Pipsqueak gets all the Ladies
Pip and Cloudchsader/Flitter
Previous ChapterNext ChapterOne week has passed since Pip and Pinkie Pie were fooling around with eachother. The young colt was still enjoying his summer vacation, and still as happy as can be. As of now, he was reading one of his comic books early in the morning, and he was really enjoying them. Pip already read three and he still didn't get tired of it. Meanwhile he was thinking deeply on his own thoughts about how these new experiences with girls are getting better and better. He hoped that something like that will happen again with another beautiful mare or filly.
"Oh wow." He thought out loud. "Spider-colt better think of something fast to stop the psyco-filly." He was a little bummed out that it said "to be continued" he put his little stack back in his closet and sat on his bed again. He was about to unwind in his little alone time when he heard a gentle knock on the door.
"Pip." his mother called. "Are you in there, sweetie?"
"Yeah, mum. Come on in." then she came in with Braveheart besides him. "What is it?" he asked in his usual happy tone.
"Pip, we forget to tell you yesterday that me and your father are going on our honeymoon today." Daisymay explained
The smile on his face slowly turned upside down into a frown. "What? You're going on vacation without me?" he felt a little hurt and unappreciated on the inside.
"Oh no, Pip." Braveheart clarified. "It's not a vacation, it's a honeymoon. It's quite different, I assure you."
"Well, I wish I can come with you." Pip protested
"Sweetie." Said his mother "we aren't doing because we don't want you anymore. You see, me and your father have to have some.... Alone time to say the least."
"Alone time?"
"You'll understand when you are a little older, chap."
Pip was still a little upset about this. "I wish you and mom would have told me earlier, dad." He remarked
"Yeah, sorry about that, my boy. We wanted to figure a good time to tell you."
"So we thought now was a good time."
The colt was silent for a moment before he asked "where are you guys going, anyway?"
"The Crystal Empire." The day replied.
"We want to relax over there and look at the buildings and the infamous Crystal Heart in the center of the city." Daisymay added
"Aww." The cot whined.
Daisymay sighed "listen Pip. We knew you would be upset with this, so we already planned a second visit to the Crystal Empire with you in it."
Pip became less angry and was rather calm hearing that. "Re-really?"
"Yes. We would never forget about you and all the fun things we can do together as one big happy family, darling. Besides, it's only for one day and no more."
"Your mum's rig, laddie. We will go on vacation there after our honeymoon. We promise."
The colt was conflicted, but they are right. His parents are always supportive to him since the very beginning of his life. "Well, alright. But you can't leave me here all alone, I don't have adult supervision yet."
"Of course not." Said Braveheart. "Which is why we have hired two foal sitters for you until our return home from our honeymoon."
"Who's that?" And unexpectedly, the doorbell shined throughout the house.
"Oh! That must be them now." Daisymay exclaimed. She went down the stairs and answered it. It revealed to be Cloudchaser and Flitter, who are known for being foalsitting Rumble, Pip's best friend. "Ah, you're hear."
"Good morning, Daisymay." Said Cloudchaser
"Hi." Flitter said
Pip was rather happy to see them, and it was like that he had forgotten about what he was upset about in the first place at the moment. They were good mares that he knew thanks to Rumble and Thunderlane of course.
"Ah, hey Pip. How's itbgoing, buddy?" Cloudchaser asked the colt
"Doing good, Cloudchaser." He replied to her politely. "And you guys?"
"Doing good." Flitter answered. "We're so happy that Rumble is feeling better now."
"We were both expecting him to get well from the feather flu a little longer. But still, we're glad he's back on his knees."
"So am i."
"Ah. Cloudchaser, Flitter." Said Braveheart. "Welcome."
"Hi, Braveheart." Flitter greeted.
"So darling, should we get ready to go now?" Daisymay asked her husband
"That we should my angel." Then they went upstairs to prepare for there honeymoon. Cloudchaser and Flitter happily stepped inside, more than excited to foalsit Rumble today.
"Hey, Pip. You okay?" Cloudchaser asked him a little worriedly. Pip had a little frown on his face, but they both noticed it before he could hide it.
"What? Oh yeah. I'm just fine." He replied. "I'm just a little upset at my parents." He admitted
"Why is that, little buddy?" Flitter asked
All Pipsqueak replied to them was plaibly saying "nothing."
"Come on, Pip." Cloudchaser softly begged. "Come on, let's sit on the couch and we can talk about it. Does that sound alright to you, dude?"
"Yeah. I guess." He sighed.
"Good."
Then he sat promptly on the couch, then Cloudchaser and Litter followed affter, with one sister sitting on one side of him."so, what's the matter?" Cloudchaser asked first
"Alright. Mum and dad are going on vacation without me." He said. "It makes me feel like I am.... a black sheep of the family."
