Ultimate Shoe Guide For Men | What Shoes To Wear & When?

[@40OverFashion]

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[@KnoxRobbie]

Thanks so much John! I'm 40 now but a plain dressing country boy at heart. I'm finally trying to step my game up... This is super helpful so I'm about to dig into your other videos!

[@40OverFashion]

Awesome! Glad you’re considering stepping up your game!

[@ninjakris3004]

As always John, thank you for taking the time to help us out.

[@40OverFashion]

My pleasure!

[@chemboy63]

Thanks for posting this one John. Hope you're healing up as well as possible. I'd also agree that those slip-in sneakers that seem to be increasingly popular are an absolute travesty. I wouldn't be caught dead in those. My shoe game is strong and is one the aspects of my style that I feel best about.

[@Alex55455]

I have seen some nicer minimal leather slip on sneakers before but they don’t seem to be very common at all. The only thing in most cases where these may be useful a suede loafer would be a better option.

[@joegoedhart1259]

...or any loafers.

[@Alex55455]

Thanks John, this video is excellent and loaded with so much great information.

[@40OverFashion]

Glad you enjoyed it!

[@leonardcroft1467]

Thank’s John As Always Great Content . I’m a Shoe Guy , Love Your Choices !!

[@40OverFashion]

I appreciate that!

[@CanadaAstro]

Top notch content. Wishing you a speedy recovery.

[@40OverFashion]

Thank you!

[@chrisb3902]

One of your most practical and best style videos John!!! 👊🏻

[@40OverFashion]

I appreciate that! Thank you!

[@wallyg77]

Love these vids John, these are the types I usually share with some of my friends 👌🏻

[@40OverFashion]

Thank you!

[@joer8273]

Great points about the diff bw shiny leather and suede-like loafers. Night and day as far as casualness goes

[@hoozat007]

Good content John. I started making an effort to improve my style a year or so ago, and your channel is one of my 3 go-to advice resources. You’ve helped me a lot.

[@tomjamison3126]

Hey John, hope the Summer's going well! You're looking good post surgery! What's your go-to brand for loafers? Since we need to size slightly tighter with them, it's sometimes difficult for me to find a good fit and comfort balance.

[@joer8273]

This was great , John. Love the content about the winery too. Makes me think of this: I like to match my girl. Even if it’s just a date (not a first or second date tho). And I’ve NEVER met a woman who didn’t absolutely love that. Beyond making her happy, it gives you the confidence knowing you’re dressed appropriately and to her liking. Consider it one fewer thing to worry about for all those over thinkers out there.

[@40OverFashion]

Well said!

[@darryl1139]

Amazing video as always John. Great advice. All the best with your recovery mate 😀

[@40OverFashion]

Thank you!

[@seandolter]

Thanks, John. I followed your advice on sneaker protocols, got to Germany and saw everyone wearing sports sneakers casually. Would be cool to hear your advice on traveling and style alignment.

[@brennanford6182]

That’s Europe for you, sneakers everywhere

[@peterredit1305]

Another great video mate!! This is a big help, thank you so much!! Get well soon… 🦘🦘🦘

[@40OverFashion]

Thank you!

[@ervinrodriguez2065]

Great video, I was waiting for a video like this your the first to do one thanks am always wondering how to combine my foot wear with the rest of my outfits,this is great, thanks again 👍

[@40OverFashion]

Glad it was helpful!

[@Andoy12]

Like your shirt choices here as well as your other vids.

[@40OverFashion]

Glad you like them!

[@salemslotandmore8278]

Thank You for the Video 😀 Feel Better and GET BETTER !!!

[@40OverFashion]

Thank you, I will!

[@salemslotandmore8278]

@@40OverFashion ✅

[@MGAC1701]

This video is what I was hoping for. Thank you!

[@40OverFashion]

Glad it was helpful!

[@Shreadington]

You laid it out perfectly John.

[@40OverFashion]

Appreciate that

[@christopherbarker976]

Hi John good to see you again hope you are feeling better now . Regards. Christopher Barker

[@40OverFashion]

Yes, thank you!

[@Andoy12]

Nothing like a nice relaxed loafer, the universal shoe. A step up from a sneaker, while still can be dressed down

[@40OverFashion]

Couldn't agree more!

[@paulallen5267]

John, thoughts on what to wear to my son's rehearsal dinner the night before his wedding. Its in a restaurant we rented out, and we are in Atlanta (hot). I have linen pants and loafers, but I am not sure about a top. It's not formal. Thanks.

[@40OverFashion]

Maybe a nice Johnny Collar polo tucked in, in a contrasting color tone to the pants?

