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How To Wear Dressy Sweatpants

3/4/2020

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How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Yes’m you read that right. Dressy Sweatpants.
​Sounds like an oxymoron doesn’t it?

What is an Oxymoron?

According to the New Oxford American Dictionary,  an oxymoron is "a figure of speech in which apparently contradictory terms appear in conjunction."

Examples:
Jumbo Shrimp. Only Choice. Random Order.
Original Copy. Dressy Sweatpants.

Table Of Contents:

What makes them sweatpants?
What makes them dressy?
What was redesigned?
How much do The Dressy Sweatpants cost?
Are Encircled's Dressy Sweatpants expensive?
Encircled's Dressy Sweatpants Review
How To Wear Dressy Sweatpants
What Fashion & Travel Bloggers Are Saying 

The Dressy Sweatpant by Encircled -
​Your New Favorite Oxymoron

A garment that is both comfortable and versatile is a beautiful thing. If that same garment is ethically made with sustainable materials, what more could you ask for? Before you asked for it, encircled delivered.

The Dressy Sweatpant has been a fan favorite by Canadian slow fashion brand encircled since at least 2015 (the earliest review for the product on their website). With over 40 pages of real customer reviews averaging 4.7/5 stars, it’s no wonder that Kristi Soomer’s brand is ranking on page 1 search results for “dressy sweatpants” on google, yahoo, bing - you go girl!!

While thesestylish sweatpants have been popular and a best seller for years, encircled regularly reads and requests customer feedback and incorporates it into design updates.

In 2019 encircled redesigned The Dressy Sweatpant - keeping everything customers loved most about these dressy joggers and tweaking a few things to make them even better!

How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
Top: The Fair Longsleeve , Black 
Pants:Dressy Sweatpants, Dark Olive
​Boots: Ankle Booties


What Makes Them Sweatpants?

Oxford ​Definitionof Sweatpants: 
“Loose warm trousers with an elasticize or drawstring waist, worn when exercised in or as leisurewear”


The Dressy Sweatpants from encircled have an elastic waist and a comfortable fit with incredibly soft MicroModal (sustainable, plant-based fabric from beech trees) fabric. I don’t find them especially warm and they aren’t thick like traditional “sweatpants”. However, you could easily layer some leggings underneath for added warmth without compromising style or comfort one bit! 

What Makes Them Dressy?


Flattering front pleats and ruching at the ankles make these sweatpants you can wear to work. The tapered leg of the Dressy Sweatpant leading into that ruching gives it a polished look for the office. 

Side slit pockets as well as a hidden zippered pocket at the back make them very functional!
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
Pants: Dressy Sweatpants, Black
​Shoes: Black Booties ($50 off)
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
Top: The Fair Longsleeve , Sapphire Blue 
Pants: Dressy Sweatpants, Black
​
Shoes: Slip Ons 


What Was Redesigned? 

TheDressy Sweatpant no longer has a drop crotch style!

How much do they cost?

Currently $162
Save $42 on the Dressy Sweatsuit with coupon code  GETCOMFY
Build Your Carry On Kit and save $120 with coupon code PACKLIGHT


Are Encircled's Dressy Sweatpants Expensive?

At first glance paying$162 for a pair of pants may seem outrageous to some people and out of reach for many. 

A couple things to remember when making a purchase like The Dressy Sweatpants:
  1. The Dressy Sweatpants are ethically made. That means workers are paid living wages to make them. Naturally the cost of the garment will be higher. 
  2. The Dressy Sweatpants are made from sustainable fabrics in Toronto, Canada.
    Using high quality, natural fabrics knit in Canada comes at a cost.
  3. Think of your lifestyle. You probably know if you are the type of person who would pull these off going out on the town, in the office, and at home. If you are that type of person you may get great value from these pants.
  4. Consider your cost per wear 
     [see my on-going chart]
If you wear these pants 3/week *52 = 156/year making them about $1/wear over 1 year. 


How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
Top: The Dressy Sweatshirt, White 
Pants: Dressy Sweatpants, Navy Blue
​
Shoes: Booties ($50 off)
​


Encircled's Dressy Sweatpants Review

How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
Top: The Evolve Top, White Modal 
Pants: Dressy Sweatpants, Dark Gray
​
Shoes: Black Pumps
​
​I had previously purchased the original Dressy Sweatpants in a size medium during a sale. I really should have purchased a small or XS (my mistake!) but the combination of them being too big and having the drop-crotch situation going on limited my personal wearability. They were delightfully soft and comfortable, but I never felt as chic in them as everyone in the photos looked.

So once I heard they did a redesign of the Dressy Sweatpants I decided to give them a try again and ordered an XS in black. 
(Note, this was sizing down from the recommended sizing chart which recommended a size Small)

I finally feel like I understand why everyone loves these pants! The fit is SO much better and even though I sized down to an XS, I actually wish there was an XXS option because I would like the leg fit to be a tad slimmer and the ruching at the ankles to fit a little more snug.
That being said, the current fit gives you some options for layering with leggings to make them a little warmer. If they are too snug on their own, the look may lean toward bulky when layering. 

These pants along with basically all of the encircled clothing I own seems to take forever to dry. It's recommended to not put their clothes in the dryer, but to lay flat to dry. So while I do think encircled clothing is great for traveling because it is incredibly comfortable and the pieces can easily be dressed up or down, just be mindful when you need to wash that they are not quick drying like other technical synthetic fabrics you see in "travel clothes".

