Pipsqueak gets all the Ladies

Babs Seed was quite a keeper for young Pipsqueak the other day when they had so much fun together. About a week has passed since they fooled around with each other, and Pip has to wait for luck to come right back to him for another beautiful woman or to come play with him. In the meantime, he tried to focus on other fun things in life, and decided to go swimming in Diamond Tiara's amazing pool, and he enjoyed every bit of it.

Normally, Spoiled Rich would highly protest against this, and look down upon Pip seeing herself as better than everypony else, but because Pip had some fun with her as well, and her daughter, She made this as an exception as a thank you token for the young colt.

Pip was really grateful that Diamond Tiara's mother let him have a swim at their mansion's pool, and the waters felt so soothing and relaxing. Next to the big pool was a small Jacuzzi, which was expected for a highly esteemed, well, mostly highly esteemed rich family like this one. At least Spoiled Rich wasn't highly esteemed as Princess Celestia or Luna, and she shares sovereignty with her husband, Filthy Rich, so therefore, they both share equal rights over the house.

Nonetheless, Spoiled Rich might reach another new low about her opinion about lower class ponies and blank flanks someday. But till then, Pip and Diamond Tiara had their little pool party together. This little fun went on for an hour or two and Diamond Tiara would call Randolph the butler once in a while for something like an ice cream sundae for her and her friend, or give them nice back massages.

"One banana split for you, milady, and another for your little friend, Miss Diamond Tiara." said the butler in a British accent.

"Thank you so much, Randolph." said Diamond Tiara. "Pip! here's the sundae you wanted."

The colt was excited to hear the news and got out of the pool to enjoy his tasty, delicious dessert. It looked quite exquisite, and both the second scoops had vanilla and chocolate. The third scoops of ice cream were different. Diamond Tiara's had a strawberry scoop on the top, and Pip's was a mint flavor.

Both foals enjoyed their tasty desserts, and began eating so fast that it was giving them a little bit of brain freeze. Still, it was fun nonetheless, and the treats still tasted so good.

“You know Diamond Tiara, it was nice of you and your mum to let me have a swim in your pool today. I just hope she doesn’t have a fit having a... peasant like me swimming in it.”

“Oh don’t worry about my mother.” Diamond Tiara shrugged. “I am putting my foot down in front of her now, remember?”

“True. Ah, who am I kidding? At least your dad is more accepting of me.”

“Right. And he even threatened to divorce my mother if she makes a very terrible mistake.”

“And how did she react, per se?”

“She was scared and hurt when my daddy said that. She was all ‘How dare toy, Filthy! I love you, and I do not want us to separate permanently. Not to mention that I want to be with my daughter.’ Ha! I sounded just like her!” She laughed

Pip himself made a chuckle and replied “Right. That would as a very good impression.”

“Just don’t tell her I said that though.” The filly whispered in his ear.

“Don’t worry.” Pip Said. “My lips are sealed under lock and key.”

“Thanks, Pip. I knew I can always count on you.”

“And... don’t tell your mum I said this but, I don’t really like her so much to be honest. I mean, she is beautiful, but she has a nasty attitude. A nasty piece of work that Spoiled Rich.”

“It’s okay. A lot of ponies don’t like her anyway, not even the princess’.”

“Well, as long as she doesn’t try to hurt you, i’m Happy.”

Diamond Tiara made a cute smile. “And... you’re so lucky to have nice and good parents, Pip.”

“Oh well. They can be embarrassing.” Pip admitted, taking a dip in the jacuzzi. “And we’re.... not really on top of the pyramid like you and your folks are.” He let himself unwind in the warm, bubbling waters of the hot tub, and a few bubbles were sparkling in the warm waters under the sun.

Diamond Tiara couldn’t help but join him in this hot tub fun. Before she went in, she took off her little Tiara, her main accessory. “Ah, That always hits the spot for me.” She said, crossing her arms behind her head. “So anyway. At least your parents are around when you want them to be.”

“True.” Pip admitted flatly. “They always cook my favorite meals and let me do some free time. Sure I have chores, but they are the greatest parents a colt can ever ask for.”

“You’re right. I’ve seen what they are like to you. They are the kind of parents that always say they love you and always give you encouragement whenever possible.” Then she put her cheek on her right hoof on the cement. “My mother is... not exactly a great teacher when somepony needed to feel special. She never even says she loves me.”

Pip was starting to feel sorry for poor Diamond Tiara. “What about your dad. Is he more nice to you?”

