These manner of parties always delighted you. The atmosphere, the chemistry. It was almost like living in a movie. There was beautiful violin quartet playing, the smooth notes flowing across the floor, meshing perfectly with the din of people talking and the clinking of wine glasses. Various members of Canterlot's upper class mingled with their appropriate groups or their associates. The mega-ranchers dressed in elegant cowboy apparel were by the stage, the members of Canterlot's fashion world dressed in the most elegant dresses in the world by the buffet, the two owners of Equestria's largest shipping company, the lesser royalty, foreign dignitaries, etc. The Princesses themselves were supposed to be arriving soon, even, which would most assuredly be the highlight of the evening.
You yourself were the owner of Equestria's second-largest shipping firm, holding the largest share of international shipping. Virtually all goods from the Griffon and Minotaur lands came through your company, your ships, and through your wagons to the major cities of Equestria. An annual revenue of 400,000 bits made you quite the upper-classman, but you never lost your humility. Most of Equestria's upper society fit the typical definition of "highborn"; snooty, arrogant, but not you. You remained humble, even as you continued to rise in the world of aristocrats and Emperors.
Normally you wouldn't associate yourselves with the unpleasant side of the high society, but these kinds of parties were a great place to find associates and investors, or make business partners. A few nice words, some shared drinks, a little upselling, and you could secure a couple-hundred-thousand bits investment. Not bad, for sweet-talking some pompous prick.
These parties were also a great way to get laid.
That was the real reason you were here, anyway. Find a few beautiful, sheltered, budding mares discovering the joys of handsome, rich stallions and the skirts would hit the floor faster than you could say "wanton". It wasn't as though you were manipulating these mares, or that they were gold diggers, everyone just wanted to have fun, and what was more fun than a romp between the sheets?
So far this night, however, you hadn't found any woman who had caught your eye. This party hadn't attracted any of Canterlot's super gorgeous, and although most of the mares present were attractive, there was no one you found especially irresistible. For now you settled with drinking some of the fabulous champagne that was being served and enjoying the delectable food of the buffet.
A sudden fanfare drew the attention of everyone in the room, and you turned toward the sound. A pair of noble guards stood by the elegant double doors, trumpets in their hands. They reached for the doors simultaneously, each opening a side at once. As the doors opened, the most beautiful mares in all of Equestria entered; the Princesses. The din in the room died down, and the music paused as the hosts entered. They looked as stunning as ever, their manes flowing. Celestia was dressed in a gorgeous silver satin dress, gold trim adorning the hem of the dress and the cuffs. A pair of circular ruby earrings dangling from her ears.
Princess Luna, however, caught your eye more. For all of Celestia's elegance and regalia, it was Luna's simplicity that struck you as more interesting. She was adorned in a black dress, black evening gloves accentuating her slender arms up to her elbows. She bore no jewelry, and she did not carry herself with as much confidence as her sister, but she was still regal and gorgeous. Her teal eyes shimmered in the light, and her blue mane soft and flowing. You had always found her to be beautiful, stunning. Moreso than her sister, even.
"Welcome, everyone!" Princess Celestia began. "I trust that we are all enjoying the festivities? I know it's not often that I host a soiree, but I think moderation breeds more fun, wouldn't you all agree? Here's to a wonderful night!" Celestia declaring, raising a glass of wine. Everyone raised their glasses in return, and the party resumed. Celestia dispersed into the crowd, but Luna stayed by the door. You watched as she lowered her head, folding her hands in front of her as she looked around the room. Her gaze came upon you, and she saw that you were staring at her. You smiled and raised your glass to her, and she shied behind her hair, a slight blush coming to her cheeks. You entertained the notion of approaching her, but decided against it.
You returned to the party, the night going on. You found yourself speaking to a rancher baron about a trade deal, but really weren't all that interested. You excused yourself from the conversation and walked over to the liquor bar, pouring yourself another glass of champagne. From there you saw the Princesses near the far corner of the room, Luna clinging close to her sister. She looked back around, and when she saw you looking at her she turned around. You smiled, and this continued on for most of the night. You would find yourself distracted during conversations, your mind lingering on the lovely Princess of the Night. You admired her form at every opportunity; her curves, accentuated by her dress, her slender arms. Even her more 'physical' assets, like her bust or her derriere, caught your attention, and you were not one to ogle like a lustful teenager. You appreciated the female form in all its splendor, but there was much to be said about the attractiveness of Princess Luna's backside. She took note of you appreciating her form from the back, and her face ignited in a deep blush, her reservedness amusing you.
