October 17, 2014 - Easy Outfits, Style, Style Challenges

Easy Fall Outfit | Military Jacket, Scarf and Riding Boots

The Fall Style Me Pretty Challenge outfits started last Monday.  Honestly this has been the best group of participants yet.  Our Facebook group is nothing short of amazing!  You girls have serious style and you’re not afraid to show it.

Every Friday for the next three weeks, I’ll be sharing one of the outfits from the challenge along with interpretations from some of our challengers.  Hopefully you’ll get inspired to try out these combos too!

This week, we styled a military jacket, layering tee, plaid scarf, skinny jeans and riding boots.  Here’s the inspiration outfit.


[Jacket/Layering Tee/Plaid Scarf/Black Jeans/Purse/Riding Boots]

Here are some of the awesome interpretations from our Fall Style Me Pretty Challenge Facebook group.  Look at all of these confident smiles!





I am SO proud of these girls for stepping outside of their comfort zones and posing for selfies.  Don’t you think they look gorgeous?

Fall FB Cover Graphic White Learn More

Even though the outfits have already started, it’s not too late to join the girls and me for the Fall Style Me Pretty Challenge.  We’ve had quite a few late registrations, so there’s no need to feel like you’re behind.  As you can see, we have women of all shapes, sizes and ages join.  These outfits really do work for everyone! You can sign up now and get your shopping list and first week of outfits immediately.  Get all of the details HERE.

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  • Oh my goodness! Look how cute everyone is?!?! Love this!!

    • Thank you Shay! Loving the military jackets!

  • Look at all of these gorgeous ladies!! Fun! Susan

    • We are having so much fun!

  • This is always beyond amazing to me, Alison! It just brings a smile to face to see all of these beautiful women and the incredible style:)


    • Thank you for the sweet and kind words Audrey. They have serious style and just seeing all this makes me happy!

  • Jean

    Alison, you need to be very proud of this sisterhood you’ve created. It’s obvious by the smiles on everyone how much your challenge is needed!!! There is never enough women encouraging women! Bravo Alison!!!

    • You are so sweet Jean. I appreciate your words. That means a lot to me! You made my day! 🙂

  • Love this combo! I hope it stops raining here soon so I can break out my military jacket again! I love that such a great group of women have found each other through your blog. You are inspiring Alison!

    • Thank you Tiffany! They are all AMAZING in every way! Hope it stops raining!

  • Katherine

    I was on the fence about the military jacket, but I may NEED one now..

    • They are so cute and you will love the military jacket!

  • So many great takes on this look! I love the military jacket look – and you’d figure I would have my fill of all things military! I’m also a huge fan of that plaid infinity scarf – I may have to track one down before we start traveling for the holidays {and I’m praying that the weather in California actually gets cool enough for me to wear a scarf and jacket!}.

    • I hope it gets cool there really soon! I can’t believe it’s still warm over there. Come on California fall!

  • Just now getting around to reading Friday blogs, and OH MY GOODNESS! Everybody looks so amazing!!!!! This is such a cute combo with the black jeans, military jacket, and scarf! Really, I am so impressed!

    • Thanks Sheaffer! These ladies look wonderful in their military jacket!

  • Kellie M

    So cute! I wish we’d start getting a little cooler weather here in So Cal so I could wear outfits like that.

    • I’ll send you some cool weather vibes Kellie!!

  • Oh, this is terrific! Everybody looks so good following the wardrobe challenge. 🙂

    • They’ve got get great style! 🙂 Hope your weekend has been amazing!

  • I am loving this blog! Your style tips and outfits are great for any age. I’m going to include you in my upcoming blog post about my favorite things!

    • Thank you Anne! So great to have you stop by. 🙂

  • Military jackets are so versatile, always in style, and adds such a great polish/edge to any outfit I think. Love your example and all the ladies look amazing in their outfits. XOXO, Elif

    • Thanks for your sweet words!!

  • Annie

    Easy outfit indeed, but gorgeous!

    I love shopping but am brainless when it comes to pulling things together. Imagine my delight when I saw that this outfit featured all the items I bought recently! (Including the green military jacket I got from Lucky Store last week, which I felt a sudden impulsive pull to buy but zero clue on how to wear … until now!)

    This fall, I made it my goal to look more fashionable and am looking forward to all the “help” you blog will help me in that department. Thank you for sharing!

    • I’m so glad Annie! I’d love to continue to help get your pretty on!! We have a fall challenge that will be fun!!

  • They all look awesome! I wear my camo utility jacket non-stop since buying it. I haven’t paired it with plaid since it’s camo. Guess I should have kept the all green one I had 🙁

    • Utility jackets are so fun! There’s plenty of green in the stores. Just a wonderful excuse to go shopping! 😉 😉