Years in the past, after I first examine Pitti Uomo, it seemed fairly rattling cool. A possibility for dudes to decorate up, be in Italy, and discuss garments. I did not actually assume I might journey that far, take an entire trip simply to go to events, put on garments, and hope someone snapped a photograph… however right here I’m.
I met all of the Pitti celebrities, though I already knew some by now. And I met just a few of you: dozens of… uh, followers? do I’ve followers? got here up and launched themselves, telling me how a lot they liked my movies. I am unable to inform if this was stranger, or random individuals coming as much as me within the New York Metropolis subway. I additionally met associates I’ve made world wide… however I am getting forward of myself.
Pitti was the whole lot I imagined, and Milan was fairly nice in its personal approach. I’m going to share my expertise as greatest as I can, which… will most likely look like rambling. That is sort of how I stay, generally.
I am scripting this partly for these of you who care, and partly for myself. I need to bear in mind this journey, and that is a technique I can try this. If you happen to take pleasure in studying it, or be taught one thing… all that’s only a bonus.

I by no means thought I might share airplane window pictures right here, however the Italian Alps have been so very fairly. Additionally, the zoom on my cellphone is surprisingly good, huh?
I landed in Milan on a sunday morning. My buddy Matt, it seems, was on the identical flight. We took a few trains to get to Florence, the place he really useful taking a cab to my airbnb. It was not a really lengthy stroll, so I assumed I may handle… let me be very clear: Don’t try to pull a number of items of bags via the slender, bumpy streets of Florence and their “sidewalks,” that are barely sufficiently big for an individual.
However on the opposite facet of that ordeal, I discovered myself in a stunning place. Florence is the previous Italian metropolis in your head, injected with fashionable touches throughout, like fashionable shops, streetcars, and, effectively, gentle. Quite than fashionable avenue lamps, the nights have been lit largely by string lights… fairy lights… leftover christmas lights? No matter you need to name them. Some streets had their names spelled out in these lights. All of it made issues really feel a little bit extra magical.
I used to be alone for my first night time dinner, and located myself too drained to truly analysis and work out the place to go. As a substitute, I went right into a random place throughout the road from the not-so-great cellphone retailer I ended in… I am fairly certain their cacio e pepe was microwaved, the sauce was sizzling and the pasta was not. Oh effectively, a complete of 1 dangerous meal in Italy.

Actually, Monday was my first and solely free day of the journey. That was unlucky, as a result of I did not have the clearest plan. I left the airbnb, bought myself a cornetto (a crossaint, nevertheless it’s not truly crescent formed, and it is Italian, so it is a cornetto), and wandered South.
I do not know the place I used to be planning to go at first; I wandered previous the Duomo (learn: large fancy Church in the midst of city), in the direction of the river, stopping in attention-grabbing shops alongside the best way, till a buddy texted me saying that Raggedy Threads from Brooklyn was having a popup occasion that night time at Clochard9.2, a Florentine classic store with its personal tackle Americana. Perhaps a humorous place to start out my Florence journey in earnest, however I wandered over the bridge, over the gorgeous river, all the way down to that retailer. Too early for the occasion, however simply to get a glance.
Denim jackets from Lee; Wrangler; Ralph Lauren. Go well with jacket from Valentino (I want it match). Loden coat. The match I walked in with.
After that, I needed to go over to Stefano Bemer to see some fancy bespoke sneakers. I ended on the best way there for a (significantly better) lunch at a random spot off Google Maps (I nonetheless had pasta… I do know, I do know, Florence is extra concerning the meat); I ended on the best way again for gelato. Enjoyable truth: I one way or the other gained no weight in Italy. I ate like a king and it was all fantastic. Our meals right here wants a critical overhaul (versus the present, unserious overhaul being tried). Anyway, Stefano Bemer was implausible.
A number of pairs of sneakers from Stefano Bemer
Stefano Bemer, for individuals who do not know, is a bespoke shoemaking home based mostly in Florence. They make the absurd sneakers pictured above, together with the mannequin within the center, the Khamai, designed in collaboration with The Anthology. I have been lusting after these sneakers for years. They’d one in all their grasp shoemakers working within the entrance of the shop, and I bought to attempt some on—I am a 40.5, in case anyone is attempting to resolve what to purchase me for my birthday.
I ambled again over in the direction of my airbnb, threw on a bowtie and an ill-advised white silk scarf to faux my outfit was evening-appropriate (I used to be solely in a position to pack one dinner jacket, which is a travesty, actually). After which I went to the Michael Andrews / Angel Ramos social gathering on the St. Regis. I hate how my very own match got here out (a few of you’ll say you prefer it. I am not my very own worst critic, however I am fairly harsh), so this is another batch of pictures from instagram:
The kickoff social gathering! The primary of many inventive black tie affairs, the opening salvo of bowties and booze, and (breakup apart), it was a blast. I noticed a number of tailors of mine (what’s my life?), drank, laughed, bought a stern speaking to from a person thrice my peak, and met so many web associates (Cléa, amongst others)… Life was good. And the subsequent day, Pitti Uomo started in earnest.
What’s Pitti Uomo? What is the vibe?
It is about now that I’ll acknowledge: not all of you might have any concept what Pitti Uomo is. Nicely, the quick model is, it is a world menswear commerce present held twice a yr by Pitti Think about. Nevertheless it’s a lot extra. Over time, and particularly after the #menswear motion on Tumblr, Pitti turned a kind of a Mecca for menswear lovers. Individuals would make pilgrimage from throughout to put on, on the time, boldly-colored slim-fit fits with double monks, and discuss garments. Some individuals nonetheless gown like that… however for probably the most half, Pitti has grown with tradition as an entire. Tailoring remains to be on the core of the that tradition, and there are nonetheless peacocks operating round sporting random bs (there was a dude in a luchador masks and a few sparkly striped swimsuit on day 1, that was not the vibe nevertheless it did get consideration). However my boy Nick confirmed up on day three in a supreme hoodie and… dangle on, gotta go someday at a time.

