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[Music]
Finally made it to Florence.
So after a long journey that included a
flight from DC to Rome, a shuttle from
the Rome airport to the Roma intermedi
train station, a train ride from Rome to
Florence, and finally a quick cab ride,
I have arrived at the incredible Bayga
Vanetta suite at the St. Reges Florence.
The Arno is literally right outside my
window, which will be my home base for
the 100th edition of Pitywo. What is
Pitywo? Why am I here? And most
importantly, what am I going to be
wearing? Give me a second to get
unpacked, and I will answer all of those
questions for you.
[Music]
[Music]
All right. So, I am actually trying out
a brand new method for packing my suit
jackets. I had my usual way, which is
where you turn the shoulder inside out,
but this something new, and it is
supposed to keep the wrinkles completely
out of the suit jacket.
So, I think I have maybe five or six
jackets here. And the way you do it is
you put them on a hanger and each jacket
you cover with some plastic from the dry
cleaner. Jacket one's looking pretty
good. And I'm told that the interesting
thing is the more jackets that you put
on the hanger, the better it is because
it keeps the hard fold out of the
jacket.
So there are five jackets and I have to
say they all look pretty darn good.
[Music]
Sorry, long journey. Definitely needed a
shower before changing in all these
clothes. Is it weird that I'm in a robe?
Maybe.
Whatever. Actually, let me change
because I'm pretty sure the last thing
you want to see is me in a robe for the
rest of this video. All right. So, what
is Pity Roma? Now, if you're just a
casual men'swear enthusiast who's never
been to Florence for pity, it can seem
via all the photos that you see online
that's just a bunch of dudes in suits
standing around talking, smoking cigars,
drinking negronies, and just basically
trying to get attention and get their
photo taken. Well, you're not wrong.
There definitely is some of that. I call
it the influencer petting zoo trademark.
But it's not all that happens, and it is
definitely not what Pity is all about.
Pityo is the world's most important
men's work trade show. Happens twice a
year in Florence. One week in January,
one week in June at the historic Fororta
Debasa, where brands from all over the
world come to showcase their collections
to both buyers and press. It's where
trends are set. It's where deals are
made. And it's where the men'sswear
industry comes together to do business.
But it's much more than that. Now,
because the Negrroni has become sort of
the unofficial cocktail of men's wear,
I'm going to go with this as a metaphor,
so stick with me.
The Negrroni is an equal parts cocktail.
gin, kari, sweet remouth. It's the
perfect combination of herbaceious,
bitter, and sweet.
And I've always considered pity to be
like a negrroni, an equal parts cocktail
of trade show, party/events, and
networking. Which brings me to why I'm
here. So why am I here? Well, I can tell
you that I'm not here to just stand
around in the influencer petting zoo
trademark. No, I come to pity with four
very specific objectives and purposes.
The first is networking. The men's wear
industry is very close-knit, as I
mentioned, whether that's on the retail
side of it or the social media side of
it. So, connections are very important.
You never know where a specific
conversation is going to lead. It could
go nowhere. It could turn into something
huge, but you've got to be out there
meeting people to make that happen. The
second reason I'm here for the sixth
time is brand awareness. You know, I'm
not just an online personality. We also
have the bespoke style shop which
basically gives you direct access to my
entire tailored wardrobe through a
really game-changing process where we're
able to offer you the best value in
custom men's wear online. Now, how does
one capture brand awareness? Well, it's
a combination of the first thing,
networking, and the third reason I'm
here, which is hosting events. For the
past three editions, he spoke style
along with our partners from Michael
Andrews Bespoke and Angel Ramos New York
have been co-hosting some pretty cool
events, and this time we are doing
three. The first is on Monday night. It
is a creative black tie apparativo that
we do right here at St. Regus Winter
Garden. This is our third time doing it.
