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Three tops from the 90s, two from Silhouettes, which is out of business. One is a corduroy tunic with pockets, one is b&w checks with roll-up sleeves and a few repairs. The third is a berber fleece mock turtle neck with an emperor penguin pattern that was a million dollars and was marked down to like $42 or something when I got it. I used to wear it to ice skating lessons because it was warm and loose, like wearing a blanket.
A dark green cable-knit boiled wool pullover sweater that I acquired in college in the mid-sixties probably qualifies. The classic, preppy look is timeless (usually).
I also have a vintage hat, c. 1930s, that appears at costume parties, but it's not everyday wear.
Right now I'm wearing a sweater I picked up at a yard sale in the early 1970's, and it was far from new then. I don't really know how old it is, but fifty years seems like a good guess.
I have an L.L. Bean barn coat (made in the U.S.A.) that will probably outlive me. No wearing those vintage US made L.L. items out. They say the quality hasn't changed since they now make their clothing outside the USA. Total BS.
An old boyfriend's t-shirt he gave me 27 years ago. It was already near worn out when he gave it to me, so you can imagine that it's pretty much in tatters now. But I still wear it (to bed mostly) because the fabric is so soft and has some good memories attached to it.
Turns out I got way more use out of the t-shirt than I ever did out of the boyfriend. Que sera sera!
I got married in 1981 and wore a wool skirt and cowl neck sweater (remember those). When the sweater developed holes, I cut off the cowl and made a hat/neckwarmer out of it. Basically wear it the same way, around the neck, pull up over head to keep head warm. I still have it and I love it. No hat hair.
Just remembered, I have an Irish knit sweater I started making in college (late 70's). Decided I didn't like the style, DH unravelled it for me and I re-knitted it in a more classic style. I still have it. Does that count, same yarn, different garment?
I'm pretty sure the oldest thing I have that I'm still wearing regularly is a Fair Isle cardigan sweater knitted for me by my mother in about 1967. It has developed a couple of holes which I've patched.
I have some things a bit younger, one is a black blazer, a really nice one that I paid upwards of $100 for in about 1987. Didn't wear it for a few years after I retired, and just recently sent it to my daughter who recently got a promotion, so it's now got a whole new life.
A concert gown from 1981; a leather coat from 1993.
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