Fashion Trends
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What I’d Wear, Vol. VI.

By: Jen Shoop

I’m back with this series! A few thoughts on what I’d wear to events coming up on my calendar, and/or on the calendars of girlfriends of mine, leading off with a blazer-focused outfit I wore this week to a meeting that would be perfect for a parent-teacher conference, a lecture, a casual Friday at the office, etc. I can’t get enough of this Veronica Beard blazer. It’s the most perfect chocolate plaid with a little hint of blue in it, and I love the long and lean lines. I paired with these Spanx cords, which are SUCH a good buy; the quality and fit are much higher-end than the price tag suggests. I am 5’0 and I took the petite inseam length but still needed a little heel height, so paired with these kitten heel boots. I find Spanx runs a tad small in general; I took my true size in these and the fit is flawless. All outfit details here. Styling note: I love the detail of layering a sweater around the shoulders of a blazer, like a scarf — I feel like it adds much needed texture and interest to an outfit that can otherwise look a touch boxy/masculine on me. Bonus: you can take off the blazer inside and just throw on the sweater if chilly (a little more comfortable for at-desk work, which is what I did while working in my studio later in the day) or layer beneath the blazer if you get really cold while out and about.

What to Wear: Outdoor Sports.

So many of my friends are entering end-of-season tournaments for their athletic children! I saw a mom wearing a textured sherpa puffer to soccer last weekend and thought she looked so chic (and warm) in it. Below, sharing a cord version, but I also love this less expensive Athleta in sherpa.

I also want to mention that your future self will thank you for ordering a pair of these boots now. I bought a pair last winter (this is the exact style I have; also love them in the new brown and in this “curly” variation) and wore them so, so much. They are warm and highly on-trend — I just watched a trend forecasting video this week that was spotlighting this style of boot. Last year, I wore them down to Raleigh and my girlfriend Inslee ordered them literally on the spot. Trust me, you’ll be thrilled with this practical but chic buy for winter. I think they look great with jeans.

what to wear - sports tournament

CORD PUFFER (LOOK FOR LESS HERE) // RHONE HALF-ZIP (USE CODE SHOOP20) // RHONE LEGGINGS (USE CODE SHOOP20) // OLD NAVY MITTENS // PRADA CROSSBODY (CURRENT SEASON HERE; LOOK FOR LESS HERE — MY MOM IS OBSESSED WITH HERS!) // INUIKII BOOTS

What to Wear: Dinner with Girlfriends.

We are now entering the season of busy calendars and social gatherings! I love an easy look like the one below — comfortable, warm, but pulled-together. I wore a variation on this exact look this week to dinner with girlfriends and loved that it actually worked day-to-night.

Lil note that the Westman Atelier highlighter below, along with everything else Westman, is 20% off HERE! I noticed a ton of you picked up their incredible foundation stick (20% off this week only) on my rec, and you will not be disappointed. Basically anything Westman is gold.

Also, you’ll notice I use these Dorsey earrings, just recently made available again for preorder, twice in this post. I own them in gold and literally wear them every day (and night). They go with everything, are super lightweight, and add a little flash of sparkle to any look. Love.

what to wear - dinner with girlfriends

AYR JACKET // LIU JO SWEATER // MOTHER HALF-PIPE JEANS // DOLCE VITA FLATS // BURBERRY BAG // WESTMAN ATELIER TINTED HIGHLIGHTER (20% OFF!!) // DORSEY EARRINGS

What to Wear: Volunteering at School.

Book drive, classroom parties, etc! This is perfectly polished comfort. I’m loving the idea of a boldly patterned vest over a simple monochrome outfit. The Etro one below is $$$$ but other chic options include this Farm Rio, this reversible Boden, this Loft (bandana print!!), this Barbour x Tuckernuck, this reversible Marie Oliver, and this Julia Amory.

what to wear - volunteering at school

J. CREW CREWNECK // ETRO VEST // FRAME CORDS (GO UP A SIZE) // RDV TOTE // CHANEL FLATS (LOOK FOR LESS HERE, HERE) // VAN CLEEF EARRINGS (LOOK FOR LESS HERE) // HEAVEN MAYHEM WATCH

What to Wear: Laufey in Concert!

