3 Types Of Loafers Every Man Should Own (Plus 3 You Shouldn't)

Loafers are super versatile and a great finish to almost any outfit. Here are my picks for 3 types of loafers every man should own!
Be sure to check out the related videos below for more in-depth details about the different shoes as well as how to wear them.
As always, we're proud to be #SponsorFree. If you appreciate the lack of crappy product pitches, keep it that way by clicking the links below to make any purchases - which gives us a tiny commission.
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PRODUCTS IN THIS VIDEO
Penny Loafers
Designer Picks:
Prada → fave.co/2LbDEfl
Ferragamo → fave.co/2LARYdL
Budget-Friendly Picks:
Johnston & Murphy → fave.co/2LztBNw
Bass Weejun → fave.co/2Lx43R2
Drivers
Designer Pick:
Tod’s Suede Loafers→ fave.co/2JcWEot
Alternative: Brown Version of Tod’s Loafer → fave.co/2J7Te6n
Budget-Friendly Options →
Boat Shoes
Sperry Top-Siders → fave.co/2LAPxYj
Formal Loafers
Designer Pick:
Christian Louboutin → fave.co/2LxM393
Budget-Friendly Pick:
Vince Camuto → fave.co/2LwWiKM
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DORIAN’S OUTFIT
Brooks Brothers Polo → fave.co/2IsFs1m
Omega Watch→ fave.co/2I9D6Bg
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FREE MEN'S STYLE EBOOKS
To download my free ebooks click here →
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FOLLOW ME
● Instagram → mfer.link/instagram
● Twitter → / awxinc
● Email Newsletter → awest.me/newsletter
● Instagram (Ashley personal) → / ashleypweston
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[@keyboardwarrior6890]

😂😂😂 well tassel loafers are my number one and im 20 👌🏼

[@vincentchamberlain107]

Agreed

[@awlabrador]

I grew up wearing Bass Weejun penny loafers as a teen in prep school, and I still like them today as an adult. Classic and traditional in an understated way. I've seen online reviews stating the Bass Weejun build quality has fallen off, but I haven't noticed. Maybe some of those reviews are old. They do take 2-3 days of wear to break in comfortably, though.

[@MrKikopr]

Very detailed and on point. My favorite is the dark brown penny loafer. So glad you recommend it.👍🤗

[@danf2]

My favorite loafer is my uncle.

[@marcg6226]

When I visited Colombia back in 2015 a very popular shoe for the more stylish men was a suede driving moc with horsebit. With the lighter outfits they had on the coast it did pair well. I ended up getting a pair. They are now my dancing shoes.

[@mistermatsuda]

I love boat shoes unlike many here. I only wear them with shorts though. Here in Hawaii where most guys wear baggy shorts and flip flops or basketball shoes, it's an upgrade for sure. I like the ones Made in Maine.

[@d.fenestrator9529]

Rancourt FTW!

[@stephenmerrick3189]

I have a pair of tan Sebago Docksides that are over 30 years old. Have kept the leather conditioned and they are worn, but not worn out.

[@runnerup9786]

Love all your videos @AwXInc, this advice and etiquette of dressing correctly is hard to find. Your videos are concise, to the point, clear and helpful!

[@jeremiahbok9028]

Thoroughly enjoyed hearing about your (and my) favorite shoes. The models looked great in his since they didn't have any hair showing. Do you guys recommend shaving, trimming, if so the entire leg or just around the ankle? Thanks so much!

[@RedwoodAggie]

Very informative video. I definitely need to get some driving mocs. Penny Loafers always seemed like little kid shoes to me, but I guess that's clearly just me! You lost me with the green, but I will stick with the main suggested colors. Which watch is Dorian wearing in this video? It looks pretty good.

[@Powerpopper05]

Well, I stopped listening the moment you dissed Tassel Loafers im afraid.

[@BootlegJackSparrow]

Absolutely... Man those are actually the best looking loafers. What's talking about...

