This study provides the first observations of Plutogenic ions and their unique interaction with the solar wind. We find ~20% solar wind slowing that maps to a point only ~4.5 RP upstream of Pluto and a bow shock most likely produced by comet-like mass loading. The Pluto obstacle is a region of dense heavy ions bounded by a "Plutopause" where the solar wind is largely excluded and which extends back >100 RP into a heavy ion tail. The upstream standoff distance is at only ~2.5 RP. The heavy ion tail contains considerable structure, may still be partially threaded by the interplanetary magnetic field (IMF), and is surrounded by a light ion sheath. The heavy ions (presumably CH4+) have average speed, density, and temperature of ~90 km s-1, ~0.009 cm-3, and ~7 × 105 K, with significant variability, slightly increasing speed/temperature with distance, and are N-S asymmetric. Density and temperature are roughly anticorrelated yielding a pressure ~2 × 10-2 pPa, roughly in balance with the interstellar pickup ions at ~33 AU. We set an upper bound of <30 nT surface field at Pluto and argue that the obstacle is largely produced by atmospheric thermal pressure like Venus and Mars; we also show that the loss rate down the tail (~5 × 1023 s-1) is only ~1% of the expected total CH4 loss rate from Pluto. Finally, we observe a burst of heavy ions upstream from the bow shock as they are becoming picked up and tentatively identify an IMF outward sector at the time of the NH flyby.