Gwendolyne Reingale Sterry Simmers (1905–?) was an English tennis player who was active in the 1920s and 1930s. In 1922 she won the Junior Singles British Championship. She competed eight times in the singles event at Wimbledon, reaching the fourth round in 1931 which she lost to fourth-seeded Hilde Krahwinkel. Sterry lost in three sets to Helen Wills during the first round of the 1927 Wimbledon Championships and is one of only three players who were able to win a set against Wills during her eight-year reign as Wimbledon champion.