Pipsqueak gets all the Ladies

Ah, Manehattan, one of the largest cities in all of Equestria. Pip and his family were on vacation there for a whole week to visit his grandparents who just moved into the big city. So many skyscrapers and tall buildings were seen all around the three family members, not to mention how crowded it can be.

Still, despite some coach traffic in many of the city's streets, this trip will definitely be a great one to remember like at the town where Starlight Glimmer was dictator of.

Pip really loved how beautiful and big it was, and hoped he could stay more than a week during his stay in Manehattan. He wondered if there would be any beautiful mares to spend time with, and then fuck around with if he's lucky enough.

They didn’t really need a hotel, for Pip’s grandparents were more than kind and generous to let them stay at their place, and of course, they don’t have to pay a single bit since it is family. At the moment, Pip was sightseeing at many signs and stores as he was window shopping.

So far, there wasn’t anything interesting that he would like to purchase, but he wouldn’t give up on trying to find a good souvenir, for Manehattan was a really big city, and one of the largest in all of Equestria.

“So darling, you said you had your sights on a peculiar dress you wanted to purchase in this city?”

“Braveheart, me darling, there is one that I would indeed love to have.” The mother replied. “If I can ever find it, Of course.”

“Pish-posh, Love. I am certain we will find that peculiar dress you want to take home when we get back to Ponyville.” Said Braveheart. Looking at his son, he asked him “So you just want to get yourself a hay burger for lunch, Pip?”

“Yeah, That would be just fine.” Pip replied. He suddenly heard his stomach growling like a lion wanting to eat his dinner at a zoo. “And I need something to eat fast.”

“Not to worry. This is a rather big city.” Said the father.

It took rather five to ten minutes, but the here family members finally found a small bistro called the “Hay Fever” cafe. The atmosphere was really promising and smelled really nice, along with the food smelling so good.

Pip could taste the hay burger already. He and his parents found a nice, round booth to sit in while they dine in. After five minutes of looking at the menu, Pip had a regular hay burger, Braveheart had a double hay burger with extra cheese, and Daisymay had a simple salad with crotons and ceaser dressing on it with little grape tomatoes.

The drinks they all had with their meals were a root beer for Pip, Apple cider for Braveheart, and herbal tea for Daisymay. They all ate for at least fifteen minutes, and decided to save dessert for later. Both parents were more than happy to pay the bill for the delicious food, and went back outside for some more sightseeing in this large city.

“It was certainly a womderful idea for mum and dad to invite us to Manehattan.” Said Braveheart. “We can always count on your grandparents, right Pip?”

“Too right, dad.”

“Alright Coco. Did you talk to my dentist about that appointment?” Said a voice that sounding a little demanding and bossy.

“Uh-huh. I’ve already discussed it with Mr. Candy Cavity.” Said another voice that sounded a little higher. “It’s in order for you, Miss Polomare.” Pip looked and saw two beautiful mares walking down past him.

“Excellent my assistant, excellent.” Said The demanding mare. In a quick change of demeanor, she said on a more demanding tone of voice “Now where is my latte!?”

The mare behind her made a nervous look, and hurriedly gave her a cup of hot coffee for her to drink with a lid on it to keep it from spilling. “Here you go, Miss Polomare.” Said The assistant.

“Ah, Perfect.” And the snobbish mare promptly took a sip of her coffee.

Pip thought the mare behind the demanding one was one of the most beautiful mares he had ever laid his eyes on. She had a pale yellow color to her coat and had short blue hair for her mane. Her eyes were similar to Fluttershy’s, except she wasn’t a Pegasus mare.

The one in front of ner had a pink color with a mane and tail with the color of purple. Pip was growing a little hard again, and stared at the second one’s beautiful booty while she was walking alongside her boss, whatever job she does. Yes, Pip hoped that he can have a sexy fun time with These two mares. Still, he had just arrived at this city a little while ago, and he shouldn't be rushing the sex just yet.

The least he can do is wait for the perfect time to meet them both and then have his way with them. In the meantime, he just continued walking down with his parents for some more sightseeing around Equestria's big apple. This city was probably was so gigantic they probably won't have so much time to go see all of it in one week.

Pip and his parents went shopping in a few places for any souvenirs or some clothes or caps that seemed fun to wear on their heads. So far, Braveheart did find one cool looking hat that had a picture of a building that looked similar to the Empire State building, and a big heart next to the small art of the tall building.

The father promptly paid for it with one two bits and decided to wear it on his head. "Be honest, how do I look in this?"

