Pipsqueak gets all the Ladies

by MetalBrony823

Pip and Spitfire and Fleetfoot

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While out on a walk in the park, Pip suddenly was really enjoying the fresh air around Ponyville, so calm and so peaceful as ever. The gentle breeze of soft wind was flowing past him as he took every step. Birds that ranged from finches to sparrows to nutcrackers were chirping in their beautiful sounds and perching on benches, trees, inside bushes and hedges, and on the fountain in the center.

Ah yes, Pip could really get used to this. He was so glad he moved to Ponyville a few years ago. Everything was perfect and going his way on this fine morning.

Feeling a little tired from that stroll, he decided to have a rest on a bench nearby. He suddenly began to feel a little.... sleepy in some way. Did he really walk that much to be sleepy like this? or was it just because he was only a young colt after all? Either way, he wasn't feeling all that tired, in fact, he just wanted to let his legs have a little break from all of that walking to get here.

Making a little yawn, he put his arms behind his back, and crossed his right leg over his left one in relaxation, and had his eyes closed. While relaxing, he was thinking about more beautiful mares to hang out with and fuck around with. He remembered what Luna said about being patient, and it will come to him one of these days.

Meantime, he had a chance to enjoy the beautiful view of the green grass, and the flowers blooming within it. "Hmm, I just wish I can take a swim in that fountain." he said to himself, looking over at the landmark for the park. It was shining under the sun, and water poured out of a statue of a pegasus stallion from it's mouth. "Ah, if I did that, that would disrespecting the beauty of it. And I would certainly not want to do that." and he made a chuckle. "No sir."

Then he just ignored the fountain to get his mind off of it. Then, he had another idea. That well was known for being a wishing well, and he decided why not give it a shot.

"Hmm. I think I have a bit on me somewhere..... aha! There you be!" and he hopped off from the wooden bench, and went over to the fountain. The waters were so beautiful and sparkly under Celestia's sun. Holding the bit on his left hoof, he looked over and thought "I wish that I can see a one, no, two beautiful mares to hang out with." Then he promptly threw the coin into the water with a small splash being heard.

Just like that, Pip was done and he decided to sit back on the bench once again, but just for a few more minutes. Looking around, he saw many ponies of any age walking along the cement path through the garden.

Many friends and other friendly ponies he knew would say hello to him once they passed by. Feeling a little tired again, he was starting to become a little uncomfortable with this wooden bench, and it was starting to chafe his hindquarters.

Luckily for him, there was no rule about stay off the grass in this park. "Hmm. The grass looks very soft on here, and that tree over there looks like a good shade from the hot sun." Then he got off once again, went to the grass below the large tree not far from here. "Yeah, I guess I can take a short nap for a little while. Curse them tiny legs." And he wobbled one leg. "Oh well. They don't call me Pipsqueak for nothing."

Then he laid in a position like a lion would do on a savanna plain during a really hot day after trying to hunt for impala, oryx, or any other antelope it could get it's teeth on.

Sighing softly, he then fell asleep with a soft sigh, With his head on his crossed forearms. While having a short literal dirt nap, he didn't know about what might happen next.

Meanwhile, two infamous mares from the Wonderbolts group, Spitfire and Fleetfoot, were hailing down from the sky and hovered on the cement path. They wore their usual Wonderbolts uniforms like they would always where.

Fleetfoot sighed and she said "Nothing like a little walk in the park to have our day off, eh Spitfire?"

The leader chuckled. "I hear ya, Fleetfoot." She agreed with a raised eyebrow. "Still a shame Soarin couldn't be hanging out with us, though." And she looked around her surroundings.

"Well I told ya, he's looking out for sick relative today, and probably might do that for a few days. That's what he told me."

"I know, I know. Maybe when we have another day off, we can definitely invite Soarin with us." Spitfire said "Get some ice cream, go window shopping, those sort of things."

"Totally, but wait, when is out next day off?"

"Exactly.... one month from now."

Fleetfoot made a groan. "A month? That's just fucking perfect!"

"Hey hey hey, Fleetfoot. Let's watch the language, alright?" Spitfire reprimanded. "Wouldn't want to be a bad example for the kids."

