Old Sport left a comment on 5/3/2010 at 12:37 PM:

I miss women like this…

F.E. Castleberry left a comment on 4/26/2010 at 5:22 PM:

Heavy Tweed Jacket—Very keen of you to notice her bag. She picked up this vintage bag at Bobby From Boston. A brilliant find.

Heavy Tweed Jacket left a comment on 4/26/2010 at 5:17 PM:

Obviously the dress is cute, but it’s that bucket bag is what, for me, makes this outfit. My wife has a Fendi bucket that she got years ago in Rome. It just has that casual Saturday thing going - and she can always carry my sunglasses in it, a big help.

anthony left a comment on 4/25/2010 at 3:01 PM:

i’m not a huge fan of the dress (i liked a very similar one from rugby that was featured last summer, but it was made of cotton thermal material, it was more fitted and from what i remember had some ruffles going on), but the picture is great.

i love that you keep featuring this chick, namely because redheads are so rare nowadays. she also always has a killer smile on her face which enhances the overall appearance of the shot.

Tyler left a comment on 4/25/2010 at 10:22 AM:

Beacon Hill - Corner of Revere and Charles Streets. Keep up the good work, come back soon!

Jacob Moore left a comment on 4/24/2010 at 3:00 PM:

This is the same girl that was in the “Blue Blood” post some weeks ago, right?

Your blog is amazing Fred, please come to Norway soon!

Connetiquette left a comment on 4/23/2010 at 11:44 PM:

Seriously I just love her hair

bridget left a comment on 4/23/2010 at 9:58 PM:

love that dress.

bunny left a comment on 4/23/2010 at 9:02 PM:

she looks good again. the bag is handsome and the watch is lovely. amazing hair. i like that she and yesterdays young lady are seasonably pale.

gioforeal left a comment on 4/23/2010 at 8:22 PM:

It’s her again!From a previous post w/the destroyed jeans and wingtip boots!

another Kara left a comment on 4/23/2010 at 4:58 PM:

mentioned your site in a job interview today when asked where I find style inspiration.
keep it up!!

Christian Bourasseau left a comment on 4/23/2010 at 4:18 PM:

Keeping and appreciating dress code is key!

Knot Clothing left a comment on 4/23/2010 at 4:08 PM:

loving the picture background and lighting, as well as those looking stylish.  love boston.  very nice!

Capitol A left a comment on 4/23/2010 at 2:56 PM:

This girl (I mean dress) is gorgeous, but like the “pleated skirt” model, will look much better in about 2 months when the tans start to come in on the east coast

F.E. Castleberry left a comment on 4/23/2010 at 2:38 PM:

Kara—I believe her dress is by Rugby Ralph Lauren.

Kara left a comment on 4/23/2010 at 2:21 PM:

Where oh WHERE did she get that dress?!

Christian Bourasseau left a comment on 4/23/2010 at 1:45 PM:

Another great picture. She looks amazing on that dress, the look is again… effortless!

H left a comment on 4/23/2010 at 12:12 PM:

Life of the party.

George left a comment on 4/29/2010 at 12:20 PM:

Love the look. Although technically I would not consider that (from the photo) to be a pleated skirt.  Great site BTW!

Claire left a comment on 4/28/2010 at 8:53 PM:

Thank you so much for sharing the details of Sarah’s outfit—I have been pining for a Kiel James Patrick belt, but I have not been able to find one anywhere! Any ideas?

KieL James Patrick left a comment on 4/27/2010 at 12:53 AM:

Figured since so many people have complimented Sarah on her remarkable knack for composing a perfectly classic outfit that I would share with you a brief break down of where/what and when.
1.    Pearls-  A combination of two necklaces… one in which I remember she purchased on a Caribbean Cruise we had gone on together our first year dating.  The Second necklace is “Fake” and she believes she picked it up at an antique shop in Warwick.
2.  Oxford-  Ralph Lauren; Slim-Fit Chelsea Striped Shirt
3.  Cardigan-  Pringle of Scotland Cashmere she Purchased at Juliann Orso
4.  Purse-  Restored 1980’s Era Dooney & Bourke
5.  Belt-  I am proud to say is one of my own designs : ) 
6.  Skirt-  J-Crew; Cotton Cavalry Skirt
7.  Bracelet-  Is but of course… a KJP that Sarah designed : )
8.  Shoes- Sebago Spinnakers she picked up at the Tannery in Boston

Nothing like a little history & memories behind an outfit.

