Pipsqueak gets all the Ladies

Pip was having another wet dream on his bed in the middle of the night. He immediately came under his covers and his cheeks were flushing a tomato red. Pip’s warm, pale semen was oozing through the part of the covers where his colthood was, slowly dripping down like white slime.

He awoke and realized what just happened, and looked at where his cock was, still hard from that we dream he had, and felt a little embarrassed.

“Oh lord.” He muttered. “I better do my laundry tomorrow before mum and dad find out about this.” And he turned the sheets to the other side, and then continued his warm, soft, slumber. Hopefully the cum stain will dry up first thing in the morning

Before he went back to sleep, he looked at his clock and it revealed that it was three in the morning. Hopefully, Pip won’t be very drowsy because of that little incident he created.

The moon was shining down on him with it’s bright beams of light, thanks to Luna. Even though it was three in the morning, the moon is tense.

While back in his slumber, Pip unexpectedly found himself in yet another wet dream with many beautiful mares that he fucked with so far over the days. Of course. The summer was still young for him to enjoy.

Maybe tomorrow he will meet another beautiful mare to intercourse with, and snored loudly. While in his wet dream, he grunted and panted with a few drops of sweat going down his face. Just like that, more semen came out from his penis as he ejaculated yet another big load of his happy juice.

This type of habit is part of growing up, after all. Nopony would really blame him if they saw this, especially how much cum he ejaculated on the bedsheets.

The Next Morning

Pip awoke and yawned as he got out of his bed and stretched himself in the air to get ready for a new day ahead of him. He looked at the bed, and saw yet another cum stain on it.

"Another one?” He said. “Hmmmm, hopefully mum and dad are still asleep together in bed. He decided to stealthily grab his sheets and tip-toe downstairs to put his blanket in the washing machine. As he opened his bedroom door, he peeked his eyes to and fro left to right, and saw the coast was clear.

Boy, Pip had to think boldly and stealthily if he was going to get his cum-stained blanket to the washing machine without his folks finding out.

He went down the stairs, it was all empty in the living room, and realized that maybe he was safe after all. Before he could triumphantly get to the washing machine, he was immediately stopped by a very familiar voice.

“Good morning, Pip.” It was his beautiful and sexy mother, Daisymay with her usual motherly smile on her face. Just then, she noticed Pip’s blanket and then asked him “"What might you be doing with your blanket, love?”

The colt had a rather sheepish smile, and he lied “well, I noticed that I am growing up so fast, and I thought maybe it’s time to do my own laundry for a change.”

Her face didn’t really change so much, but she said “Oh poppycock. It’s alright, sweetie, you can tell me anything. What’s the matter?”

Pip sighed in defeat and tried to admit what exactly happened last night, but then another voice halted him right where he was.

“Good morrow, family.” It was Braveheart coming downstairs in an upbeat voice. “Well, what is going on down here?”

"Pip was just about to put his sheets in the washer for some reason." The mother noted, and she turned her eyes back to him. "Come on, darling, please tell us what the problem is about."

Admitting defeat, Pip sighed and finally abswered. "Okay, I.... had a- actually two wet dreams last night." And then he showed his parents the cum staina he created while enjoying his nocturnal emissions.

"Oh I see." Said Braveheart. "It's alright chap, this is nothing to be awfully ashamed of."

"Yes darking, like we have said before, it is all part of growing up." Daisymay added woth a soft hoof on his cheek.

"You mean, you guys are not mad?" Pip asked them, feeling relief come slowly to him.

"Of course not you silly little blighta." The father warmly remarked woth a hearty chuckle. "It's something yoy cannot really help at times."

"So, how 'bout I do the laundry for you to save the trouble from doing something so laborious." and she was more than happy to hold the sheets instead of her own son, and did the laundry for him. The colt himself was more than happy and relieved to be off the hook from that little incident last night.

“So Pip, what would you like to do today?” Braveheart asked him curiously with a smile

“Well.... I don’t really know what to do.” and he gave a little yawn. “First thing’s first, I need a shower to get ready for a new day, and have some breakfast.”

“Hahaha! good form.” said the father proudly. “That’s my lad! You go on ahead and do that now. Take as much time as you need to keep clean.”

“Thanks, dad.” Pip smiled. He went up to the bathroom and turned the bathtub faucet on with warm water. Over fifteen long minutes, when he was done, he began brushing his teeth, and then his hair next.

After he was done, he had himself some Belgian waffles with butter and maple syrup as his breakfast of choice, just as his mother would always make it with a side of orange juice.

When he was finished, Daisymay happily put his scraps in the sink to clean them off. At the time, he was thinking to himself what beautiful mare he will encounter next today, and bang her with sex. “Nah, I shouldn’t rush it.” he muttered

“What’s that, sweetie?”

