Pipsqueak gets all the Ladies

by MetalBrony823

Pip and Maud Pie

Previous ChapterNext Chapter

Four days later, Pip was just having a little walk around Ponyville once again. He did window shopping at some stores, and greeted many ponies he knew well, such as his friends, and all of Ponyville's mares he banged with so far. Many mares would greet him more warmly than the stallions would, and gave him kisses on his forehead.

He felt so flattered that these beautiful mares still love him. He thought that maybe one day, he will have a big harem someday. Plus, if he encounters more beautiful mares, the bigger the harem will be.

While looking through the window of the toy store, he saw a mare walking past him. This mare had a grayish color in her coat, and grayish blue violet hair in a straight fashion. She wore a clothing that was a simple blue dress with a black strap around the waist part. This mare looked rather peculiar, because she didn't really show emotions like a lot of ponies did.

It was like a bored, blank expression on her face, as if she was not amused. For that, Pip couldn't really tell how she was really feeling, like he couldn't tell if she was happy, sad, or any of those emotions, just a blank face.

One good glance at her, and saw that she had a nice ass, and still looked rather beautiful, like a goth mare, except that she wasn't wearing black, or dark and scary makeup. Nonetheless, this mare seemed quite interesting. Of course, he never saw this mare before, possibly moved into town.

Then he went back to look through the window at the toy shop. At first, he was looking at any toys he wanted, but then thought of that beautiful mare that walked passed him, feeling lovestruck. At first, he couldn't concentrate about anything, and daydreamed about her

It was like Fluttershy, Rainbow Dash, Twilight, Cloudchaser, Flitter, Lyra, Bon Bon, and all of the others beautiful mares he humped before.

Just then, pip felt somepony slowly jabbing his small body, like a curious wild animal inspecting and getting a closer look at him. Then he snapped out of himself from la la land, and looked to see Fluttershy and Pinkie Pie. "Oh, hello Fluttershy, hello Pinkie." he greeted

"Are you alright, Pip?" Fluttershy asked. "It looked like you were in a standstill all of a sudden."

"Yeah, you were as still as a rock or a boulder." Pinkie Pie added. "Or even like a statue."

The yellow pegasus rolled her eyes back in slight annoyance, and said "Well, i might as well ask again, I hope you don't mind, but, are you okay?"

"Oh yeah, yeah. I'm just fine." Pip replied before he cleared his throat. "I was just... thinking of a beautiful mare that passed through here."

Both Fluttershy and Pinkie looked at each other, and had a sly look on their faces. "Ohhh. We understand." Fluttershy said with a small giggle. "Who was she?"

"I... don't know." Pip modestly answered. He was a little embarrassed to say that, but he did it. "She... she looked a mare that doesn't have any emotions at all. She was gray and had a simple blue dress as clothes."

Pinkie Pie made a sudden gasp. "Ooh, I know that mare, it's Maud Pie!" then she bounced with joy. "She's my big sister!" The last part hit Pip, and it was given away when he heard the last name "Pie" for this mysterious mare.

"Oh. Did she just move here?"

"Hmm-mm. She just moved in a few days ago!" Pinkie answered with pure excitement.

Pip was getting more and more curious about this Maud Pie mare. "Where does she live?" He asked her curiously.

"Oh, she lives in the Crystal cave not far from Ponyville." Fluttershy replied. "Maud really likes rocks and monerals, and all those other things."

"She likes anything that has to do with rocks?"

"Yes. She even has a pet rock named Boulder."

"My sister is certainly one of a kind." Pinkie noted. "Oh you will totally like her! She is quite a fascinating pony."

Indeed, Pip know wants to meet this Maud Pie mare, and hopefully, have some fun with her. "Can I meet her?" He asked both of them curiously

"Silly, Pippy." Pinkie said. "Of course you can! She loves extra company and making new friends. Maud will really like you a great deal, I know she will."

Pip smiled to hear those positive details about Pinkie's sister. "Perfect. And is she alright? Because she doesn't really.... express her feelings."

