How to Style Vintage Mom Jeans This Winter

How to Style Vintage Mom Jeans This Winter

Your Go-To Guide to Staying Warm and Looking Cool

Vintage mom jeans are a year-round staple, but they really come into their own during winter. With their high waists, relaxed fit, and effortless '90s energy, they’re not just comfortable — they’re incredibly easy to style.

At Brag Vintage, we love seeing how our customers breathe new life into classic pieces. So if you’re wondering how to wear your favourite pair of vintage mom jeans when the temperature drops, here are some of our favourite winter styling tips and outfit ideas to keep you warm and on-trend.


1. Layer with a Chunky Knit or Oversized Sweater

A cosy knit and a pair of high-waisted mom jeans is the ultimate cold-weather combo.

  • Opt for a chunky wool jumper, turtleneck, or vintage oversized sweater tucked loosely into the waistband.

  • Keep it effortless with neutral tones like cream, grey, or oatmeal — or go bold with colour-blocking and retro prints.

  • Add a leather or suede belt to define your waist and balance the slouchy silhouette.

🛒 Try it with a pair of classic Levi’s 550s or 90s tapered mom jeans from our collection.


2. Add Structure with a Long Coat or Trench

Mom jeans pair perfectly with tailored outerwear — the contrast between relaxed denim and sharp lines creates a polished, elevated winter look.

  • Think wool coats, trench coats, or double-breasted blazers layered over a fitted base.

  • Keep your inner layers simple — a thermal top or thin knit will do the trick.

  • Finish with heeled boots or smart loafers to elongate your silhouette.

💡 Top tip: Cuff your jeans to show off your shoes and create a more styled, intentional look.


3. Go Full Vintage with a Denim Jacket & Layers

Double denim? Yes, please — when done right.

  • Pair your mom jeans with a vintage denim jacket, sherpa-lined for extra warmth.

  • Underneath, layer up with a flannel shirt, graphic tee, or fitted roll-neck.

  • Accessorise with a beanie and oversized scarf for true retro winter vibes

🧥Browse our range of vintage denim jackets to complete the look — each one is one-of-a-kind.


4. Toughen It Up with Boots and Leather

Add a bit of edge to your winter look by pairing mom jeans with combat boots or chunky-soled ankle boots.

  • Throw on a vintage leather jacket, quilted coat, or utility-style outerwear.

  • Layer with thermal tights underneath your jeans for added warmth without sacrificing style.

  • Bonus points for accessories like layered necklaces, beanies, or a vintage crossbody bag.

This combo works especially well with black or acid-wash mom jeans for a grungier aesthetic.


5. Keep It Cosy with Socks and Statement Footwear

Mom jeans + socks = underrated winter pairing.

  • Let your socks peek out from cuffed hems — go with chunky knit socks, patterned prints, or bold colours for a fun twist.

  • Pair with high-top trainers, vintage boots, or even clogs if you're brave and bundled up!

  • Layer on a puffer jacket, shearling coat, or oversized cardigan to tie it all together.

Comfort and style don’t have to be opposites — this is the ultimate cosy-cool look.


Shop the Look with Brag Vintage

No two pairs of mom jeans are the same — that’s the beauty of vintage. At Brag Vintage, we stock a wide range of authentic mom jeans in different washes, fits, and sizes, from classic Levi’s to rare finds you won’t see anywhere else.

Whether you’re building your winter wardrobe or looking for one standout piece, you’ll find timeless denim that’s made to last.


Summary – Winter Styling Tips for Vintage Mom Jeans:

✅ Pair with chunky knits for effortless comfort
✅ Layer with structured coats or leather for edge
✅ Embrace double denim with layered vintage looks
✅ Add statement boots or cosy socks for detail
✅ Balance volume with fitted tops or waist-cinching belts


Vintage is all about individuality. This winter, make your mom jeans the base for bold, personal style — and let Brag Vintage help you build the perfect look, one classic piece at a time.

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