Cheating the Cycle of Life- A Padded Pony Collab

Cheerilee could barely contain her excitement, she’d been looking forward to this day for a long time. It had taken weeks of up and down pleading to get Big Macintosh to agree to another date, and Cheerilee was determined to make this date memorable.

She knew that Big Macintosh was shy, but she had just the thing to help him come out of his shell. It was a little something that he might be uncomfortable with at first, but in time he would hopefully grow to love it.

After checking to make sure everything was ready, Cheerilee waited in the living room of her house for Big Macintosh to arrive.

A few minutes passed, but just when Cheerilee started to think Big Macintosh had backed out, there was a knock on the front door. And she knew that it could only be one pony.

With a smile that could rival Pinkie Pie’s in terms of brightness, Cheerilee trotted over to the door and opened it. Standing on the other side, was that dreamboat of a stallion that called himself Big Macintosh.

“H-hello, Cheerilee. I’m… here for our date.” Big Macintosh greeted nervously. Cheerilee could tell it was taking quite a bit of courage for him to speak up.

Rather than prolong the uncomfortableness and awkwardness of the situation, Cheerilee took charge and kindly invited Big Macintosh into her house.

Almost immediately after Big Macintosh had gotten comfortable, Cheerilee asked him a question. “Would you be interested in playing a game with me?”

Big Macintosh replied with a quick “Eeyup.” but said nothing more.

“Good,” Cheerilee smiled, as she went to retrieve some supplies she would need for the game. “Just let me get a couple of things to make it more ‘interesting’.”

Big Macintosh remained silent, as he waited patiently for Cheerilee to return.

His patience was rewarded a few minutes later, when Cheerilee came back. But he was surprised at what she had brought with her.

There was an unopened package of diapers, clearly intended for fully grown stallions and mares. It was a bright green in color, with the brand name Silly Filly Diapers printed in foalish colors and lettering that looked like it had come from foals alphabet blocks.

There was also a medium sized container of foal powder, a baby blue pacifier that looked like it could fit into an adult pony’s mouth, a snow white onesie with cartoon animals printed on it, and a matching pair of booties.

Big Macintosh expressed his shock by doing something he rarely did, opening his mouth and talking “What’s with all the baby stuff?” he asked Cheerilee “Why is everythin’ sized up to adults? And what does any of it have to do with the game we’re goin’ to play?”

Cheerilee put the foal stuff on the floor, looked Big Macintosh in the eye, and said to him “We’re going to play a simple game of hangstallion. I’ll think up a word, and you try to figure out what it is. If you get a wrong answer, you’ll be punished. You get five tries to get it right. On your first wrong answer, I’ll diaper you. On the second wrong answer, the onesie will be put on. On the third, I’ll help you into a pair of booties. On the fourth, the other pair will come on. And on the final wrong answer, I’ll put the pacifier in your mouth, and you’ll be my baby for the rest of the night. How does that sound?”

“Sounds fair enough, I guess. So long as you don’t try to cheat just to get me into the stuff.” Big Macintosh replied.

“I won’t cheat, but I promise that I’ll stop if it makes you uncomfortable,” Cheerilee promised “Now, let’s begin the game.” And she pulled out a piece of paper, and began to draw a noose, as well as lines for the letters of the word she was thinking of.

Big Macintosh could feel himself starting to sweat a little. He’d already guessed wrong four times, and was currently wearing one of the diapers, the onesie, and both pairs of booties. He’d guessed a few of the letters correctly, such as ‘A’, ‘F’, ‘L’, and ‘T’.

Cheerilee had drawn a pony’s tail, body, and both pairs of legs. The next wrong answer would result in a head, which would mean a game over for Big Macintosh.

“Ready to guess again?” Cheerilee asked the stallion “Remember, get this one wrong, and you’re my baby for the rest of the night.”

Big Macintosh gulped, but part of him was strangely looking forward to being babied by his crush. That didn’t mean he was going throw the game, however.

“Um, is there a ‘D’?” he asked Cheerilee.

“Indeed there is, it’s right besides the ‘A’ in the first part of the word,” Cheerilee replied, and placed the letter in the correct spot “You only need to guess two more letters correctly to win. What’s your next guess?”

“Um, what about an ‘I’?” Big Macintosh asked.

Cheerilee frowned slightly, as she said to Big Macintosh “I’m sorry, there is no ‘I’ anywhere in the word. You are hung.” And she drew a pony head through the noose.

“What was the word?” Big Macintosh demanded to know, as the baby blue pacifier was inserted into his mouth.

“It was ‘Adult Foal’ and that’s what you’re going to be for the rest of tonight,” Cheerilee said with a motherly smile, as she hugged Big Macintosh “Thank you for not freaking out about this. Mommy promises she’ll take good care of her precious little gentlecolt.” And with that, she led him up to her room, intending to make the most out of the evening.

Her big baby was about to be in for a very big surprise.