It’s not “vintage” if you were the first owner and it’s not “retro” if you’ve always liked it, so honor the original tastes of your most old-school gal pal with gifts as authentic as she is. She doesn’t try to pretend that heels don’t hurt, so let her indulge in Rachel Comey’s Brewer Lace-up Derby shoes, which put any stiletto to shame. And how on earth is she going to carry a giant “It” bag on her bike? Stick to this sensible Mr. Bone Mailman satchel by Deadly Ponies for a gift that’s practical and precious. It might not fit that hard to find record she just scored at Green Apple, but she’ll never leave home without it.