"Don't worry." Said Fluttershy. "Of course she is. Maud.... doesn't show so much emotion like Pinkie Pie does. Sure, she may sound deoressed, but she is quite a nice mare once you get to know her."

He decided to take both their words for it, and noted "okay. Thank you guys so much for the tip. See you all later then." Then he was about to look for Maud, but he was stopped by both mares, telling him to wait a minute.

"Wait a minute, Pip." Said Pinkie Pie. "Why don't we introduce you to her?"

"That sounds like a wonderful idea, Pinkie." Fluttershy agreed with her. Pip smiled even wider, showing his teeth. This day just keeps getting better and better for him was what he was thinking about.

The colt promptly remarked, "okay, that's fine. I just hope she will like me."

"Nonsense! Maud will like you!" Pinkie. "Maud likes just about anypony. Right, Fluttershy?"

"Right."

"Brilliant!"

Both mares led Pip to where Maud could be in town. Finally, after trying to find her in pretty much all of town, she was finally found on the park bench, sitting with a small rock next to her. "Maud!" Pinkie called while prancing up and down with joy.

The mare looked over to her sister, Fluttershy, and Pip, still with a blank look on her face. Pip still couldn't figure out if Maud Pie was happy to see them or not. Yes, she did look kind of like a zombie alright.

"Oh, hello Pinkie Pie." She replied in a deadpan voice like a goth or emo pony would sound like. "Ah, and hello to you, too, Fluttershy."

"Hello, Maud. How wonderful to see you again." Fluttershy warmly greeted her in reply. "How are you and boulder?"

"Splendid. Boulder just had a bath this morning. Now he is Shining even more than ever before. Isn't that right, boulder?" Then it was silent, like the sound of crickets chirping out of nowhere "good. I'm glad to hear that, boulder."

"Ookay." Pip muttered to himself awkwardly. The earth mare noticed Pip, and still looked blank and emotionless, and blinked two times.

"Hello, I'm Maud Pie." She greeted him at last. "What's your name, little one?"

He cleared his threat before he remarked "Pipsqueak. My name is Pipsqueak, but my friends just call me Pip for short."

A really small smile appeared on her face, like the Mona Lisa painting would be like. "Nice to meet you, Pip. My name is Maud Pie" Then she got out, and walked up to the colt, towering him. She reached out her arm, waiting for a hoof-shake

Young Pip reached out his arm and promptly shook Hooves with her. "Pip is such a sweetheart." Fluttershy noted.

"Yeah, he is like a colt of joy that everypony can get along with very easily." Pinkie added. These compliments were making him fluster a little, pawing his hoof at the ground.

"Well I- I mean-" Pip didn't really know what to say next, for he was too touched by the compliments he was given about him. "Anyway, it's nice to meet you too, Maud Pie." Then they broke their arms away.

"Ooh, you made another friend, Maud! How exciting!" Said Pinkie, bouncing with joy once more. "And I can tell you that you like him already."

"I do." Maud still sounded deadpan and monotone, but Pip was starting to understand her because of the small smile she gave him. "I think we have so much to talk about."

Pip smiled again "I think we do, Maud." He concurred with her.

The deadpan pony turned her gaze back to the two mares with him. "Would you guys like to come with us?"

"No thanks." Said Pinkie

"Oh yes, I promised Pinkie that I would help her groom Gummy." Fluttershy added. She turned her attention back to Pip again. "I hope you both have fun with each other
."

"We will." Pip remarked. Then both Fluttershy and Pinkie said by to them and went off to tend to the friendly alligator. Now Pip had some alone time with Maud, and he had greater hopes that he can have some sexy fun with her.

"Well come on." Said Maud. "I'll show you my new home in Ponyville. Or close to Ponyville at least." Then she picked up Boulder, and put him in her sack. Pip promptly walked with her down the road to here the Crystal Cave was.

At first, Pip didn't really know how to start a conversation with her to say the least. But what he said was "so, Maud, Fluttershy and Pinkie Pie told me yoy are fascinated with rocks and minerals, am I correct?"

"Hmm-mm. I always been facsicated with rocks ever since I was a little filly."

"Oh, that's right, Pinkie grew up in a rock farm, did she? I remember her telling me that once."

