The Game

Once I got back, I thought I cheer Luna up with another good fuck in my room. When I got there, what I found really saddened me. My room was littered with used Kleenex, and Luna was lying on my bed making use of another one, blowing as hard as she could into it.

Her normally flowing mane was disheveled and her eyes were wet and red. Having noticed me, she tried to pick up each waded tissue with her magic and throw them away, but she noticed that the garbage was full, which explained the use of my room as a dumping ground. Knowing that I knew she was crying, she let it back out again.

“Luna?” I asked, rushing to her side. “What’s wrong?”

“The game’s going to end soon,” she sobbed. “If you leave, I’m going to feel so lonely again.”

“Lonely? What are you talking about? How could the princess of the night not be having guys lining up for you?”

“It’s not me they see,” she wailed. “It’s my alter ego.”

Alter ego? I see…

“I thought you proved yourself to everyone that Nightmare Night.”

“Apparently not. Stallions still cringe at the sight of me. That is, unless they’re fancolts, those disgusting cretins.”

“Listen, Luna. I won’t lose the game. Honest. Now come on, let’s get to bed.”

“Okay.”

I walk around and lay on by back, stroking my penis to get hard for Luna’s insertion. Once my dick is stiff enough, I allow Luna to come onto the bed with me. She stands over me, and then she gently slides her pussy over my dick.

As I feel her slit pulling my penis up and down, I look up, expecting to see her in her usual blissful self. However, she looks sullen and her eyes remain closed the entire time, moistening as time goes on. Suddenly, I can’t handle this. I could never have sex with anyone when they aren’t feeling up to it, and Luna was no exception. I roll over, forcing Luna off of me.

“What is it?” she worried. “Is it something I did?”

“Luna,” I confessed, “it isn’t fair for you to have sex with me if you aren’t enjoying it.”

“What are you talking about?”

“Luna, the whole neighborhood could see you crying, that is if time wasn’t frozen.”

“Shut up! Just rut me already!”

“Now, I’m certainly not going to have sex with you when you’re like this.” I got off the bed and went to the game.

“Where are you going?” she demanded.

“Out. Until you can control yourself, you aren’t going to fuck me, and that’s final.”

Before she could answer, I picked up the dice and rolled them. Eight. The piece continued to move, and I began to realize how close I was to the center gem. Looking at it, I had just seven more spaces to go before I would reach the center and win. I looked back into the center and learned of my next lay:

To the town of Appleloosa you shall go. Find Braeburn, and give him a blow.

Finally, I could use this thing.

“Wait!” cried Luna.

It was too late. I was sucked into the board.
_________________________________________________________________________________________

I found myself flying out of the door of a train where I landed stomach first into the wood floors of a train station. I quickly got up and brushed myself off only to be greeted by the beaming face of my next mission.

“Hey there,” he greeted with zest. “Welcome to AaAaAaAppleloosa!”

Great. This.

Like he did in Over a Barrel, he proceeded to show me around town, from the horse-drawn carriages, horse-drawn horse-drawn carriages, wild-west dancing, mild-west dancing, and everything in between. That’s when he brought me to the apple orchard.

“And this is where we grow all the apples to feed our town.”

“Braeburn.”

“And there’s the path we’ve cut for the buffalo for their stampeding grounds…”

“Braeburn!”

“Did I ever tell you about how that path came to be?”

Fuck it.

I took the gender-changing orb from a pocket that I had on my boxers and shoved it into his ass. It was small so it wouldn’t hurt him, but the act surprised him into shutting up.

“Now what in tarnation was that fo–” he said before he began to convulse on the ground.

He rolled onto his back and arched it up, seeming to be under some kind of stress. That’s when I noticed the flap of skin where the pony’s penis would be (I’m not a zoology major, so I don’t know what that is, blow me), began to recede into his body, where it was replaced by a pair of breasts. I then looked at the area around his anus, and sure enough, he was changing there too.

From about an inch or two below his asshole, the skin there began to slit from the top up, where it grew a pair of lips and a clitoris, forming a newly minted vagina, all of which I was finding hot as hell. I was half expecting his squarer muzzle to become more rounded like a mares, but the transformation seemed to end there. Braeburn got up and tried to examine himself.

