Pipsqueak gets all the Ladies

by MetalBrony823

Pip and Button's Mom

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On a bright morning the next day, Pip was playing with his new ball to his other friends that consisted of the Crusaders, and Rumble. "Come on, Scootaloo!" Pip said playfully. "You can do much better than that!"

I'm trying, Pip!" The orange pegasus said in her playful tone.

They were all having so much fun together, laughing amd bouncing the ball in a game of catch. "Pass it over here!" Said Applebloom.

"I'm open!" Sweetie added

At last, Rumble was the one who caught the ball and said with triumph "I got it!"

"Come on, Rumble, pass it to me!" Pip urged. He then caught the ball after the pegasus colt bounced it over to him. The game went on and on, and they all eventually grew tired.

When they all stopped to take a break and have a little rest, there was a rather mildly annoying colt voice in the distance. "Pip!"

They all looked and it was Button Mash, the best gamer in all of Ponyville, maybe even Equestria, too. "What's up, guys?"

"Hey, Button." Pip greeted.

The gamer colt then saw Sweetie Belle, and crept next to her, making the white filly very uncomfortable. "Hey, Sweetie. Are you ready to see that I am your rightful boyfriend?"

Sweetie was not amused by this "never gonna happen." She said in a stern voice.

"Aww, man." Button groaned.

"So what brings you here? You want to play with my new ball?" Pip said. The colt had a good long look at the toy ball

"Wow, Pip. It's so cool, but no. I was wondering if you wanted to play any video games with me. I got the Tales of Tall Giants on Wii U if you woukd like."

Pip made a gasp "wow, really? I thought it wasn't going to come out in a few more months."

"Well, I know how to get my games, Pip." Button remarked.

"Riiiight." Said the other kids, not really surprised by this.

"So wanna come over to my house?" Button offered.

Pip had a little bit of thought, and answered "well, I am a little put of breath from playing with my new ball, but what about you guys? You still wanna play ball?"

"Actually, we're a little warn out ourselves." Applebloom remarked

"Oh."

"Well any of you guys wanna come play video games with us?" Button asked the other friends.

"No thanks." They all replied to him

"You sure?"

The other four children nodded a yes in return, and said bye to him and Pip before heading home. "Well, I guess it's just you and my, Button." Pip remarked

"Yep! Oh you will love Tales of Tall Giants, it's so cool!"

"Awesome!"

Then they both went to Button's house to play this supposedly amazing game. "So, how is your summer going?"

"Doing good, and yours?"

"Oh you know, just relaxing, playing my video games and Joy Boy as much as I possibly can. That sort of thing."

Pip smirked "Obviously. Well, i've been to Canterlot recently. It was pretty fun."

Button made a look of surprise "wow, that's so cool. You're so lucky, dude!"

"Thanks. Have you been there before?"

"Oh yeah, totally! Couple of times as a matter of fact. The arcade over there is said to be the largest one in all of Equestria!"

"I know, I've been there."

"So what else did you do?"

Pip thought of what he specifically did in that order, and replied "mr and my parents got a special suite at the castle. Princess Celestia gave me a little tour of the castle and me and my family went through a little sightseeing."

"Wow, I'm kind of jealous that you got to stay at the castle. That must have been an awesome opportunity for you and your folks."

"It was. And at their comic shop, they had the newest addition of the Power Ponies series before it was released anywhere else in Equestria."

"Do you think I can read it some time?"

"Sure. Like if you want to come over to my house or I come over to yours."

"That sounds perfect."

Then Pip had another thought; he wondered if Button's mom was home by any chance. Oh he thought of how beautiful she was, with her sexy bedroom eyes and that nice body. "Hey, is your mum home?"

"Of course. Why do you ask?"

Pip panicked a little, and didn't want Button to know that he would want to fuck his mother. "Just curious." He lied in a sing-song voice.

"Oh. Well she will be really happy to see you. She said she would be honored to have you in the house. Heck, she might make you something to eat."

The colt felt rather flattered to hear that. "That's good. I guess she really likes me."

"Ah, she likes everypony." Then Button whispered in his ear "but don't make her angry. When she gets mad, she is like an eruption of a volcano."

He could hardly believe it. When Pip met Button's mom, she was one of the sweetest mares he had ever met in his life. "Ah, she can't be that bad." He remarked.

"If you get on her bad side, you'll see for sure. But who am i kidding, mom could never be mad at you."