“Of course, I’m his little princess.” She replied. “Yep, my father always says how much he loves me way more than my mom. He would always trade with Sweet Apple Acres for Zap Apple jam and all that resources to help with Ponyville.”

“I heard that.” Pip smirked.

“And you remember how nasty my mother was to everypony in the school yard when you became class president?”

“I’ll never forget about that day. I promise you, that.” Pip remarked, feeling a little scared of Spoiled Richs’ horrible and discriminating attitude towards blank flanks like him. Besides, he had sexy fun with her and she really likes him now becasue of it.

Randolph soon came back and brought over a small tray of iced lemonade with a lemon slice on top of the glasses. “Here you are, milady. Two lemonades for you and your friend, a la mode.”

“Thank you Randolph.” Diamond Said.

“This is the life.” Pip Said, And he took the first sip of his lemonade. “But anyway, me and my family always wish that we can live a very fine lifestyle. Not saying we hate our house, but it would be nice to have a jacuzzi, and a massage chair, those sort of things that reach ponies get.”

“Be careful what you wish for.” Diamond warned softly. “It can get old fast over the course of time.”

“Perhaps, Well, at least I do have toys and loving parents.”

“Exactly my point.” And both foals enjoyed the nice, soothing sensation of this hot tub. “Thank you so much for coming to hang out with me, Pip.”

“Don’t mention it. Anything for a good friend, and a really beautiful filly like yourself.”

Diamond Tiara flushed at his compliment and remarked “Oh you are truly the sweetest colt anypony can ever ask for.” The she gave him a kiss on the forehead, making Pip fluster back.

“You don’t know how lucky I am.” He muttered.

“What was that?”

“Nothing, nothing.” The colt lied, pretending to be innocent. This nice, luxurious hangout between these two friends continued on for an hour and thirty minutes and Pip decided to head back home and takes. Shower to get the chlorine off of him from all that swimming.

Diamond Tiara decided to help drop him off and thought it was the least she can do for him as part of turning over a new leaf in their friendship. Young Pip himself enjoyed this nice feeling of her soft, gentle hooves rubbing his small body with a very soft, fluffy towel.

“There, is that dry enough for you?” She asked him curiously.

“Yep. Thanks a lot.” And he promptly went back up. “See you soon, Diamond Tiara.”

“Bye Pip. Do come again!”

“If your mum lets me.” Pip called to her jokingly.

“Don’t worry, i’m sure she will.

And the colt made a small chuckle and went back to his own house. His own personal space to think and do whatever his wanted, his own castle. When he arrived, he was warmly greeted by his parents as usual, and promptly went up to the bathroom to clean himself off with water that was not filled with chlorine.

As he was showering, a knock on the door was heard. “Pip, can I ask you something?”

“Mum, a little privacy, please?” Pip Said while scrubbing his body with the bar soap.

“It’s just a quick question, that’s all.”

“Okay, fire away,” Pip called to her.

“Perfect, Now was Spoiled Rich mean to you when you visited the mansion?”

“No, not really. She was actually quite nice to me.”

“Okay good. I was just wondering. Just make sure you wash your mane real good.”

“I will, mum. Thank you.”

And she kept him alone to continue his hygiene. At last when he was finished, he was as clean as a whistle, and dried himself off. He thought of what finnthing he should do next and then out the bathroom window, he saw two cool looking griffons out there landing on the ground in Ponyville.

“Ah, I know what i’m gonna do today!” He Said with an idea. “Oh but wait, I should leave without my parents getting suspicious, eh?”

He began brushing his adorable mane on top of his head and then brushed his shiny teeth afterwards, for he kinda forgot about doing it earlier this morning. Still, it was better late than never for him, and it didn’t really matter what time it was, as long as it was two times a day like everypony else would in the bathroom.

“Hmm, I wonder if those two griffons are females. If so, I bet they would loved to have fun with me.” And he bounded his eyebrows. He went out of the bathroom, and decided to play with his toys for a little while in his bedroom.

He played with his new Super Stallion he got when he had sex with Babs Seed, and he was enjoying him, and his cool catchprases.

"You're my favorite sidekick!" Said the toy in an enthusiastic tone of voice.

"And you are the greatest superhero ever!" Pip remarked to him.

He continued playing with his toys for more than forty-five minutes, and all of sudden, the doorbell rang, and it had to be those two griffon sisters that he saw out the bedroom window.

He put his toys away since that was one of the rules in this household. His parents always expect him to cleanup after himself after he is done playing with his toys.