“Nothing mum. Nothing at all.” and it was just then the door was heard knocking six times. Braveheart was the one who answered it, and it revealed to be one of the most famous fashionistas besides Rarity, Photo Finish. Besides her were two of her assistants, Soigne Folio, and Stella Lashes.

“Hello, I am Photo Finish, ze most famous fashionista in Equestria.” she said in her strong German-esque accent.

“Ah, I have heard so much about you miss Finish.” said the father, immediately recognizing her. “Do come inside and I will fetch you and your friends whatever you all want from our hospitality

“Thank you. We go!” and she and her two assistants happily went inside the house. Then she noticed Pip reading one of his comic books on the couch. “Ah, zer is ze one we are looking for.” she said with excitement. Then she and the two assistants went up to the young colt with a face that looked more than eager.

“Photo Finish?” Pip recognized her, feeling more than surprised to see somepony famous as her. “What are you doing here?”

“We were looking for a poster for our children’s fashion magazine zis month.” said the fashionista. “Correct me if I am wrong, but your name is Pipsqueak, right?”

“Uh-huh, but my friends can just call me Pip.” The colt noted. Then he put his book down. He began thinking about how beautiful she and her assistants looked in appearance. They all looked so beautiful.

the mare smiled and said “Well, Pip, it is vonderful to see you. You are just so adorable zat I could kiss you. As a matter of fact I will.” then she laid three kissed on his face, even though she was just saying “Kiss! Kiss! Kiss!” three times. Nonetheless, Pip flushed, and really loved the feeling. “Anywho, how would you like to be on the cover of zis month’s magazine?”

At first, he didn’t really know what to say, but he ultimately said “Uh sure. But... I never did a cover of a magazine before.” and he immediately got off the couch. “besides, I’ve never been asked to be on a cover of a famous magazine like yours before.” He flustered a little, and a touch of nervousness went right into his stomach.

“Oh sweetie, there is nothing to worry about.” said Soigne, gently patting his mane. “You’ll be perfectly alright, and you look just like the colt for the job.”

“Yeah, I mean, this would help benefit not just us, but your family too.” said Stella.

“What do you mean?”

“I’m glad zat you asked that, Pip.” said Photo Finish. “show him ze suitcase!” she barked while she clapped her hooves two times. Then Soigne pulled up a brown suitcase, and it revealed a lot of bits in i, probably a few hundred or maybe a few thousand. Pip was quite surprised by how much money this could save them if he does this. “Behold, if you do this, we will give you and your family five thousand bits.”

“Five thousand?” said Daisymay in surprise. “I could buy my on tanning bed with that kind of money”

“I can create my own bed and breakfast business with this kind of cash.” Braveheart said.

“And I can have my own ice cream machine!” Pip said with excitement.

“yes, I know you would be happy to hear zis.” Said Photo Finish. “So, Pip, would you like to be on ze cover of little model pony magazine?”

Pip was thinking about if he should or should not be on the cover of that book. He can be with the beautiful Photo Finish, and her loyal, lovely assistants. Ultimately, he decided “Okay, I’ll do it.”

And the three mares were excited to hear that. “Oh thank you, thank you, thank you!” she said shaking the colt’s hand. “Oh you will not be disappointed. And.... We go!” then she grabbed Pip’s hoof in a great hurry.

“have fun, sweetie!” his mother called out to him. “Oh aren’t you just so proud of him, darling?” She asked her husband

“I most certainly am, sweetheart.” Braveheart replied proudly to her

At the Carousel Boutique, Rarity’s home/shop, there was already a stage for Pip to pose for pictures for the cover of the magazine. The cameras and background behind him were set up already. Now he was just getting himself prepared for it. Well, the assistants are getting him ready to be exact, which included Soigne Folio, Stella Lashes, and Elsie, making sure he looked ready for the pictures.

There wasn’t really much that they would really do for him, except make sure his mane and tail were perfect and all. There was even a few outfits for him to wear like a tuxedo, a beach ball for the summer background, a cowpony outfit with a brown hat, and two toy guns in the belt, and a king outfit with a golden crown and a long robe to go with it.

“Umm, is this really necessary?” Pip asked the other mares while having his hair gently brushed again and again.

“Of course, Pip.” said Elsie. “Photo Finish has a thing for fashion, and wants everything, and I mean everything to go perfectly well for her. Wouldn’t want her to faint.... again.”

“She faints?” Pip asked

“Hmm-mm. Countless times before. Oh! Don’t tell her I said that.” said Soigne. “She will flip out if she found out I revealed that to you.”

They stared at eachother, and they all had a good laugh. After that was over, the three ladies continued to prepare Pip for his snapshots. While spraying stallion spray on him, Stella Lashes asked the colt “So how do you feel, sweetheart?”