"I'm sorry, you're right." Fleetfoot replied. "Kids should not ever hear such yucky words."

"No ma'am. You are absolutely right." Spitfire looked around. "Good thing nopony was around to hear what you said." And then they made a chuckle, and continued with their little stroll of their own. While walking, they noticed Pip sleeping under the large tree in the shade of the branches and leaves.

They both thought he was the cutest little foal they have ever laid their eyes on. "Aww, look at that." said Fleetfoot. "Look at that cute colt napping under a tree."

"I know. I never seen a foal so adorable as this one." Spitfire agreed with a sad smile. "Hmm. I wonder what a colt like him is doing out here by himself."

"Only one way to find out. Come on." then both of them went up to Pip, still snoozing so softly, and snoring with a bit of sighing on it. To them, it was almost like they were looking at a puppy or a kitten at a pet store, but this child was more than that. indeed, they thought he as the most adorable little foal they have seen in their lives.

Spitfire was the first one to gently touch his small body and whispered in his ear. "Hey. Hey, little buddy. Wake up." then she and Fleetfoot crouched down so that when he wakes up, they can make better eye contact.

Then Fleetfoot stepped in and gently jabbed his small body with her hoof. "Come on, kiddo. Wakey-wakey." she sang softly. Pip began to stir and then started to open his eyes a little.

"What? what?" he said, moving his head to and fro sideways. Then he rubbed his eyes, and saw Spitfire and Fleetfoot , smiling warmly at him. Turns out, his wish came true, two beautiful mares just came down from the heavens. At least, that was what it felt like to him. It was like that he fell in love all over again, but he didn't want to give it away so quickly. "Hello." he said, slowly getting up and stretching himself like a dog would wake up from sleeping.

"We're so sorry to bother you, little guy." Spitfire said. "We were just curious about what a cute colt like you is doing out here alone."

"Cute?" he thought to himself. "My wish did come true." and he smiled while flushing a tomato red on his face. "Well, I wouldn't... call myself cute, per se." he admitted, rubbing the back of his head in a rather sheepish way.

"Ah, it's okay, kiddo." said Fleetfoot, gently rubbing his mane. "You don't have to be embarrassed about it."

"so tell us. What's your name, squirt?" Spitfire asked curiously.

"Pipsqueak." Pip said. "but my friends just call me Pip for short."

"Pip?" both mares said, and they both giggled in unison.

"What? What's so funny?" he asked.

"Ah, we're not laughing at you, kid. We just think it's an adorable name to hear." Spitfire said. "So, what are you doing out here all alone?"

"Well, I was just having a little walk out here, but then I got a little.... tired and I rested... under this tree and.... I'm not in trouble, ain't I?"

Both mares laughed at his Innocence. "No, we were just curious." Fleetfoot said.

"Oh okay." then Pip realized something, and immediately knew who he was talking to. "Wait! You're Spitfire and Fleetfoot of the Wonderbolt team, aren't you?"

"Ooh, smart boy." said Spitfire with a look of intriguement on her face. "You know it, kid."

"yep, two best fliers in all of Equestria." Fleetfoot said, and then had a thought. "Not as fast or excellent as Rainbow Dash of course, but still the best all around."

"Yeah, I figured such." and he realized that something was missing. "Where's that other guy, uh..... Soarin! yeah, what happened to him?"

"He couldn't hang with us." Spitfire remarked. "His cousin was very sick with the feather flu, and has to take care of him for at least a few days."

"Oh. Sorry he's not with."

"Nah, don't worry about it. We totally respect what he is doing." Fleetfoot said. "Family always comes first, after all."

"True that." Pip agreed. "So what are you guys doing down here?"

"It's our day off." the leader clarified. "And our only one until next month." the last part she said sounded like she was a little irritated by that.

"A month?" Pip said. "That's insane!"

"Tell us about it." Fleetfoot agreed. "But, being a Wonderbolt is never easy, you know? Duty calls, and we have a lot of responsibilities to take care of. Training cadets, saving Equestria if needed, blah blah blah. That sort of thing."

"I can only imagine why." Pip said.

"Oh Pip, you're so funny, you know that?"

