Pipsqueak gets all the Ladies

by MetalBrony823

Pip and Celestia (or Molestia)

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A little later on, Pip and Fluttershy were all done with their sex, and called it a day for them. Meanwhile, Pip was laying on Fluttershy's bed. It was slightly almost bedtime for him, he knows because he is getting tired, mostly because of the sex. Fluttershy was laying beside him, still wearing the green unitard from before, gently stroking Pip's head as he was relaxing.

"Fluttershy, I know this might sound idiotic, but you did have fun with me, right?"

"Of course I did." Fluttershy answered. "It's okay, it wasn't a stupid question, she gave a cute sigh. "It was one of the greatest things I have ever experienced in my life." Then she gave him a kiss on his forehead, making blush tomato red once more. "I hope you really loved me tickling your cute cock."

"I did. I love it!"

The yellow pegasus was glad to hear that. She worried that the penis tickling was a little too much for him to handle, but, it turns out he took it just fine. "Good. If you're happy, then I am happy too"

"Great!" He turned to one side of the matress.

"Oh, and, thank you so much for bringing the basket over to me." Fluttershy added. "When you get home tomorrow, can you tell your mom and dad I said thank you tonthem, too?"

"Sure. It's the least I can do for a friend." Pip sighed. Soon after, Fluttershy stopped stroking his head and pulled him closer to snuggle with him.

"Thank you so much." Then she kept him close for a long period of time, sighing and kissing his adorable face once in a while. "So cute." She would say, over and over. "So, Pip?" She asked him

"Yeah, Fluttershy?"

"Have you ever did this with other mares before?" The question made Pip's heart sank, and his cheeks showing blood red than tomato, this time.

"Well..... no." He lied flatly. "Just- just you." He moved his eyes away from hers.

Fluttershy was not convinced by this of course, she could tell that he was obviously fibbing. "Oh come on, sweetie." She softly begged. "It's okay, there's no shame or anything to be embarrassed about." She wrapped her arm around him.

The young colt knew she wouldn't believe what he just said. He took a little breath and answered "can you promise you won't get mad at me? Please?" He made the puppy dog face, something Fluttershy could never resist, for it reminded her of animals.

She smiled at him "of course. I would never be mad at you for that." She winked at him.

Pip felt a little more comfortable. "Okay, I did it with Princess Luna, the cutie mark Crusaders, Twilight, Rarity, Pinkie Pie, Lyra, Bon Bon, Diamond Tiara, Nurse Redheart, Cheerilee, and Cloudchaser and Flitter."

The yellow pegasus was impressed that a colt like him is quite popular with the ladies. "Oh my." She said "you must be the luckiest colt in Equestria."

"I know, right?" Pip agreed, for she was not wrong. How could any mare or filly resist his adorableness and sweet personality. "They all loved what I was doing with them. I mean, I made them so happy, and they made me happy, too."

"I can see that." Fluttershy said.

"So.... you promise you're not mad?"

"Cross my heart and hope to fly, stick a cupcake in my eye." Fluttershy Pinkie promised. It made Pip laugh a little.

"Good."

The yellow pegasus whispered in his ear "I love you." Then gave him another kiss on his cheek.

"I love you, too, Fluttershy." He replied, kissing her back.

"Well, I think it's time to go to sleep, now."

"Ditto. Goodnight."

"Goodnight, Pip." She replied lovingly. She gave him one last kiss before she blew out her candle, and went to sleep with him, with her unitard still on.

The Next Morning

It was beautiful under the morning sun on this perfect new day in Equestria. The birds were chirping in a harmonious tone in Fluttershy's cottage.

The yellow pegasus was the first to wake up from her slumber. She yawned and looked at the colt, who was sleeping so adorably and peacefully.