"A little silly to be most fair." Pip said.

"Oh well, at least you're honest, chap." Braveheart said, gently ruffing his son's hair.

"I, for one, thinI you look quite handsome with that cap in your handsome head to go with rhat handsome face." Said the mother.

Pip felt like throwing up from his parents usual cheesy romance, but he decided to just let it slide because this city was so populated that many people wouldn't care. As a matter of fact, he wondered how many other families were on vacation in this city.

After they were done with the little shop, they all decided to head on back to the grandparents house.

At home, Pip's grandfather was named Big Ben, who'said name says it, is a stallion as big as Big Macintosh back in Ponyville that looked similar to a Clydesdale horse with a stripe running down his nose, and small cuffs of white hair ties to his ankles. His fur was mostly greyish-black color

His Grandmother was named Pouridge Flakes. She was hire smaller than her husband and had short hair on her mane resembling a grey pixie-cut style. She had very pale brown spots to cover her white coat of fur.

"Ah, there you are." Said Ben. I hope you guys had a wonderful time sightseeing out there, eh."

"We did, Grandpa Ben." Said Pip in a cheerful time of voice. "It is so big outside"

"Indeed, there is so much to see in Manehattan, dearie." Said Pouridge Flakes with a warm smile on her sweet face.

"Have you found anything of interest, grandson?"

"No, not really." Pip admitted. Yet again, he was thinking of those two beautiful mares he saw walking down his path, especially the cute one with Fluttershy’s eyes, and carrying her boss' items like a slave.

He hoped that mare wasn't suffering too much and being underpaid for all the supposed hard work she does for her superieor.

"Oh, that's alright, old boy." Said Big Ben. "There is still quite a lot of time for you to witness the beauty of the big apple."

Pip made a smile of hope. "I hope so, grandpa." He said.

All of a sudden, the door was heard knocking and Braveheart promptly answered it. Much to Pop'star surprise, it was the same cute mare with the pale-yellow fit he saw before.

"Hello. I was just wondering if you can help me with my boss, Suri Polomare's clothes and dresses that she wants me to hold on to till tomorrow."

"I'll do it!" Pip volunteered himself, hurriedly going to the front door. "I'll be more than happy to help you put with your things."

The cute mare was flattered by how Pip just volunteered to help her out. "You will?" She said

"I don't know, Pip. It might be too much for you to carry." Said Daisymay.

"Oh mum, you seen how I carry some heavy stuff, have you?" Said he. "I may look small, but looks aren't everything."

"That's me boy!" Braveheart said proudly. "He does have am excellent point, love."

"Yeah, I don't know if I should let a cute colt like you help me with something like this." Said the mare. "I don't want you to break your back or hurt yourself."

"Please. I really want to help."

The cute mare was rather flattered and thought of how adorable he looked with the puppy dog face. She gave him a cute smile and ultimately replied "well okay. And don't wprry, I just live across the hall from your apartment."

"Oh, perfect. If you put it that way then I guess it's alright." Said Daisymay. "Just try not to break your back."

"Mum," Pip groaned. And he happily helped the mare with some of her things to her apartment.

"Listen, I really thank you from doing this for me." Said the mare. "It's very sweet of you."

"Well, I couldn't let a beautiful mare like you suffer so much work."

She made a small laugh and said "you really are a sweet little foal." And she gave him a kiss on his cheek to show him thanks. The colt blushed and was happy to receive a kiss from her. They only met for a full minute, and this mare was already starting to like him. "Tell me, what's your name?"

"Pipsqueak, but you can just call me Pip for short, that's what my friends call me. And yours, miss..."

"My name is Coco, Coco Pommel, but you can just call me by my first name, you don't have to be so formal."

"Hmm, that's a very lovely name."

Coco made a blush on her face from that compliment. "Thank you." she replied.

And the colt went to help carry some clothes and rags into her apartment from outside the building. It took a little more than ten minutes to get all the clothing materials inside and Pip didn't have a scratch on him from all this, perfectly unharmed. "Here you go, Coco. That's all the dressers and clothes for your boss. I just hope she will accept it for you."

"I hope so too. I'm like her best assistant she has ever hired in her life." Coco Pommel said in a worried voice. "She can be a little too demanding at times. And she says it's every mare for herself in the big city such as Manehattan."

"I wouldn't say that." said Pip. "Manehattan is quite large compared to Canterlot, not to mention Ponyville."

Coco Pommel couldn't help but chuckle adorably again. "That is so true. Maybe it is kinda like that. Considering the fact how she treated Rarity many months ago."

