Pipsqueak gets all the Ladies

Man oh man, that Sunset Shimmer was definitely somepony else for Pipsqueak. When it came to beautiful girls, Pip was definitely in heaven where it would be going, especially Sunset. Three days have passed since he had a fun time fucking her in his parents own bed. Good thing that she put the bed sheets covered in cum in the washing machine before Pips's parents came home and found out about it, and it was definitely a memorable night for both him and her.

He was just playing around at the fields just outside of town with his friends, Scootaloo, Applebloom, Sweetie Belle, Rumble, and Featherweight.

All of them were having a fun time together at the flower-filled fields. They had a beach ball to bounce around with, and pass it to one another. Sometimes, they would do little games with it, like "Money in the middle" or "Keep away" or even kick ball with it. It was so much fun for all of them to enjoy

What Pip didn't see was that something was about to happen. While he was about to pass the ball to Rumble, something unexpectedly hit him from above. Something heavy pinned him to the ground, like some pegasus pony crash-landed into him like a meteor. "Ow!" Pip groaned.

His head was throbbing a little bit, and his eyes were rolling out of dizziness. Then the weight came off of him in an instant. "Oh my gosh, I'm soooo sorry Pip!" said a cracky female voice. Pip knew who that was, recognized what accidentally him him from the sky like a comet. Then he felt the mare gently pull his body up.

It was none other than the faster flyer in Equestria herself, and Element of Loyalty, Rainbow Dash. It took a little while, but Pip regained his eyesight again, and saw her, and the other kids looking at him in concern.

"You okay, little buddy?" Rainbow dash asked him "How many hooves am i holding up?"

"two."

"Ah good."

"Hello Rainbow Dash." Pip said.

"W'sup, squirt?" Rainbow replied, gently rubbing his mane. "Sorry about that, I..." she had a nervous smile on her face "I was just trying to bust a fast-moving cloud, and I missed it by the last second, and then... bam."

"Oh. That's okay. I suffered worse pain, anyway." Pip remarked. He felt a slight ache in his head, and gave a small "Ow."

"Ooh, I hope I didn't give you a migraine. That wouldn't be good."

"Nah, it's fine." Pip said.

"I think we need to give him a medical test, girls." Sweetie suggested. Both Scootaloo and Applebloom agreed, and cheered at that suggestion. Pip had a look of horror on his face. Whatever kind of.... treatment they were going to give him, it wasn't anything sexual, that was for sure.

before the girls could eagerly touch him, Rainbow Dash intervened, and said "Whoa Whoa whoa, okay, kiddos. Thank you for caring about the little dude, but he doesn't need any medical stuff."

"Yeah, come on, guys. His head will heal in no time. Just a little bunk on the head." Rumble added. He looked at his friends head, it looked okay. "Whew, see, no bump on it."

"Besides, It's illegal to impersonate nurses or doctors anyway." Featherweight noted

"Oh we weren't impersonating to be nurses, we were pretending to be one." Scootaloo added. The others looked at her, their faces saying "Really?" all over them

"That's what impersonating means, Scootaloo." said Pip.

"Yeah, it's the same thing." Applebloom added.

"Ohh." then Scootaloo felt a little stupid after learning what she had just said. "My bad."

Rainbow made a small chuckle. "It's okay squirt. Big words aren't really my thing either. And I don't think you guys would get in trouble for doing that, since you guys are not actually working at a hospital without a degree from medical school. That's what I learned on how to become a doctor or a vet, something like that."

They all realized she was right, they were no law against tending to any wounds, but the crusaders might just make it worse either way. All three of the girls listened to Rainbow Dash.

"Anyway, sorry for bothering you're little game. It was an accident."

"I can never be mad at my big sister." Scootaloo remarked. Then they hugged each other.

"Besides, we were just about done anyway." Rumble said. The other children agreed with him in response. "All that playing made me tired already."

"Already?" said Rainbow. "Ah, who am I kidding, you're kids after all." she remembered that colts and fillies can get tired more often than mares and stallions would.

Then Pip suddenly got a glimpse of how beautiful this tomboy pegasus mare was under the sunlight. Her rainbow colored, wavy hair was being blown against the wind, as if an angel fell down from the heavens.

The cyan Pegasus noticed Pip looking at her like he had just seen a very cool rainbow, and asked "you okay, Pip?"

"What? Oh yeah, I'm fine." Pip said, snapping back to reality. "What were we talking about?"

"That you kids were done playing ball and you were all going home?"

"Yeah, that's it!"

