Madonna Part II: Pairing Confessions II Tracks With 16 "It" Picks For Your Fit Pics
2026 Motha-inspired style trends you can wear on and off dance floor
Inside This Issue
Confessions II Track and Fashion Pairings
Herizon Music Spotted in Greece
ICYMI. Tits Out: Kesha Waves Her Freedom Flag
Read Madonna Part I here if you haven’t already
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Madonna Part II: Pairing Confessions II Tracks With 16 “It” Picks For Your Fit Pics
If you’ve ever worn stacked rubber bracelets or a mesh top over a tank or a rosary with a corset or tee, you understand the fashion power Madonna wields. She’s influenced pop culture style and international fashion houses since 1983 and now, for the umpteenth time, in 2026.
The Confessions II album release came with an international bombardment of pre-promotional music videos, short films, street performances, and fashion show dance parties that showcase Motha’s current look. Outside of publishing Herizon Music, I am a certified image consultant who is a bit obsessed with fashion magazines and what musicians are wearing on stage and in media. Artists’ image choices (wardrobe, grooming, body language) convey their messages and personality with great precision when done with intention. It’s all part of a strategic personal brand. Motha, her C2 public moniker, mastered personal branding and never disappoints with her evolving signature style.
Learning Moment: What are the differences between corporate branding and personal branding? Harvard Business School provides detailed descriptions for both:
Here are 16 “it” picks for your Instagram fit pics based on the Material Girl’s current and retro references from her C2 campaign. Is this hard-hitting journalism? Hell no! This is part of the fun that Motha encourages us to have. Don’t get distracted by the numbers, screw the algorithms. Mother says everyone here is a work of art, right? So grab your most outrageous clothes and accessories or buy your favorites from this list. Then, everybody get up and DANCE!
NOTE: Click the TRACK name to listen on Qobuz. Click the FASHION PICK name to browse items by category. CAPTION links take you directly to the featured product. See disclosures and disclaimers under “Inside This Issue” above.
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Confessions II Track and Fashion Pairings
TRACK 1: “I Feel So Free”
FASHION PICK: Silver Moto Jacket
This is the “It” Confessions II fashion statement that we fans can wear on the daily. We’re sure Motha’s stylist Rita Melssen is the taste maker behind the selection, but the designer is a mystery. (Leave a comment if you find out who it is.) Pink is trending, so here’s a list for those who aren’t into metallics.
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TRACK 2: “Good for the Soul”
FASHION PICK: Wood Rosary.
Madonna confessed that her rosary style choice was a tribute to her mother (who died when M was five) and not a statement about the Catholic church. Wear one in honor of your own guardian angel.
TRACK 3: “One Step Away”
FASHION PICK: Lace Up Boots.
Motha claims her Yves St. Laurent lace-up boot collection are the most comfortable she’s ever worn. For those of us outside of the YSL price bracket, these two options may become your new faves. One for high-heeled boy toys and one for the rest of us. The modern boot choice for your moto jacket!
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TRACK 4: “Bring Your Love” (with Sabrina Carpenter)"
FASHION PICK: Opera Gloves / Wrist Lace Gloves
Motha officially transitioned opera gloves from formalwear to streetwear. And the lace wrist gloves have graduated from wedding parties to Coachella thanks to Sabrina. The modern fit? A smokin’ mini dress (see below) or sparkling bodysuit.
TRACK 5: “Danceteria”
FASHION PICK: Blue Mini Dress
My favorite scene from the Confessions II short film is the bathroom dance party with Madge’s besties letting loose. Her Dolce & Gabbana custom dress is a total GRAIL, and there is a similar satin dress design available for $2845 if you want to go for it. The dresses below are two alternatives that will light up the dance floor: one for the bombshell Monroe look and one for the rocker Moss look.
TRACK 6: “Read My Lips”
FASHION PICK: Kiko Lipstick
Motha is the brand ambassador for Kiko, so it’s only natural she has a favorite Kiko campaign combo: Spiced Tea stick layered with Pearly Peach Rose 3D Hydra gloss. In today’s world, one shade is not enough!
TRACK 7: “Everything”
FASHION PICK: Wrap Sunglasses
As the song says: “Wherever there's the greatest amount of darkness,
That's where you'll find the greatest light.” Be prepared for the spotlight and keep a pair of rimless, oversized wrap sunglasses close at hand. Go ahead and color match them with your corset belt like Motha if you dare!
