It had been a few days since Anon’s arrival in equestria, well not exactly an arrival because he came here without his own consent.
The strange creature who called himself a human had teleported here seemingly out of random, Anon saying he just vanished from his own world and landed here.
At first the human was completely distraught, thinking he was going to die of starvation or thirst from being trapped in equestria.
However from a good heart Princess Celestia and her sister Princess Luna offered him a room to stay in the castle, this seemed to cheer him up as he felt much better about his situation.
There was something about the human that no pony understood and weren’t sure what to think of it, Anon always had clothes on.
No pony could imagine wearing clothing for the entire day every day, it sounded just dreadful as they saw clothing as a luxury not a necessity.
But try as they might to convince him that he didn’t need to have clothes on for most of his day Anon refused to go out nude a single time.
Taking us to Princess Luna as she trotted along the Canterlot hallway, thinking of all these curious facts in her head as she walked towards Anon’s room, decided she was going to ask him if she could see him without clothes, as the human anatomy really started to peek her interest.
Luna eventually made it to the door of his room and knocked, only for there to be no answer.
Luna put her ear next to the door and listened for a moment, she began to hear snoring from inside the room.
Luna frowned a bit as she knew that she wasn’t going to get to ask now, she sighed and turned around to leave.
But as she removed her ear from the door it suddenly creaked open slightly, Luna looked shocked as the door continued to go forward showing her more of the room.
She placed her hoof on the door and opened it slowly as she didn’t want to be rude and wake him up, especially if he had forgotten to lock his door and wasn’t expecting company.
She trotted in and spotted Anon sleeping on his bed, his arms and legs splayed out like a starfish as he snored away.
Luna giggled a tad as she saw how silly he looked, she then noticed that his blanket was only covering half of his upper body.
She removed the blanket with her magic and neatly folded it next to him, she was going to be putting it back on him later.
Deciding not to wake him up and disturb him just to ask him a question, Luna thought she could just inspect his body while he sleeps.
Luna chose to start by inspecting his arms and muscles by slowly and carefully pulling Anon’s shirt off with her magic, doing what she did with the blanket and neatly piling it away.
She then flapped her wings and flew to the left side of the bed, grabbing his arm with her magic and looked at it carefully.
It looked quite strong and she could feel the bone under all that skin pretty easily, as she rubbed it with her hoof.
Luna then flew above him and very carefully pressed herself on top of anon’s body, making sure not to accidentally wake him up by stepping on his legs or pressing too hard.
She placed her hooves softly on his torso, moving her hoof as she traced it along his abs and nipples.
Luna looked at Anon’s nipples and wondered if the human could lactate, the appendage looked a bit like a cows utters but way smaller.
“Uuuuuu maa” she heard him say something as Anon then started to move slightly making Luna flap into the air for a brief moment, he seemed to be stretching while still asleep.
He then stopped and Luna just assumed that her inspection could continue, there was one final piece of clothing that needed to be removed hiding something that peeked Luna’s interest the most.
Luna remembered Anon calling the fabric “Boxer briefs” and apparently it was worn to make himself feel more comfortable, she questioned how an extra layer of fabric made it comforting to him.
She moved her face closer to these boxer briefs until her face was only inches from it, she then took a brief sniff and lifted her head back up.
Luna stood there for a moment observing the aroma, it smelled like sweat if a bit stronger and tangy.
She assumed this was what all human males smelled like on their groin areas, either that or it was the double layering of clothes producing that smell.
Luna decided it was time for her to look at his reproductive organ now, she began to tug at his boxer briefs with her magic ready to pull them down.
But she then suddenly felt movement as Anon shot his body up, immediately backing away as he couldn’t see anything but darkness.
“What the! What the fuck who’s there?!” he shouted finally backing into the far corner of his bed.
“It’s just me, dear Anon.” Luna spoke in a very low tone to try and calm him down, she didn’t want him lunging at her out of a fight or flight response.
“Princess Luna? I... don’t mean to be rude but what the hell are you doing in my room?”
“Inspecting your body.”
“Inspe-“ Anon stopped for a moment to think upon that for a bit, before finally asking her the big question that popped in his mind.
“Okay. One question, why?”
“Because I was curious, you always wear clothes and I just wondered how you looked without clothing.” Luna responded quickly, flicking a switch with her magic to turn on the lights.
Anon was finally able to see again and saw Luna perfectly now, he then remembered what she just said as he looked down and saw that his boxers were slightly pulled down.
“You were trying to see me naked?!” he asked whisper shouting as best he could, making sure he was still a bit polite to the princess but also vocalizing his shock all the same.
“Well yes that is the way one is to see a creatures reproductive organ, is it not?” she asked him cocking her head to the side.
“Yea but you didn’t ask me if you could, I’m not-“
“Can I see your reproductive organ so I can study it?” Luna quickly replied before he could finish his sentence, looking down at his boxers with a curious expression evident on her face.
“Well shit I... I suppose not, just look away for a moment I don’t feel comfortable having anyone watch me undress.” Anon replied as he did a circular motion with his finger telling her to turn around, he truly didn’t mind if she saw his penis as he found it flattering that she’d be interested in seeing it.
Luna did as Anon said and turned her body around, as she did so her tail hit Anon in the face making him grunt for a moment, the tail didn’t hurt him in the slightest however it just felt incredibly soft catching him off guard.
He pulled his boxers down past his legs and kicked them next to his bed, making sure to kick them somewhere he’d remember.
“Alright you can turn around now, I took them off.” Anon said getting into a sitting position, his penis standing in between his legs.
Luna heard him and turned her head around to see that he indeed did take them off, she locked her eyes with Anon’s penis and smiled happily.
“Thank you Anon, may I sniff it?”
