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American Classic is one of the most timeless styles. This post presents its key elements and how to put them together into great outfits.

  1. Key Elements of American Classic Style
  2. Polo Shirt Styling
  3. Tweed Skirt and Cardigan
  4. A Simple American Classic Style Recipe- A Baseball Jacket with Denim
  5. Riding Boots, Tweed Skirt and Motorcycle Jackets
  6. The Button-down Shirt, Jeans and Cardigan
  7. Skirt with (faux) Twinset
  8. Black Turtleneck plus Jeans and Blazer Equal Instant Style
  9. American West Coast Style Leather Blazer
  10. Trick to Wear a Short Jacket over a Blazer
  11. American Classic Style Icons

Key Elements of American Classic Style

Here is a list of Must-have items

  • Polo shirt
  • The iconic white button-down shirt (replace each year)
  • The blazer in navy blue or West Coast Style brown leather
  • Straight jeans
  • Riding boots
  • Around the knee tweed skirt
  • Grandpa cable knit cardigan and cashmere cardigan
  • Bias-cut slip dress for summer
  • Corduroy or denim skirt
  • Button-front skirt
  • Turquoise cuff
  • White summer dresses (more on American women wearing white in summer)
  • Baseball and/or utility jacket
  • Denim or trucker jacket

The next sections show how to pull it all together. Each section also provides information where to find a guide how to style the respective item(s).

Polo Shirt Styling

An above the knee straight denim skirt in a dark wash looks great when paired with a thin striped polo shirt and a belt. Make sure that the buckle’s picks up the hardware of your denim. To complete the vibe go with wedge sandals and Jackie O type sunglasses.

details of belt, buckle, watch

over 50 years old style blogger in Jackie O sunglasses and denim skirt
Oliveo denim skirt, The Limited thin striped polo shirt, Kieselstein Cord belt and belt buckle, Ray Ban Jackie O. sunglasses, Tissot stone watch, and suede wedge sandals


Tweed Skirt and Cardigan

The iconic tweed skirt looks best with a short or long-sleeve cashmere sweater and driving shoes or riding boots. In winter, a cardigan is added for some extra insulation. It hasn’t to be a real twinset like in Euro Chic. Create a faux twinset with a neutral color cardigan that works with the other (neutral) colors of the look. For more styling tips on great tweed skirt looks see the guide at the link.


winter work outfit with faux twinset

influencer in American Classic tweed skirt Argyle sweater, cardigan
LandsEnd Argyle cashmere sweater under cashmere cardigan worn over tweed skirt and tights with Vince Camuto suede boots accessorized with multiple strings of pearls


A Simple American Classic Style Recipe – A Baseball Jacket with Denim

A baseball jacket with striped Tee and denim is always a winner. #agelessstyle Click To Tweet

The following look shows a striped T-shirt, denim and baseball jacket combination a simple recipe for an outfit in the category casual, posh of American Classics. BTW, the shirt is made in the USA from sustainable resources. I love when style meets sustainability. The denim skirt is mid-night blue with a slight distress on the fabric. My cat is not finished with the distressing design of this skirt 😉 .

The easiest way to get a distressed denim skirt is to have a denim skirt and a cat. #petlove #DIY Click To Tweet

Of course, the look is worn with my signature collier de chien bracelet that I wear day-in-day out and heels.

I just can't concentrate in flats. #heels #shoelove Click To Tweet

woman in America Classic style

style blogger Nicole in versatile leather jacket and jean skirt

fashion blogger wearing an American classic look with baseball jacket and a knee length denim skirt
Michael Kors baseball leather jacket with Oliveo denim skirt, Anne Klein T-strap pumps, Chanel bag (all own) and striped 3/4 sleeve T-shirt c/o Marine Layer


More on how to style a baseball jacket at the link.

When in doubt, wear a classic outfit. #dress4success #styletip Click To Tweet


Riding Boots, Tweed Skirt and Motorcycle Jackets

Riding boots and everything equestrian like horse buckle belts are key elements of the style. Also motorcycle boots, motorcycle vests, motorcycle jackets, motorcycle coats, and motorcycle shearlings, motorcycle booties. Just think, what does one need to explore the Southwest. The tweed skirt is an icon in all collections from American designers. More on how to style a tweed skirt at the link.


