Pipsqueak gets all the Ladies

In Equestria, Pip and both his parents were on vacation in the town Starlight Glimmer used to live in, along with control with an iron hoof with a powerful tool called "The Staff of Sameness" where she would take away the townsfolk's cutie marks and replace them with equal signs to persuade them that cutie marks are nothing special at all. And because before Starlight was a student of Twilight Sparkle herself, she was an embittered mare who has to face the loss of her old friend, Sunburst who lives in the Crystal Empire.

Still, Pip had sexy with her, and she is a changed mare who wants to live a better life as the Princess of Friendship's student, and turn over a new life to make up for her past mistakes and sins. Still, life was good with the inhabitants of Starlight Glimmer's town.

In a small hotel, Pip and his parents were making themselves at home in the small room they were staying in for a number of days onward. It was a really nice room with two beds and a radio to listen to. On the wall in between the beds, there was a nice picture of a desert canyon since the town they were staying at is a barren desert.

“Oh, here you are, Pip,” Pip’s father gave him his small suitcase, not that he brought so much, anyway. The colt carefully grabbed hold of his case and opened it on his bed while his larents did the same on theirs.

“Thanks dad.” The colt said in gratitude. All he brought was some of his favorite toys to play with Incase he got bored during his stay in the hotel. After they were all unpacked, Pip Asked his parents “do you think we can go out for some lunch by any chance?”

“Of course, darling.” Daisymay Said. “I can probably eat a Whole dragon right now.” And they al had a good laugh.

“Well come along then, family.” Said Braveheart. “Our stomachs are not going to feed themselves, you know.”

All of them got back outside and look for a good cafe or small restaurant to eat in. The buildings in the small village looked a little similar, but there has to be an eatery somewhere. Finally, after asking a few ponies for Amy advice, they found a small cafe with a couple of tables, probably up to three or four total, and the rest is probably inside the building.

Once all three family members made themselves comfortable, they all just ordered a hay burger for them to eat with a side of fries to go with the meal, and some apple juice.

While eating their food, Pip saw a beautiful Pegasus mare with the color of dark blue on her coat walking down the lane with a pink earth mare with curly hair and a tail to go with it, just as beautiful as this one,

This mare kinda looked like Fleetfoot, well, at least her mane looked the same as Fleetfoot’s. She looked so stunningly beautiful and her fur coat reminded Pip of the night sky, Besides Luna that is.

Pip was getting a little too distracted by that beautiful mare who caught his eye for a second. “Uhh, chap, you Alright there?” Braveheart asked him, snapping his son out of his trance.

“What? What?” Pip realized that his parents were staring at him with concern on their faces. “Yeah. Sorry guys. I was just thinking.” He Said

“About what, sweetie?”

Pip was trying to think about what to say to his parents exactly, for he didn’t want to reveal to them both he wanted to have sex with this beautiful Pegasus mare that he just saw. “About what happened to that staff Starlight Glimmer had to take away everypony’s cutie marks.” He lied.

“Oh, I see. Well it’s speculated that Starlight has it in store within her new house in Ponyville.” Said Braveheart. “But that’s just a rumor.”

“Ah.”

“Well I think it should be destroyed.” Daisymay speculated. “ Nopony should be able to posses a type of power such as that. I can imagine how guilty Starlight must be for doing those horrible things many months ago.

“I concur with you all the way, honey.” The father agreed. “I would be more than happy to destroy that destructive instrument if it is the bane of all Cutie marks.”

“Just imagine if Discord had the power of the staff with him.” Pip Said. All of them began thinking about what it would be like if Discord got his mitts on the staff of Sameness. They all looked horrified at how things would turn out if he did get his mischievous hands on that tool of destruction.

“Bah, we shouldn’t think about that.” The mother said. “What matters is that Starlight Glimmer is not evil or resentful anymore.”

“Right.” Said the father and son together in unison.

“Uh oh, I need to go and tinkle.”

“Go right ahead sweetie. The restroom is just right inside the cafe.” Daisymay Said sweetly while taking a bite of her hay burger.

When Pip was walking inside, he promptly went into the restroom to do his business and when he came back out, he was about to go back over to the chair where his family was still eating their delicious lunch, when he accidentally bumped into somepony without looking.

“Oof!”

He tried to keep himself from getting too dazed by the impact of whoever he bumped into like that.

“Ow.” He Said

When he looked who it was, it was the same mare he had his eye on before minutes ago. “Oh, sorry there, kid.” Said the mare. “Totally my fault, i didn't see you there.”

