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Jennifer
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@jenmags
Chicago, IL
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Ann Taylor Black & White Plaid Sleeveless Midi Dress
$30
US 14
New Corey Lynn Calter L Blue and Green V-Neck Tiered Midi Dress Wedding Summer
$128
$124
L
New Mango M Dark Blue Cropped Blazer Suit Jacket
$27
M
Mint Velvet XS Gray Boatneck Viscose Asymmetrical Chic Thin Blouse
$21
UK XS
Free People Dylan Oversized XS Sweater Marled Blue Cowl Neck Chunky Wool Blend
$14
XS
Joan Vass Women M Ivory Wool Blend Cable Knit Sweater Grandpa Cozy Preppy Boho
$16
M
J. Jill Ponte L Classic Tan Blazer Cozy Workwear
$28
L
Lafayette 148 Classic Blazer Size 8 Quiet Luxury Pinstriped 2 Button Retro
$67
US 8
Vintage Preppy Collegiate 90s Sweater Size L Argyle Multicolor
$25
L
Nic & Zoe Womens Open Poncho With Scarf Blue One Size
$21
US 0
Madewell Size Small Boho Boxy Cotton-Linen Relaxed Larsen Blazer in Faded Earth
$38
US 4
Athleta Skort Womens Black Spacedye Contender 2 in 1 Skirt Shorts Size M
$22
M
The Upside White collegiate preppy XS Sweater with Navy and Yellow Stripes
$15
XS
GUESS Collection Retro Sexy 90s Silky Satin Dress Black & White Animal Print
$40
S
New Old Navy L Midnight Blue Floral Long Sleeve velvet blouse whimsy Phoebe
$24
L
Banana Republic Classic Brown Leopard Print Long Sleeve 100% Merino Wool Top
$25
S
Susan Monaco Retro Y2K 90s minimalism party Style Navy blue Mini Halter Dress
$38
XS
Liz Claiborne sport petite Wool Boxy Vintage Brown Blazer 12 P
$25
PETITE
NWOT NYDJ Blazer Houndstooth Print Preppy Cozy Ponte Knit Women's Large
$28
L
Draper James Chambray Ruffle Shirt Denim Shift Dress 3/4 Sleeve Size 4
$18
US 4
marc by marc jacobs y2k gossip girl Twee purple print dress size 4 silk blend
$35
US 4
Light Blue Boho Vintage Surfer Grandpa Marled Scoop Neck Sweater
$18
S
MAEVE Preppy Twee Boho preppy WHITE Top Embroidered Lace-Up SIZE 4 Tank
$25
US 4
Sundance Boho Cottage preppy Blush Pink Lace Detail Tunic Blouse
$25
L
J. Crew Pink and Red Floral Liberty Retro 90s Preppy Camisole
$25
US 4
talbots petite Pure Silk Y2K Vintage Pistachio Green Vneck Blouse
$29
US 6
T BY ALEXANDER WANG Black SEAMED PONTE ZIP DRESS S
$24
S
Anthropologie Boemo Blue Bohemian Halter Smocked Waist Maxi Dress
$45
S
Paige Mini Dress Medium Kylenn Tiered Stripe Cream Boho Flowy Party Casual
$35
M
J. Crew Small Preppy Classic Light Gray Women's Cardigan
$26
S
Eileen Fisher Burgandy Ripple Texture Snap Front Organic Cotton Jacket S
$22
S
Marc By Marc Jacobs Gray Y2K Asymmetrical Wool Cashmere Sweater Tunic
$27
S
INC International Concepts Camel soft leather retro M Blazer
$88
M
ADAM LIPPES XS Floral-print Short-sleeved Top In Black Designer Luxury Classic
$39
XS
FP One XS bohemian mini dress peach orange feminine Cottagecore flowy eyelet
$52
M
Corvette 1965 GM Official T-Shirt Women's S Short Sleeve Graphic Brown Black
$18
S
Vineyard Vines Shirt Men X Large Pink Pinstripe Tucker Slim Fit Preppy Norm
$22
XL
Fate Women’s Size M Gray Metallic Peplum Top Party Corset Cottagecore
$15
M
Madewell Barbie Pink Charley Pullover Alpaca Blend Sweater Size Small Cozy
$24
S
Athleta Women's Cozy Classic Yoga Draped Cardigan - Taupe size small
$25
S
Free People Classic Ribbed Tunic S Soft Cream Turtleneck Sweater
$40
S
Alice + Olivia M knee length ruffle floral abstract silk blend Purple Pink Dress
$50
M
St. John Black White Striped Classic One Button Blazer Size 12 Cotton Blend Luxu
$72
US 12
zara feminine Black XS faux leather button up preppy vest
$19
XS
Lilly Pulitzer M Fuchsia Classic Linen Button-Down Shirt Preppy Spring Summer
$40
M
Bohme Blazer Womens Medium Green Classic Boho Single Button
$25
M
RAMY BROOK Margie Ruffle Cuff Long Sleeve Peplum Orange Size Small Vneck Blouse
$30
S
Dior Dark Navy Logo Gift Bag with Silver Lettering 6 X 10 1/2
$15
OS