"Well, see y'all later. I gotta go feed the pigs back at the farm." Said Apolebloom. Then all the children said their byes and many of them went home. All except Pip.

Young Pip was about to leave, but Rainbow stopped him before he could take another step to the direction of his house, Rainbow Dash stopped him. "You sure you're okay, Pip?" She asked him with slight concern.

There was no one around but these two, so Pip thought "why not?" And then replied to her "Rainbow, I- I-" he began stammering it over and over again until Rainbow gently pressed her hoof on his mouth.

"You were saying?" She smirked.

Pip let out a sigh, and he finally said "Rainbow, I think you are one of the most beautiful mares I have ever seen." This surprised Rainbow Dash, not knowing what to say. "I love the way you laugh, and you are so pretty with that mane and tail."

She was a little speechless about these compliments about her.

"And, I just want to kiss you." Pip added, sounding more bold than before. "There, I said it okay. I just think you are so beautiful and hot. And those beautiful purple eyes that you have, they look so sweet like plums."

Rainbow Dash was blushing a tomato red hearing these flattering words. Then she realized what was happening here. And she formed a smile on her cute face. "I see what you mean, Pip." Then she walked up in front of him, and she bent down kissing Pip's adorable face, on his lips.

Pip was a little surprised, but he got what he expected it to be. Nopony could possibly resist his adorable charms, or his cute face, not even a hardcore pony like Rainbow Dash could resist them. Even hardcore mares like her have soft spots too.

"Pip, you did it again." He thought in his head. And he continued enjoying the kissing and bliss he was having while he was doing it. He wished it could last for a millennia, and yet again, there was those other beautiful mares he was having fun with, all in a harem, he imagined them all being with Pip as their king.

When the kissing stopped, Pip laying his hoof at the ground while bashfully smirking. Rainbow still had that sexy look in her eyes. "Are you happy now?" She asked softly.

"Yep. Very happy."

"That's all I needed to hear. Your tongue tastes so good. You know that?"

"Thanks, and yours too. It's like a sweet taste of snow, and candy at once."

"Aww, stop it. You're making me a little sappy."

"Ou're not sappy, Rainbow. You're very nice and tough at the same time."

Rainbow was blushing an even darker red on her face now. "Thanks, Pip." The she had an idea, and a more seductive smirk appeared on her face. "Say, wanna come over to my house for a little while?" Then she bounced her eyebrows three times with those bedroom eyes.

The colt was more than entitled to hear that. Now he can have even more fun time with Rainbow Dash, and had a thought. "But wait, what about mum and dad?"

"Don't worry, kiddo. I got that covered for ya. We'll just go over to your house and tell your folks that you are hanging out with me for a while, no sweat."

"Oh. Okay. My parents are familiar with you, and you know them.,"

"Yep, very nice ponies your parents."

"Well, I suppose we can go over there and tell them that we are just going to..... hang out together. And I don't want them to know about what is... really going on, or what we just did."

"My lips are sealed, Pip. We'll just leave that out of our explanation when we get there."

"Perfect! Let's go." Then he was about to walk over back to his house when Rainbow made him a very fun and generous offer.

"Hey kid, how about I give you a ride and save you the trouble from getting your legs all tired and sore, huh?"

He smiled even wider "really?" She nodded a yes to him. "That would be amazing! I just hope I am not too heavy for you to carry."

"Nah. I've carried way heavier things then you, small fry." she playfully teased him. Then Pip got on her, and he was enjoying a ride of a lifetime. It was even way more fun than a roller coaster, faster too. Everypony was right about her being the fastest flyer in all of Equestria after all.

"This is so fun!" he exclaimed

"You enjoying this, Pip?"

"Yeah!"

Indeed, Pip was loving every bit of this flight on Rainbow Dash. Of course because of her speed, it was a rather short flight to his house. The cyan pegasus promptly landed back on the ground, and Pip got off her back.

When she flew in the big blue sky, Pip was having a time of his life. He enjoyed the experience of being on the fastest pony in Equestria. It was like a roller coaster, but it was faster and way more fun. "Woohoo!" He exclaimed in excitement.

Rainbow was happy to see that her cute passenger was happy to be riding on her. She looked back at him and asked "you enjoying this, Pip?"

"Yeah! This is so awesome!" Pip replied. He almost fell off of her, and realized he wasn't holding her tight enough. "Whoa, that was close."

"Yeah, just hang out tight."

Sadly the flight was short-lived. Thanks to her amazing speed, they were already at Pip's house. It was almost as she went faster than the speed of light. Of course, if she really did that, it would cause yet another sonic rainboom.