"Aww, he looks so cute." She thought. "Oh i can just pick him up and snuggle him so tightly." The young colt turned away from her as he was still asleep. She gently whispered in his ear "good morning, Pip." The young colt began to stir back to reality. "Wakey-wakey." She sung

Pip softly grunted as he stretched while yawning and opening eyes. "Good morning, Fluttershy." He replied I'm a groggy tone of voice.

"Did you sleep well?"

"Yep." He yawned again. "Et vous?"

"Hmm-mm." She nodded her head. "I'm glad to hear that." She looked outside, in the morning light. "Well, I guess I should bring you home now."

The Colt's demeanor slightly changed. "Yeah, I guess so too." The yellow pegasus noticed the mild sadness in his voice

"What's the matter?" She asked him

"Oh nothing." He replied. "I was just having a good time with you yesterday."

"Oh, Pip." She sat next to him "it's okay, you know this is not a final goodbye, right?"

"Oh yeah, yeah, of course. But.... still."

Fluttershy looked at him with sympathy, the choice of letting a colt's spirit down was almost too much to bear for her. "Look, I noticed that you loved what you did with me. So, would you like to do this again from time to time?"

Pip's demeanor suddenly changed. "Oh yes!" he exclaimed in a happy tone of voice. "I would love to!"

The yellow pegasus was really happy to see him being happy again. "Good. Well, let me get this unitard off and i'll take you home." She winked

"Okay."

Fluttershy removed her one piece, sleeveless-in-the-front suit and put it in her laundry. "Oh, and, if you ever.... have fun with other beautiful mares, just enjoy it. You will have no worries at all." She remarked

"I will. I promise."

"Good. Let me take you home, now."

Then Pip walked back with her to his house where he belongs.


A little later on, young Pip was just having another relaxing day of summer in his house. Suddenly, the doorbell rung.

Braveheart was the one who answered it and it revealed to be Derpy. "Package delivery for Braveheart, Daisymay, and Pip." She said.

"Thank you, Derpy. Cheers." Braveheart said kindly. The gray pegasus flew off to carry on the rest of her job as a mail-mare. The father opened up the letter in the envelope, and he read out

Dear Braveheart and Daisy

I am writing you this letter to welcome you to Canterlot for the whole day today. Why am I sending you this letter yoy ask? Well, I heard that you never have been to Equestria's humble capital before. So, I would be more than happy to bring you, and your son, Pipsqueak to Canterlot. Another reason is that Pipsqueak always dreamed of going to Canterlot, and why not make his little wish come true? Me and my sister, Luna, really look forward to having you here in our city. If you decide not to, please let me and my sister know and we'll be alright with that.

You're beloved co-ruler, Princess Celestia

A letter? From the princess of the sun, herself? This turned out to be quite an honor from her to give out this invitation alright. "Pip, honey!" He called to the others

The mother ad Pip walked up to him to know what was going on. "Yes dad?" Pip asked

"What is it, darling?" Daisymay added.

"I have some wonderful news, Celestia gave us a letter."

"A letter?" They both said in unison.

"Yeah, she is giving us a full stay in Canterlot today!" They all cheered in excitement. Pio was the one most happy about it. "At the castle in the guest room!" He added. Then they all cheered even louder. "So we might as well get our bags ready."

"Right!" And in a flash, they all went as fast as Sonic the hedgehog to pack their things for Equestria's capital.

***

It was beautiful in the city of Canterlot. Many ponies in high society walking around in their fancy clothing, the cafes and bistros were packed with hungry costumers, and the castle was glittering under the sky.

"So, do you think they will let us in the castle?" Pip asked a little worriedly

"Don't worry, sweetie." Daisymay reassured. They will let us in once we tell them our names." Pip was more calm about this, for she was not wrong. The three looked around their surroundings and were really enjoying what they were seeing.

In front of the castle doors, there was Princess Celestia and Luna thenselves, accompanied by a couple of their royal guards to protect them. Pipsqueak was rather nervous to be meet Celestia. Of course, Luna was totally not a problem, but he hasn't met Celestia before.

