The Game

With time as frozen as it was, it was impossible to tell when night was and when day was. I felt like now would be a good time as any to get some shut eye. Upon getting to my bed, I remembered that the princess of the night was sleeping right in my bed. Thankfully, she slept off to one side, allowing me to scoot in next to her.

I must have really done a number on her to put her out for this long.

I couldn’t help but find the slumbering alicorn in my bed to be very erotic to me, so I took off my boxers and lay naked in my bed with Luna. Feeling that I knew she would like it, I scooted closer until I was able to spoon with her. She was still out cold. Luna’s warm and fuzzy fur was very soothing, making her very easy to cuddle with. Feeling exhausted, I fell asleep within minutes.
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Hours later I woke up with by body shifting slightly, the sound of sexual moaning, and my hand dipping into something warm. I looked over as Princess Luna, quite awake, was forcing my hand into her wet, soft pussy with her magic. Knowing better than to stop, I began massaging the walls of her vagina with my fingers as they were led in and out of her sex. This surprised Luna enough into stopping and flying out of bed.

“Oh,” she mumbled, clearly embarrassed. “I didn’t know you were up.”

“That tends to happen when you use my hand like a dildo.”

That’s when it hit me.

Hand. Wetness. Warmth. Asleep.

I looked at my bed and saw a huge wet spot there. Luna couldn’t help but laugh. I hadn’t wet my bed since grade school, and this I felt embarrassed about. That’s when I remembered where I was in bed.

“Joke’s on you,” I chuckled, pointing at Luna’s back. My penis was sandwiched between both of our bodies as we slept, meaning that my piss didn’t only get the bed wet. Luna noticed a wet patch on her fur as well, turning laughs of joy into groans of discomfort.

“Shower?” I suggested. Luna immediately perked back up.
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After the shower, Luna walked be back into the room. She loved the new size of my dick, but she was much more used to it now, and she didn’t feel nearly as tired.

“Go get ‘em,” she told me, handing me the dice to the game. Without hesitation, I roll, prepared to face whatever laid before me. My roll ended up as four.

Mmmm.

The piece moved four spaces and the text appeared:

Ponyville's teacher will give you glee. Don’t be late with Cheerilee.

Well this oughta be interesting.

I was sucked in.
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I woke up outside the school where Cheerilee taught her class. I heard a bell ring, causing a mass of foals to unload from the building and to their homes. This made me feel good, seeing as how I wouldn’t have to bone their teacher right in front of them. I walk into the class to find Cheerilee grading papers.

“Oh hello,” she called in a chipper tone. “I assume it’s my turn.”

“You are correct,” I say. Suddenly, things began to start quickly. She led me to one of the desks and pushed me into sitting down. Given the size of the foals I could sit on the flat surface of their desks no problem.

“You have been a very naughty foal,” she moaned.

Role playing. Kick ass.

“Unless you can pass my test, I’m just going to have to fail you.” She put her two front hooves on the desk and looked me straight into the eyes. “Are we ready to begin?”

“Yes, ma'am” I sighed. Cheerilee took a pencil from her desk with her mouth and handed it to me, licking my hand as she let go. Her moist saliva began stiffening my dick. I turned one of the desks sideways and knelt down, so I could face her blackboard.

“You must write a hundred word essay telling me what you’d do to me. Then, I want you to ‘present’ it to the class.”

Sounded simple enough.

“Do you need a pencil sharpener?” she asked. She turned her rear towards me and showed me her marehood. I understood what she was doing here. I stuck the pencil deep into her vagina and moved up and down. Her lips began glistening with moisture as she moaned in sheer pleasure.

I wanted to save the good stuff for later, so I took the pencil out and began writing on a piece of paper kept inside the desks.
100 words was nothing. I had the essay finished in three minutes flat.

“Alrighty young man,” she chirped, “are you ready to present to the class?”

Despite the lack of people besides Cheerilee and I, I continued on.

“What I Would Do to Cheerilee,” I began. “If I had sex with Cheerilee, I’d lay her right on her desk, and eat out her succulent vagina. Once my mouth is filled with her sweet juices, I’d lather her breasts with my tongue and suck them with my lips.”

