Two Ways to Wear Over the Knee Boots with Jeans

Over-the-knee boots went from being edgy a few years ago to pretty mainstream. One of the popular ways to wear them is casual with jeans. Check out these gorgeous black suede over-the-knee boots and 2 fun ways I styled them for the weekend.


bell sleeve red sweatshirt

Look # 1 – Over the Knee Boots with Sweatshirt

Jeans and a sweatshirt are a common weekend look, but add some swashbuckling black suede over-the-knee boots, giving you a rugged, outdoorsy look.

burgundy sweatshirt 1

It all starts with this cute bell-sleeve sweatshirt with a relaxed boho vibe. It’s a super comfy top with a feminine touch, and the gorgeous burgundy color is so beautiful this time of year.  This top is a little plain at the neckline, so I layered on a cute burgundy and pink animal print scarf to add dimension and texture. 

 crossbody phone case

Are you wondering about my bag? That’s a python-embossed phone case on a strap from GiGi, NY. That’s all you need on weekends, plus a credit card and some cash to tuck inside this case.

A crossbody purse is also a great accessory for this relaxed look. It goes with the natural/sporty vibe at the core of the boho style. You can order these initialized, which makes a great Xmas gift. Do you know what the L stands for in my initials?


lace up tall boots red sweatshirt

Boots are my favorite thing to wear this time of year, and I especially love over-the-knee boots. Something about a tall, flat boot makes you feel adventurous and ready for action. For some reason, an image of Robin Hood is running through my head (Lol!).

red sweatshirt scarf

It’s because these boots have that Robin Hood feel (or even pirate feel, for that matter!)Jus

lace up over the knee boots

Could you just look at that detail? These boots are a work of art and easy to get on with that stretchy back.

black over the knee boots red sweatshirt

You could wear black jeans with this outfit, but the boot would be lost. I like the contrast of the denim and the black suede.

burgundy sweatshirt black phone bag

Red bell sleeve sweathshit and jeans

Tah dah! That’s look # 1 with over-the-knee boots!

Fashion Blogger Deborah Boland of Fabulous After 40 wearing a short sleeved rust velvet top

Look # 2  Over the Knee Boots with a Velvet Top

Velvet has long been the fabric of royalty because it naturally gives off a luxurious feel, making every outfit look high-fashion and expensive. It’s not the first fabric you’d think of to go with denim, but it’s a fashion-forward combination. 

Fashion Blogger Deborah Boland wearing an orange velevet top and holding a cute puppy.

Like a fluffy puppy makes you want to reach out and touch it, so does anything velvet. This beautiful velvet turtleneck is soft, rich, and quietly alluring.

Fashion blogger Deborah Boland of Fabulous After 40 wearing a velvet tee and thigh high suede boots.

I’ve paired it with my favorite Paige jeans  -Transcend high waist super stretch. These are the same Vince Camuto suede over-the-knee boots  ( similar) I’m wearing in the first outfit you saw.

Orange Velvet tee, over the knee boots and Michael Kors bag.

You can see from this close-up how velvety the boots look, too!
Fashion Blogger Deborah Boland of Fabulous After 40 wearing a rust velvet tee and jeans in her garden.

I love how these tall, suede, over-the-knee boots create drama!
Deborah Boland of Fabulous After 40 in an orange velvet tee and jeans and carrying fall flowers.
Fashion Blogger Deborah Boland of Fabulous After 40 wearing an orange velvet top, jeasn and over the knee boots sitting beside a pumpkin. And did I mention how comfy this outfit is? My velvet top is plush and soft, and these boots are comfortable. Try this look and elevate your favorite jeans to a whole new level! This velvet top has sold out, but I have linked more below.

shop velvet tops

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9 thoughts on “Two Ways to Wear Over the Knee Boots with Jeans

  1. I’m 68 and bought suede tall boots. My son and daughter-in-law said I’m too old to wear them. I’m 5’6″ and weigh 120 lbs. Now I feel foolish if I wear them and am thinking about taking them back.

  2. I love this look, but at only 5’2”, I don’t think I could pull it off. They should make boots that vary according to height! Lol. I’ll keep wishing.

  3. I bought OTK boots in black, taupe, navy, and chocolate suede. I love them all and have already worn the blue and black TO DEATH this year. Now I need to focus on the taupe and chocolate. So sexy — and warm, and comfortable! They are my new favorite things I bought this year, I think.

  4. This is excellent advice about wearing these kinds of boots. I do all three of these when wearing mine, and I am very tall at 6 feet with very long legs…and it always looks stylish and tasteful rather than obscene.

  5. I have yet to see over-the-knee boots popular in CO. They’re in all the stores. Maybe the younger set will wear them. I like the look.

  6. I purchased a pair of the flat heel, olive, suede OTK boots months ago and have yet to wear them. Glad to see I nailed the selection. Thanks for the post.

  7. I needed new flat black boots this winter, so I chose black suede OTK boots. I haven’t worn them with a sweater dress yet, but I plan to; I have only worn them with skinnies. They are fabulous, but I fear they will be highly dated next winter, so I plan to wear them as often as possible. I love them; they are comfy and warm and look fabulous! I love these boots!

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