Classic Style
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What I Loved Wearing This Week: June 6, 2025.

By: Jen Shoop

Pistola Rainbow Sweater for a Standard Day.

This rainbow striped sweater tee was such a joy-sparker! It reminds me of Missoni but costs $108. I love the unexpected color combo — not sure if you can see, but it includes a pretty pale pink, red, yellow, blue, green, navy! Fabulous. I’m wearing here with the Quince cotton pintuck skirt, which is a great look for less for Doen’s Sebastiane. This skirt runs big — I took an xs (my usual size) and it’s pretty gappy in the waist. Size down if you can! Otherwise, it truly is perfection — great quality and a heavier weight cotton (more opaque) than Doen.

PISTOLA STRIPED SWEATER TEE // QUINCE SKIRT // STAUD FLATS (LOOK FOR LESS HERE) // DORSEY PARACORD BRACELETS // HERMES SCARF

Neighborhood Gathering.

white eyelet summer dress
white eyelet summer dress

PAIGE MOREL DRESS // ALICE WALK CASHMERE SHORT SLEEVED CARDIGAN // FRP COLLECTION BAG // JANE WIN COURAGE PENDANT // OSSA PHONE WRISTLET (OLD, SIMILAR HERE)

Warm Summer Day.

HILL HOUSE SCARLETT NAP DRESS
HILL HOUSE SCARLETT NAP DRESS

HILL HOUSE SCARLETT NAP DRESS // ANCIENT GREEK ELEFTHERIA LEATHER SANDALS // DANS LA MAIN SEAGRASS KELLY BAG //

My Son’s Birthday Dinner.

A Magpie saw me wearing this on Instagram and called it my “Matisse skirt” — yes! Love the reference!

beau and ro skirt
beau and ro skirt
beau and ro skirt

BEAU AND RO SULLIVAN SKIRT // SOLD OUT NYC TEE // ANCIENT GREEK ELEFTHERIA LEATHER SANDALS // DANS LA MAIN SEAGRASS KELLY BAG // DORSEY PARACORD NECKLACE // BY ALONA SHELL NECKLACE

Chilly Pool Day.

white eyelet beach pants
talbots white eyelet pants
by alona shell necklace

GOOP BROOKE SWEATER // TALBOTS EYELET PANTS // JELLY ELEFTHERIA SANDALS BY ANCIENT GREEK // BOGG BAG // JENNI KAYNE BACKYARD HAT (OLD, SIMILAR HERE AND HERE) // BY ALONA SHELL NECKLACE // LIZZIE FORTUNATO CAMPER NECKLACE (SOLD OUT, SIMILAR HERE)

Nautical Vibes.

everlane way high curve jeans
everlane way high curve jeans
everlane way high curve jeans

FRAME CROCHET TOP (LOOK FOR LESS HERE) // DORSEY PARACORD NECKLACE // EVERLANE WAY HIGH BARREL JEANS (TTS) // LA LIGNE MARIN SWEATER // MADEWELL DESSA SANDALS

Summer Day – Indoor/Outdoor.

sold out nyc boxer shorts
sold out nyc boxer shorts
sold out nyc boxer shorts

SOLD OUT NYC SHORTS (LOOK FOR LESS HERE) // QUINCE TEE // GOOP BROOKE SWEATER // JENNI KAYNE BACKYARD HAT (OLD, SIMILAR HERE AND HERE) // J. CREW COMO BAG // STAUD FLATS

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Claire
Claire
4 hours ago

unrelated to this post- you have posted before the Pippa nap dress from HHH. I just ordered and it is SO LONG, way longer than my other nap dresses. does this fit you ok? i’m 4’11

Mia
Mia
10 hours ago

Oooh happy stripes! There’s something so retro about the sweater!

I love all your thoughtful styling, Jen! I often feel like I rarely (if at all) have the time to intentionally think through outfits, so I appreciate all these ideas in your Friday “what I loved wearing” posts.

A couple of questions for you –

– I have been wanting to try those mesh/netted/woven flats but I always worry about the texture of the shoe inside and whether it rubs against the skin. What has your experience been?

– I am a late adopter of the barrel leg denim trend — I didn’t want to pay full price last season for a trend I’m experimenting with, but I just got a barrel leg pair from Madewell. I’m not sure if I recall this correctly but did you write something up about styling barrel leg jeans? I couldn’t find it through the search feature of your site.

Thank you!

Claire
Claire
11 hours ago

LOVE the Pistola stripes! What size do you take?

Kelly
Kelly
13 hours ago

I love all of these!!! If you have more rainbow pics, I’m looking for pride gear. Open to jewelry too? I’m gathering a bundle of affirming kids’ books to add to our library and I’m making a little reading guide for parents. Pride isn’t huge where I live yet so I’m looking to be visible and spark conversation. I was looking at Boden and they have lots of happy rainbows but I’m looking for something a little more fashion-y like your pick, the really femme dresses are lovely but more something I’d wear to church

Kelly
Kelly
11 hours ago
Reply to  Jen Shoop

I think the tuckernuck is perfect!! And I love a summer knit, it’s close in silhouette to my Sandro favorites! I like that Pistola sweater too but it’s already too hot here for even a short sweater

Jennifer
Jennifer
14 hours ago

Hey Jen! How are the jelly version of the Ancient Greek sandals? Comfortable? Not for major walking but walking over to a pool area in a neighborhood etc.

Jennifer
Jennifer
6 hours ago
Reply to  Jen Shoop

Exactly what I was thinking. Thanks so much!

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