[@avhiesheiekh]

agreed 👍🏻

[@ronaldo9120]

Girl doesnt love them coz they hate something who more beautiful than they are 😂

[@MrMemo144]

For driving Mocs would you recommend Jack Erwin as a more budget friendly option?

[@RMD147]

Hi Ashley what do you think of the dutch shoes for the van Bommel brand

[@muffemod]

Horsebit loafers are classic they will never go out of style.

[@Jesblaze3]

Love you guys. I've slowing been upgrading my wardrobe thanks to you guys. I really appreciate it. Keep up the good work.

[@samuelbezerrab]

The format of the video is awesome again!!

[@jasoncabreros]

Hey guys, about to jump in and get my first pair of loafers. Does the Allen Edmonds Cavanaugh Penny Loafer fall into that category of the old guy, sewn edges loafers you mentioned we should try to avoid? I can't tell and need your advice. Thanks!

[@AdrianGarcia-sf3uw]

A style breakdown/critique on famous fashion bloggers would be interesting to hear from you Ashley

[@Lassehansen3]

Very happy that the second part was added as there technically only was one actual loafer before that 😉 anyhow really great shoes for summer!​

[@komaldave1803]

Love you guys!!!! Thanks for sharing all style advice. Can you please suggest your favorite women Loafers. Thanks

[@gabrielcantu7532]

Thanks for the video you guys. Im a big fan of penny loafers. And yes your right, they look great with my chinos. Again, thank you guys. Love yall😘😜👍

[@YousefHamza]

Love this video, Thanks a ton.

[@theblondebomber]

Don't know if you read comments on older videos -- but here's my question. I'm tempted to replace my navy suede derby shoes. These have been my dressy business casual go-to for the summer. Thoughts?

[@eastasiavoyager4616]

I now spend a lot of time in SE Asia. I tend to wear good quality silk shirts and coloured linen trousers. What would you recommend as a loafer in these locales? The event is every day wear but to look smart and not shabby cool

[@austinzizzi1142]

Needed this video thanks

[@Plymouth_Belvedere]

I just bought my first proper pair of loafers. Im super happy about owning a pair

[@bernardocourrege6283]

Short, detailed and perfect video!

[@noctiscaelum7623]

I have some black LV horsebit loafers, just curious can they be worn with a suit?

[@vindicator75]

What are your thoughts on the Belgian loafers? I heard they are getting hyped in the sartorial world

[@PolorMac]

How should your loafer fit? It normal that your loafer slip at the heal, since there is no lace?

[@gohilabhi]

I like all the style of Loafers except the boat shoes and Penny Loafers as well as driving moccasin are my favorite.

[@gohilabhi]

I would like to add that Ashley is too ocd about shoe laces and tassels. I am one of those people who actually appreciates the aesthetic of the look a well tied laces and perfect tassels provide. I am sorry if I have offended, I don't intend to do so.

[@7777muneeb]

lovely video as always

[@albertoclonado]

How is the quality nowadays pf H. G. Bass’ Weejun loafers? Are their worth the money?

[@oldfarty]

Other than no show socks, would you allow men to wear regular socks with driving shoes? If so, what occassion/s would that be?

[@sereveba]

I liked the expose of these types of shoes. It will be nice to see a whole video on boat shoes and how to style them with clothes, and also how to tie their laces making cool knots like double barrel which make a really cool and different fashion statement.

[@larrygamarel5894]

What’s your opinion on Bruno Magli Ago or Peter? The almond toe adds a nice modern twist.

[@classyjuanito]

In my opinion, the penny loafer is the best out there in the market, i own a few pairs my self.

[@gilbs72]

Even Gucci iconic 1953 loafers have a subtle clinking sound!

[@SubconITDude]

Hey, guy's, I love bit loafers, have budget Cole Haan and a little more upscale Ferragamos. I where them alot with my purple label navy blazer (classic cut) with slim/ modern cut jeans/ slacks/ khakis. When I in a group, they always think I'm the boss. Not that it makes me look old, commands respect. Still wondering if I'll bite the bullet and buy the iconic 1953 Gucci loafer. Great video, keep posting.