"You alright, chap?" His father asked

"Just... a little nervous." He mildly confessed, pawing his foot at the ground.

"Oh don't worry. Princess Celestia is one of the nicest mares in all of Equestria, of course, she is a benevolent, and compassionate ruler, after all."

"Yeah. You're right."

They all stopped in front of Celestia, and Pip was absolutely stunned to see her in the flesh. The glittering, flowing mane and tail was like Lina's, unlike it being a color of the night sky, however, they were glittering like a rainbow. "She's so beautiful." Pip thought in awe.

Next, the family bowed to the sisters in respect. "Welcome, Braveheart, Daisymay, and Pipsqueak." Celestia greeted in her motherly tone. Then she walked up to the young colt. "It is quite an honor to meet you, Pip" she bent down to his level. I believe you and Luna already met."

"Hello, Pip." Luna said

"Nice to see you again. You're majesty." The colt replied.

"My sister told me alot about you, you know?"

"Like what?"

"That you are such a nice and sweet young colt, and how adorable you are."

Pip blushed "oh well, I don't know if I am cute." He modestly said.

"Come now, sweetie. There's no need to be embarrassed. It's okay if you're cute." Then she did something that nopony saw coming, she gave him a tender kiss on his forehead.

The parents went "aww." While the young colt cluster even more than ever. Pip was more honored to meet Luna's older sister.

"Uh- i- i-" he stammered, for he didn't know what else to say.

"Well, why don't we get you all settled in, hmm?" Then they all went inside the castle. Young Pip was impressed by the decor and interior. Sure, he may have heard of the castle being nice, but this, this is a whole new level.

"Pip." His mother said. Pip snapped out of his thoughts and looked at his mother. "Come on, dear, let's go."

"Sorry, mum." He replied, then he continued following everypony to the temporary quarters. Finally, it was the tallest tower in the castle, making him and his family even more special on this very visit. They all settled and unpacked their belongings.

"Welcome to the guest room." Celestia said.

"We hope you will enjoy our stay." Luna added.

"I'm pretty sure we will, you're majesties." Braveheart noted. "I think we will all like it here. Thank you so much for giving us this invitation here. It's a real honor to be here."

"You are very welcome, braveheart." Celestia replied. "Say, I wanted to show Pip something very special." she looked at him, then his parents followed after.

"What for?" the colt asked in a naive tone of voice."

"You'll see, sweetie." was all she replied. If there was one thing Pip loved in the world, it would be surprises. "What about mum and dad? Shouldn't they come with us?"

"Well, no. I mean, not that I do not like them, this surprise is all for you. But, don't worry, we will have a tour of Canterlot later, and the castle, I promise."

"Well, okay." he turned to his parents. "Mum, dad, can I please go with Princess Celestia and Luna? Pleeeeease?" he gave them the puppy dog face with his eyes looking like it was watering with tears.

The parents both chuckled. "Of course you can, chap." said the father. "We can definitely trust you with Princess Celestia and Luna, since they are both rulers of Equestria."

"Yes, but please, just be careful, alright, darling?" Daisymay added. "And stay out of trouble

"Oh, I always stay out of trouble."

"I know. I'm just saying because."

"Good. So, can we go?"

"Of course we can." said Celestia. Then the three went downstairs while the parents said by to him. After a little walk down the stairs, the princess of the day asked him "So, tell me, Pip. What do you think of Canterlot, and our castle?"

"I love it!" Pip said in enthusiasm.

The sisters chuckled at his response. "Good. It's so wonderful of you to join us, Pip." said Luna. "I was the one that suggested to Celestia that you and you're family should visit here."

'Thank you so much."

"You're very welcome." she replied.

"Say, how would you like a little tour of my own bedroom?"

The young colt gasped with delight. "I would love too." he replied.

Celestia's smiled grew even bigger. "Luna, can you please excuse us for a little while?" she asked her sister. "The surprise for him is more of a.... private matter." then she winked at her.

