Shirt: American Cancer Society Thrift Store, Skirt: Goodwill, Clogs: Union Gospel Mission Thrift Store, Belt and Brooch: Salvation Army, Earrings: Moorea Seal, Bracelet: Local Boutique in Seattle
Rule 1 // Make the tailor your new best friend
When I find a quality, designer piece that looks brand new, I consider buying the piece even if it's too big. With the thrift store price plus hiring a tailor, it still ends up being a fraction of the original cost. I mostly do this for my teaching wardrobe. That way, not only do I have quality workwear, but it fits flawlessly. The above pencil skirt is originally from J.Crew, but it was too big; I purchased it anyways for $3.99 and paid a tailor $15 to take in the waist.
Rule 2 // Learn a few basic tricks on your sewing machine
Even though my sewing machine is basically my arch nemesis, I have to admit it's been handy for shortening sleeves and hemming. If you can practice those little tricks, it's super easy to modernize vintage pieces. It took me about 3 tries, but I can now hem a skirt in 15 minutes and it'll actually be straight - gasp! I recommend this book as a place to start.
Rule 3 // Avoid pieces that are stained or torn
If you're positive you can get the stain out of repair it, it might be OK, but typically I pass on clothes that aren't in good shape. However, these pieces could make great scrap fabric for DIY projects.
Rule 4 // Know your brands
I know that a piece originally from Wal-Mart (White Stag, anyone?) will probably fall apart after a few wears. However, if I find a piece by a fancy mall store like Banana Republic, I'm more apt to pick it up. The fabric quality will be a lot nicer, and it will probably last longer.
Rule 5 // Wash everything before wearing
You know that thrift store smell? Musty and weird? It's just not as pleasant as that whole clean smell. I always wash everything I buy before wearing it. You can also go have nice shoes properly cleaned by your local shoe repair shop; I usually do this, because I'm kind of OCD. And they look all shiny and new afterwards, and I love to support local mom & pop shops. I took the above vintage clogs into a shop and had them shined and cleaned.
Rule 6 // Accessorize like a pro
When you're aiming to wear mostly thrifted head to toe, don't forget to think about accessories. For me, this outfit would feel pretty humdrum if it wasn't for the thrifted braided belt and the penny-farthing bicycle brooch. I also added two pieces of modern jewelry purchased from Etsy and a local boutique to let people know, "yeah, I'm with the times, I got this," which I'm sure is the exact vibe you were getting.
I also hear holding a bag instead of a cardboard sign does wonders. Who would have thought?
Oh, and PS, this might help too.
Cheers,
Ashley