If you're chasing long-tail, it might be better to do something like Pandora. Let people fill in aspects they like (or figure it out from their pins), then find products that fit the criteria. "We see you like sky-blue and polka dots. Here's a purse from a designer you've never heard of, all the people who like it, all the pinboards it appears on, and an exclusive 5% discount if you buy through this affiliate link."