compulsive shopping

I Can’t Stop Buying Mannish Pajamas

For close to a decade now, I’ve been in thrall to the appeal of mannish, old-fashioned pajamas. I have zero interest in the “leggings plus loose top” combo of “loungewear”; I reject the wedgie-ridden territory of flimsy rompers, baby dolls, and all the other come-hither advances of putative sleepwear. At home, the only thing I want to be wearing is a pair of crisp pajamas, well-tailored and loose-fitting and self-sufficient (it’s a shopping compulsion that my husband finds utterly bizarre, which makes them feel that much more like truly dressing for myself).

You can feel quite smart in them, as though you are dressed correctly for the task at hand: sleeping, of course, but also reading in bed, or starting your morning very slowly and carefully with a ceremonial cup of coffee. The ones below are what I keep in my rotation (plus one I aspire to one day have). And though I haven’t yet done it, my respect for myself would probably double if I wore any of these out.

J.Crew Vintage Pajamas
$95 at Nordstrom

The utter classic. I feel like J.Crew must have been making these for years. Mannish and aloof and in a pleasingly sexless pale blue, they are, I realize, very much like the ones Daniel Day-Lewis sports in Phantom Thread. Just the sort of thing for anyone who can’t abide a confrontation over breakfast. And, with their soothing, almost hospital-y austerity, they’re also the perfect pajamas in which to be ill.

Sleepy Jones Marina Gingham Cotton Pajama Shirt
$150 at Net-a-Porter

I’m forever charmed by the slight absurdity of a “shorts and long-sleeved pajama shirt” combination: absurd because the shorts say “shrug” while the shirt says, in a clipped British accent, “Good morning to you.” In other words, simultaneously easeful and proper. These are cotton, so perfect for summer, plus gingham always looks like a picnic.

Sleepy Jones Paloma Gingham Cotton Pajama Shorts
$70 at Net-a-Porter
Supreme Paisley Flannel Pajama Set
$248 at eBay

2016’s 21st Century Women was a movie I loved for many reasons and in many ways (side note: Director Mike Mills has a pajama line!), but one distilled point of delight was the vision of Annette Bening in yellow paisley-print pajamas. Being on the very edge of hideous, they became beautiful, much like the way tuberose smells intriguing because of the rotten whiff at its core. For these reasons, they seem to me excellent pajamas for smoking in — a habit both elegant and disgusting. These Supreme bad boys are flannel, not silk, but they do the trick. (As with most things Supreme, it’s no longer on the site, but you can find it on eBay.)

Pendleton Men’s Flannel 2 Piece Pajama Set
From $46 at Amazon

A friend sympathetic to my pajama romance gave me these for a birthday a few years ago, and they instantly made me think of Jo March, reading and eating a crate of apples in an attic in Little Women. They’re rustic, a bit adventuresome, certainly tomboyish. They’re “for men,” but just take a size down.

L.L. Bean Tartan Flannel Pajama Set
$30 at L.L. Bean

It’s not a proper pajama collection unless there’s some red tartan flannel in the mix. These cost less than 30 bucks, which is the right price point for clothing made for eating sugar and carbohydrate-dense foodstuffs on a couch. They’re pajamas in which you might be moved to intone as Cardi B, “Let me fat in peace.”

Olivia von Halle Coco Silk Pajamas
$545 at Harrods

I don’t own these because I am a writer, not a hedge-fund manager, but if a large amount of money were to suddenly fall into my lap, yes, I would very much drop half a stack on these babies. White silk: The gorgeous nadir of practicality. They look a lot like the ones Ilana wears in season four, episode eight of Broad City, the one in which she house-sits a brownstone mansion and essentially does rich-lady drag. Naturally, she wears them with a lot of red lipstick because they’re a full-makeup kind of pajama, a “petting one’s white lapdog” kind of pajama, a “Champagne for breakfast” sort of pajama. These by Olivia von Halle were inspired by Coco Chanel, a rich woman who liked to remind us that “some people think luxury is the opposite of poverty. It is not. It is the opposite of vulgarity.”

The Strategist is designed to surface the most useful, expert recommendations for things to buy across the vast e-commerce landscape. Some of our latest conquests include the best women’s jeansrolling luggagepillows for side sleepersultra-flattering pants, and bath towels. We update links when possible, but note that deals can expire and all prices are subject to change.

Every editorial product is independently selected. If you buy something through our links, New York may earn an affiliate commission.

I Can’t Stop Buying Mannish Pajamas