Nightmare Night is not something Rarity has participated in since she was a filly-which comes as a surprise after she spontaneously decides to not only dress up this year, but play pranks as well.

Her choice in costume and disturbing enjoyment of her ever-escalating pranks begin to make Rainbow Dash-who doesn’t want to risk losing her or have her harming their friends VERY concerned.

Image by Skyline19 at deviantART

(Used with Permission)

Soarin wasn’t always a confident and skilled member of the Wonderbolts in fact, he used to be shy with low self-esteem and only with the help of his longtime crush Spitfire in their junior year of high school did he truly realize the kind of stallion he could be.

Image by some-peasister at deviantART

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Rainbow Dash and The Doctor both need their friends to keep them from getting too far out of control, but spending an evening together over mugs of cider they both release their inhibitions and share some of their crazier moments with one another.

Image by GammaEradon at deviantart

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After Rainbow Dash’s life was tragically and unfairly cut short, it felt like she was drowning in an ocean of darkness before she was rescued by a special mare she thought she had lost forever long ago as a filly.

Image by RDbrony16 at deviantART

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: While taking shelter from a freak tornado, Spike and the Cutie Mark Crusaders take shelter in a mysterious blue box that winds up in the middle of the Everfree forest.

Image by atryl at deviantart

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An alternate ending to the episode ‘Wonderbolts Academy’ where things play out differently as an intense confrontation develops between the three greatest fliers to ever come out of Cloudsdale.

Image by VladimirMacHolraum at deviantart.

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Injured during a surprise Changeling attack while trying to protect Cadance, Shining Armor is temporarily relieved of his duties and sent to Ponyville until he recovers where he runs into an intriguing mare.

(Rated for language, with intense violence and bloodshed, with alcohol and sexual references)

Story image created by GammaEradon at deviantART.

Used with permission.

Rainbow Dash’s father recounts the night he discovered his daughter’s biggest and most embarrassing secret and how it strengthened their bond.

Story image courtesy of TheDarkestDayDream on deviantART.

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Applejack has noticed that Rainbow Dash hasn't quite been herself lately and tries to figure out what's wrong and if she can do anything to help.

Takes place after the episode "Keep Calm and Flutter On" while Fluttershy believes that Discord is truly reformed, Rainbow Dash remains skeptical.

Edit: I have fixed most of the spelling and grammar errors that I could find and extended the story a bit so, hopefully it'll make a bit more sense.