Our favorite sassy little liar isn’t just a fashionista on-screen – Ashley Benson has some serious street style chops!

In case you haven’t noticed, Ms. Benson has had an awesome year. She starred in the action film Pixels and of course she rocked the last season of Pretty Little Liars. I know I’m not the only one excited for the new season: 5 years later? YES, please! It’s no surprise that through all of this, Ashley’s outfits have remained on point – she’s a fashionista through and through.

Below are a week’s worth of outfits, perfect for the colder weather coming our way, inspired by Ashley’s street style!

Table of Contents

Monday:

Oversized sweaters and over-the-knee boots are the ultimate combo this season, and Ashley is clearly showing us why! This is the perfect way to get the stylish look of a dress but still stay comfy and warm.

Sometimes wearing a turtleneck sweater makes you feel like you’re drowning in fabric. Balance out the look by pairing it with boots to show a little leg and break up the fabrics.

Products: Sweater, Boots, Bag, Sunglasses

Tuesday:

It seems like Ashley is up to speed on all the trends this season. Adding a vest to a basic outfit is the perfect way to get a stylish look with minimal effort. And let’s get real: Who wants to put in a lot of effort before that 8 a.m.? You won’t have a problem tracking down a vest this season; they can be found EVERYWHERE!

Products: Top, Jeans, Vest, Flats, Bag

Wednesday:

This outfit is reminiscent of something Ashley’s PLL character Hanna would have worn last season – it’s edgy, youthful, and cool. (We have to wonder: Did Ashley inspire Hanna’s look or vice versa?)

This look is perfect for a casual day of classes. To get it, take your usual t-shirt and leggings a step further by adding a leather jacket and trading your sneakers for a pair of booties. Of course, finish the look off with a beanie, which is perfect when you are WAY too tired to even think about touching your hair.