Cute Denim Looks for Teachers

October 2, 2025

This is what my buddy Lynn and I wore for a day of teaching.

Shop this Look:

I’m wearing Kut from the Kloth Kelsey Jeans with a leopard tee and utility jacket. My booties are Waxton booties from Franco Sarto. I’m also wearing a Lucky Brand belt (old, but here’s a cute one), Kendra Scott earrings, and wearing my new prescription Warby Parker transitional lens in the Winston style in Black Oak Tortoise.

Lynn is wearing cute wide-leg jeans (similar), a navy blazer (similar), and the same boots as I’m wearing, but in black!

Looking for more casual work looks? Check out this, this and this!

Fun & Fashion,

Dawn Lucy

About the blog: Fashion Should Be Fun is me talking to you, other middle aged women like me who are over 40, but not over fashion.  We still want to look beautiful and stylish.  We still want to have fun with trends.  And we don’t need anyone giving us rules, because we’re all different. We all have our own shapes and bodies, parts we’d like to cover and parts we still don’t mind showing off a bit.  This is a place for me to share my love of fashion with you, style ideas, tips, trends, and inspiration. I know how liking the way we look can translate into confidence and energy. I know we have so much life left to live and so much adventure ahead of us. Let’s show the world you’re never too old to have fun and be fierce!

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