You’re a fashion role model and Internet style icon, what do you think others see in you that has inspired this?
I can only imagine it’s because I’m willing to ‘go there’ and take chances.  Getting dressed is really the only area in my life that I can say I am fearless; I’m terrified of so many things, yet am somehow not afraid to wear anything. For me, it’s always been rather innate. As a 5 year old I was specific about the way everything fit, even a t-shirt.
What do you find is the biggest challenge for guys who want to look good, but don’t know where to start?
Whenever it’s out of their comfort zone, guys need a blueprint– they have an event: what do I wear? They’re going to a black tie: what does that mean? They’re going to meet their in-laws: how do I impress? I think that overall guys are interested in acquiring a wardrobe based on problem solving; finding something cool that fits into their lives.
All the young bloggers geek out about double monk strap shoes and tailoring– very old school, traditional elements. Cool doesn’t necessarily mean avant-garde.
The thing that started it all was probably casual Friday; the thing that was supposed to be liberating fucked things up more than anything.
Are you now more aware of how you approach getting dressed every day?
I really don’t think about what I’m going to wear until I jump in the shower.  However, I feel that the stakes are higher each time I make a purchase or decision about what I’m going to wear, because there are several chances that it will be amplified.
I like to take risks and not everything I wear is going to be everyone’s cup of tea.  That also means I cart around gigantic overweight trunks, because I never know how I’m going to feel on a given morning.  Airport check-in desks are the bane of my existence, absolute hell.
Has the amplified attention affected your self-esteem?Â
If anything, it’s made my self-esteem worse…  I am my own harshest critic.  As much as I love to wear something that’s a bit off, I’m terrified that I will be made fun of.  It’s a frightening conundrum.
I love clothes, but as the season approaches I always feel the need to add new things.  It’s natural because I have the opportunity to see more, which makes me want to buy more– a very expensive occupational hazard.
If I’m wearing something it’s nearly always because I bought it. I’ve certainly accepted things along the way, but I never feel obligated to wear them. I have to intrinsically love something in order to wear it. I’m grateful to be constantly surrounded by many of the things I love.
Stylosophism
February 6, 2012 at 3:03 pm
Only elegant and chic men could wear that mustache
http:/www.stylosophism.com
Zlittle Saving With Style
February 6, 2012 at 3:07 pm
I like this guy. the way he thinks about style and fashion. i can relate to him.
Prêt à Porter P
February 6, 2012 at 3:12 pm
What I like about Mr. Wooster is not only does he always look born immaculately cool, but also like he knows how to throw a punch if he had to. I wouldn’t want to mess with him too much.
comme fraiche
February 6, 2012 at 3:22 pm
he makes his own decisions and doesn’t second guess himself- nice to be that confident about yourself
divalcious
February 6, 2012 at 3:23 pm
I love that Nick Wooster looks kind of like a fashion forward lumberjack. I always enjoy seeing what he’s going to wear next.
mars ocho
February 6, 2012 at 3:24 pm
the Woost god!
Leira Zetroc
February 6, 2012 at 3:24 pm
“Anytime it’s out of their comfort zone, guys need a blueprint…I think that overall guys are interested in acquiring a wardrobe based on problem solving…”
“The thing that started it all was probably casual Friday: the thing that was supposed to be liberating fucked things up more than anything.”
…Particularly true statements from a very insightful character…
http://thequietspaces.blogspot.com/
montes Y mills
February 6, 2012 at 3:29 pm
easily the best dressed man right now. with a nice attitude too- which is nice to see.
x
FashionUm
February 6, 2012 at 3:32 pm
um…i like his style. always wanted to read more about it! thx!
-
http://www.FashionUm.com
Show Your Outfit!
Elena
February 6, 2012 at 3:34 pm
Nice interview!
http://www.gossipdress.com/blog
bambi
February 6, 2012 at 3:35 pm
pure style
http://bmbsplace.blogspot.com/
MonsieurMauro
February 6, 2012 at 3:37 pm
He’s always has a charming style… :)
MonsieurMauro
Charlotte Wilder
February 6, 2012 at 3:40 pm
Answers from the guru himself. Couldn’t ask for more. Sending this to my boyfriend right now!
Best,
Charlotte
http://www.thewilderthings.com
G. Bruce Boyer
February 6, 2012 at 3:44 pm
Nick Wooster is not only a very stylish man, but he talks about clothes with a refreshing candor and honesty not always associated with fashion.
– G. Bruce Boyer
kiki lizardi
February 6, 2012 at 3:45 pm
Absolutely love him!! The best article of the series of enterviews you’ve made
divalcious
February 6, 2012 at 3:45 pm
I love how, to me, he always looks like a fashion forward lumberjack… in a good way. I’m always interested to know what he’s going to wear next.
Serdane
February 6, 2012 at 3:47 pm
Instructive
http://www.younglington.wordpress.com
Lauren
February 6, 2012 at 3:56 pm
I love today’s post. When he admits that being a style icon has actually worsened his self-esteem…how honest and comforting.
