Twilight was feeling really good about herself. She had successfully turned two of her best friends into cock-starving whores, and she was eager to find out how her next sexual encounter with either of them would play out. She had a checklist to complete, though, and despite how far behind schedule her shenanigans had put her, she was still just as keen to add another mare to her growing harem. She was especially curious to see how someone outside of her immediate friend group would respond to her desires.

Which is why she now found herself standing outside of the Ponyville Schoolhouse to donate some books for the students. Twilight snuck a glance through the window to see that the students had already left for the day, with only their teacher remaining behind to finish cleaning up the classroom, and to wait for the princess's arrival. Perfect...

Twilight removed herself from the window and casually stepped into the schoolhouse. "Good afternoon Ms. Cheerilee, I brought those books you asked for." Twilight announced as she made her way over to the teacher's desk. She found Ms. Cheerilee on her knees sweeping some dust from under the desk. She'd look so good there slurping on my dick...

"Oh, Twilight!" Cheerilee exclaimed as she rose to her feet, snapping the alicorn out of her momentary fantasy. "I'm sorry, one of my students brought in a Pinkie Pie miniature party cannon, and I've been cleaning up confetti ever since. Thank you so much for bringing these books, I'm sure the students will love them!"

Cheerilee took the books from Twilight's arms, turning to place them on the opposite bookshelf. Twilight eyed the mare as she leaned forward to place the books on the shelves, taking note of her generous breasts, her round behind, and her soft, almost motherly figure. Twilight could feel her dick rising as her fantasies took hold of her once again.

"I'm happy to help. Is there anything else I can do for you while I'm here? I've got some time to spare," Twilight inquired, her voice dropping to a low, soft tone as she slowly made her way to stand directly beside the other mare.

"Oh no, Twilight, this is plenty. I'll just put these away and close up the school for the day."

Twilight subtly undid her skirt, her cock nearly at full mast and poking out of one of her panties leg holes. It rose to come side by side with Cheerilee's face, popping up just within the mare's peripheral vision. A fairly audible gasp made Twilight aware that her gesture had been noticed. "Are you sure you couldn't close up the school now? I don't think you would want anyone interrupting us," she insisted as she gently stroked her cock next to the mare's cheek.

The sultry tone that Twilight spoke with made it very clear to Cheerilee that she would likely not be taking no for a answer, and for some reason Cheerilee didn't feel like she could say no anyways. With somewhat weak knees, she made her way over to the school's front door and locked it up, double checking to ensure no students were still roaming around the playground before turning around to come face to face with Twilight.

Twilight's dick had stiffened even further watching Cheerilee struggle to stand just from the mere mention of what the alicorn intended to do to her, and Twilight wasn't too keen to waste any further time. She planted her hands on Cheerilee's shoulders, firmly pushing her back down to her knees with little effort. Twilight's beast of a cock now stood mere centimeters from her lips, twitching heavily with every pump of blood flowing through it. With a glance up at the princess and a small gulp of apprehension, she gently leaned forward and starting dragging her tongue across the tip of the princess's dick.

While the tongue bath was pleasant, Twilight had learned she didn't really care for the softer foreplay. At first she was considering just fucking her throat just like she had done with Rarity, but then she came up with another idea. Using her magic to clear the teacher's desk of everything that lay on its surface, she picked Cheerilee up and laid her upon the desk, climbing up over her and forcing the teacher's blouse open to expose her bra. Twilight then lifted herself to sit on top of the mare, pushing her dick underneath the small strip that connected her two bra cups, and vigorously started to fuck Cheerilee between her modest breasts.

Cheerilee couldn't believe how quickly she was made to service Twilight like this. She was hardly inexperienced, but she never had someone got at her so raw before. Cheerilee was brought out of her thoughts when Twilight gripped the back of her head, pulling it just forward enough to start pushing the tip of her dick against her muzzle and into her mouth, and Cheerilee's mind went completely blank. The only thing that mattered right now was Twilight's beautiful cock.

Twilight's movements became more and more frantic as her climax quickly approached, her swollen balls pressed firmly into Cheerilee's stomach. Twilight grabbed Cheerilee's wrists and forced her arms over her head as she came, flooding the teacher's mouth with her pungent sperm. This time, Twilight could watch and feel her partner struggle to swallow it all, and the sight of them having a hard time doing so turned her on even more.

