Pipsqueak gets all the Ladies

A week later, Pip was playing at the Arcade with one of his colt friends, Button Mash, the colt with a smoking hot MILF. Both of them were playing a little game of Guitar Bro, and even though Button would have won since he is a video game master, it was Pip who was actually winning this match.

When the song was over, the results concluded that Pip was, indeed, victorious. Button Mash could hardly believe that he was beaten in a little game of Guitar Bro with one of his closest friends.

"Yay! I won! I won!" Pip cheered on, bouncing in victory. For Button, he was in utter disbelief that his lower jaw went down to the floor with his eyes wide open. "I can't believe I won!" Never has Pip felt more proud of himself then this moment. Of course there were the mares he had banged before, he was just as proud as those events happened.

"How... how did that even happen?" Button thought in his head. At first, he had a feeling of jealousy that somepony finally beaten him in Guitar Bro for the first time. He never lost to anypony in his entire life, until now. He realized that he was his best friend, and shouldn't be so jealous, and should be proud of him instead.

"Hey Button, good game. And don't it so personally." Pip said

His friend smiled at him proudly. "Good job Pip. You- you made me proud."

"Thanks Button." then Pip hugged him tightly as a token of his appreciation. Button felt the fuzziness and kindness rushing within him. It was as if his jealousy just vanished into thin air, forgetting about why he was even envious in the first place. He smiled and hugged Pipsqueak back to tell him "You're welcome."

"So, what game should we play next?"

"Headless Horse run?"

"You read my mind, chap!" then they all ran to the next game they wanted to play. Before Pip could get on, he was immediately stopped by a voice he knew.

"Pip," he looked over and it was Twilight Sparkle, the beautiful princess of Friendship, and she had someone with her. Pip was absolutely stunned to see this mare. She was a unicorn mare with orange fur, and a mane and tail that was red and yellow in them. He was a little lost for words. "Oh there you are, Pip." said Twilight.

"Hello, Twilight. How's it going?" Pip said, feeling a little shy because of this new mare.

"Good. I wanted to introduce you to a good friend of mine, Sunset Shimmer."

"Hello. What's you're name, kid?"

"Pipsqueak." he slowly replied to the mare. It was hard to concentrate because of her beauty. "but, you can just call me Pip like my friends would." he added

The mare smiled. "Nice to meet you, Pip." she said warmly. "I know Twilight already told you my name, but my name is Sunset Shimmer. It is a pleasure to meet you."

The colt smiled at her politeness "Nice to meet you too, Sunset." he replied.

"Me and Sunset were just talking about you." Twilight noted. Then she noticed Button Mash "Oh, hi Button, how are you?"

"Just fine, you're majesty." Button foolishly bowed to show her the deepest respect. The other three giggled at his stance.

"So, would you like to join us, Pip? Like over there at the tables over there?" Twilight offered the colt kindly. Pip's eyes went wide, hearing that offer. Then realized it would be a great opportunity getting to know Sunset Shimmer, and maybe bang her, too. he smiled and finally said "sure." then he turned to his best friend "Button, would it be okay if I hang with the ladies for a little while.

"That's fine." Button Mash said "I know exactly where this is gonna go to." then he bounced his eyebrows three times. Pip himself pretended not to know what he meant by that. Of course Button would know what was happening since he lives with a hot mom after all.

"Thanks." then he happily walked with the two ladies, and sat at one of the dining tables with them. All three made themselves comfortable on the chairs, and waited for at least someone to say something. Finally, Pip was the first one to speak, and asked "So, I haven't seen you here before, Sunset, where are you from?"

"It's a rather interesting story, Pip." she replied. She cleared her throat and began "I lived in Canterlot, like Twilight and Spike did before they came to live in Ponyville. I was once Princess Celestia's pupil like Twilight was."

Pip spat out his root beer hearing that last line, and was choking mildly

Twilight was patting his back so he can breathe properly again. When he was done, she asked him "You okay, sweetie?"

"Yeah." he made one last cough and then cleared his throat. "You were actually Princess Celestia's appreciate Tice like Twilight?"

"Yep." Then in a not so happy tone, she added "well, for a little while, until she banished me ato another world, a really different world."

"What happened?"

Sunset was a little uneasy, as if she didn't like to discuss it, and was silent about it, thinking if she should say something or not.

"Oh, if you don't like to talk about it, I un-"

"No no no, it's okay. I'm okay with it." Sunset reassured. Then she began explaining what happened in her past, like the fact that she was corrupted by the power of the elements of harmony, and tried to take it by force, but Celestia stopped her and banished her to a world with creatures called humans.

"Wow." Pip said. "So you were an evil mare?"

"Yeah." Sunset made a nervous chuckle. "So anyway, Twilight showed me that Friendship really is true magic, and made me realize I was wrong, and I looked at the horrible misdeeds I did at the human world. Now I am a totally different pony than I was before."

Pip smiled "that's good."

"Totally. So, I'm no longer evil or corrupted."

