Pipsqueak gets all the Ladies
Pip and The Crusaders
Previous ChapterNext ChapterThe young Pip was trotting happily through the streets. He wanted to see Rumble and Featherweight, his best colt friends so they can play any game they want to play together as friends. He heard a familiar voice when he stopped.
"Howdy Pip." Said a filly's voice in a cowgirl accent.
It was Applebloom, Scootaloo, and Sweetie Belle, Pip's best mare friends. While they were his friends, Scootaloo asked "are you feeling better today, buddy?"
"Yep. I'm fine." Pip replied.
"Well, could you tell us what happened?" Sweetie Belle asked
Pip still didn't want to admit his wet dream last night with princess Luna. "I was just..... thinking about how pretty some mares look, like Rarity, Luna and all that." Was all he replied. His cheeks began to flush with tomato red again.
"What?" Applebloom said, really not understanding what he said. Then she and her friends then started to realize what he meant.
"Ooohhhh." Said the three in unison with playfully teasing looks.
"It's okay if you feel that way Pip." Scootaloo said softly to him
"Yeah, we understand what you are thinking about." Sweetie added.
"You do?"
"Of course we do." Said Applebloom. "There's no need to hide what you feel right now."
"Hey, Applebloom, can you come here for a sec?" Scootaloo asked.
"Sure." They all huddled into three and were whispering a conversation that sounded a little fishy. They all looked at Pip and gave seductive smiles at him, leaving him totally confused.
After many more whispers, they all turned to him with their regular smiles. "Say Pip, would you like to come with us to our clubhouse sometime?"
"Why?" Pip asked.
"Oh no reason." Scootaloo answered. "Well, we might as well be trying to get our cutie marks now." Come on, girls."
"Yeah!" The other two exclaimed. Pip then noticed Scootaloo brushing her tail under his chin tickling him. She gave a small cute giggle.
"See yoy around, kid." She said before she walked away with her friends.
"Ummmm sure." Pip said. Then he continued walking to where Rumble and Featherweight would be playing at the moment. After many more yards within town, he was halted by yet another voice.
"Pipsqueak." it called. It sounded a little soft, even if it was calling out to him. He turned and it was Fluttershy, who was also concerned about him yesterday about the wet dream he had.
"Oh, good morning, Fluttershy." said Pip. "How are you?"
"Doing fine, thank you." Fluttershy replied.
"What can I help you with today?"
"I just wanted to see if you were doing alright, because I was worried about you yesterday." she replied. "So are you okay?"
"Yeah. I'm just fine." Pip replied. he thought of how Fluttershy was the kindest and most sweetest pony in Ponyville, and maybe all of Equestria. And of course he thought of how beautiful and sexy she is.
"Good." Fluttershy smiled.
"Say ummm- Fluttershy?"
"Yes?"
"Can i.... can I say how beautiful and adorable you look today?" He hoped he didn't offend her or think of him as a little pervert.
Fluttershy made a little gasp, that sounded like she was rather flattered. "Oh, that is so sweet." She said to him. "Thank you." Then, catching Pip By surprise, she gave him a soft yet tender kiss on his forehead, leaving a kiss mark.
Pip blushed shade of red. Nonetheless, he was a little proud of himself. The kiss felt really nice, almost as much as his mother's sweet goodnight kiss. "You're..... you're welcome." He said, gently rubbing the place where she kissed him.
"Oh, I think you deserve one, no two more kisses since you are the sweetest colt I have met." Fluttershy said. Then, she gave him one kiss on his two cheeks, making him giggle and flush a more darker red.
"Right. So listen, I need to go meet Rumble and Featherweight at the park to do something fun."
"Okay. See you later, Pip." Fluttershy replied.
"See you, Fluttershy." Pip called back to her while he was running to the park. When he arrived, he saw that his best colt friends were nowhere to be found. "I'll just wait a little while." he thought. "Probably forgot to wake up a little this morning. After a total of twenty minutes of waiting, nopony came. He began to worry about them. Then he decided to go to their houses to find out what was up, and hoped that it was nothing bad.
He saw Thunderlane's house and walked up to it. He raised his hoof and knocked on the door for any answer. "Coming." Thunderlane called. After a few seconds the door opened and it was indeed, Thunderlane. "Oh, Pip. What's going on, little buddy?" He asked
"Is Rumble here? We were supposed to play tag in the park together with Featherweight." Pip asked.
Thunderlane's smile turned upside down. "Oh. Sorry, Pip. Rumble is not feeling so good. He's got a little cold and he needs to stay in bed for the rest of the day. Don't worry, though, you can play with him when he feels better. I promise. Would you like to come visit him?"
"No thanks. I'll just leave him be until he heals. Thank you anyway."
"No problem."
"Do you know where Featherweight is at least?"
"His parents came to me just a little earlier this morning and told me that they and their son are going out of town to Filidelphia for a could of days."