"hehe. Well, you know. I am one of Miss Cheerilee's most favorite students in her class." And he thought that what he just said was a little vain or over exaggerating himself with that. "I even had a student of the month rewards countless times.

"Really?" said Spitfire. "That's cool. I can see why Cheerilee would like you so much. You have a sweet personality."

Pip flushed an ever bigger shade of red on his cheeks.

"Aww, you are turning into a cute shade of red, Pip." Fleetfoot complimented. "It's really, really cute."

"We like you, kid. You're a real laugh, you know that?" Spitfire said, gently rubbing his mane like Fleetfoot did before, making the colt do a small laugh. "Wanna hang out with us for a while?"

Then Pip began to feel more excited to hear that. Him, hanging out with two of Equestria's greatest fliers in the whole universe. And he can have more than just a little fun with them by the sound of it. Two mares in one day, like Cloudchaser and Flitter the other day before. "Sure, that would be delightful." guys decision made both mares smile in joy. It was exactly all they needed to hear from him.

"Awesome!" said Fleetfoot. We were... thinking about getting some ice cream cones. You want one?"

"We'll pay for them." Spitfire urged with a wink.

"sure!" Pip bounced with excitement like Pinkie Pie would do when she is really happy about something. It made both Wonderbolt mares giggle in amusement.

Then Pip was more than happy to be with these beautiful mares on a nice day together as a triplet. Pip can hardly wait to have so much fun with these ladies. All three of them went to the ice cream shop, not so far from the park, and they all had a choice of what kind of Ice cream they wanted to eat on. Spitfire got a chocolate with sprinkles on a waffle cone, Fleetfoot got a mint flavored double scoop on a cupcake cone, and Pip had a real delicious soft-served vanilla on a regular cone, looking quite appetizing for him.

"here you go, little buddy. Hope you enjoy it." Spitfire said happily.

"I love it!" Pip said with joy, then he dug in his frozen dessert. At first, he was really enjoying himself and then he felt a sudden stinging pain around his neck and brain. "Ah!" he said, trying to soothe his head from the coldness erupting in his brain

"What's wrong, Pip?" asked Fleetfoot.

"Nothing, it's just brainfreeze. Nothing to worry about. Ah! Maybe I should eat a little slower."

"good idea." Spitfire said. "Wouldn't want ya to get a splitting migraine, wouldn't ya?" and she made a laugh. "Ah, i'm just kidding with ya, Pip. Smile." and then she gently jabbed his arm with her hoof playfully.

Pip made a small chuckle, and continued eating his treat, but more slower this time so he would not get a migraine for at least a few days. The three ponies were more than happy when they were both finished.

"Boy that was so good." Spitfire said.

"yeah, I'm so glad we came here." Fleetfoot agreed with her friend/boss. "Was that good, Pip?" she asked the foal now.

"It was so good." Pip replied, patting his belly happily. "Thank you so much for paying this for me. I really appreciate it."

"No problem. We figured that you wouldn't have any bits on you." said Spitfire. "Thank you so much for coming with us Pip. We like you."

"yes!" Pip thought in his head. "I knew they would say that."

"yeah, you're a really sweet colt, you know that?"

"Oh, i blush." Pip said. And he got out of the booth and went to wash his Hooves and face from that ice cream.

As he was washing himself myself, Spitfire and Fleetfoot smiled at each other, feeling more than proud to make this adorable colt happy. Luckily, since they were both members of the Wonderbolts tam, they got a living legend discount just fifty percent off.

"Still glad we have a day off? Because I know I am." The blue Pegasus asked her.

"Of course! This is great. That Pip is some kid." Spitfire agrees. "He is one of the sweetest colts I have ever met in my life."

"Same here with me, Spit."

It was just then Pip got out of the bathroom, looking nice and clean. "Okay, I'm finished." He said.

"Did you wash your hooves for a certain amount of time? Hygiene is important. Pip."

"I did. I promise." Pip said. "I always wash my hooves for at least twenty seconds before I'm finished with the bathroom."

"Perf c." Said Fleetfoot. "You know, if you were Pegasus pony, you would make an excellent Wonderbolts in the ranks."

