Years in the making~

by WebHead69

Rating: mature
Tags: Anthro, Romance, Princess Luna, Comedy, Sex, Pipsqueak, Slice of Life, My Little Pony: Friendship is Magic
Length: 11835

A sequel to the episode 'Luna Eclipsed'~

10 years has passed since Princess Luna made her first return to her first 'Nightmare Night', after being freed of her evil 'Nightmare Moon' persona. Since that night, she happily visits various locations aside from Ponyville to double the fun in bringing fear to her loyal subjects.

However, Ponyville was the one community that Princess Luna never returned to for Nightmare Night. It wasn't because she hated the ponies there, it was just because she had to be 'fair' and bring playful harmless fear to different pony communities across Equestria once per year, for a full night. And as fun as it is, Luna feels that something is missing. Something about Nightmare Night that made her happy, isn't 'there'.

One night, Princess Luna gets a nice visit from a subject that she's quite fond of...only NOT the way she expected.

Published 2014-01-16 05:50:03 UTC
Last updated 2014-01-16 05:50:03 UTC

Together again~

Luna sighed as she picked up another chocolate truffle and popped it into her mouth. She chewed softly as her attention was upon the large television device from across her bed. Interesting device, as it brought entertainment to her and any other pony who mattered in Equestria. Of course, that wasn’t to say that all agreed that it was healthy to glaze upon this wonderful device 24/7. Thus, responsibility was needed when one had seek enjoyment from this device. And speaking of responsibilities, there was a good reason why Luna wasn’t out of her room during the night time, to hold to her responsibilities.

“Servant!”

“Your highness?”

“I demand more truffles!”

“Of course!”

Luna did not bother to look at him as he went to do what her bidding demanded. Her servants spent most of their time bringing her sweets and snacks that would please her cravings. It was understandable when you were deep into a romantic TV series for more than 3 hours, after your sister recommended it. While some servants privately thought that this was irresponsible for the goddess of the night, some pointed out the obvious fact that Luna simply had to lift the moon and nothing more. That and bring about her presence during Nightmare Night once a year. Honestly, Luna herself couldn’t believe that she struggled to ‘kill time’ while flying over Equestria with nothing more to do. Sure she could go into the dreams of anypony that slept, but it was becoming dull after the first 5 years following her return. And from an honest point of view, she felt guilty prying into the minds of others even with good intentions. ESPECIALLY when she came across those ‘wet dreams’ too often!

“Honestly, why do so many male ponies mature A LOT faster than what I used to remember???” Luna asked herself quietly, with a blush. The sexual fantasies that existed in both genders amazed her greatly, especially when she came across fantasies involving her. The very thought made her blush a deep shade of red, as she placed her face against the pillow that her chin was resting on. She was foolish not to naturally assumed that stallions would eye her without mercy, with the most sinful of thoughts. While she did feel SOME pride for being admired for her beauty, she couldn’t help but feel embarrassed by how popular she was; there were more fantasies of HER than her own sister! The pony who was supposed to be the more popular ruler in Equestria!

She shook her head as she stood up on her knees, unable to control her embarrassment. Her dark purple gown covered every inch of her body, preventing any servant to see anything below her neck, and aside from her cleavage. However, it was ‘tight’ enough to shape the outline of her body perfectly, despite giving her free movement with no issues whatsoever. Wanting some fresh air, she gestured with her hands as her horn glowed, just to open the balcony door. The gentle breeze was most welcoming, as she felt as if she was flying in the night itself. However, this pleasantness would come to an end as a servant entered her room with displeasure.

“Your highness!”

She suddenly turned quickly as the wind rushed through her body. “What is it?” she asked, in a commanding voice.

“A problem-” he started as he tried to catch his breath. “A threatening message-” he added, holding up a round-shaped object.

“Play it.”

With a nod, he made his way to her large TV and placed the CD into it. The screen turned black for only a moment, before something begin to appear.

“It’s a warning from HIM.” the guard interrupted, just as it began.

Luna raised an eyebrow with a frown. “Who is ‘him’?”

“One of the most wanted ponies in Equestria, your majesty. He is known for sending out ‘these’ warnings-” He gestured at the screen as an image began to appear. “-to those that he plans to steal from! And he specifically chooses certain messages depending on who he’s robbing!” There was a horrified expression on the servant’s face. Was this pony THAT intimidating?

“But why?” she questioned him, as the ‘message’ began to produce sounds.

“I do not know!”

Before Luna could respond, everything in the screen began to produce visual entertainment. An opened sea was shown, in the brightest of days, making you think that one would go blind even if you weren’t looking upwards. Small text began to appear in the bottom right corner of the screen entitled: ‘Boats and Hoes’ by Captain Pip. A.K.A, ‘I am gonna steal your booty’. Luna naturally reacted.

“What in the-”

“BOATS N HOES, BOATS N HOES, I GOTTA HAVE ME MY BOATS N HOES-“

Luna’s jaw dropped as she couldn’t believe what she saw: Pipsqueak, a once-colt pony that she was quite fond of, was on a ‘boat’ while lying down on a tanning bed at the same time. He was wearing strange attire that made him look like…a PIRATE?!

“The Nina, The Pinta, The Santa Maria, I'll do ya in the bottom, while you drinking San Grea! Nachos, Lemonheads, and my OWN boat, you wont go down cause my dick can float! I sail around the world and go port to port, to rob hot bitches back and forth! Put on ya life vests let's drop anchor, there's a nice lady, oh, I'd like to spank her!”

“BOATS N HOES, BOATS N HOES, I GOTTA HAVE ME MY BOATS N HOES!”

“BOATS N HOES, BOATS N HOES, I GOTTA HAVE ME MY BOATS N HOES!”

Pipsqueak was completely different now: he was obviously more physically mature, he had strange marks on his cheeks that would make one naturally assume as scars, his facial expression was NOT of an innocent pony, and he was ‘dancing’ with two mares that wore very revealing clothing for this type of weather. That and another male pony that she did not know, who simply nodded and drank in the background, making her wonder of his own importance. The video occasionally showed Pipsqueak holding a bottle of some sort of alcoholic drink, before changing back to him wearing sunglasses and dancing with mares that were more revealing than the last. It also showed some other ‘pirates’ within the ‘message’, but most of the attention was on Pipsqueak singing what he was going to ‘do’. At the same time, Luna couldn’t help but catch an eye with what Pipsqueak’s body looked like: WELL-TONED. His shirt was opened and exposed revealing even more marks that were obviously scars, covering parts over his well-toned body. He continued to sing the new lyrics that followed the chorus of ‘Boat’s N Hoes’ with no shame whatsoever, although one would wonder who was singing that particular chorus over and over again.

“Deadliest Catch, without the crabs, we're almost out of swag, call my A-rack!”

This time, the camera had got a close up of Pipsqueak’s face next to a mare’s rear, where he bit it with the cockiest of grins.

“I'm a pussy pirate, my name is Pip Sparrow, take off my pants so you can suck my flesh arrow!”

Luna gasped as she covered her mouth and her eyes widened as much as possible, all while becoming as shocked as one could possibly. With him pointing at the camera, did that mean that he was directing all THAT towards HER?!

