Pipsqueak gets all the Ladies

by MetalBrony823

Pip and Spoiled Rich

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Another day has passed, and Pip was out hanging out with Diamond Tiara at the Pet Store. Both colt and filly were having a nice time together. While taking a stroll down the road, Diamond Tiara still had some feelings of guilt for bullying the so-called "Blank flanks" in the past, even though she and Pip, along with the cutie mark crusaders are pretty much on great terms more than they used to be.

While looking around at his surroundings, Pip noticed a mildly sad look on Diamond Tiara's face, and frowned instantly himself. "What's the matter, Diamond?" he asked her with concern

"Yeah, i'm just fine." she replied. "I was just... thinking about.... well... you know, I- how I was mean to you and the other blank- i mean, the foals without their cutie marks. That sort of thing." then she bowed her head in guilt. "I know I am a much better pony now, but I still have that little... monster inside of me."

"Oh Diamond Tiara." Pip said with a smile. "You're not a monster." Then she wrapped his hoof around her back. "It wasn't your fault, it was your mother. If anypony is to blame, it's her."

"Yeah, I know." then she made a growl. "I just wish that I can make this monster go away, Pip."

"You don't have a monster within you, and you didn't create it."

"I know, I know."

"Hmm, perhaps a little time at the pet store can help you with that, and of course of your new friend Pip, that's me, will keep you company." this made Diamond Tiara smile. "Animals can calm even the angriest, or the most stressed ponies ever."

She smiled even bigger. "You're right. I always wanted a pet, but mother doesn't really want me to have one, because she thinks they are not... clean enough."

"Hmm, well that's fine. Fluttershy taught me about how animals calm soothe a pony's soul. And how a certain animal is like a mini you."

Diamond Tiara was rather fascinated by this information. "That's interesting. I never would really guess that."

"It's true." Then they made it inside the pet shop, and it was packed with many types of animals that could be kept as pets, dogs, cats, parrots, hedgehogs, hamsters, guinea pigs, bearded dragons and more. "Me and my parents would always come here once in a while, like when they are not busy with house stuff."

"Wow. This place looks really amazing." Then she looked over at the puppy pen where she heard many of them barking playfully. As soon as she walked over to the play pen, the puppies excitedly went up to her and place their front legs on the wall, wanting to be cuddled and played with. "Aww, hello."

Pip was happy to show Diamond Tiara this place, and hoped that her evil mother would not find both of them here. In his head he thought to himself "Ah, who am I kidding, Spoiled Rich wouldn't even bother trying to find us here."

Then he went with Diamond Tiara, and played with many puppies that consisted of golden retrievers, hounds, Pomeranians, German Shepherds, and more. Both foals were having a really fun time playing with them.

For Diamond Tiara, it was a whole new experience, like the things she always wanted, along with friends. Next, they both moved onto the kittens, and the birds, then the smaller animals.

Both wished that it could last forever and ever. Inside, Diamond realized that Pip was right about animals calming her down like this. It was almost as if her worries and problems had completely left her brain. As time went on, and after they were done, they decided to look at the more exotic creatures living inside the place, at least until somepony wanted to purchase it.

The door went open and the bell jingled. "Diamond Tiara!" said a mare's voice. Both of them looked back, and recognized who it was. It was none other than Spoiled Rich, Diamond Tiara's strict, pompous, yet beautiful mother. Turns out, she was looking for her daughter after all. She turned her head and noticed her with Pip. "Ah, there you are." then she walked over to her.

"Hello, mother." her daughter said in defeat. "What brings you here."

"Well if you must know, I-" then she noticed the colt, giving a nervous smile. "Oh, hello, Pipsqueak." She tried her best to sound friendly to him, but held some disdain towards him because he wasn't rich like her, or her family. "I suppose you wanted to show my daughter what it is like inside a pet store?"

"Uh-huh."

"Hmm, how quant." Then she turned attention back to her daughter. "You know better not to come,e into this.... hovel. All of these..... animals all around us."

