Generally speaking, I pick a boot based off the environment I'm going to be using them in, not the cloths I'm wearing.

I have one pair of boots that I wear for everything except working out. Im a simple man.

1. Loggers 2. Insulated winter 3. Rubber mud boot 4. Pull on wellington or engineer 5. Fun boot like a zipper tank boot

I would add in a pair of hiking/walking boots, always handy to have.

I've never seen a city person put so much thought into boots. Very interesting

I guess my cowboy boots are the fun boots

I have both kinds of shoes: black and brown.

I got 3 shoes, my combat boots, my running shoes, and my flip floppy for water.

1. Work boots 2. Hiking trail boots 3. Docs- concerts and shows 4. Dress boots

Not everyone is a hipster. That first pair are most definitely not work boots.

My torn up square towed boots work for every occasion

I'll stick with my Wellington waterproof work boot. Thank you very much.

Boots for guys who never worked a day in their life.

I really like the first two pairs!

1- work boots. Wedge sole, moc toe 2- work boots. Cheap ones for when the moc toes are at the cobbler 3- work boots that I keep in my car, just in case 4 - steel toes redback when its hot in the shop 5- cheap ass timberland 6"

Chukkas don’t even count as boots in my book. They are just leather sneakers

Found out about Thursday Boots through one of your videos and bought a pair. Love them!

I ain’t country but damn does this guy make me feel like it and I live in a city 🤣

Steel toe, leather jump boots, combat boots, rain boots, and something silly as a treat.

I just got cowboy boots and that's enough for me

The only boot i have is the FUN boot, in the exact same color, i really love them.

Bro casually talking about boots wearing a god tier Casio!!

Aw, no love for the combat boot? 😞 Interesting fact: combat boots are made in smaller sizes due to the boots being issued to a wide spectrum of servicemembers; some of whom have small feet. 😉

If you've got very long feet (US 13 or longer), anything with a plain toe box looks like a clown shoe. Chukka boots are off the table for homo-sausagefoot. You need some kind of toe cap or detailing to draw the eye, or you need to wear very dark shoes, as they look shorter. I have a pair of light coloured desert chukka boots that I can never wear in public 😅

I only go for boots that has that heel thingy. I dunno, it feels like every step I take has elegance.

I as one who owns more than 20 boots loves this. Moc Toe boots are awesome 😊😊

What brand are the chukka boots?

A pair of engineers or tanker boots is a must!

I’m pretty sure I have 5 pairs of steel toe work boots. I wear them for work not for fashion.

Next is the list of purses and scarves 🤣

RM Williams, nice choice! Can't get better.

I really like your "fun boot" recommendation

1. Monkey Boot 2. Engineer 3. Iron Ranger 4. Boondocker 5. Whites LTT

1. Doc Martens cherry red 2. Herring desert boots 3. Chippewa engineer boots 4. Harris Dryboots 5. GriSport Crusader walking boots Blimey didn't realise I have five different ones.

Those "work boots" have never seen a day's work in their existence and would get you kicked off any work site you tried to walk onto.

Great list!!!

I have Work boots i can work and hike in, trainers i can skate/ ride in, and flip flops. When they gets worn i repair them. If i can't repair them i replace them. There's no need for excess and i love and know everything i own.

Got a pair of Solovair chukka boots this week. Great all round boots.

I wear a pair of all black Danner combat boots every single day. I’ve been wearing them for almost 5 years now, and they just need new soles.

I got boots for cold weather, boots for warm weather and work boots

Replace the the Chelsea with a suede or leather roper boots and add a pair of Western square toe for casual nights and some round tie for when you’re feeling dressy 🤠

4 pairs of cowboy boots and a pair of tactical boots.

Cowboy style slight pointed toe a must!

2 pairs of iron rangers one pair for work and the other for going out

Here at aperture science we have Fall boots -Cave Johnson

hiking boots, hard toe work boots, motorcycle boots, snowboard boots, surf boots

I like to use flip flop and slippers. Very comfortable

I actually already do have the last one. Got the r Red Wing Classic Moc Alphine which I think it is part of the fun boots

Hunting boots and some waterproof knee boots for me

Disappointed that bro didn’t bring up ankle boots like new rocks

Fun boot. Nick's, bison leather oxblood Smooth over rough out.

