John F. Kennedy in SI, 1960

I was going through the garage of an estate sale this morning, and happened upon this old issue of Sports Illustrated. It’s from 1960 (the ad on the back references NBC’s coverage of “The NFL Championship Game”), and then-President-Elect John F. Kennedy on the ocean at Hyannisport.

For you prep fetishists, it’s close to perfection, but it’s a lovely lesson for the rest of us, too. Not much more than a blue polo, khakis, some canvas topsiders and a cotton sweater (or a tweedy sportcoat) are enough for the future president to look stunning.

“I don’t have vices. You won’t find me with a large Scotch and a cigar in the evening.” Ralph Lauren
I was looking at On the Media’s blog, and OTM producer Doug Anderson recommended Leonard Bernstein’s Young People’s Concerts. I’m no classical music expert, so I thought I’d watch one. What I was struck by, besides Bernstein’s brilliant explanation of modes, was how sharp he looked in his (for a conductor) casual outfit. Pocket square and cardigan both in full effect.
A quick image search revealed that Leonard Bernstein was one sharp dude. Above, he demonstrates the proper way to wear a polo sweater.

I was looking at On the Media’s blog, and OTM producer Doug Anderson recommended Leonard Bernstein’s Young People’s Concerts. I’m no classical music expert, so I thought I’d watch one. What I was struck by, besides Bernstein’s brilliant explanation of modes, was how sharp he looked in his (for a conductor) casual outfit. Pocket square and cardigan both in full effect.

A quick image search revealed that Leonard Bernstein was one sharp dude. Above, he demonstrates the proper way to wear a polo sweater.

dandyportraits:

Hamish Bowles

Hamish Bowles dresses as only a New Yorker who works in the women’s fashion industry could, but he does it consistently, exceptionally well. I’ve never seen a photograph of the man looking anything less than fantastic. His use of color and pattern is particularly impressive.
Would I wear a rose pink topcoat? No. But Bowles looks great with it, doesn’t he?

dandyportraits:

Hamish Bowles

Hamish Bowles dresses as only a New Yorker who works in the women’s fashion industry could, but he does it consistently, exceptionally well. I’ve never seen a photograph of the man looking anything less than fantastic. His use of color and pattern is particularly impressive.

Would I wear a rose pink topcoat? No. But Bowles looks great with it, doesn’t he?

(Source: thepaludians)

Former California Assembly Speaker and San Francisco Mayor Willie L. Brown, Jr. shows Sacramento how it’s done, circa 1975.

Former California Assembly Speaker and San Francisco Mayor Willie L. Brown, Jr. shows Sacramento how it’s done, circa 1975.

voxsart:

Big Bow.  Bigger Flower.
Hamish Bowles 1.

The list of fashion dudes I think are cool is a relatively short one, but Hamish Bowles is near the top. He always looks great.

voxsart:

Big Bow.  Bigger Flower.

Hamish Bowles 1.

The list of fashion dudes I think are cool is a relatively short one, but Hamish Bowles is near the top. He always looks great.

(via voxsart-deactivated20120827)

voxsart:

Sheppards.
Bryan Ferry, in Anderson & Sheppard, with his new wife, Amanda Sheppard, January 2012.

Congratulations to Mr. & Mrs. Ferry - my only disappointment is that their honeymoon will preclude Mr. Ferry from participating in season two of Put This On!

voxsart:

Sheppards.

Bryan Ferry, in Anderson & Sheppard, with his new wife, Amanda Sheppard, January 2012.

Congratulations to Mr. & Mrs. Ferry - my only disappointment is that their honeymoon will preclude Mr. Ferry from participating in season two of Put This On!

(via voxsart-deactivated20120827)

tumblinerb:

DFAR.

For a while, Andre 3000 wore sleeping bags as skirts. I had forgotten about that.
Andre, this is Andre. Y’all gon’ have to make amends.
(Side note: Cee-Lo looks great in a dashiki.)

tumblinerb:

DFAR.

For a while, Andre 3000 wore sleeping bags as skirts. I had forgotten about that.

Andre, this is Andre. Y’all gon’ have to make amends.

(Side note: Cee-Lo looks great in a dashiki.)

(Source: 29jumpstreet)

“The unpadded shoulders, the three-buttoned long and boxy coat, the too-short, thin pants, and the thin ties with striped buttoned shirts in dark colors—well, I suppose this may go very well with some personalities but it’s not for me. To me, all such look like TV producers. Maybe they want to.”

Fred Astaire on the Ivy League look

(via ASW)

