The CAFE HEY scenes were supposedly from December 1961, but the outside scenes and how the characters are dressed when they come and go do not reflect the weather in New York City in winter.
A few things are out of place in the CAFE HEY scene, which supposedly took place in December 1961. Darby from their class is in the background (the blonde in the red sweater) and is dressed more appropriately for the 80s or 90s, and May Clutterbucket looked like she was a borderline flower girl, which was more appropriate to the late 60s rather than the early 60s.