"That's right. Me, Pinkie, and all the other members of my family. It was fun most days, but hard work of course. I remember the day Pinkie Pie got her cutie mark, and threw her first party for our parents and other sisters. It was truly exciting for us." sure, she said it was amazing, but she still sounded like a zombie

"Right." Pip said, feeling slightly awkward. "So Maude, can I... ask you something?"

"Sure, ask me anything."

"Well.... are you.... feeling okay?" Pip asked. In his head he thought What did I just ask her that for! Ugh! Pip you're so stupid!

"What do you mean?"

"You... don't really show emotions so much."

"Oh, I'm just fine. I'm not one to show emotions like my sister would usually do." Maud said.

"I hope I haven't offended you, I was just curious is all, and you don't sound very happy."

"It's okay, I understand." Maud replied. "A lot of ponies do not understand me like my family does. But, you'll understand what i am, too."

Pip smiled. "I bet I will." then it was a little silent for a while when they were walking in the outskirts outside of town. The colt hoped it was not totally far away from town. Finally, they reached a large hole, making it a cavern, possibly the one where Maud calls it her new home. "Whoa, it's huge." he muttered.

"Wait until you come inside." Maud said "The gems and jewels make everything beautiful. I know you will love it." then she made that small smile again. "And don't worry, there are a few lanterns in here."

"Oh, that's good. For a minute, I thought i would need a mining hat."

"Right." then Maud held Pip's hoof as they both went down the hole that led to the underground cave. As they passed through the tunnel, Pip was absolutely amazed by the many gems sparkling around him. So many gems and jewels as far as the eye can see. So many colors all around them from rubies, to emeralds, to sapphires, and many others.

"It is quite a sight isn't it?"

"Indeed, quite a sight."

Both reached the end of the tunnel where Pip saw a really large chamber that had a beautiful, sparkling lake with a few waterfalls in it. Next to it was a tent where there was a bed, and what a house would usually have.

"Home sweet home."

"It's so beautiful here." Pip said with his mouth agape.

"So, what would you like to do for fun?"

"Hmmm, can we have a dip in these pools here?"

"Of course. The waters here are perfect for swimming." Maud replied. "Let me get out of my dress first." Then she got out of her blue garment, and it left the colt stunned to see her beautiful body, naked.

His mouth began to drool a little. "Uhhh." Was all he can say.

"Pip." Maud noticed. "Pip, are you alright?"

"What? Yeah, sorry. I'm sorry. You just look.... beautiful without your clothes."

The small smile appeared on her face again "aww, that's sweet." She stated flatly. "Thank you. I'' starting to like you already."

Pip, you did it again, you little genius! he thought Proudly to himself. Both he and Maud slowly got into one of the springs, and sat together as if it was a jacuzzi.

Sighing in relaxation, the colt was so happy to be in a place such as this one. Now he was glad to meet Maud Pie. Without warning him, Maud splashed some water in his face. "Haha. I got you." She said with a monotonous laugh.

He smiled, and splashed at her back "Now I got you!" He said, in a cheerful, playful voice. She splashed him once. Ore, and Pip did the same to her again. Then it turned out to be a fun water fight together, Maud still laughing in a monotonous way. Sure, she didn't sound happy, but deep down, she is.

"So adorable." She thought to herself. "Just a colt living a happy life without a care in the world." They both played in the water for a long period of time. Just then, Maud, not feeling it for a long time, had her eyes widened at the feeling somepony was touching her booty. She looked back at her rump, and saw Rumble gently rubbing her ass.

Pip noticed that she was looking at him, and then stopped for a moment.

at first, Maud Pie didn't know what to think of this, but she realized why was happening now, and said "it's okay, Pip. I can see you can grow up so fast." Then she turned around to face him with a seductive look in her eyes, but still looked blank.

"I couldn't help it, you are just so beautiful."

"Sweet and funny, I really like that." Maud noted. Then she slowly snuggled close to him, and sighed lovingly. It was kind of like she was a seductive snake monster for snuggling him like this. Nonetheless, Pip loved this feeling, and felt Maud gently nipping at his ear as a love bite.