An hour and a few more drinks later and you found yourself feeling more and more compelled to approach the Avatar of the Night. Setting down the glass you strode across the room. Celestia had excused herself, leaving Luna by herself. She had taken a seat at an empty table near the stage, and as she saw you approach she hid her face behind her mane. No one else paid her much attention, and for that you felt such a pity for them that they could not appreciate The Night's beauty. Luna's reservedness also deflated you, even if you found her shyness endearing. It was just such a shame that she was always concealing those piercing teal eyes from the world, behind the veil of her mane.
"My Princess, may I sit with you?" you asked, Luna turning to face you, one eye still behind her mane. She nodded, and you took your seat across from her. You reached your hand across the table, and Luna looked at it. She looked up at you, looked back at your hand, and extended one of hers. You gently took it in your grasp and leaned in, tenderly kissing the back of her hand. Luna blushed furiously, but said nothing.
"This is a lovely soiree, my Princess. I thank you for hosting it" you said, and Luna turned her head more, both eyes now exposed as she directly faced you. Her eyes stayed away from yours, but at least she was facing you now.
"O-Oh, no, my sister is host... I'm just here..." Luna said, drawing her hand back and hiding it in her lap. The Princess's shyness endeared you, and you found her behavior most adorable. You leaned forward, ensuring to look into her eyes, even as they turned every which direction but in yours.
"And the party is all the better for it" you responded, earning a renewed blush from the Princess.
"O-oh, thank you, my subject... T-Tell me, what is it that you...do..." Luna asked.
"Oh, please, my dear. It is impolite for a gentleman to talk about himself" you told her, and she seemed a bit flustered by this response.
"Oh, I-I'm sorry. I am not good at this... I do not much like the...crowds, and the noble etiquette. I find it all so silly to observe such customs. I prefer the quiet stillness of...the night..." Luna explained. "I'm sorry, you must think me strange."
"Not at all, my dear. In fact, I find you most beautiful" you state, Luna's eyes once again retreating behind her mane.
"Oh, you're nice... Thank you..."
You welcomed her and took a moment to explain what you do and your position in upper society. You were no braggart, so you downplayed the significance of your business a bit, but still was Luna intrigued. She had never much considered the intricacies of international shipping, the differences in foreign currencies and market values and how they translated to Equestrian Bits and the nation's economy, or the delicate balance of maximizing product volume on a ship and ensuring that the vessel wasn't weighed down enough that it would affect the buoyancy. She listened intently, even if her gaze was focused on your chin instead of your eyes.
"But enough of me, my Princess. Let us speak of you. You spoke of how you dislike the crowds. Even if you prefer the quiet, you must still desire company. Nobody likes to be alone" you say.
"Well, yes, but I am expected to attend these functions... I find the people who attend to be, well, unpleasant. Snooty. I would like to have nothing to do with them... N-NOT you, of course! Oh, please don't think that to mean you!" Luna exclaimed, her eyes finally meeting yours, the orbs wide in panic.
"Of course not, dear, I understand your meaning. You want to know a secret? I don't like most of the people who attend these parties, either. I too find them to be unbearable. If you'd like, I could keep you company" you tell her, watching her eyes disappear once more.
"Oh, yes, I would like that. It's just so much to bear during these events. All the people, the ways you're supposed to speak to them. I find it all so disingenuous, to pretend that we must like these people. I would prefer to tell them all to be off, but...I can't say that to them" the Night's Mare told you with a coy smile.
"Oh, my Princess! You are quite the little firecracker" you chuckled.
"I'm sorry if I've offended, but I detest nights like these. Usually I stay close to Tia, but she has gone off with a...suitor..." Luna whispered.
