If I Told You I Wanted to Dress Like Tommy Pickles, What Would You Say?
Be honest (David Beckham voice).
Hi millennials 👋 (approaching you with intention of sharing a wild fashion icon), remember Tommy Pickles? The gummy, adorable, leader of The Rugrats who was always in a baby tee and a diaper? Turns out, I’m kinda into his look. Not the diaper per say, but the cropped boxy tee paired with tiny lil baby bloomers.
Stay with me here. Sure, his ensemble was out of necessity because he was a literal cartoon baby but I don’t know you guys, it’s very summer in Bushwick. It’s very “it’s too hot and I’m too cool to wear pants.” It’s comfy, breezy, edgy, and definitely requires some gusto because you are showing a lot of leg. As someone who typically prefers longer shorts and not showing a lot of leg, it feels like great wardrobe immersion therapy.
I did a bit of research (pinning on Pinterest) to see how this cartoon look could be translated IRL. See below.


The results above were slightly too “trendy” for my liking. So I refined my search to see if I could find a way to wear my bloomers (that sentence was not on my 2025 bingo card) in a more “classic” way. Here’s what I found.
I’m trying to step out of my comfort zone living in NYC and the above feels like a fun way to lean in. Here are some bloomers I found that I’m adding my wishlist.
Lovers and Friends Valerie Short
Price: $129
Sønderhaus The Romeo Sleep Set
Price: $43
Jenna Bloomer Cherries
Price: $85
Lisa Says Gah Franny Bloomers
Price: $128
Cou Cou Intimates The Bloomer
Price: $64
Suzie Kondi The Hera Bloomers
Price: $165
By Anthropologie Bubble-Hem Bloomer Boxer Shorts
Price: $58
Charlie Beads Babydoll Bloomers Mini Black Dot
Price: $68
For Love & Lemons Puckered Gingham Bloomer Short
Price: $99
Reformation Betsy Short
Price: $98
Can’t say I’m with you on this journey, but if you like it, I love it! 😉 granted, my support is based heavily on gratitude for bringing that “Love is real and I had some for dessert” T-shirt into my life—got a decent chuckle out of that, which is always a good way to start the day.
Absolutely dead over the Tommy Pickles reference ☠️ I was such a Rugrats Stan!! I have the Posse bloomer shorts and they work because they don’t have elastic around the leg; some bloomers do and I worry my thighs would push that up (does that make sense?). In any case I *really* love your inspo for this!!