Xeanafashion
February 6, 2012 at 4:06 pm
This man is very elegant. He is not afraid to wear different clothes. I like it.
Jacky
February 6, 2012 at 4:20 pm
Amazing interview!!! Great tips!! AWesome!!
blanco
February 6, 2012 at 4:26 pm
nice blue suit he’s wearing. swag
send free texts at
http://www.textme4free.com/
Grey Fox
February 6, 2012 at 4:29 pm
Fashion role model and icon – and he’s in his fifties – more please!
An excellent and inspirational piece – thank you.
Grey Fox – searching for style in middle age
http://www.greyfoxblog.com
Blogger
February 6, 2012 at 5:13 pm
I love his style!!!
Boxer's Adventures
February 6, 2012 at 5:13 pm
Oh the stash!
http://blog.boxersadventures.com
International Blog and Shop
monkeyshines
February 6, 2012 at 5:42 pm
classy! great post!
Bises,
monkeyshines
http://monkeyshines-monkeyshines.blogspot.com/
Lydia
February 6, 2012 at 5:48 pm
This man…. what an icon. I love him. I was so excited to see he was the subject of this interview!!!!
Johnny
February 6, 2012 at 6:00 pm
He delivers some useful tips in few lines…job well done!
JD
February 6, 2012 at 6:46 pm
seems chilled and humble. fair play.
Joannalogue
February 6, 2012 at 7:22 pm
Ahh… You look so gorgeous Mr Wooster. Living in a small country town, as I do, it’s so hard to step outside the ordinary with our clothes (let alone where to find anything unusual!!). But you have inspired me to keep trying!
Anonymous
February 6, 2012 at 7:51 pm
I would like to ask all the BEST photographers a question, and that includes Scott, of course!
Why is it that references or descriptions for creating beautiful images through a medium like photography is described in such invasive terms like “took a photo” or “shot a picture”?
theAlabamian
February 6, 2012 at 8:22 pm
Yeah he is so right about the Casual Friday, it was supposed to free people up and expres their personal style but instead turned out to be a short cut to Old Navy!
But maybe old navy is their style!
Bummer!
Fred Gonsowski
February 6, 2012 at 9:12 pm
Nick Wooster…Past Chic! Past Elegant! a TRUE fashion leader, and Fifty Something to boot! Looking Great and Stylish is not just for the Twenty Something Crowd, Nick is a Man that proves that.
Lauren@Styleseer
February 6, 2012 at 9:23 pm
Very sharp in the first photo.
The Styleseer
http://styleseer.blogspot.com
Sandra
February 6, 2012 at 9:57 pm
A very admirable man inside and out. @. @
melissa
February 6, 2012 at 10:40 pm
We know a lot about our fears by what we are willing to wear and the terror of being found out some how…
xo
m
crystal
February 7, 2012 at 12:14 am
scott,
your blog and the mr porter website are the only two things in the world that make me wish i had a man to shop for. that’s sayin’ a lot. shopping for my exhusband was more fun than shopping for me! thanks in part to you, i develop ever higher standards…sigh:)
cheers,
crystal
Claus Ebberfeld, MotorRetro.com
February 7, 2012 at 3:37 am
I absolutely agree with the point on casual friday: In a former job I decided to counter with Formal Friday, as – this being Denmark – the casual aspect had developed into managers walking around the offices in shorts, sandals and socks. Or barefoot, for that matter. It just seemed so very sloppy I could hardly focus on anything other than the damn socks.
Arkasha
February 7, 2012 at 3:56 am
That suit.
WhiteVeins
Swetha
February 7, 2012 at 4:51 am
His self awareness is so attractive. I love this interview.
Kate
February 7, 2012 at 7:53 am
Airport check-in desks are my hell, as well. My indecisiveness always gets me :)
Kate
http://www.thrillofthechaise.com
debbie
February 7, 2012 at 8:32 am
Yes, I can see him shelling out a bundle for his luggage whenever he travels. He’s always dressed nicely.
antique engagement rings
February 7, 2012 at 8:53 am
A nice interview!
Lou-Lou
February 7, 2012 at 8:56 am
I like his frankness, very rare to find. He’s not afraid to show he can be vulnerable but still retains a personal quiet confidence, What a lovely sounding man and a great dresser to boot!
fat guy in a little coat
February 7, 2012 at 10:18 am
Why is it that all these people who talk of fit wear such little coats? It looks as if he’ll pop his button if he moves the slightest.
kate
February 7, 2012 at 11:12 am
I love his honesty, his style, and his fearlessness. Great interview!
Tina Brown
February 7, 2012 at 1:41 pm
I love his comment about “casual Friday.” Casual Friday has given way to a mess of a dress code. At least men can wear a dress shirt and tie without a jacket but still look somewhat put together. Women seem to also be at a loss for “casual Friday.” Of course, I live in a small beach town in Northern California and everyday is casual Friday!