"I see" you said. "Well, no worries, you have not offended me. If you'd like, I'll stay by your side for the rest of this night. Unless, of course, you would prefer me to leave at some point."
"No, please! You may stay" Luna declared, perhaps a bit too loudly. She recoiled at her own outburst, retreating back behind her mane. "I am sorry for being so brazen, but I am just not used to speaking with others, save for my sister. I appreciate you being nice to me, but I'm just a little uncomfortable around...so many."
"My Princess, if you do not like to be around the crowds, we could perhaps go someplace more quiet, if you would like" you offered, Luna turning back to look at her with a single eye, her beautiful teal orb darting back and forth between looking at you and the floor.
"O-o-oh, um... Y-You would... Keep me company?" Luna asked.
"Of course, sweetness. I would do anything for you, Princess" you tell her, earning her full gaze. You drank in the sight of her gorgeous eyes, and she did the same. She appeared bashful, hesitant, as if she was unbelieving of your offer. Nevertheless, she took it.
"Of... Of course... Um, come... Please" Luna said, standing from the table. You followed suit, trailing close behind her as she lead you out of the ballroom and into the halls of the palace.
The sounds of the party had long left your ears, and you found yourself in Princess Luna's private bedchambers. The magnificent room adorned in night-themed decor. A mural of stars covered the ceiling, a fireplace crackled with warmth, and her bed actually had posts at each corner that held aloft a cotton ceiling and curtains that would conceal her bed from view. The bed itself was adorned in satin sheets of a midnight blue, her pillows a deep purple. The glass door to her balcony stood open, allowing the cool breeze of the night to gently waft throughout the room, the coolness mixing nicely with the warmth from the fireplace.
"This is lovely, my Princess" you say to her, turning to face her. She blushed, hiding behind her mane.
"Please, call me Luna" she requested.
"Of course, my dear."
"You know, you are the only other besides my sister who has ever been in here. I do not have suitors as she does" Luna explained, avoiding your gaze. You pulled her gloves off her hands and took them in yours, feeling their smoothness, your thumbs idly tracing circles in her palm.
"Luna?"
"Most stallions find me too young, too underdeveloped, even though I am certainly of appropriate age. Alicorns just don't age...you know. Normally. They yearn for my sister's more experienced touch, her more voluminous assets, and they...ignore me... I have long desired someone to take me. To look at me as they do my sister. To... To... Touch me... As they do her... Forgive me if I have misinterpreted your intentions, but I believe you have looked at me like that this night" Luna said, turning her head up to look directly at you.
"Luna, my dear, you are not mistaken. If it is what you'd like, I would take you to your bed" you tell her, earning a nod to the affirmative.
"Yes, I would like it."
She keeps her hand in yours and walks to her bed, sitting on the edge. You sit next to her, your hand finding its way to her covered thigh, the satin dress smooth as glass. She blushes intensely, but does not protest. You feel her tense, and she looks up at you. You smile reassuringly, and she practically melts. "I-I-I find you very.... Handsome..." she says.
"My sweet, if at any time you do not feel comfortable, just say the word and I will stop" you say to her.
"Thank you, I admire your chivalry, but I want this. Please..." Luna begged, but you needed no further encouragement. Your hand still on her thigh you lean forward, your lips meeting hers in a tender kiss. You feel her fingers brush your cheek, and you draw back from the kiss, looking deep into her eyes. Her hand lands on your thigh, and you both resume the kiss, softly making out as you probed each other's boundaries. Your breathing intensified as the kissing went on, and it wasn't long before you drew back to catch your breath. Luna smiled, apparently proud that she was able to leave you breathless, and she slowly lied down on her back, resting her hands above her head as she looked at you dreamily
"I'm ready..." she whispered. You smiled at her sweetly, and turned towards her. Your feet remained on the floor as your upper body craned down to kiss her again, your left hand grasping her right, your fingers entwining. Your right hand took to caressing her cheek as you made out with her, slowly making its way down to the shoulder straps of her dress. You pulled them down, the straps falling down her upper arms, the dress already pulling down as she reflexively tensed up, a glimpse of her bra exposed to your eyes. You pulled away from the kiss and gently grasped the straps of her dress, your eyes never leaving hers as she pulled her arms up and free of the straps, allowing you gently pull the article down. She blushed furiously as the dress fell to her waist, her breasts encased in a lacy purple bra. She covered her face as you drank in the sight of the lingerie article and her bosom beneath it.
