Pipsqueak gets all the Ladies

Mane nights have passed since Pip got it on with Aloe and Lotus Blossom from the spa. It was already midnight and all of Equestria was aslee, including young Pip on this beautiful nights the moon was shining so brightly on the earth's soil.

While in his sleep, Pip was dreaming about Princess Luna again, and it was indeed, a wet one. Pip tossed and turned in his coders while hugging his small pillow, moaning and sighing in his swarm, soft slumber in a very adorable position.

"Oh princess Luna." The colt moaned to himself. "Suck it right there! Yeah, that's the spirit!" In his dream, he was thinking about Luna giving him a very sexy blowjob and a rather wet one, too.

Then he suddenly ejaculated on the mattress, not knowing what what he just did. Tossing and turning, he panted with his cheeks blushing a tomato red. In his slumber, after he had enough pleasure from his wet dream, he was sighing while dreaming once again.

Out of nowhere, an allicorn as big as Celestia appeared in a very quiet type of entrance with blue mist that looked like a starry he sky. Her eyes were a bluish, and the pupils were cat-like, as if it was something demonic or evil.

She had a dark coat with some blue on her flanks, and her mane and tail floated like flags just as Celestia's did, but this time, they were glowing a starry-night color like it was a piece of the sky itself. Smiling warmly at Pip, she gently stoke his body, and Pip sighed blissfully once again. To him, it felt so nice and warm like a puppy sleeping with him.

"Pip." She said in a song-song tone of voice that felt so soft against his ear. " On my way! On sweetie, wake up."

"Not now, mummy. School doesn't doesn't start for many more weeks. Tell Cheerilee that I have pneumonia." And he turned to the other side of the bed.

The mare giggled very quietly and said "oh come now, Pip. Don't tell me you do not recognize your favorite princess, herself, do you?"

It made Pip's eyes wide open hearing what she had said to him the last time, and immediately sat up, hoping to see Luna, however, it turned out to be quite the opposite. He recognized who this mare was, and was about to scream her name, but was stopped by a gentle shushing from her, and with a hoof covering his mouth.

Yes, it was none other than Nightmare Moon herself. The former evil allicorn that wanted to bring eternal light in Equestria, but of course, Twilight and her closest friends defeated her with the elements of harmony and turned her back to her good self. Of course, Pip wondered if it was still her, just physically different out of magic.

"Shh, it's quite alright, Pip." She soothed him. "It's only me." Then she gave him a gentle and tender kiss on his forehead with a violet lipstick mark on it, making him blush.

"Wait, princess Luna?" Pip immediately said in confusion while rubbing his head feeling quite puzzled. "Is that you?"

"I prefer to call myself Nightmare Moon." She corrected him with a seductive giggle.

"Nightmare Moon?" Pip said to himself. "Wait, I thought princess Twilight turned you good again with the elements of harmony?"

"Oh yes. But, I just thought I would become Nightmare Moon just for this one night." And close to her ear, she whispered to him "for you."

Blushing once again, Pip knew what was going happen next, even if it was technically Luna again, but that was okay, for there will be some thing really sexy and happening now. "Well, that would be nice." He said bouncing his eyebrows in a sly type of fashion.

Nightmare Moon felt like giggling again but didn't want to wake Pip's parents up, for if they saw her like this, then it would cause an uproar and get banished to the moon for another thousand years, or even forever. "Well, I prefer if we do it in a place more... private to say the least, sweetie." And she made a wink at him.

"Where?"

"Come with me. I will show you."

Feeling more than happy and eager to spend some quality time with his favorite monarch, he humbly stood next to Nightmare Moon and then she used magic from her horn to swiftly, and quietly teleport somewhere else from the bedroom.

It looked like a very comfy room with the room looking like a realistic night sky and a small moon to go with it, glowing in a full state. There was also a torture board that had cuffs in the size of s colt about Pip's size would fit.

"Wow, where are we?"

"My own brothel. So, shall we begin with the sex, Pip?" Nightmare said seductively, using her tail to tickle Pip's scrotum. Indeed, the feeling was rather ticklish and it made him hard again. Kticing his large dick, she said "ooh, I will take THAT as a yes." And she chuckled once more.

