Bought an old navy denim jacket when I was 8, I desperately wanted one but they only had men's large and I decided I'd grow into it. I did, 6 years later. Now is 22 years later and it still my favorite jacket. I've dyed it every 10 years to a match my current style and it still fits me like a glove. Doesn't even look a year old, I guess old navy used to be a lot better quality.

An aquamarine dress.

Pajama pants. I have many pairs, but only 3-4 have characteristics that make them a pleasure to put on. Cuddl Duds makes some really nice pjs.

I made the mistake of taking on a DIY construction project when the outside air temperature was 105℉ (40 C) and the UV index was incredibly high (no cloud cover, very direct sunlight, and an elevation of 4200 ft (1.2 km)). This meant that I was sweating like fucking crazy, which is bad for sunscreen. I got this moisture wicking UV blocking hoodie and it fucking saved my ass. I didn't wear sunscreen once but never got sunburned, even though I was doing 12 hours days of digging 36" (91 cm) deep foundation footings, mixing and pouring concrete, digging out a shitload of turf and dirt for a gravel foundation, or moving 3 tons (2.7 metric tons) of gravel into that foundation. UPF 50 fabric is dope.

I fucking love that shirt. I bought two more of them since I was washing the one I had multiple times a week.

Honorable mentions go to my work pants and Red Wing boots. I don't know the brand of the pants rn, but they were so good. They're really thin but didn't get damaged when I scraped the shit out of them on rocks, and they had lots of useful pockets. They were much cooler than denim and also gave me much more mobility. I got them while shopping for work pants with my partner who was very dissatisfied with the options available in women's sizes. She saw them and was so happy with them that I felt the need to get some as well.

The boots were also fucking great. They're expensive and are made from leather, but I got some that can be resoled so I should be able to wear them for decades. As a bonus, the soles are oil resistant so they won't get all weird and fucked up out in my machine shop.

I've bought several fake-leather jackets. The last one was probably the cheapest but it has lasted a lot more than the others and is the most comfortable by far. Pockets with zippers, waterproof and light enough to carry around. Living in a warm country I've gotten away with wearing it throughout winter without using a warmer coat.

Somewhat boring, but I just love my merino wool t shirts. They don't have any logos or swag, but they are incredibly comfortable, don't smell and you just air them out every evening instead of constant washing. They are also expensive as he'll for those considering them

I have an old light green neck Buff made from bamboo fiber. It’s like three times the normal size so you have to wrap it multiple times around your neck which is great in cold weather.
And it’s so soft! I love wearing it the moment autumn turns cooler.
It’s getting a few holes so I hope it’ll still last a couple more years. They don’t sell this design anymore 😞

I guess my hair bandanna because it keeps my auburn hair from getting too neon red.

Thick wool socks are pretty great, very comfy when it gets cold out (so like a month or two from now for me)

My Brooks Ghost 15 shoes saved me from double heel spurs, double flat feet and a bad knee.

I am on my third pair in two years, I wear them all year round, from 30C to -20C, and they are fantastic.

I need extra wide shoes, inlays and a soft sole.

Sure, they don't last long, but the earlier shoes I had put me in a bad way where I for months cried out of pain when dragging myself back home from the bus after work.

I have gray stretchy cargo joggers from athleta that I like so much I found a pair on their resale site (they sell off returned items cheaper) when mine wore out and I am babying this pair.

Also bought almost every color of Unbound Merino V neck T shirt, became my work uniform because they are so ridiculously good and comfortable in many temperatures, so walking to work then sitting in the FL air conditioned office is reasonably comfortable. They are cool when it's warm, warm when it's cool, and never stink. Sweat wicking fabrics don't work here (humidity), these come the closest though and dry right away once indoors.

My cashmere sweater from Nadaam. I have several and they're comfy, stylish, and super warm. Their OG sweater (of which I own 3) are under $100, but the one I'm talking about is a recycled cashmere (made from leftovers of other products) which is thick and soft and fuckin amazing

The one physical thing I took with me when I left the infantry in the '90s is a pair of really-new standard issue Canadian combat boots.

I wore them in the Calgary winters, walking to work with a looped cassette of Thompson Twins Cool World Play with Me, trimmed as a form of 1990s pre-CD-era 'repeat'. I stomped all the way there for my 2-hour shift (fuck you conservatives and your shitty labour laws) and I'd stomp home or off to the other job.

When I went to America, 5 years after that, I had a chance to buy a really-new standard Canadian Navy 'surplus' overcoat with the zipped liner. There was no NJ winter that thing didn't dominate. I'd gone back to sneakers for the years I was in America, but I was rarely cold.