"I didn't know my Princess wore such things" you teased, leaning back down to kiss her, grasping her hands and pulling them away from her beautiful face.
"W-We wanted to feel pretty..." she said, her excited mind automatically defaulting to the royal speech.
"You are pretty, sweetness" you assured her, deepening the kiss. She wrapped her hands around your back, keeping you in place close to her, your hands tenderly gripping her shoulders. She was so small beneath you, that it was hard to imagine that she was a Princess, much less an Alicorn. Such magical power contained in such a small frame.
Your hands dug under her back and grabbed at the clasp of her bra, earning a gasp of surprise from the Princess. She pulled back from the kiss, her hands still secure around the back of your neck, her eyes wide. "I..." she stammered, and you could almost feel her pace quicken.
"Do you want me to stop, dear heart?" you asked, ceasing your ministrations.
"NO!" Luna shouted, nearly deafening you. "Please, do not stop." She leaned forward to kiss you, and you undid her bra, pulling it free and releasing her breasts from their fabric prison. You pulled back to admire her bust, and she once again covered her face in embarrassment.
"They're so lovely, my sweet" you said.
"D-Don't stare at them..." Luna weakly protested.
"Is it wrong to admire such beauty?" you asked of her.
"Don't you think they're too small? That's what others..." she trailed off, and for but a moment a righteous anger passed over you.
"Don't listen to such things people say. You are perfect, my love." Your hands dared to caress her breasts, and Luna's face turned from blue to red, the Night's Avatar gasping and tensing at such a touch. She looked up to you, eyes swimming in affection. You kissed her as your thumbs traced circles around her nipples, your fingertips rubbing back and forth on the sides of her bosom. They were small, but they were pert and perky, and you loved them all the same. You would've loved them no matter what.
"Oh gosh..." Luna said, watching you caress her. You moved your hands down, grasping at her sides, her breasts rolling down under gravity's pull. Luna watched with excitement and apprehension as your hands traveled further down her midriff, coming once again to her dress. You found the straps and pulled, the article slipping down over her knees and falling to her ankles, Luna's face igniting in blush once more as you took in the sight of her purple lace panties, finding her to be just too adorable.
"Such naughty clad for a Princess. You must've felt such excitement wearing such things and appearing in public, knowing that under your demure demeanor and modest dress you were wearing such naughty articles. Let's get these off of you, shall we?" you asked, and Luna nodded eagerly. You grabbed the elastic band of the article and pulled it down slowly, teasing your love. She covered her face as her panties followed her dress to the floor, and you took a moment to kick both articles away, leaving the Princess of the Night completely bare. She spread her legs but a few inches, permitting you to look at her most private of places. Her folds glistened in the light from the fireplace, her mound soft and thick, her lips engorged with arousal. You put your hands on her thighs and gently pushed her legs further apart, her face completely obscured by her hands now. Your thumb touched her mound and she bucked in surprise, tensing even further. "Relax, my love" you cooed as your thumb rubbed her mound. She whimpered, and you removed your hand, crawling back up to kiss her. She pulled her hands free, and you could see that tears had come to her eyes. "My sweet, are you OK? Do you want me to stop?"
"N-No, I-I'm sorry... It's just, I'm so happy... I was so worried you wouldn't find me beautiful, or that you'd see my bare form and turn away. N-No one has ever looked at me the way you do, t-touched me the way you... I'm just so happy..." Luna said, choking up.
"Shhh, my sweet. Don't cry" you whispered.
"W-Why? Why do you find me so...attractive? Why did you pick me over my...sister, like so many others have?" Luna asked. "I-I'm not as good as she is, beautiful as she is. No one appreciates the Night as they do the Day..."
"No, you're more beautiful than she is, love."
"Y-You really think so...? No one has ever..." Luna said, looking away from you in shame and embarrassment.
