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Hi Sugarplum!

Now & Later | Striped Swing Dress

September 9, 2016

Cheers to Friday! How was your week? Ours was pretty standard, and happily we’re all starting to relax into the new school schedule. Little Miss is so excited to head-out for the big 5th grade camp next week, with me as a chaperone, so we’ll be prepping the sleeping bags and other gear this weekend…along with trying to figure out how to smuggle in a box fan! #notacamper

Today I’m sharing some Now and Later style inspiration…taking one of my favorite t-shirt dresses, and styling it for both warmer days, and later when it (hopefully) starts to cool.

This dress is so easy to wear, and even though it feels like pajamas, it still manages to look pulled together. (This crewneck version is similar, and this one has a fun criss-cross front for the younger crowd.) I’ve been wearing them (I say ‘them’, because I have it in three colors! #oops) all Summer with wedges, flat sandals, and my favorite sneakers (size down one in the Shoreline)….and usually a tassel necklace. Because, tassel. (Find some of my favorites here.)

Dress (similar) | Tassel Necklace (on sale!) | Wedges | Sunglasses | Hoop Earrings
Jean Jacket | Tassel Necklace (on sale!) 
Saddlebag (more colors here) | Wedges 

For cooler nights, or basically every restaurant in town, I add the trusty jean jacket for a light layer of warmth.

Dress (similar) | Jean Jacket | Tassel Necklace (on sale!) | Wedges | Sunglasses 
Hoop Earrings | Saddlebag (more colors here) 
Dress (similar) | Jean Jacket | Tassel Necklace (on sale!) | Watch | Link Bracelet
Saddlebag (more colors here) | Watch | Link Bracelet

Once it cools down even further (or the calendar says ‘Fall’), I’ll swap the sandals for booties, and, if necessary, add one of my Fall’s Essential Seven…a utility jacket. (I might need to revisit this list, but it’s certainly a good start!) 

Sugarplum Style Tip: Black booties would work, too, but a more neutral color creates a longer leg-line when wearing boots with dresses.

Dress (similar) | Similar Utility Jacket (cute vest version) | Booties (love these, too) 
Pendant Necklace | Clutch | Sunglasses | Hoop Earrings

Fit Tip: This is a great utility jacket, but runs large…size down!

Dress (similar) | Similar Utility Jacket (cute vest version) | Pendant Necklace | Clutch 

Dress (similar) | Similar Utility Jacket (cute vest version) 

Pendant Necklace | Hoop Earrings | Watch | Link Bracelet

Mr. SP getting artistic with the camera! 😉
Dress (similar) | Similar Utility Jacket (cute vest version) | Booties (love these, too) 
Pendant Necklace | Clutch | Sunglasses | Hoop Earrings

Fall in Texas creeps in slowly, but I love the opportunity it gives to continue wearing my favorite Summer dresses. What’s your favorite way to transition your outfits from Summer to Fall? As much as I love Summer, I love that we’re inching closer to boots and scarves season! I’ll be reaching for this scarf first! Happy weekend, lovebugs!
More Fall Style Inspiration:
Fall’s Essential Seven | Fall Outfits | Easy Fall Style | How to Transition to Fall


{More Transitional Dresses}


{Shop My Outfits}



*This post is created in collaboration with Nordstrom, but all clothes, styling ideas, and boot-scooting are my own. Thank you for supporting sponsors that keep Hi Sugarplum running!*


Make sure you follow me on Facebook here for daily sales & sign up for my weekly newsletter here for sneak peeks, special Q&As, & Sugarplum Picks!

by Cassie 
8 Comments
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Fall & Winter Style, Now & Later, Spring & Summer, Style

 

About Cassie

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Related Posts

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previous article: Five Under $50
next article: Little Bits of Fall

Comments

  1. Erika Slaughter says: September 9, 2016 at 11:38 am

    Girl! You styled that dress so cute! I think you could wear it five days in a row and no one would even notice due to those accessories. Super cute!

    Reply
  2. Christina says: September 9, 2016 at 11:43 am

    So stinkin' cute! These transitioning to a new season post might be my favorite since Texas is basically Summer, winter or long transitions! Ha! Happy Weekend!

    Reply
  3. healthylivingtipsforyou says: September 9, 2016 at 2:02 pm

    Classy and comfortable.

    Reply
  4. Britney Crawley says: September 9, 2016 at 3:11 pm

    Love the now + later post! Seriously crushing on those VInce Camuto cutout booties.

    Reply
  5. Robyn Proctor says: September 9, 2016 at 3:24 pm

    I really like seeing how people style one piece for two different seasons. The tassel necklace is super cute!

    Reply
  6. Anonymous says: September 9, 2016 at 5:39 pm

    I love these posts so much! It really helps me get the most out of the items in my wardrobe. Thank you so much!

    Reply
  7. Heather{Our Life In a Click} says: September 9, 2016 at 7:19 pm

    Adorbs! Have fun at camp. You're very brave. 🙂

    Reply
  8. A Gal Named Al says: September 10, 2016 at 7:52 pm

    Love the looks! Your parent driving tunes video on IG cracked me up!

    Reply

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