The Wolf Envelope Company was an envelope, stationery, and novelties manufacturer in Cleveland, Ohio, during the twentieth century. The company was founded in 1899 by Louis Littman (1855-1937), a German immigrant and former lithograph salesman, with financial help from his friends Alfred Wolf (1854-1928) and Nathan Dreyfoos (sometimes spelled Dreyfuss) (1860-1949). Their products were hand designed and primarily created for advertising purposes, quickly becoming a favorite among local businesses in the Cleveland area. In 1909, as a response to growing sales and production requirements, the company relocated to a larger facility and purchased several industrial-sized folding machines. These changes allowed the company to diversify its products and speed manufacturing, leading to further growth.

In 1913, Harry Fleishman Affelder (1881-1963) joined the Wolf Envelope Company. Affelder had married Louis Littman's daughter, Rhonda Littman (1883-1969), the year before and had previously worked for the Westinghouse Company as a gas engine designer. Although he joined Wolf Envelope as a superintendent, Affelder was a trained mechanical engineer and used his skills to further mechanize envelope and stationery manufacturing. By 1929, he was serving as General Manager, with Alan Littman (1895-1968), Louis Littman's son, serving as the Director of Sales.

Under Affelder and Littman, the Wolf Envelope Company continued to expand. They acquired a smaller envelope company in Detroit, Michigan, designed and patented new paper folding and cutting machinery, and manufactured V-Mail envelopes during World War II. In 1946, Affelder rose to President of the Wolf Envelope Company and held that position until 1956, when Littman succeeded him.

In 2011, the Wolf Envelope Company was acquired by Double Envelope and its parent company, BSC Ventures.