"Thanks, but, I'm not a Pegasus, and I'm not really interested in being one anyway. No offense."

"Nah, it's okay." Spitfire shrugged. "We perfectly understand. We never force anypony to become a Wonderbolt."

"True." then he made a small burp. "So, what do you want to do next?"

"Well, what do you want to do, Pip?" Asked Spitfire with a raised eyebrow.

"Hmm... I was thinking the zoo. Is that okay, Spitfire?" Pip replied.

"Of course, buddy. Whatever makes you happy." Said the orange Pegasus mare.

"Yeah. That sounds fun." Fleetfoot added. "Come on, little dude." And they all went to the zoo, a little far from them, but not completely far from this ice cream parlor

While walking, Pip said "so your next day off is really in a month from today?"

"Hmm-mm. It kind of lame. But if it means saving many ponies from any danger like a bunch of superheroes, so be it. That's the price for being a Wonderbolt, Pip."

The colt made a small chuckle. "Yeah, I can see that. It, look at the bright side, at least you guys are not as busy asPrincess Celestia and Luna."

Both mares laughed again. "I know, right?" Said Fleetfoot. "Cute and funny, you are really too much, little P." Then she gently ruffe his mane again.

"Oh, I'm not that funny."

"I actually agree with that. The princess' are way busier than we are because they are in charge of Equestria." Spitfire said. "I am so glad I am. It in their hoofsteps." And she had a bold look on her face. "No sir."

"Agreed. That would be too much responsibility for me to take in, even when I turn big and strong, it would be so overwhelming trying to keep Equestria."

Spitfire smirked "amen to that, little dude."

"By the way, do you where those suits all the time?"

"Oh no, of course not." Fleetfoot stated. "That would be silly. At times we would wear these to show many of our fans who we are and what we do. Why do you ask?"

"I was just curious." Pip stated. "Your suits just make you look so cool, you know?"

Spitfire had a boastful look on her face, and said "Oh yeah. Totally awesome, like Rainbow Dash would say about it. Heh."

And all three were having a blast going around the zoo and all, just looking at beautiful animals that were native or not native to Equestria.

While wearing his thinking cap, Pip was having these sexy thoughts that involved Spitfire and Fleetfoot looking sexy, showing their wet pussies at him so he can lick it all up. His cackled was about to become rock hard again, but he realized that now was not a good time because they were all in public, and didn't want to upset some ponies.

In the meantime, the three were having so much fun together, and even had a cup of lemonade together. Many ponies would walk up to the mares and ask for autographs from them both, and Spitfire would do posses that looked stylish and tough, and the same with Fleetfoot.

Pip just watching at how many fans they had all together, Pegasus or not, they were quite open to them.


A little later during the day, Pip, Spitfire, ad Fleetfoot arrived at a somewhat peculiar building that looked a little different than the usual architecture than many houses and buildings would be designed to look like.

"Well Pip, how would you like to have some.... fun with us?" Asked Spitfire while bouncing her eyebrows at him a few times.

Pip knew exactly what she was up to, and blushed a tomato red on his cheeks once more. "Sure." Was all he said, then he felt his cock becoming rock hard once again, but this time, it was fully erect.

"Awesome. Come on in, this is the place where we will be staying." Fleetfoot clarified. "You will love where we are staying at the moment before going back to Cloudsdale."

Feeling more than happy to follow both of them inside this strange building, it had a to be a hotel of some kind. Honestly, he didn't really know for sure, but there was only one way to find out.

The interior of the building looked so nice, and there were many beautiful mares mingling with many horny stallions.

It looked rather like..... a brothel of some kind. Possibly mixed with a hotel since Fleetfoot said she and Spitfire were staying here for the day as part of their day off.

Oh yes, this sounded like a paradise for young Pip. Nonetheless, he kept his cool and acted casual. He followed both mares to the counter and Spitfire asked "Hey, can we go up to a room where me, my friend, and Pip here can have a little... privacy?" Both of them looked at Pip with bedroom eyes.

Pip was becoming more and more horny, along with overexcited to see what happens next. "Of course, Spitfire. Here's the key to the special room for ya." Said the counter stallion

"Perfect!" Said Fleetfoot. "Come on, Pip."

