The Princess of the Night
She started panting. Again. For the sixth night in a row, she had her hand down her pants. Every night since she's returned she's played with herself. Being a guard, it was his job to watch her all night, including when she touches herself. Especially when she touches herself.
She never takes very long. She's very fast for a Princess. Then again, the only other Princess he'd seen orgasm was Celestia, and she doesn't last all that long either. The first time Luna did this, she kept herself busy for the entire night, experiencing 13 total orgasms. She moans very loudly, as if she forgets her guard is there. Every single day.
There was an unspoken rule among the guards. If Princess Celestia started moaning, then the guards who were supposed to take over mid-way through the night remained outside. This rule, of course, extended to her sister, meaning that he was stuck listening to her cries of pleasure all night.
He's thought about telling her a few times, but he had learned to avoid speaking while a Princess was masturbating. If they wanted assistance, then they would speak. Princess Luna, however, was unaware of this.
She started moaning again. Out of the corner of his eye, he saw her hips twitch upwards under her blankets. She took in a few gasps of air as her first orgasm of the night passed, then pulled her hand out of her blankets. "N-not enough. I must remember to ask my sister if she has any playthings I can use. My fingers aren't enough to quell this burning feeling." She licked her moist fingers, then sat up, still panting. "Ohhh... It hurts... I want more..."
She sat on the edge of her bed, fingers returning to her crotch.
She caught a glimpse of her guard, then questioned whether or not she should say something. She didn't particularly want to mention her problem to him, let alone proceed with what she wanted to ask of him.
'He's going to think I'm so pathetic. I am a Princess, I shouldn't be acting like this. Is it even worth it?' Her nether region started to twitch as her mind became overwhelmed with the idea of being touched again. 'It's completely worth it.'
"N-N-Night-shade?" she whispered.
He didn't answer.
"Wake up!" she said desperately.
"Hmm? What is it, Your Majesty?"
"I need to talk to you." He sat up and looked at her. She was sweating.
"I'm listening."
"I... I'm going to say something embarrassing. Promise me that you won't laugh at me."
"Of course, Princess."
"Good. H-here it is. I-I..."
"What?"
"I haven't... had..." She stopped for a little, trying to build up the will to complete her sentence. "Haven't had... s-se-sex in... a thousand years a-and..."
"Uh..."
She looked away, ashamed of herself.
"You want me to..."
She nodded her head. "Y-yes. I can't bear it anymore. It hurts... I can't satisfy myself enough. Please... I want... No, I need you to do it! I need a man to touch me."
"I don't... know."
"Please! You don't know what it's like being deprived like this. I'm begging you!"
He gave her a slow nod.
"Thank you."
He stood up and stared at her. Even in the darkness, he could see the expression on her face. It was a strange mixture of lust and another emotion. Possibly embarrassment.
She prematurely spread her legs apart, forgetting that she was still clothed. As soon as she realized this, she frantically undid her pants and reflexively slid a hand inside her panties again, letting out another moan.
He grabbed her legs and lifted them up, holding them near his head with his body as he slid his hands down them. She sighed loudly in pleasure. The feeling of his hands moving down her legs and finally around her butt made her whimper.
He wrapped his fingers around her pants and pulled them up her legs, pressing his hips against hers as her wet panties were revealed. She held her hands against the wall, staring down at the crotch that rubbed against her own. She could feel his hard member pressing through his pants and grinding against her nether region. She let out a tiny sound.
As soon as her pants came loose, he moved to the last thing covering her incredibly sensitive slit. She told herself that this was her last chance to change her mind, not that she wanted too. To her surprise, he didn't pull them away, but rather started to poke and prod her with his fingers as if they were already gone.
She grabbed her legs, watching as his fingers pushed against her panties. The burning sensation in her crotch got even hotter as he touched her. She was silent. He pushed hard on them, and his finger started going inside, tightening her panties against her skin. She pulled back on her legs and let out a whine.
He started pulling them up. She watched as they slid up her slender legs and were dropped to the floor, finally revealing her most private parts to him. She felt so dirty in this position.
She looked down to her own wet crotch, then to his face, unknowingly giving off a small smile.
He pushed his body against hers, his pants rubbing against her slit, catching on her skin as if it was flicking her. Her legs tensed up, and she was unable to move, trapped between him and the wall.