“Make sure to wax, use ya mom's hair, you'll be amazed when I cum in your hair! Pull up the anchor cause we're leaving dry land, get below deck with a dick in your hand!”

“HOW DARE HE?!” Luna thundered, in her ‘royal commanding’ voice. The TV suddenly cracked and fell apart without any explosion of any sort. Luna was BEYOND angry; the room went entirely dark, the rushing wind lifted her up ithout the need of her wings, and her entire body was turning as black as space, all while her eyes were solid white. “HE WANTS A ‘CHALLENGE’?! I WILL GIVE HIM ONE HELL OF A CHALLENGE!!!” Luna bellowed. Turning to her servant- (who was wetting himself by this point)-, she ordered, “Prepare the guards for this insect’s arrival, and do NOT hold back anything at first slight! Dead or alive, I want to see his body here!!”

“Ye-yes your majesty!” he managed to yelp as he turned.

However, just as he headed to the door, Luna silently gasped as she realized what she just said. “WAIT!” As the messenger jumped and turned, she quickly followed with, “Don’t kill him; it was just in the heat of the moment as I DO want him presented to me, but alive…” Luna’s expression showed concern towards her previous orders.

The messenger raised an eyebrow that went unnoticed. Regardless, he nodded and hurried.

When Luna was left alone, she looked to the side. What am I saying with wanting Pipsqueak dead??? I couldn’t do that... she thought in her mind. Yes, she was naturally angry and offended by what she saw. How could a once-sweet pony like Pipsqueak send her something that was obviously offensive? It confused her greatly to the point where she placed her hands on her face. She couldn’t help but think back to the time she first met Pipsqueak, remembering how touched she was when he considered her to be his favorite princess. Since that night, she made sure to give him a good scare every Nightmare Night. She was into it, he was into it, it was something that they looked forward to every year.

“What happened to you…?” she asked herself quietly, as she thought about the last time she saw him. Somewhere around 5 years ago did she stop visiting Ponyville, as she needed to tend to the interests of other hosting communities. She even sent a letter to him and Ponyville regarding her reason for ‘moving on’. She sat on her bed and frowned before pulling a pillow close to her, as she soon realized that she was alone. With her magic, she closed everything to lock herself in her room, as she didn’t want to be disturbed until Pipsqueak arrived. Thus, she turned the lights off before whispering something to herself.

*Later...*

Sometime passed as Princess Luna laid silently on her bed. It was quiet as the night went on without any disturbance whatsoever. Yet, it was TOO quiet for comfort, as you couldn’t even hear the air rushing the plant life, or the bug life singing. Even one should hear the footsteps that came from the hallway by the guards, or the whispers that echoed throughout the castle itself.

“Ahmmm….ammmm….there we go~”

The glass door that led into the balcony of Princess Luna, opened with complete silence. A gentle breeze rushed into the room and caused the drapes to separate before lifting into the air. So quiet, you couldn’t rely on hearing for the sake of your life, as the intruder came in without notice.

Well that was easy. Pipsqueak thought as he took his time walking inside. The room was quite dark, even as the moonlight followed him to improve his overall slight. As he took a step, his thoughts to what occurred beforehand returned. Didn’t think that those guards would be easily distracted though…

*5 minutes earlier…*

“Boats and hoes, boats and hoes, I gotta have me my boats and hoes~”

“What is that song that you keep singing ?”

The guard blinked as his partner raised an eyebrow. They were out in the south-eastern courtyard of the castle itself. For only an hour, they would watch over this portion of the castle before rotating shifts. Just 2 hours ago, HE was guarding the room of Princess Luna as he told the story of what occurred in her room. Naturally, his partner was dumbfounded.

“And you’re simply bringing up what obviously offended her royal highness…” the second guard remarked, with a dull expression.

The first guard frowned. “Well it’s not as if she’s HERE now or anything…”

“Still!”

“Well I can’t help it; it’s quite catchy!”

Just as he was about to respond, he paused and gave some thought to what he said. “Well I must admit: this pirate does sound as if he has style…”

“Or ‘swag’~”

“Please don’t say that again…” he remarked with a laugh. As both of them were now sharing some chuckles, he commented, “Stupid… Haha...”

Both guards continued to laugh as they failed to notice said topic above them. He smirked as he listened in during the last 5 minutes while sitting on a branch. He hummed unnoticeably to match the guard’s own to his song.

*In the present…*

Pipsqueak smiled as he held the small bag over his shoulder. After becoming satisfied with what he found, he took a deep breath. “Worth the trouble~” he commented. His body faced the opened doorway that led into the balcony and his freedom, while his head faced the bed itself.

Despite the limited light, the young pirate could clearly see Princess Luna sleeping gently. On her back, she still wore her typical night gown while her blanket partially covered her overall body. Only surrounded by 4 pillows, they did very little in preventing him from examining her upper body. She looked so peaceful, as he could hear her gentle breathing. It grew louder each time he moved closer and until he was beside her.

Pipsqueak didn’t blink as he placed a hand on her cheek, in which she reacted by tilting her head softly by instinct. He watched as he leaned closer while holding her delicate face ever so gently. His eyes closed as his lips made contact with hers…only to feel disappointment.

Opening his eyes for only a moment, “Was this necessary…Luna?” he asked, as he closed his eyes while standing up straight. He didn’t need to look behind to see that the real goddess of the moon was hovering behind him, some feet close to the ceiling. He simply opened his eyes once more and placed his hand on the fake Luna’s face, just as it slowly disappeared with a glitter effect.

Princess Luna gave a small frown as she watched him hold ‘her’ cheek gently. Her wings flapped in a clam silent matter. “Tell me, you risk yourself just to kiss me?” she asked, as she hovered closer to him. The wind continued to breeze into her room uninvited, as she did nothing to close the balcony door, nor did she attempt to increase the lighting.

“Well…not exactly.” Pipsqueak confessed as he stood up from the bed. As he turned, he swung the small bag over his shoulder, just before he showed her a firm smile. “Evening your majesty.” Pipsqueak wore an attire that was slightly different than what she saw in his 'message'. Although this time...

Luna’s eyes widened as she saw his face. “Your eye…”

“What this? Oh no…” Pipsqueak gestured at his eye patch and lifted it to reveal nothing out of the ordinary.

Dumbfounded, the goddess asked, “Then WHY are you wearing it??”

“Eye patches are cool~”

“I-” She obviously did not know how to react as she held up both hands and closed her eyes. All before shaking her head and responding, “Very well then.” She then opened her eyes and asked, “Why are you here?”

Pipsqueak took his time moving closer to the Princess before him. Since her room WAS large, he had plenty of space to move around. “I came for something of great value. And I finally found what I wanted…” The young pirate gestured towards his baggage.

Princess Luna raised an eyebrow. Despite carrying a respective amount of valuables in her own room, she didn’t believe that a baggage THAT small would hold even a respective amount of them. At least, from what one would expect from a pirate, in which he was one. The thought made her curious and somewhat uncomfortable. Regardless, “You’re foolish if you think that I will simply allow you to leave…”

As if expected, Pipsqueak gave a nod as he looked to the side. “So be it…”

“Then you’ll come-”

Princess Luna was taken by surprise as smoke rushed around her. Without realizing it, Pipsqueak dropped a smoke bomb discreetly. Thus, Luna was forced to produce a rushing wind from outside to clean out the thick smoke. In the process, she brought light into her room once more, all while closing the balcony door by magic. Unsurprisingly, she was now alone.

