Super Comfortable, Video Chat Ready, Work From Home Clothing Guide

Note: some of the items in this guide were provided for review.

A lot of people are going to be finding themselves working from home in the coming days. And while most people are focused on telling you to bother getting dressed, and to be video call ready, let my 4 years of work from home experience, and clothing review experience tell you how to get dressed and be video call ready, while feeling like you are are in sweatpants all day. Here’s my guide.

The Pants

Yes, you could wear sweatpants all day, and yes the point of this is to stay indoors, but there is no need to actually wear sweatpants when you can buy pants which are just as comfortable, but wearable anywhere. My top picks:

  • Western Rise Diversion Pant (our review): made to be your everything pant, these are super comfortable. They offer a ton of stretch and fuzziness. They are my top pick.
  • OLIVERS Passage Pant (our review): a close second, the Passage Pant doesn’t quite look as good, but offers a stretchier waist band, which only adds to the comfort.

Pick the Western Rise if you find your pants never get uncomfortable in the waist throughout the day, or you want to wash pants fewer times. Pick the OLIVERS for the ultimate in at home comfort, but know that the waist will stretch out and you need to wash them to get the waist to shrink back up.

The Shirt

Let’s face it, the collar of your shirt is all most people are going to be seeing on a video chat. My top pick for this is the Outlier S140 One Pocket. Sadly it is not currently available and there is nothing else on the market even close to this shirt. It is supremely soft and comfortable, while having a look which easily passes for video chat business calls. Since that is out, here are some other considerations:

  • Western Rise Limitless Merino (our review): I recently wrote about this shirt. It is super comfortable, and looks really sharp. The stretch alone will have you lounging in style. The merino will keep you from needing to wash it. It will wear a little cool though.
  • Western Rise AirLight (our review): I only have the short sleeve, but that or the long sleeve would be great for anyone who wants a shirt that requires no special thought or care. Wear, wash, dry, wear. And it is super light while looking sharp.
  • Unbound Merino Classic Button Down (our review): nice and heavy, crisp look, still comfortable. It could use more stretch, but if you find yourself running cool in your home, then this is a great option.
  • Wool&Prince Polo (our review): for a little more casual look, nothing can beat a 100% merino polo from W&P. So soft.

Lastly, for my friends who live in cooler climates, consider a shirt-jacket to throw over the top of a long sleeve t-shirt. I love my Triple Aught Design Catalyst Field Shirt (our review), but there are plenty of others which will be more business friendly.

And for everyone who just wants a nice looking t-shirt to be comfortable in all week without needing to wash it. Outlier’s Ultrafine Merino T-Shirt (our review) is the pinnacle of luxury t-shirting.

Feet and Underwear

You are at home, wear your comfy underwear. As for socks, I recommend these for around the house.


Stay comfortable, stay home.

NOTE: where possible all product links on this site may earn the site money when you buy using those links.

Super Comfortable, Video Chat Ready, Work From Home Clothing Guide