[@stephenabm7779]

I recently purchased a pair of Randolph penny loafers at the Allen Edmonds store in Massachusetts in Chili as I had to throw a Black pair of LL Bean penny loafers away due to a hole in the sole where I pivot, LL Bean no longer sells these shoes, and they were 6 years old. I find Allen Edmonds a good brand, and their boots can be recrafted by them when the sole wears out. I am considering purchasing another pair but in Brown, as you mentioned. Thank you, Ashley, for your insight and advice.

[@ClassicTor]

I really like loafers with the gold thing on the front and then tan/beige colorway

[@thatwastakenagain]

interesting thoughts on Venetian slippers/loafers

[@ralphs8858]

Ash, any opinion on Wallabee style shoes?

[@AchmedComedy_]

My roommate is the only loafer I’ll ever need. He costs too much to get any others 😞

[@jackross7633]

What about the two tone color block weejun?

[@preppychrisbou]

Well even Gucci horsebit loafers will make sounds when walking so yeah, that’s part of the fun.

[@dutchdeno]

Lol you right, he lost me there

[@Pyridius]

Any thoughts on camp mocs? I don't own any loafer-type shoe but I feel like due to the bottom of the shoe, they seem like more versatile boat shoes.

[@pattgsm]

I also think that camp moccasins / ranger moccasins are the land verizon of boat shoes and are so much more versatile and more comfortable than boat shoes. Boat shoes have a very classic prep look but are as comfortable as a pair of 99 cents flip flops.

[@epicunderstament867]

You can wear them with or without socks. Whole year round. Camp mocs are very versatile

[@shubhamkesur6026]

Loved ur vids ❤️ love from India

[@danieleraso1]

You were killing it... until you arrive at boat shoes. I think those are for boats only. Tassel loafers or gucci loafers much better and i have not being able to get one pair (i know they are not loafers but...) of the nice velvet slipons. (any cheap suggestion?)

[@bentaylor839]

That bell sound...I thought my fire alarm went off!

[@justinng25]

What about the best non-slip no-show socks?

[@robin212212]

problem with sperry's are they don't have much arch support.

[@louischoo7555]

Tassel loafer is my favorite

[@gregorymanzi6704]

O love my horse but loafers (6 pairs) and Im not a D-bag. Fyi I've learned from experience that the diving shoes with the small nubs wear out very quickly.

[@bjornfollin5056]

You guys are aware that neither driving mocs or boat shoes are loafers?

[@patrickbaehler7564]

Neither is the last one thats just a ugly as slipper

[@brandonkey181]

They're not that knowledgeable about fashion.

[@jckgoldness]

the definition of a loafer is a leather shoe shaped like a moccasin, with a low flat heel. Therefore boat shoes and driving moccasins can be loafers.

[@joonajks]

Great video, you guys make a great team!!

[@coachsumitsharma4533]

Hello mam. I want to ask you my shoes size is UK 5. Therefore I don't get a lot of options because most brands don't make my size. Please recommend me a good loafer brand which has my size. I want to buy a brown tassel loafers.

[@josephseason]

Coach Aesthetics check on eBay

[@elnina7]

We need to find an Ash-Dorian couple doing these same videos but for us ladies. Know where we can find them?

[@shelleyinthecity]

There are hundreds of videos on You Tube for women's fashion, many more than for men.

[@elnina7]

shelleyinthecity, I know, thanks, but I like the way they make analyses of products.

[@sublime3stan332]

elaineongpp wala na diri

[@stephenc.3442]

just picked up a pair of black steve madden penny loafers at burlington for 284 VERY comfortable and not a bad choice peace all

[@johnyee9688]

Are your recommendations age specific or any age group can wear them? Thanks

[@oblomovhans1659]

Hi, I think they're great for any age group, of course you don't have to wear them everyday, unless you like to. I wear them more often in spring and summer.

[@treydee8442]

I love a deep oxblood loafer , well any shoe for that matter

[@dariusdobre9290]

Can I get the penny loafer in suede instead of regular leather?