"Oh." Pip said sadly.
"Sorry, kiddo." Said Thunderlane. "But hey, maybe Applebloom, Scootaloo, and Sweetie Belle would like to play with you if you would like." He suggested
The colt thought of it, and decided why not give it a shot anyway. After all, they said that her should come and play with them in their clubhouse after all when he gets the chance to do so. "Well, alright. Sorry if I was bothering you, Thunderlane."
"Oh no. You're not bothering us at all." Thunderlane replied. "Always happy to help you out."
"Alright. See you later," Pip said as he was starting to look for the girls.
"See you around Pip." Then Thunderlane closed the door and went back to Pip really doesn't know.
Now Pip was looking for his best filly friends this time. Unlike finding Rumble and Featherweight, it was a lot faster than ever be sure he just found them talking in a group of three standing near a stall in the farmer's market.
"Ummm, hey guys," Pip said as he walked up to them.
"Oh, hey Pip. What's going on?" Asked Sweetie Belle in her squeaky cute voice.
"Well, I was looking for Rumble and Featherweight, but they are unavailable to play with right now so...... Can I play with you guys instead?"
Then they formed sly seductive faces as if they have something special planned for him. "Of course Pip. We were just talking about that." Said Applebloom.
"Really?" Said Pip with a smile
Scootaloo did a sexy giggle. "Yep. Well, come with us to the clubhouse."
"Okay."
Then the colt did as they instructed them to do and followed the three fillies to their club outside of Sweet Apple Acres, the home of Applebloom.
"Before you can go in, Pip, can you lease stay outside for a second?" Sweetie asked.
"Why?"
"Well, we have a special surprise for you. Just for you." Sweetie answered. Pip didn't really understand what she meant, but decided to just play along.
"Okay they're closed." He said
"Perfect. Come on, girls." Said Applebloom the three entered the small shack while Pip was just sitting out waiting for something to happen since his eyes are closed. He became a little bored and hummed to himself while tracing his hoof on the grass.
After a short time, they came back down and Scootaloo said "okay. You can come with us now, but don't open your eyes yet, little buddy."
"Why?"
"Just keep them closed." Said Applebloom.
Pip follows them inside and he noticed the three giggling in a sly tone, and a seductive type. "Stop right there." Said Sweetie Belle in a sing-song voice. Then the colt stopped dead on his tracks.
"Okay, you can look now." Scootaloo sang
Pip opened his eyes and saw the crusaders in thigh-high socks. There was a really small bed mattress in the far center of the clubhouse and saw the window was closed completely with the small hook on to keep it from opening. His mouth went slightly agape seeing what he was just seeing. Scootaloo was wearing black socks, Applebloom's was wearing red ones and Sweetie Belle was wearing green ones. His cock became hardened and huge and the girls giggled seductively. The bed wasn't so big but wasn't so small either, In fact, it would look like it could hold seven foals on it, and it looked so soft and wide. Of course, it did have a pillow on the end. On both sides of it were some ticklish things for an unknown reason.
"Well, what do you think?" Asked Applbloom.
"You.... You look beautiful." Pip said in awe. He noticed his cock enlarge and covered it feeling a little embarrassed.
"It's okay Pip. No need to feel shy." Said Scootaloo. Then she went and closed the door behind Pip, locking it so that maybe he wouldn't escape what might happen to him next, then she went back with her friends in the center in front of the bed.
"What do you want?" Pip asked
"We want to make you feel awesome, and fuck you." Said Scootaloo seductively.
Sweetie Belle motioned her socked hoof at him "come here, Pip." She sang.
Pip uncovered his cock and walked over to the three fillies slowly and waited for something to happen while he was blushing a heavy red.
"Now get on the bed." Said Applebloom seductively.
As doing what she told him, Pip climbed up on the Kid sized bed. "Now what?"
"Just sit on it. That's all." Said Sweetie Belle.
"Ummm, okay." Then Pip sat, waiting for the next step. He felt the girls climb on the bed at the same time and crawled in a sexy crawl towards him with sexy faces. "So, why are you wearing socks?"
"well, they make us mire sexier and it would be a little more easier to.... edge you on." Sweetie Belle answered. Without warning, Sweetie Belle moved her face in front of his cock and slowly licked the head. "Whoa whoa! What are you doing?" Pip said
"Shhh, it's okay, Pip." Scootaloo whispered
"Yeah. You'll like this." Applebloom added.
Pip uncovered his cock again and let Sweetie Belle continued to lick his head. It was just like the wet dream he had with Luna last night. Turns out he was about to have another "heavenly experience."
"Sweetie Belle stopped licking his head and asked "how does it feel?"
"It feels good." Pip replied.
"Good."
"Can I have a turn with him?" Asked Applebloom
"Okay, but please leave some fun for me too." Sweetie replied
Applebloom licked her lips and said "your penis looks so.... Yummy." Then she engulfed his cock slowly and began sucking it. "This penis is so awesome." She thought while she was doing her job "I love the way it feels.