"But mother, we were having fun, and besides, animals do get baths."

"Well, no matter. Normally I would give you a talking-to for doing this to me, but, I suppose I can make an exception, Diamond Tiara."

Her daughter definitely was not expecting this from her pompous and egotistical mother. "Really?"

"Yes. You see, I know how much you asked me about wanting a pet on the mansion, and.... perhaps I should consider getting you what you want."

This made Diamond Tiara bounce on joy. "Really?"

"Indeed. But not today, perhaps some other day would be good when me and your father are not so busy."

"Oh thank you, thank you, thank you!" Diamond then squeezed Spoiled so tightly with a hug, that it made her suffocate a little.

Then after she broke away, Spoiled Rich looked at Pip again. So, do tell me, Pipsqueak, do you spend a lot of time with my daughter?"

"Well.... not as much as the other friends. Anyway, I see that you wouldn't want me to interest with her because I am a.... commoner to say the least."

"Oh nonsense." Spoiled chuckled. "Why would you say that?"

"Well, remember at school elections where you called me and everypony low lives and all?"

"Ah, right. But that was on the past, this is here and now."

"Fair enough."

"You see, I am trying my best to be as nice to everypony around me as possible. And not to mention that Filthy Rich told me that if I could not try to get along with other ponies who are not.... sophisticated like me, he would divorce me before I could say no."

"Really?"

"Yes. And besides, then she walked up to him, and gently smushed her face against his own "you are quite adorable. The hair on your mane, and that handsome, adorable face."

The compliments made Pip hardened again. He sensed some fooling around coming on with this beautiful rich mare. "Oh well."

"And another thing. How would you like to come to my mansion with me?"

It made Pip even more excited hearing those words. "What for?" He asked to hide his true emotions.

"Well, I just want to... talk to you about the relationship between me and my daughter." Then Spoiled Rich gently rubbed his face with her hoof, sending a chill down his spine with every touch. "So, what do you day, darling?"

Feeling more than eager, Pip smiled even bigger, and replied "sure, that would be nice."

Spoiled Rich made a smile of her own. "Good. Follow me." Then before Diamond Tiara could follow then home, Spoiled said "no no, my daughter. Not you. This is between me and Pip alone."

"Are yoy sure?"

"Perhaps you are questioning your mother's authority, young lady?" She asked her with a raised eyebrow, looking quite strict on her face.

"Oh no, no, of course not, mother."

Spoiled Rich's demeanor changed as she happily said "excellent. Now, I hope you haven't forgot about that doctor's appointment with your father now."

"Diamond Tiara unexpectedly gasped "oh my gosh! I almost forgot about that. I gotta get to Dr Caramel! Then she dashed put of the pet shop in the speed of light before shouting "Bye Pip, see you later."

The colt was impressed by how fast she was running off like that. She was like a cheetah the way she runs. "Okay then, let's go, Mrs Rich." Pip said.

"Wonderful."

As both of them headed off, Pip was starting to become a little worried about this. Spoiled looked like a beautiful mare, but he is worried she might be to harsh on him when he gets to the mansion. Another thing was that if her husband, Filthy Rich was there, and might figure out what's going on.

Feeling curious, Pip then asked her "um, Mrs Rich, why are you being so nice to me? I mean, i'm thankful for that, but I thought you always despised me in some way."

"Oh Pip." She said "sure, you might not be as rich as me or my family, but I do not necessarily hate you. As a matter of fact, when I got a glimpse of you back in the school election, I thought you were the most handsome foal. Why would you think I hate you?"

"Well, I remember you calling me, and my friends at the school insignificant lowlives and all of that at the election for class president."

"Ah, that. I did not mean what I said.... at least about you. I was only upset that Diamond Tiara didn't win the ranks for class president. I'm sorry if I called you that."

"It's okay."

