Pipsqueak gets all the Ladies

While on a little walk through the park with his parents through the park in another part of Ponyville, Pip was enjoying the nice fresh air in the open world along with his folks. The fountain was spraying water from the statues mouth, and birds were singing in the trees and bushes ranging from sparrows to finches, to blackbirds, to blue jays and other species of avians. Some squirrels were running along the ground up to tree barks with lightning speed. Pip hoped that this day would never end, but he knows that all good things must come to an end.

“Ah, nothing like a little family outing such as a walk through the park, right me darling? Especially when you shine under the morning light.”

Daisymay giggled at Braveheart’s remark, and said “Oh Braveheart, you old charmer.” Pip felt slightly embarrassed by his parents overly-cheering personalities, but his parents are what they are, and he had to accept that. Besides, there wasn’t a lot of other ponies roaming the park cement anyway.

“Oh boy.” Pip muttered to himself. “Here we go again.” Looking around at his surroundings, he suddenly saw something green in the sky, and wanted to know what it is. The thing was getting bigger and bigger every second. Pip realized the thing was falling towards his direction, and immediately stepped out of the way.

It was a green Pegasus mare who crashed on the ground with a loud thud like a comet or a meteor just hit the earth. Curious, Pip and his parents rushed over to what that was, and his eyes were correct, it was a opal-green color on her coat. It was one of the working Pegasus ponies who lives in Ponyville, Sprinkle Medley, looking quite dizzy and dazed from the impact of the fall, it took a little while for her to not be dizzy anymore, and looked at her surroundings.

“Oh my goodness.” Pip said running to her aid. “Are you Alright, Sprinkle Medley?”

The mare was groaning a little from how painful her poor landing was. “Oh, hi Pip. I’m doing just fine.” And she slowly got up, but suddenly felt a sharp pain on her right hind-leg. “Ah! Sweet Celestia that smarts!” And she grunted in mild agony. “Ah, my ankle!”

“Oh dear.” Said Daisymay in surprise. Pip’s mother looked Sprinkle’s right hind-leg with a bump on the side. “That’s a sprained, twisted ankle Alright.”

“We should get you to hospital right away! It looks pretty bad there!” Pip said, starting to panic. “She’s probably in great pain by now.” And he tried to help the mildly injured Pegasus mare up on her feet.

“Pip, Pip.” Sprinkle chuckled. “It’s okay, sweetie. I’m not dying or anything. It’s just a twisted ankle. Nothing too serious to say the least. Ah!”

“Maybe We should get you a doctor to take a look at that little injury.” Braveheart Said. “You’ll never know until we see it for ourselves. At least get it x-rayed. What do you say, Sprinkle? At least do it for our son.”

Sprinkle looked down on the adorable colt with a cute look on his little face, and smiled warmly at him. How can any mare not like a sweet little colt like Pipsqueak after all? Especially many beautiful mares Pip has fucked with in bed in the past before. Sprinkle Medley finally replied by saying “Well okay. I suppose the doctor can take a look at the heel.” And the three family members smiled at her decision. “Pip, can you be a sweetheart and help me, please?”

A bigger smile appeared on young Pip’s face, and he kept close to her. The reason for that was to make sure he would give her support on her twisted ankle, to make sure nothing would hurt it any further like a branch or a rock that she might bump it into.

It was a good thing the hospital wasn’t completely far from the park, and they all arrived soon after. “Thank you guys for helping me out, especially you, Pip.” And she sat next to him. Braveheart was the one who checked the green Pegasus mare in the hospital so Dr. Caramel can have a look her sprained ankle.

It took a little, around thirty minutes to be exact for the doctors to get a good look at Sprinkle’s bad ankle, but when it was done, Dr Caramel came out with a small cast around Sprinkle’s twisted ankle. “Well, it appears that she has indeed twisted her ankle.” He said. “But do not worry, it is nothing too serious. All Sprinkle Medley needs is a bag of ice and needs to try and stay off that leg for a number of days, and it will heal in a snap.”

Pip smiled to hear the good news. He was glad to help this mare along with his parents. He felt rather proud of himself for helping Sprinkle Medley with her sprained ankle, for she might not have gotten the proper help she needed. Well, she would have gotten it, but not immediately like Pip and her parents did for her.

“Thanks Guys. I really appreciate what you all did for me.” Sprinkle Medley with gratitude. And she looked at the colt with that cute little smile on his face. “Especially you Pip.” She walked up to him and bent her head down. “I don’t know what my ankle would have been without you, sweetie.” And all of a sudden, she gave him a kiss on his forehead to show him some more appreciation.

Pip flushed and pawed his hoof at the ground. “You’re quite welcome, Sprinkle Medley.” He replied to her boldly. “I’m happy to help you out, eh.”

“Although I am curious, Sprinkle.” Said Daisymay. “What exactly happened back there?”

“Oh, there was a heavy gust of wind blowing in my direction. I tried to fight, but it was too strong for me. It was almost like a tornado, or a hurricane.”

“I think you should leave that kind of stuff to Rainbow Dash.” Pip joked, and they all laughed with him.

