Fashion Challenges Solved

Fashion Challenges

Let’s sit down and have a little chat, shall we? Pick up your coffee and I’ll pick up mine. Here we go. My friends, family, and random acquaintances are always asking me questions about what to wear for certain events or body types and sometimes I feel like I give pretty decent answers. So I thought, why not do the same for my AWESOME readers?

I posed a question on Twitter last week: “What is one thing that you love about style, and one thing you find challenging?”. There were some great answers and I decided to address some of the challenges that you guys wrote in today’s little Q&A.

I’m by no means an expert but I’ve learned a lot about fashion over the years as a New Yorker and I hope I can help in some small way. Let me know if you like this kind of post and I’ll make it a regular thing. If you have a fashion challenge, comment below and I’ll respond to all comments with an answer.

Effortlessly Chic
@AliMackin wants to know about “looking put together but without looking overdone”
Shirt Dress

Great question and I have a great answer for this one! My go-to for effortless-chic is always a simple dress with my favorite pair of shoes. For fall, I’m totally crushing on this shirt dress and plan to buy it in olive, navy, and white. If you have a dress that you love and looks chic, you don’t have to do anything else besides add shoes and a bag. Truly effortless!

How to Stay on Trend
@Amandabnguyen asked “how to be on trend without steering too far away from your signature look”
Leather Leggings

I’m not a very trendy gal and struggle with the same issue. I try to buy one trendy piece each season and pair it with classic pieces. For example, this fall I bought this pair of leather leggings but plan to pair them with a classic button down and a blazer. I’ll be on trend but keep my preppy signature look!

Tips for Chesty Gals
@meghandono is challenged by “dressing when you have a chest on ya!”
Big Chest

That depends if you want to accentuate the chest or show it off. I’m assuming since you’re asking that you want to tone it down (If I’m wrong, let me know!) I suggest a silk top that you can unbutton to the exact right spot and a SUPER flattering skirt, like this pencil skirt, or pair of pants to draw the attention downtown . . . That sounded dirty. Not my intention! Last tip is to wear heels to elongate your legs and (again) bring focus to the lower half of your body.


Find your style @targetstyle.

Disclosure: Compensation was provided by Target via Glam Media. The opinions expressed herein are those of the author and are not indicative of the opinions or positions of Target.

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  1. Heidi D. said:

    Love this post! Great tips. Also enjoyed reading your interview on The Quintessentials blog!

    Heidi D.

    9.10.14 · Reply
  2. Jessica said:

    If my outfit can consist of just a few pieces, I’m in! The shirt dress option is perfect.

    26 and Not Counting

    9.10.14 · Reply
  3. Chelsea's Collection said:

    What great outfit picks! Love the hat with the pencil skirt!!

    9.10.14 · Reply
  4. Love&Kait said:

    Love it this post – great way to connect even more with readers. You were spot on with the busty advice! Nice work.

    9.10.14 · Reply
  5. sandyalamode said:

    what a great post!!

    Sandy a la Mode

    9.10.14 · Reply
  6. Whitney Campeau said:

    These are great, easy to translate style tips. Thanks for sharing.

    9.10.14 · Reply
  7. Melissa Tierney said:

    Great tips!

    9.11.14 · Reply
  8. Alison Jeanine said:

    Excellent tips and such great advice for body types. Love how it’s all from experience too. Thanks for sharing, Julia! 🙂 Xo, Alison

    9.12.14 · Reply
  9. Kerry said:

    My question is good outfits for a breastfeeding mom – chest is huge and would like to downplay it, need easy access to boobs for nursing / pumping, and button downs are not a good option because of gapping issues. Thanks J!

    9.14.14 · Reply