But the sneakers hosed the bursa in my heels and now I'm relegated to sandals that are neither the boots I love nor fitting with the overcoat. Both sit on the closet pending a bilateral arthroscopic calcaneoplasty. whee. I'm on the list, and pre-covid the list was 2 weeks long but I wasn't a suitable candidate. Now I am, but the indolent hillbillies, used during COVID as a cheap political tool - by the cons again - bullied the docs into rage-quitting; and the wait list is a year.

My hatred of our pseudo-aristocracy for their hatred of people aside, the navy overcoat that fit so well in new Jersey and the combat boots I could kill in a series of Calgary winters remain my favourite pieces of clothing.

I used to wear hoodies a lot because it would cover up my body and help with the dysphoria. I still like them because they're warm and comfortable, but unlike back then I don't wear them in the summer when it's blazing hot out. Other than that I don't have much preferences, I just wear generic clothes.

Compression leggings for my ashtanga practice. I have had them for years and the texture, grip and colors are still great.

I like how they don't roll down at the waist and how their length is a tad above the heel of my foot while still covering the ankles.

They have a Wide range of sizes and designs. luleåmindulf is the brand.

I bought a massively oversized NASA t-shirt the last time I had to go to JCPenney's and it's so fucking comfortable that I've literally worn holes into it.

My ex-girlfriend complained that so many of the pictures that we had taken together had me in this shirt. It was just a comfy shirt and I still have it but it's probably time for me to find a new one.

All of my hoodies. I love having a hoodie with a zipper down the middle of it. People say I’ve lost weight because it sort of hides my belly 😂 but I like the feeling and the cool weather that comes with wearing one.

It’s a shame I can’t always wear one.

ItemLabel Big Shirt.

Simple. Roomy. Big. Comfy. Has fantastic embroidered fish on the pocket.

10/10.

My favourite article of clothing is my pink cape by Review Australia. Since buying it we moved to the tropics so I never get to wear it, but I love it so much.

There's just something about it.

I prefer to be nude as much as possible, but when I'm forced to wear clothing, my favorite is definitely a nice sarong, as it's as loose as possible while also being secure.

I had a grey pocket t-shirt I wore regularly for almost a decade, until it was finally too threadbare to go on.

It was comfortable like it was a size too big, but it actually fit pretty well. It was just the right length so it wasn't too long but also I could raise my arms straight up without exposing any of my belly and causing sinful thoughts in others. The neck was loose and comfortable but didn't sag in the front. It never really shrank or altered shape despite hundreds of trips through the drier. And somehow, in all that time, I never got any food on it I couldn't get out.

It was the perfect t-shirt.

It’s hard to pick just one! I have a pair of Todd Snyder x LL Bean “utility cargo” sweat shorts that are a nice soft texture and a pleasant heavy weight. They are one of my go-to pairs for wearing around the house or when doing errands. The quality of the fabric and construction really stands out to me and I enjoy them every time I wear them!

The other one that came to mind is a lightweight linen long sleeve button down shirt in dark blue plaid that I also got from Todd Snyder. It was my first linen shirt and as soon as I wore it I realized that linen is my favorite fabric for warm weather because it breathes so nicely and feels great on the skin.

I bought a proper country jacket last year for far more than I'd normally spend. It's very heavy, very waterproof, very full of pockets, very farmerish, very good.

My Welcome To Night Vale leggings!

My favorite shoes are Yuketen Maine Guide boots - I actually have two pairs, a lighter brown rough-out and a darker brown leather. The leather quality is fantastic and they're easily the most comfortable boots I own.

My favorite piece of outerwear is a light gray Monitaly shawl collar peacoat.

Your mom.

Wait, that doesn't make any sense.

Wait, it not masking any sense has never deterred anyone from making a your mom joke, so it's fine after all.

Wait, that's actually a pretty grim appraisal of the state of what is considered to be humorous.

In that case, I'll go with my sweatpants instead, if I may.

My combat boots were the first thing to come to mind, along with the socks. Bought both 3-years ago and none show any real wear.

I've abused hell out of the boots, and they're stained with oil and god knows what else, but they fit perfectly and don't have any "mechanical" wear, only cosmetic. I was a little leary of the low price, but damn, they're a steal. I'd buy them again but I'd have to drop the original pair in a wood chipper to fuck them up.

The socks are still elastic and warm, cushiony, never popped a hole. Wish I could afford another set and I wish I hadn't looked that up. Just too broke ATM, and will be for some time.

Lately I've been on a kick wearing stretch pants. Like yoga pants for men? What are those called? Got a pair at TJ Maxx, went back the next day for another.

Minor has shorter sleeves, but: