Fall/Winter Fashion
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5 Ways to Wear Grey Jeans Redux

I’ve got another 5 Ways to Wear redux for you today, and this week I’m updating 5 Ways to Wear Grey Jeans.

The original post was written back in January of 2019, and at the time, grey jeans were a bit of a novelty. These days, they’re one of my go-to winter wardrobe essentials.

With washed black being so popular right now, a lot of my jeans read as a shade of grey, but the ones I consider a true grey wash are the Good American Good Legs Cigarette and the Mother Hustler in Lighting Up Lanterns. Unfortunately, those are almost sold out, but there are a few sizes left at Saks and Shopbop.

A similar pair to the Mother Hustler is the Madewell Demi Boot in Hayford Wash or Brookford Wash. In fact, I styled the Hayford Wash in one of the looks below. And if you like a straight fit, the Citizens Charlotte comes in a nice grey wash, and Gap has this pair.

5 Ways to Wear Grey Jeans

Hopefully you can shop your closet to recreate the looks you like below, but I’ll provide links where I can. Some of the exact pieces are sold out, but this is really more or less about the color combinations.

Outfit #1: Grey Jeans + Pink

Pink is one of my favorite colors to pair with grey jeans all year-round, so I shared 3 examples of this color combo back in that 2019 post. Notice that I wore a similar shade of grey shoes or a grey snake print bootie with each of those looks.

I still like the shoes I put with those looks, although in the outfit on the left, I might prefer black to bookend the look since I’m wearing a black jacket. But with the light pink and grey denim combos, I like how the shoes keep the looks cohesive.

Outfit #1 Update:

Even though I still like those outfits a lot and would probably wear them today with only minor tweaks, I wanted to update them with items I currently have in my closet.

To update those looks, I swapped out the skinny jeans for flares and paired them with this pink stripe sweater from LOFT. There’s nothing wrong with wearing skinnies if you prefer them, but I’m liking this ankle-length flare for a change. Also, this sweater is 40% off right now.

And rather than the python print booties, I wore a light beige suede. I topped it all off with my grey wool blend J.Crew Cocoon Coat.

LOFT sweater (S) // Mother Hustler (28; option/option) // Marc Fisher Alva Booties (8) // J.Crew coat (6) // similar 11mm pearl earrings

And this polo neck sweater is more of a lavender, but it also looks great with grey jeans. Sizes are limited, but it’s 40% off right now.

Good American Good Legs Cigarette (6) // Everlane Cashmere Polo (S) // Franco Sarto Mules

Outfit #2: Grey Jeans + Plum or Burgundy

The second look in that original post paired grey jeans with plum or burgundy, and these are the two looks I shared.

With the plum tunic, I wore black booties to anchor the look, and I wore those python print booties with the burgundy sweater. That was Thanksgiving Day, down in Virginia. I remember having Paul take that picture in my parents’ backyard.

I’m not a big fan of tunics these days, although that was a good one. I always liked that sweater because it wasn’t too voluminous. The burgundy sweater was Madewell, and I would definitely still wear that today. In fact, I think that style was still around last fall. The shorter silhouette still looks current.

Outfit #2 Update:

I found this picture on my iPhone from when I wore this outfit a few weeks ago. This outfit definitely needs some accessorizing, but I like the silhouette and proportions of this look.

Of course, the sweater is almost sold out, but I like the shorter style with the high rise crop flares; it creates a nice balance.

Free People sweater (S) // Mother Hustler (28; option/option) // UGG clogs (9)

Clogs are having a moment right now, so swapping out the snake print booties for clogs keeps it modern. Although, I have to say, as much as I like the clogs, black booties would probably make more sense with the mock neck sweater. When there’s skin showing at the ankle, I like to balance that with a more open neckline.

And then there’s this similar outfit that I wore a few weeks ago with the Good American cigarette leg jeans. This pullover is really cute on, and it’s a great price right now at Evereve.