She received a kiss to the lips. He pressed harder against her hips as she closed her eyes. Feeling his soft lips pressing against her own was making her body burn, but it wasn't the only thing contributing to it.
When he pulled away, she licked her lips.
"I can't tell if you're going too fast or too slow for me." she stated, "But I really like it."
He stepped back from her and quickly removed his clothes. She stared directly at his crotch. The size of his member was very impressive. She looked to her own crotch, questioning whether or not it would even fit inside her.
He grabbed her shirt and quickly pulled it off of her body, and unclasped her bra. He didn't take these two articles of clothing slowly. Her breasts had a nice, round figure. He grabbed her chest and popped a nipple into his mouth.
The pleasure that came from this was nowhere near what she felt when it was her crotch, but it was still enough to satisfy her. He sucked on her nipple while he was rubbing the other, all the while looking into her eyes. The way he expertly teased her tender nipples made her moan softly, and he took this as an indication for more.
He started chewing on the one in his mouth, lightly biting down on her skin while he darted his tongue over it. The other he started to pinch and twist. She put her hand on the back of his head, then closed her eyes, leaning her own head back and sighing. It was good enough to keep her engaged, yet it felt like a simple, relaxing massage.
He switched sides, now licking her other nipple with the flat of his tongue, and grabbing ahold of the one that was in his mouth.
When he was satisfied with himself, he pulled away, and started to move his hands down her body. She looked back at him, watching him closely as he neared her slit.
She couldn't stop herself from letting out a loud gasp as his finger brushed against her bare pussy. She twitched in response to it, almost pulling away, but she couldn't move. She was trapped by her own desires.
He rubbed his fingertip just on the inside of her lips. She soon started to a light feel pressure from his finger.
She leaned over him, resting her head on his shoulder. She gripped onto his shirt and moaned as his finger slid inside her.
It went all the way in. It felt so different to her from her own fingers. Somebody else doing this felt so strange after so long.
He bent his finger, accurately brushing his fingertip against her g-spot. She gasped again as he rubbed his finger along it.
"That's it..." she breathed out, "You're very good at this."
"I've done this many times." he replied, "You don't have to worry about anything. Your sister is far more perverted than you are."
"She is?"
"Yeah."
"And... you pleasure her?"
"Sometimes."
"Does she simply let you touch her?"
"Most of the time. Although sometimes she gives out strict demands."
"Like what?"
"It's different every time, unless she liked it. Usually it's something like no insertion or not letting us touch anywhere on her body but her pussy until she achieves an orgasm."
"S-say that last word again."
"Orgasm?"
He felt her insides twitch.
"Mmm..." Luna let out a giggle. "You must have learned a lot from her."
"You tell me." he said, digging his finger deeper inside.
Her hips were bouncing up and down in response to him. She let out tiny moans coupled with loud gasps of pleasure.
"Yes... yes, that's it... Don't stop that. My nether region... it's so hot. I'm all wet and drippy. I feel as though I am a teenager again. A horny teenager."
He kept up his rubbing for a while. Eventually, he pulled out. Luna held onto his hand with a light grip and whispered, "More."
He kissed her lips, then lowered his head, kissing and licking her body. Luna let out tiny squeaks of joy as he slowly made his way to her crotch.
"W-wait."
"Hmm?"
"Let me lay down."
He pulled away, and she turned to her side and fell back onto her bed, laying her head on her pillows. Her whole body was laid out before him, and she would happily accept anything he chose to do.
He crawled over her, kissing her again. This time, he was pressing his tongue into her mouth, and stayed there for quite a while.
When he pulled back, she was breathless, in every meaning of the word. She felt him press against her nether region, his hot tip poking her sensitive skin. She wanted him so badly right now. It was so close to sliding inside. She closed her eyes, waiting for it to ravage her insides.
To her surprise, he moved down her body again. She forgot all about his member as his tongue ran across her nipples and down her stomach.
Soon, he was hovering his head over her pussy. Her juices were freely flowing onto her bedspread, soaking them. He gave her a lick, and her body tensed up.
Another lick, and she was moaning again. A hand was placed on his head, pressing down as he lapped up more of her juices.