Only pair of Chelsea boots I have are a white pair that I wear with my Stormtrooper armour, they're comfy but I'm not a big enough fan of them to get a regular pair to wear. I love my tan desert boots and my dark brown suede derby boots though.

That green ain't no lie that was nice

What chukka boots are those? Look like Redwing Weekenders?

first boots all ya need homies

My cowboy boots are my work boots they are easy to wear and my goodness are they the most comfortable pair of boots I have owned

Brock, always wondered, what's your opinion on Clarks Wallabees?

Cowboy boots go with everything even shorts 😂

Dress boots Casual dress boots Shopping dress boots Going out to eat dress boots & funky dress boots 👌

Remember when boots were for working.

I have a pair of cowboy boots and a pair of lace up boots that I wear for dress or outdoors I just clean them off

What brand are those chuka boots?

Tbh, one pair is 100% enough if you aren't into it.

My iron rangers are full of grease and dirt because I actually work in them.

Man I miss your videos

I got swiss milsurp and redwing steel toes I got from work lol

I like the green kudu Grant stone Desiel boot

What kind of boots are the green suede boots.

Every man has a pair of cowboy boots

you need good work boots to stand in line for government handouts

Lace to Toes and Engineers too!

Thorogood boots for work. Corcorans for anything else.

Great to see our RM Williams made it in at No.3 🇦🇺🇦🇺🇦🇺

I own 4 pairs of boots.....dirty work boots(for actual work), nice work boots(for meetings at a construction site), my black cayman boots and my custom boots(both for dress events).

I hate the small toe box

i just have rubber boots, goes with everything!

Me personally my list for an everyday person is 1. Work boot (FOR WORK) 2.Cowboy boots (Only use with bootcut or cowboy cut jeans) 3.Lace up dressier boots, more of lower 4. Same as 3 but more of a taller one, kinda like a service boot height, if not then a little bit taller 5. A fun or exotic boot, a green boot, ostrich skin, whatever you want it to be in Now for my list I will be a lot more specific, like the color 1.Square toe work boot in brown 2.Round toe roper boot in black for work 3.Round toe brown boot for dress 4.Round toe black boot for dressier occasions 5.Round toe Suede/Nuback boots for dress 6.Exotic boot, Round toe most likely a grain ostrich boot All in cowboy boots (Except for the roper of course)

I hav none but the fun boot and Heelys... welp

You misses rhe gumboots 😂😂

Loafers, cervice boots, chukas, derbies and offroad boots. Nothing alse need for me. Chelse boots looks nice just from distance.

Just need hiking and tactical boots.

Whenever I wear boots, my jeans near my ankle gets bunched up. They don't slide over the boot opening near my ankle. Any solutions to this ?

Lets give Stridewise some credit since he's show clips of his videos.

I have them all in multiples 😊

I have lineman boots, cowboy boots and hiking boots.

1. Western boot 12” shaft 2” heel squared toe That’s the entire list.

I have the last one lmao

My list of 5 boots: 1 Timberland 2 Timberland 3 Timberland 4 Timberland 5 Timberland Yes I am a faithful man

And for real men who wear boots all day long and not just for style….no boots.

All you need is two work boots and cowboy boots

I only love army boots/ combat boots

I wear $10 high rain boots with fluoro orange kilt with pink spandex long sleeve turtle neck tight top

I only need one pair boots. I have two because I decided to try a pair of insulated boots. Don't really need them.

Tell me your an urban hipster without telling me your an urban hipster

Not being a hater but being blue collar and from Texas I have to disagree with most of this. The dressy and casual boots can be their own 2 classes but the others just seem redundant. As a working man you need work boots and other rough n tuff boots. Then after those 4 classes you can go for some fun wild cards.

Question does someone knows the name of the brand of the chukka boots I would appreciate it they looks amazing.

My shoes don’t have laces. Ain’t got time for that.

Dang I have Cowboy boots Insulated mud boots Steel toe mud boots And steel toe work boots

Whats a comfy,waterproof boot? For work I always wear flat shoues killing my knees

Do my steel toes that I wear for work count?