beret outfit classic outfit

40+ Classic Outfits for Any Age

We may earn money or products from the companies mentioned in this post.

One thing I love about blogging is that it connects you and me together and our love for classic outfits. Whether you’re 15, 50, or 75, classic outfits are for anybody!

Today I wanted to round up some of my favorite looks (it was hard) and put them in categories for you so you can see what basic pieces are needed as well as how you can easily copy these yourself- no matter your age. It’s always my goal to leave you with doable style tips and easy to recreate outfits.

Just warning you now, you’re going to see a lot of neutrals, a lot of basics, and a lot of repeats. But you know what? That’s what us classic girls are here for!

I encourage you to bookmark this post and stay till the end where I have a special offer for you. 🙂

Note to my older readers: Some hemlines may be shorter than what you want to wear- feel free to sub out what you need and I hope you can still get some great inspiration out of this post!

Trench Coat

Black Blazer

White Button Down

Camel Coat

newsletter sign up resource library

Camel Blazer

Striped Top

Checked (or tweed) Blazer


Tweed Blazer

Basic White Tee

Long Coat


Love the idea of creating a classic, timeless wardrobe but not sure how to do that? Check out my latest ebook where I teach you beginning to end how to build a wardrobe from scratch that will stand the test of time!

how to build a wardrobe from scratch ebook
my chic obsession signature
classic outfits


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.