Adults Wearing Pajamas Publicly

Chicago Sun-Times columnist Neil Steinberg wears pajamas while walking his dog in the dark.

Sep 22, 2026

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Adults Wearing Pajamas Publicly

Chicago Sun-Times columnist Neil Steinberg wears pajamas while walking his dog in the dark.

In brief

Chicago Sun-Times columnist Neil Steinberg wears pajamas while walking his dog in the dark. Neil Steinberg wears pajamas in public while walking his dog at night due to his elderly dog's nighttime needs and shoulder surgery recovery. Originally reported by Chicago Sun-Times.

Pajama Walks

Chicago Sun-Times columnist Neil Steinberg walks his dog in pajamas four to five times a week.

“Maybe, if it’s dark outside and your dog has to go badly enough.”

Dog's Midnight Needs

Neil Steinberg's 16-year-old dog, Kitty, needs walks at unusual hours due to aging.

“She’s 16, or 112 in human years. Without going into detail, her habits are changing.”

Center Avenue Walks

Neil Steinberg walks his dog on Center Avenue at night when few people are around.

“Not many people at noon. At 5 a.m. it’s pretty much me.”

Shoulder Surgery Recovery

Neil Steinberg's shoulder surgery, while healing, makes slipping off pajamas difficult in the dark.

“The shoulder surgery, while healing nicely, two months on, still makes slipping off a pajama top, half asleep, a fraught endeavor.”

Pajama Quality

Neil Steinberg wears J. Crew pajamas that are durable and suitable for walking the dog.

“They’re good pj’s, J. Crew. Quality stuff. Not raggedy.”

J. Crew Catalog

J. Crew describes pajamas as a go-to pant for walking the dog or watching the game.

“Your go-to pant for hanging out, walking the dog or watching the game.”

Neil Pasricha's View

Neil Pasricha, author of bestsellers, says wearing pajamas outside is a great move.

“Wearing pajamas outside of the house is such a great move. It’s like you’re finally admitting to yourself that being comfy is worth it.”

Pajama Walks for Dogs

Neil Pasricha lists walking the dog as a classy move in pajamas at night.

“Walking the dog. Whether it’s the midnight stroll in the dead of winter or the early morning walk before the sun comes up, it’s always a classy move to roam the hood in pajamas, a tattered robe, and maybe some furry pink earmuffs.”

Pajama Fashion

Neil Steinberg says older men don't look good in pajamas and need to upgrade their style.

“Older men, well, not so much We don’t look as good in pajamas.”

Pajama Branding

Neil Steinberg wants to claim pajamas as a cultural statement with a stylish brand.

“I need to buy a fez, upgrade my brand of pajama, something silky and stylish, and claim it’s some kind of cultural statement.”

D.C. Connection

Neil Steinberg's wife is in Washington, D.C., with her grandchildren while he walks the dog.

“Right now my wife is in Washington, D.C., enjoying grandchildren No. 1 and No. 3, while I’m here, tending to a dog.”

Pajama Trend

Neil Steinberg says pajamas are best worn in public by children or freshmen.

“Delving into fashion journalism, it seems pajamas are best worn in public by children up late or freshmen up early.”

Pajama Publicity

Neil Steinberg's pajamas are worn in public for comfort and practicality.

“The glory of age. Heretofore really important stuff? Not so bleepin’ important anymore.”

The short version

Neil Steinberg wears pajamas in public while walking his dog at night due to his elderly dog's nighttime needs and shoulder surgery recovery.

Read the original on Chicago Sun-Times

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