DIY “Old Money” Style: What to Invest in First
Ever caught yourself scrolling through Pinterest and thought, “I’d love that Old Money vibe in my wardrobe—but where do I start?” Trust me, you’re not alone. I dove headfirst into this timeless aesthetic and figured out what truly matters. This guide shows you exactly what to invest in first, so you avoid impulse buys and look effortlessly refined from day one.
Why “Old Money” Style Is Worth It
Let’s be real—trends fade. But that crisp blazer or silk blouse? They stick around longer than your high school ex’s questionable haircut. That’s the beauty of Old Money style. You invest once and reap the stylish benefits for years.
Invest in Core Wardrobe Staples
These aren’t just clothes—they’re the foundation of every elegant outfit.
1. White Button-Down Shirt
I snagged my first quality white shirt five years ago, and I still wear it once a week, easy.
Why it works: It pairs with everything—jeans, skirts, and tailored trousers.
What to look for: 100% cotton poplin or silky blends.
Tip: Check the collar and cuffs—those show age first.
2. Tailored Blazer
Think of this as your style superhero cape.
Why it pops: It transforms casual looks instantly.
Quality signals: Look for natural fabrics and full lining.
Try: Navy, black, or camel—bulletproof neutral colors.
3. Wool Coat or Trench
When I invested in my camel trench, I felt like Audrey Hepburn every morning. Trust me, it shows.
Function + Style: Keeps you warm and polished.
Fabric: Wool-blend or water-resistant cotton.
Length: Knee or mid-calf keeps it elegant and timeless.
Next Up: Shoes & Accessories
4. Leather Loafers or Ballet Flats
Your feet deserve both comfort and elegance.
Why I love loafers: They go with everything—from dresses to tailored trousers.
Materials: Go for genuine leather with classic details like tassels or penny straps.
5. Leather Belt
A belt adds polish faster than anything.
Classic pick: Medium-width in black or brown.
Pro tip: Match it to your shoe color—it elevates your entire look.
6. Silk Scarf or Pearls
Want subtle luxury? Go small.
Silk scarf: Drapes around your neck or ties on your bag. Instant elegance.
Pearls: Earrings or brooches lend timeless class with zero effort.
Upgrade with Quality Materials
Old Money isn’t just about how things look—it’s about how they feel.
7. Natural Fabrics
Silk, wool, linen, and cotton signal quality. They last and age beautifully.
Why it matters: Cheap polyester looks, well… cheap.
Smart moves: Start with one silk blouse or wool sweater and build from there.
8. Proper Fit
You can’t buy class, but you can tailor it.
Fit beats brand: A mid-range piece tailored right trumps an expensive but ill-fitting one.
Check shoulders and sleeves—they make or break your silhouette.
9. Neutral Color Palette
Investing in neutrals lets you get more mileage with less.
My rule: Choose two core neutrals (navy + camel) and one accent color (forest green, burgundy).
That combo lets you: Mix, match, and never run out of options.
Bonus: Style Rituals That Matter
10. Daily Grooming
Old Money style isn’t just clothes—it’s polish, even in small details.
Posture: I do a quick stretch every morning—helps me stand (literally) tall.
Manicure habits: Nail care is self-care. Short, clean nails = instant sophistication.
11. Caring for Your Clothes
The best outfits stay crisp only when you treat them kindly.
Hang quality pieces on nice wood hangers.
Dry-clean wisely: Silk or tailored items? Always.
Moth patrol: Lavender sachets in your closet = necessity, not fluff.
Where to Start: A Week-By-Week Plan
Week 1: Buy a crisp white shirt and tailored blazer.
Week 2: Add neutral trousers or dark jeans + loafers.
Week 3: Invest in a trench coat or wool coat.
Week 4: Top it off with silk scarf or pearl earrings + leather belt.
By the end, you’ll have a mini Old Money capsule that works effortlessly together. Plus, all pieces work all year.
Common Questions & Quick Fixes
What about fast fashion bargains?
IMO, skip the bargain. It often sheds buttons and satin sheen in a wash. Better to spend a bit more and skip the regret.Can I thrift Old Money?
Absolutely. I found a wool blazer in perfect shape at a thrift store and scored major style points.Scared of spending?
Start small. Think of each buy as an investment in future outfits—not just another hanger filler.
Final Takeaway: Invest in Style That Lasts
Let’s recap:
Start with: White shirt, tailored blazer, good boots or loafers.
Elevate with: Wool coat, leather belt, silk accessory.
Care for everything: Natural fabrics + good hangers + grooming.
This path gives you maximum polish with minimal fuss—and trust me, people notice (even if they don’t admit it).
TL;DR
Invest in timeless staples (shirt, blazer, loafers)
Upgrade with neutral coat and accessories
Prioritize natural fabrics and fit
Protect your investment with proper care habits
Ready to bring this Old Money glow into your wardrobe? Start with one classic piece today—and watch it elevate everything else. You’ve got this—and IMO? You’re going to kill it 🙂