Pipsqueak gets all the Ladies

Many months have passed, and Pipsqueak was on vacation with his family once again, but just for a few days. They were all in Canterlot again, the infamous capital of Equestria, and it was a sunny day today.

The reason they were all there again was because Daisymay's boss, Elegant Quartz, asked her to come for a meeting about the job she is in, which was flower selling.

Daisymay was in the meeting right now in the Canterlot hall of commerce while Braveheart was left alone to take care of Pip alone for the time being. In the hotel, the young colt was getting bored rather fast, and he asked his father: "dad, can I go down to the toy shop for a look?"

"Hmm, do you know the way back here, sport?" Asked the father.

"Of course I do. I know the address of this hotel like eyes in the back of me head." He tapped his head gently there times to show Braveheart what he was talking about.

Braveheart couldn't help at his son's adorable and innocent personality of his. "Alright, alright. We have been 'ere many times before, eh?"

"Right. I'm a smart colt, need I remind youninhave straight b's in Cheerilee's class?"

"Yes, yes. I am perfectly aware of your outstanding grades in her classroom." Braveheart chuckled boldly. "Very well, just be back 'ere in a little while. The last thing I want is your mum telling at me for letting you go out there alone."

"No problem. Thanks dad."

"You're welcome. Just be back 'here in about a few hours before mum gets back 'ere in the hotel room before you."

"Okay." then Pip went out into the big city of Canterlot, and he absolutely loved its fresh air.

It was a type of atmosphere he never got tired of being in, many rich ponies walking by in a bold walk, the cafes full of customers drinking their tea or coffee, and so many other things.

While walking down the street, the toy store wasn't far from the hotel he was staying in, and humbly went to take a look inside. As he set foot, he didn't see so much toys on the shelves ready to be sold to colts and fillies, it was almost like it had been robbed or something.

"Yeah, sorry there isn't so much, little boy." Said the store clerk. "There was a field trip in Canterlot elementary school where all the kids bought so much toys here."

"Ah. I see." Pip muttered. "But That's fine, I was just looking anyway."

"Good. Let me know if you need anything, kid." Said the clerk.

Pip nodded his head and continued looking around for something nice that he would want to buy in the future. He doesn't actually plan on buying anything, he just wanted to look around.

He thought what would be more interesting would be a cute mare or filly running into him, like Fleur de Lis when he came to Canterlot the first time and bought him that comic book he wanted.

At last after twenty minutes, Pip decided he had enough looking around in this store, and said byron to the clerk before heading outside. He was suddenly bumped by somepony.

He was dizzy and collapsed on the ground, right on his back.

"Oh my gosh. I am so sorry. I didn't even see you there." Said a mare's voice. It sounded beautiful and adorable to Pip's ears.

As soon as the colt wasn't dizzy anymore, he looked up and saw a beautiful unicorn mare in a yellowish-gray fur on her body. Her mane and tail was in a beautiful amaranth color with purple and violet outlines.

"Are you okay?" She asked

"Yeah. I'm just fine. Thank you." The colt replied. "And in think that was my fault. I didn't see you walking either."

"No. I am really sure it was me. I was just really hooked on this book i wanted to complete on reading." She used her magic to show him a large book entitled: "The Dragon King" on the cover.

"Wow. That sounds like an interesting read."

"It is. It was interesting enough for me to crash into you like that." She had a sheepish smile on her face.

"Oh, don't worry about that. It didn't hurt that much."

"Good." The mare smiled.

"It was funny." Pip wondered. "This mare almost looked exactly like princess Twilight Sparkle, except she had different colors, had glasses over her eyes, and she was a unicorn, not an allicorn. She also loved reading books like Twilight does in her free time. "Sweet Celestia. She looks so much like Twilight back home in Ponyville."

"Uh, you okay, honey?" Asked the unicorn.

"What? Oh, sorry. I was just thinking you look like princess Twilight."

The mare's eyes widened hearing that name. "You know her?"

"Yeah. I have known her for a little while now."

"I used to go to school with her when we were fillies."

"Really?"

"Yep. Well... she wasn't really much for friends and I tried being friends with her, but apparently, she was too hooked up on her books and studying to make friends."

