Pipsqueak gets all the Ladies

Over at the grandparents’ new apartment, Pip was certainly happy to fuck with a talented and famous musician like Coloratura, or Rara as what Applejack called her when they went to summer camp together when they were fillies. While listening to the radio, a Pip was thinking of any other beautiful mares that he can fool around next, and decided to just wait, for he still has a course le if days left before he goes back to Ponyville with his parents.

All of a sudden, he smelled something really good up his nostrils, and immediately went out of his bedroom where it was coming from, or what his mother was making him for lunch.

Pip notified a pickle dog in a bun and smelling quite sour, juicy, and Rich in vinegar. “Please tell me that this pickle dog is for me. I love pickle dogs!” And he licked his lips just thinking how delicious it would be if it was in his mouth.

Daisymay giggled, and said “Of course it is for you, love.”

“Yay!” Pip cheered while clapping his hooves together in excitement. He sat in the table and waited eagerly for his lunch to be ready.

“Here you are, sweetie.” Said Daisymay. Pip licked his lips and then he dug into his pickle dog, and he absolutely enjoyed the taste, and the sourness of this pickled cucumber. Yes, Pip absolutely loved pickles as one of his favorite food. He made faces at the reaction of how bitter it was from the vinegar, but still loved it anyway.

He already gulped the whole lunch down his gullet with just a few bites, and he let out a loud belch from himself, then patted his full tummy. "ooh, rather impressive, sport." said Big Ben, coming in, hearing the burp from the living room. "I always love a good belching contest, you know?'

"Not in the kitchen, please?" said Daisymay.

"Oh mum." Pip said.

"Ho ho, that's quite alright, my brilliant grandson." said Ben. "Another time perhaps?"

"Of course, grandpa." Pip replied with his adorable smile on his little face. Then he got out of the kitchen table and went to the living room to relax on the sofa, lounging on the cushions, and looking at the ceiling. He was eager to look for another mare to fuck with today, even though he needs to wait. He thought to himself: "Oh, a beautiful mare might show up to me sooner than I think they will be."

"Pip, can you please get the mail, chap?" asked Braveheart

"Alright, dad." his son called out to him. The young colt went out the front door, and went to the mailbox at the far left of the corridor. He was trying to reach for the mailbox that was on the second row, right in the center of the piles of other mailboxes. He jumped as high as he could, about twenty times, but it was no use, he was way too short to reach the mailbox up there. Just when he was about to get either one of his parents to hep him with this, a voice stopped him

"Need some help, sweetie-pie?" Pip looked up and he was in front of a beautiful earth mare in a light, grayish-olive coat, and had a fancy-looking mane on top of her head, with it, along with her tail, a light amber color to it. Her cutie mark was three orange slices on her flanks, and she had a very cute smile on her face. Another unique feature on this mare was a color with five circling around the gold texture, and a green gem in the center of it. "Are you alright? You're acting as still as a statue right now."

"What? Oh, sorry." Pip said. "I was just thinking of something, madame...."

"Orange, call me Aunt Orange at your service. Do forgive me for interrupting, but I couldn't help but require assistance with reaching the mail slot from up there."

"Actually, yes, please, that would be nice." Pip replied.

"Of course. And if I remember correctly, it's the middle one, right?"

"That's the one, Miss Orange."

"You can just call me Orange if you would like." said the beautiful mare with a wink. Her voice sounded a little like Rarity's or princess Luna's to him, like something similar to them both. The mare reached her hoof to the mail slot and Pip had a perfect opportunity to look at her round, and juicy booty. He couldn't help but gently touch it with his tiny hoof. It was one thing he was able to reach.

Blushing, Orange gasped and looked back to the young, eager colt, realizing that he just wants a little... attention from her, she made a small seductive smile.

"Forgive me, milady." Pip remarked flatly, letting go of her cheeks. He began flushing too, but he was happy to perform that little action on her. "I couldn't help myself." then she turned around and walked up to him, easily towering over his small stature.

"Oh darling, if you wanted to have a little fun with me, all you have to do is ask me." then she unexpectedly kissed him on the lips, obviously making out with him.

Her mouth tasted like oranges and clementines combined, and Pip really loved the taste of her tongue, and wrestled hers with his own.

In The thoughts of Aunt Orange, she recognized the smell of a pickle that he just ate, and normally she didn’t really like that sour, vinegar smell, but in this case, she made an exception because he still tasted good nonetheless. All the Marie reason why she wanted to continue He this was because she thought he was the cutest little colt she has ever seen.