“Where are you…” Princess Luna looked around as she lowered herself to the floor. Even had he made it for the balcony, the wind that was generated by her magic would have been too strong for him to handle. In fact, he would have been sent flying across her room, between the balcony door and her bedroom door. Is he under my bed…? she thought, as she brought her attention to it. With one hand gesture, her magic took effect. Unfortunately, no results came. It confused her greatly as this was the only place for him to hide; the closet itself was the only other place and it was quite far off from where her bed was, as well as her TV. “How is this possible?”

“Really? You never thought about looking up?”

Princess Luna suddenly cursed, as she looked up in time to see her pirate guest take her by surprise. Pipsqueak smiled openly as rope came around her in an impressive rate, preventing her from moving entirely after only a few seconds. When enough was against her body, he made quick movements to tighten it all with a proper knot. “There we go~” he stated as he caught Luna.

“You-”

“Careful now your majesty~” Pipsqueak said, as he continued to hold her with a cocky smile. “I thought that princesses were taught to maintain complete balance?”

Luna was far beyond ‘annoyed’ as she carried a deep red blush. “D-do not tell me how to act like a princess!”

“Then do clam down; it’s not right for a princess as beautiful as yourself to act so ‘wild’…”

Before she could protest even more, she yelped as he lifted her with ease. “W-wait, you’re not going to kidnap me- are you-?!” she started, as she saw enough TV to know where this was going. However, she couldn’t be more wrong as he was walking towards her bed. Uh-oh.

“What- CALM DOWN-” Pipsqueak started, as Luna was now shaking wildly.

“I AM NOT YOUR WHORE!!!” she thundered, as she continued to move like a mad pony. However, this soon ended as he threw her on her own bed. With a gentle ‘offh’, she landed on her back as she watched him move around her. She finally noticed that he wasn’t carrying his small baggage as he moved a knee onto her mattress once more.

“I’ve waited for this moment for a LONG time…my princess…” Pipsqueak said softly, as he touched her face as gently as he did with the fake version of her. And just as before, he took his time moving his face towards hers, as she glared all the same. “Please don’t hate me…” he added, as he was now inches away. Now after all these years…

Surprisingly, Luna’s face had actually relaxed and abandoned the hostility that she was originally giving off. To be honest, she was actually touched by how opened he was and how she could tell that he really meant it. However, that didn’t mean that she was going to allow this to go his way. “So long as you don’t hate me for this.”

Pipsqueak’s eye had widen as Princess Luna’s shape was changing completely. In a strange appearance, she looked as if she was causing darkness to emerge from her neck. However, her physical shape was simply covering him as if a large blanket and manipulated his body entirely. All without losing his senses, he soon found himself on the opposite end of the situation. “How in the hell-?!” he started. He couldn’t believe that they physically switched places, as the rope prevented him from actually doing anything as she stood over him with her arms crossed.

“I knew that you males would let your guard down when you think that you have a female in her most venerable state…” she explained, as she remained in the same spot, looking down at him with those eyes of hers. “Do not underestimate me because I am a female; I am a GOD…” Her last comment with the term ‘god’, emerged in a thunderous tone.

Pipsqueak naturally leaned backwards as she seemed keen on lecturing him. “If there’s one thing I’ve learned as a [i[pirate after all these years, is that you would be a fool if you believed that females were not capable of anything…” Pipsqueak said, defending his actions. “And I am not foolish enough to believe that I could even handle you, a god…”

Princess Luna kept the same expression as she heard those words. In reaction, she gestured with one hand once more, causing her magic to take effect. While she could simply use her horn, Princess Luna preferred to use her hand gestures for a better way of focusing. This time, with a bit of magical restrain and rope manipulating, Pipsqueak was lifted on to his feet, with both his arms held up by the rope towards the ceiling, and allowing him to be leveled eye to eye with the night goddess herself. “And yet you still sent me something offensive, and snuck into my private chambers…despite knowing that the worst-case situation may have occurred?” she asked.

Pipsqueak smirked as he leaned his face close to hers, separated by only a few inches. “Worth it, my beautiful goddess.” His smirk converted into a grin, as he continued to flirt with her.

Princess Luna blushed with a glare as he said that. As if acting childish, she reached out for his face, and ripped the eye-patch from it.

“Hey-!” he started. He watched as she tossed it aside without care. “That was a GIFT!” he protested.

The goddess before him rolled her eyes. “Honestly, are you a child? You’re going to complain about that rather than the fact that you’ve been captured by me of all ponies? May I remind you that I am not as merciful as my sister?”

Pipsqueak only gave a childish glare as he tried to free himself from the rope, but met no avail at all. Regardless, he still had something up his sleeve. “Still envious of her? Honestly, are YOU a child? You’re supposed to be just as matured as her!”

“EXCUSE ME?” Princess Luna asked, highly offended as she turned even redder.

“Always comparing yourself to her, I’ve heard stories and never believed them but…” Pipsqueak tugged the rope once more. “…you just proved to me how right the rumors are!”

“I-” Princess Luna started but closed her mouth. She sighed HEAVILY as she did not want to get involved in an argument with such subject. EASY now Luna; this young pony is simply provoking you to make yourself look inappropriate as an individual... Opening her eyes, “Regardless of what you think of me-”

Princess Luna’s jaw dropped as he disappeared once more. “What in the name of-” she started. This time, she decided to look up first and actually catch him trying to ‘yank’ himself free; he had somehow climbed all the way to the ceiling where the rope was held by her magic, and kept tugging the rope down while his feet were against the ceiling. He stopped as he realized that Luna was watching him. Awkward silence lasted for a minute between them.

“Um…”

“Really?” Luna rolled her eyes once more as she snapped her fingers this time. Her magic started to cover him in the form of a purple glittering cloud, which took control of him and her rope. The ending result was him being tied to the bed once more, only that she cut the rope short enough to tie just his hands. Pipsqueak watched as they were tied in front of him instead of behind him, in which Luna remarked, “I rather keep them in front where I can keep a watch over them…”

“I expect nothing less.” Pipsqueak admitted as he looked at his wrists with a frown; he was clearly annoyed.

By this point, Luna also frowned as this was getting out of hand. “What happened to you?”

Pipsqueak looked up. “You tied me up.”

Princess Luna suddenly glared. “You know what I am referring to!”

“Are you talking about my physical appearance or my profession? My physical appearance was because of my troubling school behavior-”

“EVERYTHING.” Princess Luna suddenly appeared before him, with a bothered expression. “What changed the once-sweet colt that I met all those years ago? How did HE,” Luna grasped his bandana from his head, and gestured with it. “become THIS???” Luna gave an expression as if her father forbid her from having desert after dinner.

Pipsqueak kept a solid-neutral expression as they looked into the other’s eyes. With his bandana taken, his mane was freed and in the shape of a ponytail. Silence occurred between them once more, as he watched her expression sadden even more. Even after all of these years, he still had his morals for the immoral beauty before him as he spoke to her. “Please don’t cry.” he requested softly.

