(Takes place within the universe of "The Sitter with the Diamond Tiara" and its semi-sequel "A Dazzling School Daze".) Plagued by uncertainty about her future, Diamond Tiara visits Cheerilee in hopes the teacher can guide her one last time.
After meeting Diamond Tiara for the first time in several years, Applebloom is filled with complicated feelings about her sexuality, and what it truly means to forgive.
(Semi-related to "The Sitter with the Diamond Tiara".) Lil' Cheese is worried about having a new teacher, despite the reassurances of his parents. Luckily, his new teacher knows just how to dispel such worries.
Apple Bloom has a few regrets in her life. One of them is blatantly assuming Diamond Tiara was faking her illness. To try and make up for it, Apple Bloom wants to befriend her. If only she knew how much Tiara needed a friend.
(Takes place immediately following "Crusaders of the Lost Mark") Diamond Tiara tries to make amends with Silver Spoon after turning over a new leaf. But Silver Spoon isn't necessarily convinced of Diamond's change of heart.
After hearing dreadful tales of Diamond Tiara's less-than-ideal home life, A newly-crowned Twilight decides to offer her a whole new start. But will Diamond be happy with Twilight, or will her real parents get their act together at long last?
(Stand alone sequel to "A Diamond's Curiosity". It is encouraged but not required for you to have read that.) Diamond Tiara gets the opportunity to compete in the Sisterhooves Social with her favorite butler, Randolph.
When it's Silver Spoon's turn to bring somepony in for Family Appreciation Day, she finds herself in an awkward dilemma when both of her parents want to come in. The problem is, they're divorced and not always on the best of terms.
When both Pinkie Pie and Cheese Sandwich are called out of town for separate but important occasions, they rush to find a suitable foalsitter for Lil' Cheese. An unlikely pony volunteers for the job, Diamond Tiara.
Sweetie Belle struggles to get closer to her sister in the midst of a tragedy that hits too close to home. Meanwhile, Rarity struggles to make a better life for her sister and herself in the midst of said crisis.
(An indirect sequel to "Spoiled and Sour", familiarity with it and its predecessor is encouraged but not necessary.) Diamond Tiara wants to officially introduce Pipsqueak as her coltfriend, a tough sell considering who her mother is.