Roman Holiday

October 5, 2016

margo-and-me-trevi-fountain influencer-travel-italy-guide floral-print-rome-dress roman-street-style-fashion italy-inspired-street-style 50s-dress-flirty-hat italian-fashion-icon-rome hat-bag-style-rome rome-style-flirty-dress floral-dress-roman-fashion roman-holiday-street-style trevi-fountain-blogger-travels margo-and-me-rome-street-styleAs the leaves begin to change, there’s nothing I love more than revamping my wardrobe for fall. With a new season comes the opportunity for new trends and new possibilities. I’m such a big advocate for classic fashion and there are some silhouettes that will never go out of style. Lately, I’ve been loving on the iconic 50’s dress. It’s fresh, it’s flirty, and it’s incredibly fun. It’s also such a timeless look – especially when you’re strolling alongside the Trevi Fountain!! Dress it up for your next date night, or dress it down for a full day of exploring. Whatever your style, there are a million and one ways to rock the iconic flirty 50’s frock and I’m here to share a few of my favorite tips!

Length Matters
When it comes to the iconic 50’s silhouette, the length is vital. The most flattering styles and hemlines traditionally sit just below the knee. They give you length, while still managing to show some skin! Too long, and you run the risk of swimming in your fabric. Too short, and you defeat the purpose of the swing dress. Make sure when you’re looking for the perfect 50s dress, you find the dress that hits your leg in all the right places.

It’s a Cinch
One of the biggest mistakes I see when attempting the 50’s dress is too much fabric. In order to accentuate your gorgeous figure, use a belt or some sort of tie to cinch the waist. The key is to cinch the waist so it feels relaxed – you never want it to be too tight! Opt for a simple belt that brings out the best in your dress!

The only thing that makes a classic look even better is a wide array of incredible accessories. It really gives your look character. Have a more classic style? Opt for a structured handbag and a wide-brimmed hat. Ultra Femme? Try on a pair of ballet-inspired Mary Jane’s for a girly vibe. A little more bohemian? Accent your dress with layers of gold bangles to give it a more modern feel!

Whatever your style, don’t be afraid to rock this incredible silhouette for fall. If it’s done right, it may just be your favorite wardrobe staple for cooler weather!

Photos by Fred Cipoletti.

Shop the post

:: Vintage Dress (Similar) :: Eugenia Kim Hat :: Senso Heels :: YSL Bag ::


You have such great style Jenny! Love how you took the dress to a whole another level by adding the sunhat and sunglasses 🙂


I’m sooo in love with your look ! The dress, the bag, everything !


One of my forever favorite movies, love that saying “thirty, flirty and thriving”. I always think that too! 🙂

Love your blog! Great style and outfits:)

Thanks so much love!


Adorable! so Gigi Goes to Rome. The pictures are gorgeous. Ciao

Such a compliment!


Stunning autumn look! Love seeing your feminine touch on the latest styles!


This is so pretty! I love everything about this, especially that divine dress! xx

Thank you sweetheart!


The dress and the hat are perfect for Europe! I watched your packing for italy video and loved everything that you included 🙂


This dress is so perfect for a Roman Holiday! It’s the perfect, effortless look for exploring such a beautiful city!

Gorgeous photos, too!

xo Bryn

such an adorable look, love the hat especially!

Absolutely perfect outfit!!! You always look so cute 🙂

Oh man…how did you get these shots without people in it? Everytime I went there were just too many people!

BTW you look absolutely LOVELY!

Meghan | BeyondBasicBlog.com

Perfect day out as a tourist outfit! I don’t normally like too much floral, but this dress is just right!

http://www.kristenskouture.com | luxury. fashion. lifestyle.


OMG this outfit is so friggin cute!! Love it, so feminine 🙂


Thanks so much sweet girl!


Love this outfit! The dress is so pretty!

xo, Carey

So sweet!

Thank you!!


adorable! love the dress and LOVE the location too… it’s so dreamy
xo, coco

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