Masculine/Feminine Look for Fall – Dark Floral with Combat Boots - Elegantly Dressed and Stylish
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Masculine/Feminine Look for Fall – Dark Floral with Combat Boots


Morning friends!

Its all about a masculine-feminine look this week on the blog! If you like this dichotomy, I hope you fall in love with the outfits I will be showing you. You can take inspiration from the looks and ideas and try them yourself, as its just plain fun!

Dark Florals for Fall

My style has evolved over the years and I still love florals. For Fall, I have a few dark floral dresses I love to wear. So, you’ve got your floral dress ready to wear for Fall. Do you style it the same way most of the time? Try experimenting. Go for something different. I promise you there is no fashion police out to get us! LOL.

What fun about Fall, is that we get to layer and add textures and play more in our closets. I did buy this dress recently at Mango, but had in idea in mind of how I wanted to style it.  Maybe the go-to would be black pumps. But just look at all of the colors in this dress. There are golds, reds, blues, greens, and blacks. Perhaps you have a long cardigan you want to wear with it. I love that!

I took out my moto jacket- It would look awesome with a red one but that is one I don’t own in my collection, so I went with a traditional black moto. The fun part was wearing my favorite combat boots. You then have a feminine-masculine style! I think this style appeals to me too, because, as you read in 15 Things You May Not Know About Me post, I was a real tomboy growing up, but also a girly girl.

The boots are from the Swedish brand, Sofft, and are at least 6 years old. They aren’t available now, but I really like these by Karl Lagerfield with the added embellishment.


Well, I love to get out and do things on the weekend, so our weekend was about the sheepdog trials, more the border collies herding sheep- not actual sheepdogs. I am there! I love seeing the dogs In addition to this there are food and drink trucks and one of my favorite things to watch, the doggy water diving. The winner was a black lab named, John Snow, and was able to dive 7 feet in the air to catch the stick before hitting the water. I laughed to myself as I thought of my pups- Wouldn’t you pay to see Shih Tzus or Maltese do a water dive at 2-3 feet!  My little ones aren’t even water fans as they stand frozen in the tub when I just give them a bath!

These pictures were taken next to one of our haunts, Cork and Cask. As the name describes, they have excellent wines and beer, along with some great eats for hubby and I. It was getting dark when we began taking pictures, I am not really fond of DST! I was thrilled, however, with the pretty red leaves on the trees and the Fall atmosphere. We went there after my dentist appt ( I need a crown ;-( ) and it was interesting smiling when half my face was numb!

**Affiliate links below. A small commision may be made at no cost to you, by clicking on the links.


Floral dress– Mango

Red bag- Prada ( gift from hubby)

Combat boots- old – Sofft ( linked some boots below. )

Earrings-Vintage from Etsy

Moto jacket- Mango ( similar faux leather, real leather jacket)

Have a wonderful day!

Jess xx


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  • shelbeeontheedge1
    Posted at 07:08h, 16 November Reply

    OMG, Jess, this is one of my favorite looks of yours! I need to recreate this! I love the dark florals paired with a moto jacket and combat boots. It is so my style! And I had to chuckle that you were struggling to smile with a numb face! Poor thing. You look great though.


    • Jess Jannenga
      Posted at 12:53h, 16 November Reply

      Thank you! I can see you in this for sure! Haha, glad I could make you smile or laugh. I couldnt resist and am loving midi dresses!

  • Kristine Lowder
    Posted at 21:16h, 15 November Reply

    Love the color and style contrast with the combat boots and dress! I maý have to steal my hubby’s USMC boots and take them out for a ‘test drive.’

    • Jess Jannenga
      Posted at 12:52h, 16 November Reply

      Hi Kristine,
      Thanks so much. I love combat boots, they make me feel kinda cool! It is fun to dress unexpectantly. I say, give those hubby’s boots a try!

  • Anna Parkes
    Posted at 03:14h, 15 November Reply

    This bit of styling is right up my street Jess. I love the mix of masculine and feminine as it’s something that I play with myself. The floral dress is divine on it’s own, but I do love how you’ve toughened it up with the moto jacket and chunky boots. Ten out of ten for this outfit my dear! You look wonderful. Have a super weekend xxx

  • Michelle Churchman
    Posted at 13:14h, 14 November Reply

    That is a fabulous outfit! The red purse is like the final exclamation point on this ensemble. Lovely! Pinning.

