How to PROPERLY Wear Chelsea Boots || Men’s Fashion Fall 2020 || Gent’s Lounge

If you’ve ever wondered how to style Chelsea Boots we’ve got you covered. These are the boots in my closet. #notsponsored

The Boots:

Thursday Boots:
Ted Baker:
New Republic:
To Boot NY:
Paul Smith:


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  1. Reply
    Abdullahi Abdi November 3, 2020 at 8:55 pm

    Im afraid of them

  2. Reply
    Abdullahi Abdi November 3, 2020 at 8:55 pm

    But they are amazing, time to step out of the comfort zone

  3. Reply
    garyjohnmay November 3, 2020 at 9:09 pm

    I have a pair of camel suede chelsea boots, I love them but they have a crepe sole and squeak like crazy…..any tips in how to stop the squeak? Thanks

  4. Reply
    Yash Yadav November 3, 2020 at 9:30 pm

    George & blake you both are amazing

  5. Reply
    Randyguitar November 3, 2020 at 9:37 pm

    I like the black Chelsea boot look. Although I think they would look better if the jeans weren't cuffed. The cuff breaks up the smooth lines with the black boot. Im looking for a good black Chelsea boot myself. I love a Chelsea boot with a suit

  6. Reply
    O. Shawabkeh November 3, 2020 at 9:55 pm

    Stylish, as usual

  7. Reply
    Omar Jimenez November 3, 2020 at 10:28 pm

    I prefer the old more relaxed laid back way of talking from the couch instead of standing. It was different and felt more like a casual chat

  8. Reply
    njuafed71 November 4, 2020 at 12:07 am

    Chelsea boot is not for everyone.It works well with slim guys and slim pants.If u are a heavy guy,be careful with chelsea boots for it might just mess up your proportion but some heavy dudes can pull it.

  9. Reply
    Arsalan Hasan November 4, 2020 at 1:44 am

    I was searching online today about Chelsea boots and this video just popped up.

  10. Reply
    Ron L November 4, 2020 at 2:48 am

    Never warmed up to the Chelsea boot, I’ll take a pass.

  11. Reply
    AMG Heisenberg November 4, 2020 at 2:49 am

    R.M Williams are probably the best you can get.

  12. Reply
    Uras ‘Dante’ Ar Çeçe November 4, 2020 at 4:41 am

    Hey , can u make a video for body tipes and canvas – chino pants ?

  13. Reply
    Gil Pimentel November 4, 2020 at 6:15 am

    Really like the black boot look awsome style

  14. Reply
    David M. Spence November 4, 2020 at 7:27 am

    Great point about the last/toe. Rounder definitely makes them more casual. Hope you're both keeping well and safe – best wishes

  15. Reply
    Justin Penner November 4, 2020 at 7:35 am

    Where do you guys get your jeans?

  16. Reply
    fkgalarza November 4, 2020 at 10:41 am

    Is it just me, or did George's brown belt and black leather Chelsea boots combo make anyone else cringe? I get that he was trying to match the belt with that killer coat, but I couldn't handle it… Sorry bruh

  17. Reply
    Alejandro November 4, 2020 at 11:42 am

    I would like to see how to style them with more relaxed cropped pants.

  18. Reply
    willjavtor November 4, 2020 at 2:28 pm

    George can you tell me where you gat that tan waist coat?

  19. Reply
    You'll make it November 4, 2020 at 3:36 pm

    Brother can we get a new video on peacoats/long coats and denim brands please love u

  20. Reply
    Robb M. November 5, 2020 at 12:43 am

    Can I wear them with t-shirts?

  21. Reply
    S. Patrick November 5, 2020 at 5:41 am

    Just bought two pair and they both fit nicely but when I walk they buckle around the ankle. Is that okay or should I go smaller?

  22. Reply
    Albert Warner November 5, 2020 at 8:00 pm

    Hello Brother,
    I just came here to ask you one thing would you like to do a review of a brand called Lethato as they also make the best quality Italian Leather Shoes for Men and I love their shoes, can you do a review on this brand?

  23. Reply
    Gerberth L. Mendez November 6, 2020 at 12:41 pm

    Here are some recommendations:

    •Thursday Boots $200+

    •Meermin $240+

    •TLB Mallorca $300+

    •Allen Edmond $300+

    •RM Williams $490+

    •Carmina $500+

    •Crocketts and Jones 600+

    •John Lobb $1, 300+

    •Edward Green $1, 500+

  24. Reply
    Peter Mckoy November 12, 2020 at 5:20 pm

    What do you mean they are all the same?? An expensive YSL is so different from an aldo!!!

  25. Reply
    Peter Mckoy November 12, 2020 at 5:22 pm

    And to wear a pointed chelsea need to be worn with a tailored-tailored clothing..surely not!!! What is neede is proper proportion and length of your pants.. wow!! Really??

  26. Reply
    Dr Zaius November 14, 2020 at 1:40 am

    Just experiment and see what works. I agree that fitted works, but too much can start to look a little too fat Mr. Incredible, to my eye. Also, I have some nice wool trousers that are a little more traditionally-cut, that look amazing with some Carlos Santos Chelsea’s. I also have some skinny jeans that stack like crazy, and look absolutely stunning paired with chelseas. Just experiment, you’ll figure it out.

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