Without warning, Nightmare Moon used her magic to gently and softly pick the colt up and restrain him on the torture board, and cuff all his limbs with a loud clang heard about four times. While trapped he was in a sitting position with his arms raised and feet on a soft purple pillow.

"Here we go." Licking she lips, she pulled out a milking machine and gently put it over his shaft. It was rather tight, but it wasn't exactly tight enough to make Pip chafe on his colthood. As a matter of fact, when he felt it, he felt like twitching in pleasure. Giggling, Nightmare Moon turned on the machine and the part that trapped Pip's dick began to rumble, and it made Pip moan and twitch in complete ecstasy.

Every time Pip was squirming around, it amused Nightmare Moon even more and she chuckled even louder. The shaking from the vibrating tube felt so good, and it almost made him feel like a cow a little.

"Yes, squirm for me, sweetie." She cooed, walking up to him. Then she gently rubbed his small chest with her hoof and her face, trying to hear his heartbeat. "Oh my, it is beating like a drum, maybe you might make milk even faster than I expect it to be."

"Ah! Hopefully, I will!" Pip gasped.

Finally, Pip ejaculated a big gallon of cum right into the tube and the white liquid flowed and oozed inside.

"Ooh, look at all that cum." Nightmare Moon observed. "It is so much for a young colt like you."

"But you said it yourself, I'm growing up." Pip panted

"Oh yes, of course. It's perfectly okay." And she looked at the tube with running semen again. "Marvelous, just marvelous looking at this handsome amount of cum you have within a small body like this one."

After he was as done, he filled so much semen into the machine that it was already full. "That was so good." He painted with his tongue out.

"Don't think it ends here." Said Nightmare Moon with a chuckle. She pulled out a set of five soft brushes. Giggling again, she used her magic to swirl the brushes all around his dick and scrotum, and even went as far as to tickle his feet while he was so helpless right now. "Hehehehe. So cute." She giggled

"Oh my Celestia." Pip gasped and twitched himself in pleasure. "That- that feels too good!" He shouted while gritting his teeth.

"Shhh, try to hold it in for quite a long amount of time, sweetie. For your favorite princess, hehehe" and then she began tickling his private parts faster than before, making Pip squirm and his heart pounding again.

It didn't take long for Pip to ejaculated even more cum out of his dick, shooting in the air, on the floor with sounds of liquid dripping being heard across the room of the brothel.

"Very impressive." Said Nightmare Moon. "Most impressive." And an evil grin appeared as she pulled out what it turned out to be a cockring, and slowly slid it on Pip'a shaft. "Here we are. Now you can't cuff. Even if you want to. Go on, let me hear you scream." She co tinned tickling and giggling mercilessly.

Oh it was so much to bare for Pip. Nightmare Moon did seem a little more cruel than Luna and he could do nothing but twitch and moan as The mare of the moon was tickling his penis and scrotum some more.

For a long thirty minutes, after still tickling, Pip felt like his penis was going to explode, and yelled and grunted. "That feels so good. I'm gonna-! Ahh!'

"Shhh, just hold it in a little bit longer, sweetie."

"O-okay! Ah!" Then she went on and on and then finally. She decided to let him have a break and stopped tickling him, and pulled the ring off of his cock. Just like that, Pip came even more semen than before, and Nightmare Moon felt more than happy to put she mouth in front of it, and felt the oozing cum squirt inside of it.

"Sweet Celestia!' Pip grunted and panted to himself again.

"I knew you would love it."

"Yeah! I do love it a lot!"

"Laughing at his enthusiasm, she said "now I just need to give you head." Then she licked her lips and slowly engulfed his entire shaft in her mouth.

Sucking it away, Pip felt the hardness coming back to him instantly. Her tongue felt so nice and slippery, and Nightmare Moon was being careful not to nip on his head so hard, for she has some sharp teeth in her mouth.

"Wow, Pip you have done it again." Luna thought to herself. "I am so glad i taught yoy what it is like to love a mare."

KS sing it three times tebderly, Nightmare Moon swirled her tongue around the head to make him even more excited.