  • isthismutton
    Posted at 12:25h, 14 November Reply

    Sensational colors – the dress, the fall leaves, your hair! You’re such a Glamazon Jess! Thanks for linking up at #WowOnWednesday.

  • Lisa Richardson
    Posted at 19:14h, 13 November Reply

    Jess, the florals in that dress are just beautiful. I love how you paired it with the leather jacket and boots for an edgy look. Thanks for linking up with us

  • Emma Peach
    Posted at 18:48h, 13 November Reply

    Such a beautiful dress! I love a long, dark floral print dress with a moto jacket and boots. Fabulous outfit!

    Emma xxx

  • eva @evawingercostumetakeout
    Posted at 10:52h, 12 November Reply

    oh my! gorgeous! i just found a great dress in my stash of upcycles that is exactly the floral with dark background….this look is a definite yes for me!

    • Jess Jannenga
      Posted at 11:06h, 12 November Reply

      Thank you Eva! These boots are amongst my favorites and I couldn’t resist! Sounds like you should try it! 🙂

  • Amy Johnson
    Posted at 09:00h, 12 November Reply

    Fabulous look! Love the combat boots and moto jacket with that dress.

    • Jess Jannenga
      Posted at 09:30h, 12 November Reply

      Thank you Amy! I loved the dark florals and couldnt resist the boots with it! 🙂

  • Peta Sklarz
    Posted at 23:19h, 11 November Reply

    You have the best ‘feel’ in your photos. I love the combination of colors your choose along with your skin tone and hair. Beautiful, always enjoy your posts@

    • Jess Jannenga
      Posted at 09:29h, 12 November Reply

      Thanks very much Peta! I just loved the dark floral in this dress and saw lots of styling possibiliteis with the colors .

  • Jodie
    Posted at 23:18h, 11 November Reply

    I love how you get out and explore on weekends Jess!! This is such a fabulous outfit…I just love the dichotomy.

    • Jess Jannenga
      Posted at 09:28h, 12 November Reply

      Thanks Jodie! Yes, we love to go out and try different places. The Cottage is our main spot as we have friends there and its just a fun evening of wine and chatting.

  • Kellyann Rohr
    Posted at 19:11h, 11 November Reply

    I love the feminine florals and edgy leather. This is a great look Jess! I would like to own a leather moto jacket!

    • Jess Jannenga
      Posted at 09:27h, 12 November Reply

      Hi friend!
      You have to get one! I went overboard and have a bit of a collection, but I think tey will last me years. I do try and wear them as much as I can now.

  • Hara Allison
    Posted at 18:25h, 11 November Reply

    So beautiful! I want it all!

    • Jess Jannenga
      Posted at 09:24h, 12 November Reply

      Thank you! I just loved the pattern of the dress.:-)

  • Nancy
    Posted at 15:32h, 11 November Reply

    I absolutely love your style tops and the combination of dark florals with combat boots 👏👏👏

    • Jess Jannenga
      Posted at 09:16h, 12 November Reply

      Thank you Nancy! This is such a “me” outfit. 🙂

  • Lisa D.
    Posted at 08:52h, 11 November Reply

    You can even make combat boots look dainty. Beautiful Jess!

    • Jess Jannenga
      Posted at 09:28h, 11 November Reply

      Thanks Lisa! Your comment made me smile. Hope you are keeping warm. I am liking the cold air. xx

  • Suzy Turner
    Posted at 05:15h, 11 November Reply

    Jess…. this is quite possibly one of my all time favourite outfits on you!!! I’m a massive fan of wearing girly things with the exact opposite. Just like this, a girlie, floral dress, with a biker jacket and combat boots. I absolutely LOVE everything about this look.
    Stay warm. It looks chilly over there!!
    Big hugs
    Suzy xx

    • Jess Jannenga
      Posted at 09:27h, 11 November Reply

      Hi Suzy! thanks so much! I really love it too! They have always been a favorite style boot of mine and Ive always loved it styled this way- I couldnt resist when I saw this floral dress! Yes, it has gotten chilly and so dark early.
      Enjoy your week friend! xx

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