Luna’s feelings had risen as he said those particular words. However, she allowed him to continue.

“I am pretty sure you noticed this when we first met, but I have a huge liking for pirates…” he started, as he made himself slightly more comfortable in his current position. “I’ve always had a thing for exploring the world itself. I didn’t realize this until years later after I started to make them my main interest. The rush, the dangers, the excitement, everything to that of a pirate life was so tempting. I really wanted to see the world for myself, but as a pony who would do whatever he pleased…” Pipsqueak smiled as he looked at the ceiling. “It was the happiest day of my life when I forged a crew and started to sail all cross the world in a stolen zeppelin…”

Princess Luna listened quietly as he spoke. Her expression was softening after each passing minute while she was listening to his story. She thought very little of the fact that he would always dress up as a pirate for Nightmare Night, every time she visited Ponyville.

“However, as a stallion, I had many desires that couldn’t be satisfied by the life of a pirate…” he confessed as he looked down at the mattress.

Luna blinked as she didn’t understand. “What are you referring to…?”

Pipsqueak raised his head as he looked at her. “You, Princess Luna. You’re part of the reason why I wanted to be a pirate.”

Naturally dumbstruck by his words, “Wh-what?” she asked.

“You’re one of the reasons why I decided to become a pirate.” he repeated.

She couldn’t believe what he said. SHE was responsible for his life of a villain?! “What on earth are you-”

Pipsqueak interrupted her again. “You, took, my, INNOCENCE…”

“Eh?” This time, Luna gave a confused smile that was accompanied by a raised eyebrow. If he’s implying what she THINKS he’s implying, “I NEVER touched you!” The princess suddenly grew a red shade across her face, unable to say anything else into that matter.

Pipsqueak suddenly snorted a chuckle before bursting into laugher. “Of course you didn’t physically touch me; you were the first mare to make me have sexual urges for!” he confessed, as he showed a small smile at the thought.

“MF!” Her face grew even redder.

“ALL of my wet-dreams were of you. At first, I thought that you purposely visiting me and having your way with my young mind at the time. But I came to realize that it was never the actual you, but that my mind often fantasied about sleeping with you. Even after losing my virginity to a mare my age, my desires were never pleased. I’ve traveled the world and slept with many mares- as well as any females in general-, but my thoughts were always to you Luna…the one that I wanted to sleep with since the night I met you…” Pipsqueak confessed.

Luna was stunned as he finished. “Well…I…see…” She started to avoid eye contact with him entirely. Her face was still red, but it held a respective tone that showed that she had controlled her emotions to some extent. Thus, after giving it some thought, “You’re lying.”

Pipsqueak raised an eyebrow.

Looking at him, she added, “I don’t believe you; you’re likely lying and using our past ‘relationship’ as a ‘backup’ for your failure to steal from me and get away…” Princess Luna moved slightly closer. “Oh I’ve seen that trick on TV MANY times…” she added.

This time, Pipsqueak chuckled. “And yet, I went through the trouble of walking ALL THE WAY to your side just to kiss you while you were ‘sleeping’…”

Taken by surprise to what he said, she shook her head. “It came in the heat of the moment for you; you took one look and decided, ‘I must steal a kiss from HER’…” she claimed, as she managed to control her emotions once more.

“And yet I attempted to kiss you once more when you were ‘tied up’.” he reminded her.

“Yet you claimed that it was all ‘part of a plan’ by you…” she responded.

Pipsqueak frowned as he was obviously getting nowhere. It didn’t make him happy that she didn’t believe him for obvious reasons. However, there was only one thing that would convince her otherwise: he would have to surrender himself to her in the only logic way. “Read my mind.”

Naturally confused, “What?”

“Read, my, mind.” he repeated. “Then you know that I am not lying…” Pipsqueak gave an expression of determination as he moved closer. Despite having his hands tied up, the way how he eyed her and moved towards her, had quite the effect on her.

Her eyes widened as he said those words while moving closer. “What- I will do no such thing!” she said, as she started to back away. “S-stay away! I mean it! I will change you into a mare if you do not stop now! No- STOP!”

Pipsqueak did not care; he continued to move closer and closer to Luna as she tried to get away from him. Obviously she was afraid of what she might find in the mind of a pirate like him. Especially when they knew one another from the past, and that she was possibly believing that he was trying to trick her. She couldn’t be more wrong as he ‘pounced’ on her like a cat on a mouse. “LUNA, PLEASE!” he begged, as he moved his tied hands behind her head, to force her to look at him.

“I-I-I-” Luna whined as she came close to tears. Her feelings were turning her face red, as this was the first time that anypony in her lifetime had confessed towards having feelings for her. Especially when it was also directed at her sexual appeal. However, as she felt his forehead pushing against the shaft of her horn, she gave in. “FINE!” she thundered, as her emotions finally got the better of her. Her body turned entirely black, as her eyes and horn glowed completely white. Within seconds, images of his feelings for her entire being flowed into her vision and mind. She was able to see EVERYTHING. Memories of his life and dreams was like an opened book, with no limits whatsoever to her.

As Pipsqueak felt her connection to him vanish, his mind emptied completely; his eyes rolled up as he dropped his weight on her. It took a few seconds for his mind to stabilize and he was as dazed as if waking up from a 12-hour sleep. He could hear her faint voice as his wrists separated, apparently freed from restrain as his body shifted from his front, to his back. He could feel her soft gentle hands on the back of his head, before feeling one move towards the side of his cheek.

“Pipsqueak, please…” she begged, as she was worried about she just did to him.

“M-my….head….” he said weakly.

As Princess Luna tended to him, she was too afraid to use magic once more to help him. Luckily however, Pipsqueak was recovering at a good pace, allowing him to think clearly after only a minute. Luna smiled as she was relieved that he was ok after what she did. She gently held his cheek as she watched him blink repeatedly for a few more minutes. When she was sure that everything was fine, “I am so sorry…” she said softly.

Pipsqueak smiled as he started to stand up straight and hold her hand that was on his cheek. He moved his free hand on her waist, and spoke softly. “I know that you never meant to hurt me; that’s why I can never hate you…my princess.”

Luna’s mind buzzed with mixed emotions even more; she was obviously NOT used to having a male being so straight forward with her. He called me, HIS princess??? She honestly thought that she was going to pass out as her blushes grew redder the more she shook her head. By the gods was she so embarrassed!

Pipsqueak honestly thought how cute it was for her to feel embarrassed. Knowing that she still seemed fond of him, but in a more ‘adult’ way, he leaned forward to fulfill his life-long dream.

“MMM!” Luna’s eyes opened widely as she felt his lips pressed against hers. She muffed softly as her hands moved to his collar bone and neck. She felt confused as she was allowing her feelings to get the best of her. It got worse as she grew numb due to his physical actions on her; he shifted the position between them with a hand behind her head and the other on her back. He seemly felt that he had her consent as his tongue dug into her mouth. “Mfh…..”

