can you believe it’s october first?! break out the halloween decor, because it’s time to get ready for the holidays! today is also thursday, and you know that means a romp through the archives. today’s retrospective is all about the main components of a preppy wardrobe. i have collected three posts from recent years that all revolve around my go-to preppy aesthetic – it’s my preppy style uniform. these preppy basics are always in fashion, and so my favorite brands always have new versions each season. while the exact items from the past posts may no longer be available, i have collected current offerings just perfect for this fall.
today’s outfit is great for mild-to-cool weather travel. i have a classic white button-up and a polka dot sweater that can each be worn alone, to create two other outfits on my trip – so, three outfit options with these two items. the blazer can go multiple ways as well: it can go over a dress for an evening out, it can even go as a second layer under a puffer or overcoat if it’s really cold.
blazers are probably at the top of the preppy style list. especially when it’s wool, twill or tweed with a plaid, houndstooth or herringbone pattern. but it doesn’t end there. the shape of a blazer, in general, fits with the preppy aesthetic. remember, we’re talking about a style that evolved from the prep school uniforms of the northeastern US. so, blazers and loafers were/are central to the look.
who are you? probably one of the most basic questions; and probably one of the most debated ones throughout history. i’m not a philosopher, so i don’t and won’t have any deep answers here. but today i’m thinking about the idea of self-expression through style. as a reader recently pointed out, when a life event like a death happens, you’re gonna reflect on who you are in some form or another—like it or not. and this week since i’ve talked about career and trailblazing women through the lens of fashion, i thought i’d turn it inward: how do we express ourselves through fashion, especially as we age?
imagine my delight when i came across this faux wrap skirt that’s a little bit preppy and a whole lot of cute. and the asymmetrical hem? it’s fresh and modern and gives this skirt the zing it needs. there are so many ways to style this little number but the temps are mild enough today to get by with a shirt and sweater. guess what? i may not have blue pointy toe flats like i used to but i do own these adorable kate spade velvet ballet flats that’ll give me that preppy vibe i’m so fond of. but i did want to draw attention to this adorable shirt by madewell. it’s called an ‘ex-boyfriend’ shirt so it’s oversized. take a peek at the back panel. the stripes are different than the front. the yoke is horizontal and the back has a thinner strip than the front. genius!
the clean lines of an a-line, pleated or pencil skirt is another cornerstone of preppy style. whether the skirt is corduroy, wool, denim, cotton or leather; it’s the shape of the a-line, or pencil, and the sharpness of the pleats that make these classic preppy staples. while this blue corduroy a-line skirt is a few years old, Talbots has a lovely burgundy one this season.
today’s post is but a few examples of my preppy style uniform. if you scroll through the archives you will see just how much mileage i get out of this classic style. its elements are always in style, no matter the season, so it makes putting together an outfit a snap. what is your style uniform? what’s your favorite preppy style item? let me know in the comments below, have a great thursday!
is our 40s+ fashion & food contributor. She posts a Daily Look on Tuesdays, writes about Fashion on Thursdays, joins Beth for Fridays with Oscar and shares a new recipe Sunday evenings.
She’s 47, 5’0, and a petite 0/XS.
Kelly also has a food blog called Djalali Cooks, which you can find by clicking the world icon below.