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"When I was in college, as a gift for my 21st birthday, my mom took me to Italy. While shopping, as moms and daughters do, we got into a fight about something very inconsequential. We happened to be in the Galleria in Milan at the first Prada store ever. There was this amazing pair of shoes—these really simple platforms, black leather, with two straps—really simple, classic Prada. And my mom was like, 'Well, for your 21st birthday I was going to offer you a pair of shoes…' but I was so mad at her that I was like, 'No, I don't want anything from you right now!' Now, I regret not getting those shoes because I think about them all the time!" - Eva Chen, editor-in-chief
"When I first saw this coat (at Lucky Shops!) I fell in love. It was on sale—definitely nowhere near the more-than-my-month's-rent price tag listed on the site—but still, even the compulsive impulse shopper in me wasn't ready to whip out that plastic on the spot. With a year's worth of time to dwell over the dream coat that I let slip through my fingers (which is also plenty of time to justify such a large purchase), I'm kicking myself for not snagging it when I could have! Not only is it totally sold out by now, but I also haven't been able to find as amazing a shearling coat—and believe me, I've been trying!" - Alice Chen, special sections assistant
"To this day, I am super upset that I returned a Prada Bakelite watch I bought at Barneys. It was totally a statement piece, and I started to think that I wouldn't wear it that often and had second thoughts about spending close to $1,000 on, basically, a plastic watch. Since then, though, I've never seen it again—not on eBay, not in consignment shops. I now realize that while the piece may have been trendy, it also fit my style to a T, and that I would have loved (and worn) it forever. Someone, please, find me this watch, ideally in a color scheme that includes orange!" - Laura Morgan, special projects director
"After stalking down every Phillip Lim bag on the market for about a year (my shopping technique involves A LOT of e-stalkage) I spotted a black leather 31 Hour bag on Barneys' website—ON SALE. I got nervous and waited overnight to see how I felt in the morning, and obviously it was gone. A few weeks later, I decided to go into the store to check out the sale, and I swear the sea of shoppers parted and a 31 Hour bag appeared on a table practically by itself, in a luxe aubergine color. Best part? It was even MORE on sale, the reddish-purple color was something unique to add to my mostly-black wardrobe, and we lived happily ever after. (The same bag is pictured above, but I got mine for WAY cheaper!)" - Kristie Dash, assistant to the editor-in-chief
"These black leather Prada ankle boots with an amazing seam that made them look like heels with a sock—they were perfect, but out of my size! When I saw that Prada actually brought them back a season later, I frantically called every store I could think of, and they were sold out again! I relived the memory when Chloë Sevigny's boots came to the offices of Lucky. There they were—taunting me!!!" - Anne Keane, fashion director
"The year was 2003, a little teen soap called The O.C. had just hit the airwaves, and as a high schooler in the early aughts, Marc by Marc Jacobs was the ultimate aspirational label. So when I stumbled across the perfect pale blue, polka-dotted halter dress from Marc's younger brand while browsing the racks at my local South Florida mall one weekend, you better believe I fell head over heels in love. Even on sale, however, the dress was still pretty pricey—and since I wasn't sure where I'd even wear it (my school had uniforms, and I didn't get invited to many parties—sadface!), I decided to hold off. Cut to two weeks later, and The O.C.'s leading lady Mischa Barton—my personal style hero at the time—is wearing my exact dress in one of the show's early episodes (it's the leftmost dress in this photo). Distraught, I headed back to the mall the very next day to snap up the piece—only to find it sold out in every single size. I scoured eBay and multiple other sites with no luck before finally giving up—but I know that had I managed to track down the party dress of my dreams, I'd likely still be wearing it today. DAMN YOU, MARISSA COOPER!! *shakes fists*" - Elana Fishman, senior digital editor
"I have so many, but these are the two that stand out:
1. A real leopard-skin coat. I spotted it at a small vintage shop in Montclair, NJ for only $80. It was gorgeous and in perfect condition. I think I passed on the coat because I couldn't fasten a button. Darn it! I was so young and stupid. To this day, I regret not getting it.

