Pipsqueak gets all the Ladies

by MetalBrony823

Pip and Windy Whistles

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A very hot MILF, Pip was happy to have his fun with Twilight Velvet, the beautiful mother and Twilight Sparkle. It has been four days since that peculiar day, and Pip managed to pass his little math test the day before today, and he got a "B-" as his final score. Good thing he can talk to Twilight for help, the smartest mare in Ponyville, or even all of Equestria.

Now, the test was put ofbtbe way, Pip was watching a little flying tricks from Rai bow Dash near her cloud house.

He was really enjoying the cyan pegasus' little air show and she was going as fast as she can go with her wings. Yes, it was really good she was in the Wonderbolts after years of dreaming.

"Wooo! This is awesome!" Rainbow Dash shouted. "You looking this, Pip?"

"I love it!" The colt replied back to her from the ground. He was thinking how nice it would be to walk on clouds like pegasus ponies woul, but he could only dream of doing something like that.

With all the tricks and speed of her flying, Pip was ever so amazed at all of these stunts and tricks that only Rainbow Dash herself can do.

Suddenly, something spooked Pio from behind and two voices began chanting over and over again: "RAINBOW DASH! RAINBOW DASH! RAINBOW DASH!

Pip looked and saw two pegasus ponies, one Male and one female. The stallion looked rather bulky and his mane and tail were rainbow-colored like the pegasus mare flying in the sky, but his fur was blue, but a different shade.

As for the mare: her mane was short like a Bob-cut and the color of orange along with her tail. Her coat was also blue, but she had an orange sweater.

"Oh. Sorry dearie, we didn't mean to scare you."

"Yeah buddy." Said the stallion in a low voice. "We just wanted to see our own daughter do what she does best."

Rainbow Dash caught eyes of them from above and flew down to the ground, and looked a little annoyed for some reason.

The word "daughter" hit Pip's head like a rock and he realized that these two were Rainbow Dash's parents, hence why they looked similar to her. "Mom? Dad? What are you guys doing here?"

"Why, to visit our baby girl!" Said the mare. She and the father hugged Rainbow Dash really tightly, making her look a little embarrassed, being a tomboy that she was.

Pip thought it was a nice and cute sight for him to see, and he smiled. "Mom, dad, you're embarrassing me." Rainbow groaned.

She then felt her parents let go of her in a fraction of a second. "Sorry, Dashie. We're just coming to visit."

"In Ponyville?"

"Yep. Me and your father are on vacation for at least a week." The mare clarified. Both she and the stallion looked st the boy after. "And hello, sweetie. Who might you be?"

"This is Pip. He is a very awesome little dude." Rainbow introduced them. "He's a good friend of mine and a very sweet kid."

"Oh, I fluster." Said Pip bashfully.

"Pip eh? Like Pipsqueak?"

"Yeah, how did you know?" Asked the colt curiously.

"I'm kind of a name pony." Said the stallion. "I'm Bow Hothoof, Rainbow Dash's father."

"And I'm Windy Whistles, Rainbow Dash's mother." The mare added boldly. "It's quite a pleasure to meet you, Pip."

"Say, since you're here, why don't you spend a little time with Pip?" Rainbow suggested. "Come on, mom. Pip is a very cool guy and you would love him. And...."

Rainbow began whispering things in her mother's left ear. It was something interesting and the more she talked, the more interested and intrigued Windy Whistles became every second of this."

"Oooh. That does sound fun. But, what about your father?"

"Why don't I make dad some lemonade in the house?" The cyan pegasus answered flatly.

"I am feeling hungry and I feel like taking a nap right now after flying long distances." Said Bow. "Sure. That would be nice. Just promise me you won't be gone long, honey."

"Don't worry about me." Said Winfy Whistles. "I would never forget about You, sweetums." They both gave one another a kiss on the cheek, much to Rainbow's disgust and annoyance.

Windy Whistles looked at Pip with her sly look and she said: "so Pip, why don't we go to Ponyville and hang out a little?"

"That would be delightful." Said the young comet boldly. He followed the beautiful mare down the road to Ponyville, which was not far from Rainbow's house.

While walking on the dirt road, Pip was looking at Windy's beautiful booty going to and fro with every step she took on the road. "Say Pip, you are a very cute little boy." She said

"Thank you. I can call you Windy, right?"

Windy Whistles made a small laugh and she replied: "of course you can. I'm not a teacher or principal of your school. And I really like you already."

"Same with how I feel about you."

Both of them were silent for a brief period of time, and they reached the town of Ponyville, and the mare led Pip to the guestroom in one of the hotels and it looked nicer and prettier than the usual hotel rooms seen in town.

There was a Crystal chandelier hanging from the ceiling and the bed was so big and soft with a fur blanket as white as snow and fluffy as grass or fur from a musk ox.