Rainbow knocked on the door, and waited for an answer for either one of Pip's parents. She noticed Pip looking a little antsy about something. "You okay? You seem a little jittery."

"I', fine. I'm fine. I'm just a little nervous. Will mum and dad be okay if I stayed with you at your house for a few hours?"

"Aww kid, it'll be fine. I am a hero of Equestria after all. And I do know your parents after all. Maybe not as much as some other ponies like Fluttershy do, but still."

"Well, okay." Finally, both the parents answered the door, and were more than happy to see Rainbow Dash.

"Ah, 'ello, Rainbow Dash." Said Braveheart. "What brings you to our humble abode?"

"Hello Braveheart, Daisymay." Rainbow greeted in a squeaky voice. "Listen, Pip wants to hang out with me at my house for a few hours. Is it okay if he hangs out with me?"

"Of course. Both me and dear Braveheart both trust Pip to behave, because he always behaves." Pip felt rather proud to hear that comment.

"Yeah, he's quite a goody two-shoes, ain't he?"

"Hey!"

"Ah, I'm just kidding with you Pip. Smile." Then Pip made a small chuckle. Then she turned back to the parents. "Don't worry, Pip and I will have such fun together, won't we, Pip?"

"Yep."

"But wait, isn't your house made of clouds, and the fact that only Pegasus ponies like yourself can walk on them?" Asked Daisymay.

"Don't worry. There's clouds on the inside, but there is metal and wood on the inside of my house, so Pip can walk on it, don't ya worry."

"Oh good. Have fun, you too." Said Braveheart. "Oh and please be back before dinner, alright, Pip?"

"Of course, dad. I promise I'll be back before curfew."

Then Pip got back on Rainbow Dash to enjoy another ride. "Are you ready?"

"I'm ready when you are ready, squirt." Said Rainbow. Then she took a breath and took off as Pip hold on tight to her body. The fun had been doubled for him since her house was a little farther than in the fields.

Pip was cheering on as he felt more excitement motivating him. Finally, they wpmade it to her cool house a little above the ground. Pip was absolutely stunned in awe looking at this beautiful, cloudy house.

"It's cool, ain't it?"

"Very cool." Pip agreed with her. "Are you sure I can go in there without fallin and going splat on the ground?"

Rainbow chuckled. "You're a card, Pip. Don't worry, you'll be fine." Then she carried him on her back and opened the front door do reveal the inside of her very own house. Pip was even more impressed by the decor, looking a little like a Greek stipple home with some pillars inside. "Well, aren't ya gonna climb off of me or what?"

Pip looked at the floor and saw that it wasn't made of cloud after all, it before he stepped down, he asked her one last time "you are positive I won't fall through here, right?"

"I promise you."

He took a breath and slowly sat one hoof on the floor, and it didn't go through. Feeling more confident Pip place another hoof, and then the rest on the floor, and he was perfectly fine, and they were completely solid for him.

He jumped on triumph, and made sure that he was still in the house, and he was. "Yay! I'm in!" He cheered.

"See, what did I tell ya?"

"Sorry for doubting you, Rainbow."

"Aww, don't worry, Pip. So come on, let's go up to my room." Pip waited all day for her to say that, and now for being patient, he will receive he very special reward from Rainbow Dash herself. He followed her upstairs where he saw a sleeping tortoise on a doggy bed.

"Who's the tortoise?"

"That's tank, my very best friend." Then she realized what she said "of course I have my other best friends, hehe."

"He looks cool."

"Tank is the coolest, kid. They enough of that. Now to have some fun." She clipped her hooves and then the lights went out. She closed the windows and locked her bedroom door,

"Uhh, it's dark in here." Pip said

"Oh don't worry, Pip." Said Rainbow in a seductive voice this time. The. She made a cut, sexy giggle. Then a bunch of candles lit up within the room, and it revealed Rainbow Dash in sexy black socks in all four legs. Pip's cock began to harden and drool a little from his mouth. She giggled again. "You like what you see, kiddo?"

"Yeah. I do."

"Awesome." The. She turned sround to show him her beautiful booty, and he was loving it. So round, and big, it was making him even hungrier for her beautiful body. "Go on, Pip, you can touch it you know?"

Then The colt promptly walked up to her and began touching her beautiful ass and she began moaning and sighing as Pip felt his gently hooves touch all over. "You're hooves are so soft." She murmured

"And your arse feels so nice, too. I could rub it and touch it forever.

"Oh but the fun is just beginning, Pip." Then she gently said "can you please stop for a second?"