Her pussy was twitching in response to his tongue. Each lick sent a wave of ecstasy up her body.
"That feels... so good..." she said quietly, almost to herself.
He kept licking her, alternating between digging his tongue inside and licking the outside. She was so tender between her soft legs.
She was tugging on the bedsheets, her fingers tightening as his tongue drug across her.
He pulled his head back.
"D-don't stop..."
He slid two fingers inside her as he climbed up her body. He grabbed her hand, then placed it on her breast.
He pushed his fingers deep inside her, making her hand reflexively clench her chest. He licked the nipple poking out from between her fingers, then started to suck on it.
She grabbed ahold of her chest with her other hand and looked at him.
"Has my sister ever experienced an orgasm from this alone?" she asked, tugging on her skin.
"It happens very rarely. She usually just uses them for foreplay. Sometimes though, I milk her like a cow."
She laughed. "Really?"
"When I'm inside her, I grab ahold of them and start pulling downwards. She usually gets so overwhelmed that she starts leaking."
Another giggle. Luna circled her nipple with a finger. "Ahh... Leaking? As in lactating?"
"Sometimes, when Celestia cums in that position, she drips out some milk as well."
Luna started laughing hysterically.
"I just imagined my sister having her breasts rubbed and massaged until she produced milk."
"Oh yeah?"
"That's right. She's on her hands and knees having her big breasts milked like a dairy cow." Luna giggled some more, fantasizing about her bigger sister's shapely body. "Why do I find such enjoyment from thinking of my sister?"
"Well, she's beautiful. You know that.
"You penetrate her while you do that?"
"That's right."
"So it wasn't simply breast stimulation? It was also vaginal."
"Once, myself and another guard were made to milk her like that. We were on either side of her, sucking, pinching, twisting, you name it. Finally, she let out a loud cry and covered my face in it."
Luna laughed again. "It sounds so vulgar."
He pinched her sensitive skin. It had almost slipped her mind with the conversation they had.
He moved back to her lower lips. He licked her for a little while longer, then got on his knees, his member laying on her stomach. She looked down at it. He grabbed her legs and held them up by his head again, lifting her hips a little.
He slid it backwards over her skin, then prodded her tiny slit. Luna's entire body shivered in anticipation. She was smiling ecstatically, unable to contain her excitement.
"I've been waiting for this." she said.
He slowly moved his hips forward, penetrating her pussy with only his tip, then stopping.
Her body started to shake. He felt her pussy tighten even further around him.
He kept going. She opened her mouth in a soundless scream as her body writhed in pleasure. Her hand was locked into place on her chest, squeezing skin out from between her fingers. The other was between her legs, rubbing herself while he pushed into her.
He grabbed onto her butt and slid further inside her incredible tightness, squeezing her with his hands as he went deeper and deeper into her body.
She stared at the tip of his cock as it bulged out from inside of her. It went so deep. He had easily bottomed her out, but was still going. It started hurting her insides. The tip of his cock forced its way into her womb, and he pushed the remainder of it into her body. It was almost like being impaled, but an intense pleasure burned throughout her body.
After what seemed like hours to her, he finally arrived at the base. She knew he was completely inside, and just that thought was driving her over the edge.
She clenched her teeth together and moaned loudly. He felt her pussy convulse, and the rest of her body followed suit.
Her body shook as her fluids squirted from her. She almost kicked him away with the force of her body convulsing. Her pussy was squeezing his thick cock so tightly. She screamed in pleasure. She couldn't breathe. It was too good!
It took a long time for her pussy to stop convulsing, and even longer for her to regain her breath. She felt liquid covering her fingers, among other things.
"I only lasted... for five seconds?" she said, disappointed in herself, "My orgasm lasted longer that the time it took to reach it." She stared at him, eyes half open. "This is so strange to me."
"Really? How so?"
"I'm a Princess, Nightshade." she said, "I'm not supposed to have my guard pleasure me."
"So do you want to stop?"
"Don't you dare. Just let me rest a little. We can continue when I'm ready. M-my chest... It's as you said..."
"You really enjoy having your boobs rubbed."
"I do. It's as if the skin on my chest is as sensitive as the skin between my legs."
He pinched her clitoris, then her nipples.
"I was wrong, it doesn't compare." she said.