Good American Good Legs Cigarette (6) // Roan + Ryan Haley Pullover (S) // P448 John (39)

Outfit #3: Grey Jeans + Black Sweater w/ Burgundy Vest

As I said in the original post, this is a similar color combo to the one above, but the addition of the black sweater creates an extra layer of interest. Plus, a puffer vest over a cashmere turtleneck is super warm.

Outfit #3 Update:

I loved that layered look puffer vest in the look above. I gave it away last year because I knew I couldn’t link it, and every time I wore it, people wanted a link. Ironically, the puffer vest in this updated look is sold out as well. I give! I should probably just stop posting outfits until spring.

Since I don’t have that burgundy vest anymore, I swapped the colors and did a black puffer vest over a burgundy sweater.

This sweater is also old, too, but I just found these booties at Nordstrom Rack! They’re well stocked and 50% off. I’ve been reaching for these so much lately, when I want something a little dressier. The quality is fantastic, and they’re comfortable too. I wore them all over the mall last weekend.

puffer vest alternative // burgundy turtleneck alternative (similar for less) // Mother Hustler (28; option/option) // Paige Lia Booties (8) // belt (M) // sunnies (similar for less) // Rebecca Minkoff Megan Hobo

Here’s another option with a burgundy tank and a black cardigan. This cardigan is a nice basic if you need one for work wear.

Nordstrom cardigan // Halogen tank // Mother Hustler (28; option/option) // Marc Fisher Zala Pumps (8) // belt (M) // Lagos earrings // Evereve layer necklace // Lucky Brand bracelet

#4. Grey Jeans + Neutrals

I love shades of grey and black for a monochromatic look. The key here is to make sure there’s some contrast between the grey of the jeans and the grey of the sweater. The black booties and a black bag anchor keep the look cohesive.

Outfit #4 Update:

I don’t have an exact replica of that outfit, but I do have a few monochromatic looks with grey jeans. In this first look, I wore a cream colored sweater with grey jeans and taupe mules, and I topped it off with a plaid coat in shades of grey and beige.

similar plaid coat // Vince Easy Fit Sweater (S; option) // Madewell Demi Boot Jeans (28) // Dolce Vita braided mules (7.5) // bag // Gucci sunnies (option) // bracelet c/o // necklace c/o // earrings

I also wore my grey Mother Hustlers with the same cream sweater and taupe mules, but I wore a taupe moto jacket instead of the plaid coat.

similar taupe moto // Vince Easy Fit Sweater (S; option) // Mother Hustler (28; option/option) // Marc Fisher Alva Booties (8) // Maui Jim sunnies

And this is an outfit from last winter, I believe. I also like pairing grey with black.

similar turtleneck (S) // AG Farrah ankle skinny jeans (29) // Marc Fisher Yale Chelsea Boots (8)

In fact, now that I think about it, I’ve done that a lot this winter. This outfit is fully stocked, except the mules are old, but there are similar styles available.

Good American Good Legs Cigarette (6) // Vince sweater (S) // similar mules // Yurman necklace & earrings

#5. Grey Jeans + Rust

I especially like this combination for fall. A few years ago, I wore my grey jeans and snake print booties with this rust thermal top. I don’t know WHAT was going on with my eyebrows… yoiks! that was clearly pre-microblading.

Last fall, I wore a similar outfit with a Caslon thermal top and those same Marc Fisher Alva Booties in the Cloud Suede.

Caslon thermal split neck top (S) // Mother Hustler (28; option/option) // Marc Fisher Alva Booties (8) // Gucci sunnies (option) // Clare V. Cat Print Tote // Madewell Story Necklace

And I also wore my Good American cigarette leg jeans with this rust henley and my faux leather puffer.

Good American Good Legs Cigarette (6) // Evereve Hattie Henley (S) // puffer vest alternative // P448 John (39)

Phew! That’s a lot more than 5 ways to wear grey jeans! I hope this post gives you some fresh outfit inspiration as we muddle through the rest of winter.

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21 thoughts on “5 Ways to Wear Grey Jeans Redux

  1. Great post at a great time. My husband and are heading into NYC to celebrate his birthday with dinner and a Broadway play. For dinner and the play I am wearing a sweater dress but was wondering what to wear for travel and walking around. These are all great ideas.

