the october edit.
Hey guys & dolls — Ally here!
Fall is officially here, and with it comes the most exciting part of NYC life: style season in full swing. October is all about layering pieces thoughtfully, mixing a variety of textures, and fully embracing those cozy-yet-chic vibes that make New Yorkers look effortlessly put together. From classic knits to statement outerwear, this month offers endless opportunities to experiment with your wardrobe. Here’s what’s trending this season and some fresh ideas for pulling together your own perfectly city-ready looks.
🔥 Plaid Revival
Plaid is officially everywhere, from mini skirts to blazers. Think Clueless-meets-modern NYC street style. Pair a plaid blazer with wide-leg jeans and ankle boots, or go bold with a plaid mini dress and oversized cardigan. I actually tried this in my Summer Style NYC Vlog, and it’s just as perfect for fall with boots and a cozy sweater layered underneath.
✨ Bold Eyeshadow & Expressive Beauty
After seasons of minimalist makeup, eyeshadow is making a major comeback. Smoky pastels, glitter accents, and soft metallics are all the rage. For daytime NYC looks, try smudged liners or muted shimmers. Nighttime? Go all out with jewel tones or graphic eyeliner. Check out my beauty experiments in NYC Fall Vibes Vlog for inspiration.
Shop Fall Fashion Favorites.
👜 Accessories with Personality
Boho-chic accessories are taking center stage. Heart-shaped bags, chunky boots, oversized sunglasses, and vintage-inspired hats are all trending. These little touches can instantly elevate even a simple sweater-and-jeans look. I shared my favorite NYC accessory spots in Maybe Ally Ep. 04: Williamsburg Finds, which are perfect for picking up statement pieces.
🧥 Fall Wardrobe Essentials
Layering is everything in October, and these are my go-tos:
Aurora Collarless Jacket – A buttery yellow jacket is perfect for that pop of color.
AG Hattie Barrel Jeans – Flattering, modern denim that pairs with everything.
Veronica Beard Orlinda Vest – Meghan Markle-approved, great for transitional weather.
Cozy Knit Sweaters – Chunky, neutral tones are perfect for Central Park strolls or rooftop drinks.
👢 Footwear & Outerwear Trends
Boots are non-negotiable: chunky combat boots, sleek ankle boots, or tall riding boots. Outerwear trends include long trench coats, oversized blazers, and leather jackets. My NYC wardrobe vlog, A Productive Day in My Life in NYC, shows how I layer pieces for a chic yet practical city look.
💄 Putting It All Together
My personal go-to this October? High-waist wide-leg jeans, a fitted turtleneck, a plaid blazer, combat boots, a statement bag, and a pop of metallic eyeshadow. Perfect for coffee runs, gallery visits, or an evening out in the city. And don’t forget: confidence is your best accessory.
final thoughts
Fall in NYC is all about embracing layers, diverse textures, and playful creativity in your outfits. Use this vibrant month as the perfect opportunity to experiment with different styles, mix and match your wardrobe favorites, and step out confidently feeling like your most stylish and authentic self. Don’t forget to check out How to Dress Your Curves for additional tips that complement these seasonal trends beautifully.
thank you for being here. always. 🕊️
— ally
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Fall is officially here, and with it comes the most exciting part of NYC life: style season in full swing. October is all about layering pieces thoughtfully, mixing a variety of textures, and fully embracing those cozy-yet-chic vibes that make New Yorkers look effortlessly put together. From classic knits to statement outerwear, this month offers endless opportunities to experiment with your wardrobe. Here’s what’s trending this season and some fresh ideas for pulling together your own perfectly city-ready looks.