I’m literally attending this concert in a few hours and cannot wait. Don’t we all adore her?!

Also: Loeffler just launched a surprise 30% off sale, and it includes these chic mesh leopard ballet flats. I find LR to consistently have the most comfortable out-of-the-box footwear, but it’s also always slightly ahead of the fashion curve. Just love the label. Shop the full sale here.

what to wear - music concert

SANDRO JACKET // DOEN TOP // DORSEY EARRINGS // KOSAS LIPSTICK (20% OFF) // PRADA PHONE SLING // LOEFFLER RANDALL FLATS (30% OFF AT CHECKOUT) // PISTOLA JEANS

What to Wear: Philanthropy Event.

A lot of important non-profit fundraising happening this time of year! A dream outfit below — just love the idea of layered knits as an unexpected skirt/top look. The drool-worthy set below is Lisa Yang, but I’ve seen lots of looks for less around — I especially love this chocolate brown duo from Mango, and while not inexpensive, Jenni Kayne has a beautiful pleated knit skirt that could be styled a zillion ways. I’ve also seen a few great knit combo dresses that achieve a similar vibe: this RL, this Banana, and this Anthro.

Another note: on my major lust list right now is a custom piece from Aurelia Demark (example below). I just find her pieces so elegant, heirloom-destined, an unusual. The watch, meanwhile, looks heirloom/Cartier but costs $165!

Last tidbit: the Loewe bag is dreamy, but there are lots of similarly-shaped, ultra-chic bags for less to contemplate: Cuyana, Quince, Tiffany + Fred, COS (smaller version here).

what to wear - philanthropy event

LISA YANG SWEATER // LISA YANG SKIRT // ME + EM ZIPPERED SWEATER JACKET (LOOK FOR LESS HERE) // JENNY BIRD EARRINGS // PARIS TEXAS CROC BOOTS (LOOK FOR LESS HERE) // AURELIA DEMARK // PASCAL WATCH // LOEWE FLAMENCO BAG (LOOK FOR LESS HERE – MORE OPTIONS LISTEND ABOVE)

What to Wear: Dinner/Drinks at a Friend’s Home.

This is always a tricky setting to dress for — it feels weird to wear a heel, but jeans might not feel right either — especially with a new set of friends. (How formal will they be?! We’ve had new friends start with cocktails and served appetizers in a formal living room, and other friends who hang out in the kitchen or back patio, bare feet and open windows!). I feel like this outfit works in either direction. It’s slouchy and easy but also polished and elegant. Long live the Colby pant! (J. Crew’s Stratus pant is a great look for less.)

Side bar: how chic are these coupes?! Fun cocktail party gift. I also have a little guide to hostess gifts going live early next week but you can shop a preview here.

what to wear - cocktails at a friend's house

DORSEY PARACORD NECKLACE // REISS SWEATER // LA LIGNE COLBY PANT (LOOK FOR LESS HERE) // TOTEME T-LOCK CLUTCH // MANSUR GAVRIEL FLATS // FAZEEK COUPE GLASSES

P.S. The moon and her mother. I absolutely love this fable.

P.P.S. What are the happy corners in your neighborhood?

P.P.P.S. Last summer, my friend got a tattoo and it taught me something beautiful

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4 Comments
Brittney
Brittney
10 months ago

Fall is my absolute favorite season to dress for. I especially love the pops of leopard! Chic chic! I do have a submission for the “what I’d wear” series- What I’d wear to The Nutcracker. My mother, daughter and I have tickets for the first week in December! I am so excited to dress up for the occasion- and possibly even more excited to dress my little one! She is four and very much into fancy dresses! Any ideas for the us would be so wonderful.

Brittney
Brittney
10 months ago
Reply to  Jen Shoop

Thank you!! I look forward to seeing the post! We are in Oklahoma City but it is the same here. We always dress up!

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