Jessie, a flirtatious, sexy blonde with tattoos but very feminine and with large breasts goes on a date with an S M Master. Sucking the guys cock may not be too unusual on a date, but thats barely the beginning: next is spanking, enemas with ass-to-mouth bottle, followed by huge squeeze bulb, bondage, suppository, nipple clamps, paddling, whipping, belting, caning, straitjacket, hot wax, breast pumps and a huge fucking machine for Jessies pussy and ass! Well, not exactly your typical date!