"Their loss, my love. You are splendid, lovely, gorgeous. I would pick no other over you, sweetness. As I have said, you are perfect" you assured her, kissing her for emphasis.
"Oh... Thank you... Please, continue..." Luna beckoned, and you obliged. You planted a trail of kisses down her body until you reached her mound. Stopping, you looked up at Luna, your eyes meeting. Her teal orbs pleaded with you, and you dared to go just an inch lower, planting a kiss on the nub you found there.
"MM!!" Luna moaned, covering her mouth with her hand. You looked up to ensure she was OK, and looked back down to admire her sex. The glistening had intensified, and you found she was actively dripping into the sheets below. You brought your hands down to touch her, your thumbs parting her folds, allowing you to gaze into the treasure hidden below. You smiled, leaning in to give her a lick. Luna moaned, and you took that as a sign to keep going. Gentle laps quickly turned into writing out the alphabet with your tongue, making Luna writhe. Her juices flowed into your mouth, your taste buds delighting in the wonderful flavor of the nectar. Your nose drank in the scent as your tongue drank in the flavor, and you soon found yourself intoxicated by The Night, your eyes half-lidded and glazed with love for your Princess. Her moaning grew, and it wasn't long before she hit her climax, a fresh deluge of her fluid spraying into your gullet, which you drank down in earnest. Her hands covered her mouth, muffling her squeals of pleasure, her eyes squeezed shut in bliss. You pulled away, licking your wet lips and savoring her flavor as if it were wine. You looked up at your love, who returned your gaze. You shared another kiss, and Luna leaned in, whispering "your turn..." into your ear.
You pulled back from her and she watched as you unbuttoned your shirt, exposing your fit frame. Luna bit her lip as you undid your pants, her hands grasping at yours before you could disrobe completely. She looked up at you, her shyness and nervousness returning. You nodded in assurance, and she continued, dropping your pants to the floor. Her blush returned with a vengeance as her eyes took hold of your manhood straining against its fabric prison. Luna carefully pulled it free, and you could feel her hand shaking as she took it in her grasp. She regarded it with wide eyes, slowly leaning in. She planted a tender, fleeting kiss on the head, recoiling as she tested the taste. Finding it agreeable she leaned back in, planting a firmer kiss on it this time. Your mind reeled at the sight of the Night's Avatar kissing your manhood, unbelieving even as you felt her smooth lips make contact with your pride.
Luna looked up at you, giving your rod a tug with her hand. She stood, her free hand on your shoulder. "Allow me..." she whispered, turning you around and lying you down on the bed. You looked at her with love and affection, which she returned. She climbed atop you, straddling you. Your member rested against her rear. Her confidence was growing, but her face was still as red as a tomato. She leaned down to kiss you, and your hands grasped at her rump, eliciting a gasp from the Princess of the Night. You smiled devilishly, and she smirked, continuing the kiss. You grabbed yourself, aligning it with her entrance. You broke the kiss, looking into her eyes.
"May I, love?" you asked, Luna nodding. You pressed, and she parted easily, your member sliding inside. She was tight, and you felt something pop within. Luna gasped, her brow furrowing. "Are you OK, my sweet?"
"Y-Yes... Forgive me... You are my... My...first..." she responded, and you gave her a moment to adjust. Obviously you already knew you were her first, but in her nervous excitement she had forgotten. She planted her face in the crook of your neck, breathing heavily, her eyes closed in concentration as she fought off the pain. Your hands softly stroked her back, reveling in the feeling of her soft fur. After a few moments Luna pulled away, coming face to face with you. "OK..." she whispered, and you began to move. Luna sighed as you gently thrust into her, your hands on each other's shoulders, your eyes locked together.
"Oh, gosh..." Luna cooed, still sensitive from her previous climax. You moved slowly, so as to avoid hurting the Princess. Her eyes closed and she sighed in bliss as you gently thrusted, and you quickly followed suit. She really was the tightest you'd ever had, which came as no surprise. You dared to thrust just a bit faster, settling into a steady rhythm. It would not be difficult to bring Luna to climax again, so you did not have to worry about pacing yourself, but you wanted this to last.
