The secret life of Little Apple

By Gwen Lovegood

edited by Prince Revan Darkseeker

Macintosh said goodbye to Apple Jack and Apple Bloom as he boarded the train bound for Canterlot. It was the slow season on the farm, so Mac decided to go visit his friend Midnight Magick, who lived in Canterlot for the weekend. He did this fairly often whenever things got slow enough at home so that a pony of his size wasn’t needed. Midnight was a good friend of his he had met on a trip to Canterlot a year or so earlier.

Midnight was the personal consort to Princess Luna (in other words when Luna needed a date for an event or was feeling frisky she could summon him to “service” her, think of it as a hired boyfriend). For this he was paid a monthly fee of 1,000 bits which would not make him rich, but would allow him to afford a moderately easy lifestyle.

Mac had often wondered what that was like to be at the princess’s beck and call 24 hours a day, 7 days a week, 365 days a year, at any time Luna could summon him to the palace to rut her all night long. And he’d be getting paid to do so. It was a job mac wasn’t sure he could do, it was too uncertain for his taste, he liked work that was more predictable and less random. Besides, he wasn’t really much of a mare’s stallion anyway. You see unlike what his family and most of Ponyville thought, these weekends with Midnight weren’t as much guy time as they had thought and he and midnight where far closer than just friends.

Midnight lived in a medium sized villa. About a block from the palace with his 2 Housemates Baby Boom. (Equestria’s leading adult foal play expert) and Tokyo Rose (a Pegasus with a knowledge and love of Japanese Animation that bordered on obsession.) They were a colorful bunch to be living together to say the least. But at least Midnights Housemates were discreet and didn’t judge. Which was very important. Mac had to keep his relationship with Midnight an absolute secret. Ponyville was a back water, where those of more odd tastes like his where not looked upon too fondly. As a result there were few in Ponyville who knew. The rest merrily believe that Midnight and he where guy friends with no romantic intent.

Mac thought his family would accept it. Well, most of them anyway, but he still never told them from fear of what might happen. Just imagine what Granny would say if she found out. Mac thought as the train sped along the tracks ferrying him towards his love. When the train arrived in Canterlot Mac grabbed the large duffel bag he had brought with him and began to walk towards Midnights villa. More ponies in Canterlot knew of his secret and it was a more progressive town so he could be a bit more relaxed about it here. But just as the ones in Ponyville who knew and all the ponies here who knew had been sworn to secrecy. Still mac was far freer to express his true self here than he was back home. And that made him smile, before he knew it his casual walk had turned into a joyful almost feminine skip at the thought of what the weekend would hold for him.

Finally he arrived at Midnights place and knocked on the door. He hummed a cheerful song as he waited on the doorstep for somepony to answer, finally somepony did, a dark blue Unicorn stallion with a long black mane and tail and piercing red eyes answered the door, Midnight.

The unicorn took one look and the stallion on his porch step and grinned an evil, devilish, mischievous grin. Mac Knew that look meant that Midnight had plans for them.

“Well hello there you” Midnight said “you ready for a weekend you will never forget?” “eeyup” Mac responded still smiling. Midnight stepped aside and opened the door wider “then get your flank in here.” He said.

Macintosh entered the villa, as he passed Midnight who was still holding the door open he felt a smack on his flank, a hard one, he turned and Midnight giggled. Mac blushed as he walked into the living room and set his bag down. Then turned to his lover.

Midnight’s hair was neatly combed into its usual hair style and midnights' eyes glowed with passion. The black pentacle cutie mark on his well-toned flank seemed to shimmer as Mac looked over the stallion now sizing him up. Or maybe that was just macs desire for him manifesting itself. “You’re dirty, grimy and not even fit to kiss my hooves!” midnight said in a voice half angry and half playful “This is unacceptable! You must never greet me looking so disheveled, you must be punished for this later.” Macintosh Gulped knowing full well the kind of pain Midnight was capable of when he “punished” others. “Go clean yourself up right now!” midnight said pointing to the bathroom. Without a word Mac picked up his bag and went into the bathroom. “And don’t come out till you sparkle like a good bitch! Little” Midnight yelled as Mac closed the bathroom door.

