Walter Boeske and an unknown customer. Boeske Brothers Rambler auto dealership was located on Brown Street (Rout 27). Rambler stopped producing automobiles in 1969, so we assume this photo is prior to 1970.
This appears to be a customer that has won some windshield washer fluid at the gas station operated by the United Cooperative Society. The station was located at 5 Waltham Street.