Windy Whistles closed the door and she took off her sweater, leaving her completely naked and bare. She giggled and Pip's cock grew hard as a rock seeing her walk over to him and she licked her lips, ready to eat some semen from the colt if he ejaculated from his doodle.

"Come here. Why don't we take a little bath together?" Windy Whistles asked before chuckling to herself in a seductive tone.

Pip nodded a Yes and Rainbow's mother turned on the earm water for her. The bathtub looked wider than a usual bathtub and it looked like an oversized square on a tile with a drain in the center.

It would take a little while for the water to rise up, but Pip can wait for a moment.

Suddenly, she felt Windy Whistles engulf his cock and licked around the scrotum with her tongue, making him more aroused about this.

Her tongue felt like a worm circling around it and it was so warm against it.

She was performing fellatio on him and it felt so good. He was certainly glad that he was going with a beautiful mother of one of his friends. The first was Twilight Velvet and now windy Whistles will be up next on the list.

Boy, he will have a blast with her. The water filled up and Windy stopped her fellatio as she stepped in the tub, and Pip followed after.

"Sorry, dearie. Let's continue." Said Windy before sucking on his cock again.

Pip jerked his head back like a lever as he was feeling his dick being sucked like a lollipop.

Gritting his teeth, Pip loved the feeling so much and he twitched ever once in a while. It was almost like a taste of heaven experiencing this.

Beginning to suck faster than before, Windy was going to have a lot of cum in her mouth, that was for sure.

Not only was Pip flushing, but Windy whistles was having red colors on her face as well. Sucking and sucking, she felt oozing, warm semen squirting inside of her at least ten times, and Pip was letting out an orgasm of joy and happiness.

Drops of his happy juice dropped in the bathtub water like drops of oil in water, but it was semen, not oil.

As soon as it was done, these two enjoyed the bath a little while longer and talked about things they liked or things that nopony would really care besides these two.

"I've been told by my daughter that I can be annoying and too supportive at times." Said Windy Whistles. "Me and my husband."

"Nah, she knows you're supportive of Rainbow Dash. As a matter of fact, you are supposed to be very supportive of your children. That's what good parents would do."

"Thank you, Pip." Said Pip. "Sure, we just met, but you are a good mother in my ears."

"Oh, you are so sweet, Pip. Come here." She locked lips with him and they made out in the bathtub, wrestling their tongues and swirling them around inside.

It looked a little unusual, but nopony else was there to watch this kind of event happen.

It went on for about three and a half minutes and they decided to stop and a loud: "Plop!" Was heard as they let go of their mouths like suction cups or plungers.

Enjoying the bath some more, Pip decided to call it quit with the bath and so did Windy Whistles.

Besides, they were not done with their fun just yet. Windy Whistles drained all the water and they both dried off with a towel.

Pip felt her drying off his wiener and it felt rather nice and soft. Windy knew that Pip would like this and she licked her lips.

Not long after, she felt some cum splashing on her face after Pip was turned on enough by this.

"My, you sure have a lot of semen in you, sweetie."

"Gah! Thanks." Pip replied.

They both went on thr bed as they were now dried off of any water. Pip laid and before he could say anything, Windy slowly got on him and slid his oenis inside of her.

It was so tight and yet so warm and cozy for the weiner. "Okay, Pip. Now, here comes the main course." She began bouncing slowly up and down on him like a spring, and sticky sounds were heard as she was moving and moving.

Pip's eyes were crossed with ecstasy and he knew where this would go next. He twitched, jolted, and panted like a dog in heat.

"I know you are getting hungry for me, dearie." Said Windy while panting. "Come on. Give it all you got!"

"I will! I will please you in every way possible!" Pip exclaimed.

It went on for ten and a half minutes and Pip was slowly feeling the semen coming out of him, or he was going to feel the geyser or volcano in him release the semen from his testicles.

His eyes were rolling like crazy like a ceiling fan, and he said: "I'm cumming! I'm cumming!" And he let out a geyser full of his cum into her pussy, and they both shouted in pleasure as the ecstasy was rushing through their brains.

After Pil was done ejaculating, he was feeling a little dizzy and he dropped his head on the pillow like a newborn deer falling on the ground after being born.

"Sweet Celestia!" Said Windy while sweating. "You did much better than Bow did with me the first time we did this. Don't tell him I said that though."

"I won't. I won't say a word about that to him. Nopony will ever know about this."

"Good." Then she got off of him and she was panting with Pip as they laid nest together in bed. "Let me tell you: that was so fun, Pip. I thank you for that."

"You're quite welcome, Windy."

"And I did it just for you because Rainbow said you did the same with her before. I was thinking to myself: 'Why not give it a shot with him'? You know?"

"Good. I'm glad you like this Windy.

Thus, Pil has made another new friend and an addition to his collection of mares he has fucked with.

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