“No, it’s alright.” Pip Said. He noticed that the pink earth mare was picking up a couple of small cupcakes that appeared to have fallen on the ground. “Oh goodness, I am so sorry, miss. I didn’t mean to make your cupcakes fall down like that!”

“It’s Alright.” Said the pink mare. “I’m known to be very clumsy, you know? Besides, I can always make more cupcakes, not so hard to bake.”

“Okay. Well I was just returning to my table.”

“I see. Wait, are you new here?” Asked the blue Pegasus mare.

“Well, me and me family are staying here for a number of days admired a visit.” Pip Said.

“Ah, I see. Tell me, buddy, what’s your name?”

“Pipsqueak, or Pip for short.”

“Haha, that’s a rather funny name.” The dark blue Pegasus teased him lightly, gently rubbing his mane of hair to go with it. “I think it suits you since you look like a small fry compared to other foals.

“Thanks,”

“Ah come on, it’s a joke, smile. Hehehe.”

The colt decided to just laugh and play along with this humor. After all, she wasn’t the first one to tease him about his name. “I know you were just messing with me.”

“Yeah. You know, I like ya. You’re kind of..l cute.” The Pegasus said frankly.

“Thanks, the same with you.” Pip remarked.

“Name’s Night Glider.”

“And I’m Sugar Belle.” said the pink earth mare. “It’s a real pleasure to meet another new face in our town.”

“Same with you, girls.”

“Pip,” his father called “Is everything alright over there?”

“Just fine, dad. I’m just having a good conversation with these ladies here.” Pip called back to them.

“Oh, alright, well you might want to hurry, your burger’s getting cold, and we wouldn’t want any vultures to snatch it from the sky, would we?”

“Ah, vultures only eat dead things.”

“Right, we’ll do hurry it up before somepony snatches it.”

“Coming, dad!”

“I have to go. I’m extremely hungry.”

“That’s okay, me and Sugar Belle we’re coming here for lunch, too.” Night Glider Said. “Maybe we can talk some more.”

“Good idea.” Then Pip went back to his table to continue eating his burger. The young colt then noticed the two pretty mares sitting in table right next to them, and he was lucky because he was just right next to Night Glider And Sugar Belle.

“So Pip, What were you talking to these girls about?”

“Just meeting them to be friendly, mum.”

“I see, just curious.”

“And I kinda.... bumped into them, and caused Sugar Belle to drop a few cupcakes.”

“It’s alright, it was an accident.”

“Good. We both know that Pip’s a good boy, for we raised him well. Didn’t we my dear?”

“Oh ho, yes sir.” Daisymay agreed with her husband. “Yes, Pip is such a little angel and is one of his teacher’s favorite students.” And she couldn’t help but gently pat his head like a lapdog.

“Seriously, mum?” Pip Said in annoyance.

“Right, Sorry, dearie.”

“Heh, you definitely looked like you were raised well Pip.” Night Glider remarked. Pip began to flush a little and knew that he is gett Jog onse step closer to have some sexy fun with these new faces. “You’re alright, i’ll Give you that,” Then she gently pat his shoulder affectionately.

"Thanks." Pip replied, flushing a crimson red on his face. "I think you girls are pretty cool, too."

"Oh, isn't he a charmer?" Sugar Belle said, obviously not gettinf enough of his sweetness and adorableness

"He is one in a million, Sugar Belle." Daisymay said with a delightful chuckle.

"Say, would you like to come hang out with me later? I promise we'll have so much fun together."

"Hmm, that would be fun. I honestly don't know what fun things we can do in this town, but i'm pretty sure we can find something to do." He sounded innocent, but deep down, he knew where this will all go.

Just then, Night Glider zoomed her face closer to his ear with a seductive look in her eyes. She gently murmured to it "You and me, in my room later. My body will be all ready for you."

Without his parents noticing, Pip's cock grew hard under the table like a rock again.

"Mum, dad, can I hang out with her later on? I promise i'll be back by curfew."

"I honestly don't know, darling." His mother said. "You two already just met one another."

"It's alright, dear." The father assured his wife. "It would be nice for Pip to make more new friends."

"Well, very well. Besides, I seem to like her already."

"What about you, Sugar Belle?"

"I'm very sorry, Pip, but I have a sweet shop to manage, maybe tomorrow, though. In the mean time, you and Night Glider should have as much fun as possible.

"Oh ho, we will." Pip said.

Then the family finished their lunch while Night Glider and Sugar Belle had a salad together.

Boy oh boy, will things turn out nice for Pip and Night Glider.

