Men: no offense, but you dress like shit
How I went from a personal stylist to ChatGPT to a wardrobe app called Vibe—and why outfit beats abs every time.
Men: no offense, but you dress like shit.
Seriously, most of you look like dopes.
I'm not any better.
For years, I'd wear the same uniform: hoodie, Patagonia jacket, and some dorky but comfortable shoes.
After getting divorced though, I knew I needed to get it together.
I hired a "Personal Stylist" (actually not that expensive) and had her send me a whole bunch of outfits.
And I started getting compliments daily! It felt amazing!
Because after all: the outfit makes the man.
We think we need to get ripped. But honestly, wearing a well-layered and color coordinated outfit and nice shoes is 90% of the battle.
I loved having a personal stylist, but found it kind of annoying having to depend on someone else to not look like a schmoe.
But then something crazy happened:
I started just asking ChatGPT instead.
Every day, I'd upload a photo of whatever pants I was wearing and say "complete this outfit".
I was amazed by how good it was. And it got better over time, as I trained a custom GPT on my wardrobe.
Suddenly I didn't need my personal stylist—I had an AI one.
But my ChatGPT based system was kind of fiddly. It required prompting and uploading lots of photos and messing with instructions to produce something good.
So, I saw an opportunity. I called up my friend Hamza and told him I wanted to turn this into a thin wrapper app.
That was about 4 months ago, and now we have a beta that uses OpenAI and a few other APIs to achieve the same thing in a beautiful app.
TLDR: it's called Vibe and here's how it works:
- Take photos of all your key wardrobe items (t-shirts, pants, overskirts, jackets, watches, etc).
- Tell it what kind of outfits you need (date, work, etc) as well as the season (summer, winter, etc).
- It generates beautifully layered and coloured coordinated outfits utilizing your wardrobe items and then renders an image of what that outfit looks like.
It's really cool. We have a beta live on the iOS App Store. It's still pretty rough, but you can see where it's going and play with it.
Originally published in the I got diagnosed with a brain disorder issue of Never Enough.

Andrew · Victoria · March 12, 2025
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