What I Loved Wearing This Week: May 30, 2025.

Anatomy of a Dreaded Dentist’s Appointment Outfit.

As always, I look for small ways to cushion, or easy my way through, the unpleasant. Three suggestions for a trip to the dentist’s: bring a comfort audiobook (blurs out some of the noise, and gives you something relaxing to focus on); make the appointment for first thing in the morning; and dress in something that makes you feel spirited and strong. Thing: colors! stripes! regalia!

I also really layered on the talismans. My Tilly signet ring, my evil eye bracelet (25% off with JEN25), the pendant engraved with my son’s writing, my Jane Win courage coin…!

TUCKERNUCK STRIPED TOP // RAILS RED JEANS // JANE WIN COURAGE PENDANT // AURATE STORY PENDANT (WITH MY SON’S WRITING ENGRAVED ON IT!) // LIZZIE FORTUNATO NECKLACE (15% OFF WITH JEN15) // CATBIRD INITIAL SIGNET RING // EVIL EYE BRACELET (25% OFF WITH JEN25) // DANS LA MAIN SEAGRASS TOTE

Dinner Party at a Friend’s Home.

HILL HOUSE PIPPA DRESS // LIZZIE FORTUNATO NECKLACE (15% OFF WITH JEN15) // LARROUDE HEELS // VERONICA BEARD DASH CLUTCH

Rainy Day Writing Marathon.

KILTE CARDIGAN // MAREA POINTELLE TEE // RAG AND BONE SOFIE JEANS (FEATHERWEIGHT AND SOOO COMFORTABLE) // JANE WIN COURAGE PENDANT // AURATE STORY PENDANT (WITH MY SON’S WRITING ENGRAVED ON IT!)

Rainy Memorial Day Hanging.

LA LIGNE MINI MARIN SWEATER // RAILS RED JEANS // LIZZIE FORTUNATO NECKLACE (15% OFF WITH JEN15) // AURATE STORY PENDANT // DORSEY HEART ID NECKLACE // VEE COLLECTIVE TOTE (30% OFF WITH VEEPRESALE30) // GEOMETRY BEACH BLANKET

Rainy Friday Errands.

FRANK AND EILEEN SET // SOLDOUT NYC SHRUNKEN TEE // FRP COLLECTION CROSSBODY // VARLEY HAT // TORY BURCH SNEAKERS

Memorial Day Movie Theater Trip.

GAP BARREL GAUZE PANTS // BIRKENSTOCKS // MAREA SWEATER // CELINE PHONE SLING // LIZZIE FORTUNATO NECKLACE (15% OFF WITH JEN15)

Writing Marathon.

Forgive me for not taking any other pictures — I was distracted!

GINGHAM SHORTS (LOOKS FOR LESS HERE, HERE) // J. CREW CARDIGAN // BUCK MASON TEE // HART HAGERTY CHARM NECKLACE

Active Sunday Afternoon.

Per my post here, I wanted to be ready for anything: taking a walk with my weighted vest, running after my kids in the backyard, sitting outside and reading on a picnic blanket. (And I did all of those things!)