[@paulallen5267]

@@40OverFashion I like their style. I’ll take a look. Thanks man.

[@MarkSauble]

Great video! What suede loafers do you recommend?

[@40OverFashion]

Try Suit Supply & Shop Mehra.

[@iflyfa18s]

Legend. Great video! And I have that exact same polo shirt!

[@RyanKehoe36]

Just found your channel and have really enjoyed the videos I have seen so far. I travel to Texas a lot for work from the midwest and all my vendors wear cowboy boots regularly, either a work version like an Ariat if they are in the trades or a dressier brand like Luchesse or Tecova (Thursday has even jumped on the bandwagon with a Roper style boot) if they are in the office. Wanted to get your thoughts on incorporating cowboy boots into the footwear rotation of you are not from places that wear them daily.

[@nickkambitis5340]

I personally feel a nice pair of whole cut shoes in light/mid brown from say Crockett and Jones looks amazing with dark indigo jeans. Some people say you should only wear Derby’s or loafers! This is wrong in my opinion.

[@SABOREAME68]

⭐⭐⭐⭐ I'm glad you're on your way to recovery after your surgery. Stay Safe & Healthy... Abrazos

[@40OverFashion]

Thank you

[@dou2ble]

I prefer a matte leather over suede. What do you think of this?

[@ronm6585]

Thanks for sharing John.

[@chemboy63]

I should also add, that I've been sharing your videos with my wife. She's been trying to find something similar for the female perspective but everything really seem to be fashion heavy. She likes to look good, but is no a fashionista by any stretch.

[@andrewwetton9219]

My wife is asking too. Too much inappropriate dress sense out there for 18-28 year old women. Too revealing in every sense. “Athleisure wear” which looks like they’ve gone out to the mall wearing just a bra & pantyhose and have forgotten to put on a skirt or dress over the top.

[@KS-yb1wq]

John, question. Do you go with a belt or without in your casual look. Like your chinos, suede loafers, light weight button up outfit, with a belt? I don't think you had one on.

[@40OverFashion]

I almost always do. Sometimes for the sake of filming the video, and move pretty quickly with outfit changes. :)

[@matthewcormier8744]

Huge Fan Love The Content I see you are a great person

[@40OverFashion]

Thank you!

[@johncolyer4605]

What watch are you wearing?

[@grinchproductions6547]

Great video John!!

[@40OverFashion]

Glad you enjoyed it!

[@UncleWill1957]

Hey John, how do you feel about suede or leather Chelsea boots during the summer months?

[@40OverFashion]

Don’t mind them at all.

[@ann_andrew06]

Very good video John. I really like the combination of clothes and shoes in the samples. In my case, for example, in the summer, apart from loafers and leather shoes for formal occasions, the rest of the time I wear flip-flops and sandals. I would like to know what type, brand or even material you use in your flip flops or sandals, could you talk about this in another video or comment?

[@40OverFashion]

I only have one pair of flip-flops that I wear occasionally around the house. Otherwise, I don’t pay that much attention.

[@mikereese15]

Great advice and suggestions

[@r.b.1504]

Top Content ...best regards from Germany ....you are my favourite

[@40OverFashion]

Thank you!

[@amitrana3302]

Amazing tips❤️

[@gryffydd42]

A question came to mine that might merit a different video: discussing shoe materials & what’s ok versus faux pas? Are there non leather ones that will still look good? I have a pair of Oliver Cabel white sneakers that are real leather, but also have pair of black sneakers by Cole Haan that look like leather , but seem to be hybrid or non leather (shoe polish didn’t work with them). Sometimes shoes (and boots) are advertised as leather, but actually only have it on inside, too. It can be very confusing , especially if you buy online & havent seen/felt them in person.

[@Dappertrucker]

I still can pull of a high top sneakers in my summer linnen old money styles

[@MichaelReade-r1g]

Brown or taupe single monk strap?

[@Musashi12525]

I own the brown Thursday loafers, true to brannock size. I wear 8.5E and the 8.5 fit great. One thing is though it does touch the ankle bone when walking. It is comfortable but it also might bother some. The Brown color way is extremely sexy, women compliment me when I wear these loafers. Get em, well worth the price.

[@dr.dealgood2690]

What about a corporate casual office function? Basically it is a corporate casual outdoor barbecue for all staff. Standard dress is business casual, (manufacturing company). Any suggestions?

[@40OverFashion]

If it’s at work, I would still stay with your standard business casual. If it’s away from work, go as casual as you like.

[@cms3000]

What state and city were you born in? your English pronunciation is very clear.

