Admit it: at least once in your life, you wanted to be a member of The Babysitters Club. Well, I went one step further and actually did it. This might be my greatest idea yet!

Lots of people have a memory of The Babysitters Club whether they grew up reading the book series in the ’80s, obsessed over the 13-episode t.v. show in the ’90s, or just in general have fond memories of sharing laughs over the movie at every major pre-teen sleepover.

Me? I’m a mix of all three but I am 100% a fan of the series. Because of that, I thought I would do a fun fashion and social experiment by spending a 5-day week dressing as each of the original five members.

Now that you’re caught up, let’s dive into how my week went.

Note: For this experiment, I chose to recreate a book cover rather than a book description. It made getting dressed a little easier as I could just directly copy an outfit I was looking at and, bonus, I could then share the image with you and you could judge whether I was doing this right or not.

Monday | Kristy Thomas

On Monday I started with the original #girlboss herself Kristy Thomas. Often clad in sensible sportswear; dressing like her was a stretch for my usually fashion-minded self. Fashion is just a 7 letter word to Kristy.

This whole outfit (sans baseball cap) actually worked to my advantage because the only place I had to be was house-sitting for my sister. I would have chosen something casual regardless of the challenge!

Kristy reps for the Krushers but I rep for Run DMC.

Tuesday | Mary Anne Spier

I thought I had Mary Anne all figured out – preppy, loafers, limp hair – but was pleasantly surprised when I took a closer look at the book covers and learned that her style was really adventurous. While everyone else was clad in denim and white sneakers, Mary Anne stood out in colorful match sets and unique silhouettes.

My outfit was a nod to a maroon/orange mix I saw her frequently wear. It turned out to be a lot of look for me once I factored in my purple hair. But I’m not afraid of a little color!

Mary Anne’s dad would DIE if he knew his precious daughter colored her hair purple but, I do what I want.

Wednesday | Claudia Kishi

Claudia is my sister from another mister. She’s the milk to my shake. The peanut to butter. Do you get what I’m saying here? I am unapologetically a Claud.

Narrowing down a favorite book cover outfit was tough. Claudia actually has some of the best outfit descriptions ranging from fuzzy yellow slouch sock, all the way to bright red velvet cumberband. Her cover looks are just as dibble* but different.

The creative vibes of this outfit were welcomed on a day I spent editing my upcoming thrift haul video and flipping through vintage magazines for a future project.

Thursday | Dawn Schafer

Dawn has some enviable traits but her style is not really one of them. I think we can give her a pass though because she’s one of the most outspoken members of the club, she stands up for her beliefs, and really demonstrates what it’s like to be a great friend.. no matter what coast she may be living on at any given second.

I channeled my inner California Casual to be the best Dawn that I could be. The blonde hair and beachy waves were impossible for me (my hair does not abide by the rules) but I think Dawn would be proud to know that my purple hair dye is vegan and cruelty-free!

The only mystery this outfit help solved was “what do I want for lunch?”

Friday | Stacey McGill

Stacey is often described as having a ‘sophisticated’ taste but I always think her outfit descriptions sound creative and smart. Does that mean I’m actually sophisticated and just don’t know it?

In any case, her cover looks involved a lot of pink so I went in that direction with my own outfit. Why do I think this is already something I’d end my week rocking on?

This is the perfect outfit to chill in and watch my other favorite Stacy – Stacy London on TLC’s Love, Lust, or Run!

So that’s how my week went! Before I started this challenge, I thought it wouldn’t be difficult since I already dress like a child’s art project. It was only after I dove in that I realized how much my closet is lacking with the pre-teen clothing from the ’90s. (Which, to be honest, is probably for the best because I’m almost 25-years-old.)

Some looks were good and some looks were bad, but overall I believe the book series is timeless and the content & topics it covers are more important than the outfits.

Since I finally thrifted the entire series; there’s no doubt I’ll revisit a lot of the covers again in the future for more outfit inspo. Which club member is your favorite to dress like? Let’s chat about it down in the comments!

*Dibble = cool in BSC speak.

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