Pip gasped and moaned in ecstasy. Then he noticed Scootaloo turning around showing him her cute ass to get him more turned on. She began to suck. Little more faster and Pip was about to climax. Sweetie Belle did the same thing, and both were doing sexy poses for him on the bed
"Applebloom. I'm.... I'm going to cum!" He exclaimed. Then cummed a loud into her mouth with some of it leaking out of it. Applebloom sighed and moaned in ecstasy. She let the dick out of her mouth and swallowed the semen he just created.
"Hmmm. You taste so go, Pip." Said Applebloom.
"Thanks." Pip said.
"Oh oh, it's my turn again." Said Sweetie Belle. Then she crawled up to Pip en engulfed his dick like Applebloom did. She started out slow and sometimes swirled her tongue around it slowly. While she was doing that, Applebloom was doing some sexy poses with Scootaloo now.
She engulfed it deeper on her throat and Pip was now edged on even more.
"Wow. It's so amazing." Sweetie Belle thought.
Sweetie Belle, I'm going to cum." Pip warned. He gave out a second orgasm and cummed alot of sperm like he did in Applebloom's mouth. "You taste so delicious Pip." She said after she gulped the last renaming sperm down.
"Now it's my turn." Scootaloo stepped up. "Come here, cutie." Now she began to suck on his cock. It felt a little more..... Exciting because she was licking more and bringing more feeling on it. "I should have done this a long time ago." She though. "So yummy."
Sometimes she would drool on his penis to make it a little bigger and then continued sucking on it.
"Oh god." Pip said. "That feels so good."
"Just hang in there Pip." Applebloom giggled
"O-okay." Pip said. The sucking lasted a little longer and Pip felt a little more orgasm coming his we then the other two times he came. Turns out ree fillies would be enough to turn him on a little more than just one. "Scootaloo. I need to-"
"Say no more. Say no more." Scootaloo said taking his cock out of her mouth. Then she used her tail to tickle his penis and scrotum and showed her ass to him again,
"Ah! Ah!" Pip exclaimed "I'm going to-! Ah!" Then he felt Scootaloo engulfing his colthood in her mouth and ejaculated the third time, causing even more sperm than before to erupt.
"Wow. You taste so awesome." Said Scootaloo, licking her lips. "Come on, girls. Let's take it to the next level." Then she and her friends crowded around his personal space and he felt the three fillies licking him. It felt a little weird, but it actually did feel very nice and soothing. He flushed red once more and giggled.
"Say Pip. It's your turn to pleasure us." Said Applebloom.
"How?"
They turned around and revealed their cute pussy's to him. Pip really licked the sight of them, a lot.
"Now go on, lick our pussies." Said Sweetie Belle,
Then he felt the three gently pressing their asses against his face and all he smelled was the scent of sir privates. It was a rather beautiful and elegant scent.
"Lick them." Applebloom said softly.
Pip gulped and did what she told him to do. He slowly motioned his tongue all over their fannies one at a time, and found to to be quite nice and relaxing. He heard the three fillies moan in pleasure.
"Yes." Sweetie Belle whispered
"That's perfect." Said Applebloom
"Work that tongue, kid." Scootaloo added. "Work it."
Pip has his eyes closed as he was pleasuring them in return for pleasuring him. Then, after many more licks, he felt something weird fluid that came out of the girls pouring on his face. It was a little more clearer than semen, but felt almost as sticky. He thought it actually tasted alright and decided to eat some more of it while he heard the three fillies panting.
"Wow. That was awesome." Scootaloo panted.
"Wow Pip. You know how to make a filly feel good." Said Applebloom
"Yeah, we should do this more often sometime." Sweetie Belle added.
"Thank you." Pip said. Then he felt the weight come off of himself and the girls looked at him again. "I hope I didn't hurt you guys."
"Don't worry." Said Scootaloo. "It felt really awesome and desirable."
"Good."
"So tell us, what do you think of our socks?" Applebloom asked
"I think they are sexy." He replied
"Thanks Pip." Said Sweetie Belle. She along with her best friends crawled up to him and kiss him all over his face, leaving many kiss marks from makeup on it, making Pip feel very lucky.
"Thanks, cutie." Said Applebloom.
"No problem. Can we please continue this some more?"
The fillies made devilish grins and nodded a yes in return
"Great."
"Now here comes one o our favorite things we love to do when it comes to this." Said Applebloom, pulling out a very ticklish brush.
"Oh no. No no no." Pip recognized what was going to happen and tried to escape but was tackled by Sweetie Belle.
"Don't worry Pip. You'll love this one." Said Scootaloo. They all gently pounced on him and were tickling him all over with ticklish items like feathers and dusters, and brushes. Pip laughed uncontrollably, and enjoyed himself in the tickling.
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