Day 1 of Pitti, I bought to the Fortezza da Basso comparatively early (preserving in thoughts that I had flown in from New York). I noticed a bunch of associates; associates from New York, associates from throughout trade associates, influencers, individuals I might recognized on-line however by no means met in actual life… All of us simply frolicked within the fortezza for a bit, catching up. And I used to be in a position to meet new individuals, too, just like the boys over at Natalino.

I checked out some cubicles, too. I bought pictures, however apparently, you are not supposed to try this? Some manufacturers love the free publicity, different manufacturers freak out once you reveal subsequent season’s clothes early. Really, one very conventional model bought very upset after I snapped a photograph of their footwear, although they’ve positively had that precise mannequin on their web site for… most likely since they created the web site.
Anyway, I will simply describe some highlights with my phrases. Barbour is making the whole lot in Tartan patterns, and I imply the whole lot. I assume they already do a number of that, nevertheless it stood out to me of their sales space. Sebago and Woolrich had some glorious styling of their cubicles. That is most of what I noticed on day 1 earlier than I left for the Go well with Stroll.


These are the perfect pictures I bought from the swimsuit stroll.
The swimsuit stroll was… effectively, Vogue wrote about it here, you’ll be able to simply barely see me in a type of group pictures, nevertheless it’s sort of what it appeared like, a bunch of us walked via Florence in fits. Nicely, in tailoring. Really, I believe I used to be the one one there with no tie. I had a tweed jacket and a shawl that you may barely see below my Balmaccan, which I refused to loosen as a result of it was sort of chilly. I attempted to pop my jacket collar and fluff out my scarf a bit, however I most likely simply seemed like one large coat.
I met Louis at the beginning of the stroll, and that was unimaginable. Right here, looking back… that occurred a few dozen instances, a dozen individuals I used to be excited to satisfy. I additionally met Luic on the stroll… And I am certain just a few different individuals, that was enjoyable. There was a post-walk afterparty occasion close by that… was set to start out an hour and a half after the stroll, and likewise you wanted an invitation to get in, so… idk what that was about.
As a substitute, we simply frolicked for a bit by the Duomo. I talked to Manish about one concept I had for a match test, and was shocked to listen to he was into it. I’m very joyful that I bought Manish to curse on digicam. He is an incredible, heat, pleasant human being, particularly in particular person.
Then, I went to 100 Arms. I met Jack at… some level, possibly within the Fortezza, undecided when, and he instructed me to cease by. They’re making me a shirt! However you realize, by now, that I prefer to tease you all with my commissions. However you would possibly additionally know that 100 Arms makes actually, actually good shirts. That is gonna be a very good shirt.
I additionally noticed Peter after I was there. He was sporting his Nina Penlington Bespoke western swimsuit. That swimsuit had individuals extremely excited, it was one of many greatest hits at Pitti.