"You know Rarity?"

"Oh yes. She's one of the most interesting Mares I have ever met. She and her friend, Applejack, even helped me with a play I wrote in the park down there. Do you know her?"

"Yep. She is one of the nicest, most generous ponies I know, and one of the most beautiful. She makes the nicest dresses out of any other mare in Equestria."

"You're not wrong there." Coco agreed with him. "She makes some pretty interesting designs."

"Well anyway, I gotta go back to me grandparents house now. I don't want them to be worried about me."

"Okay, it was nice to meet you, sweetie. See you around. How long are you here for?"

"A week."

"Perfect. I'll see you again."

And the colt went back to his grandparents apartment.

Later in the evening

Pip was done eating some mashed potatoes for dinner with gravy on them, and they were absolutely delicious, and they all had a touch of Pumpkin pie for dessert.

With his belly full, Pip sat on the couch with his family and began sitting in front of the fireplace. After one hour of sitting and relaxing, another knock on the door was heard. Pip went up to answer it, and it revealed to be Coco Pommel again with that sweet, smiling look on her cute face.

"Oh, Coco. What a nice surprise." Pip said, really happy to see her.

"Hello Pip." she said.

"Oh, Miss Pommel. Fancy seeing you here again." said Braveheart. "What brings you here?"

"I just wanted to show your son something interesting, Braveheart." said Coco. "Do you mind if he can come over to my apartment for something special I made him?"

"You live across the hall, right?" asked Daisymay

"Of course. There won't be any trouble." said Coco.

"Hmm, you are a nice young lady." said the mother. "I suppose Pip can visit there for a little while, only because you do live across the hall from here."

"Don't worry mum. I'll be back by curfew. Have I ever been late before?"

"Oh, of course not." his mother admitted with a smirk. "You never let me and your father down before." Pip smiled, thanked them both for letting him go with Coco. He promptly followed her back to her apartment, and was glad to be back in there.

"So Pip." she had bedroom eyes over her face. "How would you like a little present for helping me earlier." she brushed her tail against his face seductively. Pip's cock grew hard and nodded a yes to her. "Perfect. Come with me to my room and I'll show you." Following her to her bedroom, Pip could hardly wait to mess around with her. Her room smelled nice with a scent of lavender perfume all around.

"Wow, it smells so glorious in here." he remarked.

"Thanks. I knew you would love the scent I brought in hear." and she crawled on her bed with a sensual pose while laying on her side with a hoof under her face. "Come on over. I'm free."

Pip licked his lips and promptly went on the bed. Before thinking, Coco put his entire cock into her mouth, making him sigh blissfully. Her mouth was so warm, yet so slippery, but he still enjoyed every second of this. Coco even let her sweet, slippery tongue do more work in seducing him even more.

She was sighing and panting as she was sucking away on his dick. Coco thought it tasted so delicious and juicy, and even felt small drops of pre-cum escaping from the head.

"Coco, I'm cumming!" and he ejaculated a fountain of sperm into her mouth, making her stop and sigh. After swallowing every drop, she turned around and showed him her pussy, already wet and sticky.

"Your turn." she said

Without waiting to take a break, Pip promptly stuck his dick inside of her other end, making both groan and moan in ecstasy. Coco felt his cock inside of her getting bigger every second, like it was getting ridiculously big for his own good.

It went on for thirty minutes and they were both starting to sweat from all this pressure. Still, Pip and Coco weren't satisfied just yet. Pip has yet to climax and Coco wanted to feel every drop of semen in her pussy.

After five more minutes of Pip humping her, Pip felt the climax starting to rise again as he placed his hooves on the cheeks of Coco's sexy ass. "Here it comes again, Coco!" he warned

"Let it all out, sweetie!" she exclaimed

Pip let out all his happy juice inside of her and began letting out a loud orgasm, and Coco let out her own loud shout of pleasure. After he was done, Pip and Coco collapsed on the bed together, laying down on the soft mattress.

"That was so amazing." said Coco. "Thanks Pip for that."

"You're welcome, Coco." After many minutes of panting, Pip and Coco got back on their feet and the colt said "Well I gotta go now. It's almost curfew."

"It's okay. We'll see eachother again." and she made a wink at him. "Oh, and give my regards to Rarity if you see her again when you get back to Ponyville."

"Of course. I'll remember that." Pip replied, and then he went back to his grandparents apartment. He certainly hoped their will be more mares in Manehattan to have fun with.