“Mmmnnn….” Pipsqueak’s eyes looked at hers that seemed dazed. He could feel her trembling as he held her closer to his body, feeling her breasts in the process. It was making him feel really horny as her scent had a strong effect on him. Possibly because she was a goddess of sorts, being this sexually active with her was doing strange things to his body and mind. He hasn’t felt like this since the first time he lost his virginity to Sweetie Belle, as he had unsettled nerves during their sexual intercourse.  Of course, he slept with her 2 more times in the same night, where the experience was much better. Thus, he was really in for it if he was really going to sleep with Princess Luna.

She gasped for a moment as Pipsqueak started to tend to her neck and collarbone, biting and kissing her in the right nerve spots. She felt his breath over her cleavage, as he started to inhale her overall scent before he started to rip her gown off of her. It didn’t take a genius to tell that she wanted to help strip herself nude, considering that her horn glowed. Pleased with what she did, her gown ‘faded’ away completely after a few seconds. “There we go…” Luna said happily as Pipsqueak stopped.

Also pleased with what she did, Pipsqueak started to unbutton his shirt. However, he forgot that Luna could have simply made them disappear with her magic. I need to calm down… he told himself as he closed his eyes.

Luna was actually happy that he was in a rush to get naked like her, although as she held her hand up to perform the spell on his clothing, she paused for a moment. While she did know that he carried scars on his body, a closer body examination showed that he carried many scars compared to what she first assumed. While her hand moved along his muscles, it was odd to her to how the texture of scars felt. Perhaps she was never used to actually touching scars that it felt strange to her…

Pipsqueak could tell that she was curious to learn the origins of his marks. As he got to his belt buckle, he said, “I’ve had many fights…”

Prince Luna gave a small frown as she looked up at him. “I can imagine; to live as a pirate must be difficult…” she stated.

Pipsqueak smirked as he started to pull down his pants. “Worth it; you be surprised how many mares- females in general have found this attractive…” he explained, as he grasped his boxers as well.

She had to admit; she needed to agree with him because she was seemingly getting into these scars of his. However, her thoughts paused for a moment as what he said got her curious. “Um, by ‘females’, you’re being general…?”

“Pipsqueak scratched his cheek as he looked to the side. “Well, I am not close minded to sleeping with only ponies…” he confessed with a small chuckle.

“What- YOU HAVE SLEPT WITH OTHER CREATURES????” Luna asked, completely astonished by what he was implying. The thought of sleeping with something that wasn’t a pony seemed so odd to her for obvious reasons. Then again…

Pipsqueak rolled his eyes as he finally became fully nude, catching Luna’s attention once more with what was important. “You should try it sometime.” he joked. Before she could even respond, he grasped his penis and stroked it.

Luna watched as he continued to erect himself. Wanting to help, she reached out for it and grasped it softly. His sudden grunts indicated that he did enjoy her touch, although his penis was still limped. Thus, she naturally pouted as she was growing impatient with the results not occurring faster. “This is taking too long…” she said, as she pressed her thumb against the opening of his penis. Taking him by surprise, her magic poured into his urethra and made its way deeper into him. His trembling told her that he was having trouble with the intense nerve-buck that she was giving him. Especially if she could hear his breathing patterns occurring irregularly. She smiled as her magically finally reached its destination, before she made her horn glowed brightly to fully activate the spell.

So tingling and nerve-wrecking, it was a miracle that he didn’t produce a single sound as his eyes closed tightly while his body arched. It give an unpleasant feeling as if he had an ‘itch’ inside, and that he couldn’t tend to that itch. However, relief came after Luna’s spell vanished inside of him, and with the ending result of his erection finally occurring. “Ah…wow…”

“I’ve heard from my sister that some males suffer from such condition…” she explained with a smile, as she continued to stroke him. “Although, I heard that this condition for ‘delayed-ejaculation’, also forces you to last for more than half an hour before you release?”

Pipsqueak shouldn’t be surprised by her knowledge; a terrible condition for his gender, her gender relished in being bucked by something that would remain hard for a long period. Although, she was somehow able to tell that he did have such a condition just from her magic going inside of him? “Yes…but perhaps you won’t be cruel and force me to work hard in order to enjoy an orgasm?” he hoped, as he was often forced to do many erotic/kinky things to himself in order to induce his release.

“Of course; I am not one entirely without mercy~” Luna said with a seductive smile. To be honest, she wanted to test his mental strength. Thus, she started to push him gently backwards. “Just relax…” she said, as she didn’t release his penis. When his head laid on her pillows, her eyes peered down to his white stallionhood. A few brown spots were on it as expected, due to his fur pattern throughout his body. After taking notice, Princess Luna moved her snout against the tip in order to take in his male musk. Her face lowered even more to the base where his male scent originated from, relishing it entirely. It was far too long since she was with a male in bed, and she was going to enjoy it as her mouth slowly opened.

Pipsqueak hoped that she really meant it when she said that she was going to show him mercy. It took him some more time before he would fully accept the fact that he was sleeping with the goddess herself. The same goddess that first caused his balls to drop entirely, and caused him to start thinking about female genitals. “Ah…” Finally, it started as the love of his life was sucking him gently.

“Mmff…mghgh…” Luna closed her eyes gently as she bobbed her slowly on his penis. A great size, she was already experiencing some form of wetness between her legs out of excitement. While she did play with herself when it was necessary, a fake toy was nothing compared to the real thing.

“Ah…..ah…..” Pipsqueak bit his lip as the goddess before him was very talented. Out of all honesty, he felt something unique about the way how she pleasured him. It was obviously not just because it was her, but that how it felt to be inside of her mouth: cold. “W-what is this…?” he managed to moan out, as his body twitched slightly.

Despite having her mouth full, she managed to smile as she watched him while moving her head back and forth. Taking him deeper, she gave him a real taste of ice itself.

“NGH!” Pipsueak’s eyes popped open as he released sounds of pleasure. The freezing sensation was nothing that he was used to, as his nerves were tingling uncontrollably and driving him insane. “AH!” His teeth clutched tightly as his body arched up in reaction. Even he needed to admit that he underestimated her entirely. Sleeping a goddess was more than he can handle after realizing it within the first 5 minutes. “You’re too much for me…” he confessed.

Feeling some pride in that comment, “Oh really?” she asked with a giggle. “Well I am quite surprised that the great ‘Pip Sparrow’ can’t handle a helpless mare such as me…”

Pipsqueak naturally felt some harm towards his pride, but decided to let it go as he smirked. “Ngh…” he moaned. It was difficult for him to maintain a proper breathing pattern consistency, when they finally reached 10 minutes of foreplay. “Ngh…” he moaned again.

Princess Luna simply smiled as her mouth did not grow numb.

“Ngh…..!”

That’s a good stallion…

It finally happened for Pipsqueak as his body arched. While he was fighting his urges for a now-orgasm out of pride, he felt stupid at the same time. All because he didn’t consider an early ejaculation as a good thing. He soon abandoned his regrets as his body arched up and his eyes relaxed completely, all before his stallionhood started to pump a healthy amount of semen into her mouth. Such relief and such pleasure would cause him to pass out in pure bliss…if he were a normal stallion!

