Courtney Thorne-Smith (Lyndsey)
Courtney Thorne-Smith played an important recurring role starting from the seventh season of TAAHM. Her character, Lyndsey, had an on-and-off (and on-and-off-again) relationship with Alan. In fact, they broke up and got back together too many times to count. Many people foresaw their marriage, but it never happened.
It made sense for Lyndsey to stay in Alan’s life for so long. Her son, Eldridge, was Jake’s best friend. In fact, Lyndsey even admitted to having feelings for Alan for the longest time, but her addiction to alcohol and fondness for wealthy men wedged them apart. She even grew a liking for their Walden when he was around.