[@kenmartin2173]

Great video, thanks. Question, what is the brand of polo you wore in the video? Also, in the winery section you modeled a light blue. What brand is that? I definitely need to add to my shoe collection!

[@40OverFashion]

The brown polo is from Amazon, and the light blue button polo is from Express.

[@kenmartin2173]

@@40OverFashion Thank You!

[@hamidz3113]

John I wish you speedy recovery.

[@don_kandon6006]

Would oxblood, burgundy double monk straps in museum calf leather is good for weddings and for night date? Because i am thinking of building my shoe collection and when it comes to true dress shoes, thinking of black whole cut oxfords and double monk straps in oxblood/burgundy monk straps. For casual stuff- dark brown suede penny or belgian loafers and two pairs of dress sneakers, white and black.

[@karlr750]

Burgundy monk straps should be excellent dress shoes, particularly for any situation where the black whole-cut oxfords would be too dressy.

[@chuckcribbs3398]

Serious question: do you put a new, shiny penny in the penny loafers? Is it too cringe?

[@40OverFashion]

I don’t.

[@deepaktaruna]

which belt to wear with white shirt , blue denims , white shoes?

[@MrClassicmetal]

What kind of white shoes, sneakers?

[@40OverFashion]

Light gray or blue

[@CanadaFree-ce9jn]

What does a modern clean suede loafer say over a polished pair? "I am stylish with a measure of wealth but I am also warm and approachable." Great video John, nice to see you up and about after the surgery.

[@StevenHughes-hr5hp]

Sneakers if you do a whole lot of walking. Otherwise loafers are the go to choice. Both in solid black. Dress pants are thinner than jeans or khakis so they work better in Florida. Let the place you are going dictate the shirt.

[@SeanA.Skeete-wd4vi]

Enjoyable fashion "commentary😊❤🎉💯."

[@40OverFashion]

Thank you!

[@joegoedhart1259]

I have Thursday boots. Absolutely love them. I think people are either a boot person or a loafer person. Loafers to me look a bit on the feminine/slipper side. I wouldnt be caught dead in a pair of loafers. Sorry.

[@ORBEX]

Good content, although I personally am not a fan of white sneakers on a grown man, even if they are dress sneakers.

[@omarcortes5754]

Dressing for a wedding sometimes gets a bit challenging. Is not easy to find that sweet spot.

[@clydekimsey7503]

Just wear traditional black dress shoes

[@TheChipster61]

Bonus Tip: Make sure your shoes are clean and maintained.

[@mactryx]

Your location is dictating your style. You need to pick up the PNW vide of black socks and sandals. 🙄 Thanks for a well thought out and helpful video, John. Positive thoughts for a speedy and complete recovery!

[@40OverFashion]

Thank you!

[@joer8273]

Black jeans are way harder to pull off than people think. And shoe choices are even tougher. I advise against black jeans. Period. (And I’m respectfully not on board for boots in summer either).

[@D2222]

I really just wear cleaner leather sneakers.

[@kevinhernandez4830]

I just wear socks and sandals with super skinny jeans and a long baggy Tee shirt. No accessories at all and it gets me laid.

[@biggboi1967]

😂😂

[@roxtar38]

I'm THAT flip-flop guy. Mind you, I'm talking a nice leather thong (like Olukai). I will not wear them with denim or other long pant, but In the casualness of summertime, they are more a staple for me. I'm land-locked in Ohio (I don't count Lake Erie), but my heart and soul belongs to the coastlines of the US. If my wife and I are hitting a pub for grub and drinks, breezy linens and leather flip-flops are my goto. Sorry, but not sorry. 😊 Edit: I have a few pairs of loafers that I've purchased over the last few years that I never wear. I think I look goofy in them, and for me, they've never looked right with shorts or summer pants. I don't follow many "rules" in style or conventional living. At 57, my basic tenet is don't dress like you're 25. Otherwise, I do what I do for me. If I'm comfortable, then I'm confident and feel good.

[@AdrianHall-Cooper]

With you on the loafers and shorts, just looks a bit odd to me.

[@roxtar38]

@@AdrianHall-Cooper Yeah. I've tried it, but it doesn't work for me. I'm an old rocker/musician hobbiest with tattoo sleeves and sort of an unkempt medium flow haircut. I feel better staying in my lane of uber-casual rather than that more refined look. Don't get me wrong, when occasions call for it, I can suit up or do business casual. I just don't match up with all the influencer advice.

[@ThommyJane]

Leaning a little too heavy on the word super.

[@nordan00]

What about Fani and Nate? You think they dressed up during their taxpayer funded jaunts to the various wineries?

[@KlausKokholmPetersen]

When and how to wear loafers or monkstraps: never.