She let go of him, and she asked: “ did you enjoy that?”

“Yeah. I really enjoyed it a lot.” Pip replied with a foolish smile on his face, lovestruck in his eyes.

“Good.” Said Orange. “By the way, you didn’t tell me your name, little one.”

“Oh, right, of course. My name’s Pip, short for Pipsqueak. Of course, you can just call me Pip like all my friends do most of the time.”

“Pip, Hmm? That’s a rather adorable name.” Said Orange. “Here’s your mail.” She handed to him the envelope, and Pip was glad that she gave it to him. Orange certainly saved him the trouble of all that hopping and trying to reach that tall rows of mailboxes. “Are you from Trottingham by any chance?”

“Yeah, how did you know?”

“I met many ponies from that city. A rather quaint town, to be honest.”

“Yeah. It’s a beautiful city. Have you been there?”

“I have, ten years ago.” Orange replied. “It’s been a long time since I visited that little city, but I still plan to visit Trottingham one of these days.”

“Nice. Well, I then moved to Ponyville to star a new life.” Pip added. “Ponyville is a nice town, too you know?”

“I do.” Said Autn Orange. “Do you know Applejack, Applebloom, And Big Macintosh.”

“Yeah, I know them well. Why?”

“I’m there aunt, silly.”

“Oh. That’s why you’re called ‘aunt’ Orange.” Pip realized. “It makes me think of the term ‘apples and oranges’ once you think about it.”

The mare couldn’t help but laugh. “Pip, you certainly are a card.” And she even wiped a tear from her eye. “I really like you, sweetie. You’re quite.... interesting in my opinion.”

Pip felt touched to hear those kind of words. He knew that something like this would come today. “Pip?” Said a voice. It was his father. “Is everything alright?”

“Oh, dad. Sorry. I was just having a conversation with her, that’s all. She helped me get the mail for Grandma and Grandpa when I couldn’t reach.” And he made a small growl. “Sometimes I hate being so puny like this.”

“Don’t say that.” Said Braveheart. “Being little is not such a terrible thing.”

“That’s easy for you to say, dad. I mean, look at me, i’m Practically the smallest kid in me class. Hence the name ‘Pipsqueak’. I kinda wish I was more like grandpa.”

“Come now, Pip.” Said the father. “I understand your frustration, but you really shouldn’t beat yourself up just because you’re shorter than many foals in your own school.”

“Your father speaks wisely, Pip.” Said Orange. “It’s like he said, it’s perfectly fine if you are a foal, because you have a big heart compared to other ponies.”

“Really?”

“Of course. Looks are not always everything. And Who might you be, sir?"

"Braveheart. Pip's father. My son is quite a charmer, isn't he?"

"Indeed, Braveheart. Your son is such a delight to be around with." Orange agreed.

"Do you live here?"

"Oh yes. I live at the highest room in this building with my husband, Uncle Orange."

"Husband?" Pip thought in his head. "Uh-oh, she's married. I need to be very careful with this one. The last thing I want is to have her caught cheating behind her husband's back."

"Well come along, then." said Braveheart.

"Well I need to leave Orange, nice to meet you."

"A pleasure meeting you too." said the mare. Just about when Pip was about to go back with his father, she gently pulled him back and whispered in his ear "You, me, my place at midnight. I'll make you even more happy." then she let out a sexy giggle

"Sure." Pip said, looking love-struck again. He felt like his dick was getting hard again, but he wanted to keep this a secret from his family members, and not want them to find out any of this. He then walked back to his grandparents' new apartment and he went to take a little nap, and waited for the night to come for him so he can have some fun with that pretty mare.

At last, it was midnight. Pip had two large balls to put in his bed, and place the covers over so in case his family thought he was missing when he is not in there. He just hoped that it will work one-hundred percent, for the last thing he wants is to be given a lecture about sneaking out past curfew.

After that, he tip-toed his way out of the bedroom and he was very careful not to wake his parents up, along with his grandparents. It was a very good thing that both of them were very heavy sleepers, and Big Ben was known to snore very loudly in his slumber.

Pip quietly opened the front door, and silently closed it. He happily trotted all the way upstairs by taking the stairs to make it more quieter. He feared that if he took the elevator, it might cause some noise. When he reached the top, he saw a door with a large insignia of an orange at the center, and he knew it was the right door for him to quietly enter.

