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Ask Magpie: Nantucket in October, Fall Boots, + More.

By: Jen Shoop

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Q: Long weekend in Nantucket in October – day and night outfits please.

A: Fun! Don’t forget to throw Swan Song in your duffel! I’d pack sweaters like this (look for less with this) and this (look for less with this or this), base layers like this or this, on-trend jeans, a fashion-forward flat, and a great bag (this, this). Throw an on-trend barn jacket like this (look for less with this) into the bag, too. For evenings, layer a slip skirt or dress like this beneath the cashmere cardigan and barn coat and swap in these heels.

Q: Dress for boyfriend’s twin brother’s wedding – fall, October, beach.

A: I like this, this, this (in navy), this Zimmermann, or this.

Q: Church outfits for fall and winter (preferably dresses or skirts).

A: I like something like this or this. Wear now with a suede or leather sandal, in fall with a smart flat, and in winter with a suede boot.

Q: Boots I can cover extensive ground with in London and the countryside this fall.

A: Tall boots are feeling in and again, and I trust Loeffler Randall implicitly. I have boots of theirs from a decade ago! These have a smart low heel, but if you need something with no heel, I love these Dear Frances ones and these Larroudes. (I’m erring on the side of no suede because you mentioned countryside walking.)

Q: Baptism in November/Nashville/Episcopal church. I’m the Godmother.

A: She’s perfect for the job.

Q: Black booties for fall – under $400.

A: I personally prefer a bootie with an elongated/pointed toe — when you’re pairing with jeans, they elongate the leg. I love these and these. A little over, but I also love these — so chic with the captoe.

Q: Kids school shoes.

A: My daughter wears either Cientas or Sperry Songfish; my son wears either Sperry boat shoes or J. Crew Factory (these or these — the latter have a Brunello Cucinelli vibe!).

Q: Chocolate brown belt.

A: This Madewell I’ve been sharing a lot — so good! Upgrade pick: Aureum (20% off with JENS20).

Q: Cute flats for a mom chasing twins but also nice enough for going out to dinner.

A: Loeffler Randall Leonies are the most comfortable flat, right out of the box. The strap keeps them on foot while chasing littles. But they are SO chic — and look right at home with jeans as well as dresses.

Q: Swivel chair that’s not exorbitant for LR.

A: I’d look at the options from The Inside, Williams-Sonoma, and Birch Lane (this, this)! I love that you can find interesting patterns from The Inside and BL, but without paying $3K a chair.

Q: Robe for morning, like over PJs.

A: I’d consider this Petite Plume (on sale), this HHH (also on sale), this Lake, or these Heidi Careys if you’re looking for cotton; if you’re looking for lightweight terry, I love my Weezie!

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6 thoughts on “Ask Magpie: Nantucket in October, Fall Boots, + More.

  1. If you need a whisper thin, beautifully patterned robe, I can’t recommend One Hundred Stars enough! Only downside is they are one size fits all, so I don’t think anyone bigger than XL could wear easily, I am consistently an L.

  2. I’d love your thoughts on Sabah’s for the upcoming season. Keep seeing them pop up and hearing about how comfortable they are. I’m especially drawn to the Baba rose velvet pair. Thank you.

    1. Hi Anne! Love the look, but slightly prefer the similar/adjacent styles from Vibi Venezia —

      https://go.shopmy.us/p-7199188

      They look a tad more refined, almost like a tuxedo slipper, to me? I have worn these for the last three seasons in different materials and colors and they are just divinely comfortable and so chic. Love the way they look peeking out from beneath a fall dress, or paired with jeans.

      xx

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