I Dressed Like The Babysitters Club For One Week And This Is What Happened

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!

This is what happened when I dressed like each member of The Babysitters Club for a week.

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 Thomas of The Babysitters Club outfit recreation

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 Spier of The Babysitters Club outfit recreation

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.

Claudia Kishi of The Babysitters Club outfit recreation

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!

babysitters-club-dawn-outfit

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?

Stacey McGill inspired outfit of The Babysitters Club

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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  • This was so epically awesome! I especially loved your little sidekick in some of the pics!

    saralilyphoto.blogspot.com

    • Thanks, Sara! I wish I had all the dolls but I cherish the few that I’ve got.

  • Lee

    This is such an amazing idea, Hannah! I loved it. I also love claudia the best 🙂

    Lee – leethrifts.blogspot.com

  • LOVE it!! Mary Anne was always my favourite but your Stacey outfit is my favourite look.

    • Thanks, Christina! Stacey’s outfit wasn’t much of a stretch for me so I really liked it, too. 🙂

  • Such a great idea for a challenge! I have to say that second outfit is my favourite on you, but ti sounds like you had fun with them all and they rally worked for what you were doing each day 🙂

    Away From The Blue Blog

  • Jen

    This is hitting so close to home for me. In fifth grade (1990) I planned my outfits around the babysitters’ club members in a fashion similar to yours. I liked changing things up but preferred Claudia days the most. 🙂

    • You had such an awesome childhood!! Glad to bring back some fun memories, Jen. 🙂

  • Full disclosure: I’ve never read a single BSC book. I was a huge reader as a kid but I was a little too tomboyish, for some reason these books always struck me as “girly” even though I don’t really think that’s true. EITHER WAY these outfits are bomb and you freaking nailed it!

    • What a huge compliment. Thank you, Valery! While these books are easily geared towards girls, they covered so many different topics that I can see appealing to lots of people. I only just now got into the series in my 20s. Better late than never! haha

  • This. Is. The. Coolest. Thing. EVERRRR. I gotta say the claudia outfit was my fav♡. Now I wanna relive one of my favorite series!!!!!

  • Emily

    OMG, genius. I was OBSESSED with BSC as a pre-teen in the late 80s / early 90s. I am totally a Claudia, all the way. Junk food and wacky clothes? YES. I was always super envious of her creative outfits at a time when I was stuck wearing pretty much boring leggings, pullover sweaters and off-brand Keds.

    http://blog.breadandrosesvintage.com

    • While you couldn’t get away with those things in your youth, just look at you now with your creative combinations! I don’t know what Claudia is wearing nowadays but I’d have to think it would be a lot like your rad style.

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