Transitioning Loungewear to Streetwear

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Eva Amurri shares tips on transitioning loungewear to streetwear
Photograph by Julia Dags

As you all know, I live in Connecticut, and our state is “opening up” this week.  I have mixed feelings about this as a Mom of small children, including a newborn, but generally speaking, I’m looking forward to being able to move around more – albeit in a safe way! I’ve already ordered masks for myself and the kids from BURU and Hot Sundae, and I plan to take it really slow in terms of reintegrating into town life.  I still feel pretty nervous about being anywhere near large gatherings. I’m curious if anybody reading this knows the recommendations for how to transition back in to seeing friends or having small playdates. If you do, let me know! I plan to do lots of research on this myself, so I’ll write about this more as I have more info, too.

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Regardless of the mixed bag of emotions surrounding getting “back out there”, so to speak, I am excited just to be spending a bit more time out and about. Even if it’s just to walk down the street in my neighborhood! Since we have ALL been ordering lots of loungewear the past few months as we sheltered in place, I have been thinking a lot about transitioning those loungewear pieces into streetwear! We don’t want to be walking around town looking like we’re in bed. LOL. But we also don’t want to waste the awesome pieces we have spent money on while in quarantine! Here’s how I plan to style my more lounge-y pieces to extend their wear:

First of all, Loungewear can totally look normal if you style it right. Ha! My key to styling them as an actual outfit is all about a great, structured jacket and killer accessories! These items can make the pieces look a lot more pulled together and can play off of the casual feeling of the loungewear. This works best with pieces like this awesome Lou & Grey set I’m wearing in these pics, or even with a sweatsuit. Tie-Dye ones have been super popular in the past couple of months!


Henley Tunic Shirt

Lou & Grey

My current fave loungewear top!


Lou & Grey

My current fave joggers!

Adding a structured jacket on top of your loungewear is really flattering to any body type, as it creates a really nice shape and works against the relaxed silhouette of your loungewear. Add at least one bold piece of jewelry, or even a bright colored lip if you’re so inclined! Then a great shoe like a platform sandal, an espadrille, or a dressy sneaker can really up the ante. Try to stay away from a basic flip flop with your loungewear look, as this is a bit too casual and can be a dead giveaway that you’re wearing pajamas.  LOL. Lastly, add a great bag. Bags are fab style pieces to invest in right now because so many vendors are having blowout sales on more luxury items!

Here are some ideas for versatile accessories you can use to dress up your loungewear and transition it from the bedroom to the streets. I hope you’re all hanging in there, and please stay safe and protected!

Eva Amurri shares tips on transitioning loungewear to streetwear
Photograph by Julia Dags


Structured Jackets…

Tweed Double-Breasted Blazer


This is similar to the tweed blazer I’m wearing in the photos, and it’s on sale!

Open Modern Blazer


I love long blazers because they look sharp AF and flattering on literally everyone!

Also, save 50% off this blazer with code: SUNNY

Double Breasted Blazer


Double Breasted Blazers are great transition piece, and this one is 50% with promo code: SUNNY

Linen-Blend Utility Zip Jacket

Old Navy

A Utility Jacket is one of my wardrobe staples, so they’re a must-have for transition seasons. This one is made from linen, so it’s a great option for spring, and it’s currently 30% off (taken at checkout)!

Canvas Moto Zip Jacket

Old Navy

I love Moto Jackets, and this one is made of canvas, so it’s a great option for spring. It’s also 30% off (taken at checkout)!

Linen-Blend Blazer

Old Navy

Another great blazer option is this one in a linen-blend. Take 30% off (at checkout)!

Stradivarius Crop Denim Jacket


Jean Jackets are another summer staple must-have, but I’m loving this cropped, oversized one from ASOS!

Parisian Tweed Blazer


Another style of jacket I’m obsessed with is Tweed Blazers. This one is on sale and under $40!

Stradivarius Faux Leather Biker Jacket


And you can never go wrong with the classic moto jacket in black leather!

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Scalloped Loafers


You know I love a good loafer, and these are no different. I love the blush color, and they instantly upgrade any outfit regardless of how sloppy you may feel. Use code: SUNNY for 50% off!

Ellaine Espadrilles


You know I love a good espadrille and these are such a great everyday option to spruce up your sweatpants! They’re also on sale!

Faux-Snakeskin D'Orsay Flats

Old Navy

These snakeskin flats are super stylish AND only $17!

Faux-Leather Variegated Double-Strap Slide Sandals

Old Navy

These metallic sandals add a pop of fun to any loungewear!

Faux-Leather Espadrille Flats

Old Navy

These are such an amazing affordable version of so many leather espadrille’s I’ve had my eye on. AND you can take 30% off (at checkout)!

Monki Jannike cross strap flatform


I included these in my 2020 Summer Shoe Edit because I absolutely love them! They’re so chic and under $50!

Malta flat mules


You all know I’m having a baby-blue moment, so I couldn’t leave out these cute flats! Get 25% off with code MEMORIAL2020

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Cher Tote

Angela Roi

This is the bag I’m wearing in the photos! We LOVE Angela Roi here at HEA HQ! Eden bought this bag in black (obvi LOL), and then I ordered it in this light mud gray color, which I’m obsessed with! It the ultimate work bag because it fits a 13″ laptop and also has a zipper compartment for your keys and wallet, etc. THE BEST!

Cobble Hill Crossbody Bag


This crossbody is an easy favorite and merges the best parts of casual style with clean lines and color-blocking!

Kisslock Leather Tote

The Marc Jacobs

This tote is great for carrying all of the things…and it’s marked down 40% right now!

Regan Medium Leather Satchel

Rebecca Minkoff

This is another great satchel option that’s currently marked down 40%!

Perry Small Leather Tote

Tory Burch

I love bright colors, this bag is such a cheery color yellow. It’s also currently 30% off! LOVE!

Satchel Cross Body in Cream Croc


Another great crossbody option, but this time: in faux crocodile!

soft minimal backpack


I’ve been on the hunt for a soft backpack for ages, and this one is only $29!

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Crystal Lily Earrings

Lele Sadoughi

These are the earrings I’m wearing in the photos! Stunning doesn’t do enough justice to describe how incredible they look in person!

Resin Snap Hair Clip Set


I love these resin barrettes!

Use code: SUNNY for 50% off!

Top Knot Heaband


Love the color of this top knot headband!

Use code: SUNNY for 50% off!


Round Sunglasses


I love these blush-colored round-frame sunglasses!

Use code: SUNNY to get them for ONLY $8!

Lera III Fedora


I’m a hat girl, and this is such a great fedora for under $70!

Sailor's Necklace

Brinker & Eliza

I’m totally obsessed with this gold necklace that looks like a sailor’s knot!

Naturale Earrings


These gorge earrings from Shashi are under $50 and will look spectacular with any outfit!

Half Moon Magic Sunglasses

Le Specs

Le Specs are one of my favorite affordable sunglasses brands, and these are such a great pair of classic black sunnies that will go with EVERYTHING!

Hyeronima round sunglasses in tortoiseshell


Tortoiseshell sunnies are a summer must-have, and these are under $20!

Stradivarius pack of 2 headbands


This 2-pack of headbands come in the best spring colors, and will instantly upgrade any outfit!

Eva Amurri shares tips on transitioning loungewear to streetwear
Photograph by Julia Dags
Eva Amurri shares tips on transitioning loungewear to streetwear
Photograph by Julia Dags

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