As she listened, Cheerilee had gone to her desk, laid on her back and began rubbing her pussy with her front hoof, harder and harder the more I read on.

“Once I was done, I would fist her and kiss her passionately as my fingers reach deep inside of her. With the mare all lubricated now, I would take no hesitation to jamming my hot, throbbing cock deep within her vagina. I would thrust in and out of her until she moaned loud enough for all of Equestria to hear. My penis would continue to drive into her until we both came, our secretions finally becoming one.”

Cheerilee stopped masturbating and called me over.

“What do you think you’re doing?” she asked.

“I’m presenting like you asked.”

“No,” she said, spreading her legs open so her marehood was right there for me to see. “That’s not what I meant by ‘present.’”

Catching her drift, I laid her back down on the desk. Before I could tongue her sex, I had an idea. I took an apple off of her desk.

“What are you doing now?” asked Cheerilee.

“Are you open towards extra credit?” Using a trick I learned on YouTube, I halved the apple with my bare hands. Cheerilee seemed to know what I was about to do, so she seductively smiled at me and laid back down to relax.

I cut the halves in half, leaving two quarters in my hand. Using my fingernails, I quickly removed the core and seeds, leaving a slice of apple perfectly edible for a human.

I slowly inserted the slice of apple into her vagina until the fruit was no longer visible. Cheerilee was already squirming, which must have meant I was doing a good job. Putting my face by her moistening sex, I licked up her vaginal lips. Cheerilee moaned in pleasure. As predicted, vaginal muscles contracted slightly, pushing the apple slice outwards a bit. I nibbled the piece that was exposed, my teeth rubbing against her labia, causing more moaning and sighing from the mare. Cheerilee’s vagina continued to push the apple slowly but surely, and I repeated the process until there was no more apple left.

My mouth now coated with both the apple’s juice and Cheerilee’s excretions, I ran my tongue over her breasts, nipping a couple of nipples with my bottom teeth, eliciting a cute little yelp from her.

Cheerilee was drenched in sweat. For a pony like her, I’s assume that she never got much action. I picked Cheerilee up by her back, having her sitting on her desk. With her sitting and my standing, Cheerilee’s lips were level to mine. My mouth met hers as I moved my tongue up and around her mouth. Like I wrote, I shoved my fingers into her pussy and massaged her insides as I continued to kiss her.

I didn’t want Cheerilee cumming just yet, so I took my fingers from her sex and my tongue from her mouth. I turned her over on her stomach, her marehood twitching in anticipation for the grand finale. I rutted her hard, causing her to scream shortly, although she nodded at me to tell me to continue. I continued pulling in and out, until I did my last act of spontaneity. I lifted her tail up, revealing her anus. I stuck my pointer finger inside of it like jello. As I pushed my dick into her vagina, I pulled my finger out. As I pushed my finger in, I pulled my dick out. I repeated the process, getting faster and faster.

I couldn’t take it much longer. With one mighty thrust, I pushed my penis in, hitting her cervix and coating her insides with semen. The force against Cheerilee’s vagina caused a cumming the like of which I’ve never experienced. Cheerilee’s juices flooded around my dick, and then she contracted her vagina as hard as she could, spraying every ounce of fluid from her pussy everywhere. The force even pushed me out of her and caused me to fall onto the floor. Cheerilee still laid on her desk, panting loudly, but satisfied nonetheless.

After a few minutes, she finally came around.

“A+,” she sighed.

“I’m ready to go back, Mrs. Cheerilee.”

“I bet you are. Oh, Celestia. I haven’t been rutted like that since high school.”

“I hope you enjoyed it as much as I did.”

“Oh, I did,” she said, batting her eyes. In the time I spent with her, I’d come to find Cheerilee extremely attractive. She then sat back onto her desk and opened up her legs for me. “Good luck.”

I surprised Cheerilee with another kiss, although this one was just a peck, as I continued kissing her down her body, rubbing my hands down her soft fur. I finally got to her pussy, and I stuck my face in, pulling me into her and bringing me back into my room.