And as the trade show starts on Tuesday,
our event on Monday has kind of become
known as the unofficial opening ceremony
of pity. And then immediately following
that event, we're going to transition
over to the I'm not even going to try to
pronounce that. It's the Florence Rowing
Society where we will host an exclusive
25 person seated dinner on the banks of
the Arno with the Ponttovecio as the
backdrop. Completely next level. And
then the third event is a panel
discussion also right here at St. Reges
featuring myself, Mike Angel, and
Caroline Andrews. And that whole thing
is going to be moderated by our friend
Matt Herannic, who I'm sure many of you
are familiar with as WM Brown Project on
Instagram. And finally, in addition to
networking, brand awareness, and event
hosting, the fourth reason I'm here is
to create content. A lot of that is for
Hepoke Style. Well, for you guys, but
we'll also be creating content for our
friends at Michael Andrews Bespoke and
this time our partner right here at St.
Reges. I know it all sounds extremely
fun and glamorous and it is, but it is
also a ton of work. World's smallest
violin, right? So, that's why I'm here,
but I know that you are here watching
this video to see everything I wore at
Pity. And you may wonder, how do I
decide what to wear? Well, there
actually is a method. And I'm going to
quickly walk you through the process of
how I planned my outfits. So, it's not
just me here. We're here with a team of
guys from our partner brands, six total,
and someone thought it would be a really
fun idea to plan out themes so we could
have some general consistency and
cohesion when we're taking our photos
together as a group. I know what you're
thinking. That sounds silly. I thought
so, too. But it's kind of nice to have
that framework and then see everyone's
personal take on each theme. It actually
works out pretty well. So, the themes
for this pityo are as follows. Black tie
creative, tonal Tuesday, technicolor,
pity pi. Yes, as in magnum pi. But do
you think I'll wear those Celtic short
shorts? Classic black tie, bringing
preppy back, and black and white. Those
are the themes. Here are the outfits.
Now, you could say that my
interpretation of black tie creative
isn't overly creative, and you wouldn't
necessarily be wrong, but you really
need to know yourself. And this is about
as creative as I'm personally
comfortable with. My go-to move for this
dress code is always some type of
standout dinner jacket. The one I'm
wearing in light blue has a great
texture, breathable fabric, brand new in
the shop, perfect for the summer. I've
paired it with our pleated front tuxedo
shirt. Always my choice to spice up a
formal look, and some midnight blue
tuxedo trousers. For the accessories,
I've got some white Albert Thirsten
suspenders, Maya stud, vintage cuff
links, and midnight bow tie. On the
wrist, my JLC reverso, and finished off
with some patent leather belts. Back in
January of this year, I coined the term
tonal Tuesday. Tonal Tuesday. Tonal
Tuesday. Tonal Tuesday. Tonal Tuesday.
Tonal Tuesday. tonal Tuesday for one of
my getting dressed videos kind of caught
on. I did more of them. People liked it
and now it's a theme for this edition of
Pity. Now, if you're thinking, "Hey, you
already did this outfit in your last
long form video." I would say yes, kind
of. But I did make a few updates to keep
it just a bit fresher. This is our ivory
twill suit. Honestly, one of my favorite
suits of the season paired with our sand
colored chamé shirt. And notice how the
texture of the shirt creates some
contrast with the suit. Sunglasses are
the Jacqu Marie Mage Fitzgeralds.
Unfortunately, sold out, but check eBay
if you're so inclined. on the wrist
longer one brown suede belt to pair with
the brown suede loafers by Bowden and
Lang.
Okay, Technicolor. To be honest, I was
thinking about sitting out this
particular theme. Lots of color isn't
necessarily my thing, but I think I
found a way to do it and still stay
within my comfort zone. And here's what
I'm talking about. I thought it was the
perfect opportunity to style another
brand new piece in the Heespoke Style
Shop, our Merllo Bamboo Sport Co. I am
not drinking any Merllo. Bamboo, aka
California Kashmir, is a wonderful
fabric for the summertime. It's light,
breathable, soft like cashmere, and
very, very sexy. Literally, people will
not stop touching. I've paired it with
our light pink poppplland shirt because
real men wear pink, and some ivory twill
trousers, which are from the last look.
