11 CLASSIC STYLE OUTFITS

…with a sprinkle of trendy.

Your girl loves a roundup.

I feel like when I take a wider look at all my outfits together it actually helps me identify and hone in on my style. What pieces am I constantly gravitating towards in the looks? What consistently goes well together? What is my color story? Knowing the answers to these questions ultimately helps me make fewer and better purchases and also helps me get ready faster.

And lets be honest… theres nothing quite like seeing pictures of yourself to immediately know what you like and don’t like, amiright?!

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Below each picture are the quick links. I am 5’4″

Click the actual picture to go to its specific ShopMy page that has all my sizing details in the captions, also with links.

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gray cardigan style timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Polo Hat | Almina Cardigan code AC-JESSI15 | White long sleeve tee | Favorite Jeans | My everyday Longchamp Purse | 18″ Gold Locket Necklace | Amazon Hoops | Trench

 

black cardigan style timeless classic outfits style aesthetic jessi caparella jessi in san francisco brown corduroys black mesh maryjanes

Black Almina Cardigan code AC-JESSI15 | Brown Corduroy trousers | Black Mesh Mary-janes

     khaite benny belt brown suede boots timeless classic outfits style aesthetic jessi caparella jessi in san francisco grey sweater vintage jeans

Silver Earrings | Sweater old HM – Linked Similar  | Benny Belt | Jeans | Boots

 

white button down ecru jeans black and silver dehanche belt timeless classic outfits style aesthetic jessi caparella jessi in san francisco grey sweater vintage jeans

White button down Shirt | Cartier Tank Louis Watch | Belt | Ecru Jeans 

Laligne sweater discount code agolde luna barrel jeans fishnet alaia white mary janes timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Favorite silver Earrings | Polo Hat | La Ligne Cropped Marin Sweater Code JESSI10 | Jeans | White Fishnet Flats

 

gray coat signet pinky ring timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Gray Coat | Cropped White long sleeve tee | High rise Cropped ecru jeans | Pinky Ring | Locket necklace | Bag is old Cuyana

 

cropped trench coat polo ralph lauren hat shop wyeth timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Cropped trench, striped button down, navy sweater all Shop Wyeth | Navy Polo Hat | Watch is Cartier Tank Louis | Gucci Horsebit Purse | Silver Earrings  

 

preppy trench coat wrapped gray sweater gucci horsebit timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Silver Earrings | Trench Coat ZSupply code ZS-JESSI15 | White Button Down | Grey Sweater old Alex Mill – similar | Gucci Horsebit purse

 

preppy houndstooth blazer over denim shirt timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Houndstooth Blazer | Ralph Lauren Denim Shirt | White Tee | Black Belt | Black Jeans | not pictured – favorite Brown Ralph Lauren loafers 

 

navy blue coat polo ralph lauren hat timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Coat Old HM – Linked Similar | Gray Tee | Cropped Black Jeans | Navy Polo hat | Brown Polo Loafers 

denim on denim tuxedo denim shirt timeless classic outfits style aesthetic jessi caparella jessi in san francisco

Oversized Denim Shirt | Cropped Jeans | Loafers | 18″ Locket | Bag from Cuyana Sample Sale