I know so many of my readers share my affinity for a classic wardrobe. We appreciate that timeless pieces serve us well for many years, sometimes decades. But if we want to look relevant and current, it’s important to know how to style the classics in a modern way. This year we’ve been slowly making our way through a 2025 style series I’ve called Styling the Classics for the Modern Woman. Today let’s continue that series with a look at how to style the classic shirt dress for fall and winter.

Continue reading Styling the Classic Shirt Dress for Fall & Winter at Dressed for My Day.

While other jacket styles are very on trend this year, nothing will elevate your casual fall look quite like an oversized blazer. And while fitted blazers are still a closet staple in my wardrobe, I’ve learned the value of this more relaxed style since it is especially suited to my more casual lifestyle. Let’s continue our 2025 style series, Styling the Classics…for the Modern Woman with tips for styling the classic oversized blazer for fall.

Continue reading Styling the Classic Oversized Blazer for Fall at Dressed for My Day.

While my readers and I all may have varied personal styles, I think most of us do enjoy wearing classic pieces, even if we combine them in different ways to create myriad aesthetics. So this year I’ve added the occasional blog post to a little style series I’ve called Styling the Classics…for the Modern Woman. We may like to wear the classic pieces in our wardrobes differently, but we’re smart to know how to make these timeless garments and accessories look modern and fresh.

Continue reading 3 Ways to Style Classic Black Linen Trousers at Dressed for My Day.

I’m so glad that denim skirts have experienced a bit of a resurgence in popularity in the last couple of years. The classic denim skirt never really goes out of style, but recently we’re finding more of them available in our favorite stores as well as a variety of styles. Today I’ve got some tips for styling the classic denim skirt for summer in a modern way.

How to Shop Here: To shop the items I feature, just click on the words in the captions of photos, the highlighted words in my text or the images in the shopping widgets I sometimes include.

Continue reading Styling the Classic Denim Skirt for Summer at Dressed for My Day.