The Hottest Hearts and Hooves Day Ever
Afternoon Preparations
Load Full StoryNext ChapterHearts and Hooves day had arrived again and like it was every year, Miss Cheerilee, the local school teacher was without a special somepony. Not having a special somepony never really bothered her as she had seen too many ponies go through heartbreak but that didn't mean she didn't want at least a little something for the holiday. While romance wasn't exactly on her want list, having some fun was and she began to think about who she could approach over it.
Afternoon had arrived and after school was over, she headed home and plopped down on her couch. She sighed, "Ugh, another Hearts and Hooves Day alone, all alone!"
She sat there in disgust until something popped into her mind. She said to herself, "You know, its going to be a whole lot easier if all you want is some fun! Romance is overrated but unwinding is exactly what I need."
Cheerilee had one problem though, simply going and hitting on random mares or asking them if they'd be up for a hot night would not make her look good, especially given she was the local teacher. She thought to herself, "Hmmm....who could I approach that would be single and wouldn't tell anypony I asked them about it?"
As she sat there, a list of the hottest mares she knew were single began to cross her mind. She first thought that the local florists might want a fourth but realized that they may go spilling the beans if she approached them. She then thought about Fluttershy until she knew that wouldn't work, "Seriously Cheerilee? That is the last thing Fluttershy would want, asking her would terrify her!"
She continued to think until a certain pony, a certain lavender unicorn that she had had a crush on for ages crossed her mind. She said to herself, "That's it! I could go visit Twilight because I know she's single! Perhaps if I dress sexy enough, I could see if she'd be interested in us studying together maybe something would happen!"
Once she thought of that, she knew who she wanted. She had decided that she was going to go after Twilight and try to seduce her. She knew that she would have to dress to impress so she headed to her closet and began to dig through her clothes. With the exception of what she wore when she was in college, she had next to nothing in the way of apparel that had any sex appeal.
It took her a while but after fifteen minutes of digging, she found her clothes that she had planned on throwing out a long time ago. As she picked them up she couldn't help but remember the days when she and her girlfriend would go out clubbing and seducing as many mares as they could. She smiled and said, "I just hope that if I can do this, I'm just as good now as I was then." She then examined her clothes more closely and added, "And I hope I can still fit into these!"
After several minutes of reminiscing about her more exciting past, she slipped her clothes on and surprisingly to her, they still fit as good as they did the last time she wore them. Once she was dressed, she stepped in front of the mirror and couldn't help but admire herself until she noticed something different, her breasts. She grabbed them, pushed them up like they were back in the day and cheered, "That's more like it Cheer, now let's go get Twilight!"
As she headed for the exit, she couldn't help but feel a sense of confidence and more importantly, she felt young again. She began to realize that for so long, ever since becoming a teacher, that she had lived a mundane and boring life. She felt like she had missed out on so much, she felt like too much of her life had been wasted being rigid like a teacher should be and she knew that while she still had sex appeal that she may as well take full advantage of it.
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