"Are you enjoying yourself, sweetness?" you asked, earning a nod from the Princess. She leaned in to kiss you, and you began to properly make love to her. Your hands remained on her rump, squeezing the plump cheeks in earnest. If there was one place Princess Luna was not small in it was her rear, and you were very appreciative of this, ensuring that your hands got their fill of The Night's derriere. "My love..." you whispered, thrusting deeper. The cool night's breeze from the open window kissed your skin gently, and star mural on the ceiling only further added to the allure of the Night's Avatar that was Luna. Your eyes once again reveled in her appearance, her elegance, her beauty, even as her bosom danced before your face and her mane slowly grew frazzled.
"Oh! W-We are close..." Luna declared, her mind once again defaulting to the royal speech. You pulled Luna closer to yourself, holding her tightly. She gripped your shoulders, moaning into your neck. Her eyes were screwed shut, and you could tell she really was close. Kicking it up a notch you decided to kiss her neck, suckling on the sensitive skin there. Luna squealed in delight, a wide smile on her face. You continued to kiss and suckle at her neck as you buried yourself deeper within her, your pace losing its temperament and becoming more fevered. Luna buried her face in your neck and you felt her tighten. She braced herself against you and screamed into your neck as she hit climax once more, her muscles contracting around you. You gently grinded within her, drawing her orgasm out. Her body shook against yours, her shouts of pleasure muffled. All the while you never ceased kissing her neck, your hands kneading her rear. Before too long her orgasm ended, and you resumed thrusting. It wasn't much longer before you began to approach yours, and you brought your hands up around Luna's back.
"Sweetness, I am getting close. Would you like me to pull out?" you asked, turning to face your love. Her eyes were closed, and a blissful smile had come to her already-beautiful features.
"N-No! You may do it inside me. I don't mind" Luna said.
"Are you sure, my sweet?" you asked, and she nodded, opening her eyes to look into yours. Her eyes were glazed, but you could tell she was thinking clearly. She knew what she wanted, and who were you to refuse the wishes of a Princess?
Your thrusting became erratic and you locked your lips with Luna's, moaning softly as your orgasm neared, the pressure mounting. It came at once, suddenly, and you felt the breath leave you. Your own body quaked, Luna holding you close to her as you filled her with your essence. She gasped at the feeling, but all too quickly it was over. You lied together, still locked within her, as you recovered, your heart beating manically. You basked in the afterglow, breathing heavily as your heartbeat slowly returned to normal.
You collapsed back on the pillows, Luna lying on top of you, her hands on your chest. She rested her head in the crook of your neck, breathing softly. She lazily lifted her head, planting a poorly-aimed and sloppy kiss on your mouth, the Night's Avatar giggling. "Thank you, my love. I have never experienced such things, but I am glad that I had my first with you" Luna said.
"I appreciate The Night, sweetness" you responded, kissing Luna, wrapping your arms around her back and holding her tight, the pale moonlight softly bathing you both in its coolness. "Luna, my sweet, I don't suppose this makes us an item?" you asked, earning a sweet giggle from The Night.
"You needn't ask such things of me, darling. Of course we are. I would not wish to be with any other after this night. You have made me feel as no other has. You've made me feel special, appreciated. I... I love you" Princess Luna said, kissing you.
"I love you too, sweetness" you responded, returning her kiss in earnest as you both drifted off to sleep in each other's embrace, the comforting warmth of each Luna's body a bulwark against the cool breeze of her lovely night.
Author's Note
You ever have a story idea that just will not leave your mind, and you absolutely have to write it out? That was this story. I saw the picture I used for the cover art of this story(full version NSFW. Sorry, no direct link. It's on the artist's Tumblr, though), and I was struck by Luna's cute shyness, and my thought process basically evolved like it did in the story; the protagonist awestruck by Luna's cuteness and unable to draw his gaze away from her before finally making a move. Like the picture, the Luna in this story is intended to be a young Luna, before she got her own flowing, starry mane.
My first time experimenting with a 2nd-person story, and actually my first time dealing with anthro. I kept the usual pony terminology(stallion, mare) because I thought it would help keep the connection, but I imagine it may seem a bit out of place. I hope you liked it!