What I REALLY Wear Every Day | 5 Winter Casual Outfit Ideas

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Based on comments that come in from time to time, it occurred to me that some of you might have the wrong idea about how I dress. I mean, yes, I love wearing suits and business casual outfits–and certainly post a lot of that on the channel–but for the day-to-day that’s not really what I wear? So what DO I wear every day? Today, I’m sharing five of my go-to winter casual outfits in a “what I really wear in a week” video. Enjoy!

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▪ Quilted Jacket (similar) →
▪ Uniqlo Buffalo Plaid Shirt →
▪ Double RL Jeans →
▪ Wool Hat (similar) →
▪ Bostonian Boots →

▪ Sherpa Shirt Jacket (similar) →
▪ Baseball Shirt (similar) →
▪ J.Crew Jeans →
▪ Wool Baseball Cap (similar) →
▪ L.L. Bean Camp Mocs →

▪ L.L. Bean Lined Flannel →

▪ Cashmere Cardigan →
▪ Flannel Shirt (similar) →
▪ Blackwatch Belgians →

▪ Lululemon Jacket (color not available) →
▪ Lululemon Shirt →
▪ Lululemon Joggers →
▪ White Baseball Cap (similar) →
▪ Common Projects Sneakers →

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What I REALLY Wear Every Day | 5 Winter Casual Outfit Ideas
What I REALLY Wear Every Day | 5 Winter Casual Outfit Ideas
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  1. My every day casual wear is a pair of jeans, a shirt or Polo, Thursdays Boots 'Captain' and a black quilted Barbour Jacket similar to @1:31

  2. Sick backyard!

  3. Hey Brian, would you maybe also make a video about all the vintage clothing that you own? I'd love to see what sort of outfits you could put together using just vintage pieces.

  4. Those outfits are kind of bland for my taste

  5. I fkn lost it when you actually dressed the tux and played with the dog. Great man.

  6. 💜💜💜

  7. Welcome back!

  8. You look like a james bond villain

  9. Wow 410 sneakers and 550 slippers. Not seeing the value there for around the house. I don’t want to take the dog for a walk or step in poop with those.

  10. I also like to buy classic styles that can last for years. However…I have a weakness: I love sweaters. I can’t stop buying sweaters. By now I have over 70 pieces, mostly Italian cashmere and wool of high quality ( all bought at great price). Do you think I have a problem?😄

  11. Can't wait to see the summer edition when it's the right time. =)

  12. Reply
    Cameron Cueva Clarke December 10, 2021 at 6:26 pm

    I was blown away by how damn comfortable and how damn STYLISH the lululemon gear was the first time I wore it. I actually got a pair of their joggers as a gift the first time and ended up buying a bunch more. I wear them casually all the time now.

    Great video!

  13. I just discovered your channel. I’m from FL but I go to college in VA now and live here so I can actually dress for the fall and winter. Love the content man!

  14. I got a merino wool crew neck just like your wearing. You're the reason I bought it, thank you

  15. I really enjoy the casual wear. It be awesome if you did more of it

  16. Given his other hobbies, especially the occasional cigar, I see a smoking pipe in Brian's future.

  17. Can you do a video on smoking jackets and robes?

  18. Excellent video, outfit No. 1 is my fav. And the one with the navy cardigan as well. But i didn't get the white baseball cap at the end. It was too white for winter, don't u think? Other than that keep up the good work.

  19. Well after 5 years of collecting Hamilton and Steinhart, today my wife surprised me with my grail for our 21st anniversary. A Seamaster Aqua-terra chronometer with all the bells & whistles, the caliber 9605, in blue no less. Just yesterday I was completely content and satisfied with my modest collection of ETA tool watches, THEN THIS. It feels great but overwhelming, I mean where do I go from here? Cheers from Miami

  20. Brian, I actually like Look 5. It's a sharp contrast to your usual suited look.

  21. Love the channel but Have to be honest, I only liked the first outfit (minus the hat) . Not digging the moccasins…they remind me of the shoes all the girls used to wear when I was in 7th grade back in ‘87

  22. Love the bottle of Laphroaig on the shelf🙌🏽🙌🏽

  23. Reply
    Yes!Election was rigged December 16, 2021 at 12:20 am

    Got some good style sense…

  24. Enjoyed the vid! Good looking GS you have there too!

  25. Some coole Styles – and the best thing they won't break the bank account

  26. Please include country of manufacturing and price, trying to stay with USA made products to support my fellow Americans.

  27. OMG Flannel!! Uff I have to say I would not recognize you in public, apart from your high-end classic look. In my mind you should be on the runway especially for fashion week. So, the first and the last dress were the only two I could barely handle. You are a handsome man, but I have an aversion to flannel, unless your profession is lumber jack. I thank you for not going to the depths of the sweats (sweat suit). 👍

  28. Wow, I'm so jealous! For work you get to play ball with the dog and wear a tuxedo??

  29. I have watched many of your content and normally like them but some of the outfits missed the mark a bit as some clashed. Also not a fan of grown up men wearing a baseball cap. However keep up the good work because you do make some great content. Cheers

  30. Sensible video

  31. Coming clean…I totally envisioned you in the James Bond tux look playing with the dog🤣 Never considered LuluLemon for me until my 20yr old son worked for them part time while away playing hockey. I thought he was just chasing girls in tight yoga pants until he brought home some really nice clothing for everyone for Christmas. Great fabrics and quality. Have that same LLBean shirt and like it a lot. This was a good video to see a more realistic casual but still very stylish you👍🏻

  32. Great clothing and great pieces of clothing style are like the Fine Armor you wear when you mean business heading out your door into the world beyond. Your just a bit dress down in and around the house.

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