"Thank you."

Maud thought his ear tasted kind of delicious, and felt so nice and fluffy. "How can I possibly reject something like this at a sweet colt like Pipsqueak?" She thought in her head. "The poor colt just wants to have some love."

After she was done nipping his ear, she slowly reached her hoof to where his colthood was in the water. Maud began to gently stroke up and down his shaft over and over again in the spring waters. Pip began grunting and moaned in ecstasy

He could already feel his shaft becoming hardened again. Maud was happy to se that she was making Pip happy. She could never be mad at him for trying to look for a little love. He is a growing colt after all, and it was perfectly natural to exhibit this kind of behavior within himself.

"Maud, I.... I'm going to- ah!"

The mare began stroking even faster, then Pip ejaculated in the spring, panting and letting out an orgasm so loud, there was an echo from it in the chamber.

"Wow, I can tell that you loved that, Pip."

The colt continued panting as he said "yeah. I loved it so much." He took a little breath to relax himself. "So amazing."

"Would you like some more?"

"Of course. Just let me catch my breath from it." Pip panted.

"Sure." Then when Pip was done, he was more than ready for more sex with Maud. "I think I have an idea to pass the time."

"What's that?"

"Have a seat on the small ledge." She instructed. Pip promptly sat on the steps above the spring, then Maud slowly engulfed his entire cock in he mouth. Oh yes, that feeling is one of his favorite things to do with beautiful mares.

"Oh yes. I am loving this!" Pip exclaimed while moaning in pleasure. Her tongue and mouth felt so warm and slippery, and she was sucking a little slower than the mares before did. Nonetheless, it was so amazing.

"It tastes so salty." Maud thought. "I love salty things. Hmm, maybe when he comes, I can get a little dessert to go with it."

Pip began feeling her tongue swirling around the tip of his head. It made it even more sexy and erotic. The breathing from her mouth was so relaxing and warm for him to handle for an extended period of time.

He felt the urge to climax slowly rising again, and gritted his teeth "Maud! I- I'm gonna!- ahh!"

Before he could say anything else he ejaculated on her mouth like a small geyser of cum had erupted. Maud was so surprised that Pip came so much semen in her mouth. She honestly thought that it was quite unexpected of him.

Of course, Maud was still happy that he made Pip even more relaxed than before. While moaning in a monotonous sound, she felt a few more drops of cum dripping on her mouth. After every last drop was swallowed down her throat, she slowly released his colthood from her mouth.

"That was so good. So salty." Maud said with her small smile.

"Anything for a beautiful mare like you." Pip boldly remarked. "I hoped you like it."

"I loved it." Maude stated. "I loved it a lot,"

"Perfect!"

"Ah, but I didn't say this was over, didn't I?" Maud said, sounding something like a sing-song tone of voice with her dull sounding. The turned around and showed him her ass. It almost looked like two round boulders in a twin formation "Go on, penetrate me. I know you want to."

Pip promptly, and slowly penetrated her pussy with his colthood, making her gasp and moan in complete ecstasy.

"Yes, that is the stuff." She sighed. "Please don't stop, Pip."

"I won't. I promise." Then as he kept on bumping and jumping him, both of them were starting to sweat from all of that pressure swirling in their heads. "I sure hope I still have some juice left in my testicles."

Indeed, he was starting to slowly feel climax for quite some time in this humping. Pip and Maud kept on panting and panting, like a pair of German shepherds in a steam room.

The mare stuck her tongue out while enjoying Pip and his fine job banging her.

"Here it comes again!"

Then Pip ejeculated one final time in her wet pussy. Maud made a small yell in her bored tone of voice, but she showed more emotion than she would normally do. Some semen got out of her and dripped on the ground.

"Very good job, Pip."

"Once again, you have my thanks, Maud." Pip said, feeling proud of himself. "I am quite a mare's stallion, ain't I?"

"Hmm-mm. I couldn't agree more. Come on. Let us relax in a hot spring around here."

"With pleasure."

Both of them found a nice little hot spring to unwind in, and sat together, quite close to each other.

Next Chapter