I am considering having my original size Medium blue Dressy Sweatpants tailored for a better fit for me and if encircled came out with an XXS edition of the Redesigned Dressy Sweatpants, I would consider picking them up in that gorgeous Dark Olive! ​


How To Wear Dressy Sweatpants

The following idea suggestions are found in Encircled Style Guide "How-To-Style the Dressy Sweatpant" featuring real customers (!!) who were invited into the studio to show off how they creatively style their Dressy Sweatpants for work, evening, and the weekend! Which is your favorite?

How To Style Dressy Sweatpants For Work

How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
Outfit 1
​The Dressy Sweatpant
V-neck T
Cropped Jacket
Black Loafer ($50 off)
Black Tote

Outfit 2
​The Dressy Sweatpant
White Button Down
Cropped Jacket
Black Booties ($50 off)
Black Purse
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • Black Pumps • Black Booties ($50 off)  • Leather Backpack • Handmade Leather Purse 
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • Kimono Jacket/Dress • Close Toed Ankle Strap Heels  • Fair Trade Flats ($50 off)

How To Style Dressy Sweatpants For Evenings

How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • Handmade Black Leather Jacket • Handmade Red Leather Jacket • Handmade Clutch • Fair Trade Flats ($50 off) 
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • Buttercream Blanket Scarf ($5 off) • Tradlands Alpaca Sweater • Thursday Chelsea Boot   • Handmade Clutch • Fair Trade Flats ($50 off) • Lariat Necklace
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • The Evolve Top • Bali Elf Heeled Sandals • Leather Purse • Handmade Clutch • Ethical Mules 

How To Style Dressy Sweatpants For The Weekend

How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • The Everyday Twist Top •  Tradlands Shelter Cardigan • Wool Cardi • Long Mustard Cable Knit Cardi
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • Encircled Vegan Moto Jacket • Sustainable Pointed Toe Flats ($20 off) •​ Suavs Sneakers ($20 off)
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
The Dressy Sweatpant ©encircled.co
​The Dressy Sweatpant • Tradlands The Clair Chambray Shirt • Suavs Sneakers ($20 off) • Rothy's Sneaker ($20 off)  •​ Denim Jacket

What Fashion & Travel Bloggers Are Saying:

  • Versatile enough for everyday use or fancier situations
  • -Frances Loughead, Pack Hacker
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Rocking Encircled's Dressy Sweatpants at the airport. (original design) photo ©packhacker.com
​The Dressy Sweatpant • Nisolo Oxfords ($50 off)
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Encircled's Dressy Sweatpants take you from the gym to a business meeting and back to comfy-casual with ease. (original design) photo ©herpackinglist.com
​The Dressy Sweatpant • Tieks Alternative Flats  • Blazer
I want to live in them
​
- Brooke  Schoenmann, Her Packing List

I decided to wear them for a full 24 hours.
  ...  
Results?  

I think the pants might have handled my day even better than I did.

​​- Jessica, The Belle Voyage
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Encircled's Dressy Sweatpants aka "corporate pajamas". (original design) photo ©thebellevoyage.com
​The Dressy Sweatpant


How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Encircled's Dressy Sweatpants a must have in your carry-on luggage! (original design) photo ©suttonandgrove.com
Circle Straw Bag • Straw Hat Etsy • Straw Hat Amazon • Lace Up Sandals • ​The Dressy Sweatpant
These really are the perfect go-to pants to dress up or down

- Jill, Sutton and Grove

Now, about these pants.
Oh baby, am I in love!

...

I've never been a fan of sweatpants on myself, but these are breaking all the stereotypes.

- Selflessly Styled
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Look extra cute while walking your dog with Encircled's Dressy Sweatpants! (original design) photo ©selflesslystyled.com
​The Dressy Sweatpant •  Suavs Sneakers ($20 off)


How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Encircled's Dressy Sweatpants are the best travel pants! (original design) photo ©endlessdistances.com
​The Dressy Sweatpant • Yoga Mat Flip Flops
The best travel pants I've ever worn 

...


I'm more focused on experiencing life to the fullest (and comfiest) possible, and I want my clothes to help me do that, rather than complicate things. 

- Sarah,Endless Distances


These are my new obsession
...
The dressy sweatpant is my go-to for travel days when I need maximum comfort but don’t want to be caught looking like a slob.

​- Alex, Alex In Wanderland


How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Encircled's Dressy Sweatpants are a favorite among Travel Bloggers. (original design) photo ©alexinwanderland.com
​The Dressy Sweatpant

How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Encircled's Dressy Sweatpants are perfect for busy moms! (original design) photo ©ohmother.ca
​The Dressy Sweatpant • Denim Jacket • Buttercream Blanket Scarf ($5 off)
The Dressy Sweatpants are

MADE FOR MOM LIFE

​because they are as versatile as moms have to be.

 ... 

I honestly believe every woman should own a pair of these pants! 

​- Nicole, Oh Mother

These pants give you the option of dressing them up for a day walking around the town or snuggling into while enjoying a movie night on a rainy day.  - Breathe Travel

 Can we talk about how this is actually the most perfect road trip outfit?!

Ah, perfection!

- Holly, Teach Me Style
How To Wear Dressy Sweatpants - Encircled The Dressy Sweatpant Review
Encircled Dressy Sweatpants are part of a perfect road trip outfit! (original design) photo ©teachmestyle.com
​The Dressy Sweatpant


More Encircled Clothing Reviews
 One [reader] says, “These are not sweatpants at all! They’re super comfortable. I wore them to an executive dinner with a white silk blouse and ballet flats. I was the only comfortable woman in the room!” Talk about redefining the womens jogger pants trend! - Travel Fashion Girl


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