Pip was relieved to hear that. After all, how could he possibly make anypony angry at him for whatever reason? They both made it to the house and Button knocked on the door. It opened and their she was, Milano Mash. Her mane and tail looked so beautiful, and her eyes looked rather adorable. "Ah, Button, your back." She said in a beautiful motherly voice

"Hi mom."

Milano then noticed Pip and smiled, more than happy to see him again "hi, Pip. How are you?"

"Doing good, mrs. Mash." The colt replied I'm a cheerful tone.

"Ooh, that's a nice ball you have. Is it new?"

"Uh-huh."

"Can Pip come in, I want to show him this cool new game on the Wii U. Can he come in, please?" Button begged

Milano giggled "of course he can, sweetie. After all, he is such am adorable little angel after all."

Pip blushed at her compliment. It was kind of like his own mother calling him the exact same name Button's mother did. "Yay! Come on, Pip." Then he rushed inside his house. As Pip entered he had a good long look at Milano, and her beauty and sexiness.

"Pip?" Milano said, snapping him out of his thoughts. "Are you okay, sweetie?"

"I'm fine. I'm fine. You.... you look beautiful in that light." Then he had a sudden feeling of regret after just saying that. What did I just say that for?" he thought to himself within his brain

However, Button's mom was rather flattered and replied "aww, that's so sweet. Thank you, Pip."

"You're welcome." Pip thencouraged had a sudden change of heart, feeling sweet relief instead of worrying that he might have offended her. Then he rushed to Button's room and found him waiting for his friend to come play with him. "Sorry i'm late."

"It's all good, dude. Grab a controller and let's play!" Then they both enjoyed a nice few games with each other.


A little later, Pip was sitting on the couch in the living room within Button's house. As for Button himself, he wouldn't get his eyes off the game. For Pip, he decided to take a little break from all of this. "Hi, sweetie." said Milano walking in the room. Then she sat next to him.

"Oh yeah. I feel lucky sitting next to her." Pip muttered

"Everything okay?" she asked sweetly. "Can I get you something to eat, perhaps? you must be hungry from that game playing." then she sat closer to him

"Yeah, I guess I can go for a few oat treats." the colt replied.

Milano smiled. "And you don't have to be so formal to me. You can just call me Milano." then she made a sexy wink at him.

"Okay.... Milano." Pip felt aroused by this mare already.

"So oat treats it is." then she went to the kitchen to fetch young Pip the treat that he wanted. While she was at it, Pip stared at her beautiful ass while humming to herself. His cock hardened again.

In his thoughts, he thought "She is so beautiful. Button must be so lucky to have her as his mum." After a few seconds, she brought a small plate of the treats Pip wanted, looking nice and fresh.

"Here you go, sweetie."

"Thanks."

"You're welcome Pip. So tell me, is Button still playing the game in his room?"

"Yep, he hasn't stopped playing for a while. He hardly takes his eyes off the screen."

Milano mildly groaned "I can't imagine why. Typical Button, that's just like him. Well, i'll see to that later, but let's have a talk, how is your summer?"

"Doing good. I went to Canterlot with my family, got to sleep in the castle."

Milano made a happy gasp "That's wonderful. I'm a little jealous that you stayed at the castle. That must have been an amazing opportunity for you and your parents.

"It sure was. I mean, staying in a fancy hotel was one thing, but at the castle? That was so incredible."

"I agree. You must have been white lucky. I'll have to see Daisymay sometime and ask her about the whole trip and stay."

"Have you ever been there before?"

"Only once. It was a long time ago when me and Button's father, Golden Rock, got married with our own special wedding. It has been a long time since I have ever been in Canterlot. Oh how I would dream of going back there again."

"That's good. So, do you want me to get Button off that game?"

"No, it's alright. Besides it is summer, after all, so that means no school. Isn't."

Pip smirked "true. Hopefully, it won't rot his brain." He joked.

The mare giggled "don't be silly, that is just an idiotic superstition."

"I know,"

"Say, Pip, why don't we come into my room for a little while. I want to show you something." Pip blushed a tomato red on his cheeks. Now here comes the fun part of this visit. He could hardly wait to know what Milano Mash will do which will be sexy with him.

Without question, he followed Button's mom to her bedroom. Then Milano had a sly smile on her face "so, what is it?" Button asked eagerly

"I noticed that you are feeling.... Kinky and bored" she formed her bedroom eyes again

Pip was rather surprised to hear that she figured it out so quickly. "You... You know about that?"