Cheerilee did her best to drink the flood of sperm that shot against the back of her throat, but she couldn't keep up with Twilight's output and a good amount of it came spilling back out of her mouth, coating her cheeks and slowly dripping to the desk below her. Her own pussy ached for release as she wished Twilight would do something to satiate her own needs, but for the moment Twilight was only focused on riding out her own pleasure. She did still play with Cheerilee's breasts, squeezing and pinching them as she pressed them to her shaft, but it was akin to teasing the teacher than actually giving her any gratification.

Twilight released the last of her cum down Cheerilee's throat and pulled away, hiking up the older mare's skirt and pushing the exposed panties aside, revealing her moist lips. Cheerilee could barely register what the princess was doing before she felt her pussy walls stretch to accommodate the massive member that invaded it, pounding her ceaselessly as soon as it entered. Each thrust sent more of Cheerilee's love juices spurting out around Twilight's dick, coating her shaft and balls in a glistening layer of lust.

Cheerilee's mind could hardly keep up with her lover's breakneck pace as her needy pussy was overwhelmed by the sudden rush of euphoria. As if the massive intruder determined to beat every nerve in her love tunnel into submission wasn't enough, she felt Twilight leaning forward, gently grasping her chin in her hand, her lavender fingers pressed into her cheeks. "You're so good with kids, it's a shame that you never had your own," Twilight teased as she thrust harder against Cheerilee's womb. "Don't you worry, I'd be more than happy to correct that mistake."

Cheerilee's eyes widened. She tried to protest, but any words she tried to get out died in her throat every time Twilight rutted her; the princess still wasn't taking no for an answer. Cheerilee simply laid back, consigning herself to Twilight's desire and allowing herself to be treated as the princess's personal cocksleeve. Her lust-addled mind even started convincing her that it would be good to carry Twilight's foals; maybe she did actually want it.

It wasn't long before Twilight climax erupted within Cheerilee's pussy, the vast amount of semen fighting to fill her womb as much as her belly would allow. Twilight watched as the mare's stomach bloated underneath her, and she made sure that she didn't leave the entrance to the mare's womb until every last drop found its way inside. "We're going to have such wonderful babies, aren't we Cheerilee?"

Cheerilee could barely speak, her voice hoarse from all her sexual moans and screams. "I... *hah* I think they'll be lovely Twilight," she muttered, reality slowly creeping back into her awareness, "but I think I should be getting home now, it's getting pretty late."

She went to sit up, only for Twilight to grab her and force her back down. "Oh but we're not done yet," she said as she rubbed her hand against Cheerilee's swollen stomach. "What do you say I make sure you have your own classroom's worth of kids? Won't that be fun? I'm sure you could handle another two or three loads."

Cheerilee slowly nodded, knowing better than to try and argue.

Twilight was quite impressed with herself. Three consecutive hours-long fuck sessions with some of the sexiest mares Ponyville had to offer, and she still didn't feel tired. Alicorn magic sure is something, she thought to herself. She stretched her arms and levitated her latest photo into the scrapbook. She had decided to go with something a little different this time, opting to leave her final load spilling out of Cheerilee's mouth rather than coating her body; she thought the older mare looked better that way.

Glancing up to see the sun start to dip below the horizon, Twilight looked over her checklist once last time, determining that she'd have to hold off until tomorrow to get the rest of it done. She wasn't too upset about this; it just meant that she could spend the rest of her evening pursuing someone for more personal reasons, though she struggled to decide who. Thinking back to how her day had gone so far, she ultimately decided to just see what her trip back to the library might bring her. No matter what, it was going to bring her someone else to fuck.

Author's Note

So I feel I should also mention that because of when this starts, the events of seasons 4-8 are going to be occurring at a much quicker pace to allow for certain characters to be involved, such as Moondancer or Autumn Blaze. Plus there are a few key events that happen in the show that I'd like to use as a backdrop for some of Twilight's escapades. Once again, any and all suggestions for future chapters are welcome, and all will likely be made unless explicitly stated otherwise. Thank you so much for reading, and the next chapter will be out soon!