Me too. My favorite dress is a long cotton purple tie-dyed hippie thing. It’s the thing I put on immediately after getting home from work in the summer.
I used to, then I gave it to my daughter and now it’s her favorite.
It was a tight black jacket that had evidently been the top half of someone’s formal dress. It had big rhinestone buttons and long filmy cuffs at the wrist. I replaced the buttons with some tiny silver ones and paired it with a long black skirt with a front slit. The whole outfit was very Morticia Addams.
I loved it, but had some doubts about its appropriateness for an office setting…
I used to. I had one of these, which I got for less than $100 because it had a tiny ballpoint pen spot on it. I can’t replace it; it goes for $300 to $500 on ebay. So now, I don’t really have a favorite piece of clothing. I have a sweater in my head that I need to get onto the needles, so I may have one soon.
My very old Cal sweatshirt. It has almost no yoke left, and is totally stretched out on the bottom, but I really like it. I have to rescue it from my wife frequently as she actually thinks it is unkempt. Bah!
Winter - a very nice wool car coat. Dark charoal, warm, pimp as hell.
Also winter - a nice dark gray cashmere scarf. A gift from an ex-girlfriend, but I still love it as it’s warm and it goes nicely with the above car coat.
Black halter-top BCBG cocktail dress…I love it because it’s one of those “magic” dresses that makes you feel fabulous, and I rarely get to wear it.
Knee-length red wool/cashmere “Audrey Hepburn style” winter coat. Again, it makes me feel instantly fabulous, and because of where I live, I don’t get to wear it very often.
Do shoes count? If so, I have a pair of black dress shoes that I will never give up; I bought them to wear to my oldest niece’s wedding and that was nearly thirty years ago. Most comfortable shoes I’ve ever owned even though I will probably never wear them again.
Aesthetically speaking: I have a pair of jeans I got from Charlotte Russe that were cheap, but have lasted me at least three years and are still going strong. Charlotte Russe tends to have some pretty teenybopper stuff, but these jeans are a very good fit, a good wash, and they look classy and put-together. They’ve also lasted me quite a long time (at least for a cheap pair of pants), and they’re still going strong.
Utility-wise: my winter coat. It is so warm that I often get too warm walking around outside in it, even when it’s something like 20 below 0. I can instantly cool down by lowering the hood. And if I get too cold, all I have to do is put the hood back up…it’s like magic.
I have a few items I love but I’m not telling. My wife would love to get rid of some of my favorite, barely broken in, clothing and I’m not going to tip her off which items those are. She has begun to look supsiciously at that rugby shirt I got in college (1982) though; it may have to hide in the basement for a while again. And my sneaks with the duct tape have disappeared. They were just getting properly comfortable.
The Elephant Pants! Huge grey baggy track suit type pants, part of a set given by Virgin airlines (I think) to first class passengers. They were so huge that you pulled the drawstrings on the bottom under your feet and lo! elephant feet. Massive disappointment when someone else got them first - they were family pants. They exist now only as a legend.
A black cotton turtleneck sweater has been a part of my wardrobe since high school (over 40 years ago). Not the same one, but many of that variety over the years. I have at least 4 current ones.
My leather coat is pretty much the only thing I own with sentimental value. It’s very soft and very warm. It has a big tear on the right sleeve; it’s from a run-in with a chain link fence on a night of drunken hijinks a few years ago. I prefer to leave the tear unmended.
Alas, I have not been, but my good friend has (twice). She flew out there a few weeks ago to shoot some photos for The Hillywood Show and sent it to me while she was there.
My Colorado Buffaloes sweatshirt that my sister broke in for me. I misremember whether she gave it to me or whether I stole it, but it’s my favorite clothing ever - so comfy. I think I’ve had it since 8th grade; I’m 33 now.