"Sunset would sometimes write letters to me from the other world to tell me what she has learned about friendship and all of that." Twilight added. "Occasionally I would drop in from time to time to say hi and visit her and my new friends in that world."

"Whenever you want to?"

"Hmm-mm. Well, before I made some modifications to the mirror which was the doorway to that world, I could only set foot in that place for a little while, and if I didn't get out of there in time, I would be stuck in that world for thirty moons."

"A whole month?"

"Yep. But, since I made the modifications to the mirror, I can come and go whenever I please."

"That's cool." Pip smiled. "So, Sunset, do you like to read books too?"

"Oh yes, of course. Well, I'm that big of a bookworm like Twilight is, or read hundreds of books per day of course."

All of them laughed again. "Sunset is gifted in magic like I am." Twilight added

"And... I kind of thought I was the... chosen one to say the least. But I guess not."

Then they laughed yet again. Pip had a sudden thought coming up in his head, and he said "wait, if you were banished, does that mean you can never come back to Equestria after what you did?"

"Well, not necessarily." Sunset clarified. "I just need to apologize to Princess Celestia and Princess Luna and have Twilight and Spike with me. She can explained to them how I have changed, and became a better pony than I wad before."

Pip was a little lost just thinking about how beautiful Sunset Shimmer was under low light. Her beautiful red and yellow mane flowing in the air. "She's so wonderful." He thought to himself. Then he realized that he was going too deep on his thoughts and snapped back to reality.

"You okay, buddy?" Asked Sunset Shimmer, feeling a little confused.

"Yeah, yeah. Sorry, I- I was just hinting about how the princesses' will forgive you for sure. I have met them and they are one of the most understanding mares of all time."

Twilight remarked "he's not wrong, Sunset. They will understand about everything for sure." Then she squeezed the orange unicorn close to her sideline touching her right wing. Sunset smiled in gratitude.

"Thanks guys." She said with a smile.

"Of course, and Sunset, I think you look beautiful."

"Aww, thanks Pip. You're really.... cute."

"He doesn't really liked to be called that."

"Nah, it's okay, Twilight." Pip noted.

Then Sunset gave him a kiss on his forehead. Twilight was thinking. "Aww, you are definitely one lucky colt, Pip. I can expect you guys to have some sexy fun." She thought of the time she and Pip had sex together, it was so erotic and arousing for them both. Twiligh hoped that she can do those kind of things with him again someday.

"Well, we might as well be going to Canterlot now." Said Sunset. "Come on, Twilight, let's get to the train."

"Of course."

"See you later Pip. Nice meeting you." The. She gave him one last kiss on his cheek this time, then headed out the door. Twilight stayed behind and gave Pip a seductive look with bedroom eyes, and said "see you soon, Pip." She whispered in his ear "let me know if you want to have more.. fun with me." And she made a cute, sexy giggle.

Pip flushed a tomato red shade on his cheeks, ad replied "sure" then Twilight gave him a kiss of her own. Then Pip went to play the game with Button Mash.

A little later during the day, somewhere in the afternoon, or in the evening. Pip was playing with his toys in his room. "Pip darling." His mum called to him. "Can you come here, please?"

"Okay, mum!" Pip called out to her. He stopped playing with his toys, and went downstairs to the living room.

Both his parents were just there waiting for him, sitting on the couch. Both of them were having their usual, happy faces on. "Ah, there you are, lad. We want to talk to you."

"Am I in trouble?"

Braveheart and Daisymay chuckled "oh ho, don't be silly, dear. You are not in any kind of trouble."

"Oh. What is it?"

"Well Pip, me and your mother are going out for a romantic dinner tonight at the Le chateau le dîner." Brav heart explained. "We we're going to ask Cloudchaser and Flitter, but turns out They are unavailable at the moment. So-"

It was just then the door knocked two times. "Ah that must be her." Daisymay noticed. She opened the door, and Pip could hardly believe who she was answering the door to, Sunset Shimmer.

"Hello, Daisymay." Said Sunset. "Braveheart. I'm here to watch Pip for you."

"Excellent Sunset Shimmer. Now please make sure that you feed Pip dinner. Wouldn't want him to got to bed with an empty stomach like a starving dog." All three of them laughed.

Sunset noticed Pip looking at her "hi Pip. Nice to see you again." She greeted.

"Hello, Sunset." Pip replied back to her, feeling more than happy to meet her once more.

"Oh you know each other?" Said Daisymay

"Yeah we met earlier today. Pip is such a sweetie."

"He sure is, Sunset. Well, let me get my coat and we will be off."

"Allow me, my sweet." Said Braveheart, getting the cost for her oik a gentlecolt. "Well, let us be off. See you later Pip. We'll be back around nine o' clock tonight. Is that alight with you, chap?"

"Sure, that's fine." Then both parents were out the door, leaving Pip along with this beautiful unicorn mare. "So, uh, you are going to make me dinner, right?"

