TAG NOTE: the 'sad' and 'death' tags are ONLY FOR THE BEGINNING. THIS IS OVERALL NOT A SAD, NOR GRAPHICALLY VIOLENT, STORY, AND NO DEATHS ARE ACTUALLY DEPICTED, ONLY MENTIONED.

In an alternate universe, Nightmare Moon has been the sole ruler of Equestia for many years now, having defeated her sister and banished her to the moon, and captured the Elements of Harmony before their wielders could use them against her.

Now, after having taken all Ponyville's young to teach them to properly serve her after her victory, she takes a particular Earth-pony colt to be her personal assistant and confidant at a young age. She can't help but notice how he's grown in the years since...as well as how much he's been looking at her backside as he's walked behind her as of late.

One day Nightmare decided it was time for her, his surrogate caretaker, to give him 'the talk' - and an unexpected hooves-on demonstration.

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Contains: Monarch/Queen Nightmare Moon x Pipsqueak, brief, once-off instance of foal abuse (smacking across the head), anatomically correct (including teats and penile flaring), scents/pheromones, full-package herm (mare with all stallion parts) on pubescent colt foalcon sex, size and age difference, sex education, physical exploration of a pubescent colt on a herm, including a partial hoofjob (both on male and female parts), mild femdom, face-sitting, magic stimulation, male loss of virginity (penile and anal), brief vaginal sex, anal sex (male on herm, herm penetrated), autofellatio (self-blowjob) while having sex, male anal penetration, prostate stimulation (male and herm), internal cumshot (self-mouth and anal), oral cum swapping, and mild cum inflation. All acts are consensual.

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Credits:

Written and edited by me, LegionofPony

Coverart is by 'doctorraz', and can be found on derpibooru at the source (SFW).

Commissioned by Lanxide. Thanks so much for your commission!