Sally
February 7, 2012 at 2:24 pm
I always love the photographs you feature of this guy, thanks for some of his words!
http://blog.bungalowco.com/
IS THIS IT? models review
February 7, 2012 at 2:58 pm
I LOVE shirt collar really a lot…
http://www.isthisitmodelsreview.com/
Iheartfashion
February 7, 2012 at 3:30 pm
Mr. Wooster is fantastic, but I wish you’d included more photos showing his beautiful tattoos.
BeckyBackstage
February 7, 2012 at 4:47 pm
A friend of mine did a casting recently and specified: ‘no heritage beards..’ I thought that was kind of funny. I think the lumberjack look has gone over into the mainstream now… I wouldn’t saddle Mr. Wooster with the label.
http://beckybackstage.wordpress.com/
Mark Williams
February 7, 2012 at 5:48 pm
totally agree with this guy…get more!
Jenny Kozlow
February 7, 2012 at 7:58 pm
I love the rounded collar on his shirt. I think his suit fits perfectly, most men wear them way too big.
Drew
February 7, 2012 at 11:24 pm
Respect.
christian
February 7, 2012 at 11:38 pm
really think style have no secret for the elegant mr wooster
Anthony
February 8, 2012 at 12:05 am
Why are his jackets always cut so tight?
clarity enhanced diamonds
February 8, 2012 at 7:05 am
I love the suit… so elegant!
proletarian Great Gatsby
February 8, 2012 at 11:36 am
He is elegant in every detail.I understand too well his words .”getting dressed as the only area where he’s fearless”.Fearless and free.
David
February 8, 2012 at 2:58 pm
I really like the bar clip. I keep hearing different opinions on it, but I definitely like how this man is wearing it!
A
February 9, 2012 at 12:01 am
I’ve never felt the need to comment on a Sartorialist piece until now. Amazing interview. The way he speaks is a breath of fresh air from most mundane fashion interviews. Thank you, Scott!
Alex
February 9, 2012 at 12:49 am
This guy is my new idol. Both in style and personality. Awesome interview!
Stu Campbell-Clark
May 30, 2013 at 4:54 am
He has such a presence about himself, great from the hair down to his shoes.
Simone
February 9, 2012 at 8:24 am
Un look fantastico
King of Madison Avenue
February 9, 2012 at 1:33 pm
This man has amazing style and an excellent attitude towards fashion. Such an inspiration.
rosini
February 9, 2012 at 1:54 pm
so elegant…!
Alexis
February 10, 2012 at 10:46 am
I find Nick Wooster so inspiring. I think he always looks brilliant, even when he wears something that is ‘a bit off’. Maybe because he’s consistent in taking those risks is the reason he can pull things off? Whatever… He’s a fashion legend! We need people like him making brave outfit choices so the less adventurous of us can follow!
http://brightonstylememos.blogspot.com/
Erica
February 11, 2012 at 12:52 am
I can feel his energy and some of his personality by reading this interview. His approach to fashion is captivating and has a different perspective in one’s personal style.
Chris
February 13, 2012 at 10:27 am
Always been a fashion idol of mine, though it bothers me that someone so cool and effortless would admit to caring so much about what people think
sorta ruins that badass image of him I’ve always held… though he is still awesome
McArthur
February 14, 2012 at 11:34 am
Wooster is appreciated by men because he bravely displays the fearless style it takes to be considered a fashionable man. Thank you for this. Great post.
Bilzilla
February 15, 2012 at 9:17 pm
Whoa. This makes sense. Men need help BROvisor can do that.
k.s.g
March 24, 2012 at 1:07 am
Wow!
Diana
April 12, 2012 at 10:54 pm
LOVE the moustache!
Kopano KP Motsoeneng
April 17, 2012 at 1:03 pm
I love how you don’t fear clothing. i find that many men in our country (South Africa) fear experimenting with clothing. I LOVE it!! OH, one last thing. Keep doing what you doing. Your a style icon for me.
tmz
July 18, 2012 at 4:05 am
He is amazing!
kim heejae
July 26, 2012 at 1:15 pm
good…good…..!!!
@ReeceJaye
November 4, 2012 at 5:00 pm
wish i was as cool as wooster!
TONI BARCA
April 5, 2013 at 11:55 pm
This is what one has to call, American Chic! He’s all that and a bag of fries. Love his power look edged with a dash of sexy.
Jan Roessner
May 1, 2013 at 6:09 pm
I am so relieved to hear that there are other men that struggle with deciding what to take on a trip… I would love to be able to pack small – I just can’t! Great, Mr Wooster, great classy style with a very healthy portion of boldness – JR
fb.me
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Glenn Mance
April 9, 2016 at 11:44 am
I or you may not always like everything Nick wears but you’ve got to give him kudos for having the balls to put himself out there & being open minded & creative, too bad more aren’t like that
Nick
June 26, 2018 at 9:03 pm
his suit is still absolutely perfect
SAM Web Studio
November 26, 2018 at 6:58 am
Handsome hunk.
megha
November 26, 2018 at 6:58 am
I agree
webocity
January 3, 2019 at 1:42 am
thanks for sharing relevant information