- Pair the Naturalizer® Jessie boot with your fave fall and winter looks for a seriously sleek season!
- Premium leather uppers with a round toe.
- Tall knee-high boot with decorative straps and buckles at shaft and ankle.
- Elastic goring at rear for a comfortable fit.
- Full-length medial side zipper for an easy on-and-off.
- Soft fabric linings.
- N5 Contour technology features dual density cushioning on a patented contoured footbed with arch support. All made with lightweight and breathable materials for superior comfort and support.
- Durable, non-slip, man-made outsole.
- Imported.
- Product measurements were taken using size 9, width W (C). Please note that measurements may vary by size.
- Weight of footwear is based on a single item, not a pair.
- Measurements:
- Heel Height: 1 in
- Weight: 1 lb 9 oz
- Circumference: 15 in
- Shaft: 16 in
Naturalizer Jessie | Boots
$89.93 Original price was: $89.93.$61.15Current price is: $61.15.
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| Color | Black Leather, Chocolate Leather, Cinnamon |
|---|---|
| size | 10, 12, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5 |
| width | M (B), W (C) |
25 reviews for Naturalizer Jessie | Boots
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Lori –
I love these boots! I purchased the black boots, and I was so happy with them, I just bought the “banana bread” color as well. The fit is a true 8, the leather is pretty soft, and the footbed is very comfortable. I’ve literally purchased and returned 8 pairs of boots in the last two years because as a 5’1″ women, it’s really hard to find boots that don’t swallow up my whole calves and hit the backs of my knees. I think they’re super cute and would highly recommend purchasing these boots.
Anonymous –
I love these boots – they are a classic riding boot and look great in black. I’m borderline wide width and got them in W, this fit will allow me to wear them with winter-weight socks. I’m also a borderline wide calf (probably not so borderline) and then regular calf size fits, but is a little tight.
They look great, very classy. I haven’t worn them much yet, but I’m pleased with the style and fit.
Anonymous –
Incredibly comfortable with a slightly springy feeling to the footbed. True to size. They are a little “busy” design-wise with several buckles and also elastic inserts and I usually like very plain boots— However, these still work because they are solid, stylish and so comfortable. I expect to have them for a very long time.
Anita –
I love love love these boots! So stylish and amazingly comfortable! Finally- a style that is wide in the foot but not in the calf! Sleek and stylish- plus better value than most boots on here!
Anonymous –
Boots are super comfortable and the color exactly as pictured. They fit my size 11 wide foot perfectly. They aren’t the most beautiful boots in the world,but they are very nice and go with a lot of things.
Anonymous –
MY WIFE FOUND THESE BOOTS TO BE VERY COMFORTABLE RIGHT OUT OF THE BOS, WITH ONLY A LITTLE DISCOMFORT ON ONE LITTLE TOE. SHE PUT THEM ON AND WENT TO WALK DOGS FOR A SHELTER, AND WAS VERY SATISFIED WITH THEM.
THANKS!
Janice –
I usually find Naturalizer to be a bit narrow, so I ordered a wide just to be sure. It was a nice wide. Very beautifully constructed boot. The soles are not thin, they are nice and comfortable. I hate feeling the rocks when I walk on them, and these boots are thick enough, I won’t have a problem with that. The top of the boot is pretty snug, but it has a nice elastic gore, and I’m sure with a few wearings the leather will relax a bit. The leather is soft and supple. I think Naturalizer hit a home run with these if you’re looking for a comfortable boot.
Anonymous –
I have neuroma on my left foot and plantar fasciitis on my right. So hard to find shoes that are comfortable! Finally have decided to baby the left foot and got with flat shoes and boots. And size up! These boots are beautiful AND comfortable. No break in period. I am 5’2″ and the height is perfect. The color is the brown I have loved for years and goes with my madewell and MK bags perfectly. The arch support is ok, but I will probably add a silicone gel arch support. I wore these all day shopping with thick socks over my jeans and everything tucked in neatly. I also had ordered the black pair and wore them that evening out with black tights and a dress. These are definitely more casual but with minimal trim I feel like they can pair well with a dressier outfit. I am 5’2″ and weigh about 125# with average size calves. If you have Morton’s neuroma, I would encourage you to try these. Oh, also I not only sized up half size, I ordered the wide width.