After his room like tidy, he went downstairs in a hurry so he can answer it. As he swung the door open, he absolutely thought right, it was those two griffon girls he saw earlier before.

"Hello." Said the colt.

"Hey, are you, Pipsqueak?" Said the grey griffon with a small crest on her head.

"Uh-huh."

"Perfect!" Said the white female griffon in joy.

"Pip, who's at the door, sweetie?" Called Daisymay walking into the living room. "Oh my." She noticed. "Griffons? You're not here for bits, are you?" She asked them suspiciously.

"No." Said the white one. "Wait, how much are we taking about?"

"Natalya!" The grey one scolded, jabbing her elbow at her arm. "What did we just discuss before?"

"Sorry. Ow. You didn't have to hit me so hard there."

"Sorry about my sister." Said the grey griffon. "Anyway, no. We're not here for any money. We promise you both."

"Brilliant!" Said Pip's mother woth great relief. "So what bring two fine young griffons here to put humble abode?"

"Well, you remember Greta?" Said the white griffon.

"That friend of Gilda with some green stripes on her head?"

"Yep that's the one." Said the grey griffon. "Anyway, she's a good friend of ours, well.... now she's a good friend of ours to say, and she told us about yoy, Pip, how yoy made her visit to Ponyville a spectacular one."

Pip flushed, remembering the time he had sex with her that very day. "Ah well, I do have a way with the girls." He admitted

All three of them laughed. "Ha, she was right about yoy being cute." Said the white griffon.

Pip flushed at the comment.

"I mean just look at those chubby cheeks." Said the grey one. "I mean I can just eat you up."

Pip suddenly grey pale on his face and his mother looked just as scared as her son was.

"Oh, sorry. I would never really eat you. Anyway, the name's Giselle and this is my twin sister, Natayla."

"Nice to meet you two." Pip said. "Anyway, what brings you two here at our house?"

"We were wondering if you woukd like to spend time with us."

"Really?"

"Hmm. I don't know, Pip. You just met these griffons."

"Your mother's right, Chuck." Said Braveheart coming into the living room, then he stood next to his loving wife. "Can we at least have a little talk with them first?"

"Oh. That's fine." Pip said. "I'll just be watching TV if you need me."

"Excellent idea, chap. You go ahead and each a little telly."

And the colt promptly turned the scream on and watched a little television while his parents took the two beautiful griffon girls in and offered them a cup of tea.

It the moon a rather long fifteen minutes on talking, but there was the sound of laughter being heard, and it sounded like great news for Pip. It would mean there would be two more beautiful griffons to fuck.

After another five minutes, the parents and the griffon sisters went in front of Pipsqueak. "Good news, sweetheart." The mother sang. "We have decided that these griffons are wonderful, and yoy cam spend time with them."

A big smile appeared on the colt's face, and said "oh thank you thank you guys so much." And he hugged both parents very tightly like a boa constrictor.

Both parent chuckled and hugged him back. "Anytime, son." Said Braveheart. “Now why do ‘t you go and spend some time with this two?”

“Don‘t mind if I do.”

“Just please be back home by curfew.” Daisymay lightly warned her son.

“Don’t worry, mum.” The colt replied “have I ever let you or dad down before?”

“Oh he is such a precious angel.” Daisymay chuckled

Both the Griffon sisters snickered at what Pip’s mother just called him right now. “Mum, not in front of them. Especially girls.”

“Oh you.” Braveheart chuckled. “Now run along and do whatever you please.”

“Okay. And don’t worry. We’ll take care of him.” Said Natayla

Giselle nodded her head in agreement, and replied “Griffon’s honor.” And the sisters made a chest pound showing their promise, like a silverback gorilla would do to show his dominance over his family.

As they all went outside, Pip could hardly wait to penetrate these lovely griffons. “Okay, did Grets tell you girls about how much fun we had together.”

“Oh ho yes.” Said Giselle. She and Natayla bounced their eyebrows three times in a seductive and sly behavior. “Now, yes we here to have fun with you, and we know just the place to do it.”

“In a brothel?” The colt asked curiously.

Both the griffons couldn’t help but giggle at his response. “No, in hotel room.” Said Natayla. “But first thing’s first, we gotta check in to our room. But don’t worry, it won’t be such a drag.”

“Gotcha.” Going into the nice inn where Giselle and Natayla would be staying at for a while, the Griffon sisters checked into their rooms rather quickly than they and Pip thought it would be. It was at the top floor that their room would be.

