7 Outfits I Styled Around Vintage Pieces (and Trust Me, They Look Super Modern)

I found these vintage leather pants at Housing Works for about $15 with no label and several pre-loved markings (which hardly show). I absolutely love them. With a straight-leg fit, they look sleek and modern all on their own, but especially so with oversized blazers and cool knits.

Giving my best fashion-girl meets '80s-business-chic, I paired these vintage leather pants with an oversized checked blazer, thin turtleneck, and white patent leather boots from Rosetta Getty for a sleek result.

The final piece? A two-toned tan bag from one of my favorite new labels, Polène.

Versace Pre-Owned Leather Straight Jeans ($553)

Splendid Classic Turtleneck ($60)

Tre by Natalie Ratabesi Check Blazer ($1,865)

Vince Perfect Pairs Meta Pointed Toe Bootie ($237, originally $395)

Polène Number Seven Bag ($480)

See? I told you I love these pants. Which is why I wore them again, this time with another vintage piece — a Chanel jacket I sourced from What Goes Around Comes Around. A total classic, I love the way this pea-coat style hangs alongside my leather pants, not to mention over a fairly thick sweater from 3.1 Phillip Lim.

Because both of my vintage pieces were dark and muted, I opted for my go-to white ankle boots with a slightly sculptural heel and a colorful bag — this one is from the sustainably made brand If I Fell. Fun fact, the designer also carries vintage pieces on her site!

Chanel Wool Knee-Length Coat ($1,425)

Leather Straight Pants ($89)

3.1 Phillip Lim Fil Coupe Abstract Daisy Sweater ($595)

If I Fell Le Squarette Bag ($385)

Seven Dials Nicole Mid-Calf Boots ($45, originally $70)

Another What Goes Around Comes Around find? This checkerboard print bag from Louis Vuitton. With an almost dizzying effect (in a good way), I kept to solids with the rest of my outfit, choosing a belted patent jacket and brown leather pants.

Being fashion week and all, I couldn't help but experiment with a little pattern play. Enter: these snake-print boots by one of my go-to shoe brands, Schutz.

Louis Vuitton Damier Ebene Alma PM Bag ($1,520)

David Lerner Lexi Belted Paperbag Waist Trouser ($264)

Frankie Shop PVC Jacket ($170, originally $425)

Schutz Maryana Boot ($290)

Another bag! This time, a classic black Chanel from Fashionphile. Isn't she pretty?

I love a good slip dress and often stick to neutrals, so this zebra-print silhouette was my perfect cold-weather version to pair with my vintage Chanel for Fashion Week.

For a fresh finish I added in a pair of white knee-high boots.

Chanel Lambskin Quilted Small Double Flap Black Bag ($2,620)

Silk Laundry Full Sleeve Bias Cut Dress ($445)

Sam Edelman Hai Boots ($140)

Up until this month, I've weirdly not owned a pair of black suede boots. I went ahead and solved that problem by scooping up these vintage Gucci boots from Vestiaire Collective. Not only are they outrageously comfortable, but, like my Chanel bag, they're a total classic.

For a wearable take on the oversized dressing trend, I teamed my boots with a vegan leather shirt jacket, grey turtleneck, and pleated skirt, which, is also vintage! More on that later.

A detail shot, because, how could I not?

Gucci Black Suede Boots ($290, originally $359)

OK, now we're ready to talk about my skirt. This vintage Issey Miyake style is another What Goes Around Comes Around find that also happens to be totally on-trend for Spring. Say it with me, circular fashion! To ensure my look wasn't overly feminine and not totally impractical for the rainy day I wore it on, I love the juxtaposition of the oversized leather shirt and tall boots that would peek out every so often from my slit.

Pixie Market Black Vegan Leather Shirt ($145)

C by Bloomingdale's Cashmere Turtleneck Sweater ($70, originally $178)

Issey Miyake Pleated Accents Midi Length Skirt ($145)

One more time for the bag, yeah?

Chanel Lambskin Quilted Small Double Flap Black Bag ($2,620)

I'm majorly into belts rights now, likely because I've been influcend a number of glorious styles put out by Daniel Lee for #NewBottega. I found this vintage Gucci horse-bit belt on Vestiaire Collective and bought it with the intention of wearing it over a coat (it was two sizes larger than I'd normally go for).

By sticking to clean and tailored pieces like my wool coat and tall boots in a graphic black and white palette, this vintage belt moment felt super modern and fresh on a drizzly day.

Gucci Leather Horsebit Belt ($207, originally $345)

Babaton Stedman Wool Coat ($299, originally $328)

Wilfred Only Turtleneck
($52, originally $58)

Pretty Little Thing White Slouch Block Heel Calf Boot ($90)

Bottega Veneta Drop Bag ($2,150)

Clearly I like to do things in twos, which is why I gave another vintage belt a try. This time? A chainlink Chanel style I borrowed from Switch — a membership site where you can borrow vintage pieces with the option to buy styles you love depending on your membership.

Though it's subtle, I loved styling this belt over my trench coat for an unexpected accent. There's something about a dangling CC emblem that makes even the simplest of outfits feel so much fancier.

As you can see, my vintage Gucci boots and Chanel bag came along for the ride.

Chanel Vintage Embossed CC Logo Chain Belt ($1,595 )

Chanel Lambskin Quilted Small Double Flap Black Bag ($2,620)

Babaton Torino Double-Breasted Trench Coat ($248)

Rosetta Getty Houndstooth Flared Trousers ($850)

COS Cashmere Roll Neck Jumper ($250)