After which for the events of the night time. This was the one night time of Pitti I did not have a creative-black-tie-optional social gathering to attend. I went to dinner at Osteria la Vigna (a superb little spot I am recommending in equal components as a result of they are a small new restaurant that would use the eye and since that The pear and mascarpone dessert they’d might be the perfect factor I ate on the journey), partly as a result of it was close to the one informal social gathering I did have deliberate, at WP Archivo. However as soon as I did get there, someone invited me, on the spot, to the Plaza Uomo factor.
The Plaza Uomo factor, which was invite solely, was a black tie affair, for which I used to be completely unprepared, however I am the one one who cared about that truth. Rattling, missed alternative. Oh effectively. It was held in a gorgeous venue that I ought to most likely know the title of, and as all the time, the fashions and photographers took nice benefit of that truth. I additionally bought to hang around with Kamau and Nina on the night time they met. They need to have recognized each other already, however I assume it by no means occurred till Pitti.
After that, I went to the nightly hang-out for world vacationers visiting Florence… that is proper, it is The Fiddler’s Elbow, an Irish pub within the Piazza di Santa Maria Novella. Now, does that make sense? No. However is it enjoyable? Sure. All people comes right here from no matter fancy occasion they have been simply at and lets free. It is nice.
I spent a number of the night time with Oscar and Elin from Myrqvist. Had enjoyable with them lots all through the journey, and likewise, they saved offering me with water. Water deserves a particular shoutout. These occasions are all about free-flowing booze, however you ask for some water? Out of the blue, we’ve an inconceivable drawback on our arms.
Now, supposedly, Fiddler’s closes at 3am, at which level some insomniac remnant of the crew should go to a membership that stays open till 6… That is an entire different state of affairs, I prefer sleep. This was a supply of battle Thursday night time, however… we’ll get into that.

I used to be supposed to start out day 2 with a match test with Peter, however he needed to run off to Milan a little bit early as a result of a niche Americana brand wanted to do a fit check with him instead. I assume that is a sound excuse. I assume.
As a substitute, I hung out touring model cubicles within the Fortezza. Once more, I assume I am not supposed to indicate what the manufacturers are as much as… However this is what I can present you.
oh hell yeah
I met two of the greats, Titans of Japanese menswear and extremely well-dressed males, Hirofumi Kurino and Shuuhei Nishiguchi. Kurino-san would not truly run his personal IG, I am undecided he makes use of it in any respect, however Shuuhei Nishiguchi acknowledged me, and that looks like my one true declare to fame—who cares what number of followers I’ve?
As for clothes… Inis Meáin remains to be doing nice issues, Luciano Barbera is simply too (though they’re largely taking part in in the direction of the finance bros lately, cannot actually blame them). One of many cubicles below Kurino-san’s entire umbrella was engaged on this protein-based wool substitute fiber. And… one photograph I could not assist however share to my IG story:

That night time was the WM Brown negroni social gathering at Harry’s Bar. This was the actual (inventive) black tie affair. Each night time had some occasion that was sort of, oh, it might be good when you confirmed up in black tie, however that is the one the place everyone confirmed up. That is good.


My outfit for the second night time of Pitti.
I needed a martini, which, enjoyable truth, is kind of a negroni minus Campari (and possibly a special ratio of gin to vermouth) (and a special glass and garnish when you care about these issues). However, as with every Negroni-focused menswear occasion I have been to, they refused to make me a Martini for some imprecise and annoying motive. They did, nonetheless, pour me a glass of gin. I’m a fan of their gin sponsor, Isle of Harris Gin; they despatched me a bottle lately (I requested for it, as a result of I prefer it). Yeah. That is that.
Aaanywhoozle, I bought to listen to Alexander Paez Guerra of Jacques Soloviere sing his signature rendition of Dos Gardenias. And Brian Sacawa of He Spoke Type performed the sax. He did that Monday night time, too, on the social gathering he co-hosted, did I point out that?
After which I bought to listen to some extra Jazz whereas consuming gin whereas additionally wearing correct eveningwear at a gorgeous, well-known lodge bar in Italy. That is a reasonably good night time, in my ebook. Let’s do it in New York, too, Matt.
After all, Cléa and I had some enjoyable Mogging it up:


However you realize what else was a spotlight? I met Nigel Cleaver! I instructed him I used to be a giant fan, after which, as a result of we live in a really complicated timeline, he instructed me he was a giant fan of mine. A lot optimistic vitality… It is such a pleasure to observe him discuss garments, and he is watching this bald American hater… but extra vindication that I am doing one thing worthwhile, right here.
Once more, the night time ended with a visit to Fiddler’s. We bought extra music, a band of pitti guys taking part in a superb rendition of When The Saints Go Marching In outdoor. They have been requested to cease, or else the neighbors would possibly name the police. They didn’t cease.
Oh, and this was the night time after I realized that this was the identical metropolis the place I killed all these individuals in Murderer’s Creed. Identical Duomo and the whole lot. Neat.