Then they both finally arrived at the mansion. "Here we are." She sang. "I have reckon you have been here before, right?"

"Uh-huh. Diamond Tiara showed me this place before and hung out with her here before "

"Hmm, yes she did tell me about that."

Pip raised his eyebrow and looked at her "she did?"

"Yes, normally, I wouldn't really allow.... what is the proper word to say it? Commoners like you inside without consulting with me or my husband forst, but, in your case I will make an exception."

"Yay!" Then Randolph the butler came outside through the large doors, and politely left it open for both of them.

"Good day to you, Mrs. Rich. I made you some nice tea as usual, mistress."

"Oh nip it, Randolph." Said Spoiled in a mildly stern voice. "Have you remembered to water all the plants in the backyard like I told you too?"

"No."

"Well get right to it you dunce!"

"Yes ma'am, right away." Then the butler hurriedly went to work with the task his co-boss gave him.

"Sorry for that. Randolph can be a little incompetent."

"Is Mr. Rich home?"

"No, my husband is out collecting more zap-apple jam from the apple residents for us before they sell it to all of Ponyville. Why do you ask?"

"Uhhh, just asking." Pip fibbed.

"Very well." Then she gave a seductive smile to him. "Come with me to the master bedroom." This made Pip even more excited, and his heart began beating even faster than before.

"Sure." Pip felt relieved that Spoiled's husband wasn't there to witness the soon-to-be fun they will be having real soon. The master bedroom was really large, way larger than Diamond Tiara's room. The bed she and her husband slept in is probably the largest in all of Ponyville.

Now he wished that he had a room this big, so that way he can have a harem of many beautiful mares, including Spoiled Rich. "Here we are." She sang. Then she closed the door and locked it. "Tell me, what do you think?"

"It's so amazing."

"Indeed. Rich ponies like moi can afford the best there is in all of Equestria."

"What about the princess'?" Pip asked

"Oh nothing can really compete with them of course. We all humbly respect them."

"True that."

"Now then, I know what you did with my daughter the other day." Then Pip blushed, with his cheeks fuming a tomato red.

"You did?"

"Oh yes. I got eyes in the back of my head, you know."

"Wait, what?" Pip asked, feeling weirded out.

Spoiled giggled "I don't really have eyes in the back of my head, it's just an old saying I have been watching you."

"Oh."

And... are you mad at me?"

"Oh no. But, you were a very naughty, naughty boy." She had that seductive look on her face again. "And I must punish you for keeping this secret from me." She slowly motioned her face towards his and slowly touched his cheek with her tongue. It was so soft, and so wet that it made Pip hardened like a rock.

"Punish me?"

"Indeed. You see, I'm going to make you my.... pet."

His eyes widened after hearing that. "How is that going to work."

"Well first thing's first." Spoiled noted. Then she took off her clothes, naked. Pip was absolutely lovestruck by her body. She giggled, and asked "Do you like what you see, sweetheart?"

"yeah, I do." He replied, drooling slightly from his mouth.

"Good, good. Now, let me just pull out something, my adorable little pet." she kissed him on his forehead, and went in her drawer. While she was looking for whatever she was searching for, Pip got a good glimpse of her ass. Finally, she pulled out a large leash from her drawer, and turned around. "Here we go. Now, I am going to put this around your neck so you actually feel like my pet."

"Okay." Pip said. She gently wrapped the collar around his small neck, and clipped it on with a strong, and firm grip. The leash was rather short, but he was okay with it.

"Now, you will do exactly what I say, when I say it. Understand, my pet?"

"yes, Mrs. Rich."

"Ah ah ah!" she pulled on his leash. "I am your mistress. Please, call me mistress, alright?"

"Okay. What do you want me to do?"

"Come sit with me on the bed."

"Sure." Then Pip followed her on the ridiculously large bed, and it felt so nice, almost as nice as Celestia's bed when he was fooling around with her.

"Comfy, isn't it, Pip?"

