5. It's Better to Have Loved and Lost It...

Complete story — includes the ending

Carlton meets Jo Ann ( Natalie Venetia Belcon ), a beautiful woman on the college campus. They end up spending the night together and Carlton finally loses his virginity. This also helps give him confidence as he prepares again to apply for Princeton. However, Carlton's shot at greater merriment is short-lived, as Jo Ann turns out to be married to Dean Morgan ( Robert Hooks ), a man who could've helped Carlton get into Princeton and reveals to Carlton that she was actually using him for a one-night stand. Meanwhile, the ethics committee is digging up dirt on every judge in town and Philip worries that the slightest indiscretion could cost him his Job. Geoffrey ends up panicking the most and shows the family his greatest shame, when he cheated in the 1976 Summer Olympics. However, the family just laughs it off.