After receiving a big, fat NO from Pinkie Pie's mom, Anon is worried that his mane-six MILF-quest was about to end in ignominious failure. Little did he know that, with a bit of Pinkie's help, he's about to become a breeding member of the Pie family.
Anon had managed to bag four of the six mares that comprised the prestigious pantheon of momly MILFs.
Starting with Twilight Velvet, then following on to Windy Whistles, Mrs. Shy, and finally his wild tryst with Cookie Crumbles and Rarity... Anon was beginning to get a bit of confidence that he might be able to actually pull off the seemingly impossible feat.
Only two remained.
First on his list would be the legendary rock-farming matriarch herself, the only being on the planet capable of withstanding the full maddening force of Pinkie's Pie's insatiable energy... Cloudy Quartz.
He had made arrangments to travel with Pinkie on one of her visits back to her family farm, using the pretense of wanting to taste their local rock-based homebrew craft beer. But it wasn't long before the ridiculous human spotted his opportunity - most of the Pie family (everypony sans Pinkie and Maud) out in the rock field attempting to fix their windmill.
Anon is called over to Fluttershy's cottage to do some handiwork. He's a bit surprised when Mrs. Shy answers and treats him to some friendly conversation and cookies. He'll be even more surprised when he finds out what he was hired for.
Anon has been pestered by Twilight to get a real job or move out of her castle. Wanting to find a middle-ground (and still be a complete deadbeat), he instead put up advertisements saying that he would help around town with odd jobs. It's been modestly profitable, and sporadic enough that he can still be the lazy troll that he is.
This time though, he's been summoned out to Fluttershy's cottage to do some handiwork, instead of his nemesis being there, it's her mother, Mrs. Shy! She treats Anon to some friendly conversation and comfort, as well as cookies before taking him to the depths of the cottage for the reason that she's hired him: To make a cuckold human-pony sex tape while her husband watches them.
Basically, Anon continues to fall into MILF heaven.
Also has a choose your own ending feature!
A quick clop story.
Warning! Contains: M/F, human on pony, Cuckolding, Blowjobs, PIV Sex, Anal, Mindbreak
Fluttershy comes home from school early, learns more about pegasus magic than she ever wanted to know, and vows to live on the ground for the rest of her life.
