The solution to your solution could then be to generate new faces programmatically in an automated fashion.

One tactic could simply be combining faces(in some offline version of something like: http://www.morphthing.com/, no affiliation).

Another method could be targeted and non-detrimental manipulation of facial constructs. I could imagine using liquefaction filters designed to operate within a perceptually acceptable range for a human while working towards the the goal of gaining enough change to be new in the eye of the facial recognition algorithms.

Still a worthy effort by OkCupid, they'll scrape off the bottom this way.