On my strategy to the Duomo for day 3, I bumped into one more web persona whose matches I might lengthy loved: Charles Yap of The Decorum. And, in case you hadn’t seen the sample, he acknowledged me as effectively.
We bought pictures of one another. This may be my cleanest full-body match pic from all the journey. Thanks, Charles.
I spent a lot of the morning by the pitti wall. Individuals took loads of pictures of me and my Kapital jacket. I bought interviewed a couple of times. And I had good conversations with just a few of the blokes there, together with Brian Sacawa (sure, the saxophonist), Mitchell Moss of Menswear Musings… Cory at Michael Andrews had this loopy thick navy blazer in some Dormueil alpaca mix… I will say, usually: alpaca appears to be the new new fiber everyone is taking part in with over the previous few years. It is good.
After which Mitchell instructed me that press will get free lunch. Yeah, I came upon on the final day. Rattling. It was good meals, too, they did not skimp.
I noticed some nice matches that day. Dirk, who I met the day earlier than, wore his old style tailoring. And Thrash turned the topic of a live episode of FTOFT.


After that, I took a detour to see a little bit extra of Florence. Significantly, I visited the Sinagoga e Museo ebraico Firenze—the synagogue and Jewish museum. It was stunning, that includes some architectural prospers I not often see in synagogues. Oh, I additionally bought to take the streetcar! I mustn’t have, I used to be alleged to get onto a bus, however no matter, I bought the place I used to be going.
That night time was the J. Mueser social gathering, one other not-really-black-tie-but-maybe-a-little-bit affair, I deliberate to go within the camelhair sport jacket they made me (the identical jacket I wore as a midlayer via the day) with balack cords and a black turtleneck. Sadly, the social gathering was largely outdoor, and it was raining, and I used to be not prepared to get camelhair moist. I had left my trench coat at residence (it was heavy, and I had baggage weight limits to fret about), however I did convey my black gore-tex rain jacket from Haven. It did its job and saved me dry, but additionally made my outfit distinctly un-Pitti. So I did not get any clear pictures of the jacket there, simply the pictures above the place it is a midlayer.
Oh effectively, I had enjoyable.
I additionally did not get to sleep till, idk, 4:00 AM as a result of Nick bought into some illuminati sort shit however that is not my story to inform.

Friday was technically the final day of Pitti, and was additionally technically Milan Trend Week, however my day was much less about both of these occasions and extra about journey and exploration. I one way or the other managed to wake myself up, pack, and made it again to Milan. My AirBNB there was a lot nicer than the one in Florence, which I suppose is to be anticipated. Milan is a way more fashionable metropolis.
After settling in, I made plans with Simon to go to Cova, which, conveniently, was proper close to the tightest little ganglion of wonderful shops. I had a superb Risotto, and after I spent about two seconds mulling over the dessert menu, our waiter instructed me I used to be ordering the mille-feuille. He was right, but additionally, even when he wasn’t, I did not actually have a lot alternative; he was fairly insistent, it was sort of spectacular to be sincere. And he selected proper. Would advocate.

Valentino overcoat; cool Valentino sport jacket nevertheless it’s a dimension too small; valentino balmacaan with a frog closure on the neck (genius); FrizmWORKS Kara Koram on the END retailer.
I went to a sequence of fantastic shops after that. Valentino stood out. After some wandering, I ended up on the END retailer. Yeah, Milan had an END retailer, positively a enjoyable go to. After that, I walked as much as Matt’s lodge. We had dinner—pasta, although that is actually not a Milanese dish, nevertheless it was nonetheless implausible, as a result of what, was it gonna not be implausible?—and went to see the Duomo. We tried to get a Dracula-vibe photograph of me with my collar turned up with the Duomo within the background… we could not get it proper, however the level is, the Duomo di Milano is value a go to.
I did not get an invitation to any of the exhibits that night time, sadly. I assume I did not actually announce that I might be there, so how would anyone know to ask me? However everybdoy was loving the Ralph present, which was superior, as a result of I managed to get on the record for the presentation the subsequent day.
After I bought residence that night time, I discovered myself chatting with my buddy Max. Max moved from New York to Zurich about… idk, possibly a yr beforehand? Too lengthy. Anyway, in some unspecified time in the future, we realized that he may simply hop on a prepare to Milan any time. Oh, boy, he certain may…

Okay, I used to be going to make use of that as a enjoyable little segue into day 2, however Max did not get there till the afternoon. And… The Ralph presentation was postponed till after my flight residence.
I discovered that out after getting wearing my classic Ralph Lauren flannel DB. If you realize me, you realize the swimsuit. I like that swimsuit, and thought it might be a pleasant nod to the presentation. However nope. It was moved to Monday. That was going to be the proper cap to my journey, too… I am nonetheless unhappy I missed out. Subsequent yr, with a bit of luck.
I did get to go to extra shops! Highlights included Brioni (I did not attempt a lot on, and there was some nice stuff, however I might been to Brioni shops earlier than); Cesare Attolini (very thrilling, good retailer, wonky lighting within the mirror I used for the game jackets, however the overcoat was superb, as you’ll be able to inform): and Jacques Marie Mage.


