I started writing my annual Winter Wardrobe Essentials post and before long I realized that my section on winter denim was growing into a post of its own. So I pivoted and decided to share with you all of my favorite jeans for winter. I’ll still be bringing you the all important Winter Wardrobe Essentials post next week, but instead of sharing all of these jeans in that post I’ll be able to refer readers back here for specific selections. That will keep that already lengthy post from becoming a monstrosity. Ha! But for now, let’s enjoy my denim lookbook.
I have grown to love high quality denim, but I don’t think that means you need to dole out hundreds of dollars for every pair. However, I do think, as much as most of us wear our jeans, it is important to have at least a couple of pairs of denim that fit and flatter you beautifully.
Since most of us probably wear jeans more frequently in the fall and winter, too, I think it’s a good idea to have several pair that you absolutely feel comfortable in and enjoy wearing. For the most versatile wardrobe, you’ll probably want jeans in a variety of washes as well.
I prefer dark wash jeans for elongating, slimming and keeping an outfit more elevated. But I love black jeans for how versatile they are in my black-heavy wardrobe. Light wash jeans are perfect for pairing with sweatshirts or more casual sweaters. And medium wash jeans are probably the most versatile of all for reasons I discussed in this post, How to Work with Contrast. Then again, light wash jeans can simply provide some interesting juxtaposition for a more elegant top, as in the look below.
For the rest of my denim lookbook I’ll be sharing specific jeans that I’m enjoying in my closet.
Above I’m wearing the Rag & Bone Cate skinny jeans in a size 30. I just realized I haven’t worn these jeans in a while, and I’ve pulled them out to wear later today. I think they’re especially going to look nice with knee high boots and lighter color sweaters. These jeans are currently 25% off. Rag & Bone is a premium denim brand, but I’ve found them to be worth a good sale price. The denim is very soft and has that lived in feel and look.
This year skinny jeans and boot cut jeans are still fashionable, but straight leg jeans have taken the lead. I like the J.Crew 9″ vintage straight jeans in vintage medium wash above. They’re a great basic straight leg jean with a pleasantly relaxed fit that isn’t ultra baggy.
During the winter, however, I find myself wearing my skinny jeans the most, since I wear them under knee high boots. And honestly, straight leg jeans can be a little trickier to pair with the right shoes or boots. Above I’m wearing the Levi’s 721 High Rise Skinny jean, and it’s available in a number of other washes.
While most of my jeans are in what I consider a mid price point, I do have a few pair of premium denim jeans. By far my favorites are my AG Farrah skinny jeans. These jeans check all the boxes. They feel like real denim, but they also feel extremely comfortable. They stretch, but they don’t stretch out with wear. The pocket placement is perfection and somehow (maybe it’s the wash and the pocket placement) they just slenderize more than any other jeans I own.
Above I’ve rolled up my AG Farrah skinny jeans a couple of times, but they really feature a split, raw hem. My exact jeans are no longer available, but these are the same cut and should fit and feel similar. In the jeans above I’m wearing a 29, but I also own a pair that are just a little different in size 30. Follow the sizing information you find for a particular pair of jeans. You’ll find a full selection of AG jeans here to consider. Again, they are my favorite premium denim brand, and several styles are currently marked down.
But I’m also a big fan of Talbots’ denim jeggings. Don’t let the name fool you; they feel and fit like jeans, not leggings.
I also highly recommend the Ann Taylor sculpting pocket high rise skinny jeans. These jeans feature an elevated dark wash, so they look a little dressier. I probably actually wear these jeans the most, especially when I’m going out and want to look a little more dressed up. I’m wearing them in the photo below, taken last January. But I also wore them to church just yesterday. These high rise skinny jeans are still available and you’ll get 50% off the full price with code BLACKFRIDAY. They come in regular and curvy fit as well as petite sizes.
I also find myself wearing my black jeans more and more frequently during the winter. Below I’m wearing my current favorites, the wash black super-straight jean from Everlane (the blue denim selection did not fit me the same at all).
But for a slimmer silhouette, I also love my black Talbots ankle jeans. Remember, however, I actually cut this jeans off to make them more ankle length for me. These jeans also come in curvy fit and both sizes are currently 40% off.
Of course, you also may be one of my readers who prefer flare leg or boot cut jeans. I love the flare leg and boot cut jeans at White House Black Market. They’re long enough for my 5’8″ frame, but come in several different lengths and size ranges.
I also purchased the black bootcut high rise jeans, but I’m going to have to have them hemmed before I can wear them. Yes, they’re that long. But they’re also extremely comfortable, elongating and slimming.
I hope you’ve enjoyed my Winter Denim Lookbook. Obviously there are other jean silhouettes and options. In fact, I’ve shared these looser fit and these wide leg jeans in my videos, too. But for the sake of brevity I’m going to stop here. And really, the jeans I’ve shared above are my favorite ones to wear.
Shop for jeans
I’ve prepared shopping widgets for each category of wardrobe essentials. The links in the widgets and in the copy of this blog post are all affiliate links. If you shop through them I potentially earn a commission, but at no cost to you. Thank you for shopping through my links and helping me to be compensated for the work I’ve done to help you prepare your wardrobe for the winter.
Denim Purchasing Tip – Choose jeans that are trending but also functional for your lifestyle. Especially consider the shoes you’ll gravitate toward and buy your denim accordingly.
Let’s wrap up this denim lookbook with additional resources for purchasing and styling denim. If you haven’t already seen them, you may also enjoy the following videos from my playlists:
Fall & Winter Denim Guide for Women Over 50:
In this video I shared tips for shopping for the denim that will fit you best and work in your wardrobe. This denim lookbook highlights different denim silhouettes and trends.
7 Ways to Wear Jeans this Winter:
In this video I shared 7 different outfit formulas to wear with your favorite denim. This denim lookbook is full of outfit ideas for winter.
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Blessed for My Day
We know that God does not cause or initiate evil. He is good, so He cannot create evil. But He does indeed allow the fingers of evil to reach into our lives at time. We experience the harsh realities of a broken world such as sickness and pain and violence. Sometimes we experience the evil of other people, whether we are physically attacked or emotionally wounded. And eventually we experience the harshest evil of all when someone we love is taken from us in life’s final blow, death.
No, God does not initiate this evil, but He does allow it. And it can be equally difficult to try to grasp how a good God can tolerate such pain and sorrow. But we must do our best to keep the big picture in mind. We must pray for wisdom and ask God to help us see the world from His perspective. He does not will anyone to perish. And He sometimes uses the pain we experience to draw others to Him in an act of grace and compassion. Above all we must trust that He is indeed good and that He loves us no matter what the circumstances may look like to us.
So the sisters sent word to Him, saying, “Lord, behold, he whom You love is sick.” But when Jesus heard this, He said, “This sickness is not meant for death, but is for the glory of God, so that the Son of God may be glorified by it.” (Now Jesus loved Martha and her sister, and Lazarus.) So when He heard that he was sick, He then stayed two days longer in the place where He was. ~ John 11:3-6