Playboy 1956 October Magazine

October 1956 marks the return of Janet Pilgrim, one of the most iconic Playmates in Playboy history. Pilgrim was unique in that she wasn’t a professional model but rather a Playboy employee who became a Playmate—breaking the mold and proving that beauty could be found beyond the traditional modeling world. Her third and final appearance in the magazine cemented her status as a true Playboy legend.

Pilgrim’s centerfold captures her effortless elegance and natural charm. Unlike the more staged and polished Playmate shoots of later years, her pictorial feels intimate and authentic, making it a favorite among fans of the magazine’s early days. Her involvement in Playboy’s business side gave her a unique perspective, making her more than just a model—she was part of the magazine’s foundation.

This issue has been faithfully preserved and transformed into a high-quality digital format, allowing collectors to revisit Janet Pilgrim’s groundbreaking contributions to Playboy’s history.