Little, Little Apple, that is what Midnight calls him. Macs heart filled with joy at hearing the name given to him by his love. Mac set his bag down in the corner and turned on the shower. As he waited for the water to warm up he unpacked his stashed feminine deodorant, shampoo designed for mares, perfume from one of the finest shops in Canterlot and lots and lots of makeup. That’s right this weekend he would be the prefect little mare for his stallion.

Then his eyes fell upon it, it was beautiful the new dress he had ordered from Rarity (who was one of the few that knew) just to wear for him. It was hot pink on top with a v neckline and three heart shaped glittery pink buttons on it that went down from the end of the neckline to the waste. The sleeves were short and puffy and had a delicate white lace trim at the waist. It splayed out into a bombardment of ruffles and lace.

Where it began the lace was the same hot pink color, but as the layers of lace moved down towards the tail they gradually became lighter and lighter, until they became the same white frills as the ones that where on the sleeves. It wasn’t a long dress, so it would barely reach Macs tail, leaving his ass almost fully exposed just like Midnight liked it.

The front was open so that if Mac stand on his hind legs while wearing nothing under it, you could see his full stallion hood. Mac smiled at the thought of walking out in this and showing it to his stallion. Maybe Midnight would be so mesmerized that he’d forget all about punishing Mac, Maybe.

Mac finished unpacking and climbed into the shower washing himself with the sweet feminine smelling products. It made him feel so girly, so right. Mac was careful not to miss even a speck of dirt or dust, because if midnight spotted it he would get it bad.

Once he was clean, he dried himself and set to work making himself as feminine looking as possible. He slathered on the makeup doing his best to hide his manly face. Then he combed his hair and tail and braided them. He then took up a pair of satin panties with white ruffles on the bottom and slid them on. Then the dress over that and to finish things off, a pink leather collar with a tag on it that read:

“Sissy”

“Little, Apple”

“If found, please return to her master for punishment”

On the reverse of the tag was Midnight’s name, Address and contact information.

Finally she was ready to face her master. Little walked out of the bathroom and back to the living room. Midnight and his roommates where sitting on the couch watching a show on the TV, one of Roses animes. Baby and Midnight Turned to see the dolled up pony standing in front of them. Babies jaw dropped. And Midnight grinned from ear to ear as he stood and walked over to Little. “Well well what a cute little sissy bitch we have here, just one more thing.” His horn began to glow bright red and Macs frame began to shrink and change.

He became thinner, his hips more rounded and he became shorter till he was about half way between the size of AJ and Apple Bloom. His dick also shrank till it was little more than a nub and a pink chastity device appeared over it. Midnight had turned the big strong Macintosh into the small effeminate Little Apple.

His frame was far more feminine, now he was still clearly stallion, but much closer to a mare’s body then a true stallions. Midnight circled his Little Apple eyeing her like a piece of meat and admiring his work. “Much better” he said and gave Little’s ass a firm smack. “I don’t remember this dress though is it new?” “eeyup” Little said realizing her voice was now higher as well. Still not a mares voice, but very very close. Midnight smacked her ass again, not a playful one this time but a hard one meant to hurt. “That’s yes master” he’s said glaring at her. “Yes master” Little said.

Midnight put his hoof on her and ran it up the dress feeling the ruffles. “Rarity has really outdone herself this time.” Midnight remarked. “She said it was the girliest thing she ever made” Little said. “I bet” said Midnight, he then leaned in next to Little and whispered in her ear “don’t think that will save you from the punishment you’re going to get for showing up to my house looking like a hobo though.” He then giggled under his breath as Little gasped. Midnight was always doing that, it was almost as if he could read her mind.Midnight grabbed Little’s ass and groped it with his hoof. “Mmm I so can’t wait to take you to bed, but first things first we are going out to show you off.”