"Oh, Pip. Don't say that." Flitter said softly. "Your parents love you. It's just a honemoon, which a stallion and mare go on vacation for alone time together."
"Yeah, they would never forget about you. You're their kid and favorite thing in the whole wide world of Equestria."
"Well, i still kind of feel like an outcast."
"Don't be." Cloudchaser comforted him by wrapping her arm around his body to make him feel better.
He turned his head slightly from her "I just want to be special to them."
"You are special to them, Pip." Flitter reassured
"You think so?"
"We know so."
He smirked lightly. Then he heard his parents come down the stairs with Braveheart holding a suitcase. "Alright, we are all set."
Daisymay was about ready to leave with her husband until she noticed Pip moping on the couch with the pegasus twins. "Wait, darling." Then she walked over to him "Pip. Are you still mad at us, sweetie?"
"Kind of." He muttered
"Listen Pip. We will go to the Crystal Empire together as one big happy family. We promise." Then she gave him a magic motherly kiss on his forehead. "We love you, Pip."
"I love you too, guys." He replied. "You're right. Sorry for my negative attitude."
"It's alright, chap." Braveheart replied. "Come, love. Let us be on our way." Then Daisymay gave her son one last kiss on his face and went with her husband to the Crystal Empire for their honeymoon. Thus, Pip was left in the twins care for the day.
"So you okay, buddy?" Cloudchaser asked him.
"Yeah. I'm fine, Cloudchaser."
"Good." then she and Flitter both had an idea and an evil grin on their faces "we know what will make you feel better." she said
"What's that?" the colt asked naively
Then without warning, they tackled him and began tickling him mercilessly. "Tickle time!" they both exclaimed playfully. They tickled him everywhere around him, making him laugh hysterically.
"No! Please! HAHAHAHAHA! I can't take it!" Pip laughed uncontrollably, trying with all his might to squirm out of this torturing.
"Oh, you want more?" Flitter said. "That sounds weird, but okay." then they both tickled him even harder.
"PLEASE! HAHAHAHAHA!! anything but this!" Pip begged some more
They both stopped for a moment once again and Cloudchaser said "You hear that sis, I think he still wants more." then resumed their playing. It continued on and on for a long half an hour.
"Stop! HAHAHA!" he begged one last time. Tears were streaming down his face, and his gut was on the urge of bursting out of his belly. Finally, Cloudchsaer and Flitter both stopped their tickling, realizing that Pip could not take this any longer.
"Did you have fun, Pip?" Flitter asked him
The colt was catching his breath from all that excitement. "Yeah." he replied after he wiped a tear from his left cheek. "That was very fun."
"I hope we didn't do it too hard." Cloudchaser said
"No. I needed it. I'm feeling much better now. Thanks, guys."
"You're welcome." they both replied. "So what else shall we do for fun?" Cloudchaser asked
"Well... then he caught a glimpse at both of them. They looked really beautiful to them, and sexy. He became lost for words and felt his colthood becoming hardened once again. "I..." he was lost for words.
"Are you okay, Pip?" Cloudchaser asked him
"Yeah. Yeah. I'm fine." he replied, snapping himself out of his little naughty thoughts. "I was... just thinking of what we should do together. Something very fun." He didn't want them to see his hardened dick so he got off the coach and tried to go to his room, but Flitter stopped him.
"Are you sure you're alright?" she asked him
"Of course."
"Wait, are you still mad about your parents going to the Crystal Empire without you?" Cloudchaser said, thinking that might have been the trouble he was having. She really thought that the tickling that she and Flitter inflicted on him would do the trick. After all, laughs make everypony happy.
"Do you think we should see what's up, Cloud?" Flitter asked
"Yep. I was thinking the same thing, Flitter."
Meanwhile with Pip, he was still hardened by the sisters who were foalsitting him. "What did I just do?" He thought. "I can't believe I just walked out on them." Then he heard the door open.
"Pip, are you feeling okay?" Cloudchaser asked him. She and Flitter stopped, completely stunned by what they were seeing. They saw that his colthood has grew to a rather large size.
"Ah, Cloudchaser! Flitter! What a pleasant surprise." Pip exclaimed with embarrassment. "Uh.... This is not what it looks like." Then he covered himself with a large sheepish smile. It wasn't working, then he turned his back on them
The sisters realized that Pip was just a little.... Excited and aroused, especially for a handsome young colt his own age.
"Oh, Pip. It's okay." Said Flitter. She and her sister went on the bed and both began petting him on his head
Cloudchaser then asked "is there anything you want to tell us, little buddy?"
The colt couldn't lie anymore and he confessed "yes. I- I- I think you are really beautiful, and so sexy." He blushed even redder on his cheeks.