2. Last summer, when I was in Paris, I was shopping at Le Bon Marché and fell in love with the Chloé burgundy fringed high-heel loafer pumps. I visited that shoe for three days straight and made friends with Gail and Eric, the shoe sales staff there. I even brought my best mate Sergio there to get his opinion (he loved them). Finally, I was ready to purchase the pair, but then my new BFFs Gail and Eric talked me out of them! They told me that the shoes were a bit too high and threw my gait off. So I got the flat version instead. Why did I do that?! It's been a year and I have yet to wear the flats; I still lust after the super-high-heeled version (pictured at left—alas, not my size!). Lesson: When it comes to shopping, just trust your gut. Don't listen to anyone." - Joane Amay, senior fashion credits editor
"My brother got married this past April and I thought finding dresses for all of the various events would be easy. Boy, was I wrong. After months and months of finding dresses I liked but didn't love, I stumbled upon the most perfect little Chanel dress. The shape was perfect, the fit was perfect and it was on sale (bonus!). The only problem, really, was it was black, and I wanted to wear color. I tried it on time and time again, sent pictures of it to everyone, trying to convince myself it was perfect—but it was always black. I left that little dress sitting in the store, alone. A week after realizing that I had to have it anyways, I ran back to get it and it was gone. It was devastating then, and still is now. Boy, do I miss that dress." - Lisa Goldstein, fashion market assistant
"When I was an intern at Lucky last summer, I saw a pair of Alexis Bittar heart earrings that I fell in love with. Only one pair was made, but I called to ask about them, and they said they could sell them to me. I couldn't make up my mind about whether or not to splurge on them, and so someone else purchased them before I could. I still think about those earrings all the time!" - Olivia Ford, jewelry assistant
"When I had first graduated college and wanted to be so so fancy at my job (answering phones at Interview magazine), I saved and saved and bought a vintage Burberry plaid pleated skirt in PERFECT condition. It was my absolute favorite piece for a solid two years until, in a fit of temporary insanity, I decided Burberry was 'so over' and sold it to a consignment shop. I think about that skirt every year around this time, when the first fall collections start hitting the shelves, because nothing I see is ever as perfect as it was. Such a dumb move!" - Jayna Maleri, senior fashion writer
"I went to the Honor sample sale last season and I tried on the most beautiful navy cashmere pea coat. It fit me perfectly and it was suuuuuper on sale, but I put it back on the rack. Two minutes later someone else snatched it. I still think about it all the time!" - Laurel Pantin, market editor

"I have hundreds of things on any given day, but things that hurt the most are things that I've owned and gotten rid of or lost. Case in point—these YSL (Tom Ford era) cherry sandals. Anyone that knows me knows that I am definitely a flats girl, but for some reason I loved these shoes more than anything. And over the course of the last 10 years I've lost them. Anytime I have a black tie or wedding I get especially sad and sentimental about how they would have just made everything better.

There's lots of things I regret not buying, too. The #1 is a clear Chanel 2.55. I saw it on the runway with a smaller tweed bag inside of the clear one. I almost died, it was so good. By the time I called the boutique the waiting list was miles long and that was that. I should be embarrassed about how often I think about that bag." - Julia Kalachnikoff, accessories director

"I wish I'd bought 1,000 (or, ok, 10) original C & C California T-shirts when they first came out. That original was the best T-shirt shape ever. So flattering! I understand things have to change, but it still breaks my heart. Similarly, I wish I'd bought many many Loomstate T-shirts when they were doing the womens' crewneck ones with little designs on them. Also so flattering, and such cool designs—my favorite has a blowfish on it. Now they make great v-neck solid-color T-shirts, but I miss the crewnecks horribly!!" - Jean Godfrey-June, executive beauty director