’m glad he’s opening up more.

Here’s where I’m struggling: My friend is an amazing person: funny, smart, thoughtful, a great cook, and he has a solid job.

But on a purely superficial level, he’s not conventionally attractive. Some people might even consider him ugly.

Now that I’m dating again, I’ve realized how much broader and more complex attraction can be at our age.

Unfortunately, my friend doesn’t seem to see it that way. He only seems interested in women who look like Instagram influencers: very stereotypically hot.

And, being brutally honest, those types of women are typically looking for guys who match their aesthetic; and he just doesn’t fit that mold.

It’s starting to really hurt his self-esteem. Not dating is making him feel like he’s worthless. I’ve tried to gently steer him toward more realistic and fulfilling possibilities.

For example, a friend of a friend often compliments his cooking. I suggested he ask her over for a homemade dinner sometime, and his response was, “She’s ugly.”

That really bothered me. At our age, I feel like we should be past this superficial mindset. I don’t want to be cruel, but I also don’t want to sit...

because he’s chasing an ideal that isn’t going to happen. He’s not going to date or hook up with a supermodel-type woman. That’s just the reality, and it’s okay!

There’s someone out there for him, someone who will love him for who he is. But he’s blocking those possibilities because of his narrow idea of what’s attractive.

How can I talk to him about this without sounding condescending or mean?

Oh, this is such a painful and delicate dance, isn’t it? Your heart just breaks for the OP, who is clearly coming from a place of genuine care and concern for his friend. But you can also feel the deep, gnawing insecurity that’s driving the friend’s behavior.

The moment that really sends a chill down your spine is when the friend dismisses a perfectly nice woman who is actually showing interest in him with a blunt, “She’s ugly.” That single comment reveals everything. This isn’t just about his ‘type.’ It’s about a deeply ingrained sense of what he thinks he’s entitled to, and a bitterness that’s starting to curdle his otherwise kind personality. He’s putting all his self-worth into getting a woman who is a status symbol, not a partner.

The Instagram Effect and the ‘Trophy’ Complex

This friend has fallen into a trap that’s become incredibly common in the age of social media. The constant flood of perfectly curated, filtered images creates a warped sense of reality and completely unrealistic standards for what people should look like.

A 2021 study highlighted in Forbes revealed that a significant portion of young adults feel pressure from social media to look a certain way. This pressure doesn’t just apply to how we see ourselves, it also infects how we see potential partners. The ‘influencer’ look becomes the gold standard, and anyone who doesn’t fit that narrow mold is deemed unworthy.

What the friend is really chasing, as some Redditors astutely pointed out, isn’t a person, but a prize. This is what psychologists sometimes call a desire for a “trophy partner.” Relationship expert Dr. Mariana Bockarova wrote about this in Psychology Today, explaining that for some, a partner’s conventional attractiveness serves as a form of social currency, validating their own status and worth to others.

The friend wants a woman who will make other guys look at him with envy, without realizing that a real connection is worth so much more.

Here’s what the Reddit community had to say.

The vast majority of people were less concerned with the friend’s looks and far more concerned with his ugly attitude.

curiouscurious9 - Sorry to say, but your friend sounds extremely shallow and immature. All he can say about a mutual friend who’s kind to him is that she’s ugly? Yikes.

Kla1996 - Your friend sounds like the opposite of someone anyone would want to date, because he’s unattractive on the outside and in personality.

sneakysneak616 - He called a nice woman ugly? When he is ugly? I would have told him “yeah well so are you, stop being... stupid.”... It’s not his looks that...

Some Redditors pointed out that his real goal was likely status, not love.

Voleuse - I find that guys like this often aren't chasing something they find attractive, they're chasing approval by other guys.

They want a trophy wife, they want other men to see their instamodel GF as a status symbol.

procrastinatorgirl - He does not seem to be respectful of women and instead objectifies them and views them as an accessory of/for himself.

The strongest advice was to challenge his behavior, not sympathize with his superficial struggle.

BreqsCousin - Don't tell him that his face is ugly. Tell him that his attitude is. That his superficiality makes him unpleasant to be around

and less good of a friend. Don't reinforce any idea of a hierarchy with influencers at the top.

Foxy_Traine - Maybe consider that you shouldn't cater so much to the emotions of a shallow man... What do you think would have happened if,

when he said that woman was ugly, you responded with something like "That's really shallow and misogynistic."

And many agreed that this was a problem the friend had to solve himself.

UsuallyWrite2 - I get that you’re coming from a place of caring but a convo like that will be a waste of your time... He will figure it out eventually....

FairyCompetent - You don't need to do anything. Natural consequences will do it for you. Shallow a-holes end up alone or with other shallow a-holes.

TherapyKitty - Just leave him be. I had an ex like that. He was sorely disappointed and never learnt.

How to Actually Help a Friend in This Situation

It feels impossible, right? How do you have this conversation? The best advice from the Reddit community, and frankly from relationship experts, is to shift the focus entirely. This is not about his looks.

First, you can challenge the ugly comments directly. When he calls a woman “ugly,” you can respond with a simple, “Man, that’s a really harsh thing to say about someone who’s been nice to you.” You’re not attacking him, you’re calling out the behavior.

Second, you can model a healthier mindset. Talk openly about what you find attractive in women beyond looks: a great sense of humor, intelligence, kindness, a shared passion. By doing this, you gently counter the narrative in his head that only a certain “look” has value.

Ultimately, the goal isn’t to shatter his reality, but to gently guide him toward a healthier one. A real friendship involves holding a mirror up sometimes, not to show them their flaws, but to help them see a better version of themselves.

What Do You Think?

This is a story about the painful intersection of insecurity, social media, and friendship. The friend’s real “ugliness” has nothing to do with his face, it’s the shallowness that is taking root in his heart. The OP’s kindness and concern are admirable, but maybe the most helpful thing he can do is show his friend that a good heart is the most attractive quality of all.

So, what would you do? Would you give your friend the brutal, honest truth, or would you let him figure it out on his own? Let us know in the comments.

Charles Butler

Charles Butler

Hey there, fellow spotlight seekers! As the PIC of our social issues beat—and a guy who's dived headfirst into journalism and media studies—I'm obsessed with unpacking how we chase thrills, swap stories, and tangle with the big, messy debates of inequality, justice, and resilience, whether on screens or over drinks in a dive bar. Life's an endless, twisty reel, so I love spotlighting its rawest edges in words. Growing up on early internet forums and endless news scrolls, I'm forever blending my inner fact-hoarder with the restless wanderer itching to uncover every hidden corner of the world.

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