Stylist illustrating how to wear riding boots, tweed and leather motorcycle jacket
Graham and Spencer motorcycle jacket, Oliveo chambray button down shirt, GNW tights, Eddie Bauer tweed skirt, Sanchez riding boots


The Button-down Shirt, Jeans and Cardigan

US fashion blogger in button-down shirt with jeans skirt

influencer in Chambray button-down shirt, denim skirt, sandals
Oliveo Chambray button-down shirt, GNW cardigan, denim skirt, Kieselstein Cord belt and buckle, gold sandals, Picasso print scarf, and statement bag


Skirt with (faux) Twinset

style blogger Nicole with floral skirt, sweater, cardigan, and Jill.E Designs tablet bag

Jill.E Designs tablet tote close-up to show size

Nicole with a floral skirt, sweater, cardigan and Jill.E tablet tote
Outfit details: Isaac Mizrahi cardigan, Lands Ends sweater, Ray Ban sunglasses, Eric Michael wedge sandals, and Loft skirt (all own) tablet tote c/o Jill.E Designs and necklace c/o Almo Jewellery


Black Turtleneck plus Jeans and Blazer Equal Instant Style

Today I keep it short with just an update on my outfit and a little styling trick. I like to refer to the look as my American West casual style. The outfit is great for Casual Friday. The cashmere sweater instead of a T-shirt makes this casual look stylish at any age.

A black turtleneck sweater plus jeans and a suede blazer are instant American casual posh style. #agelesstyle Click To Tweet

Leopard print pumps

#fashionover40 Casual office look with short jacket over a blazer
Orvis suede blazer, Isaac Mizrahi  cashmere turtleneck sweater, London Jean boyfriend jeans, Aldo leopard print pony-hair pumps and pearls for a posh casual Friday office look

Trick to Wear a Short Jacket over a Blazer

When a jacket is shorter than your blazer, fold the blazer underneath so it would not show. The jacket’s belt allows for this little styling trick when tied tightly. In this outfit, the blue gloves and blue beret and the satchel complete the outerwear.

#fashionover50 casual winter outerwear
Andrew Marc motorcycle shearling jacket worn over the outfit shown above with Michael Kors leopard print satchel bag and heeled duck booties


The American West Coast Style Blazer


American Classic outfit idea West Coast vibe
Orvis suede blazer over GNW Luxe sweater with white Newport News leather pants, Gloria Vanderbilt pumps, Kieselstein Cord belt and buckle, and statement necklace

The Iconic White Button Down Shirt


The most important thing of a button-down shirt in general, is the placement of the second button. You know, these awkward gaps that may occur when that button is in the wrong place.

An easy fix: Add a push button.

Look for a wrinkle-free one. Most the time, it’s one wear and back into the laundry. Thus, unless ironing is your hobby, make sure you get a low maintenance version. Replace the shirt every year. Sweat and deodorizer yield yellow spots under the arms. Not stylish at all.

Tip: About 10 to 15 min before washing, add white vinegar on the underarm fabric to slow that “aging” process down. Wash as usual.

Replace your white button-down shirt every year to have a crisp appearance. The shirt looks great with pants, straight skirts or jeans like in the photo below. A classic blazer makes the look work appropriate for a business casaul style work place.


example outfit of American iconic button down white shirt styled with flared jeans, blazer, high heels, belt and necklace
Ralph Lauren silver snake imprint pumps, studded headband, statement belt, amber modernist necklace, Sam Edelman bucket bag, Vittoria Verani linen blazer, quartz earrings (all own), white sun-protective shirt c/o Coolibar and flared jeans c/o Femme Luxe


American Classic Style Icons

Jackie Kennedy (more on Jackie’s style), Grace Kelly, Meg Ryan as Kathleen Kelly in You’ve Got Mail,  Michelle Obama, Karly Kloss and Melania Trump are some of the best known American Classic style icons.


You can find outfit ideas with patriotic attire for Independence Day as well as  another American Classic OOTD at these links.


Never stress out about what to wear when. Buy my style recipe book now.


What is your go-to look that is always a winner when it comes to best personal style?

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Photos: G. Kramm

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