Home / In Connecticut / How Women 40 and Older Can Recreate Hartford Dancehall Celebrity Conceited Sasha’s Geek Chic Outfit

How Women 40 and Older Can Recreate Hartford Dancehall Celebrity Conceited Sasha’s Geek Chic Outfit

Hartford Dancehall Celebrity Conceited Sasha

Hartford Dancehall celebrity Sasha was one of the young ladies that I coached for Hartford’s Miss West Indian Pageant a few years ago. Despite extraordinary adversity, including a heckler in the audience, she walked away from the pageant, with the scholarship prize, crown and the title of Miss West Indian.

In addition to the studios, humble Sasha that I know (*wink*), she now has an alter ego and uses a social media moniker which she calls “Conceited Sasha”. Guided by her fashionista sister “Marsha Upsetter,” Conceited Sasha has become a dancehall celebrity here in Connecticut. Like a lot of 20-somethings, she shares her style and outfits via Facebook. This peach nerd sweatshirt and skater skirt geek chic outfit is my favorite by far.

Hartford Dancehall Celebrity Conceited Sasha

Can Women 40 and older wear?

Skater skirts and 6-inch platform shoes might not be the most ideal or practical for us 4o-something women though.  Personally, my torso is too short for skater skirts  (they look really weird on me) and my ankles way too weak for shoes that high. It doesn’t mean that we can’t find inspiration from this style, however.  Let’s take one last look at this “cute” outfit before I show you a “sophisticated” version for the 40-something woman.

Hartford Dancehall Celebrity Conceited Sasha

How women 40 and older can recreate Hartford Dancehall Celebrity Conceited Sasha’s Geek Chic outfit

Here is how an older woman can recreate this layered style. First and foremost, switch out the skater skirt for a skirt that hits you at the, or right below the knees. In lieu of a sweatshirt, try a peach cable-knit sweater. I would do a blue bib necklace vs the bow tie.  Personally, I hate wearing glasses indoors (yes, I wear glasses) but you will rarely ever see me outside without my sunnies especially on sunny days (the glare from the sun equals instant headache for me).  Also, these shoes are still a little high, but the heels look more sturdy for those of us who are weak in the ankles.  Finally, a hobo bag with metallic accent completes this look.

Stye Inspired by Dancehall Celebrity Conceited Sasha

Get the look inspired by Hartford Dancehall Celebrity Conceited Sasha!

Top:  Knitted Rib Crop top  ($64) from Topshop  | Skirt: Faux leather pleated midi skirt ($46)  from Miss Selfridge  | Shoes:  Open Ankle Boot Style Court Shoe ($90) from Zara | Belt:  Vanzetti belt ($53) from Zalanado  | Sunnies:  Chunky cat eye sunglasses w/metal arm ($20) from Asos | Bag:  “Alba” Hobo Bag, Large ($60) from Nordstroms | Necklace: Carolee Deep Blue Sea Crystal necklace ($75) from Max & Chloe

Pictures used with permission!

Photos by Shane Blackett (See: Party Pics by Shane)

XoXo, Natasha

About Natasha Samuels

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  2. That’s pretty fab how you picked a balance for us older ladies, what great style. I love it!

  3. Did’nt know you coached Ms. Pagents. Conceited Sasha’s look is unique and you know I could not wear that skirt, But I do love the look. BTW your new posts are not showing up on Bloglovin.

    • Hi Neti,
      Thanks for the info re Bloglovin. This is actually the second time someone has mentioned that something is missing from my site.It’s been one of those weeks I guess. )-:

      I was a contestant in the same pageant when I was in high school. Before I moved my interest in fashion online, I did a few fashion shows here. Someone thought that I would be a great pageant coach with because of this. I’ve only actually done two of them, but yes, I am a pageant coach (technically).

  4. I agree about “skater skirts” – while I’m pretty open-minded about “age-appropriate” style, and I strongly believe it’s more about body proportions and comfort versus age, they are definitely a young look. They remind me too much of schoolgirl style for me to recommend for anyone over 30.
    You’ve done a great job of translating this look into something versatile, sophisticated, and still fun for grown-up girls.