Sunset made a cute giggle. "Of course, Pip, what would you like?"

"A zesty cucumber sandwich with extra pickles and mustard."

"Sure." She smiled, and went to fetch Pip his dinner.

After Pip was all finished with his meal, he was about to go upstairs, but then Sunset stopped him by saying "Pip." In a sing-song tone of voice. Just like that he immediately stopped dead in his track. "Can you come here, please?"

Pip knew what was going to happen next. He turned back to her and said "yes, Sunset?,

"How would you like to come have a little..... fun with me?" She made another cute giggle. Pip's cock began to harden again, already liking the feeling.

"Sure! That would be nice." Pip said in enthusiasm. "Wait, you know about what I am going through?"

"Of course I do, silly. Twilight told me about the time you and her had sex together. And I could already tell that you were taking a liking to me, right?"

The colt could not lie, so he admitted it by saying "yes."

"I thought so. But don't worry, I will make it worth your while, sweetie. Come with me upstairs." Pip promptly did what she told him to do, and followed her to his parents master bedroom. "Well, here we are. Oh! I almost forgot something." Then she closed the door and locked it before turning back to Pip.

"So, what should we do first?" He asked her

The orange unicorn then conjured up a rubber cocking with her magic and she slowly slid it on his member, making him gasp with ecstasy. "There, now I think we can begin."

"Do I have to wear this?" Asked Pip

"Of course. I want you to endure the fun a little longer as we play" then she licked her lips, still wearing her bedroom eyes. "Time for me to give you head." Then she began giving Pip a blowjob that felt really nice, and Pip could already feel the pressure pumping.

Sunset Shimmer began moaning, as the same for Pip who was gently holding her head as she was sucking.

"He's so delicious, even for a colt his age. I'm impressed." She thought to herself as she continued doing fellatio. "So big, and his veins are sailed as if he is so angry.

Pip began feeling the pressure about to come out. He wanted to let it opal out, but the ring around his member wouldn't allow it. He was okay with it though, for he wanted to try so hard to hold it in for as long as possible for his mistress for the night.

The orange unicorn saw him holding it within himself and grunting in pleasure, gritting his eyes and his eyes being closed. Sunset laughed and giggled seeing him holding it in within himself. Then she began sucking a little faster than before, making Pip yell.

"Yes! Sunset! That- ah! That feels too good." His cock felt the pressure wanting to be let out so much, that it was almost feeling like it was going to explode. If not for his cocking, he would cum in an instant like a powerful hose. Some semen were dripping from the tip of his member on the floor, making small dripping sounds like it was water.

After seeing Pip grunting and moaning, along with watching the drops of cum falling from his member, she giggled and decided to get the ring off and let it all out "okay Pip. I'll let you cum now, but please hold it in for a second so I can have a taste."

"Ah! Okay." Pip replied.

Sunset slowly took the cockring off his member, and when it was done, a few more drops of cum were dripping more than ever. When she engulfed his entire member in her mouth, she felt a gallon of semen squirt in her face while Pip was letting out a loud orgasm.

She was so surprised that a colt like him can shoot a lot of sperm like that, even for his age, it was so much. Nonetheless, when he was all doe, she swallowed every last drop of cum down her throat.

"Wow! That was so amazing!" She remarked, gasping."

"Thanks." Pip panted. They both catch their breath from all of that pleasure.

"I don't say I was finished now, did I?" Sunset said teasingly. "Let's have some fun on the bed." Then they both went on the bed, and Pip was laying there while Sunset was sitting up.

"I guess I have to make you happy on return, huh?"

"Hmm-mm. And don't worry, I'll let you cum whenever you want to." Sunset noted. "I promise. Just take your time."

"Thank you."

Then Sunset slowly slid his cock to snide of her, wth some squishy noises being heard. Then she began bouncing up and down on his member, panting and moaning, and then soon, sweating.

Pip was laying his head back as he was enjoying this time with Sunset Shimmer. Her pussy was so wet and sticky, yet so nice at the same time. The amazing experience was starting to kick in again.

"This is so heavenly." Sunset exclaimed as she stuck her tongue out. Pip had his own out too as he continued panting and sweating. "Sunset, I... I'm cumming again!"

"It's okay! Let it out!" Sunset remarked

Then he let out even more semen inside of her, both of them let out a loud orgasm in unison. Sunset Shimmer began letting out eye own happy juice, mixing with Pip's sperm like a formula. "Yes!" Pip shouted once more.

Then she immediately got off of him and said "so amazing! You- you did a good job, Pip. I'm proud of you."

"Thank you, Sunset." Pip said. "I'm so glad you came here to babysit me."

"Me too, Pip. Me too."

"So... I think we should wash the sheets on the bed, and replace them with new ones before mum and dad get back."

Sunset smiled "good idea." Then they had a little snuggle time before Sunset took the semen covered blanket into the washing machine, and then putting a new bed sheet on it so both his parents would never find out about this fun event.