Pipsqueak gets all the Ladies

by MetalBrony823

Pip and High Heel

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Three days passed since Pip fucked with two Ponyville executives in one day at Rumble's birthday party, and he was quite happy and proud of himself for doing such a feat. Probably not as proud as fucking with four of Equestria's princess before, but still. As of now, he was playing with the Crusaders again, and they were playing a game of catching a beach ball again, and the four were having so much fun playing together in Ponyville, on the bride in front of the convention center.

"Look alive Pip!" said Applebloom. "I'm passing it to you!"

"Got it!" the colt distanced himself and he managed to catch the ball with his nose and passed it to Scootaloo next. All of them were having so much fun and it went on for about thirty minutes and suddenly, Spike came running up to them, and had a power ponies comic book in his hands.

He was panting for breath and catching it while he saw to Pip. "Hey, Pip! you got to check out this Power Ponies comic that just came out today!"

Pip gasped and he looked at the comic. "No way!" he said. "The new comic where the villainess, High Heel, tries to take over Maretropolis?"

"And it's a limited edition comic!" Spike said. Both boys cheered and hugged one another. "And to think I would be the lucky baby dragon to ever have this."

"Very lucky!"

"In this comic," Spike began explaining a brief plot of this, "High Heel teams up with the Mane-iac and triesbro obtain the power of the gigantic disco ball called; the Death Ball!"

"That sounds promising." Pip remarked. "I am totally reading this thing."

"Uhhh, hello?" said Applebloom, "aren't you gonna play with us, Pip?"

"Oh right. Sorry, girls. I was distracted back there. Let me just put this somewhere safe before we resume."

"Sure, if the comic's that important to you, you should definitely try to hide it someplace safe."

"Wish I can chat with you more, but, Twilight needs me to send diplomatic letters to leaders across the Earth. See you later, Pip."

The baby dragon took off in a hurry like he was late for a business meeting.

"Sorry girls." Pip said. "Let me put this away and we can continue."

"No problem." said Scootaloo.

Pip then put the comic under a nearby bench so that nopony would try and steal it from him. He didn't know what else to do if he lost it.

After that, the colt went back to playing with the Crusaders.

Later on in the Day

It was almost bedtime, and it was eight-thirty at night. Ultimately, he decided go read the comic Spike let him borrowed, and after he was done reading, he saw the same insignia on the last, blank page and he read it.

Magically, Pip felt himself being sucked in the comic like the same wormhole that sucked him in with the Mane-iac in it.

Pip was okay with it, and he knew where this might go next. It took about seven or eight seconds, but he was sucked back into the city of Maretropolis and he was glad to be back in this fictional city.

He smiled and he was in a sidewalk. In this story, it was supposed to have High Heel in it, and he decided to go look for her and have some fun with her.

She looked like a hot mare to have sex with and her body looked nice too. "Now where is she at?"

Suddenly, a gigantic explosion was seen three blocks down across the street from where he was. It scared him at first, and he saw many ponies running away from whoever caused the explosion.

After all the ponies got past him, running for their dear lives, there was a silhouette that looked like a beautiful mare.

When the smoke cleared, he can see clearly that it was High Heel herself. He recognized the bodysuit she was wearing, and how her tail was tied into a knot like shoelaces.

"Hmmmm. That's her. Oh, but wait." He thought of something. "What if she tries to kill me if I walk up to her?"

He saw female hench-ponies come out of the building with bags of money on their backs. They all had unique hairstyles and some had manes that were shaped like Twilight's, Fluttershy's, Lyra's, Bon Bon's, and other families ponies that Pip has known his life.

All these henchmares were wearing red, sleeveless bodysuits and they had spiked collar around their necks.

He thought to himself that this could be a harem if these ladies want some happy juice from him.

"Hmm. I wonder," Pip thought to himself.

Suddenly, he felt something grab his body like one or two tentacles, or something similar to tentacles and it was like he was being hugged or constricted by a gigantic python.

"Pip!" said a voice that Pip recognized before. "How wonderful to see you again, sweetie."

It was Mane-iac. "I knew you would come back here one day. I just knew you would return!"

"Mane-iac." Pip smiled. "Nice to see you too."

"Oh, come here and give me a hug." Mane-iac even pulled him close to her and hugged him with her arms so tightly like her own teddy bear.

"How have you been recently?"

"Judt robbing valuable things and artifacts, stealing money, most things considered very chaotic and evil. Hehehehehe. How about you?"

"Just having fun with other girls."

Mane-iac mock-gasped. "Pip, you sly dog." she said with an amused look on her face. "Say, how would you like to meet my friend High Heel over there?"

"That email mare that just robbed... whatever that place is?"

"That would be the bank of Maretropolis, my boy." Mane-iac clarified. "And High Heel and her ladies would love to meet you."

"That's fine. It sounds fun!"