Little sqweed in delight. she loved it when Midnight took her out. The humiliation of still clearly being a stallion in mares clothes was wonderful. “SSSSSHHHHHH!” Tokyo blurted out “this is the best part” she said as a duel between two pony samurai armed with ridiculously large swords began on the screen, midnight rolled his eyes. “Well I think you look lovely little, the height of femininity” baby commented. “You’re not getting her this time” midnight said with an almost irritated tone.

The last time Mac had stayed this long Midnight had let baby have some fun with her. Baby dressed her up in diapers and pink baby outfits and played with her like a foal. Little didn’t mind it, but Midnight had gotten annoyed as it had interfered with his plans for her. He had planned to fuck her, but baby had given her so much laxative that even after baby was finished she spent all her time in the bathroom. “Now we had better get going hun” midnight said as he guided little out the door.

They walked down the street towards a fancy restaurant and went inside. After coming in a waiter greeted them and took them to their seats. Midnight had requested a table in the middle of the place where every pony could see them. Midnight no doubt planned on making a show of little for everypony.

They sat down and Little picked up her menu and began to look at it when Midnight snatched it away with his magic. “I will be ordering for both of us tonight.” he said “you just get used to the idea of everypony staring and mocking you” he said grinning. Little gulped knowing full well whatever Midnight had planned it would be embarrassing. Midnight was the royal consort so he had little to fear from public embarrassment, he had the princesses ear so to speak.

Therefore Midnight could push the envelope much farther than any other pony could, and what others said mattered little. Little didn’t have the luxury of being that well connected, sure he knew Princess Twilight, but that wasn’t the same as being the special friend of Princess Luna. Mac Knew that nopony would recognize him like this. Little looked different enough not to be confused with big mac, but still his embarrassment would not subside, he was still a stallion in mares clothes and the most girlest clothes of all to boot. And he knew that everypony could tell he was not a real mare. Even now just sitting there waiting he could feel the eyes of some of the other dinners scanning him. He could feel the embarrassment rising by the second.

When the waiter came back midnight whispered into his ear the order, so Little couldn’t hear and the waiter left. After that midnight stared at Little grinning, it made Little uncomfortable. He then put his hoof on top of Little’s hoof “You going to be a good bitch tonight for me Little?” he asked. Little Nodded,“you going to do whatever master tells you?” Little nodded again, “good” midnight said and continued to grin and look at his Little Bitch, his Little Apple.

When the waiter came back he had 2 bowels of soup with him. Tomato it looked like. He placed one in front of midnight and the other one on the floor next to Midnights back hooves the waiter then went over and tied a bib around Little’s neck and left. Little sat there confused as Midnight began to eat. “Aren’t you going to eat your soup?” midnight asked and pointed to the bowel on the floor. Little knew what Midnight wanted her to do, she was to eat off the floor like a dog by his feet in front of everypony. Little was frozen at the idea “I said eat your Soup!” Midnight said strongly and that snapped Little out of it. She got down off her chair, walked over next to midnight and sat down on the floor next to the bowl, she then began to lap it up like a dog. “good girl” midnight said and brought his back hooves down to rest on her back.

Little couldn’t believe it, now he was using her as a hoofstool. Little Looked around everypony was looking at the two. Midnight didn’t seem to care at all but Little turned redder than usual before going back down and starting to eat the soup again. As embarrassing as all this was, Little knew it could get worse. Midnights favorite form of punishing her for not obeying him was a bare bottom spanking and Little knew from experience that Midnight wouldn’t hesitate to give her a bare bottom spanking Right here at the table in front of Everypony if she didn’t behave.

So, she enjoyed her soup it was tomato though it tasted a bit off no doubt midnight had the waiter put something disgusting in hers and wouldn’t tell her what till after she'd finished it. So she kept eating just as she finished the soup their second course arrived, hay stakes and a side salad, this time however, hers and his where placed on the table in front of him. Midnight looked down at the little bitch on the floor, then back to her meal.

