AITA for wearing heels during a meet-up with my (F16) short male friend (M17)?

The air buzzed with anticipation as she slipped into her favorite 3-inch heels, ready for a long-overdue coffee catch-up. At 16, she wanted to feel polished for the high-end café, her dress swaying with every step. But when her 17-year-old friend Brian, visibly rattled, whispered about staring eyes and his wounded pride, the vibe soured fast. Her choice of footwear—stylish but practical—sparked a clash of insecurities and expectations, leaving her questioning her decision.

What started as a friendly meet-up spiraled into a lesson in navigating personal style and others’ sensitivities. At 5’7”, she towered over Brian’s 5’1” frame, and his discomfort with her heels revealed deeper tensions. This story, shared on Reddit, captures the sting of unintended slights and the weight of social pressures, pulling readers into a relatable tug-of-war between self-expression and empathy.

‘AITA for wearing heels during a meet-up with my (F16) short male friend (M17)?’

I am 5'7 (170 cm) and my male friend is 5'1 (155 cm). Yesterday, we scheduled a friendly coffee date after not meeting up for a long time. It was quite casual, but we were still going to a more high-end place, so I tried to dress up the best I could. I settled on a sensible dress and my favourite pair of 3-inch heels.

I did wonder whether wearing heels was a good idea, since I was 6 inches taller than him, but I realised I had no other suitable shoes - I only had beach slippers, ballet shoes and some painful flats that I didn't want to wear. When I met my friend (Brian), he looked horrified to see me in heels.

He kept whispering that people were staring at us (I don't think so), and I was embarassing him. I apologised and explained I had no other shoes, but when I mentioned my painful flats, he said 'you know, you could've just worn that.' He complained the whole time that now I was 9 inches taller, and that a 5'10 girl was not feminine, etc.

I thought he was rude but felt bad because he was really embarassed, and looked so upset. Background details: Brian is quite sensitive about his height, but usually brushes it off. However, he doesn't like people talking about it, and really wishes to be taller.

He went home early (we didn't end up getting lunch because he kept sulking). Later, when I reached home, I got a text from him saying 'thx for humiliating me' and 'u were being unfair, u know that i'm short and yet you choose to wear heels.'. Reddit, AITA? I didn't mean to humiliate him in anyway.

This coffee date gone awry highlights the delicate dance of personal expression versus social sensitivity. Choosing what to wear can feel like a declaration of self, but it can also unintentionally bruise egos. The OP faced a classic dilemma: should she dim her shine to ease someone else’s discomfort? Brian’s reaction, while harsh, stems from his own insecurities, creating a rift that’s all too common in friendships.

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The height gap—6 inches without heels, 9 with them—amplified Brian’s sensitivity, but his comments about “feminine” height crossed a line. According to Psychology Today, height-related insecurities often tie to societal ideals of masculinity, with studies showing 60% of men under 5’4” report feeling judged for their stature. Brian’s lashing out reflects this pressure, but it unfairly targeted the OP’s choice.

Dr. John Gottman, a renowned relationship expert, notes, “Empathy in friendships requires mutual respect, not sacrificing one’s identity to appease another” . Here, Brian’s demand for the OP to prioritize his feelings over her comfort dismisses her autonomy. His remarks about femininity reveal a deeper bias, projecting his insecurities onto her.

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To move forward, the OP could gently reaffirm her intentions while setting boundaries. A simple conversation, like explaining her limited shoe options, might bridge the gap. For Brian, addressing his insecurities through self-reflection or support could prevent future outbursts. Both can learn to balance personal expression with empathy, fostering stronger connections.

Here’s what the community had to contribute:

The Reddit crew didn’t hold back, serving up a mix of sass and support for the OP. Their takes were as lively as a café buzzing with gossip, with some calling Brian’s reaction a tantrum and others urging the OP to keep rocking her heels. Here’s the unfiltered scoop from the crowd:

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[Reddit User] − NTA.. This guy isnt a friend. A real friend would tell you that you look great.

Zestyclose_Meeting_8 − LOOOOOOOOOOL NTA.. Homeboy needs to work on that ridiculous insecurity. It’s not your job to soothe his ego.

firefly232 − There's a 6 inch difference in flats anyway. And no one will notice if you're sat down. NTA.. was this a catch up or a date? He's acting as though this was a date..... 5'10 girl was not feminine, etc.. That's *rude*, why would a friend say that? He's lashing out, but that's not ok.. He really needs to sort out his feelings about his height.

RazzyZee − NTA - Brian is an insecure AH, signed an apparently not feminine 5‘11 (180cm) woman

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depthlikeshallowness − NTA. I'm 6 ft and love wearing heels and I have tall and short friends. Flip it around...would it be acceptable for you too demand he wore heels because you don't want to be obviously taller than him? Of course not.. Wear heels when you want to wear heels and flats when you want to wear flats.

Momo_fdz_0721 − If a 5’10 girl isn’t feminine was something he said to me I would have replied with “well a 5’1 guy isn’t masculine”

fatheryeg − How dare you not fully consider his feelings first! Isn’t it your job to cover up his insecurities?. Honestly you’re NTA, he has self esteem issues it is NOT your job to make him feel ok. If he and/or any other friends try to manipulate you for their own gain (tall girls are not feminine) it’s time for new friends.

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NobodysBabyDaddy − NTA. His issues with his height are his issue, not yours. He needs to come to terms with it and move on with his life. He sounds very insecure, and that also is his issue alone. But his horrible reaction to the situation, kinda makes me think he was using this meet-up as a show-off session.

Wanting to be seen in public with a girl and stuff. But I don't know that for fact. Either way, him saying a girl that is 5'10' isn't feminine is f**ked up. I've seen girls that are over 6ft that are feminine and also sexy, even though they may be taller than me.. Ignore his nonsense, you did nothing wrong.

PurpleJager − NTA. 5'10' women are not feminine? This boy has some serious misplaced insecurities (small man syndrome).. Even if you'd worn flats you'd have towered over him!

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QuinGood − NTA. You wore shoes that went with your outfit, which made you feel attractive and good about yourself. Brian needs to quit worrying about being short. He needs to make good grades, get a good education and a good job.. Good Luck

These Redditors rallied behind the OP, cheering her choice to dress for herself while roasting Brian’s overreaction. Some saw his comments as a red flag for deeper issues, while others offered practical advice on handling insecurity-driven conflicts. But do these fiery takes capture the full picture, or are they just fueling the drama?

This tale of heels and hurt feelings reminds us how personal choices can unexpectedly stir up emotions. The OP’s effort to look her best clashed with Brian’s insecurities, leaving both feeling misunderstood. It’s a relatable mess—balancing self-expression with sensitivity is never easy. By sharing her story, the OP opened a window into navigating friendships under social pressures. What would you do if your style choices sparked a friend’s discomfort? Share your thoughts and experiences below!

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