"Ah, Mane-iac." Said a mare's sultry voice. It was High Heel herself, and some of her mares were with her as well. She noticed Pip and she had a look on her face like a girl seeing a cute, fluffy puppy while window shopping at a pet store. "Who might this little one be?"

"High Heel. What a pleasant surprise. I would like to introduce you to the boy I told you about; Pip."

"Ahhhhh, so you're the one Mane-iac told me about." High Heel had an amused look on her face. "She told me you were cute and adorable, but this? You have a more cute face than I imagined."

Pip flushed.

"Yeah, I just want to hold you." said one of the hench-mares that was green and had a mane like Fluttershy's, but her mane and tail were a red color and not pink. "Can I hold him?"

"Of course. I would when like to tag along with you anyway, ladies."

"That is perfectly fine with me." said High Heel. "So Pip, Mane-iac tells me you like to do... naughty activities with mares. Am I correct?"

"You heard right." said Pip.

"Perfect. I have special plans for you. We'll have so much fun in my place, Pip."

Mane-iac gave Pip to High Heel and her girls had they were crowding around her like an adorable animal or a puppy dog.

"He is so cute." said one of the mares.

"I just want to sleep with him." said another with a stereotypical teenage girl voice.

"Well, you might get your chance, ladies." said their boss. "Come, there is much to do with this little one." then all the mares went to their secret lair, with Mane-iac following behind them. Their lair was a gigantic factory, or a warehouse that looked abandoned, and it was on a lone island, like some kind of castle in the middle of the river.

It looked like any other warehouse, and Pip really hoped that the inside was better than the outside of this place.

When they approached, the large garage door flew open with a loud bang.

Pip was gently being held by High Heel while going through this, and he saw that everything looked absolutely nice. On the far side of large warehouse was a golden throne made of a heart and some laces encrypted on it made of metal with cushions for comfort.

"Wow. This is quite a lair."

"I know. You like it?"

"I love it!" said Pip.

"Ah, of course you do." said a mare minion. "There is hardly anypony that doesn't like the interior of this place. I mean, we kidnapped the mare once, and he even admired it."

"Too much information, Glitter Gloss!" High Heel said.

"Sorry."

"Anywho Mane-iac, why don't you watch the fireworks I am about to give him?"

"That would be delightful. Just save some Semen for me, please. I am dying to taste his sperm again."

"Don't worry, my good friend. You will get your fair share of his cum." said High Heel. "Now, come here sweetie."

She placed him on a very nice and soft bed, and it had very fluffy blankets to make him more aroused.

"Now get in line girls. I go first." said High Heel. "Now then, let's begin." High Heelicked her lips and began sucking on Pip's hardened cock.

Young Pip was enjoying this so much and he laid down while he let this villainess perform fellatio on him.

Over the course of time, some sticky sounds were heard, and some of the mares were getting turned on themselves at looking at this, even to the point of masturbating with their vulvas.

After about fifteen minutes, Pip was feeling the orgasm rising in him and he ejaculated in her mouth.

High Heel was caught off-guard for a moment, but she began swallowing so much semen down her throat and she loved the taste of it.

Some of her mare minions ejaculated inside their suits after feeling horny, and some sounds of orgasms were heard across the warehouse.

Mane-iac was watching this the whole time and and she couldn't wait to get some of the action with Pip again.

He was sure feeling lucky once again that he was mating with a supervillain. Pip ejaculated in her throat about six times, and when it was done, High Heel said: "now, it is time for the Grand finale."

She slowly took off her bodysuit and small mask on her head and threw them on the floor near the bed.

Before thinking any further, Pip felt his cock being inserted inside Heel's vagina, and he was immediately turned on again.

High Heel was slowly sliding his cock in and out of her, and it felt tight, but in a good way of course.

Pip planted and his sex face turned on. High Heep knew that he would love this, and sue knew that there wouldn't be a single colt or stallion that didn't like this kind of sensation rushing through their brains.

This went on for about twenty minutes and Pip ejaculated inside without warning again, but, in the other end this time.

High Heel let out a lot orgasm from herself and some of the henchmares masturbating before let out their happy juices.

Pip himself, let out his orgasm and had his sex face on. As soon as thay was over, the other mares and Mane-iac decided to come on the bed and have their fun with him.

"Well ladies, this one is certainly a keeper for us all. Thank you for making me happy Pip. I have had sex with a lot of stallions in the past, but you? You take the cake for this one."

Pip panted and he wiped a few drops of sweat from his cheeks, and he replied: "you're welcome, High Heel. And thank you for making me happy as well."

"No problem. As a reward, I am letting you bang my minions too."

"Awesome!"

Pip felt himself being cuddled and hugged by these lovely hench-mares and he felt like he was in an orgy heaven right now. He was given fellatio and even had his penis and scrotum tickled by tails here and there.

Something says Pip will have a very goodnight sleep once he gets back to his home.

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