“Well, I gotta get back home and make myself some pasta for dinner.” She licked her lips just thinking of having some rotini noodles in her mouth. “See you all later. And Pip, thanks again.” And then she kissed him on the forehead once more. She readied her wings, and flew off through the big blue sky, fast as an arrow.

Pip was a little bummed he didn't get to have sex with her, but he was still proud of himself for helping Sprinkle Medley like this. It was always good to help a friend in need, even if it wasn't so severe.

"Well Pip, you certainly know how to be with the girls." Said Braveheart. Pip's father gave a proud and humble chuckle

"And it was very nice of you to help us with Sprinkle with her sprained ankle.'" His mother added proudly. "Well, you want to go back to the park and do some more fun, lad?'

"That would be wonderful." Pip replied.

Five Days Later

The week was almost over, and Pip was just done watering the small plants in the front yard with the garden hose. The evening was just about time, for the sun was setting and Pip was doing this one little chore before dark strikes the sky.

After he was done watering a small pot of daffodils, he put the garden hose away, turned off the water, and went back inside the house to enjoy himself.

As he was sitting on his couch in the living room, he was playing with his Super Stallion action figure, and he made sounds effects from his mouth like lasers or punch blows. “Ooh, you!re days are outnumbered, Dr. Brainlord!” He Said in his imagination. “Take that! Face the justice of Super Stallion!”

“Uh, sweetie?” Said Daisymay. The colt immediately stopped what he was doing, and looked at his two parents. His father was wearing a black tie tuxedo as his outfit, and his beautiful mother was wearing a sensual red dress as her outfit, along with mascara and eyeliner. “Our sincere apologies for bothering you, Pip, but me and your father are going out on a dinner date.”

“Again?” Pip Said with a groan. “I know you guys like to go out and eat once in a while, but come on!”

“Oh come now, dear boy.” Said Braveheart. “We take you out on outings when it comes to dining and restaurants, do we?”

“Well yeah. That's True.” Pip admitted flatly. “But you seem to go out with many of them without me.”

“Don’t worry, sweetie. We went out to the park on a family outing earlier today, remember?” Daisymay reminded her son.

Pip made a small sigh. “I know, mum. I know.”

“Don’t worry, we would never forget about you. And of course, we would never leave you alone here by yourself, chuck.” His father said.

“Who’s the foalsitter going to be?”

The parents looked at one another with smiles on their faces. “I think you might remember her.” Said Daisymay. It was just then the doorbell rang. “Oh! That jus be her right now!” And she trotted over the front door, and opened it, revealing it to be the same mare Pip met five days ago with a twisted ankle.

“Sprinkle!” Pip recognized her in an instant. Then he ran up to her and hugged her adorably.

“Hello Pip.” Said Sprinkle, hugging him back. “Did you miss me, sweetie?”

“Of course I did.”

“Now, Sprinkle Medley, you will take good care of him, right?” Asked the father.

“Of course. I love kids, and I take care of my nephew lots of times.” Sprinkle replied with a warm smile. “Don’t worry Braveheart and Daisymay, Pip will be in good hooves with me.” And she gently hugged his face.

Young Pip enjoyed the warmth of her pretty, beautiful face, and she immediately let go. “You guys are so right, you really should go out on that dinner date.” He said to his parents. “I bet you guys will have a lot of fun together.”

“There, you see? That’s the spirit.” Said his mother proudly.

“Yeah, that’s our boy.” The father agreed with his wife. “Well come on now, me darling. Dinner awaits the bith of us. See you in a few hours, Pip. Be good and stay safe.”

“I always stay safe and be good.” Pip replied.

“Oh we know. But we just love saying that.” Said Daisymay. Then the parents went out the door and Pip was alone with Sprinkle Medley in his own house. He knew this would be a perfect opportunity to have a little fun with this beautiful Pegasus mare.

“So, What would you like for dinner?”

“Well. Mac and cheese sounds good, and maybe a hay burger after that, please?”

Sprinkle giggled again, for she could never get enough of his sweetness and adorableness. “Of course, Pip. They’re easy to make. In the meantime, why don’t you just relax for a little while?”

“Yes ma’am.” Pip replied. And he went upstairs into his room for a little “me” time to himself. While Sprinkle was cooking his dinner meals, Pip was having the pleasure of playing with himself under the bed thinking of how beautiful she is. “Oh Sprinkle.” He gasped while jerking off. “You’re so pretty!”

He kept on masturbating and ejaculating on his sheets for over fifteen minutes. He heard a knock on the door, and heard a voice. “Okay sweetie, you’re dinner is ready, come on downstairs. Pip? Are you alright?”

“Yeah? I’m just fine.” He panted.

Sprinkle opened the door and she was a little surprised to see him playing with himself on the bed. Pip froze and blushed as she caught him like this.

“Oh, sorry.” Pip Said. “I hope I didn’t disgust you.” He panted while flushing a crimson red.

At first, Sprinkle didn’t’ really know what to say about this, but then a seductive, sexy smile grew on her face. She giggled and then said “I see what’s going on here. And there’s no need to be sorry, Pip.” She slowly got on the bed and locked her lips with the colt’s both of them making out on the mattress. While rolling around the bed, Sprinkle and Pip began tongue kissing after that, and they thought it tasted so delicious.

