Playboy: Playmate Pajama Party (1999) is a Documentary film that follows a departure from the traditional Playboy video fare. Title is shot entirely on the grounds of the Playboy Mansion, and includes some historic footage regarding the events that took place there. The Playmates explore the grounds, including: swimming in and sunning themselves beside the Grotto; roaming au naturel through Hef's private menagerie; playing a clothing-challenged game of tennis; relaxing with a full-body-massage and a hot shower; playing an impromptu game of strip poker; shooting pool, and celebrating good shots by disrobing; taking a nighttime dip in the Grotto; and engaging in a pillow fight, where the first casualties are their tiny outfits. Playboy: Playmate Pajama Party is not currently listed with streaming providers in your selected region, but availability can change over time. Fans of documentary movies may also want to explore similar titles below.