At first, Pip wanted to say he was a little nervous about this, but then he decided to bite his tongue. Ah, but these mares are really nice to him after all. For that, he answered “A little nervous to be honest.”

Elsie put a comforting hoof on his small shoulder, and reassured him by saying "Do not worry, you will do very marvelous on camera. You have the looks that a handsome colt needs.”

What she said was true, and Pip blushed from the compliment

“Yes, you are quite handsome.” Stella noted, gently stroking his mane back. “"And think about how much money this will make you and your family.”

“they’re right, Pip. This is a big opportunity that might never come back to you.” Soigne complimented. “Ah, there, now you are looking like a winner.”

The colt didn’t really change so much in looks, just the nice smell of the stallion spray, and his hair looked more neater. "Thank you ladies.”

All three of the assistants smiled warmly at him and Elsie hugged him as a you’re welcome award.

It was just then Photo Finish came in a swiftly movement. “Alright Pip! It’s time! Are you ready?”

"Yep, i’m ready.”

“Perfect! We go!” And she pulled Pip’s arm in a rough way once again. The stage looked really, and it appeared to be like a Wild West type of background. "Alright darling, suit up in your cowpony outfit for the first shot.” And she threw the cowboy outfit at him.

It didn’t take so long, and when it was done, Pip happily walked on the stage on the boutique, with Rarity, and the Crusaders as the audience, along with the three assistant mares, smiling st him and wishing him good luck.

The posing has began, and it took as long as an hour, but for Pip it will all be worth it because of how much bits he will get payed for doing this favor, and the fact that he might fool around with the beautiful Photo Finish.

All of the pictures have been successful, and the colt did a rather surprising job on these photographs.

“Wow, look at zis beautiful photos!” Said Photo Finish in a proud tone. "Pip, my boy, thank you so much for doing zis favor for me. I really appreciate it.” Then she gave him three kisses on his face again.

“Oh you look so adorable” said Soigne Folio. “especially the king Photo as the last one to take.”

"Totally, look at how amazing you do on these pictures.” Elsie congratulated next

“See, that wasn’t so hard, was it?” Stella asked him.

“That actually went.... really well.” Pip admitted with a smile of success on his face.

"Yes, Zis is truly remarkable.” Photo agreed. "Pip, you are a brilliant child.” Then she hugged him really tightly. When she was finished, she said “Zis photos are just so good that, that.... I faint!” And she immediately collapsed on the floor with her back

Soigne roleld her eyes, and said “I’ll check her pulse.”

"Anyway, thank you so much, Pip. You did a good job.” Elsie complimented kindly. “"You might want to get on home.”

"What about the money?” Pip asked.

Stella Lashes giggled and pulled out the suitcase. “Of course, of course.” And she immediately gave it to him. "As promised. Good luck, and we will see you soon.” They all winked at him and the colt said bye to them before he went back home with the large amount of bits

At home, the family was more than happy to get the bits that Photo Finish was more than happy to give them as a reward.

"Wow, look at you, darling.” Said Daisymay. “You look so adorable in the pages. Tell me, how does it feel to be famous?”

"It feels.... quite amazing.” Pip replied. “I look so cool in these pictures. I’m really glad I decided to do this. So, what do you guys think we should do with the money?”

“We shouldn’t just jump to conclusions and be irrational about this, champ.” Said Braveheart. "I think we should spend if wisely and think about what we should do with this money so it can benefit all of us.”

“Your father is right, sweetie.” Daisymay concurred. “We’ll see what we can do, but in the meantime, you are kind of famous now, just look at how many ponies will read that new magazine with you on it.”

Pip thought of it, and he said “you’re right.”

And another knock on the door was heard. “I’ll get it.”

“No, i’ll do it.” Pip said. “It’s probably my fans wanting my autograph.”

Braveheart chuckled and said "alright, alright. Go on ahead”

When Pip answered the door, it revealed to be Photo Finish and her assistants again. "Oh Photo Finish, Elsie, Stella Lashes, and Soigne Folio. What are you all doing here?”

"We have.... one last picture that you need to take.” The fashionista answered. “It’s very urgent.”

“Hmm, mum dad, can I?”

“Of course, darling. Go on ahead. Just be back here before dark.” Pip was more than happy to hear those words, and joyously went with Photo and her assistants again.

“So, where are we going?”

“Rarity’s guest room. She was more zan generous to let me and my girls stay at ze guesthouse for ze whole day.”

Pip’s excitement was getting bigger and and bigger, knowing where this might add up to “that’s alright.” He said flatly.