"Yes ma'am." Pip said, feeling very eager to have as much fun with these two beautiful mares. "Ready when you are."

"Awesome." Then the colt followed the, upstairs to the second most upper floor, and then when Spitfire opened the doo, it revealed to be sex room with a heavy erotic smell to go with it.

"Here we are, kiddo." Said Fleetfoot. Pip was absolutely amazed by how erotic this place looked, and how soft the bed looked. Boy, he could hardly wait to try that out with these two.

"Ooh, I see that you are already.... excited." Spitfire noticed, then she walked up to him and gently touched his colthood with a soft hoof, making him gasp with ecstasy.

Both mares laughed, and then Fleetfoot joined in on the fun with her. "So impressive for a colt your age. I take it you never did these kind of things before, hmm?"

"Well.... actually.... I have, but please don't tell anypony. I want it to be a secret just between us."

"Ah, don't worry, Pip. Everything's going to be fine. And to be honest, we both kinda knew something like this."

"You did?"

"Yeah, dude. You didn't think we could hear what you're saying under your breath did ya?" Fleetfoot added.

"Oh, gotcha."

"So, we understand what you are going through, and we would love to make you so happy as possible." Spitfire said, the. She gently laid a kiss on his lips, and both of them ended up making out with one another, with an Dash of tongue wrestling while moaning in pleasure.

While kissing, Spitfire thought "He tastes so good. This cute colt is in for a lucky day."

After a little while. They broke up, and then Fleetfoot decided to do the same thing her friend did before, and she was enjoying it just as much as Spitfire. It wasn't as long as her, but it was still just as enjoyable.

They both broke up, andPip felt so much pressure arousing in his. Going and then passed out for a short time on the floor. Spitfire and Fleetfoot giggled at how adorable that was, and both gently picked him back on his feet.

"You okay, squirt?" Fleetfoot asked with a raised eyebrow and a smirk.

"Yeah. I feel great." Pip said.

"Then you will love this. Fleetfoot, care to join me?"

"With pleasure, mon ami." Then both of them took off their suits in a very slow and sexy fashion and Pip was having his tongue on the floor just watching this amazing experience before him. Their bodies were so slender yet so hot. Pip was still glad that his wish at the fountain came true. Two mares for the price of one sexy experience, it was so much Pip could have.

Small amount of drool began to fall from the colt's mouth, and he was more in love than he was before with them. "ooh, like what you see, naughty little boy?" Spitfire teased him lightly. Then she and her friend walked up to him in a sexy type of catwalk, and came close to him, midly cuddling against his small body

"Ready for some fun, kid?" asked the leader

"Yeah!" Pip said, his heart beating even faster than before.

"Perfect. Come here." said the second Wonderbolt. They both crawled onto the bed, and Pip followed them on the mattress. His boner was still big as ever, and more blood was rushing through his shaft.

"Okay, prepare yourself for something so... sexy." Spitfire noted with bedroom eyes. Then she licked her lips and engulfed his entire colthood in her mouth., making Pip moan in complete ecstasy. Fleetfoot was enjoying herself by gently grabbing hold of him behind his back, and making sure he was okay and comfortable enough to enjoy this moment.

The blue pegasus even licked his face a few times to make him even more aroused than before. Pip was loving every moment of this like he would always do.

Spitfire's mouth was so wet, yet so relaxing for him. Like her own personal banana to snack on. She kept on sucking away on his cock, and she was enjoying every taste of it, and even licked the tip of it's head sometimes.

"You doing alright, Pip?" asked Fleetfoot.

"Yeah. Ah! Just fine. This so soo good." Pip moaned in ecstasy. "Please don't stop, Spitfire." and he just relaxed his head against Fleetfoot's warm body while she comforted him in any way she can try and make him as comfortable as possible.

Spitfire began to suck even faster, which made Pip moan even louder than before. Yes, he was having quite a small orgy with these two sexy mares.