He then hacked up a big Loge onto bother her stake and salad then placed it on the floor in front of her. Once again little knew it would only get worse if she refused to eat so she began to eat the spit covered food. At this many of the other dinners left other started to giggle and whisper things to one another. Once she was done midnight finished his food then ordered her to stand in front of him.

Midnight looked around to make sure the majority of ponies where looking and said “how did you like your soup?” “it was wonderful master” Little responded. knowing that any other response would result in an instant public spanking. “i'm glad because Silver platter, the owner of this place is a friend of mine and I asked him to make sure your soup was extra special, I had him make it so that every stallion on staff here jacked off into your soup. You, my little bitch just drank the sperm of all 7 stallions on staff here tonight.” He said loudly so all could hear. “And I have something more in mind for you, to pay Silver back for doing me that favor you will now go a clean both the stallions and mares room here before you head home tonight, and you will clean them With your tongue, have fun” midnight said, then took out a marker and wrote something on Little’s forehead before leaving. 2 waiters then escorted Little to the stallions room.

When Little got inside she looked in the mirror to see what had been written there in bold letters on her forehead it read “SLUT” that would make walking back tonight fun. Little then set to work Cleaning the toilets and bathrooms with her tongue as her master ordered. (if she cheated and used anything other than that he would find out and when he found out it would get much much worse.)

2 hours passed before Little exhausted and smelling of cum and sweat, stumbled in through Midnights front door. It had only taken her 1 hour to clean both the bathrooms, but on the way home a couple of stallions saw the writing on her head and decided to have their way with her. Midnight had strict rules that always applied to Little no matter what. one was that if any stallion at any time or place asked to screw her, she was not allowed to say no. Therefore when the 2 stallions approached her on the street she had no choice but to pull down her panties for ones cock and open her mouth for the other ones.

At any rate she was home now, she went in and sat down on the couch. No sooner had she sat down then Midnight came out into the living room. “I hope you enjoyed Dinner, because it’s time for dessert” he then waived for her to come to the bedroom. Little followed, once inside midnight bent over his bed. “You came back just in time, I used the bathroom just a few minutes ago and didn’t wipe just for you” He lifted his tail and slapped his ass “get to work” Little knew what he wanted and didn’t hesitate, she went right over to his ass and started to lick it clean.

When she was done she licked her lips and said “it’s clean master” and before she could even catch her breath Midnight had spun around, grabbed he and forced her mouth down onto his hard cock. Without thinking Little began to suck just how he liked it. “OHHHH YAAAHHH” midnight moaned and Little Began to suck “Id better not see any Shit on my cock once your done Bitch, or you will get one hell of a beating”

Little was unable to respond as her mouth was full of Midnight throbbing cock, then suddenly a familiar feeling came over her, she opened her eyes and saw that midnight was trying to shove a vibrating dildo up her ass but was unable to hit the mark, She didn’t blame him he was in bliss now with one hoof Little reached back and helped him guide it inside. It felt good to have a cock in her mouth and a vibrator in her ass and she sucked harder and faster.

If Little could have gotten Hard she would be as hard as a rock, this chastity device was torture. She sucked harder and faster and then it happened, midnight jerked and moaned and the warm fluid flowed out from his cock and down the throat of little apple. Midnight then went limp. After a moment he motioned for Little to join him on the bed, little crawled up next to him and laid her head on his chest. Midnight put his four leg around her in a firm yet loving embrace And began to stroke her hair. “Good girl” he said “very good girl” “I think I’ll hold off on punishing you till tomorrow I’m too tired now” he then pulled her in close and held her like a child holds their favorite stuffed toy, then drifted off to sleep.

Little laying there in the darkened bedroom in the arms of the stallion who had put her through so much embarrassment thought to herself one phrase, It was all worth it. The weekend had just begun and despite all he did to her and will do to her she knows he loves her. For here he is not Big Macintosh the strong thick headed farmer, she was his little sissy bitch, his plaything, his toy, his Little Apple.