"Hmm. She can be a bookworm at times."

"Arguably. At first... I didn't want to give friendship a chance after she turned down a party I built a few years before. After that, I didn't really care about friends anymore, and I decided to just study and read with books."

"Ooh. That must have been hard for you." Pip remarked. "But that was in the past. And you shouldn't let that get in your head for the rest if your life."

This mare smiled warmly. "I know." She said. "She came back to me with Spike and showed me the importance of friendship, so now, I am a new Moondancer."

"Moondancer, hmm?" Pip asked. "That's a rather beautiful name. Really fitting for a beautiful mare like you."

This Moondancer flushed with flattery. "Aren't you just the sweetest little child." She said.

"Thanks. Name's Pipsqueak, but you can just call me Pip."

"I think that is an adorable name for a colt like you." Said Moondancer with a giggle. "How long will you be staying here in Cabterlot?"

"A number of days. We came 'were because me mum was tasked to go to this meeting with her boss, which Canterlot is the headquarters for her job."

"Right. Canterlot is home to many international businesses. Well, I wish I can hang out with you. I really like you, Pip."

"I like you too, Moondancer." Pip replied with his friendly smile. "Well, I better get back to the hotel me and my parents are staying in. Nice meeting you."

"Nice meeting you too, Pip." Then they went their separate ways. All the way back at the hotel, Pip got himself a little apple as a snack. “Well, I think I found a toy I can play with.” He remarked in his head.

“How was the store, Pip?” Asked Braveheart.

“Oh, well, it was not exactly as I hoped it would be like. The place was completely fresh out on many things.”

“Hmm... usually if a store is like that, it would be because there was a sale before we arrived. You know how grabby some ponies are with things they want to buy and purchase, especially when it is close to Hearth’s Warming.”

Pip couldn’t help but chuckle. “That is so true, and it’s still summer.” Then he continued eating the apples and got himself some milk from the fridge. Over the course of two and a half hours, Daisymay returned home.

“Gah! I always hated meetings!” She complained. “Meetings are extremely dull and boring.” Then she put her small purse on the coat rack next to the door.

“Are you Alright, mum?” Pip Asked, hearing her complaining. “It looks like something is troubling you.”

“No, no, of course. Nothing is troubling me, darling.” The mother answered softly. “Sorry for making it sound like I was ticked. I just really hate meetings at me job, that’s all.”

“Ah. Right.”

“Well, at least you are through with it now, sweetness.” Braveheart said entering the room to see his wife. “At least you got me to keep toy company and support every day if you need me.”

“Oh ho, Braveheart. You are such a gentle-stallion.” Daisymay giggled with flattery. “Well, I might as well have some iced tea in a cup.”

Just then, the door was knocked three times, and Braveheart opened it. It was the same mare that Pip had bumped into before, and he smiled seeing her face again, just like Moondancer was happy to see his own face again.

“Hello.” Said The Father. “What brings here, eh?”

“Hello. I’m Moondancer, a good friend of Princess Twilight Sparkle. I knew her since we were fillies in school.” Braveheart’s eyes went wide with surprise, and he smiled. “I just met your son, Pip here and he is such a sweetheart.”

The colt blushed at being complimented like this again. “He certainly is a good little boy, are ‘t you, lad?” Said Braveheart while looking at his son warmly.

“I sure am, dad.”

Daisymay looked at the mare and she was a little unsure what was going on. “So, Moondancer, what brings you here to our apartment?”

“Well, I was just wondering if little Pip would like to come hang out with me in my house for a little while. What do you say?”

“Hmm.... you seem like a nice young mare.” Said Braveheart. “I’m beginning to like you already.”

“So am I.” Said Daisymay. It was silent for a moment, but both parents said “Alright.” With a smile on their faces.

“Just be back ‘ere before dark, chap.”

“No problem, dad. I’ll be back here way before curfew.” Said Pip.he looked at the lovely young bookworm of a mare and said: “Okay, let’s go.”

“Great.” Said Moondancer. The colt followed her down the apartment stairs, and while walking down the steps, Pip was staring at her beautiful ass all the way down a few blocks that led to her house.

