Oversized Denim Jackets

Oversized Denim Jackets How to Wear

The denim jacket, a staple in our book year round for sure! A good denim jacket is just an absolute necessity to have in your closet, especially as we transition into early fall – it is just so easy to throw on over virtually anything you are wearing for some added warmth on those crisp fall mornings and evenings. If we had to guess, most of us own a tailored denim jacket, but what about the fabulous trend we are seeing of the oversized denim jackets? This can feel a bit trickier to style, but trust us when we say…. Get you one ASAP, ladies! To help you out, we asked each of our four stylists to showcase and style their favorite oversized denim jacket. Keep reading for some great options and effortlessly chic looks!


Oversized Denim Jackets…Katie’s Look

How to Wear Oversized Denim Jackets paired with black jeans and sneakers

Denim Jacket | Graphic Tank | Distressed Jeans | Golden Goose Sneakers | Dolce Vita Sneakers

I love Free People’s Amelia slouchy jean jacket. It is oversized, but also cropped with a distressed hem, making it super fun and a bit edgy. There are so many ways to enjoy this jacket – because it is somewhat cropped, it seamlessly layers over most any look.  For the fall, I love a good denim jacket with black jeans. I tend to store my black jeans away for summer, and I am so excited to pull them back out in September. Pair your denim jacket and black jeans with a fun graphic tank and sneakers. Of course, who doesn’t love a pair of Golden Goose?!? But, if you aren’t excited about spending that amount of money on a pair of sneakers, Dolce Vita consistently has on point sneaker options. I love both of these mid-top sneaker options! They each have a fun mix of colors, patterns, and sparkle to them! 



Jenny’s Look

How to style an oversized denim jacket over a dress

Denim Jacket | Dress | Hoops | Bag | Sandals | Slides

Chore jackets are all the rage this fall, and I am here for it! A good chore jacket is a great jean jacket alternative that fits more like a flannel shirt or blazer… It looks great tied around your waist, or even belted over a dress. Speaking of dresses, I love this striped midi t-shirt dress ~ a great piece that will stay in your closet for years to come. Add in some simple good hoops, a super fun clutch bag (that oh by the way is actually large enough to hold all of your very important things), and a slide sandal, and you are casually fabulous. Want to amp up your look instantly for an evening out? I LOVE these jeweled slides. I mean….



Emily’s Look

Oversized Denim Jacket paired with leggings

Denim Jacket | Black Denim Jacket | Graphic Tee | Faux Leather Leggings | Black Booties | Vans Sneakers

This oversized long jean jacket is not only fall perfection, but it also sits at a great price point! It comes in black or traditional blue denim – I love both color ways! Another fall staple in my book is a good pair of faux leather leggings. I always recommend Spanx to my clients. They are SO flattering, and though they are a bit of an investment, they don’t lose their shape and stretch and will last in your closet for years. Pair your leggings and jacket with a fun graphic t-shirt…. I particularly love the versatility of this one because it’s great for tucking into a jean OR wearing out as a tunic over leggings. In fact, I own this shirt in two colors. Choose your shoes depending on your mood and occasion. I love this look with a fun pair of sneakers like these new snake vans – they are so adorable and add style to the casual, errand-running outfit! If you are getting a bit more dressed up, these Marc Fisher heeled booties create a seamless monochromatic look – and by the way are a fall boot MUST across the board!



Katey’s Look

How to dress up oversized denim jackets

Denim Jacket | White Blouse | Leopard Pants | Mules | Hoop Earrings | Feather Motif Earrings

ABLE is a great go-to for denim jackets…. And shoes, and basics, and jewelry…. But I digress. I absolutely love ABLE’s version of the oversized denim jacket. The Merly is a tried and true piece vetted by many clients! I am pairing it with these showstopper animal print chinos. They can easily be dressed down with sneakers and a t-shirt, but their tuxedo stripe also lends itself to a dressier look with a heel or mule – like this beautiful bone croc pair (ABLE for the win again). Y’all know I love a good white blouse, so pull your favorite one out, pop that collar, roll those sleeves up over the jacket, and either tie the front or do a front tuck! Top your look off with some fun earrings in earth tones.

Similar Posts