Pip immediately stopped rubbing her ass and waited for what she was about to do. "What is it?"

"I want you to get on the bed for me. Please?"

"Sure." The he sat on her comfy and cozy mattress. He wished his bed would be as comfy as this would is, not to mention bigger.

Rainbow Dash pulled out a cockring from her drawers and said "I don't want you to cum yet, squirt." She licked her lips, and gently slid the ring up his member, making him gasp, and then it went around his scrotum. It was rubber and not metal, so it was perfectly safe for him.

"How's that?"

"Better. Now, I want to see how long you'll last like this." She licked her lips again and ordered him to lay on her bed. Then Rainbow slowly slid his cock inside of her, and began bouncing up and down, panting heavily while her tongue was out.

"Ah! That feels amazing!" Pip said, twitching his head back.

"That's the stuff!" Rainbow said. "Give in to me, Pip. All of your love."

"I am!" Pip shouted. He began to thrust inside her feeling more adrenaline and pleasure rushing even faster. Both were moaning simultaneously and happily.

Rainbow was surprised that Pip was quite a mare's stallion like this. For a boy his age, he was doing a pretty good job pleasure her like this. "This is so awesome!"

"Let me cum! Please!"

"Not yet, Pip!" Rainbow panted. "I have way more fun ideas for you. Then she slowly got off of him, making a wet, sticky noice. She looked at Pip, holding it all in himself thanks to the ring around his member. "Now, I have a more sexier activity for you."

Then she pulled out a large brush, and began to tickle all around Pip's entire cock and scrotum, making him giggle and laugh.

"That... that feels too good." He painted and grunted.

"It's okay, Pip. I won't let you explode, I promise." Rainbow cooed. "Just hold it in a little longer for me, and to help you enjoy this a little longer." The. She kissed his member.

Rainbow kept on tickling and tickling around his colt-hood, and more giggles were heard from the colt. Pip was having more fun than she was before. "So good!" He said "it feels so good!" Then he felt tiny drops of cum dripping on the bed, staining the sheets.

"Ooh, look at that. By the looks of it, that looks like a lot of semen, kid." She teased. The ticklish feeling from the brush was so much for him to take, and then she began tickling him faster than before. "Sooo cute." She murmured.

Rainbow licked her lips seeing more drops of cum dripping from the tip of his head, and she picked up a small bit with her socked hoof, and licked it. The taste was so delicious, even for Pip's age. She wondered why she wouldn't have done it sooner.

"Ah! Ah! Oh my gosh!" Now Pip's moans were turning into small screams. "Ah I need to cum!"

"Shhh, it's okay, baby." She whispered to him soothingly. "Stay strong like me."

After a little while, she stopped her tickling and put the brush down. Some of the soft hairs from it were covered in sperm. Pip was twitching and grunting as he felt more cum wanting to be out of him, and smiled at how hard he was trying to hold it in. If not for the cock ring, Pip would ejaculate a geyser-load of semen on the spot, but alas, because of the ring, he could not do it.

Now, Rainbow Dash began one final part of their fun, she licked her lips one final time, and engulfed his colthood on her mouth. It tasted so delicious, and the drops of semen made it even more tasty for her. "So awesome." She thought.

"Ah!" Pip exclaimed again. "I'm going to explode!"

Rainbow giggled and began sucking a little faster. It was just then she felt more semen drops in her mouth than before. Pip moaned and swayed his head side to side, just loving this experience. He howled and howled across the room, and Tank didn't even wake up, for that tortoise was a heavy sleeper.

Seeing that Pip could not hold it in any longer, she felt his penis bulging and throbbing uncontrollably. "Here, I think I'll let you cum now." Then she pulled the ring out and put his cock in her mouth again so she can drink every last drop of his sperm. His milk was so bitter and juicy.

Pip ejaculated again and again, load after load. When she swallowed it all, she had another ideal she used her tails to tickle around Pip's member and he moaned and gasped once more. Then he ejaculated another time, and another, and another as Rainbow Dash was doing her sexy laughing and giggling.

Finally, Pip was exhausted and rested on the bed. "Aww, you okay, Pip?"

"Yeah, I'm fine. That was so awesome." Pip panted. Then Rainbow laid next to him like a dog would do to a puppy. "You tasted so amazing, Pip."

"Thank you."

"Would you like me to stay with you in bed for a little longer?" She offered

"Please." Then. Fell asleep and arainbow used her socked hooves to bring him close to her through his nap, stroking his head like a cat, never leaving him alone, and she was happy that he was happy too.