My good friend Mr. John Hodgman is a writer, famous minor television personality, and deranged millionaire. His new book, THAT IS ALL, is the third and final in his trilogy of All World Knowledge. It features extensive instructions on living as a deranged millionaire, including a handy guide to dress. We’ve reprinted the instructions here, with Mr. Hodgman’s permission. Please note that if you don’t buy his book, which hits bookshelves November 1st, you’ll never amount to anything.
HOW TO DRESS LIKE A MILLION DERANGED DOLLARS, 
OR “THE BEST COSTUME FOR THE DAY”
You can learn a lot about a DERANGED MILLIONAIRE by looking at his/her wardrobe for a long, long time. It’s OK to stare at them this way. They will not notice you, because YOU DO NOT EXIST TO THEM.
Everyone has his or her own style, of course, but I think you’ll find that the DERANGED MILLIONAIRE’s clothing is never too showy. Flaunting wealth, either by your choice of clothing or with a golden wealth flaunter, is considered poor form, for it makes you look anxious.
What is important is that you never look as though you have dressed specifically for a particular occasion, but rather for yourself. Your wardrobe may be dressy or casual,as long as you are dressed in a tuxedo, an authentic Civil War uniform, or whatever makes YOU comfortable. Remember, when YOU are at ease, OTHERS WILL NOT BE.
So here are some suggested outfits for various occasions; in time, you will be able to develop your own sense of which disarming eccentricities look best on you….
FOR THE OFFICE
For gentlemen, a single-breasted suit in a conservative color and a solid tie or club tie. If you must wear shoes, wear two-toed ninja shoes.
For ladies, a tasteful brown turtle-neck Sun pants with pantyhose pulled over them, and then a short skirt made of a bath towel.
FOR “CASUAL FRIDAY”
For gentlemen, try a three-piece denim suit and velvet slippers with little crowns on them.
For ladies, same as above [FOR THE OFFICE], but turn the skirt into a cape.
FOR A SUMMER GARDEN PARTY
For gentlemen, seersucker shorts, a plaid blazer, and a beekeeper’s hat.
For ladies, a kicky summer dress made out of Marimekko sheets, worn over a swimsuit made of pantyhose.
FOR A RED-CARPET GALA
For gentlemen, a peak-lapel tuxedo, a simple white shirt (no “wing” collar), a black bow tie, and a black panther on a rope.
For ladies, an evening gown hastily assembled from the red carpet itself.
FOR DINNER ON THE EAST COAST
Gentlemen should wear a coat and tie.
Ladies should wear an evening gown or dark-colored cocktail dress.*
(* These can be assembled from pantyhose and handkerchiefs as needed.)
FOR DINNER ON THE WEST COAST
Gentlemen should wear nothing but a silken robe and tube socks. If the invitation is for “formalwear,” gentlemen should add an Ed Hardy t-shirt.
Ladies should be nude.
FOR ATTENDING THE TED CONFERENCE
Gentlemen should wear Patrick McGoohan’s white piped blazer from the television program The Prisoner plus khakis and a cravat.
Ladies should dress like Leo McKern.
FOR A MONOCLE PARTY
Gentlemen SHOULD NOT wear monocles.* THAT’S JUST WHAT THEY WANT YOU TO DO.
Ladies may wear opera glasses strapped to their heads with Velcro.
(*However, double monocles - or bimonocles - are acceptable.)

My good friend Mr. John Hodgman is a writer, famous minor television personality, and deranged millionaire. His new book, THAT IS ALL, is the third and final in his trilogy of All World Knowledge. It features extensive instructions on living as a deranged millionaire, including a handy guide to dress. We’ve reprinted the instructions here, with Mr. Hodgman’s permission. Please note that if you don’t buy his book, which hits bookshelves November 1st, you’ll never amount to anything.

HOW TO DRESS LIKE A MILLION DERANGED DOLLARS,

OR “THE BEST COSTUME FOR THE DAY”

You can learn a lot about a DERANGED MILLIONAIRE by looking at his/her wardrobe for a long, long time. It’s OK to stare at them this way. They will not notice you, because YOU DO NOT EXIST TO THEM.

Everyone has his or her own style, of course, but I think you’ll find that the DERANGED MILLIONAIRE’s clothing is never too showy. Flaunting wealth, either by your choice of clothing or with a golden wealth flaunter, is considered poor form, for it makes you look anxious.

What is important is that you never look as though you have dressed specifically for a particular occasion, but rather for yourself. Your wardrobe may be dressy or casual,as long as you are dressed in a tuxedo, an authentic Civil War uniform, or whatever makes YOU comfortable. Remember, when YOU are at ease, OTHERS WILL NOT BE.

So here are some suggested outfits for various occasions; in time, you will be able to develop your own sense of which disarming eccentricities look best on you….

FOR THE OFFICE

For gentlemen, a single-breasted suit in a conservative color and a solid tie or club tie. If you must wear shoes, wear two-toed ninja shoes.

For ladies, a tasteful brown turtle-neck Sun pants with pantyhose pulled over them, and then a short skirt made of a bath towel.

FOR “CASUAL FRIDAY”

For gentlemen, try a three-piece denim suit and velvet slippers with little crowns on them.

For ladies, same as above [FOR THE OFFICE], but turn the skirt into a cape.

FOR A SUMMER GARDEN PARTY

For gentlemen, seersucker shorts, a plaid blazer, and a beekeeper’s hat.

For ladies, a kicky summer dress made out of Marimekko sheets, worn over a swimsuit made of pantyhose.

FOR A RED-CARPET GALA

For gentlemen, a peak-lapel tuxedo, a simple white shirt (no “wing” collar), a black bow tie, and a black panther on a rope.

For ladies, an evening gown hastily assembled from the red carpet itself.

FOR DINNER ON THE EAST COAST

Gentlemen should wear a coat and tie.

Ladies should wear an evening gown or dark-colored cocktail dress.*

(* These can be assembled from pantyhose and handkerchiefs as needed.)

FOR DINNER ON THE WEST COAST

Gentlemen should wear nothing but a silken robe and tube socks. If the invitation is for “formalwear,” gentlemen should add an Ed Hardy t-shirt.

Ladies should be nude.

FOR ATTENDING THE TED CONFERENCE

Gentlemen should wear Patrick McGoohan’s white piped blazer from the television program The Prisoner plus khakis and a cravat.

Ladies should dress like Leo McKern.

FOR A MONOCLE PARTY

Gentlemen SHOULD NOT wear monocles.* THAT’S JUST WHAT THEY WANT YOU TO DO.

Ladies may wear opera glasses strapped to their heads with Velcro.

(*However, double monocles - or bimonocles - are acceptable.)