Naturally, the goddess before Pipsqueak widened her eyes entirely, as the familiar taste of semen brought her back pleasant memories. Of course, she focused on what was important with Pipsqueak as she swallowed his load. When she felt his penis cease its twitching, she pulled back and released his penis with a ‘pop’. “Wooh.” She then licked her lips before adding, “12 minutes is quite the pleasant experience for somepony with such a condition…wouldn’t you agree?”

“Y-yeah…yeah it was great.” Pipsqueak admitted, as his body felt stress vanishing entirely. However, that did not mean that he was done as his penis kept a healthy erection.

Princess Luna naturally raised an eyebrow as she eyed his surprise. “What’s this? I only assumed that ‘delayed ejaculation’ simply allowed you to last for a long period without actually ejaculating. Why are you still hard?”

It was now his turn to raise an eyebrow. “Isn’t it obvious? You turn me on so much that I can’t go soft…”

A small blush covered her face as she couldn’t help but feel pride once more. “I see…well then.” She pulled away for a moment as she stood up straight before moving closer. “We should move on to the main course…” The goddess lost all embarrassment as her seductive side took over again. Full of confidence, she positioned herself over his body and moved her crotch against the shaft of his penis. Oh how exciting it felt to her, as she kept her eyes on Pipsqueak.

However, the young pirate seemed to have other plans as he smiled and grasped her waist before switching places with her body. Before she could protest in disappointment, he moved his face close to hers and said, “We have plenty of time for that; I want to do what all stallions fantasize to do with the love of their life…” Pipsqueak moved his lips towards her ear. “I want to feast on your body…”

Luna shivered as she felt his mouth on her earlobe. The kissing and licking both inside and around her ear increased her wetness even more. That tone that he used beforehand, it was…quite something to say the least. Her eyes closed as her breathing increased the more he touched her body with his mouth. His tongue trailed around her most sensitive parts above her collarbone: her ears, neck, and chin. As she felt her pirate guest continuing to tease her, her thoughts to what would happen after all of this brought disappointment. After all, who was to say that things would work out for the both of them? “….!” Her body arched as Pipsqueak finally moved to her breasts.

Despite the fact that his mouth making contact with her skin continued to play with his nerves, Pipsqueak was determined to satisfy her. His lips surrounded one of her breast nipples and started to suck them as if she could produce milk. A naughty fantasy he had of her, he continued to suck as hard as he could to see if she was capable of lactating. However, he gave up after he tried her other breast and met with no avail despite his hard work. He showed disappointment as he moved lower, and the goddess before him took notice.

“Something wrong…?” she managed to ask; she had trouble controlling her breathing after the intense foreplay.

“Oh its nothing- I actually had a ‘funny’ fantasy of you actually lactating if I played with your breasts when I was young.” Pipsqueak confessed with a smile. Coming face to face with her belly-button, he started to lap around before kissing that spot, getting the reaction that he wanted.

Luna was surprised that Pipsqueak had a fantasy of such with her, as she didn’t realize that such a fetish existed in the general male population. In fact, she did remember that every wet dream she came across had occasionally showcased a mare lactating. “Honestly, not all- GhEHEHhehehehehhehehh~!!!” Luna’s words were cut off as she started to giggle madly. Pipsqueak was showing no mercy as he continued to tickle her nonstop with his mouth. The kisses were what really got to her above all. “S-tstop! Gehehehee-! STOP! HAhahah~~~!”

“You have such a cute laugh your highness…” Pipsqueak commented as he continued to kiss her around her stomach. After another minute passed, he decided that it was time for the main course. “Now then…” Pipsqueak finally brought his attention to her flower. Above, her pubic hair was trimmed in a typical diamond shape that was often seen. When he pressed against her flesh with his snout, he took a moment to inhale the scent entirely. Even her scent was intense; his body was now shaking. What was it that the goddess have that drove a moral like him insane by his senses?

As erotic/romantic as this was, she was naturally growing impatient with her guest. “Hurry up and please your goddess!” she demanded, in a thunderous voice. Out of impatience, she thrust her crotch against him some more in order to get him to understand.

He muffed as her sweet forbidden nectar made contact with his lips. Understanding that it would be foolish to test her patience, he started to lap her soft ragged flesh. The taste itself was unlike anything he ever had before. So different to other mares, it would be a crime not to label her juices as ‘royal’ nectar.

Princess Luna watched as Pipsqueak continued to feast on her flower with her consent. She held back some sounds that her body wanted to produce. It took some strong will, as she wanted to arch her body and closed her eyes to enjoy the oral sex. His tongue wasted no time as it dug into her and made contact among the correct spots. At the same time however, she could tell that his body was shaking slightly. Honestly, how is it that EVERY stallion I come across is unable to handle me? A mare has her needs, and every stallion needs to be able to please one as such as I... she thought, as she was worried that even his ‘condition’ wouldn’t be enough to have him last long enough for her. At least from her past experience, she had to always use her magic to assist her partner whenever she had intercourse. Lots of orgasm-denial was involved…

Pipsqueak swore that the sensation to his nerves was to that of static; his body gained chills as his fur was standing up straight. And every time he pulled an inch away to breathe properly, he felt something ‘tugging’ his face that reminded him of static when near anything of metal material. Luckily however, he was starting to get use to this sensation as it was becoming less and less intense. However, “Brahg…..ah….ha….isn’t there….ah…something that you can to….ah….sgh…..to settle that ‘vibe’ that your body is giving off to me? Ah…”

Luna, who was able to control herself this entire time, blinked when he asked her that. “I am sorry?”

“Every time when I go against your skin, or anything ‘inside’ of you, I get these strange ‘vibes’ that are like static electricity against my body…but mostly my face.” he explained, as his panting was settling at a slower rate.

Unsurprisingly, she smiled at what he said. “Sorry, but I am afraid that you’re alone on that…” she explained, as she laid back even more. “Now continue.” she ordered.

This bitch… Pipsqueak thought as he frowned. However, he got back to work regardless. If he was going to have his much trouble with just oral sex- given that she drove him crazy beforehand-, he knew that he would need to do his b to please her. After another minute of foreplay, he decided to add his fingers into her. With this, he decided that she needed to cum in order for him to gain her favor. Knowing where he needed to rub, he moved his finger upwards and dug deeper. He then suddenly found the hidden treasure inside of every female and started to play it.

As expected, Luna started to react differently by squirming a bit. “Ngh…ah…where are you touching meEEEEE!?!” Her voice went out of control as Pipsqueak’s slow start converted into ruthless rushing. She could see him moving his fingers in and out of her while continuing to rub that same spot. She didn’t know what was causing this, as she never once in her life felt such pleasure. It was amazing as her body jolted each time he touched her there. While it could have been because he was nibbling on her clit by this point, she knew that this unfamiliar jolting sensation was occurring inside of her. Could it be that after centuries of living, she was actually discovering something new and exciting?

In Pipsqueak’s mind, he was actually surprised that she didn’t know about G-spots. For one who is supposedly immoral, you would think that she would know every trick in the book. Yet, this could be an advantage for him to use over her, given by the situation. Pipsqueak continued to attack her G-spot over and over again. Her body reaction told him that she was close, especially when she was squirming uncontrollably and begging him to stop. It was highly entertaining to him.