  2. While a lot of the pieces you are wearing in the pictures are no longer available, this still gives us ideas of how to create outfits with items that we have in our closet. So, thank you! Because pink is one of my signature colors, I am drawn to the grey and pink outfits you shared. Have a great day!

  3. I love the gray jeans and the simplicity of a plain black top with them, but my favorite was the burgundy puffy vest. Of course, as always, your posts are very helpful and inspiring!

    Have a blessed day!

  4. This is a great post! The Jamison sweater from Evereve came in that I ordered based on your tip and I paired it with grey jeans. Going to try a different jeans pairing today. Thanks

  5. Welllllllll, I don’t have grey jeans. LOL. All of these looks are great ideas and I do have to say, I like the look of skinny jeans on you. I am drawn to the outfits you post from years past, as I think you look so great in the jeans. I would not get rid of your skinnies and would add them into your wardrobe once-in-awhile. I don’t like the flare for me,(I’m shorter), but I think the cigarette would be good. I’m wondering why the good american cig. jeans don’t look so skinny on you as they do when I clicked on the site to look at them? They look really skinny there. They are called black, but assuming they are the ones you are styling and calling grey? I LOVE the burgundy vest and I’ve been sorry ever since you styled it that I didn’t buy it. I put off doing it and then it was gone. I think once Spring hits, it will be easier for me to buy and style the new jeans out there. I like them with mules and sandals. Thanks for the work you put into these post to give us ideas to shop our closet in the dead of Winter when we really aren’t buying too many more Winter clothes. I”m still hoping for one more snow before Winter. We rarely get it, so its fun.

    1. I like the skinnies too but I was almost 10 pounds thinner in those old pictures so… that’s part of it. 😬

      And that’s probably why the Good Legs Cig look skinnier on the model as well. Also I have thin legs compared to my hips so a lot of jeans are slightly looser on me than they look on others. I think that’s why I don’t look good in the straighter cuts.

  6. Love this post, it gives us so many ways to style gray jeans, which I struggle with. Please continue these types of posts even if the clothing is no longer available. It gives us a chance to shop our closets!

  7. You inspired me to purchase a faded black pair of jean and they are a great addition to my wardrobe! How about really light grey–I have a pair of Cropped wide-legged sweater pants in light grey that I struggle to style with shoes. Sneaks work but what other shoes? Black looks too harsh… I have a leopard point toe flat but boots??

    1. I always struggle with light grey jeans. I tried them a few times a few years ago, and I don’t think I’ve tried them since. they would look good with white boots – do you have or even like white boots?

  8. Great post! Seems I never tire of grey, as you’ve shown there are so many options to wear with it. I’ve even worn a kind of seafoam green and also kind of periwinkle like blue with grey that also looks pretty. As always you inspire ways to utilize closet staples for interesting outfits. Thank you for all the time you put in your posts!

  9. When I was young(er), I’d always laugh at whenever I saw one of those dieting commercials: showing someone struggling to button their jeans and falling back onto the edge of a bed. UNFORTUNATELY, sigh :(, I completely realize (now, at 47) what “the struggle” of that is. As much as I absolutely LIVE in stretch pants/leggings most of the time thesedays, I cannot stand how “jeggings” or any other kind of fake denim looks and I’ll be determined to torture (lol!) myself to get into the GENUINE ARTICLE if I REALLY LOVE the classic style of a certain pair of jeans. My “troubles” were solved when I (finally) invested in a Spanx, all-in-one, 38C bodyshaper with firm control and laser-cut legs to smooth things out. Personally, with jeans: I tend to favor a flare leg in a lighter blue shade (worn with booties and, a turtleneck or an old-school long sleeve bodysuit — I went to high school between ’88 to ’92 and, THAT combination -with high top Reeboks which had the velcro strap across them- was ALL we wore; so I’ve always been partial to that look equating to trying to recapture my youth — yeah right?, ha!). The grey with the pastel pink does, though, go nicely together. Be well.

  10. JoLynne,

    I love the polo sweater you featured in this post. Just wondered how you launder/clean your
    cashmere sweaters.

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