Hello, happy Thursday! Sweater dresses and skirts have been a thing for a long time, but this season, they seem to be more popular than ever. To me, it’s no wonder. Sweater skirts and dresses are perfect in the shoulder seasons – and in the winter! They are cozy to wear and they look great with boots! Today I am focusing on a sweater skirt. As a separate, I have a lot of styling flexibility with a sweater skirt. I want to show you how to go from casual to date night by wearing 1 skirt 2 ways.

The Summary

  Today, Kelly is showing us how to go from casual to date night by wearing 1 skirt 2 ways

  The skirt is modeled and both outfits are shoppable via text- and image-widgets

  Kelly is sharing her top 5 fall coats at the end of this post, so don’t miss them!

  Each alternate is shoppable via a text widget

From Casual to Date Night:  1 Skirt 2 Ways

1. CashSoft Sweater Hoodie

(Gap)

We have two looks, one skirt today. First up is casual. This CashSoft Sweater Skirt from Gap feels like cashmere; it’s very soft and lightweight. I went for a very neutral oatmeal color. This skirt is selling out fast, especially in the petite sizes. I have gathered several alternatives at varying price points if you find your size sold out.  (See the text widget below.)

CashSoft Sweater Skirt (Gap) | Similar Rib Knit Skirt (Old Navy) | Similar Wrap Knit Midi Skirt (Banana Republic) | Similar Wrap Sweater Skirt (J.Crew) | Similar Knit Sweater Skirt (Kohl’s) | CashSoft Sweater Hoodie | Similar Rothy’s Chelsea Sneaker | Large Transport Camera bag

I really like to seek out matching separates. I love having the option to wear them as a matching set, or styling them separately. Maximum versatility gives you a lot of bang for your buck. 

For my casual matching set, I have the CashSoft Sweater Hoodie. A pullover hoodie in a knit is a more polished way to go casual. 

Keeping things low-key and comfortable I have on the Chelsea Sneakers from Rothy’s. This pattern is from last year, but the Espresso Spot version is a subtle animal print. 

The Large Transport Camera Bag is turning out to be a go-to bag for me lately. I always gravitate more toward browns and tans for my day-to-day handbag, so this purchase of a black daily bag was kinda new for me. I have to say that I am really enjoying the difference. A great investment at a reasonable price. 

Shop the outfit

2. CashSoft Sweater Vest

(Gap)

For my date night styling of this CashSoft Skirt I am keeping with the matching separates to create a monotone, dress-like look. So I have the CashSoft Sweater Vest. The vest is meant to be a little oversized. Overall, it’s a soft, polished look that feels comfortable and perfect for early fall. 

CashSoft Sweater Skirt (Gap) | CashSoft Sweater Vest (Gap) | Ella Open-Front Long Sweater-Blazer (J.Crew) | Juliette Collarless Sweater Blazer (J.Crew) | Wool-Bouclé Double-Breasted Sweater-Blazer (J.Crew) | Cole Haan Vestry Pointed Toe Bootie (Nordstrom) | Madewell Sydney Clutch (Nordstrom)

Since it’s a date night styling, I am not wearing a tee or top underneath. I think the wider v-neck and looser fit gives that sophisticated-sexy look; it’s modest yet seductive. If I wave my arms around you could see a little of my bra because the armholes are a little wide, but this is easily remedied with a camisole underneath. 

It’s a little chilly in the evening lately, so I have a light, boiled wool coat. This coat is several years old, from Madewell. It’s no longer available but I have rounded up a few sweater blazers that are comparable.  (See the text widget above.)

I am pairing this ensemble with a simple, classic pointed-toe heel. These are low booties from Cole Haan: the Vestry Pointed Toe Bootie, from Nordstrom. Very comfortable with a sturdy heel and cushioned footbed. 

For my handbag, a simple envelope clutch. This one is old, but I have really been loving my pink Sydney Clutch. Its design is simple and modern, so that it dresses up or down really easily. It comes in black too, so it’s a perfect swap for my bag. 

Shop the outfit

Kelly’s Favorite Fall Coats

1.

Shirt-Jacket

(shop more J.Crew)

Shop Now

2.

Quilted Lightweight Lady Jacket

(shop more J.Crew)

Shop Now

3.

Eloise Sweater Blazer

(shop more J.Crew)

Shop Now

4.

Petite Essential Trench Coat

(shop more Banana Republic)

Shop Now

5.

Classic Jean Jacket

(shop more J.Crew Factory)

Shop Now

In Case You Missed It

On Tuesday, Beth showed you how to get the most out of a blazer.  Click the title or image below to read the article.

Get The Most Out of This One Item In Your Closet

About The Author