How to Style Olive Joggers from Summer to Fall

Olive pants are a neutral in my mind. But as a curvy woman, I’ve had a hard time finding any tailored olive chinos that I like, or at all. So I decided to take my FAVORITE summer pants and show you how I’ll style olive joggers for this fall.

I kept this Now & Later style post simple, because I was photographing this look while I was at my parent’s in TN a couple of weeks ago. Besides not wanting to pack my entire closet, it was sweltering out so I could only go so deep into the fall looks.

With menopause, I can’t even pretend to be cool. 😉

But, I did want to get some photos around my brother’s house (he lives just down the hill from my parents), and everywhere I turned there was another pretty spot for taking photos.

My favorite summer joggers are getting a fall makeover. 

#fashionforcurves #plussize #plussizefalloutfitinspiration #plussizeover50 #over50fashion #olivejoggers #plussizeolivejoggers

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Olive Joggers

But first, let me tell you a little about these joggers. They are made from a stretch twill fabric and they have been my go-to summer pants along with last year’s camo version, which I’ll share here soon. (But you can see them here.)

The fabric is substantial but not so much that they’re hot. And this year, Levi’s added belt loops and a self-tie belt but you could leave that off or wear another belt.

You might also be interested in How to Wear a Belt if You’re Curvy.

Sizing

These are available in plus size (I’m wearing the 14W) as well as misses sizes. They run a little big but the XL in the misses is too small for my liking. You can find my measurements here for sizing reference.

Okay, this summer to fall outfit formula is so simple so let’s jump right in.

Styling Olive Joggers for Summer

My favorite summer joggers are getting a fall makeover. 

#fashionforcurves #plussize #plussizefalloutfitinspiration #plussizeover50 #over50fashion #olivejoggers #plussizeolivejoggers

I have worn these joggers with a tank all. summer. long; to ballgames, the grocery store, and just around the house. You could call it my signature summer style.

THIS LOOK

JOGGERS (wearing 14W) – Plus || Misses

TANK (wearing XXL) available in plus size also

SNEAKERS c/o Vionic Shoes

EARRINGS Similar || Similar (my faves)

SUNGLASSES Similar || Similar

Transitioning Olive Joggers into Early Fall

My favorite summer joggers are getting a fall makeover. 

#fashionforcurves #plussize #plussizefalloutfitinspiration #plussizeover50 #over50fashion #olivejoggers #plussizeolivejoggers

Typically with loose pants like joggers, I would recommend keeping the top fitted.

However, this blouse is the one purchase I made in my two-month shopping sabbatical because I love it SO MUCH and it begged to be paired with olive. At least, I heard it that way. 😉

THIS LOOK

JOGGERS (wearing 14W) – Plus || Misses

BLOUSE (wearing XXL)

SNEAKERS (old) Similar || Similar

SUNGLASSES Similar

Just Add Denim Jacket

My favorite summer joggers are getting a fall makeover. 

#fashionforcurves #plussize #plussizefalloutfitinspiration #plussizeover50 #over50fashion #olivejoggers #plussizeolivejoggers

There are few pieces that will work as hard as a denim jacket in transitioning any outfit into fall, except maybe booties. Okay, booties and a denim jacket. That’s all I need.

If you’re curvy and transitioning a summer dress into fall I recommend a cropped denim jacket but with pants, let’s wear a traditional denim jacket.

THIS LOOK

JOGGERS (wearing 14W) – Plus || Misses

TANK (wearing XXL) available in plus size also

JEAN JACKET (wearing XL) Similar || Similar (I wear an XL in this brand too)

BOOTIES; Similar budget option

TOTE


CURVY GIRL STYLE TIP My advice is to skip the loose trucker denim jackets in favor of one that has a bit of shape and ends no lower than the top of your hiney-crack. Trying to hide our curves isn’t flattering. Instead, accentuate them with the correct proportions and fitted or more tailored silhouettes.

As the weather cools off even more,

I recommend a long sleeve fitted tee to replace the tank-top as it gets cooler out. And I like the idea of adding athleisure sneakers or even combat boots with this look.

If You Love Them They Will Come

Ideas! Honestly, I have so many more ideas for styling these olive joggers. The concepts would be the same as they were when I styled high-waisted green pants in a bundle of different ways.

Because what I find is, when we love a piece of clothing so much, because it’s comfortable and flattering, the piece can be seasonless.

So keep an eye out, I’ll probably be taking these babies right on into winter. 😉

How would you style them?

My favorite summer joggers are getting a fall makeover. #fashionforcurves #plussize #plussizefalloutfitinspiration #plussizeover50 #over50fashion #olivejoggers #plussizeolivejoggers

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12 Comments

    • Paula
      Author
      /

      Thanks Kirstin. Me too!

      Hugs,
      Paula

  1. Donna M
    /

    I can’t get over how long your hair is now! Just beautiful!!

    Definitely love your olive joggers- the color is a great neutral for Fall. And anything that I can put a denim jacket over turns automatically into a Fall outfit in my book! I have 2 jackets that have different features, so I wear them according to what’s going under them. I bought a few kimonos last Fall and I’ve vowed to wear them more often this season. Sometimes they add that little “something” an outfit needs, you know?!

    Thank you for showcasing olive, Paula!
    Blessings to you!
    Donna

  2. Kristin
    /

    Love hearing from you. You make me smile every time I read your blog. I agree the background was great. I have camo joggers I love. Because they are comfy and stylish! My fav combination. My favorite way to style them is with a bright pink t shirt. I just love the juxtaposition. I might have to wear them today now that you got me thinking on them!

    • Paula
      Author
      /

      I’ll bet that’s pretty. I have paired camo with a medium pink and I love that it’s unexpected. 💞

  3. Rune
    /

    Love my joggers too ;}

    FWIW, torrid has some mineral wash grey joggers that would be stellar with your hair, imo. They run loose though the hip/thigh area, so I usually order in my leggings size, one down from my jeans size.

    • Paula
      Author
      /

      Ooo, I’ll have to look at those. I have been trying to find some gray shoes or booties and a handbag. That way, no matter what I’m wearing I’ll always match my hair. 😂

      • Rune
        /

        As well you should, lol. I love your hair and it’s so striking you should definitely play it up 😉

        I’m eyeballing a pair of dark grey tapered houndstooth pull-ons you might like pretty hard right now too.

        Their haute cash sale starts tonight, so I’ve been math-ing like a crazy woman and I can already picture me sporting a pair with my jean jackets and cardi’s, lol.

  4. Jayne
    /

    I love the blue jean jacket look! I have been wanting to try joggers, definitely will consider the Levi’s.

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