Dressing like Spencer Hastings (Troian Bellisario) from Pretty Little Liars can  be done as long as you follow some strict guidelines about Spencer’s style. She wears classic items that are often preppy, and rarely sexy. She doesn’t show off a lot of skin, and she always looks very put together by having items match and being properly ironed and buttoned.

Why am I talking about Spencer Hastings style when Pretty Little Liars hasn’t returned to our small screens yet? It’s because round five of the Jane By Design Style Challenge is upon us. Well, it’s upon me. And you can mock or cheer – whatever seems fitting!

Assistant Jane (yes, THE Jane) is the one who e-mailed me with the assignment. And it’s all about taking a simple white button down shirt and showing you how to style it for a day look and a night look. I was inspired by the character of Spencer Hastings (Troian Bellisario) from Pretty Little Liars – also an ABC Family show.

Your next assignment is inspired by my life. I’m actually a very busy person. My life is a constant juggling act and I’m just hoping I don’t blow it. Sometimes I don’t even have time to change my clothes, so I have to figure out how to change my look in a flash. If you want to work at Donovan Decker, you’ll need this skill in order to survive. Let’s see if you can do it!

Take the white shirt out of your trunk and put it on your dress form. Using accessories from your own collection (or anything else you can think of), show how you would style the shirt for a day at the office. Then, change the look entirely and show me how you would style the same shirt for a dressy cocktail party. Post photos of both styles to your blog, and write an entry explaining what you did to create each look. Ask your readers to share their day-to-night styling tips here and mention the name of your blog. I can’t wait to see what everyone comes up with! – Jane for Gray Chandler Murry of Donovan Decker

Day Look – How to Dress Like Spencer Hastings

For day, I layered a blue and white open weave sweater from Old Navy over the white button down. An orange and white scarf from Anthropologie will keep you warm, as will a black cloche hat (vintage.) To dress like Spencer Hastings, I’d pair it with some true blue jeans (straight leg, not skinny or boot) and tuck the white button down shirt into the jeans. I’d add only tiny little studs as jewelry, and maybe a watch.

My second offering is a J-Crew navy and white striped dress worn over the dress shirt. With a hat, this could be a nice early fall look.

To accessorize that look I’d add some camel colored faux fur gloves. I know our favorite Pretty Little Liars accessories are usually the jewelry pieces, but these gloves are so lovely, aren’t they?

And what of shoes? Spencer Pretty Little Liars shoes. I imagine she would wear these booties because they are rather like oxfords with a short heel. That’s not even a full kitten heel, is it? I can also see Aria Montgomery wearing these shoes.

There are also this tan ballet flats, which I photographed to look hopelessly huge in terms of width, I know. They’re really a perfectly subdued and comfortable kind of shoe that you’d suspect to see Spencer Hastings wearing.

And for Aria Pretty Little Liar shoes, how about these boots?

Night Look – Dress Like Spencer Hastings

Taking a white button down shirt and making it look nice for the evening is a bit tough. What I did was unbuttoned the top buttons and popped the collar, then put a twisted gold tone Anthropologie bib necklace around the neck. I layered a beaded, sheer vest from Anthropologie over the shirt, and then a hunter green coat from the Gap (I think) over that. On the bottom Spencer Hastings would wear brown (or black) skinny trousers. It’s what I believe her idea of a date night outfit could be. It’s dressed up, and she’s experimenting with dressing up without being sexy the way Hanna would dress for a date night. It’s a very unique look based on some basics. I imagine that her necklace would be from Chanel, and her coat would be Ralph Lauren.

This Spencer Hastings style look can also be done by rolling up the sleeves, popping the collar, and using one statement art piece (the vest.)

Some style staples for Spencer Hastings would be a pearl necklace, pearl earrings, and a perfume like Dior, Miss Dior Cherie.

If you can spare a second then share that you read this White Shirt day and night piece about from Small Screen Scoop by leaving a note on the  ABC Family Jane By Design Facebook page! (Thank you so, SO, SO much!)

  1. Jane By Design Style Challenge # 1 – Tiny Luxuries to Love
  2. Jane By Design Style Challenge #2 – A Pretty Little Liars T-Shirt Design
  3. Jane By Design Style Challenge #3 – Pretty Little Liars Purse
  4. Jane By Design Style Challenge #4 – Spencer Hastings Style for a Cat #JBDStyleChallenge
  5. Jane By Design Style Challenge #5 – How to Dress Like Spencer Hastings

Jane By Design premieres Tuesday January 3 on ABC Family at 9/8 c!