Finally, after a little while, Pip felt the climax slowly rushing through his shaft again. "Here it comes!" he exclaimed while grunting. "Ah! Ah!"

then he ejaculated right inside Spitfire's mouth. The orange pegasus was really enjoying this batch of nice, warm semen out of this one. For Pip, her mouth was so warm herself, probably hence the name Spitfire.

When she swallowed it all up, she licked a few drops from her lips, and her bedroom eyes were showing once more. "Wow, that was so good." she said. "That was a really good job, little buddy."

"Thank you."

"It's my turn now." Fleetfoot stepped up. "Switch places with me, won't ya Spit?"

"Of course." then they both traded places, and Pip felt Spitfire's body a little more warm and cozy than Fleetfoot, as if her body was made out of fire herself, or her very own furnace. "Don't worry, Pip. Fleet will make you very happy and the same with me. Then Fleetfoot dug her mouth into his colthood.

It was not as warm as Spitfire, but still warm anyhow. Pip felt like he was in complete paradise in this position. Fleetfoot would also use her magic tongue to swirl around the head too, very tenderly.

It took a little while longer for Pip to feel the happy juice flowing through again, but after many minutes, he felt it rushing through him once more. Fleetfoot even used her drool to lubricate his colthood once in a while to make it more pleasant for him to enjoy.

"It's happening again!" he exclaimed at the top of his lungs. "Ahhh!" then he ejaculated once more in Fleetfoot's mouth. Panting from all that fun, he was starting to sweat a little.

"Oh wow. I hope we didn't put too much in you." Spitfire asked with a smirk.

"No. It's okay. I'm loving this!" Pip said, still panting. "This is quite wonderful."

Both pegasus mares chuckled again at his adorableness. "Good." said Fleetfoot. "For a colt your age, you taste pretty good." then she winked at him.

"Now it's your turn to return the favor, Pip." Spitfire noted. She opened her pussy and slowly let his cock inside of it. Pip was about to feel more fun coming his way. The orange pegasus began to bounce herself up and down while Pip continued panting and moaning in ecstasy

"Oh yes! Don't stop!" Pip said

"Don't worry! I won't until you are fully satisfied." she replied to him

She kept bouncing and bouncing on his cock, and the she felt the happy juice erupt inside of her, but through her other end (Her pussy of course) She let out a loud orgasm while Pip did the same thing as she did.

"So much cum!" she said in pleasure. "Just so much!" Spitfire enjoyed the hot semen oozing inside her pussy and she had her tongue out while panting. A couple more drops of semen were erupting inside of him as she heard him making more moaning sounds.

Then after a few minutes, she slowly got off of him and let Fleetfoot have her turn on him.

"This is gonna be so fun." said she, licking her lips in lust. Her pussy felt just as nice, but not as warm as Spitfire's, but still as wet as hers.

Fleetfoot was having a time of her life riding on Pip like this. "Whoo! This is amazing!" she exclaimed. "here we go!" In her head, she thought. "Wow, this is way better than how Soarin did this with us. This kid is a natural."

It was so wet, and so sticky inside her vulva, she was enjoying every minute of this activity.

Pip was enjoying a nice view of her hot ass while experiencing this. Good thing nopony else was around to see this, but them only. The smell of the erotic candles were rushing to his nostrils and he stuck his tongue out once again.

Then Pip felt the climax erupting one last time, and he ejaculated a volcano inside Fleetfoot. The blue pegasus let out a loud orgasm, as did the young colt. There was just so much to take in.

"Whoo! Boy, that felt so good!" Fleetfoot exclaimed while panting under her breath. It was not over yet, she felt Pip ejaculate a few more times like he did with Spitfire, and felt the oozing semen inside of her. Now Pip was perfectly satisfied with this, and still glad that he made his wish. Now he was feeling a little guilty that it didn't work in the first place.

"You alright, Pip?" asked Fleetfoot gently rubbing his head again

"Yeah. I'm more than alright. That was fantastic." he replied. "Thank you guys so much for doing this for me."

"Aww, no problem, Pip." said Spitfire warmly. We should totally do this again sometieme."

"Agreed." said Fleetfoot. "Come here, let's snuggle together."

"Of course." Pip said, then they both laid on the bed, and snuggled one anther for an extended amount of time.

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