[@sean10474]

You can do anything you want. C’mon have some faith in yourself lol

[@josephseason]

Of course you can

[@earlbinvico]

Sure! My first option would be a leather cognac brown one, but suede will look great

[@dddean2342]

What about those of us with a size 16 foot?!

[@hgnata]

White leather driving mocs could be a great look too I guess

[@TFM8]

I do own a penny loafer and I'd like to wear it more. Now, I guess we agree that to the office, you cannot go showing your ankles even with the no show socks. So, as soon as I put socks it looks odd, I don't like it. Do you have any suggestions for...office loafers?

[@kmrskates]

T M dont wear loafers and wear actual formal shoes

[@TFM8]

I do, i own 7 of those...for that reason I asked about loafers and not Oxfords...

[@EOTA564]

The colour of the socks might be the issue. My general rule is that if I’m wearing brown loafers I wear socks that are the same colour but just a tad lighter than my trousers. Black or dark grey socks for black loafers.

[@peterpan9516]

why not? Do you work for the army?

[@ambidex0med]

Boat shoes are very popular in Norway. I prefer them in brown leather.

[@PeriMCS]

Boat shoes light jeans and light tucked in shirt? Ok or not ok?

[@demzre]

I agree, I love driving Mocs, but the flat sole ones where it doesn't go all the way to the toe cap gets ruined so quickly. The cap would rub against the ground as you walk, destroying the leather.

[@Philobiblion]

Just saw this at the end of May 2023. Basically sound advice here. I am a shoe person, and I own all of the loafer types mentioned, Weejuns (plain and tasseled), 2 Geox driving (bit and plain in black), 2 Cole Hahn bit and plain in brown), Sperry Topsiders. I don't get the prejudice against black drivers, my black Geox are the most versatile shoes I own, and I probably wear at least 25 different pairs of shoes at least once a month. The black Geox bit loafers look great with a suit (rare event) and especially jeans, or even an Adidas track suit. I am very partial to the drivers as an older person because the sole provides extra cushioning and security against slipping,

[@ryu-yuta9259]

What about tasseled Loafer?

[@SuperEddie0228]

In another video you were against the boat shoe. What happened?

[@rodneyleavy1364]

I like the Kenneth Cole Oskar and Venetian loafer

[@rehanyusuf1008]

I think that driving mocks with a full sole are much more comfortable. The nubs are only for show and aesthetics and when it comes to shoes, comfort is most important. My 2 cents.

[@warrickcoe5576]

I have a high arch, and horsebit loafers hurt to wear.

[@huhu508]

So Gucci horsebit loafers are a no, fashion wise?

[@shaaz.a]

Duly noted! Perfect vid. as usual.

[@rdemon27]

Some Venetian loafers are just like Driving Mocs execpt they have better sole for walking, and more comfy. Tods are also almost squared toe and also have sewn edges. I think Venetian have more variation, and i think theyre a good alternative for something like a Vans slip on, if u wanna change it up. (But not the one u showed in the Vid)

[@preppychrisbou]

I love tassel loafers and my wife loves them too.

[@steveeab2364]

I bet your wife's boyfriend doesn't....

[@preppychrisbou]

@@steveeab2364 Your mom bought me a pair. She’s a pro! 😉

[@DanBlabbers]

i just realized i have 3 pairs of Venetian/smoking loafers

[@ethangillese]

Oh man I feel bad for doing this. I gotta disagree with getting a black penny loafer. Black is super formal and loafers are more casual, I feel like it’s a clash of formality, sorry guys😐. Also what is your opinion on suede loafers, I know you mentioned in a video a long time ago that you liked suede double monks for spring wear.

[@ConfortinDEADHORSE]

ethangillese yeah. black penny loafers just dont make sense

[@coachsumitsharma4533]

Totally agree.

[@eyeheartsushi2212]

Agreed.

[@migueldelacruz3051]

Yes, totally agree.

[@styleendeavors7417]

Agreed, suede is great aswell

[@princevalentinemadziro9183]

Lost you the moment you downplayed tassle loafers

[@kdel4272]

WHen they listed boat shoes as loafers

[@Lil7Prince7Yi7Ru]

This is literally the worst channel ever for fashion advice. I just end up fading them.

