4 CASUAL HOLIDAY OUTFIT IDEAS

The Steele Maiden: Casual Holiday Outfit Ideas - denim, sweaters, blazers and vests

If it’s any indication what November was like at work for me – know that I shot all of these looks over the past month and am only now getting the chance to find time to post them (I’m ready for you Christmas break!). In any case, now that I’m ready I figured I’d compile them since they all have a bit of a common theme – festive yet comfortable. Below, a closer look at these casual holiday outfit ideas:

The Steele Maiden: Casual Holiday Outfit Ideas - red sweater and boyfriend jeans

I picked up this oversized red sweater during Black Friday sales and honestly can’t stop wearing it. I’ve dressed it up with heels and a skirt for work, but I like it with boyfriend jeans, fancy flats and a fisherman’s cap too for holiday shopping or weekend errands this month.

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The Steele Maiden: Casual Holiday Outfit Ideas - red sweater and boyfriend jeans The Steele Maiden: Casual Holiday Outfit Ideas - red sweater and boyfriend jeans The Steele Maiden: Casual Holiday Outfit Ideas - overalls and metallic sweater

It’s been awhile since I last pulled out my overalls but I quickly remembered why they’re my favorites (spoiler: SO comfy). Dressed them up a bit with this metallic striped sweater and metallic kitten heels and this outfit made going to the grocery store for cookie baking supplies all the more merry.

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The Steele Maiden: Casual Holiday Outfit Ideas - overalls and metallic sweater The Steele Maiden: Casual Holiday Outfit Ideas - plaid puffer vest and sneakers

I’m calling this my tree-trimming outfit. I love a good puffer vest in the winter – and all the better if it’s in tartan plaid – and I’ve been wearing these sneakers non-stop lately. I spend a lot of time in heels, but sometimes you just can’t beat a pair of comfy kicks. The olive green feels a little Christmas-y too which I love.

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The Steele Maiden: Casual Holiday Outfit Ideas - plaid puffer vest and sneakers The Steele Maiden: Casual Holiday Outfit Ideas - plaid puffer vest and sneakers The Steele Maiden: Casual Holiday Outfit Ideas - velvet blazer and plaid heels

This one is a little bit unexpected, but no less festive in my opinion. I like mixing in colors like bright gold or deep navy blue to holiday style and this velvet blazer and plaid heels are just the ticket. Mixed with fun socks just because.. more is more this time of year, right?

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The Steele Maiden: Casual Holiday Outfit Ideas - velvet blazer and plaid heels

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FALL WARDROBE STAPLES

The Steele Maiden: Fall Wardrobe Staples - Suede Moto Jacket and Leather Backpack

Doesn’t the week after Labor Day always feel like you’re going back to school? Despite the fact that I haven’t been back to school in nearly a decade and I don’t have any children I’m walking to the school bus, I never can shake that feeling in early September. And I don’t mind, because it gives me a chance to break out a few classic staples (a fresh white tee, new jacket, backpack…) – just like my parent’s would have bought me before a new school year. While I don’t miss homework, I do slightly miss the days when they were footing that bill.. ha.

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CASUAL SUMMER STYLE: TALBOTS SEASHELL T-SHIRT AND BOYFRIEND JEANS

The Steele Maiden: Casual Summer Style - Talbots Seashell T-shirt and boyfriend jeans

In a fantasy life, I live at the beach and take long walks every morning collecting seashells. In my fantasy life I am not the type of person that feels compelled to work 7 days a week. In my fantasy life, I’m apparently a retiree. Until then? This pretty little beaded seashell t-shirt and boyfriend jeans make me pretty relaxed. And I can settle for that.

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FLORAL EMBROIDERED SHIRT AND UTILITY JACKET

The Steele Maiden: Anthropologie Floral Embroidered Blouse, Utility Shirt and Boyfriend Jeans

To note: it is still not Spring. But on just the right day, when the wind dies down and you catch a sidewalk bathing in sunshine.. you can slip off your Winter coat and pretend for a second. It helps if you are wearing a pretty floral embroidered shirt that tricks you into believing May flowers are about to bloom.

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WARWICK, NEW YORK: BOYFRIEND JEANS AND ANKLE BOOTS

The Steele Maiden: Fall foliage wearing cable knit turtleneck, boyfriend jeans and ankle boots

On Sunday, Adam and I took advantage of a rare day without plans and took a drive out of the city. We ended up in the town of Warwick, New York after stopping at a nearby pumpkin patch/apple orchard – because apple cider donuts.. obviously. It feels like the trees have barely changed here in the city, so it was fun to see the all out explosion of color happening just an hour north of us. I picked up these boyfriend jeans (or ‘Mom jeans’  as Adam lovingly calls them..) earlier in the weekend and paired them with these slip-on ankle boots and cable knit turtleneck sweater that I got for our trip to Maine.

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