Same here. People give me the shirts and I wear them. A bunch of people know me by the shirts. Old guys like me stop to talk to me about them, and some pretty young people too. In between people in their 20s and 50+ don’t interact much.
One guy stopped me to look at a Grateful Dead shirt, turns out he worked for Liquid Blue, the company that makes them and he had a little graphic he added to the shirts he did the artwork on.
I have several different multicolor hoodies; they appear to be made of strips of fabric of different colors sewn together. They’re very comfortable and very colorful and I wear them a lot in the winter. I’ve had a number of people tell me that they like them.
I also have some tshirts with cats on them, in particular one with several cats on a fence one of whom has turned to look back over its shoulder at whoever’s looking at the shirt. This one also draws attention (and somebody this past summer thought it was a “Katala” shirt).
My sister gave me all of them, over a number of years; from a place called Greater Good. Their selection varies from time to time.
I have one that says “Jesus loves you” in largish text, and below that in smaller text “But I’m his favourite.” I don’t wear it often because I’m adverse to getting dragged into pointless conversations about religion with strangers.
My hand-patched jeans (five pairs of them, at this point) get the most comments.
My SubVets ball cap.
Used to wear a kilt, but I’ll have to lose 40-odd pounds before I can wear it again.
Get a lighter and scorch the edges of the holes.
I have some retro mid-century modern dresses. The one that got the most comments was made of this fabric.
I haven’t worn them since I retired. I really should try to find someone who would appreciate them.
Funny, because just day before yesterday I was doing my weekly grocery shopping. I passed near one entrance on my way to the deli section while an older woman was settling her purse in her cart as she walked into the store. She looked up, and she smiled a broad smile at me. So, I smiled back. Then, she said “Pretty! How pretty you look.” I said thanks and felt wonderful the rest of the day. I was just wearing one of my Citron tunics with a pair of heavy cotton olive drab carpenter pants. Not sure if it was my outfit or what that caught her attention.
My doctor commented on the Huntington Garden/Library T-shirt I wore to one appointment. He, his wife and kids like to go there often, so we chatted about that.
One of the nurses also commented on a T-shirt I wore to another appointment. All I can remember is it was black and red. If I remember what it was I’ll come back. I think she was responding to the message, not the look.
In none of these situations did I think I was wearing “attention-getting” clothes. It’s weird what does attract attention sometimes.
I live in a city that has one of these stores. I also have a t-shirt that has a line of people standing by a scale, and over the scale is a sign that says “PRETEND IT’S YOUR IQ”.
Oooh! I think I’m a size 2.
So I worked on the Ironman video game back in the day pre-MCU. We were working on a license from Sony pictures, the project was cancelled when Marvel took the project over from Sony and (unbeknownst to us at the time, who just knew our project was cancelled) started the MCU.
They had a cool t-shirt for the team, I have never had so many comments as when I wore that shirt out (long since collapsed to the point it can’t even be worn to bed)
Sorry. It’s a size 14. 
If you like retro vintage clothes, check these sites out:
I’ve got a chocolate-brown t-shirt from the gift shop at Multnomah Falls. Prominently featured is a smiley banana slug atop an amanita muscaria mushroom, flanked by two more of the same (but shorter). When I wear it, usually layered with an unbuttoned Futurama-themed aloha shirt, I generally get two compliments in quick succession.
ETA: the t-shirt can be viewed here. Its title is “Multnomah Falls banana slug.”
Dang! Well, I would certainly compliment anyone wearing a dress in that fabric.
I wear a caps all the time to protect my bald head from sunburn.
About ten years ago I got rid of all my sports themed caps because people(well mostly other men) would start asking me what I thought about how the Red Sox/Patriots/Celtics were doing when I rarely watch games any more.
I use this little bag as a sort of purse/clutch when I’m out and just need keys/wallet/phone type basics. It’s a pencil case, but it works for me. I get lots of compliments on it.
I design the shirts for work and so a lot of the clothes I wear feature my own designs.
The ones that people have been most enthusiastic about have been
My co-worker wore the Tim Burton style one to an animal sheltering conference in Texas and had so many people stopping her to ask where they could get one that she ended up taking orders and making a list. It’s kind of cool to think of people all over the country wearing something that I drew.
I have a motorcycle chain I repurposed as a belt.
I wear this t-shirt to work regularly. (I teach at a community college.)
I don’t expect the kids at the school to get it, but I’m always hopeful someone my age or older might.
Once I was walking down a hall and one of the art teachers was walking towards me. He started smirking at me, but I didn’t think much of it until a little later, when I saw myself in the mirror in the bathroom and realized I was wearing the shirt. That’s the only time, I think, someone got the joke.
Other than regularly wearing capes, probably when I wear kikoi (African equivalent of a sarong)
I have a number of t-shirts and sweatshirts with humorous or snarky comments on them. My favorite is Americans-We will cross a frozen river to kill you in your sleep on Christmas. No fooling. We’ve done it before
I had one sweatshirt that worried my grandmother, years ago. It was for Christmas. The picture was a small stable,star in the sky, people looking in, camels etc. A voice balloon came out the door, saying “It’s a girl!” Poor grandma was worried about my theology while I tried to explain how it was just a joke. But I never wore it in front of her again. She was the only person in the world I’d do something like that for.