After they had their fun, Pip heard his stomach growling and he went downstairs to eat his dinner that this pretty mare had prepared for him.

As he ate, he thought it was the best dinner he ever had, for Sprinkle’s cooking was just as good as his own mother’s cooking. After he was finished, he felt something warm and soft gently engulfing his colthood. Sprinkle was under the table giving him head to make him more happy and horny.

Pip moaned and gasped as he felt the wetness and softness of her mouth do it’s work to his cock.

Sprinkle was moaning and sighing as she kept on sucking his dick, and even swirled her tongue around it to arouse Pip more. The more she was sucking and licking his cock, the bigger it was getting. “Oh yes.” Pip sighed with his eyes crossed. “Don’t stop there.”

He even heard Sprinkle laughing as she was sucking on that dick.

After a long ten minutes, Pip slowly felt the climax come back to his system. Oh how he loved that Feeling of letting out his semen like he needed to go to the bathroom. It was just then Sprinkle began to suck even faster than before, and then she felt it; warm, tasty, sticky cum filling up inside of her mouth. She stopped and enjoyed the taste while still having his cock in her mouth.

“Wow, That was amazing.” Said Sprinkle. “You taste delicious.” She had the bedroom eyes on her face again. “Come on, I think we should take the fun on the couch.”

“Don’t mind if I do.” Pip said boldly. And he laid on the couch. Without warning, Sprinkle licked her lips and suddenly ambushed his cock with her mouth again, making Pip moan have his eyes crossed again.

Laughing as she was sucking on his colthood again, she wa sucking faster than before,many felt more cum in her mouth, but she did not stop there, she kept on going, making Pip yell in ecstasy and she did this about five times until she felt satisfied.

“Oh gosh.” Pip panted as he fell right on his back.

“Did you like that?”

“Totally.”

“Then you’ll really like this for sure.” And then she climbed herself on top of the colt and she slowly slid his cock into her pussy with sticky sounds being heard. “Okay, now it’s time for you to make me happy.”

“Okay.” Then Sprinkle Medley slowly began bouncing up and down on his shaft, both of them gasping and moaning in pleasure. Pip truly wished this would never end, and Sprinkle thought the same as he did right now.

The bouncing went on for thirty minutes, with her and Pip starting to sweat like stepping into a steam room on a hot day.

Pip was panting like crazy and the same was said for Sprinkle Medley. The green Pegasus was so glad that she was babysitting Pip right now, for this was an amazing experience for her to be in. She wondered how a littl colt like Pip can have a big cock like this. Still, she was very happy by how this was going.

Pip felt the climax rising up and he came inside of her, causing her to emit a loud, yet passionate orgasm from her system. “Oh sweet Celestia.” Said Sprinkle. “So much cum.”

“Gosh I love this!” Pip exclaimed in ecstasy while panting heavily. “Thanks for making me happy, Sprinkle.”

“And thank you for making me happy, sweetie.” The mare replied with a smile. She slowly got off of him and went down on the floor. “Well, I suppose we should clean up the mess we made here.”

Looking at the couch, some drops of cum were on the cushions. They just have had a real blast by how much semen was on the cushions. “Yeah, I would hate for mum and dad to see this.”

“No worries. I’ll clean up the mess.” Sprinkle happily stepped up. She pulled out a towel and cleaning spray as she cleaned up the sofa from any sperm, or remains of Pip’s cum. She got rid of the smell by using the cleansing spray that was lemon-lime flavor. After that was taken care of, they both decided to sit on the couch and relax from all the sexual fun they were having.

“So, when do mum and dad come back from their date?” Pip asked Sprinkle curiously. “Did They day?”

“Of course they did. Two or two and a half hours.”

“Perfect!” Then without her looking, he gently rubbed her was with a small hoof, making him blush in surprise.

“Oh why Pip. You naughty bad boy.” She Said with bedroom eyes. And then all of a sudden, she used her tail to tickle Pip’s colthood while licking her lips.

While tickling, Pip felt the climax rising up one last time, but took a little while. He wanted to hold it in for much longer so the orgasm can last a longer period of time. After three minutes, he felt his cock becoming a little numb, and maybe even wanted to explode. Looking at her beautiful booty, he finally let it all out with a much longer and passionate orgasm, sprinkling cum on Sprinkle’s body, including her ass.

Laughing, Sprinkle Said “You are definitely a sneaky, naughty colt. But don’t worry, I like those kind of boys.” And she kissed him on the lips again. “Wanna take a shower with me?”

“Of course.” And he followed her upstairs to the bathroom to take a little shower with her. While bathing, Sprinkle was keeping Pip close to her and kept on using her tail to tickle his colthood, and semen was spilling on the shower floor. Pip decided to bump her again with her in a doggy position and began jabbing his member inside of her lies there was no tomorrow.

“Oh Celestia!” Sprinkle Medley Said. “Thst feels too good!”

And he ejaculated inside of her one last time.