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Cheerilee's New Boy-toy

Big mac glanced briefly at the loaded bar behind cheerilee's back. he had seen the kind of weight she'd been working with, which made him much less certain in his abilities than even cheerilee herself seemed to be.

Anal, Big Mac, Blowjob, Cheerilee, Cock Worship, Domination/Submission, Equine, Futa, Futa on male, Hermaphrodite, Horse, Horsecock, MLP, Muscle, Musk, My Little Pony, NC, Non-Consensual, Rape, Rough Sex, Transformation, feminization

Disappearance

In any case, cheerilee looked our way while twilight motioned for her to come to us. "cheerilee? i need to speak to you. it's urgent."

Applejack, Diamond tiara, Drama, Fluttershy, Human, MLP, My Little Pony, Pinkie Pie, Rainbow Dash, Rarity, Twilight Sparkle

Doing a few Mares

cheerilee could hear him laughing and quickly got mad. shadow laughter soon ended as he felt cheerilee pulling away from his cock. "if your going to laugh me, then leave!" said cheerilee with slight anger and embarrassment in her voice.

Blowjob, M/F, My Little Pony, Straight Sex, Teacher

Home to Stay

Even cheerilee seemed to be giving me her undivided attention.

Fluttershy, Human, MLP, My Little Pony, Romance

MLP classroom capers (by mugman)

As lesion went on shire just sat at his desk writing as miss cheerilee kept talking. the end bell went and every pony left except shire and miss cheerilee.

Applebloom, Big Mac, Classroom, Clop fic, Diamond tiara, M/F, MLP, Mare, Pony, Scootaloo, Sex, Silverspoon, Stallion, Story, cmc, sweetiebelle

MLP: Pyrotechnic Misdemeanour

Ever the watchful mentor to the little ponies under her tutelage, cheerilee wasn't out solely for the purpose of looking for cheaters.

Commission, Humor, My Little Pony, SFW, Short Story

King of Seed - Chapter 1

"oh, that sounds wonderful," cheerilee agreed. "and after class, too, of course. if you wish." "why not?" he grinned. cheerilee smiled up at him.

Breeder, Breeding, Discord, Discord manipulating everything and causing chaos, Female, MLP, Male, Mane 6, Musk, OC, Power Trip, Size Difference, foalcon, price, slut, whores

Commission : Butterscotch in school

Snapshot started eyes widened but before he could say another word miss cheerilee placed a fuchsia colored hand over his mouth. "mr. branch.

Adolescent, Adult, Adult Content, Age Difference, Anal, Anatomically Correct, Anthro, Ass, Balls, Bareback, Boy, Butt, Classroom, Equine, Fanfiction, Femboi, Fluttershy, Gay, Generation Gap, Groping, Handjob, Heavypetting, Humping, Love, Lust, M/M, MLP, Male, My Little Pony, Orgasm, Penetration, Penis, Presenting, Rough Sex, School, Seed, Shota, Size Queen, Suggestive, Tail, Teacher, Young, Young Love, Young Romance

The Studly, Silent Type (An MLP Jeeves Prompt, Posted with Permission)

"a-aahh... tarnation, ah'm gonna.... aa-ahhh, ah'm gonna squirt, cheerilee!" as big mac slipped in through the kitchen door, he wasn't surprised to hear his sister's grunts of pleasure, nor the name she gasped in her near orgasmic ecstasy.

Anthro, Anthropomorphic, Applejack, Big Macintosh, Bisexual, Blowjob, Cheerilee, Equine, Fanfiction, Fluttershy, Fucking, Group Sex, Harem, Horse, Husband/Wife, Hyper, Hyper Sexuality, Incest, MLP, Male/Female, Marble pie, My Little Pony, Pegasus, Pony, Sex, Sugar Belle, Titfuck, Unicorn, smut

the death of miss cheerilee

Just a sad story on old ponies, and i've not seem one on cheerilee it was a quite evening in the classroom; miss cheerilee was looking though student's homework.

Applebloom, Celetia, Cheerilee, Death, MLP, Pony, Princess, Sad, Scootaloo, Sweetiebell, cmc, shire

[Commission] Thievery: The Ruins of Expansion; or the criminal teacher and her flaming butt

What did he have, that cheerilee didn't? but it wasn't his fault. not entirely anyway. the school principal had a pretty big part in all of this too. "we need an alternative approach to teaching, cheerilee.

Butt, Cheerliee, Commission, Fim, Fire, Firebutt, Flame, Friendship, Friendship Is Magic, Is, MLP, Magic, My, My Little Pony, OC, Pony, little

Big Hot Teacher Ch 1

"please miss cheerilee, calling me cute is embarrassing." the mare eased back into her seat and laughed. "sorry, that's just how i feel." the man scoffed quietly, yet also found himself smiling. talking to cheerilee as an equal felt good.

Cheerilee, Human, MLP, Macro, Micro, Miss cheerilee, My Little Pony, Pony, Teacher, flirt, giantess