Anonymous –
I really like these boots. I tried the regular size 9 on at Dillard’s and knew immediately that they were way too narrow. I was disappointed. So based on other reviews that I read here, I ordered the wide width. I normally do not have to order wide width shoes, but I would say that my foot is on the wider side of normal. The wide width was still snug, but I kept the boot in hopes that the leather would stretch a bit. Within the first hour of wearing the boots, they felt more comfortable. I think they will relax a little more with time. I am happy with the purchase and would recommend these boots, keeping in mind the width issue. Also, I have a 15″ calf and the boots fit perfectly!!
Anonymous –
Boots were reboxed in a new box and definitely worn. They came with a written price tag inside. Very disappointed
Kristy –
I wear a 12-13 and these fit really well. My only complaint is there is something not quite right with the right boot. I own two pairs of these and the other pair is great! With this pair, the right one feels really tight. It’s right in the ankle and it rubs my heel. It just feels really off. This was a replacement pair as the first pair had a bad stitch I was worried would get pulled out. Tbay pair felt fine and I regret exchanging them. It’s almost like this boot isn’t the correct size. I have no issues with the black pair I own and had no issues with the pair I had returned. I would have tried to exchange this pair but they were out of stock in my size after I received them. I donwewr them but this one boot drives me insane! Oh, I’m 6’ tall and the calf height is great. I believe my calves measured 14” or 14 1/2” and the calf fits really well.
Anonymous –
Love the look of the deep brown leather boots. Low heel. Fit true to size. Shaft was a good height. But the insole was really hard and not what I consider the typical soft padded naturalizer insole. Sadly, the boots arrived totally scuffed up. The soles look okay but the leather on both of the boots arrived totally scuffed up. They don’t seem like they’d last very long and definitely not paying that much for shoes that look worn in.
Anonymous –
These boots are so much nicer than I expected. Unfortunately the shaft isn’t wide enough. Usually need a 17” but thought these might work, definite no. Would keep these in a heartbeat if they fit.
C –
I loved these! I wore these all across Spain and Copenhagen and they were extremely comfortable! After I ordered these, the price went down and customer care immediately offered me a refund of the difference!
Anonymous –
Bought these 1 year ago. They are beautiful. Unfortunately, the zipper is pulling out from the leather. I basically only wore them for one season plus this last month. They are too pricey to already be falling apart.
Anonymous –
I can tell the arch support is great. I have a stiff big toe joint, and these boots are actually comfortable for me. I think the arch support helps. For me, the calf area is a little too big. I have thin calves. I think someone with bigger calves will do well with these. But I am keeping them anyway because they are so comfortable, and I don’t care that there’s a little extra room between my boots and my calves. I think they look really nice and I’ve gotten a lot of compliments on them so far.
Megan –
I love these boots! The 7M felt true to size, and they are honestly SO COMFORTABLE. I wore them all day today – shopping, the park, dinner – and had absolutely zero issues. There’s plenty of room for my jeans (and room to spare at that) and the banana bread color is lovely. I had debated about getting them and I’m so glad I did now!
Paola F –
I love my new leather boots. They are very good quality, they feel and smell good, and look cute. They also have very good grip. Exactly what I was looking for. I have thin legs and it is a little bit wide around the calf but that does not bother me.
Anonymous –
They fit great, loved the way felt while walking. However the color rubs off. I would not buy them again.
Anonymous –
Very nice material, Great fit for my narrow foot’
Anonymous –
I selected this boot because it said the circumference was 15″. It is actually 16″ around the top. I have a narrow calf and these were quite large at the top. I double checked to make sure that I wasn’t shipped the wide calf version.
Anonymous –
Color did not hold up at all. After just a few light wears there were already “bare spots” where the color came off.
Anonymous –
I wanted to love these boots, chocolate brown 7-1/2 med. However, the shafts were way too wide for my calves, and from the picture it looked like I could buckle them tighter. Well, I could adjust the two top buckles, but even at their tightest the shafts were floppy and wide at the top and I looked like I was a little kid playing dress-up in mom’s closet. I could easily slip my foot in and out without even unzipping the side zipper. I wish manufacturers would consider making narrow shaft versions now and then because there is a market out there. Unfortunately I am returning them.
Ann –
These are nice and water resistant so I can walk through wet grass without worries. They are stylish enough for no heel boots and they fit my calf perfectly which is of normal size. I would prefer more arch and a little more width. My only complaint is I have worn them to church probably 6 times and the toe is worn from kneeling on carpet for a few minutes here and there. I suppose shoe polish will help camo that but good leather does not wear like this, usually it is a problem with synthetic shoes
Diane –
The boots are great looking.. loved the heel height and the color they are just a little narrow for my feet so unfortunately I will be returning them