"Very comfy." He agreed with her. "So, what do you want me to do?"

"Hmmm, let me think. Ah! I got it. She spread her legs out, and revealed her hot-looking vulva. The hunger and lust rose within him. "Oh ho ho, I see that you are already getting excited. Now, go on and lick right here."

Pip slowly mouthed his mouth towards her sexy pussy, and began to slowly lick it with his tender tongue. Spoiled was moaning and gasping with pleasure and ecstasy. She was so happy she brought Pip with her back to the mansion. "Yes! Don't stop!" she gasped at the top of her lungs.

"It tastes so good." Pip said in his head while still licking. "So sweet, so salty. I was right to say yes to her."

He kept on licking her vulva on and on and on, and then she exclaimed when she squirted her clear, happy juice from it. Pip's eyes went wide open, and felt the happy juice squirt on him. It was so amazing for him to experience this.

"Yes!" she shouted in pleasure. "That felt so heavenly!" and she was panting heavily. "For a commoner, you know how to please me."

"Thank you, mistress."

"Now, let me see what else we can do..." the put her hoof under her chin, thinking of other sexy things she and Pip can do together. Then she had another idea, and the seductive look on her face came back. "For being such a good boy, I will give you something in return, my pet."

Then she licked her lips and slowly engulfed his colthood. Pip smiled and sighed at the old feeling from getting a blowjob. As usual, it was so nice and so relaxing for him to experience.

"Don't stop mistress, please." He panted. Then he gently grabbed hold of her head with his arms. Her mouth felt so warm on the inside, and the breathing she exhaled made it more warm than before.

"Of course, just let me work my sexy magic."

It did take a little while, and Pip began to feel a small drop of sweat going down his face, splashing a drop on the bedsheets. After a long seven minutes, Pip was starting to feel the climax about to erupt.

"Mistress! Here I come!" Pip shouted in pleasure. Just like that, Spoiled Rich began sucking his colthood faster than ever, sighing and gasping from all of this fellatio.

Finally, Pip couldn't hold it on anymore, and ejaculated a volcano of cum in her mouth. Spoiled was having a lot more excitement from Pip than she expected to have.

Spoiled then slowly his colthood out of her mouth, and gulped every drop of semen down her throat. It was like milk from a cow, except, Pip was male, and not exactly tasting like milk of course, it only a little bit.

"Well, that was definitely delicious." She said happily before licking a small drop of cum from her lower lip. "That is good. Thank you so much, Pip for all of that sperm."

"No problem." Then he felt his neck collar being pulled, and yanked his neck. Pip choked a little, but a spoiled wasn't that hard enough to try and strangle him to death with the accursed thing. Nonetheless, a Pip was alright.

"I did not say that it was over, didn't I, Pip?"

"No mistress." He immediately replied in obedience

"Good boy, now there is one last thing to do." Then she gently pressed his small body on his back on the mattress. Still hard, Spoiled Rich took advantage of his by slowly inserting his colthood into her own vulva

This time, both of them were panting and gasping with pleasure. While enjoying this, Pip stuck his tongue and Spoiled began bouncing even faster and unexpectedly felt some warm semen squirting inside her.

Pip was shouting on ecstasy and Spoiled was doing the same thing. After th ,wet squirts, Spoiled slowly got off of a Pip, and took a while to catch her breath, Pip was doing the same thing as she was, and both panted on the bed.

"Thank you very much, Pip."

The colt smile in gratitude "you're welcome, mistress."

"You don't have to call me that anymore. Both of us got what we wanted, so there is no point on calling me mistress now."

"Okay." Then Spoiled Rich took the collar off of him, and put it back in the drawer where she found it on the first place.

"You did really well, Pip. I am proud of you. Say... can you gforgive me for all of the things I said to you?"

"Of course. Forgive and forget, that's what me dad always taught me."

"Wonderful." Then both of them hugged one-another. Pip was more than happy to hear that Spoiled
likes him more now.

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