Later on in the afternoon, poo was looking for Night Glider to Take him to her humble house.

While waiting in a small plaza, he found her just walking up to him, he was more than happy to see her again.

"Ah, there you are, little dude." She said with a warm smile on her face. "Yoy ready for some fun?"

"You know it. Sorry if I couldn't find you before. The houses on the village kinda look the same to me."

"Nah, don't be sorry, Pip. You're not the only one that couldn't tell between houses here. Just about every visitor that has came here in our town was exactly like you. And you wanna know the worst part?"

"What's that?"

"More houses are going to be built here. Isn't that horrific?" She had a look of mock terror on her face. "Ah i'm just messing with you again, come on, given me a cute smile."

Young Pip flushed at being called cute by yet another beautiful mare that he will fuck with tonight.

"Alright alright. And with more ponies coming to live here, the town wil get more recognition and the shops here will get busier than before."

"Can't argue with that, buddy." She agreed with him. "Anyway, come on, i'll take you to my place."

Pip followed her to her abode and when he got inside, he was awe-struck when be saw the wall paper looking like the night sky with many stars scattered around and glowing.

The couch was in the Shae of a yellow crescent moon with a couple of pillows in the Shae of lighting bolts.

Not only that, but there were a few portraits of the night sky on her walls as well, one with a field of the nightlife with a deer grazing in it.

"You like it, kiddo?"

"I love it!" Pip exclaimed. "This is very nice and beautiful."

Night Glider made a cute chuckle and said "good. Well come on, let me take you to my room."

His cock hardened again and promptly followed her upstairs to her bedroom. Her bed looked really nice and the blanket looked really fluffy.

"Okay Pip. I hear you wanna have some... sexy fun with many beautiful mares, right?"

"How do you know of that?"

"Call it a hunch to say the least." Night Glider said.

"Okay, you got me." He smirked.

"It's okay. I will be more than happy to help you with your... need to please a girl." And she bounced her eyebrows three times.

"Good."

"But, you have to behave for me." She said with a slightly mischievous look on her face. "Now, let me get put a few things before we get started.

She went into one of her personal drawers, and pulled out a large, black brush that looked really ticklish, a black, rubber, latex suit that looked like it would fit him, and a rubber cock ring.

"Now, try and hold still while I put this on you."

He felt Night Glider put this rubber suit on him, and it felt rather tight to his skin.

"Ph! Sorry, Pip. Am I hurting you, buddy?"

"No. It's fine. Go ahead." Pip said. Everything on his body was covered in the black suit, except for his head and penis.

"Oh, I almost forgot something. This thing has a hood." Then she pulled it over his small head, and it revealed his eyes and mouth were showing now.

"Hmm. Not bad." Pip said.

"Now for the final touch." Then she pulled out a small strap and carefully wrapped it around his mouth so he couldn't speak. "There. Now we're ready." She said. "I hope you don't mind me clamping your mouth like this. I just thought it would be more interesting. So will you behave for me?"

Pip nodded and went "hmm-mm." And blinked twice.

Night Glider gave him that seductive, sexy look again. "Good. Now come up here and I can work my magic for you."

Pip got on the bed and waited for something else to happen next.

"Oh! I almost forgot something else. Close your eyes." Doing as she told him, Pip clamped his eyes shut. He waited anxiously for Night glider to come back and show him the surprise, whatever it was of course. "Okay, dude. You can look now." Pip opened his eyes to see Night Glider in a sexy, blueish white unitard that was sleveless on her forelegs. His cock became even harder seeing such a beautiful mare dressed like that. She giggled and said "Like what you see?" and she turned around to show him her ass.

"Oh yeah, baby." he thought. He wanted to say it out loud, but due to the strap, he couldn't really say anything.

She giggled again, and said "Good. Now, you might want to hold still again." She gently got on the bed, tossed all her blankets and pillows off, and the bed had completely nothing on it, except for the sheets. Night glider gently held his arms to the headboard and his legs to the two stands on the end, completely in bondage form. "Now this is more like it." she licked her lips, and pulled out the big, black brush.

Pip’s heart was beating like mad knowing what was gonna happen next. He felt the tip of his colt-hold being tickled all over. Night Glider giggled at his twitching and shaking and panting through his nose.

“I know how much you like this.” She cooed. She then tucked all over his scrotum and shaft, making him squirm around even more. Pip really loved the sensation that was flowing through him, and panted heavily. “Gootchie Gootchie goo.” She sang seductively.

All of a sudden,“OH! And it’s even more fun with you Have this.” Night Glider pulled out the rubber cock ring and gently placed it down Pip’s shaft so he wouldn’t be able to ejaculate right away.

