A Million Spring Jean Outfits For Women | Ok 37

I don’t need one more thing in my closet. We are moving soon, and if anything, I should be donating my clothes, not buying them. Yet, I can’t resist a good pair of jeans. Jeans are the most versatile wardrobe staple a woman can own. If you can find flattering jeans styles that fit your body type and that you feel good in, it will make getting dressed every day so much easier. You’ll be unstoppable if you know what tops and shoes look the best with different jean styles. Here are 37 jean outfits to get you started.

Buy Jeans or Bye Jeans?

I have a lot of jeans, but I wear them all. If not, then I donate them and sort what I have so it’s easy to “shop” my closet. Don’t be tempted to keep jeans that are dated or too small. Before you consider another pair of jeans, organize your jeans like this so you can see what you have.

Wide Leg Jean Outfits

I designed these dark denim wide-leg jeans with Fidelity. They are stretchy and hold you in and up in all the right places. If you are between sizes, you can size down. I’m 5’4″ and my niece is 4’11”. I love the way these jeans look dressed up, but I can dress them down, too. If you do, these jeans look the best with low-profile sneakers and low heels with a pointed or almond-shaped toe.

Cuffed Wide Leg Jeans

Classic White Top and Jeans Outfits

This was a popular outfit with wide-leg cuffed jeans from my Spring 2024 Feeeling Blue Capsule.

2025 Edit

High Rise Wide Leg Jeans

Believe it or not, this is my first pair of high-rise wide-leg jeans. I’ve hesitated to spend so much on jeans that start above my belly button and skim the ground. These are similar to a popular style from Agole, but I found them for under $100 at Nordstrom.

Low Rise Wide Leg Jeans

Yes, you can wear low-rise jeans again. Try these with a cool crossover zipper and style them with classic pieces like a cashmere sweater.

This was an outfit from my 2023 Feeling Blue Capsule that featured on of MOTHER’s best-selling ultra-wide leg cropped styles.

2025 Edit

Ultra Wide Leg Look for Less

Classic Wide Leg Jeans

Classic full-length wide leg jeans with about a 22″ opening look the best with heels. A block heel looks balanced and fills the opening along the hemline.

The Most Versatile Wide Jeans

Wide-leg jeans come in a variety of widths along the hemline. Most wide-leg jeans have an opening around 22″. If you choose an ankle-length wide-leg jean style with an opening closer to 17″ wide, they will look good with all of your shoes, even flats and sneakers. Here is some outfit inspiration with my best-selling style from MOTHER, also available in petite sizes and a new look for less I just found for you.

This style of jeans works perfectly in my European Travel Capsule for Spring and Summer. The 40 page lookbook includes 12 more outfit ideas.

But What if I Want to Wear Socks With My Sneakers?

If you want to wear socks with your sneakers, try the same wide leg jeans with a narrower opening, just a little longer.

3 Classic Black Jean Styles

Pajama jeans! When I worked at Nordstrom, everyone loved these jeans because they felt so good on and they were so flattering. These classic wide leg jeans have been a staple in my wardrobe for years and look just as good as the first day I got them. I also own them in a straight leg style that I wear with sneakers and flats, and a skinny that I style like leggings.

SBDD 2/22/23

This is a signature straight leg called “Cher” I have had for years and just shared in my Weekend Capsule Wardrobe.

SBDD 2/22/23

This is a skinny called “Gwen”, and I style her like leggings. This is one outfit you can make with my seven-piece girl boss capsule wardrobe for work.

Flare Jeans Outfits

If you haven’t embraced wide leg jeans but like the look of a flare. Try a classic bootcut. Sometimes, this jean style is more slimming through the hip and thighs. This style from MOTHER is so popular it comes in a cropped style too, plus MOTHER makes petite sizes so they hit in all the right places.

Petite or Regular, Cropped or Long

The look for Less

A cropped flare is my favorite jean style every spring. Cropped flares are slimming and look good with all your shoes. These look like my favorite style from MOTHER but are under $100, so now I can buy new shoes to wear with them.

This classic flare from Paige is so flattering. I’ve shared her many times, and now she comes in petite sizes and lots of washes.