What I Wore When I Quit Skinny Jeans

Bootcut jeans are universally flattering!

I'm prepared to admit it. Skinny jeans don't flatter me. This week I made a comparison between skinny jeans and bootcut jeans every day to see which looked best for my pear shaped body. Am I ready to quit skinny jeans for good? Come find out.

Finally I see the light!

“I can’t unsee it,” I said to my husband. “I know. Me neither,” he said. “I mean, you always look great, but I can’t deny that these jeans are way more flattering on you.” Not just on me, though!

Oh, this is hard. Skinny jeans. They are the thing, and have been for more than 10 years. I remember when they came on the scene my first thought was, "99% of women are not flattered by that. I will NEVER wear them." And then, about 7 years ago, my jeans started getting more and more tapered until all I owned was skinny jeans. They are so great for wearing with riding boots, ankle boots, showing off my favorite flats, and most of what is available in stores. 

I recently came back to the knowledge that my original assessment was correct. Skinny jeans don't flatter my figure. I take top down selfies mostly because it's quick and easy. I can step out the door onto the flattering, shaded natural light of my deck, not worry about the background or a tripod and remote control, or anything else. I'm busy. I have about 2 minutes to get these pictures before I run out the door to take the kids to school.

I haven't found a place with good lighting in my house to take pictures, and I feel really uncomfortable in front of the camera. I have no idea what to do with my arms and hands and legs and I seem to tilt my head a lot. Or is the camera tilted? Top down selfies eliminate all of those issues.

As a result of the super flattering top down selfie that makes everyone look thinner, I lost sight of my proportions. I am a pear, and no matter how thin or heavy I am, I am always a pear. I am wider in my hips than anywhere else in my body, which means I want to avoid drawing attention to that area. You know what draws attention to that? Skinny jeans.

They are like a giant spotlight on that part of my body. The goal for most of us is proportion and balance, no matter what our shape is. If the widest part of you is your middle or your shoulders, to be more proportionate, you need to seek balance in the rest of the body. This article refers to bootcut jeans as the jeans that flatter every body. Have you ever noticed that Jennifer Anniston, who has maybe the rockinest bod on the planet, wears bootcut jeans? If anyone in the world can get away with skinnies, it's her, and she chooses the more balanced, flattering bootcut jean. Skinnies don't flatter her as well because she is also a pear, but she hides it well with the proportions of her clothes. I can't believe I just wrote that. *She's perfect.*

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What I love about skinny jeans

One length hem for all shoes 

Showing off all my shoes and boots and booties to their fullest glory

They usually arrive the perfect length for me. No tailoring required.

If they don't arrive the perfect length, cuffing is cool 

They can be edgy or dressed up

Tons of varieties available

They come in leather and snakeskin


What I don't love about skinny jeans

The compression all the way down to my ankles. I start to feel claustrophobic by that much compression by about 5:00

I look like a pear on legs.

They accentuate my hips


What I love about bootcut jeans

They are slenderizing

They give an illusion of balance to my body

They look more dressed up

Supposedly they are the next pant trend, so I'm officially ahead of the curve

They are universally flattering to all body types

They are a classic style, which means they are always in style


What I don't love about bootcut jeans

They don't come in leather or snakeskin

Even if they did come in leather or snakeskin, would I want to wear them?

I get full on anxiety trying to figure out the right length to hem them. I can't commit to the cut.

They have to be hemmed to different lengths depending on the heel height of the shoe. I need 2-3 pairs of the same jeans to be able to wear them with different shoes.

What's the point of all the awesome boots if all you see is the toe poking out? (I found these amazing boots that solve this problem).

They look more dressed up, and I don't always want that.

 Whether you are Cute Classic, Edgy Classic, Minimal Classic, Soft Classic or Sporty Classic, bootcut jeans work for every style,

and I share how in these posts!

So this week I've been wearing the barely bootcut jeans I got from Express during the sale I sent you last week. As much as I don't want to let go of my amazing skinny jean collection (and oh, have I got some great ones!), I cannot deny that these flatter me more. This is an experiment to see how I feel. Will I abandon skinny jeans forever? Will I ignore my body shape and wear what I like? Will I wear some of both? I've decided to do a 30-day challenge to give myself time to adjust to something so different, because, let's be honest, I HATE CHANGE. So, 30 days with no skinny jeans. How will I adapt my edgy style to a decidedly unedgy style of pants? I have no clue. I'll figure it out, though.

Below you'll see a comparison of side by side pictures of skinny and boot cut for each outfit.

UPDATE: After this experiment, I switched to bootcut jeans exclusively, even after losing 15 pounds, cause I’m still a pear. I talk about how to love your body type in this video when I purged my closet. My favorites are these barely bootcut jeans in dark wash and in black. You can see all the options here. You can see more of my bootcut jeans outfits here.



Black and blue camo, y'all. Maybe it's my Southern heritage, maybe it's my love of the outdoors, maybe it's tough and whispers of danger, but I LOVE camo. Trouble is it always comes in the olive green color that makes me look like I have the flu. But this uber soft tee comes in my two favorite colors! I couldn't get it in my cart fast enough! I wish they would make it in (bootcut) pants too. I'd be all over that. I chose this necklace bc the shape mirrors the camo pattern and because it's brushed silver instead of super shiny. These stabby earrings have a thin chain look dangling from them, and that is definitely a weapon. I call this my assassin look.

