22 skidoo means: Interchangeable use of 22 and 23 skidoo is possible. New York City is where the phrase was first used. Police officers had to break up groups of perverse men that gathered near 23rd Street subway stop in order to see women’s skirts blow up due to the air from the subway shaft through the sidewalk. 23rd Street is known as the Flatiron District and had a large concentration of female office workers. (in Community Dictionary, added by Felipe León)