Heavy Tweed Jacket left a comment on 4/26/2010 at 5:13 PM:

The macrame belt is very happenin’. Nice look.

F.E. Castleberry left a comment on 4/26/2010 at 3:36 AM:

Claire—From what I know, her oxford is Polo, boat shoes by Sebago, purse from Dooney & Bourke and rope belt by Kiel James Patrick.

lillypulitzer's niece left a comment on 4/25/2010 at 8:39 PM:

thats just how classy boston is.

Claire left a comment on 4/23/2010 at 4:02 PM:

Where is her outfit from? so cute!

Robdarko left a comment on 4/23/2010 at 10:26 AM:

Obvi, this was a crowd pleaser.

Quick Mr. Castleberry, post something truly stilted to divide the camp!

Christian Bourasseau left a comment on 4/23/2010 at 9:50 AM:

This is how a preppy should look, classic, effortless, preppy, and stylish. 10/10

Anna left a comment on 4/23/2010 at 1:03 AM:

What a beauty!

Michael left a comment on 4/23/2010 at 12:56 AM:

Wow! Talk about effortless!

georgie left a comment on 4/22/2010 at 11:13 PM:

I absolutely adore this look! It is accessorized perfectly and the color palette is great.

KieL James Patrick left a comment on 4/22/2010 at 6:54 PM:

She’s no Buffy though aye Fred : )

Bixon Wrighton left a comment on 4/22/2010 at 4:45 PM:

I have come back to the picture a few times today with a smile.  I’ve fallen in love with every part of this image.  Warm Gratitude for such a masterpiece.

The Preppy Princess left a comment on 4/22/2010 at 2:00 PM:

Oh, Sarah!  You are a doll!  KJP tells us you kids had a big day in The Hub City.

bunny left a comment on 4/22/2010 at 12:10 PM:

j’adorable!

Robin left a comment on 4/22/2010 at 12:02 PM:

This might be my favorite so far!

Amy Ames left a comment on 4/22/2010 at 11:48 AM:

Anyone know where I can buy this skirt from?  Who is it???  I want it <3

anthony left a comment on 4/22/2010 at 10:39 AM:

this is great—i know i’ve been pretty critical lately and i’d like to reiterate the points made by others that this look is effortless and stylish. the color palette is great and the details are all accounted for (shoes, bag, belt etc.). awesome!

KFad left a comment on 4/22/2010 at 10:23 AM:

Ah, it’s Sarah from Kiel James Patrick!

KFad left a comment on 4/22/2010 at 10:18 AM:

Just fantastic.

B.L. Edwards left a comment on 4/22/2010 at 10:16 AM:

Perfect, she’s like everything you’d want in a wife. Effortless, real, gorgeous and without being stuffy and boring. PrepPerfection.

mjl left a comment on 4/22/2010 at 10:15 AM:

stunner.

Christian Bourasseau left a comment on 4/22/2010 at 10:13 AM:

Perfect. I love everything about this picture. This got to be one of the best ever and by the way that’s a beautiful girl!

Robdarko left a comment on 4/22/2010 at 9:57 AM:

No fuss, no muss.  A true beauty.

Straw Boater left a comment on 4/22/2010 at 9:22 AM:

Definitely wife material.  Good call H.

Emma left a comment on 4/22/2010 at 8:56 AM:

Absolutely love this look. Absolute class

H left a comment on 4/22/2010 at 8:49 AM:

Wife material.

The Boss left a comment on 4/22/2010 at 8:45 AM:

Wholesome yet sexy. Pearls are a girl’s best friend. Hear that ladies?

Sean D left a comment on 4/22/2010 at 6:28 AM:

Pure Beacon Hill Perfection.

