How to Wear Dress Shoes with Jeans and Rules You Should Follow

In this video, I explain how to wear dress shoes with jeans and some of the basic rules you should follow. I also talk about the difference between an Oxford and a Derby shoe.

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50 Comments

  1. guitarthief on March 20, 2020 at 10:15 pm

    that monkstrap and jeans really good

  2. Becoming Godsize on March 20, 2020 at 10:15 pm

    Just wear Chelsea boots.

  3. J Serrano on March 20, 2020 at 10:17 pm

    Great info but more visual aid would be better.

  4. Matt Hoffman on March 20, 2020 at 10:18 pm

    What about denim stains on the shoes? That’s gotta happen with jeans

  5. Pit Dawg on March 20, 2020 at 10:21 pm

    You wanna tell us how to wear shoes with jeans at 40’s with that feminine hairstyle? Seriously? I don’t think so Mam. Lmfao Hahahaha

  6. rajeev Kumar Singh on March 20, 2020 at 10:22 pm

    nothing substantial u told in video

  7. Paul Gasper on March 20, 2020 at 10:23 pm

    Waaay to much product in your hair. You have badass hair. You don’t need all of the stuff

  8. Leslie Payne on March 20, 2020 at 10:23 pm

    Where this helps is short trips and all you want is a carry on. Wearing the shoes frees up space in your carry on. Got a be careful not to scuff them on the flight though.

  9. Mike Clarke on March 20, 2020 at 10:23 pm

    Jeans and dress shoes…? Only in the U.S.A. I say! Never by real gentlemen.

  10. Luis Perez on March 20, 2020 at 10:24 pm

    What do you think about boat shoes? Do you have any style suggestions?

  11. Search Rank Optimize on March 20, 2020 at 10:25 pm

    It would help if you name the brands which ship internationally. The generic shoe name are good. But specific brands will help as well.

    Because not all brands make all types of shoes. You could also be more specific and give advice to folks with different budget ranges: High End, Mid Range, Low Range and Pocket Friendly (the fast fashion types which are the easy come easy go and since price is low, its the way-to-go for many). Not everyone would like to straight away throw big bucks on expensive shoes! Some (lets be honest) cannot even afford them! While this channel is for a specific demographics, certain demographic groups may want some affordable fashion suggestion!

    Important: Please do recommend something for those in South East Asia viz Indian Subcontinent, Nepal, Thailand, Singapore, Malaysia, Indonesia, Ceylon, Vietnam, Bangladesh, etc.

    This should be super helpful.

    Finally, good going! Keep it up!

  12. Timothy Flanigan on March 20, 2020 at 10:26 pm

    Great content for many to take to heart. You know who you are. 😊 Love your suggestions even at my 75 140lbs. Still thinly sexy. 😂 never say die but always open to change.

  13. Sanam 786 on March 20, 2020 at 10:28 pm

    Good job sir
    From india

  14. 07Bacsu on March 20, 2020 at 10:31 pm

    When you’re talking about these things why are you wearing them ?

  15. Zenbeach Traveler on March 20, 2020 at 10:33 pm

    Rules? When a guy is handsome he makes the rules.

  16. David Carpenter on March 20, 2020 at 10:33 pm

    The brogues are incorrectly laced, the method illustrated would be used for boots.

  17. yank1776 on March 20, 2020 at 10:35 pm

    Never wear dress shoes with jeans and if your over 40 never wear jeans period.

  18. OWOT1966 on March 20, 2020 at 10:36 pm

    Like the cap toes and monk straps.

  19. Brits first fitness on March 20, 2020 at 10:38 pm

    Have to say what makes you the expert what to wear.

  20. Atif Mumtaz on March 20, 2020 at 10:39 pm

    You got a subscriber

  21. Samson Inghi on March 20, 2020 at 10:42 pm

    Sir I want to buy but not deliver to my pincode and address? Why?

  22. Don Schenck on March 20, 2020 at 10:43 pm

    And now I know the difference between an Oxford and a Derby! Thanks!

  23. BBW NUTS on March 20, 2020 at 10:44 pm

    He’s spot on!.. I am no fashion designer but I’m already following these rules of dressing. I rarely put on dress shoes even casual with jeans but whenever I do, I follow the mentioned way in the video. After watching this video; I kinda feel proud of myself that I have a great sense of style.😆

  24. Achilles Avendano on March 20, 2020 at 10:45 pm

    Awesome….thanks

  25. stephen rayne on March 20, 2020 at 10:46 pm

    This guy has the worst fashion sense…being an american that almost goes without saying.he looks like he’s trying to look like a preppy schoolboy. yuch!

