I would get the 27, I have the 914 in ink and in black, the black is midrise, I wear a 28 in sass & bide misfits, and I got a 29 in jbrand and they're tight. I hear they stretch out a lot though I can't attest to that yet. NAP marks them up a lot btw, you might be able to find them cheaper on another site if you're comfortable with ordering from other sites!