Macaulay Culkin Ranked His ’90s Crushes With Us

July 1, 2019 by , featured in All Things Macaulay Culkin
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We sat down with Macaulay Culkin again this week (we sat down with him last week to rank his own movies) to talk the vitally important subject of: Macaulay Culkin’s crushes. Specifically, his ’90s crushes, because let’s be real, Mack is the unofficial prince of the ’90s. He drew from movies, TV, and even commercials to rank his top nine lady loves and explain his rationale.

9. Topanga from Boy Meets World

Mack: “Who doesn’t love Topanga?”

8. Christina Applegate in Married with Children 

“Enough said.”

7. Rachael Leigh Cook, specifically in that “Your Brain on Drugs” commercial

“This even pre-dates my love of the movie Josie and the Pussycats. She was just very crushable. And she literally crushed her own house with a frying pan.”

6. Six from Blossom

“I mostly remember her hat. But it didn’t distract from her beauty. Plus, she has a cool name in real life and on the show.” [It’s Jennifer Jean von Oÿ, in case you’re curious.]

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5. Clarissa from Clarissa Explains It All

“Nothing against Melissa Joan Hart, but I mean specifically Clarissa the character.  I loved her pet alligator.”

4. Jamie Lee Curtis from Trading Places

“Not gonna lie. I liked her boobs. I was a teenager.”

3. Kim Katrall as Gracie Law in Big Trouble in Little China

“She had beautiful green eyes, like creamy jade.” (If you don’t know that quote, Mack highly suggest you watch the movie).

2. Jean Kelly (aka his big sister in Uncle Buck).

“It was weird because we were coworkers … and also she was 10 years older than me. We didn’t really work together and she basically just treated me like a kid she knew. Which makes sense.”

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1. Kelly Kapowski

“Obviously.”

And fun fact: Mack told us he specifically did NOT have a crush on costar Anna Chlumsky in My Girl because, “Nothing but love, but I was 10 and all girls had cooties.” (Don’t worry— we specifically asked about it. He didn’t volunteer it like some monster.)

If you enjoy hearing about Macaulay Culkin’s crushes, then you’ll probably also enjoy his podcast, Bunny Ears, available here, as well as on places like iTunes and Stitcher. He talks all things nostalgia, pop culture, trivia, and yes, ’90s crushes. Also check out his shenanigans on YouTube here, and follow him on Instagram @culkamania and Twitter @IncredibleCulk for general going-ons.


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  1. In your opinion, what has changed the most for today’s child actors since your days in the industry?

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