Cesare Attolini
Jacques Marie Mage. Which pair makes me look most like Peter?
The JMM retailer was truly a enjoyable story. I first seen a pleasant little cafe in a little bit alley off Through della Spiga. That avenue may be the primary place you wanna go in Milan. It is paved in brick, it is cozy, and it is stuffed with nice shops. (I spent extra time than I care to confess within the Ralph Lauren retailer later that day; nothing I have never seen earlier than, however this time, it was in Milan).
It took me a second to appreciate, however that hidden cafe was the Jacques Marie Mage cafe; a part of their usually stunning presence within the metropolis. I seemed round for a minute, and sat all the way down to let my legs relaxation. After a minute, one of many retailer’s salesmen got here as much as me and stated “Riley?” Which, enjoyable truth, isn’t my title.
I used to be confused for a second, till he clarified. “Riley? Your glasses. Oliver Peoples?” For greater than a decade now, via a number of pairs, I’ve worn one piece each single day: the Oliver Peoples “Riley” within the “Storm” colorway. I’ve, twice, had individuals in eyewear professions acknowledge the pair and title it. This was event quantity 2.
He was extraordinarily useful and educated. He knew all the best pairs for me to attempt on. He may estimate my prescription, knew that I wanted an additional excessive index lens, and, whereas different eyewear professionals warned me that I am unable to put on bigger framed sun shades as a result of the eliptical lenses would appear to be goggles, he assured me that they may deal with the job. I’m very tempted to only splurge on a pair now…
Anwyay, after that purchasing, I went to satisfy Max for lunch. And after that, we bought to attend the one presentation I truly did get to attend in Milan, Peserico.
A denim western shirt with a really seen bias lower on the yoke; a brown velvet dinner jacket; texture; knitwear; a striped double breasted metallic button blazer; extra knitwear; a hat that reminded us of these Wythe hats however they’re completely different. All from Peserico’s presentation.
peserico present
reel
Max actually needed to go to Dopiaa in spite of everything that, and I used to be joyful to oblige. Their garments had enjoyable textures and seemed higher on him than they did on me.


The employees was very good to us however tell us that the upstairs was at present getting used for his or her presentation for consumers. Max, who knew that his buddy Justin at Cueva Store purchased loads of Dopiaa, made an offhand remark, questioning if Justin was upstairs. They supplied to test, however Max stated they do not must, what are the percentages?
A couple of minutes later, they got here down and stated… yeah, Justin is upstairs, you wanna go see him?
Understand that Max deserted his associates in New York to go stay in Europe of all locations. And take into account that they didn’t plan to satisfy right here. However when European high-speed rail is that this accessible and handy… sorry, American right here, nonetheless sore at how horrible our public transportation is. Why did we rip up all our streetcar traces once more?
This was additionally the primary time I had met Justin. He spends most of his time in Cueva’s Brooklyn retailer, all their occasions are at that location, and it is not very handy for me to get there. So idk, I assume we simply met up in Milan as an alternative.
One final cease we ran to earlier than dinner: a thrift store. I will edit this text each time I bear in mind the title… They’d a very good quantity of Tom Ford and… I am unable to bear in mind what else I attempted on, however Tom Ford!
We weren’t certain what to have for dinner, however we checked out some close by spots… for my final night time in Italy, I ended up having pizza for the primary time. Pizza is not a Milanese dish, however I will be damned if that wasn’t good pizza.
After dinner, we one way or the other discovered ourselves again on the Duomo. It is not only a cool constructing, however actually the middle of the town. A close-by purchasing heart had two very distinguished bars: a Campari bar and an Aperol bar. I hate Campari, however we went to the previous. It was a stunning bar, the upstairs space had an incredible view and comfortable jazz and waiters in dinner jackets.
And I ordered a martini.

that is what my head appears to be like like after ~8 days with no shave.
I flew residence the subsequent morning. I used to be glad with my journey, however I nonetheless had a lot extra to see. Subsequent time I am going, I will truly be up to the mark, get invitations to greater than a few shows. However for now… This was an unimaginable journey. Thanks for studying. Cheers.
