classy chic outfit idea

A Classy Chic Outfit Idea for the Timeless Woman

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When it comes to cold-weather dressing, most people opt for the “hibernate in sweats until the sun comes out” look and though you can’t put a price on comfort, you can put a price on style. And that price is priceless. (See what I did there?) Thankfully, you don’t have to pick between style or comfort. Here’s a classy chic outfit idea that’s easy to style, easy to wear, and will easily elevate your look this season.

This post is sponsored by Talbots. Thank you for supporting the brands that support My Chic Obsession. #talbotspartner #mytalbots

I loved partnering up with Talbots because I know many of you are interested in clothing stores for the classy woman. Their mission is to provide women with quality and timeless style to help them look and feel put together. Hmm, does that mission sound familiar? 😉

Now that I’ve had a chance to wear several Talbots pieces, I can say that they are a great place to go for timeless wardrobe pieces, especially if you’re looking for flattering yet beautiful pieces to wear this fall and winter season. Plus, they frequently feature models of all ages which I know is extra appreciated because it’s hard to come by.

Without further ado, let’s get into the outfit formula.

Slim Ankle Pants + Cashmere Sweater + Loafers

pants | sweater | loafers


What do the majority of classy outfits have in common? Tailored bottoms!

Slim ankle pants, reminiscent of classic style icon Audrey Hepburn, make the perfect foundation for this classy look. The stitch detailing on these pants subtly elevates the overall look, giving the illusion of tailoring and as we know, tailored clothes (or the look of it) instantly makes an outfit look more expensive.

No matter your body type, you want the perfect fit. I love this pair because not only do they have a zipper to ensure a snug fit, but they also have an elastic waist, making these comfortable to wear at the same time.

You may be wondering, “What’s the best color pants to wear for a classy chic outfit?” My top picks are neutral colors, of course, specifically black, camel, or ivory.

I love ivory for this season because it pairs well with fall colors but can also seamlessly transition into winter for your “winter whites”.

(Crisp white jeans are usually more of a spring/summer piece whereas different shades of white with warmer undertones are a great way to wear this light shade in winter.)

Plus, creams are one of the best colors to wear for an elegant look. These pants are a wardrobe must-have not just because they will stand the test of time, but they’re versatile and can be dressed up or down- whether you want a high fashion look or plan on pairing them with a denim jacket.


When it comes to sweaters, classy and cashmere go hand in hand. I’m all about the right fit and I love the v-neck and collar of this one because it elevates this basic wardrobe staple. Plus, a v-neck can elongate your neck and offer a great opportunity to layer on some dainty necklaces.

This pick is really good quality and a cashmere sweater is always a great investment in your wardrobe. When deciding what to invest in, it’s always a good idea to start with the staples. You can wear this one with these sophisticated bottoms, or even denim jeans and ballet flats instead.

This cashmere pullover comes in black and this “soft mink heather” as pictured- both great options for a classy wardrobe. I’m not saying never wear bright colors, but elegant clothes and a neutral color palette go hand in hand!

Related: How to Have a Modern-Day Grace Kelly Style


Thanks to Coco Chanel, tweed is synonymous with classy. The texture of these boucle loafers that have a tweed appearance pair well with the entire look. And with all the solid colors, it’s nice to have a subtle pattern.

Want the easiest way to get your feet wet (ha) by experimenting with prints and textures? Start with your shoes! This is an easy and painless way to experiment with different styles and patterns without committing to a new full-on look.

I love the sturdiness of these shoes. I’m wearing my normal size, but it would have been better if I went up a 1/2 size. Just something to keep in mind! (FYI- they do have a felt sole that is a little slippery on wood flooring.)

Classy, chic, and elegant style doesn’t always have to mean pencil skirts and ballgowns. Not only is it in how you carry yourself, but it can also be portrayed in various fashion ways, including your choice of colors and silhouettes.

Related: What is a Classy Woman? Here Are 9 Examples To Become One!

If you focus on clothes that you can wear for a long time (a good rule of thumb for classy dressing), then you’re already halfway there. Finish out any look by borrowing from your own personal style, whether that’s simple jewelry or even just the way you style your hair.

Follow this wardrobe formula for a great look. Or if you want other pieces to round out your classy style, whether it’s a black blazer or everyday wear, you can find them at Talbots!

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From a little black dress to a white shirt to a trench coat, these are all pieces worth having in your wardrobe. If you want tips on what to have in a capsule wardrobe and for even more stylish outfit ideas, then check out this next post: 17 Items You Need for Your Classic French Capsule Wardrobe

classy chic outfit idea


Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys - her biggest fashion critics.