Sunglasses are the Jacqu Marie Mage
Fitzgerald. On the wrist, JLC reverso,
brown suede belt, and Bowden and Lang
suede loafers. All right, as I am about
to reveal my pity PI look, let's revisit
the question I asked as I was listing
out all the outfit themes a little
earlier in the video. But do you think
I'll wear those Celtic short shorts?
Now, when it comes to the style of
Magnum PI, you basically have two
classic archetypes. Aloha shirt with nut
hugger jeans or some sort of casual top
with scandalously short shorts. Throw in
a Detroit Tigers baseball cap, a Rolex
GMT Master Pepsi, some light color boat
shoes, a sweet stash, and you've pretty
much nailed it. So, now that I've laid
out those options, let me ask you, what
do you think I did? Well, here's what I
did. Come on, man. It's pity, not
Halloween. So, I'm going to take that
tasty Tom Celic inspiration and
interpret it through my personal style
lens. Up top, the standout piece is this
Todd Snider silk cotton camp collar
shirt, which I've tucked in to pay
homage to Mr. Thomas Sullivan Magnum IV.
I've paired that with a Todd Snider
ribbed t-shirt underneath and our white
cotton trousers, not of the Nut Hugger
variety. A tonal hat with my favorite
team. Thank you. You suck, daddy. Thank
you, suck, honey. Jock Marie Mage
Fitzgerald sunglasses. On the wrist, my
Omega Speed Master and some Mirish shoes
to round the lookout.
[Music]
Look number five is our classic black
tie outfit. Wearing a tuxedo in the
summer is not a problem if you have the
right tuxedo like this one. This is our
wool mohare blend tuxedo, which we like
to call the truly tropical tuxedo, which
I've paired with our self-extured tuxedo
shirt to keep it ultra classic. You know
what I find funny about black tie is
that it looks simple, but there are so
many little details that go into this
look. You've got your suspenders, your
stud set, your cufflin, your bow tie,
your cumberbun, silk socks. For
something so simple, there's certainly a
lot of elements to it. And then on my
wrist, my JLC Reverso glasses are by EB
Maravitz and patent Belgians to finish
it off.
[Music]
Look number six. I'm bringing preppy
back. Yeah, definitely a reason I was a
saxophone player and not a singer.
Anyway, up top I'm wearing our beautiful
alabaster glen plaid sport coat cut from
Delfino cloth. I created this as a
replacement for this jacket which
everyone loved obviously because it is
now sold out. So don't sleep on this
one. By the way, if you haven't signed
up for my newsletter already, you
probably should do that. Not only will
you get all of our best content
delivered right to your inbox, but you
will also receive an exclusive discount
code to save on your first order in the
Hespoke Style Shop. Link to that is in
the description. The rest of the look is
chalk full of classic preppy elements.
We've got our light blue OCBD paired
with some khaki cotton trousers.
Clubmaster style sunglasses. These are
the Oliver people's banks. Here's that
baseball cap again. Crockett and Jones
penny loafers with some cream colored
socks.
Okay, black suit in the summer might not
seem like a very well-informed choice,
but like the truly tropical tuxedo, this
is also made with a tropical wool to
keep it light, breathable, and very
comfortable evening. Underneath, I've
got another silk cotton shirt from Todd
Snyder. I love wearing these more fun
types of patterns during the summertime.
And I've left the collar out over the
lapel for some classic '7s swag. By the
way, if you're going to try to pull this
look off, always make sure your collar
is over the lapel in the back as well.
Sunglasses are the Cats 5000 from
Rayban. On the wrist, my Rolex Datejust
and a pair of Oshrich Belgians to anchor
the look. All of these outfits and many,
many, many others are available to check
out in the style guide on the Heespoke
Style website. The style guide is a tool
we've created to help you get inspired
anytime you are struggling to put an
outfit together. You can search by
season, occasion, specific clothing
items, and type of footwear. Links to
every outfit in this video are down in
the description. I'm ready for pity and
what I need to tell you is thanks for
watching.