They all arrived at the boutique and greeted Rarity before they entered the guest room. What Pip saw made his jaw dropped to the floor like a measuring tape. This room looked absolutely nice. Many scented candles that smelled like vanilla filled the room with it’s sweet sweet scent.

"I see zat you like what you are seeing.” Photo Finish giggled. Soigne closed the curtains and had a sly smirk on her face like the others had. Pip knew exactly what will come next, and his cock hardened again

All the mares took off their outfits, leaving them naked. It was becoming even more arousing every second "Come here, sweetie.” She and Photo. The colt was more than eager and he walked up to them on the bed.

“So, how did you know that I liked playing this.... game?” Pip asked a little embarrassed.

They all giggled seductively and Elsie answered “we kinda heard it from Fleur De Lis. She says you are a real good boy, and know how to make a mare so happy.”

“Guilty as charged.” Pip admitted with an innocent smile on his face.

“Well, now zat we are all here, how about we...” she zoomed her face closer to his, and finished when she said “do a little messing around? Hmm hmm.” She giggled while covering her mouth.

“Soigne, Elsie, Stella, help me make Pip have a good time as a reward for helping us with ze magazine.”

"With pleasure.” Said Stella. She had a really seductive look on her face with bedroom eyes to go with it, as the same with Elsie and Soigne. They gently pinned him on the bed, and Photo took off her shades, revealing her eyes, licked her lips and exclaimed “I perform fellatio!” before began to deepthroat his colthood.

“Hmmm, so good.” She thought. “Fleur was right after all. Zis tasted so scrumptious.” Yes, it was definitely one and a million for Photo to suck.

All the assistants were giggling as they were gently holding Pip still. The colt himself was panting heavily and moaning in complete ecstasy with his tongue out.

“Ooh, you are doing a really good job, Pip.” Said Stella.

“Yes, how you are holding it all in.” Soigne agreed.

“I hope you don’t explode.” Elsie teased, and they all giggled again.

It was just then Photo began to suck even faster than before, and Pip himself felt the climax slowly rising in his cock.

Gasping, he said “Photo, it’s coming out! Ah!”

Before Photo Finish knew it, a large amount of cum erupted in her mouth. After she swallowed every drop of semen, she said “My goodness, that was so declicious. Very well done, Pip.” Then she kissed the tip of his colthood three times. “Come on, ladies, zer is plenty enough to go around.

And just like that, the other mares took the liberty of sucking his cock, one at a time, each of them eating Pip’s semen.

“This is quite an amazing penis, girls.” Soigne.

“Yeah, you can ejaculte so much, Pip.” Stella said to him.

“Let’s lick on this spot.” Said Elsie with a devious grin, and they all used their tongues to gently touched his colthood and all heard a loud squirt. Pip unleashed a geyser load of cum. All three of them enjoyed the small rain of cum flying to their mouths.

“Very nice, very nice indeed.” Photo admired once more. “And now..... I bounce!” Then she slid Pip’s cock inside of her vulva, And was having a lot of fun with this. “Yes! Marvelous!” She panted with her tongue out.

“Don’t stop!” Pip shouted.

“Of course Pip! I will make it last for you as much as I can.”

It was so slippery, yet so amazing for Pip’s cock to be in it. It wasn’t long before a few drops of sweat began pouring out of his skin. Photo Finish herself felt some sweat escaping her own body.

The other three watched at how long this was going on, Pip was truly doing s good job holding it in for their boss. “Make him love it!” said Stella.

“And last!” Soigne added.

“Here- here it comes again! Ahh!” Then he ejacluated once again inside of Photo Finish, both moaning and letting out an orgasm as they squirted their happy juices.

Photo decided to stop and felt the warm feeling of oozing cum drops escaping out of her pussy. “Oh dear. Zat was fun.”

“It’s our turn, now.” Said Elsie. “Come on girls, let’s have a little fun with him ourselves. All three of the mares began bouncing on Pip like their boss did one at a time. First Soigne, then Stella, and Elsie for last.

“This is so amazing!” Pip panted

“Great job, Pip!” Said Soigne while bouncing some more and she felt semen erupting inside end vulva. “Oh yes!” She panted.

As the bouncing continued on from the other three and lots of ejaculating inside of them, they all noticed that Pip couldn’t really take it any longer. Therefore, they decided to stop what they were doing, and let him catch his breath.

“So, are you happy?” Asked Photo.

“Very happy.” Pip replied.

“Good, we did all of this for you, sweetie.” Elsie remarked warmly. “Thank you all so much for Laing this a fun time for us.”

“Yah! We should do zis again sometime.” Photo agreed. "In the meantime, why don’t we all have a little snuggle?”

"I would love that.” Pip said. And he felt himself being gently ensnared by a few beautiful bodies squishing against him. Pip was so happy to take this opportunity, wcssue this is happening