TRACK 8: “Love Sensation”
FASHION PICK:
“Dee Dee” headscarves
Dee Dee became the star of Madonna’s Interview Magazine interview. According to journalist Mel Ottenberg, “Madonna named her shoot’s character Dee Dee, a fun, hard-living broad who drank prosecco, did her hair big, and blasted the Stones ’til we got kicked out.” I fell in love at first site with Dee Dee’s retro sassy style sense, including the messy updo unsuccessfully tamed by a solid beige headscarf and Ralph Lauren sweater. Brilliant.
TRACK 9: “Love Without Words”
FASHION PICK: Portrait Of A Lady by Frédéric Malle
According to In Style Magazine, this scent is “a rose-forward scent with notes of black currant, Turkish rose (think: a rich, jammy rose), cinnamon, incense, and patchouli.” Madge takes it further with a layering of Perfume - Radical Rose, described as “notes of chili pepper berries, saffron, rose centifolia absolute, and patchouli.” Yummm… Again, in today’s world, one is not enough!
TRACK 10: “Bizarre” (with Martin Garrix)
FASHION PICK: Ford Shelby Cobra Cap.
Madonna wedding gifted a 1968 Shelby Cobra car to ex-husband Sean Penn in 1985. Listen to “Bizarre” lyrics and it’s easy to speculate who the song is about. This tune calls for a bold print scarf tied like a babushka over the cap for the cool Car Girl vibe when you cruise Woodward Avenue or Sunset Boulevard or Ocean Drive.
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TRACK 11: “School”
FASHION PICK: Frida Kahlo pouch.
Motha studies and writes idea post-it notes every day as part of her spiritual journey. She may also be Frida Kahlo’s biggest fan owning two original Kahlo paintings. So it makes sense to carry all that creative mojo in one package. The pouch reads: “I never painted my dreams; I only painted my own reality.”
TRACK 12: “Fragile”
FASHION PICK: Blond Ambition Tour Jacket
This track was written for her brother Christopher Ciccione who died of cancer in 2024. Among many other talents and services he provided, Christopher was the art director for the 1990 Blond Ambition tour. Bomber jackets never go out of style! Grab a pair of yellow barrel-leg pants or wide-leg sweats for a chic but comfy weekend fit.
TRACK 13: “My Sins Are My Savior” (with Stromae)
FASHION PICK: Corset Belts
Pink is the new black when it comes to corset belts. Metallics are a close second, if that’s your jam. Ladies with an attitude pair them with mini dresses and thigh highs like Motha wears on stage for C2. That may work for the techno dance floor at 1am, but you can still work corset belts into a day look with an over-sized button up or shirt dress like Pinterest fashionistas wear.
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TRACK 14: “Betrayal”
FASHION PICK: Fire Horse Journal
The journal notebook is part of Herizon Music’s 2026 Fire Horse limited series Together We Ride. It’s a take on Herizon Music’s motto Together We Rise. “The Horse symbolizes freedom, vitality, and unstoppable drive. When combined with the Fire element, its energy becomes even more intense—fueling ambition, passion, and rapid change.” - Lisa Wu, If that doesn’t describe Motha’s resilience and persistence, what does? Carry it with your Frida Kahlo pouch.
TRACK 15: “The Test” (with Lola Leon)
FASHION PICK: Thigh-high stockings
Madonna and Lola both embrace fishnets in C2 videos— like mother like daughter. Pair them with your lace-up boots and a mini dress or hot pants (for you Gen Z’s, those are snug short-shorts). Chilly outside? Grab that bomber jacket!
TRACK 16: “L.E.S. Girl”
FASHION PICK: Denim vest and stacked bracelets
Young Lower Eastside Girl Madonna danced in denim. You can DIY her ripped sleeveless jacket or buy the classic look here. The white version will GLOW under black lights on a dance floor. Pair it with the iconic Madonna accessory: stacked rubber bracelets. Bring it to 2026 by mixing in motivational wristbands. Young ones: if you don’t have at least a dozen bracelets on your wrist, you’re doing it wrong.
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That’s a wrap on pairings, but WAIT! There’s more. Herizon Music merch was spotted in the wild…
Herizon Music Spotted In Greece
We can all agree! This Herizon Music hat is the perfect accessory for a day at the beech in Tinos, Greece. A big thanks to subscriber Myrsini for supporting women in music and sharing her photo. You can shop the hat and other merch here.
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