“Wait, don’t you guys have suitcases with you?”

“Nah. In Griffonstone, everything is a mess.” Natayla remarked.

“Fair enough.”

The door flew open and it looked really nice for the sisters to stay in for a few days. “Wow, it’s even better than on the brochure,” said Irma. Both she and Natayla said “Sweet!” In excitement.

When they closed the hotel door, Pip asked “So... what should we do first?”

Both the sisters looked at one another slyly. “Both of them walked up to Pip, and they. It’s tickled his scrotum with their claws, making him laugh lightly.

“Ooh, it’s already getting hard around here.” Said Natayla. “We’re so happy we got you here.”

“You said it, sis.” Said Giselle. “Ooh, it’s getting big already.”

The tickling continued and Pip immediately came on both of them and some spills on the floor as well. As the sperm comtosquirting out of Pip’s dick, both the griffons opened their mouths and catched as many drops as possible with their mouths. They catched quite a lot of semen drops into them.

“Wow, he tastes so delicious.” Giselle Said.

“Well Pip, how about you satisfy us in return?”

“Excellent. Mustn’t leave without making you two happy.” Pip Said.

“Here. I’ll go first.” Said Giselle. She turned around and showed the colt her sexy, wet pussy and Pip licked his lips lustfully. The Griffon giggled in a sexy laugh and said “go on Pip. I know you want to do it.”

He slowly thrusted his dick inside her opening and he began thrusting and panted with sweat running down his face shortly after more and more pressure come hovering in his head. “Oh boy.” He panted.

“Yes!” Giselle Said. “Really fuck me hard in there.” She stuck her tongue out and began to sweat, too. “Get in deep within me!”

“I am!” Pip shouted excitedly. “I am trying so hard! Ah!”

Thrusting even faster than before, he felt the climax slowly come back to him, and he made a loud orgasm as he released yet another big load of sperm out of his system. Giselle let out an orgasm of her own and Natayla masturbated to this.

“My gosh.” Giselle panted. “That was so awesome! Thanks, kid.”

“No problem.”

“Oh oh oh! My turn! My turn!” Said Natayla. She turned around and Pip began to slowly thrust into her pussy now.

Natayla was having just as fun as Giselle did, and began panting while sticking her tongue out. Pip smiled boldly and lustfully as he penetrated his dick inside of her over and over again repeatedly.

Sticky and oozing sounds were heard on the room while Giselle was taking a moment to catch her breath, panting heavily on one of the two beds.

“I’m cumming, Natayla!” Pip warned her. He was thrusting even faster and came inside of the second Griffon sister. Natayla yelled in ecstasy as she felt the oozing semen soothing her from inside.

“Oh sweet Celestia.” She said while gasping to catch her breath. “You’re right, Giselle. That was so amazing! Thanks, Pip.” And the colt slowly pulled himself out of her.

All three of them were really exhausted and decided to take a little break and they have satisfied eachother more than enough. “So, should we do this again?” The colt asked them

“Of course! Whatever you like.” Giselle Said warmly. “As a matter of fact, we were just getting started. Think fast!” And she gently pounced on him, pinning him down with her talons, and began performing a handjob, a rapid one.

Pip moaned and gasped as the Griffon laughed and giggled at his reaction. “Wow, still hard.”

“You sly dog.” Natayla remarked.

“Heh, you can say that again, Naytala.” Her sister agreed with her. She continued gently pulling on his cock with a devilish smile on her face. Finally, Pip came right in her face and opened her mouth. “That is good stuff.”

“Me next!” And Natayla was giving him a handjob now, and Pip’s cock still felt rock hard when she was touching him like this.

Natayla was stroking more quickly than her sister, but nonetheless, Pip was still loving this,mane ejaculated right on her face, along with her mouth as a bonus. “Oh my. That is so delicious.”

Pip suddenly collapsed on the bed, right on his back and wa panting heavily.

“Wow, you must be a little tired from all that.” Giselle remarked teasingly. “Why don’t we just take a break for a little while.”

“But we are going to do more of this, right?”

“Of course. We just don’t want you to fall asleep from all that pressure rushing through your head.”

“Good idea, Giselle. And Natayla, you are very awesome too.”

They both thanked him for his kindness and cheekiness and they both kissed him on his cheeks to show him thanks,

After their little break they all fooled around once again, and more semen was staining the bed te more they had fun together as three. Pip sure does have a way with beautiful female griffons, too.