Despite her protests, Luna couldn’t get anything through to Pipsqueak who was clearly not letting up. Her body squirmed even more as she was felting jolts of pleasure tearing up her body without rest. It got to the point where her eyes rolled up to the back of her head, as her body started to limp once she gave up and began release her orgasm. “Nghgh…..ah…..AH!”

Pipsqueak only smiled as he pulled away slightly to watch of the fruits of his work entertain him. When the show was over, he waited for her to relax, as her breathing pattern was naturally out of control. When he was sure that she could speak, “How was it, your majesty?” Pipsqueak moved closer to her and laid on his side, with a hand on his chin as if he were examining her.

“Ah…..ah…..nghghhhhnnnnnnnn…. Mnnnnnn…” With her eyes closed, Luna’s panting finally ceased as she grew a smile on her face. She turned away from him with very pleasant moans emerging from her, indicating her enjoyment with his overall work.

Acknowledging that he did do an actual good job, he gave a small nod. “Alright then~” His eyes peered down to where he made good work of her.

So relaxed, Luna felt close to passing out, but knew that there was still the matter of actually having intercourse with Pipsqueak. She then opened her eyes as she felt his hand on her leg, lifting it up gently. Shifting positions, she realized that Pipsqueak was attempting to enter her by the spooning position. She watched and felt his penis slowly enter her, causing her to gently bite her lip. She closed her eyes once more as his penis finally moved all the way into her. It had been far too long since she slept with a stallion, and she was going to enjoy this to the fullest. “Yes…!”

When Pipsqueak was completely inside of her, he had expected his mind to be blown by that ‘vibe’ that her body gave him. However, he was not going to complain as the familiar ‘ice-cold’ sensation rushed throughout his body from his penis. “Ahh…ghh….” Pipsqueak shivered as the freezing sensation mixed with the texture inside of her, was very unique. “Wh-why is it so cold-…AH!” Another chill rushed throughout his body.

While Princess Luna continued to moan, she acknowledged his question. “Nghmmmm….that’s just how I was born, my young pirate…”

Coming to terms with what she said, Pipsqueak relaxed himself for a few seconds before he started to move. Her insides sucked him back in as if a cold force wanted to leech him dry of everything. His heart raced as he didn’t know how any stallion could last from this marehood of hers, given that his condition was suitable for situations such as this. He was personally thankful that he would not likely ejaculate until at least 5 minutes later. Or perhaps 10 since she did blow him and did a very good job getting a nice load in the process. However, it mattered little as he was still thrusting while thinking it all at the same time.

The sounds of flesh slapping against one another grew louder the more Princess Luna’s rich juices flowed out of her. Pipsqueak did a good job thrusting in and out of her to increase the flow in general. He groaned in pleasure every few minutes, as he felt a jolt of that ‘sweet-spot’ occurring from the nerves of his penis. That and the fact that he needed to stop every now and then. Luna herself simply released an endless flow of sounds of pleasure and gripped her sheets tightly with both hands. Each thrust into her sent a joyous wave of pleasure throughout her entire being. So satisfying, she was excited for both their orgasms. Pipsqueak felt the same as this sensation he was experiencing made him somewhat scared, but excited at the same time. All because he didn’t know how big of a release he would have and inside one of her royal/deity background.

As this continued on, Luna started to feel uncomfortable; her body had been in the same position for quite some time and she wanted to be the one moving. Thus, she gestured him to stop before she moved her body away from him slightly. “If it’s quite alright with you, I rather take my turn.”

Pipsqueak was not one to complain as he was getting tired after thrusting in and out of her for nearly 10 minutes. Slipping out of her, he sighed softly as he laid on his back before watching her reposition herself over him. He held back a moan as he re-entered her in a reserve cowpony position this time. Her body lowered all the way as she sat on his stallionhood and thus, allowed him to enter her even deeper than before. “Oh shit-” he started as it felt even better than before.

“AH!” The moon goddess gasped as she didn’t expect him to enter her THIS deeply. It took her a few moments before she was able to relax her body and calm her breathing that went out of a proper pattern. In fact, she almost fell backwards and required support from Pipsqueak to prevent this. With his hands on her waist, she knew that she could trust him enough to not let her lose balance as she moved. “Oh…..oh…..oh…” Moans escaped from her lips as her body continued to move up and down. At this steady pace, her breasts bounced only slightly without notice to either ponies. Only the sounds of moans and grunts could be heard in the private chambers of Princess Luna.

Pipsqueak kept his eyes on where he could see her rear and his penis; every movement either allowed or prevented him from seeing his penis from view. When it appeared, the gloss of her royal nectar was accompanied by a gentle breeze in the room. And when it disappeared, absolute tightness and pleasure was felt in a freezing sensation. As for her tail possibly getting in the way along with her long mane, they did very little as her mane was just a foot separated from her tail which was leaning on the side. “AH….ah…..yes….so good….” Pipsqueak refused to hold a moan as this was the best sex of his life!

“Fuff….” Luna blinked slowly as her eyes lowered. She gently turned her head as she heard his moans and remarks of his liking for her royal flesh. “Hmnnnn…..tell me, does it please you? Hmmmm….”

“Yes….ah….” he shivered. Why deny it?

“Hmmm….so you DO enjoy violating your princess’ innocence?”

“Well I don’t know about you being innocent- AH!” Pipsqueak yelped as her insides suddenly became DANGEROUSLY tight. “I-I-I-I mean, YES! I enjoy taking my majesty’s innocence! I relish knowing that I am the one who turned her into a naughty, NAUGHTY mare!” he quickly responded, hoping that he didn’t lose favor with her.

“Good….Hnnnmmmm…” Obviously pleased with the proper response, she forced the magic that surrounded his penis to vanish entirely. She then continued to move and continued to watch him with a smile, as she converted her basic pace into a slow and DEEP pace. The pleasure was higher and more intense, while prolonging an orgasm between either of them. The buildup was going smoothly and way better than she expected, as there were no interruptions and Pipsqueak was far from disappointing. She could do this all night and regret nothing by morning.

The young pirate breathed heavily as the tightness had loosen up greatly. He could tell that she used some sort of spell as punishment for his remark- insult. But that thought passed on within his mind as he was now feeling close to his release, making him ponder to how long they’ve been going at this. He wanted to say 10 minutes, but clearly she would have experienced orgasm and so would he. On another note, despite Princess Luna increasing her movements, he was starting to actually get bored with this position. “Your highness…” he said, standing up straight by a slight movement.

Princess Luna did not cease her movements, but she did grant him her attention. “Yes?”

“May I?” Pipsqueak slowly slid out of her, leaving a trail of her love juices bridging their naughty parts together. Before she could question him- or even comprehend what he was requesting-, the young pirate ‘pushed’ her forward.

“Offp!” The goddess of night didn’t expect that as she fell on her face. Shaking her head with annoyance, “Why on earth did you-” Her words were cut off as her face grew red and she closed her lips. “EPP!” Her eyes widened as Pipsqueak was probing her from THAT hole.

“This is going be quite the experience your highness…” he grunted, trying to move all the way into her from behind.

“I did NOT give you perm-AGH!!!!!!!”