Wisco left a comment on 4/21/2010 at 6:33 PM:

Spot on.  Anyone who tells you skinny ties are the “new thing” obviously never looked at men in the Northeast 1962.  My mother teaches design and told me that almost nothing in fashion is truly original anymore.  She’s right, but we can still appreciate the looks of today even if they take inspiration from yesterday.

Richard Ross left a comment on 4/21/2010 at 2:04 PM:

Too true.

Birdy left a comment on 6/28/2010 at 2:45 PM:

Karoline-
I’d love to know where I can find those boots.
Thanks a bundle

Mary left a comment on 4/21/2010 at 11:57 PM:

This look is so relaxed prep, just what a college girl needs. Plus I feel like prep doesn’t always have to be polished, it can accommodate to a person’s lifestyle like for this girl it’s the studious but chilled college life.

bunny left a comment on 4/21/2010 at 1:42 PM:

tortoise eyeglasses would be preppier and contrast. might try a lighter denim with those boots or those jeans with darker boots. she’s still cute tho :) great hair.

Robin left a comment on 4/20/2010 at 11:27 PM:

This is sweet! Just like my style. :)

Michael M. left a comment on 4/20/2010 at 8:45 PM:

Cruising around my old stomping grounds I see. Spent some time just around the corner. You should pop into the Roger’s Pub at Babson and ask Doug for a dollar draft.

Christian Bourasseau left a comment on 4/20/2010 at 4:37 PM:

Nice rugby shirt!

John left a comment on 4/20/2010 at 4:33 PM:

This gal is fabulous! Maybe a lighter shade of jeans would make a more interesting contrast, but overall this takes me back to what preppy was like in the late 70s and early 80s. Sometimes less can be more, and in my opinion, it’s lovely.

Karoline left a comment on 4/20/2010 at 2:20 PM:

I have those same boots!  Love this look!  Fred, if you’re in the Boston area, you should really check out the preppy scene on the South Shore!

MH left a comment on 4/20/2010 at 1:29 PM:

Outfit looks pretty nice.

Kara left a comment on 4/20/2010 at 11:49 AM:

I go to Wellesley and I read your blog all the time! How exciting that the two should collide.

ann left a comment on 4/22/2010 at 8:48 AM:

i thought i would take the time to post every now and again, fredo :)
i love his shorts.  virginia just scored a pair of skull flip flops from the jcrew outlet last week.

CLG23 left a comment on 4/20/2010 at 2:07 PM:

Not a big fan of the footwear, but the outfit is still bomb. This is how I dress most days. Great stuff

Damien left a comment on 4/19/2010 at 3:55 PM:

Great look. Almost pick’d up a pair of those shorts but the ones I saw had anchors. Can’t really tell by the pic but looks like he could use a good watch or bracelet.

EdoubleM.blogspot.com left a comment on 4/19/2010 at 11:16 AM:

I like the purple oxford and the navy skull & bones shorts color combination with the belt but I would’ve went with a different shoe. But that’s what separates us from each other and our own individual style. If you want to follow some type of Prep format that you read about and study online then good luck to you in finding your own personal style! Be a leader and follow your own beliefs.

Jonny left a comment on 4/19/2010 at 10:23 AM:

I agree. In my opinion, a “prep” is an aesthetic, a look, a lifestyle, not a uniform.  If we all dressed the part without personalizing & styling our pieces, then we get lost in the look and lose any sense of originality.  There has to be something that separates oneself, otherwise what makes me different from any other “prep”?

Christian Bourasseau left a comment on 4/19/2010 at 10:22 AM:

The shorts and the oxford are perfect. I like the driving shoes, but being him I’d chosen a pair of loafers or topsiders, to keep it more classic and preppier. But in general, I like his style and he is without doubt preppy. I mean he wears oxfords and go to hell pants!!

Jonny left a comment on 4/19/2010 at 8:33 AM:

Love the skull shorts and the oxford.  Clean, simple, and not overstated.  Nice work.

William left a comment on 4/19/2010 at 8:14 AM:

I love the bag but I never feel like I can pull it off.

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