As editors and consumers, with every item we buy comes the hope that there will be a long and lasting relationship. Not only because this solidifies our trust in our own shopping skills, but also because brings down the cost-per-wear of the item, making it a more fiscally responsible purchase with every use. Some items, however, go above and beyond our expectations, serving us years longer than we ever could have imagined.
Scroll through to see what pieces that our editors found to be definitely worth the investment!
"In college I studied abroad in Prague and got the chance to do plenty of traveling. While in Amsterdam, I stopped into a flea market and picked up a men's shearling coat that I've kept in rotation every winter since. It's so cozy, and even though it's at least 20 years old, still feels on-trend." — Aemelia Madden, editor
Similar Style: ASOS Suede Shearling Coat in 70’s Styling ($175)
"I've had my Louis Vuitton card case for years and years. It's special because it's one of the first designer pieces I bought myself when I got my first fashion job. I still use it every single day because it's a classic and will always be in style." — Bobby Schuessler, senior fashion editor
Louis Vuitton Card Holder ($205)
"I've been in a long-term relationship with a pair of Nine West suede black heels since I was 19. The $90 shoes have enjoyed several trips to the cobbler (safe to say I've spent triple the original price in repairs over the years) but I can't seem to part with the pointed-toe pumps. Maybe it's because they are perfectly worn in and just the right heel height.“ — Michelle Scanga, managing editor
Nine West Jackpot Pointy Toe Pumps ($40)
"I have been wearing culottes for years now. When it comes to this pant silhouette, whether it's currently on trend or not, the shape is flattering to my body type, so I will keep wearing them." — Lauren Eggertsen, associate fashion editor
MSGM Classic Culottes ($287)
"About eight years ago, I invested a very simple black leather bomber jacket and have been wearing day and night ever since. Not only is it lightweight and easy to layer, but it adds an edgy and cool touch to any outfit. Plus, the bomber is back in a big way this year, which I’m not mad about." — Nicole Akhtarzad, associate market editor
Similar Style: R13 Berlin Leather Jacket ($1495)
"I took a chance on these vintage Wrangler cutoff shorts I found on Etsy several years ago. They magically fit like a glove, and I've been satisfied in the jorts department ever since. A while back, I took them to the embroidery stand at The Grove to get my initials sewn on the waistband in baby pink thread." — Kat Collings, editorial director
Similar Style: Levis High Waisted Shorts ($26)
"I've had a pair of Vans Authentics for as long as I can remember. I'm from San Diego, where everyone I grew up with had at least one pair of these shoes—they're practically a prerequisite for living there. I've cycled through lots of different pairs—in navy, off-white, and gray, specifically—and I don't think I'll ever stop replacing my beat-up ones. Luckily, they go just as well with my current wardrobe as they did with my seventh-grade school uniform!” — Erin Fitzpatrick, associate news editor
Vans Authentic Sneakers ($45)
"My very first purchase from Madewell years ago was a navy tweed double-breasted oversize blazer with a bit of silver thread woven in. I've yet to find a blazer that I love as much as that one, and it's appropriate for both the office and a night out, thanks to the hint of sparkle." – Allyson Payer, editor
Similar Style: Reformation Carnaby Jacket ($198)
What piece in your closet have you owned and worn the longest? Tell us in the comments!
Opening Image: Collage Vintage