We present results from cross-correlating Planck cosmic microwave background (CMB) lensing maps with the Sloan Digital Sky Survey (SDSS) galaxy lensing shape catalogue and BOSS (Baryon Oscillation Spectroscopic Survey) galaxy catalogues. For galaxy position versus CMB lensing cross-correlations, we measure the convergence signal around the galaxies in configuration space, using the BOSS LOWZ (z ~ 0.30) and CMASS (z ~ 0.57) samples. With fixed Planck 2015 cosmology, doing a joint fit with the galaxy clustering measurement, for the LOWZ (CMASS) sample we find a galaxy bias bg = 1.75 plus or minus 0.04 (1.95 plus or minus 0.02) and galaxy-matter cross-correlation coefficient rcc = 1.0 plus or minus 0.2 (0.8 plus or minus 0.1) using 20 < rp < 70 h super( -1) Mpc, consistent with results from galaxy-galaxy lensing. Using the same scales and including the galaxy-galaxy lensing measurements, we constrain Om = 0.284 plus or minus 0.024 and relative calibration bias between the CMB lensing and galaxy lensing to be b... =0.82... The combination of galaxy lensing and CMB lensing also allows us to measure the cosmological distance ratios (with zl ~ 0.3, zs ~ 0.5) ... =2.68 plus or minus 0.29, consistent with predictions from the Planck 2015 cosmology (R=2.35). We detect the galaxy position-CMB convergence cross-correlation at small scales, rp < 1 h-1 Mpc, and find consistency with lensing by NFW haloes of mass Mh ~ 10... h... M... Finally, we measure the CMB lensing-galaxy shear cross-correlation, finding an amplitude of A = 0.76 plus or minus 0.23 (z... = 0.35, ... < 2...) with respect to Planck 2015 ... cold dark matter predictions (1s level consistency). We do not find evidence for relative systematics between the CMB and SDSS galaxy lensing. (ProQuest: ... denotes formulae/symbols omitted.)