"Of course. Let me know if you need anything, sister." Luna replied, then she left the two alone.

Pip was a little confused "Why can't Luna come with us?"

"Oh, it's just something a little.... private. Just you and me. Is that alright with you?"

"Yeah, I guess. Let's go." Then he followed Celestia all the way to her room. It was a rather long walk, but it was worth it. He looked at it with awe. "Wow. This is so cool."

Celestia pulled out a rather peculiar perfume bottle from one of her drawers. "Say, Pip, I want your opinion." she said. "Does this perfume smell alright to you?"

Pip was a little confused, and he replied "I don't know, let me smell it and I'll tell you."

"Of course." then she sprayed it on his face.

"Hmm, it smells rather okay, like a cherry or strawberry." then he started to lose his senses, and felt sleepy, like when Bon Bon gave him that candy that put him to sleep and gave him a boner. "I feel... strange." then without warning, he fell down on the floor, fast asleep. He could hear a faint giggle from Celestia before he was completely out of it

***

Pip was awake, and began to stir. He looked at where he was, and he was in some kind of peculiar room. He couldn't move, for he was tied bond in a pink, furry rope on all four limbs to a torture board. It was kind of like a torture room, except it was more.... gentle, in fact, it was pink all over the carpet on the floor, so soft, and the wall was blue.

"Well well, look who's awake." said a seductive female voice. He looked in front of him and it was Celestia, with her crown off, and wearing thigh high socks that were pink and had her cutie mark on them. "Hello, Pipsqueak." she purred

Rights for this picture go to princesstwilisparkle@deviantart.com

Pip's cock was all hardened like a rock once again. "Princess Celestia?" he said. Honestly, he didn't know what else to say, for he was too focused on her beautiful body.

"Of course." she said. Celestia got off her chair, and walked up to him with her beautiful bedroom eyes. "Did you sleep okay?" she cooed

"Yeah. What.... happened?"

"That wasn't perfume, silly. That was sleeping gas."

Now the young colt understand what just happened. he understood what was happening now, turns out that he will have "fun" with Celestia on this very day "What.... is this?"

the princess placed her hoof under his chin, and answered "Well, Princess Luna told me about you having sex with her the other day."

Pip's heart was beating again. "You.... know about that?"

"Of course." she moved her face closer to his. "Turns out, you are being a very, naughty bad boy." she murmured. "And, a naughty boy like you deserves to be punished for what you did."

Pip gulped.

"Also, she told me that you fucked her real good, so I want to know if she is right about you. But tell me, do you like what you see?" she turned around and showed him her beautiful ass.

"I do."

"Good. Now, let me show you how I deal with naughty little colts like you."

"Like what, princess?"

"Oh please. Call me, Celestia if you must. I don't mind at all." she purred. "And I'll show you what I mean." she liked her lips, and engulfed his entire cock in her mouth, making him moan in pleasure. This had to be another one of the best things he ever experienced in his life. Of course, all the beautiful mares doing this to him were all great.

"Ah! Celestia!" Pip gasped. "That.... that feels too good! Ah!"

His cock is so delicious and big for a colt this small. She thought. Perhaps my sister was right about him. Ah, we'll see what happens next.

On and on, she continued sucking his cock, and licked the pre-cum that would leak out of him.

She stopped for a moment, and asked him "How do you like it?"

"I love it!." he said "Please.... don't stop."

Celestia giggled seductively again. "Alright, if you insist." and continued her sucking. It was so delicious, and hard. She could feel the veins in them, like he was angry or straining himself, or something like that.

"Celestia! I- I'm cumming! AHH!" then without warning, he ejaculated a load of semen in her mouth, a little more than some of the other mares he had sex with, except for Fluttershy, Lyra, Twilight, and Rarity. "Yeah. That felt good." he panted

Celestia gulped it all down. "You're cum tastes so good, Pip. Really sweet, and bitter." she said

"Thanks."