Pip was as happy as ever given this type of treatment again. Honestly, he didn't think he would do it with Nightmare Moon, but he still loved it anyway.

"Oh." The colt moaned loudly with ecstasy. "I am loving this!" He said with a smile, still gritting his teeth. His head was a little lost with the pleasure that Was rushing through his system, but he really loved the feeling. Every stallion and colt loved the feeling of this moment happening.

To Nightmare Moon, he tasted so delicious, and the taste was so sweet and a little salty to go with it, and Luna wasn't really into very salty things, but in Pip's case, she made an exception. As more sticky and wet sounds were heard throughout the room, Pip slowly felt the climax about to rise about again.

Gently grasping her favorite Princess' head, Pip grunted and twitched as Nightmare Moon began to suck even faster than before.

"Oh my Celestia! It's coming again!" Pip warned once more. All of a sudden, he erupted inside her mouth. It was so much that some of his sperm was leaking out of it, dripping on the floor. Nightmare Moon moaned and gasped as she tasted the delicious semen inside of her.

"So bitter, and yet so delicious." the Mare of the Moon thought to herself. Swallowing every last drop of it, she slowly took his cock out of her mouth, and panted.

"So amazing." Pip panted wit a smile.

"I couldn't agree more, Pip." Said Nightmare Moon.

Seeing how dizzy he must be right now from all of that ecstasy rushing through his brain, she decided to set him free from the little torture board. However, just because she set him free, doesn't mean she was finished with him just yet.

Pip's legs were starting to shake, but no, Nightmare Moon still sensed a lot more fight left in him. She knew that he wants more of this and didn't want this to end just yet. Luna still felt so proud of teaching him the most beautiful thing in life, and thought he turned put to be quite a lady killer. Of course, mares can never get enough of Pip's Trottingham charm and adorableness, not even the princess of the night.

"Well Pip, I am so proud of you." She said so softly to his ear. She gently rubbed her hoof against his small, precious little face. "Look at how much of a mare magnet you are, and...." the Mare of the moon made a tear of joy in her eye, wiping it from going down her cheek. "You grow up so fast."

Pip flushed. "Thanks. I love you, Princess Luna- I mean, Nightmare Moon

"I love you too, Pip." Then she gave him a great big hug and Pip embraced the warmth of her, both feeling more than comfortable.

It was a very precious moment between these two, and both wished this would last forever.

"Well Pip, we can do one last thing before I send you back to your bedroom."

"Bring it on!"

Nightmare Moon chuckled at his enthusiasm, and had a seductive look on her face. "Stand up for me, please dsrling?"

As the colt did what she told him to do, she showed him her beautiful ass, but I was a little out of reach for Pip to plug in. Nightmare Moon decided to do something about that by using her magic to gently lift him to her level and slowly slid his cock inside her wet pussy.

The feeling felt so good and heavenly for Pip, and stuck his tongue out in pleasure. "Go on, thrust yourself within me." She said.

Just like that, the colt began thrusting his dick inside of her hot body. Nightmare Moon began panting and sighing with a dash of moaning as she enjoyed the thrusts of one of her favorite subjects. "That's right, Pip. Shove it all the way inside of me!"

"Oh I will!" Pip gasped.

After a long while of thrusting, Pip began jabbing himself even faster than before, making Luna exclaim noises of ecstasy.

"It's Happening again, Nightmare Moon!" Pip warned one last time."

"Squirt it all in me!" She exclaimed. Nightmare Moon let put a loud orgasm as did Pip, both shouting at the top of her lungs.

When it was all over, both of them were very tired.

"That was fun." Said Luna. "Thank you so much Pip. I am so proud of you."

"You're welcome, your majesty."

"Let me get you back home now. " Then she used her magic once again to teleport Pip back to his house. Luna had the honor of tucking him under the covers like his mother would do for him.

"Thank you do mucu, your majesty."

"You are quite welcome, Pip. Goodnight." Then she gave him a tender kiss on his lips this time. "Sweet dreams." And finally she concluded by remarking "I love you."

"I love you too, Luna." Then Pip fell asleep and Nightmare Moon went back to Canterlot, changing back into Luna, feeling more than happy to make Pip happy again.