As soon as he went inside the flat, the lights suddenly turned on and there was Orange in a seductive pose, lounging on her left side, with her right hoof gently pressing against her cheeks. "There you are, sweetie. You have arrived just in time to play with me." then she slowly got off the mattress, and asked him "You ready?"

"Sure, but... what about your husband?"

"Don't worry about him. My husband likes to go out late at night and get some.... cider during his 'happy hour', but don't you worry about him. He will never know about this." she turned around and said "Come with me to my room."

Following her upstairs, Pip was looking at her juicy ass while going up. Orange humbly locked the door, and looked at Pip. "No need to worry. Aunt Orange will make you feel much better." then she took off her golden collar and let the hair on her mane down. "Now, prepare yourself, for I am going to give you head." she made another giggle and then slowly stuck his cock inside of her warm, slimy mouth.

Pip gasped and she loved the feeling so much. Not only that, but her room smelled entirely like oranges, and it was a very fresh scent to fill the whole bedroom.

Orange just sucked away on his dick and she thought it was absolutely delicious, and one of the best penis' she had ever tasted in her life. She even licked the tip of his head, and Pip was moaning, and grunting in pleasure and ecstasy. he hoped this would never end, and he was certainly happy to have gone out past curfew like this.

Her tongue was so slippery like a snake or a worm, and it kept wriggling around his shaft softly, and tenderly.

It didn't take long for him to star sweating, and then he slowly felt the climax starting to rise in his system. He suddenly emitted by saying "I'm cumming!" then he suddenly released all the semen he got from this treatment. Aunt Orange herself was surprise by how much semen a colt like him can hold within himself during climax.

She was happy to taste his happy juice, even though there was so much in her mouth more than she bargained for. Some drops of semen were falling out of her mouth, dripping on the carpet. She didn't care, for she really loved the taste of his semen. As soon as he was done, she let go of his cock, and swallowed every drop of his happy juice down her throat.

"My my, you have quite a taste in your cum, darling. Now get ready for this." then she started giving him a hoof-job, making him gasp and moan in pleasure again. Pip sat and then Aunt Orange giggled seductively. "Where you going?" she teased him

"Nowhere."

"That's right." then she started stroking his cock with her hooves much faster than before, then Pip ejaculated right into her face, making her laugh even louder. She did not stop there however, for she gave him another hoof-job and enjoyed more squirting of semen onto her pretty face.

"Sweet Celestia." said Pip in pleasure. "My god. This is so amazing." and he began panting on the floor, right on his back. Orange gently put him back on his feet.

"I hope I didn't overdo it."

"Don't worry, Orange. I still want more."

"Oh ho ho, if it's more you want, I'll give you more." then she bent down and showed him her slightly wet pussy. "Go ahead, put your large cock within my sensitive area." then Pip slowly injected his penis within her vagina, and they were both panting in ecstasy.

Pip thrusted as hard as he could inside of Orange's vagina, and she was absolutely pleased by this feeling. Pip could keep this up all day being in this doggy position, having a colt like him try to make her happy. She was honestly surprised by how a small colt like him can have such a big cock like this.

It took about thirty minutes for Pip to have the climax rising within him again, and he suddenly let out more cum, and they both let out groans of pleasure. It was a good thing the neighbors didn't hear all this while they were asleep, for it was probably more quiet inside the apartment building than a mouse.

Pip ejaculated more and more squirts of semen within Oranges' wet pussy, and they both panted with their tongues out. It was just so much to take in for them both, and wished that it would have never ended. It was fun while it lasted, and they both rested on the bed.

"Goodness gracious." said Orange. "You know how to please a lady like me." then she gave him a kiss on his forehead. "I thank you for that."

"You're welcome, Orange. I wish I can stay with you more, but I need to get back to me grandparent' apartment."

"Of course, but the night is still young, would you like to snuggle with me on the mattress? No pony will ever know about this. I promise you that."

"I gotcha. And... I guess I can stay with you for a little longer."

"Thank you."

they both sat on the bed together, and Pip was enjoying the feeling of having Orange as a pillow for him. She had a sly smirk on her face, and used her tail to tickle all around Pip's scrotum and his cock. She giggled as she was doing it, and he ejaculated once in a while from the feeling. Boy would Orange be getting some more semen to drink afterward.