Princess Luna was forced to shut her eyes and bite her lip as Pipsqueak moved all the way into her rectum. His big piece of horse meat felt very different inside this hole, as she could immediately understand why this was often highlighted as the ‘forbidden’ hole. It was deliciously tight…

“Nnnh!”  Pipsqueak expected nothing less from the anus of Princess Luna. The tightness was naturally accompanied with the familiar freezing cold sensation, making his mind go blank after the few seconds. He needed to blink a few more times before he could fully comprehend the fact that he was inside her ass. Whoa, I better take this nice and easy, otherwise I may pass out before it’s even done… he thought.

“Nn……emp!” Luna whimpered as she was not use to something such as this. Every time she tried to relax the nerves in her rear, it only allowed him to move even deeper. Having a stallionhood inside this hole brought a great deal of uncertainty; was she enjoying this or suffering from pain? There was no clear message in her mind as Pipsqueak started to move. “Ngahh…ah!.......”

Surprisingly for Pipsqueak, he did not have difficulty moving within her rectum; while he was taken by surprised with how amazing it felt, that did not necessary mean that it was giving him resistance where he would need to add his own form of lubricate. Oh no, her insides here were perfect for him to buck the hell out of her. The tightness surprisingly remained the same, despite his increased movement to simulate his upcoming release. This was a very unique experience for him, and not just because it was with HER of all ponies!

Princess Luna’s voice broke as her whimpers were the only sound she could produce. “Hnh! Hnh! Hnh!” Ironically, they would only cause Pipsqueak to move even more vigorously, much to her surprise. The sound of flesh slapping against one another filled the room entirely. Luna actually wanted to tend to her marehood, as it was throbbing with the cry of wanting attention. However, she could do nothing as anal sex was making her body tremble and paralyzing it at the same time. Even her wings were lowered and completely settled, unable to do anything. Eventually however, her body was getting more and more used to the fact that there was something inside of her from behind. “…….!” Luna’s eyes suddenly widened as she felt the familiar joyous experience of an orgasm occurring. What- This cannot be! I am actually cumming from being bucked in the ass?! Her face grew red as her eyes were shut completely during her orgasm. It felt so weird having an orgasm from just anal simulation, and yet, she couldn’t help but feel naughty for enjoying the idea of it.

Pipsqueak’s body was glossed in sweat, despite the fact that the sexual contact between the two of them was a complete freezing sensation. That however didn’t prevent his body from heating up from the fiery-sexual passion between them. In fact, he was now starting to notice her own sweating during their love-making. That and how she wasn’t making any sounds, which was starting to worry him. “Your highness…?” he asked, as he moved closer to her. He mounted her like a real stallion and moved even deeper into her. With this position, he was literally on top of her body and thus, was able to breathe over her shoulder. All while moving his strong firm hands into cupping her breasts, and squeezing the life out of them; this position was amazing!

“NGH! GAH!” she cried, as Pipsqueak’s new position was really giving her a good mind-buck. All of this was becoming too erotic for her, as his dominance over her was exhilarating to say the least. “Y-yes…!” she finally cried, as her body was now growing fully accustomed to anal sex. Pleasure filled her body as her cries converted into moans. Her body was able to move with more ease, as her paralysis was disappearing bit by bit.

“Wow you are SO TIGHT!” Pipsqueak moaned, as he too was beginning to feel the full effects of this position. It felt so good to be deep inside of her, it felt so good to be in this position, it felt so good to be bucking the mare of his dreams! “AHH!”

“Oh by the gods!” she moaned while screaming. “YES! YES! YES!” she cried, as her facial expression told one that she was lost in pleasure. Her tongue hanged as she carried the naughtiest of smiles, during which Pipsqueak continued to thrust with increasing vigor. “HMMMMMM! AHHHH~!!! YES! RAVAGE YOUR QUEEN! HMMMMGHGHHHHH~!!!”

The buildup inside of Pipsqueak could not be contained anymore as his mind went blank. Everything in his body had tighten as the last thrust began his ejaculation inside of her. Pipsqueak proudly filled her rectum with his load as his body pushed as much as it possibly could. His teeth crunched as he had a dazed expression while he drooled from both corners of his mouth. He couldn’t comprehend how many pumps he did inside of her, as her tightest of holes was pure torture for him.

It took some will power for Luna to arch her body in order to make it clear that she was in heaven. Her mouth was closed by only teeth, as her eyes closed gently while Pipsqueak continued to pump his big stallion load into her ass. The hot liquid made her felt quite warm and extremely relaxed. As if all of her problems just melted away without trace. “Hahh……hahh….”

Pipsqueak waited until he was sure that his climax had ceased shooting out a majority of his seed. When confirmed, he took a deep breath before he yanked his penis out of her. His breathing started to settle when he grasped his penis, and another pump of semen came out of him. He stroked for a minute to squeeze out any excess amount that still existed, making sure that it marked Princess Luna and her rear. He managed to get some to pour down her back and her tail as she dropped completely. “Ahhh…..”

“Nnnnnn….” Luna’s eyes watered with pleasure as her body shivered in pure bliss. Her lower body completely dropped as Pipsqueak’s seed poured out of her naughty hole. As for what was on the outside, her nerves tingled as it made its way across her spine with a burning passion. “So…warm…” were her last words as she closed her eyes.

Pipsqueak continued to stroke for yet another minute despite emptying his penis completely. The sensitive nerves inside of it brought such pleasure to his mind, as he continued to watch Princess Luna lay before him. Knowing that she was completely exhausted, he waited for a few moments before moving closer to her and asked, “Luna?”

No answer.

“Luna…are you…” he started as he edged over to see her face. He smiled as he saw that her face was completely relaxed, while he was able to hear her gentle breathing. Pipsqueak shook his head as he needed some work to lift her from this position and move her to where her pillows where. Her body shifted position by natural instinct, as her face rested against one of her many soft pillows. Pipsqueak moved the blanket and sheet over her body and made sure not to cover her beautiful face, so that he could see it one last time as he started to put his clothes back on. Some thoughts were going through his mind and caused him to chuckle after a few seconds. He actually slept with the mare whom he fell in love with.

“Too bad it can’t be easy like this all the time…” he admitted, as his smile vanished. Despite the shared feelings for one another, Pipsqueak could not abandon the life that he dreamed before his balls dropped after meeting her. In his heart, while there could have been other ways for him to be with her, she inspired him to be rebellious, after coming to terms that she was of royalty, and he wasn't. Pipsqueak wrapped the bandana around his head once more, as he looked at Luna one more time before looking at his bag. It only took him a few seconds to decide what he was to do, as he walked over and lifted it from the ground before returning to Luna’s side. He pulled out what he stole from her originally and placed it by the pillow that was next to her face.

“The next time that I see you…” Pipsqueak leaned over and kissed her lips as he closed his eyes, knowing that this was the real thing and not an illusion unlike before. “…will not be the last time that we see one another again…” he finished, as he turned and walked away.

Luna’s breathing continued on with no change whatsoever. Her mind and body was as relaxed as she could have possibly felt in ages. Eventually, she would wake up to find that her admirer from happier times is gone. However, it would not be a total lost as her admirer had left something that she treasured for so many years. The only photo that held just the two of them together, within the night they first met:

THE END.