The Reunion Show

In this episode Fran Fine is attending her Hillcrest High School reunion and runs into Everybody Love's Raymond's Ray Barone (Ray Romano) In real life Fran Drescher and Ray Romano were classmates in Hillcrest High's class of 75. Both also briefly attended Queens College after graduation before dropping out with Romano eventually returning years later and making the Dean's List.

This episode establishes that Ray Barone attended Hillcrest High School, located in the Jamaica section of Queens, with both Fran and Val. In real life both Drescher and Romano attended that school, however, on Everybody Loves Raymond it's established that Ray Barone was born, raised, and lived in the Lynbrook section of Long Island his entire life. Thus, it would have been impossible for Ray to attend Hillcrest, as it is a New York City public school, while living in Lynbrook, which is in Nassau County and outside the limits of New York City.

Features Everybody Loves Raymond (1996)