The inflatable arm sleeve prepares an arm to receive a hypodermic needle. The inflatable arm sleeve comprises a tubular bladder and a pump mechanism. The tubular bladder is further formed with a needle aperture. The tubular bladder is placed around the arm in the manner of a sleeve such that the needle aperture is positioned over the vein of the arm. The pump mechanism introduces compressed air into the tubular bladder such that pressure is applied to the arm from all directions around the arm except the needle aperture. The applied pressure will force blood into the unpressurized region of the vein underneath the needle aperture. The increase in pressure increases the diameter of the vein to make it easier to insert the hypodermic needle into the vein.