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In the custom story "New_Story", one of the new quests added is called "Sisters Forever". You unlock it by inviting Vickie to the party and it says "Get Madison and Ashley to both love you and see what happens". My gut is saying complete the Smooth Operator quests for both girls but I'm not 100% sure.

Since you unlock missions by inviting Vickie to the party, it also means that Vickie's participation plays some role in the progression of the mission or triggers certain dialogue options with Madison and Ashley. Typically, custom stories and side quests in games like this require a combination of completing related quests, building relationships with the main characters, and sometimes making specific choices at the right time.

Custom tales and side quests in games like this necessitate a mix of completing related quests, developing connections with the main characters, and, in certain cases, making precise decisions at the appropriate time.