I spoke to my aunt last night and have little tidbits of info for you.
Her name is Elva Pison Riccio, and her husband's name was Tony. They knew your great uncle Bill well, and Bill and Millie were at Tony's 60th birthday party. She also talked about the beautiful apartment they had over the restaurant, and the patio on the roof. She remembers going there for a couple of Big New Year Bashes.
Elva did not know Donato or Martha (who died the year Elva was born), However, she did know a Josephine Riccio who was a school teacher in Bridgeport--one of the first Italian teachers. This would have been about 1930-35. She suggested you check with the Bridgeport Board of Ed. Josephine and her husband also owned a paint store on Harral and Lexington, and they lived upstairs from the store. (My aunt was also a school teacher, and teachers were expected to leave work after they got married, so I suspect Josephine was only teaching til she married) lNow, here's the downside--my aunt did not remember if Josephine's married name was Simmons, so this might be a different Josephine.
There is a Castelfranco society that meets for a picnic every year--I think they meet in a park in Stratford . This might be a terrific source of info for you.
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