She placed her hands on her chest, grabbing herself.
"Oh... ohhh..." She closed her eyes and rolled her head back. "My nipples love attention."
He put his hands on her butt, and started to hump her.
"Gah... It's so big...." she said, "It's bulging."
He lodged it deep inside, and could see where it was inside her, reaching almost up to her chest. It was clearly visible from the outside of her body. She placed her hand on the tip, and started stroking his cock while it was inside her.
She could feel him start to twitch. She involuntarily thrusted her hips upwards.
"Luna... Your pussy is so tight. Much more so than your sister's. It's so hard to keep myself from finishing inside."
"Fill my womb with your love juice, Nightshade." she said in desperation, stroking her own body faster. This was by far the strangest thing she's ever done. She could feel her hand press his cock against her penetrated insides, but she was so horny that she didn't care.
He grabbed onto her butt, panting. He groaned as she rubbed him.
"Gonna... cum..."
Luna had taken loads inside her pussy before, but she was taken by surprise as his cum blew all over her insides. The warmth of it spread throughout her body.
She jumped up in pleasure. He slowly pulled out as he shot more cum into her pussy. He slammed back in, causing Luna to groan.
Cum started to drip from around him. He slowly pulled out, and his cum poured from her pussy.
Luna panted. "It's so hot." she said, "You've covered my insides..."
She stared at his cock, covered in cum. She couldn't believe that it had been inside her. It was so big. She smiled at him, then pointed to her bathroom.
"There's a bottle of lubricant in there. Get it."
He looked at the bathroom, then let her go to get the bottle. He gave it to her, and she sat up and covered her hand in it, then grabbed his member.
She started stroking him, and surprisingly, her pussy quivered. She stroked him faster, and she moaned. This feeling was overwhelming. Feeling his member in her hand was making her nether region shake. Eventually, she took her hand off of him. She was panting.
'What came over me? Simply touching him made my blood boil like I was in heat.'
She laid on her back, then said, "Your turn."
He grabbed the bottle, then put it on just one of his fingers. He moved it towards her pussy, but she grabbed his hand. "Not there. Lower."
He grabbed her legs with his other hand and lifted her up. He stared at her butt, half-tempted to slap it. The juice from her pussy dripped down her perfectly shaped butt and onto the bed.
He poked her plothole with his finger. She sharply drew in a breath. He covered his finger in lotion, then poked her again, coating the outside.
Luna's legs were twitching with his every touch. She didn't know why, but when her butt was played with like this, it made her feel so good.
He poked her harder. She relaxed herself, and he started pushing it forward, coating the inside.
Luna felt so hot. He was sliding his finger inside as if he owned her. Of course, at the moment, she would have no problem being owned by him.
The way he touched her was both gentle and forceful. It made her delirious. She slid a finger into herself.
She felt him pull out, then push back in a few seconds later, another coat of lotion covering her. The longer he drug this on, the more she got to think about it, and the more she wanted it.
She squeaked the next time he pushed his finger inside. He looked up at her. All she could do was giggle nervously.
He went back to work. A few minutes later, when he was satisfied with the results, he positioned his member against her ring. She took deep breaths and tried to relax herself. It made her so excited.
He prodded her. She wrapped her hands around her butt and pulled, trying to open herself up as much as he could. He pushed harder. She felt him slowly move forward as it pushed its way into her.
She closed her eyes tight and opened her mouth with a pained scream as she felt his tip penetrate her.
He stopped at this point. She put a hand on her crotch and on her chest. She slowly nodded at him, unable to speak.
He pushed again, hard. She was groaning as his cock pushed its way deeper into her butt, spreading apart her tiny ring. She was feeling pleasure like she had never known before. She didn't know how to react. She tried to keep herself as relaxed as she could, but she couldn't concentrate.
He finally reached the base. Luna could hardly breath. She didn't know why, but seeing him standing over her like this, inside of her, made it even better. Maybe she liked being submissive. She couldn't tell.
He leaned down and wrapped his arms around her, then lifted her into the air. She wrapped her arms around his back, her legs sandwiched between their sweaty bodies. He didn't move any further for a time, yet she was still nearing an orgasm.
He thrusted forward, making her jump up. She screamed and dug her fingers into his back. She slowly slid back down his member, enjoying every inch of it. Her insides were on fire.