“What did you do to me?” asked Braeburn.

“I used a sex-changing orb on you,” I answered. “It was your turn for me to fuck you, but you wouldn’t stop talking about your town, so I figured that would make a point.”

“I guess it did, but you know that you’re supposed to insert that orb orally, right?”

“No, I figured any orifice would work.”

“If you put it in the mouth, I would have fully become a mare, but since you put it in my flankhole, all you did was change my… well, anatomy.”

“Oh…”

“Why did you even want to use it on me anyways?”

“A long story involving a night on Ask Princess Molestia. Now, how about we try your new stuff out?”

“Um, okay?”

“Good. Back on your back.”

Braeburn did as he was told, a look of uncertainty on his face, not that I could blame him. I mean, it isn’t every day that you grow a vagina. Once Braeburn got himself comfortable, I spread his legs apart and began sucking and nibbling his new breasts. The initial feeling made Braeburn shudder in sheer pleasure.

“Wow!” exclaimed Braeburn. “Is this how women feel when I do that to them?”

“Not yet,” I said with a grin.

I took my mouth off of Braeburn’s tits and rubbed his nipples in a circular motion with my thumbs. Braeburn quietly and calmly whinnied as I massaged him. I then moved my head down to his haunches, getting a good look at his new pussy. I continued to move my head down until my lips were at the base of his tail.

I slowly slipped my tongue out and touched the skin of his tail with the tip until I slowly laid the entirety of my tongue over the base of his tail. Braeburn panted in anticipation over what I was going to do next.

I applied an ample amount of pressure once I began moving up. My tongue slowly slid over and slightly into his anus, eliciting moans and heavier panting from Applejack’s cousin. He was in for the real treat when I finally got to his vagina.

Having worked with Braeburn’s breasts, his pussy was gushing with excitement, making my tongue slip in nice and easy. As soon as I penetrated him, he let out a loud yell as he arched his back, hardly able to take in the pleasure I was giving him. I knew what I wanted to do with him later, so I decided to continued eating him out.

As I swished my tongue inside of him, I began to massage the inside of his anus with my left thumb while rubbing Braeburn’s breasts with my right. I could feel the inner walls of Braeburn’s pussy and asshole squeezing my tongue and thumb, respectively, occasionally. It was very apparent he was enjoying himself.

“Wait,” said Braeburn. “I’m going to cum.”

I ignored him, instead pinching one of his nipples with my index finger and thumb and giving a hard last lick at Braeburn’s clitoris, driving Braeburn over the edge. Braeburn’s orgasm cascaded over Braeburn’s anus and tail and onto the ground. I continued to feel Braeburn’s breasts until I felt them receding back into his body.

I looked at his slit, which began to close and seal itself back up. I then felt Braeburn’s dick rise from his waist where his breasts once were. Once his transformation was complete, he got up and confronted me angrily.

“Why did you make me cum?” he demanded. “That orb is only active until the pony changed by it climaxes. You still need to cum before your turn is over, and I don’t see you as a stallion-stuffer.”

“Actually…” I said sultrily. Braeburn turned around to see the smug grin on my face, causing him to smile.

“In that case,” he said, his ass raised in the air, “have at me.”

I ran up and inserted my erect cock into his anus, thrusting in and out. The vaginal juices that previously spilled over his ass made an excellent lubricant. Braeburn was weak at the legs (all four of them) as my cock plunged into him and into him again. I then laid myself over Braeburn’s back, giving me enough reach to grab Braeburn’s cock, which had crept out of the flap of skin, and jerk him off.

“Reach around,” commented Braeburn. “You’re so old-fashioned.”

My dick continued to penetrate the stallion as my hand pulled his own dick giving pleasure to the both of us.

Having been halfway excited when I ate Braeburn out, it didn’t take long for me to cum into him. Braeburn still had some more to go, so I continued to plow and pull him until he finally came, squirting his seed all over the ground. Having finally finished, we fell to the ground, lying down next to each other.

“If you don’t mind,” I said, “I’d like to go. I could be on my final turn now, so I’d like to finish sooner rather than later.”

“Oh, by all means,” agreed Braeburn, spinning around until his ass was positioned into my face. “Good luck!”

I shoved my face into his anus, sucking me in and bringing me back to my room.