"Now, we move on to something else." she had a sly smirk on her face. "Now, don't go anywhere."

Pip knew, of course, that he wouldn't go anywhere since he was restrained like this, or was Celestia joking with him? Celestia pulled out a rubber cockring that Fluttershy had before, and gently put it on his shaft.

"Now, I don't want you to cum just yet. You see, I want you to enjoy holding it in as I do this." she used the magic from her horn to put it on his cock, making him gasp. "There. Better now, right? good. now, just hold still while I tickle you."

Then without warning, she pulled out a large feather, and began tickling his colthood all around, making him giggle and moan at the same time.

"Ooh. Are you enjoying this?" she asked him

"Yes! Don't stop!" he exclaimed, squirming around as he was being tickled.

"Oh, that won't be a problem." she licked her lips again. She kept on giggling while she was tickling. "Such a very cute and naughty boy." she cooed.

"Ah! Celestia!" he yelled again.

"shh, just relax and enjoy this." Celestia said really softly. then she hugged him while still tickling. "You're so cute when you're like this, you know?"

"I.... I do."

"Oh, I can do this all day." then she licked his face and chest a few times to make him more aroused than before, and it was working. "You taste so delicious." She purred.

The colt was a little weirded out, but was a little touched as well. "Thank you. Can... can I come yet?"

"Oh not just yet, sweetie." Celestia sang. "Just stay strong and enjoy it a little longer."

"Okay."

the tickling went so on and so forth, and Pip was doing his very best to hold it in himself, and was doing a very good job. Celestia had an idea, to make it even more enjoyable for both of them, she turned around to show him her ass once more while still tickling him with her magic.

Now Pip felt more cum wanting to escape from his colthood, and didn't even know that he can take it anymore.

Celestia noticed that he could not hold it in much longer and slowly slid the cockring off his shaft. Just like that, thanks to looking at her hindquarters, and the tickling on his penis, he ejaculated multiple times on the spot, panting and gasping.

"Oh my. You came so much." Celestia laughed. "You really loved it, didn't you?"

"Uh-huh." He kept panting. "Thank you."

You are ever so welcome, Pip." Celestia gave him a kiss on the lips this time, and wrestled his tongue with her own

"Really amazing."

"I know.' Celestia panted. Then she used her magic to u tie him from the rope restraining his limbs, and was free.

"Celestia i- I'm sorry of I had sex with Luna, and if I a, being naughty."

"Aww, don't worry, sweetie. I was just playing with you when I said you are naughty. I k ow you are a good colt. Luna told me so."

Young Pip was more happy to know that he is not a troublemaker. "Thank you, your majesty."

"Of course. I knew you would be all happy what I just did with you."

"You have some really nice socks, your majesty." Pip complimented

"Thank you so much, Pip. Such a sweet little colt." She gave him another kiss on the forehead. "I made these myself, and scratch.'

"Wow."

"I hope I didn't do too much on my cockring like that."

"Don't worry, you did."

"Wonderful. You did really well. Perhaps Luna was right about you all along."

"Really?"

"Hmm-mmm. You really know how to satisfy a mare.

The colt flushed a tomato red. "So, what about my mum and dad? What if they find out about this a?"

"don't worry, sweetie. You weren't out of it for a long time anyway, the gas only makes you sleep for an hour."

"Oh. Alright."

"Now come on, let's snuggle with eachother." She opened her arms. Ready to hug him like her own personal toy for bedroom. They both snuggled and kissed each other for quite a number of time, and Celestia would even tickle him just for kicks.

"You're majesty?"

"Hmm?"

"Can you please not tell my parents about this? and.... in case they ask, can we say it was a long tour of Canterlot?"

she giggled "Of course, Pip. That sounds like a wonderful idea."


Author's Note

Pip should call her princess Molestia now, considering the fact that she was trying the best she can to make him happy and enjoyable.

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