Grailed is something of a menswear insider secret—in less than two years, it's become the premier marketplace for secondhand designer goods. But with its minimalist design along with the site's easy selling and buying process, more and more guys are getting in on the secret. "Our goal is to make great clothing affordable and available to everyone," says Grailed's brand director Lawrence Schlossman.

Photos: Nicholas Maggio

And to do that, they've launched the Grailed 100. The new bi-annual event is a curated sale of some of the rarest, most sought-after designer pieces out there from Supreme and Saint Laurent to Ralph Lauren and Raf Simons. "It's our first real foray into sharing our own taste and aesthetic," says Schlossman. "The 100 products selected are representative of our favorite designers and brands within a variety of different styles." The new and gently used iconic items, sourced from the Grailed community, are now on sale via Grailed's unique offer-based buying system. Herewith a look at some of the pieces on offer, as shot by photographer Nicholas Maggio.