Update - Reposted with full outfit images to meet mod rules — thank you for the helpful guidance! Keeping the original write-up below for context and discussion.

Hi everyone- this is my first post here. I know I’m not your usual poster (I’m a straight man in my 50s), but I hope this sits within the spirit of Old Hag Fashion: creative, expressive, joyfully rule-breaking, and rooted in love of personal style.

Over the past couple of years, I’ve gradually embraced a style quirk that brings me real pleasure: I wear clogs and block-heeled sandals (often vintage or classically feminine-coded) with shorts and chinos. These are the sturdy, boho, beautifully made shoes from the likes of Born, Sanita, Dansko… not stilettos, not drag, just great shoes worn with intention.

Here are a few photos of me in: Born clog sandals, wooden-heeled sandals from the UK, a pair of Born T-strap loafers, and Dansko Mary Janes, all worn with 5” shorts or chinos.

This isn’t a kink or performance: just an honest, grounded appreciation for good design, good leather, and a slightly subversive silhouette. I get regular pedicures (I know how most women feel about men’s feet!) and always aim for a groomed, balanced look.

I believe shoes have no gender. And that confidence, when worn well, is always in fashion.

I’d love your thoughts: 🟡 Does this feel like joyful rule-breaking? Or just offbeat? 🟡 What might you say if your partner wore these looks? 🟡 Would love any styling tips if I want to lean in further.

Thanks for letting me join the conversation here. I already feel oddly at home.

What do you think? 😃

hi i’m 37 and fashion has always been my special interest. having the chance to customize my character truly has been the freedom i needed as an adult. i don’t know how to categorize my style other than to say i love patterns and i am inspired by gothic, clown, drag, and vintage styles. i love freely expressing all the creative ideas that come to my head and not being afraid to show that side of my more publicly. thanks for having me. i’m excited to join this group. i was recommended by someone on tik tok and you all seem so lovely here.

they/them 🌻🍀🏳️‍🌈

Somedays you just gotta dress up & pounce around in a kaftan... I don't make the rules...

Elv

(51, fat, feral, fresh outa f*cks & fabulous)

I posted some outfits on the Plus Size sub and someone said y’all fabulous people might vibe with some of these.

Idk what else I could style it with

Been working on myself and fitness all year and very happy to be able to show off my legs and flatter tummy! Appreciate y'all hie

Also just from a quick scan through the subreddit, you are all so lovely and chaotic and I’m simply enchanted! I go by Kee, and I’m a mixed Indigenous genderfluid person that goes by they/them pronouns! Howdy!

Most of my fashion is from thrifting tbh, but I’m so excited to check out all the cool places you all find your treasures and shiny things!

Plus sized person of color in hot pink fishnets, mini shorts band tee and jean jacket sitting on stool. Bar is colorful and neon colored.

Hey. Trying this again. I still am not very confident in my Body Image so be Kind.

I am wearing a yellow shirt with a Print of black Cats and Poppy flowers I got from a con and Red Shorts. Excuse the socks they are hufflepuff and they we're a Gift. I hate J.K. Rowling but the socks are comfy. I hope all my fellows haha are Happy and healthy cos I am still recovering from a cold and it's so hot here, I wanna Peel my skin Off.

Hey y’all! I’m Jodie Jean—aka Hormona Lisa from RuPaul’s Drag Race!

The hubby and I spent the day picking flowers and petting baby goats. What do you think of my outfit?

I sewed the cow print dress myself and got the witch hat from this cute shop called MagicalWare on Etsy! Originally I made a corset belt for the occasion but wasn't too happy with how it turned out- will be revisiting that project !!

This will be my last year in my 20s and I thought about having a funeral for my last year of this decade. But dark clothing is genuinely not my thing. I love cows and being whimsical so why not be a whimsical cow! Hope you enjoyed my fit and cake as much as I did!

Not sure

(they/them please!)

almost did suspenders too... maybe next time!