[@sahtemehdiavcstarkd8712]

@@Lil7Prince7Yi7Ru I remember a comment saying “ why would I get fashion advice from people who dress like substitute teachers” lol . That was funny.

[@daxshell242]

watching this video in 2021 after all my shoes have sat collecting dust for a year and a half is quite jarring. 3 loafers? 3 that i need?

[@drekel0]

What is the guys IG at the 6:12 mark? I like that styling.

[@oceansky-jg4dq]

thanks

[@JC_vevo]

Best back to school outfits video ??

[@jehugo66]

Oxblood is first pair you get-I went prep school

[@bohdanorlov2037]

Definetely respect (not at all) that in the whole video you showed us 6 types of loafers, but only 3 of them were actual loafers! And 2 out of those 3 were in 'not to wear' part. That pissed me off totally, to be fair! 2 pairs of 'loafers' were moccasins and another pair was actually slippers. That's how it should be: 1. Kiltie loafers (only my opinion. Might be too boldly for somebody, maybe even for majority) 2. Tassel loafers 3. Penny loafers (to keep it simple) P.S. Every pair was mentioned in leather variation. not in suede one

[@atthelord]

I like the video but I feel slightly differently about a few things and agree on a few things - 1) buy fewer pairs but make sure their quality is top notch ! Cheap pairs add up fast, especially when you have to throw them out. 2) best to buy penny loafers in brown with a burnish/burgundy/chestnut, because they can be paired with black too! 3) Yes, Tod’s without a shadow of a doubt make the best driving loafers- tan, navy blue, bottle green (slightly darker than hunting green), all fantastic choices! 4) Horsebit loafers- Gucci’s are iconic, but ferragamo makes an objectively better pair. 5) Venetians - very high end . Can often clash unknowingly . But boy are they comfy!

[@desperad000]

Is it ok to wear suede loafers in summer?

[@trevorsebastian1341]

Yes, as long as it's not raining suede is perfect. I like how suede compliments a chino or textured suit pant.

[@InebriHATED1]

I love penny loafers.

[@satyatathya5176]

Excellent

[@juliantoth6391]

tassel loafers are the best, because they are very elegant

[@J.0.E.]

Damn upgraded in one day from business partner to fiance business partner. I see y'all, congratulations!

[@velistervaz1976]

Driving moccasins are really trending among the youth and young adults in india! Really versatile and cool pair of shoes and definitely a must have! Nice video keep it up!!

[@cervacio]

Velister Vaz also in south east asian countries like Indonesia, Singapore, Thailand, etc. Especially after Tod's driving mocs became status symbol since 2010 or so.

[@juanjosefermin3682]

I absolutely love Tassel Loafers, even better than Penny's

[@Makehilll17always]

Penny is better !!!

[@peterpan9516]

@@Makehilll17always both of them, way better than the boat loafers.

[@Monatio79]

The penny loafer is the quiet cousin of the tassel loafer.

[@iaj7517]

I've always watched your videos. Very surprised you guys put boat shoes on your list!

[@carlsonmontalbo6307]

haha

[@hassantiwana6674]

I am a 14 year old and I do have Horse Bit Loafers.

[@ritheshsnair7571]

He stopped at "I get a....".lol

[@walterfoyt5985]

What about Belgian loafers. They are very comfortable shoes and classy.

[@77eddiesilva]

I actually have the very same skull Venetian loafers 😂

[@mtacoustic1]

Please define what is a 'loafer' for us clothing Neanderthals!

[@TheCyberFatih]

Why do you guys often recommend stuff from H&M but never ZARA? I know zara isnt as big in america as in europe, but I almost always prefer their products

[@MensFashioner]

Zara tends to have pretty specific pieces and their sizing is kind of wonky, so it's hard to recommend when they're not that consistent across inventory and sizing.

[@gbolabodba]

Ill take Zara over H&M any day. I like their twists on classic pieces but I like the contemporary pieces from H&M