"Of course, sweetie. I noticed it on your eyes."

"How could you tell?"

"Because I have seen it countless times." Milano made a little wink at him. "So, I would be more than happy to have sex with you."

Pip smiled with joy and excitement.

Button's mom noticed Pip's enlarged cock, and giggled "oh my, you look so big." Then she gently stroked it down with her hoof, causing Pip to gasp mildly. Then she licked her lips "well, I think I can help you with that."

Without warning, Pip felt his colthood being engulfed in Milano's mouth. Her mouth felt like no other. Except for maybe Fluttershy, Luna, and other girls, but still. The colt panted as much as he could, a d shivers would go down his spine as he felt the tingly feeling of arousal.

Milano was having the time of her life Sucking Pip away, and pleasuring him as much as she can. For a colt his size, it was so big, and loved the way it felt, equally as good as her husband's

The oral breathing made the colthood more warm and more excited than before. "I imagine how Button would react to this. Ah, he probably wouldn't take it." She thought

Pip was breathing heavily from both out f his moth and nose, a d was on the edge of ejaculating again. "Milano, I....!" Then he came a large loud of cum in her mouth. There was so much, that some of it was already dripping on the floor, escaping Milano's mouth.

Swallowing every last drop of it from it, Milano was quite surprised how much a colt like him could ejaculate. In fact, there was so much more than Golden Rock would orgasm, and he has a much bigger cock than Pip has in his stature.

"Wow, you taste so delicious." Milano gasped, panting. "Do you feel any better?"

"Yeah. I do."

"Well, don't think it's over, it's time for you to return the favor for me" then she turned around, revealing her beautiful ass and pussy, which was already wet with happy juice.

"I think you're right." Pip agreed with no hesitation. "I promise I won't hurt you."

Milano giggled again "I know. I know. I would not even dream how a sweet little colt like you would hurt me, anyway,"

The colt was more than grateful to here that, for she was right, he was too kind-hearted to do harmful things on purpose. Pip slowly moved his tongue toward her pussy, and started to slowly lick it all around. Milano began to gasp on her own ecstasy and stuck her tongue out while breathing heavily.

"You okay?" Pip asked to stop for her safety from being too rough.

"I'm alright, Pip, please keep going, lick me all over."

Pipsqueak did what she told him and continued what he was doing. His tongue was doing quite nicely with it's work, even for a small colt like Pip is. Oh, how she wish that tongue would last forever.

Without warning, while still licking, Pip felt a few squirts of happy juice on his face, meaning that Milano orgasmed already. Feeling a little out of breath, both these two took a break to catch their breath. This was definitely one of Pip's best hookups he had in his entire life.

"Now, are you ready for another way to make me happy?" Milano said, resuming her arousal activities for Pip.

"Sure, what is it?"

"Penetrate me!" She said in enthusiasm. "Le strafe me right here!" She pointed at her pussy.

Pip was getting more and more happy with this. "Got it!" Then he slowly slid his colthood I side her vulva, causing her to gasp, and heard so. Squishy sounds as it was moving. Milano began to bounce on him slowly, making him gasp once more.

"Yeah! That's it!" Pip shouted, sticking his tongue out while still panting. "All the pressure for both these two was just so much to handle at one time.

"Get it in me good, Pip! Get it in me!" Milano moaned

"I am!" Pip moaned back to her. Milano bounced faster than before and felt Pip ejaculate even more sperm inside of her. She gasped and yelled feeling so much hot, warm, semen straight out of Pipsqueak.

"Oh sweet Celestia!" Milano gasped

"That was so amazing." Pip added

"You... You did a pretty good job sweetie."

"Thank you. And you did a good job sucking my colthood.' Pip replied

"Y are very welcome. Always happy to make you happy like this." The. She gave him a tender kiss on the lips, making him ejaculate a last small amount of semen in the air.

"Do you think Button's will ever know? I mean, I can't even imagine how traumatized he would be."

Milano scoffed "don't worry, Button is too attached to games to even focus on anything, remember? He will never know about it. I promise."

The colt was a little relieved to hear that. "Good. Do you think- we can do this again some time?"

"Oh absolutely." Milano replied "just let me know and give me a call if you ever want to have fun with me again." The. She made another wink at him. Pip rested his head on her lap as she was sitting on the bed.


Author's Note

Button sure is lucky to have a mother like her, and Pip is lucky to bang her.

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