  26. Bijay Tamang on March 20, 2020 at 10:46 pm

    The only shoes that go with any jeans is Cowboy boots and that’s how Jeans and Cowboy boots were born. They are made for each other mate.

  27. Doctor Skull on March 20, 2020 at 10:48 pm

    I try to avoid wearing dress shoes under any circumstances.

  28. Butch Barba on March 20, 2020 at 10:48 pm

    Just change your hairstyle though.

  29. K T on March 20, 2020 at 10:51 pm

    Great Info. Sir … appreciated 👍
    It’s a Deal 🤝 to like : share your vids
    But keep bringing good stuff like this … and Yeah for MATURE PPL ..💚💛💙👍✌️

  30. Simna Industries on March 20, 2020 at 10:53 pm

    Nice…… Lots of LOVE from INDIA.

  31. rocco lotito on March 20, 2020 at 10:53 pm

    Great advice, thanks

  32. Jonathan Sheneman on March 20, 2020 at 10:55 pm

    You don’t think heavily distressed white denim and patent leather dress shoes is a good look?

  33. Sam Hancock on March 20, 2020 at 10:55 pm

    Please start showing more combo’s, such as different styles of jeans with different shoes accommodated by stylish belts and shirts. It would be greatly appreciated. Your style is spot on and we enjoy your unique tips. Thanks in advance.

  34. Kristi L on March 20, 2020 at 10:57 pm

    Another 40 age style tip video 🤦🏻‍♀️ Who cares is you are above 40 and “trying” to look young. As long you feel confident and rock the outfit who cares what others say or think.

  35. thomas walsh on March 20, 2020 at 10:58 pm

    Use shoe trees man, and don’t forget to condition and polish your leather shoes they all look really thirsty.

  36. TheHeartbreakkid2010 on March 20, 2020 at 11:00 pm

    Please add pics to your video for better visualisation and better understanding

  37. OWOT1966 on March 20, 2020 at 11:01 pm

    Cowboy boots look best

  38. trevor ross on March 20, 2020 at 11:04 pm

    Do you think your advice is applicable in the uk?

  39. M T on March 20, 2020 at 11:04 pm

    So why should I watch/listen to some random guy on YouTube, who has zero qualifications on style or fashion, about tips on style and fashion? Does he own, or has he designed clothing for any of the most popular known fashion houses? Has he been writing on style or fashion for any any major media outlet such as GQ, the NYT or CNN? Has he done anything besides garner a lot of YouTube hits? Answers to all questions: NO

  40. Rick Warren on March 20, 2020 at 11:05 pm

    How about Big overweight guys, that aren’t rich enough to buy lots of clothes and shoes?

  41. Frank J on March 20, 2020 at 11:06 pm

    Clear as day, very insightful. Thanks for helping me, a 40 y/o working pro, get a handle on gentlemen style.

  42. SOURAV CHATTERJEE on March 20, 2020 at 11:08 pm

    Subscribed your channel. From India.

  43. Malcolm Jones on March 20, 2020 at 11:08 pm

    This dude is dope!!!! 💯💯

  44. pravin shahapurkar on March 20, 2020 at 11:08 pm

    Which Pant Colour use of Grey Colour Shirt

  45. silverpoof on March 20, 2020 at 11:10 pm

    I do enjoy John and his channel. The only thing that bothers me is the "Woody Woodpecker" hair in relation to the topic of dressing age appropriate. I see this "Quiff" hairstyle on young men. Looks like John is trying to add 4 inches of height to his frame. He has a headfull of beautiful hair.

  46. Max Montair on March 20, 2020 at 11:10 pm

    He seems alright why all the downvotes

  47. Jason Beaman on March 20, 2020 at 11:11 pm

    What is the exact color of the first shoe?

  48. Robert Beightler on March 20, 2020 at 11:11 pm

    Sure, if you want to look like a hipster.

  49. Rmd Rmd on March 20, 2020 at 11:12 pm

    I have different colors of brown, black, blue, red, green, bordeaux and they al work with jeans. the only think you have to wacth color of the jeans

  50. Vashkar Dhar on March 20, 2020 at 11:12 pm

    Thank you for your idea

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