Cloudchaser smiled and were touched by his compliment, making them blush a tomato red too.
"Aww, that's sweet." Flitter said
"Yeah." Cloudchaser kissed him on his forehead. "We perfectly understand what us going on here. You need a little..... Love." Then she purred and nuzzled her face against his with affection." Then he felt Flitter following after her.
"Well, we are here for you." Flitter cooed. "We know you want a little attention."
"Yes. I admit it."
"Nothing to be ashamed of. It's perfectly understandable."
"Yeah. We'll give you the love that you need."
"But first, close your eyes." Cloudchaser instructed
"What for?"
They both smiled seductively. "It's a surprise." Flitter sang.
Pip then remembered what was going to happen next, and hoped that his predicament would be right., so he did as they told him to do. He didn't want to wait this long, but he wanted to make them happy and please him, just as much as they want to "please" him
It was a little longer than he thought the last time this happened to him, but finally, Cloudchaser said seductively "okay Pip, you can open your eyes now"
He opened them and his mouth was agape for what he is seeing right now. Cloudchaser and Flitter were dressed in really sexy, long black socks. He was speechless because he was too aroused and horny to even mutter anything
They both giggled and Flitter said "like what you see?"
"Yes." Pip finally replied "I do." The young colt felt his cock getting even bigger, making the twin pegasus siblings even hungrier
They both walked over to him and lounged next to him on the bed. "Oh my Celestia." Cloudchaser cooed. "It's so big for a colt like you." Then she gently rubbed it, making him flinch a little
"Oh yeah. Very big." Said Flitter before she started to do the same thing.
"Ah! Oh." Pip moaned. "Yeah. That's the stuff." The next thing he did was lay back in relaxation with his eyes closed
"I think he likes it, Cloud."
"Couldn't agree more, sis."
He felt both sisters lick their tongues all over his shaft, moaning in pleasure. At this, Pip began to moan even louder. "Yeah! More! More!" He yelled. "Don't stop." Then the licking went onward and without warning, Pip orgasmed and ejaculated a volcano of semen in the air. Cloudchaser and Flitter licked all over the places on his body where it spilled on him.
"Hmm. So good." Said Cloudchaser.
"Delicious." Flitter added. Can I play with him firsts. Please sister?"
"Of course, my dear sister. Just please more excitement for me when you're done."
"Sure. Alright Pip, I hope this doesn't hurt you." She slowly got on him and slided his cock on her wet pussy. Flitter began to go up and down nice and steady like.
Pip was breathing heavily and continued panting "Flitter, Flitter." On and on.
She started to go a little faster and without warning, he ejaculated another volcano, right inside of her. She screamed of pleasure and ejaculated her happy juice.
"That was really nice." She said, catching her breath. "Can you still go on like this, Pip?"
"Of course."
"Well, in that case, please sit in the front, please?" Cloudchaser gently ordered him. After he did what she said, she licked her lips and engulfed his cock in her mouth, sucking it while moaning. Looking at the two in their socks made it more sexy for him to enjoy,
"Oh yeah!" He said. He felt her tongue licking all over it gain more and more.
"This cock is so delicious. I love e way it feels." Cloudchaser thought in her head. "This kid really has a nice colthood. I could do this for hours."
She was sucking a little faster than before and Pip said "Cloudchaser, I.... I....!" She stopped, knowing what was going to happen. Even more cum came out of him. It was so much that some of it was leaking out of her mouth. When she was finished, she drank all of it down her throat. "That is good stuff."
"I know." Pip panted
"Hey, I got another idea." She purred. She turned around and Pip was staring at her beautiful backside and her wet pussy, "go on, Pip. Lick anywhere you want."
"Okay." Then she was sucking his colthood again and to make things different, Pip was licking all around her vulva, making her moan in more pleasure. Pi was feeling lucky because he gets to pleasure her in return
Cloudchaser moaned even louder and louder. Without warning, they both ejaculated and Cloudchaser's happy juice was dripping on his face, making him ejaculate one final time.
Already exhausted, they both rested on the bed, feeling like it was one of heir best experiences of their lives.
"Wow, Pip." Said Cloudchaser. "You were awesome,"
"Thanks. You too, guys."
"You really know how to show a girl a good time.
"Do you think when.... Mom and dad aren't here and.... When you are foalsitting me again, so you think we can.... Do this again?"
"Of course, we can Pip." Cloudchaser purred. They both cuddled with him and the young colt was enjoying every last second of it.
"Hey, can you guys.... Stay here with me?"
"Sure thing." Cloudchaser and Flitter both gave him a loving kiss on his cheeks, resting with him on the bed to catch their breath. Pip was feeling that he is gaining quite a reputation with the beautiful mares. As a matter of fact, it was starting to become a personal harem.
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