He pressed his lips against her neck, grabbing onto her butt. She squeaked again. He started rubbing her skin, massaging her.
Her whole body was burning. She was paralyzed. This already felt as good as her orgasm, but she knew that it wouldn't compare to what's coming.
He started to thrust into her. She screamed at the top of her lungs, gripping onto him.
She felt his cock twitching inside of her, and he started groaning.
"Luna... Gah..."
"Oh, say my name again."
"Lu... na, I'm gonna..."
"Cum... inside." she breathed out, "My whole body is clenching up. I'm so close... Oh, Celestia... This feels so good!"
He dug deep into her, then started to cum. She started tearing up as she screamed again. She was frozen.
The feeling of his cum shooting deep into her ass drove her over the edge. She came with him. Her body tightened around him as her pussy squirted onto his waist.
She was burning up inside. Her butt felt so good. She was in heaven. The cum inside her felt so hot. He held her body tightly against his.
For the first time in a very long time, she felt like she was beneath someone, and she loved it.
His grip on her body loosened. She leaned backwards a little, panting. He started to pull out of her.
She squealed, gripping his shoulders. He didn't pull all the way out. She looked back at him, and moaned as it slowly dug back into her.
He kept moving her up and down his cock. She stared at him, eyes unfocused and half open. Her ass still felt so hot.
She wrapped her legs around him, then they kissed. He licked at her tongue. She closed her eyes and let him play around in his mouth for as long as she had a breath, then pulled away, a trail of drool connecting them. Her body shook in ecstasy as she saw it. It was so lewd. Of course, it wasn't the worst thing that was happening.
He sat down on the bed, still inside her, and let go of her butt.
He slid his hands up her body, rubbing her hips and chest on his way up to her head. He pulled her close for another kiss, which she happily received.
"How long is this going to last? I can't take much more. It's so good... I might pass out."
"As long as it can, Luna. Until you do pass out, I'll make you scream."
She squeezed herself tighter around his member, then wrapped her arms around him. "I hope you do. I've never felt this good before. You make me feel like a toy. I suppose that's ok for tonight, as long as you don't tell anypony."
"You're much more than a toy. Can a toy..." He slapped her butt, making her whine. "Make a noise like that?"
"N-no... I suppose one can't."
He spanked her again. "You like it when I spank you?"
"Yes."
He wrapped his arms around her and grabbed onto her butt. "You really love it when your butt is touched. I can feel you quivering."
"It's starting to hurt..." she said, "Like before. You're going too slow."
"You're a naughty pony. Taking it up the ass like this. Shame on you."
He pulled her up, then let her slide back down.
"I'm naughty..." she whispered.
"A naughty mare deserves punishment, don't you agree?"
"Y-yes!"
He gave her another spank. She let out a long, high pitched moan, squeezing her arms around him.
"M-my pussy... Do you have anything for my pussy?" she asked, "So that both of my holes are filled."
"Double penetration?"
"Even a tiny one would do it for me... Just as long as something is inside..."
He leaned her back, then slid a finger into her. Her pussy quivered. His other arm was around her back, holding her up.
"I know this isn't what you wanted, but it's the best I can do."
"It's enough! It's enough!"
He fingered her pussy for a while, his cock still buried deep into her ass. Her legs spread apart on their own, and her eyes rolled back into her head.
"So good... Oohhh... sooo goooood..."
Soon enough, he stopped. He lifted his finger to her mouth. She took one look at it, then licked it. She gave off loud moans. He put it into her mouth, and she sucked on it, hard. She looked him in the eyes as she did.
He could feel the rest of her body twitch.
He pulled it away. She stuck her tongue out and left her mouth wide open, closing her eyes. He licked her tongue, and slid his into her mouth in another kiss as he returned his hands to her butt, leaning her towards him again. She readily pressed against his body.
She grabbed his hand and reached it up to her chest. He squeezed her, then licked the nipple. She sighed with pleasure.
At long last, the moment she was yearning for. He started to lift her body up the length of his cock.
She let out more moans as his cock tugged against the sensitive skin inside her. She was already close to cumming again.
"Princess..." he whispered.
"Guh..."
"Luna." he said, keeping his voice quiet.