And so she continued tickling all over his sensitive parts and around his thighs. Pip could slowly feel the cum rushing through his penis, and began twitching even faster and harder than before with his eyes back.

“Uh Uh Uh, don’t look away. I want you to see every moment of this, dude.” Night Glider murmured.

It was torture for Pip being tickled all over his penis and scrotum, but it was a good kind of torture for him, for he loved every moment of this happening.

“You enjoying this, Pip?” She Asked him.

“Hmm-mm. Hpmh!” Was all he replied.

“Good. Don’t worry, I won’t let your penis explode, I promise.”

And the colt nodded his head at her.

More and more cum wanted to escape his penis so bad that a few drops of semen were dripping on his belly, slowly oozing down on the bed.

She giggled and giggled on and on, looking amused at how helpless Pip looked in this position. She licked her lips again, and felt thirsty just looking at the wet, sticky, sparkly semen slowly oozing and dripping from his penis, despite the cock ring holding most of it back.

After many more minutes of tickle torturing, she decided to let the cock ring off of his shaft, and saw Pip squirt large amounts of semen dripping on the black suit that he was wearing. She giggled in amusement, and decided to tickle his cocky again just for kicks. He grunted and panted as the tickling continued. With every tickle, he would cum more and more spermicide into the air, landing on him, and random parts of the bed.

“Wow. That’s so great. You can ejaculate so much.” Night Glider remarked with an amused look on her face. She took it upon herself to lick the drops of semen off of Pip’s body to clean him up, like a mother cat would clean her kitten. “There.” I think that made you happy.”

The colt nodded his head again, and he was quite happy with how this all turned out.

“Here, let me get you out of these ropes.”

After she untied him, she gently got the strap off of his mouth, and he can speak freely again.

“Wow, That was so amazing.” He Said. “Thank you, Night Glider. You know how to turn me on.”

“Aww, come here.” Then she hugged him affectionately, and kissed him by surprise. Their tongues wrestled with the sound of moaning and sighing were heard in the room. “Alright, now why don’t you stand up and stretch your legs a little bit?”

“Okay.” And when he stood on his four legs, he noticed they were a little weak from all the ecstasy, and all four of them were shaking a little, like they were about to twist or break. He stumbled backwards and sat in front of the wall. “Oh boy,”

“That’s okay.” Night Glider Said. “I know you’re probably having a hard time getting up anyway. So...” she walked in front of him, crouched, and then slowly engulfed his cock into her mouth, moaning and panting.

Pip gasped and grunted as he felt the amazing, erotic experience coming back to him. She even had the pleasure of swirling her tongue around the head near the opening. Night Glider’s tongue felt so soft, warm, and wet all at once.

Pip slowly felt the climax coming back to him, and waited patiently for his orgasm to come when it’s ready. As long as Night Glider was giving him head, he knows it will happen again.

The sucking and tongue swirling continued on for a long thirty minutes, and then Pip let out more semen out of his system and loads of sperm came oozing into Night Glider’s mouth. Both of them moaned and gasped from this experience.

After she swallowed every last drop of his cum, she said. “Still taste so delicious.”

“I know I still got it in me.”

“Now, I think it’s your turn to please me in return, and fulfill your end of the bargain.”

“Of course.”

Night Glider got the unitard off of her and she was naked again. She got into a doggy position and Pip began thrusting his cock inside of her vulva. She loved every moment of this, and panted while sticking her tongue out. “Oh yes. This is more like it.”

“My, this is so great. I can already feel the climax coming back already.” Pip thought in his brain while still thrusting.

It took a very long while, more than twenty five minutes to be exact. At last, when zpjpnfelt the climax rushing through him again, he let out a large amount of semen inside her vulva, both of them letting out a loud, passionate orgasm.

Both of them were panting heavily, and faces soaked with sweat. “Whoo! That was so amazing.”

Young Pip then got the latex suit off of him, naked once more, thick with the smell of sperm. “Thank you for pleasing me, Night Glider.”

“And the same for me, Pip.” Night Glider Said proudly. “Well done. We should do this again some time.”

“Agreed. Well I better get back to me mum and dad before curfew.”

“I thought that it was ‘t for a few more hours before you leave?”

“Oh yeah. I guess I can stay here a little longer.” Then both Pio and Night Glider laid on the bed together, hardly leaving one another's side.

“You know, Sugar Belle will really like you pleasing her like you did me. It would make her very happy,”

“Don’t worry. I might do that tomorrow.” Pip Said.