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The Cool Moms are a group of four women (including Marge) who all have boys around Bart's age. Marge left the group while the boys were still small. Seven years later, she reunited with the group, but soon left again.

When the group first formed, Marge and the other three women would have conversation and coffee at The Coffee Cafe while the four boys all played in Toddlin' Town. Marge left the group after a while because she felt that the other three boys were a bad influence on Bart, but for a long time was unable to recall a specific reason.

Seven years later, Marge reunited with the other three women, re-forming the group. It started when Bart and a 5th Grader noticed that they had identical sword-shaped scars on their hands. This led to their figuring out that their moms had once been friends, which in turn led to The Cool Moms getting back together.