Her body clenched for a moment as she heard her name.
"Luna... It's so good..." he said. He knew that she liked it when he said her name, so he figured praising her had the same effect.
"R-really?" she squeaked out.
"Your ass is so tight. I never want to pull out."
She lightly wrapped her arms around him. "Your cock makes me feel the same way."
She started shuddering again, increasing the volume of her moans. He spanked her.
"I... I'm cumming!!" she cried out.
As soon as he heard this, he slammed deep into her ass. Her eyes started watering, and her body started convulsing. She was so hot, she couldn't take it. An overwhelming wave of pleasure spread over her entire body.
She screamed. Her eyes rolled back into her head. The walls of her ass clenched tight around his cock as she came. Her pussy was convulsing even harder, squirting stream after stream of her juices all over him.
He spanked her, making her convulse again. It felt like an hour for her. She panted, taking in sharp breaths as her pussy convulsed.
"Ohhh... Oooohhhhh... Yes..."
She looked at him again, eyes unable to open further than half.
"I still have more for you." he said.
He grabbed onto her, then stood up, his cock still inside. She didn't care what he was doing.
He turned around and laid her on the bed, her back facing him. He leaned over her and grabbed onto her chest, eliciting a soft moan from her.
He started weakly thrusting into her ass, slowly moving his cock in and out of her tiny hole.
She grabbed onto the bedsheets and drug her fingers across them. She felt so powerless, and his cock felt so good. She couldn't do anything. After the previous orgasm, she was too exhausted.
Her ass was readily accepting his cock. She loved this feeling. She never wanted him to pull out. He started going faster. Her eyes weren't just watering anymore. She was crying out of pleasure. Any pain she felt from when he had first penetrated her was long gone, leaving nothing but an intense pleasure behind.
Soon, he was thrusting into her as hard as he could. She was screaming as loud as she was able, not caring anymore if anypony heard her.
No words were exchanged between them this time. Only loud screams and the sound of his hips slamming against her butt.
His hands were gripping tightly onto her chest. She arched her body upwards, pressing against his body as tightly as she could. She loved the feeling of his chest pressing against her back.
He flicked her nipples, then pinched and twisted them. He pulled on them as if he was milking her like a cow. She felt a little embarrassed about that, but the knowledge that she was taking the biggest cock she's ever taken up her butt made her forget all about it.
Her whole body was pushed forward as he slammed into her. She kept pushing back as hard as she could, but she was starting to weaken. She knew that she was going to cum soon.
He let out loud groans. She prepared herself for it as best she could, but when he said that he was cumming, she dropped back to the bed, greedily taking every drop of his hot, gooey cum into her tight ass.
He spurted into her. It shot deep into her body, and made her scream even louder. His hot cum plastered the inside of her ass, shooting deeper and deeper inside.
She let a cry as her body started to go numb. Her butt was the only place that she could feel anything, and the only thing that came from there was an intense flood of pleasure. She convulsed more violently than before. Her entire body actually started to spasm.
He held tightly onto her body, buried deep inside her. She was pressing against him, squealing with pleasure as she came. She let out loud hiccups between screams, matching the convulsions of her body.
She was in this state of bliss for a long time. It was hard to tell exactly how long, but he was finished long before she was. He slid a hand down to her pussy and felt it convulse under his touch.
She let out a very loud whine as he slid a finger inside. She was beginning to go silent. She was still cumming, and both of her holes being touched like this was too much. His hand was quickly covered in her cum as her pussy squirted out a few streams of it. She let out a few cries of pleasure, then slumped onto the bed, her orgasm finally over.
He remained inside her, thinking about whether or not he should keep going. She looked so exhausted.
He finally pulled out of her. She barely reacted to it, letting out a weak moan. His cum flowed out as he popped his head out of her, making her weak in the knees as the hot liquid dripped down her legs.
She didn't move. She simply laid on the side of her bed.
He gave her butt a pinch, getting her attention. "No more, Princess?"
"No. I'm far too tired to keep going." she said.
She weakly climbed onto her bed, leaving an empty space next to herself. He laid down next to her, spooning against her back. His cock fit neatly in between her legs. She rubbed him with a hand as he tightly squeezed around her.
"Th-thank you."
"It was my pleasure, Princess."