He really wanted to grasp at that ass of hers, and rub the cheeks with his tiny hooves. The interior was rather nice and cozy, like any other ordinary house on Canterlot, and it wasn’t exactly anything special, just a sofa, living room, a kitchen, and other household stuff, except for a large book collection that Moondancer has in her hallway.

“Well, Here we are.” She sang. “My cozy little home.” A sly smirk appeared on her face, and closed the blinders of her windows with her magic. “So, I think you deserve a little welcoming gift to Canterlot.”

“Even though I have been here before?”

“Yes. But still, I really like you and I think you deserve something really nice.” She walked over to the sofa and lounged on the right side of her body. Pip’s cock grew hard seeing her in a pose like that. Pip slowly walked over to the sofa, and she pulled him in with her arms for a kiss on his lips, wrestling her tongue with his.

The taste of her mouth was nice, like a scent and taste of strawberries and watermelon. It went on for thirty minutes, and they immediately broke the kiss with a loud “plop!” Sound heard.

“You taste so good.” Said Moondancer with bedroom eyes.

“Thanks, you too.”

Then she pulled out a cuff and locked it on Pip’s shaft with a small “clicking” sound. Pip knew where this was going to go, and he was preparing for the better that was going to happen. Another thing Moondancer pulled out was a feather duster, and began tickling Pip’s cock and scrotum with it.

Pip gasped and moaned as he was blushing with ecstasy and an erotic feeling to it. Moondancer chuckled to see how much Pip was struggling to break free like he was his own little prisoner.

The colt writhed and twitched from the feeling of the feathers touching his unmentionables like this, gritting his teeth.

This feather duster was so soft and so clean touching all around his penis and scrotum like this, and it felt so good against his sensitive skin.

“Gah. I might cum from this!” He grunted.

“Not yet.” Moondancer sung. She continued tickling him like this, and Pip was starting to feel the climax slowly rise in him again. If didn’t take long for the semen to try and strip out of his cock to escape.

Moondancer stopped the tickling for a moment and used her mouth to perform fellatio on him, bouncing her head up and down, stopping where the cuff was, and even licking around the head.

The colt began yelling and grunting even louder with this type of pleasure rushing through his. Rain.

After enough sucking, Pip’s dick began to twitch rapidly, desperately trying to get the cuff loose from the shaft. Moondancer chuckled some more, and used the magic from her horn to remove the cuff from his unmentionables.

When it was off of him, Pip let out a large load of semen, prompting Moondancer to put his entire cock in her mouth to enjoy the taste of the white liquid. It was salty to her mouth, but delicious as well.

After he was done, Pip rested on the couch while panting heavily.

“Wow. You were so great, Pip.” Said Moondancer with a smirk. “We should totally do this more often.”

“I couldn’t agree with toy more.”

“But, now, I think it’s your turn now.” Then she turned around revealing her glutes and pushy. “Go on, you know what to do.”

Pip laid on the couch, and Moondancer slowly slowly straddled on him before injecting his cock inside of her vagina. They both gasped and the mare began hopping up and down, riding on him.

“Oh Moondancer.” Said Pip while gasping.

For the mare, the cock inside of her was bigger than any other colt she would imagine it to be, and this boy was a little smaller than a lot of other colts she would see walking past her. “Don’t worry!” She exclaimed. “I won’t stop.”

She kept on bouncing and bouncing and bouncing on him, and it was as if the fun would never stop any time soon. Pip was feeling the climax come back to him and he was about to cum once more.

“Get ready!” Said Pip. He gritted his teeth, preparing himself to release more of his milk into Moondancer.

“Let it all out in me! Hit me with everything you got!” Said Moondancer.

The colt did exactly that, and he let out more semen, with he and her letting out a scream of joy. There was just so much semen to take in within her body and he was still cumming with sperm, panting and sticking her tongue out.

“Sweet Celestia.” Pip muttered while panting. “That was so much fun.”

“I couldn’t agree with you, more.” Said Moondancer. She slowly got off of him, laying on the couch with him. Both of them were extremely exhausted from all of that sex, but Pip knew how to hide this from his parents well.

“Thank you for taking me here to have fun with you, Moondancer.”

“And i’m Glad you came with me. And don’t worry, I won!t tell your parents, Pip. It will be our little secret.”

“Good.”