As for the pants, you can see in the pictures the skinnies are doing me no favors. I hate that the bootcut cover up my awesome moto boots, but what are people likely to notice more, my hips or my buckles? The skinny jeans are also edgier, which I love. The bootcut seem dressier and more reserved. I like the way the bootcut look on me, but I like the skinny jeans with the outfit. 

Jacket similar herehere. Tee here. Jeans here. Boots here. Necklace rose gold version here, similar silver version here, smaller version here. Lipsense 2x Purple Reign, 1x She's Apples, Glossy gloss.



Today I'm on the fifth grade field trip with our triplets. When I walked in the employee at the fun museum started giving me the speech about sticking with my group, don't let them run wild, etc. I stopped her and said, "I have 6 kids, including triplets. I had 5 kids in 3 years and used to take them everywhere by myself. I can handle 5 5th-graders. I've got this." I always wear a bold colored shirt on field trips so my group can find me easily if we get separated. In the current trend of tan, beige and gray, I'm easy to spot.

Again the slight flare at the hem of my jeans is providing balance for my hips, but the distressing draws attention to that part of my body. I'm not sure the bootcut version helps because of that. I don't want to wear dark wash denim because with the jacket it would look like a bad suit. I want some contrast between my pants and jacket. In this case I'd go with the skinnies since the bootcut aren't helping. What do you think?

Jacket dupe here, similar here, here and here. Shirt similar here and here. Jeans here. Boots here (also come in a waterproof version). Necklace similar here. Lipsense Purple Reign.




My boys have swim meets today and tomorrow, which means I'm wearing purple (team color), and I'm wearing layers so I can shed and not melt in the warm, humid indoor pool area. I'm in the bleachers today, but I'm still wearing flats that won't get ruined with a little water exposure. I love the woven texture and that they are cushy, comfy sneaker flats. 

With this outfit the bootcut definitely flatter more, and make the outfit a little more dressed up, which was ok for me this day. The best details of the shoes still show as well. I'd probably choose the bootcut.

Jacket similar herehere and here. Top similar here, here and here. Jeans here. Necklace here. Shoes here. Lipsense Purple Reign.



Is there a color combination that screams fall more than purple and orange? Day two of the swim meet and this time I volunteered as a timer. Purple again to support the team and layers again so I don't melt. I wore these Teva flats because they are water shoes, dry quickly, and have good traction on wet surfaces. After the meet I changed to silver flats and added the jacket to go to a soccer game, take the girls to dance team pictures, run errands, and dinner out with the family.

The bootcut definitely flatter me more in this picture, but honestly I wish I were wearing destroyed jeans. Even with the moto jacket, I feel too sweet in this. I need more edge. 

Jacket similar here. Tee similar herehere. Jeans here. Flats similar hereherehere. Necklace similar here.  Lipsense 1x Blackberry 3x Purple Reign.


I shared how I made my favorite destroyed jeans into bootcut in this post. 

Purple color blocking and zippers for the win.

It's a relief not to have to think about jeans today. 

Dress similar here. Shoes similar hereherehere. Necklace similar here and here.  Lipsense 1x Blackberry 3x Purple Reign, Glossy Gloss.



I could use a break from color. Black white and blue are always home base for me.

Shirt similar here. Jeans here. Flats similar here. Necklace here. Earrings similar here. 

So about the jeans. Yikes. I love, love love leather and leather accents and leather trim. LOVE leather pants. I have an absurdly large number of leather or leather accent jeans. The shiny thighs are doing me no favors, though. I love the edginess of the leather pants. I hate that they put an extra 10-15 pounds on me. The bootcut are much more slimming, but this outfit feels more dressed up. There is no edge, despite the stabby jewelry.

Edgy Classic isn't a style choice I've made, like I saw it and thought I should adopt it. Edgy is part of who I am. It's part of my warning label. Handle with care: sharp edges. Don't act all surprised if you get a cut. My jeans are often how I get a big dose of edgy and take the sweetness out of a preppy outfit. Because I love prep. But not too much prep. Next time I'll wear more dangerous jewelry, I guess.

Top similar here and here. Jeans here. Shoes similar hereherehere.  Necklace here, Earrings similar here. Lipsense Purple Reign.



This is the wind up before our trip, and I'm in overdrive trying to prepare. When my life is a whirlwind, I need less color. I love the metallic blue stripe. This is close enough to black to give me the soothing I need.

The pants: I included the picture of the ankle pants I would normally wear with this outfit. Not as tight as skinnies, but doing me no favors. The side by side comparison helps me see this. I pinned the bootcut pants up at least another inch, and they look better. Less bunchy and sloppy, and I feel a lot better in them now. The don't feel so swishy down there anymore. I'm still not 100% committed to cutting them. They'll look a lot better when they are properly hemmed.

Top similar here and here. Jeans here. Shoes similar hereherehere.  Necklace here, Earrings similar here. 

Lipsense 2x purple reign, 1x blu-red, glossy gloss.

If you’re ready to build a cohesive classic wardrobe and be done with shopping mistakes, I’ve done all the work for you in the Stunning Style Wardrobe Guides. If you want to see what the Society and the Stunning Style Wardrobe Guides are all about, you can join the 10-Day Free Trial of the current Wardrobe Guide here! 

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