This made Anon freeze for a moment not answering the princess, he then looked at her with a bewildered expression.
“Sniff it? Why would you want to sniff my dick?” he asked while looking down at his penis, noticing it was growing bigger from having the princess gaze at it.
“Just.... general curiosity to be completely forward with you.” Luna replied while continuing to look at his penis, she also started to notice it get bigger by every passing second.
“Um.... go ahead.” he answered as his heart thumped, he never thought he’d ever have anyone ask him to sniff his dick.
She smiled again hearing his reply, Luna began to lurch forward as the bed rocked slightly, until her nose was really close to his penis.
Luna took a deep inhale and then breathed out, she recognized that it was the same smell from earlier only much stronger this time.
“And you use this appendage for going to the bathroom correct?” she asked while looking back at Anon.
“Yes.... and I used it to have sex as well back on earth.”
“Sex, that is what couples do to conceive a child right? I’ve seen it being performed many times while I visited dreams, I would only see them near the end of the act however never when they start.”
“Uh yea it is, haven’t you had sex before?” he asked looking at her, expecting her to say that she has.
“No, I have yet to partake in the act.” She replied while looking back to Anon’s penis, which was now at a full height of 7 inches.
“Seriously? Aren’t you like 80,000 years old?”
“I’m not that old Anon, me and my sister are only over 9,000 years old.” Luna responded giving Anon an annoyed glance, making him regret his question.
“My deepest apologies Luna, I didn’t mean to offend you or your sister.” Anon said quickly fearing he was gonna get kicked out of his castle suite.
Luna stared for a moment at his penis and hummed to herself, she then looked back to anon with curiosity in her eyes.
“Would you like to have sex with me Anon?”
This made him blink a couple times really fast, shocked that the princess of the night would ask him something like that so bluntly.
“Uh, sure?” was all Anon could reply as he was still surprised from the initial question, he wasn’t against the idea by any means but he was still shocked by it.
“Splendid! Now tell us how to begin.” Luna said excitedly, prancing in place and then stopping waiting for Anon to tell her what to do.
“Oh! Well first we need to... stimulate each other.”
“Stimulate?” Luna asked with a bit of confusion on her face.
“Yea we both have to help our... reproductive organs get wet so they can be ready for penetration.”
“Penetration, that is the part I’d always see 2 partners do in their dreams.” Luna said again with a bit more hint of curiosity.
“Yea when we lick each others..... reproductive organs it get’s them wet, and gets each other aroused.”
“Oh do you mean oral? I’ve heard ponies mention it when they would talk about their sex life.” she asked Anon like it was just a normal thing you ask someone.
“Yea oral, and once we start doing that we can….. ok hang on you know what your ‘reproductive organ’ is called right?”
“It is called a vagina I remember, so you have to lick my vagina to get it wet, and I have to do the same to your penis?” Luna asked a bit slowly just in case she got it wrong, looking at Anon with intrigue.
“Yes.... we can start with me if you’d like, or you I’ll let you choose.” Anon told her with a bit of a blush on his face, he’s never had to explain how sex worked to a girl while in the process of having sex with said girl.
Without even giving him a warning Luna quickly flew in the air and turned herself around, before landing back down and moving her tail out of the way.
This made Anon’s mouth go dry as he saw her privates. First he saw her ass cheeks which were slightly more darker blue than her coat, then he saw her anus above her tail as she continued to hover her tail out of the way, and finally he saw her vagina which also looked like a darker blue color compared to most of her body.
He began to sweat at looking at her in such a way, sure he saw her privates before because she hardly wore clothes but not this close.
“Are you going to perform the action that is called oral on me?” Luna asked facing away from him, asking the question like it was scientific.
“Oh uh yea, just give me a moment here.” Anon slowly inched his way closer to her backside, when he suddenly felt luna’s magic grasp at his body and levitate him face first into her left ass cheek.
He recovered and looked up to see Luna’s horn glowing even though she had stopped levitating him, he then looked back down and felt his dick throb as he saw that she was pulling her pussy lips apart revealing the pink insides beneath.
“Will this help you at all Anon?” Luna asked him while continuing to pull her lips wider, giving Anon more of a view of her insides.
“Um... yea thank you, I will start now.” Anon inched his face closer to her vagina until his face was almost touching it, he then pulled out his tongue and gave her insides a very slow and long lick.
This made Luna gasp in sudden shock, her magic almost failing but she manages to keep it activated, she then feels another lick and gasps again.
“Wha- what is this feelin-g A- Anon? I thin-k I like it!” she began to pant as she feels Anon continue to lick at her folds, he doesn’t answer her and continues to pleasure her.
He then dug his tongue deeper licking at her inner walls, making circular motions with his tongue to further stimulate her.
“Ah Anon! Wha- ahh!” she began to pant louder feeling his tongue touch her in places she never felt get touched before, her magic fades away and her pussy lips completely enclose on Anon’s face.
Anon didn’t pay it any mind however, he was too focused on licking at her pink flesh as he moved his tongue faster.
He began to feel the juices form on his tongue and he swallowed to experience the taste, it was sweet like normal but it had another kind of sweetness he couldn’t explain.
As Anon continued his work he felt something bump into his chin, it would continually do so for about 2 seconds before disappearing.
He pulled back slightly and saw that it was a little nub that was moving, he didn’t know what it was but decided to catch it with his tongue and lick it.
This made Luna scream even louder, Anon could feel her body shake as she extended her wings in reaction to feeling that particular thing being licked.
“An- Anon, what i-s that you ar- are- ah AHHHH” Luna tried to ask but couldn’t as she orgasmed right then and there, her tongue hangs out of her mouth as she enjoys the sensation.
Anon starts to feel a powerful pull at his tongue as her vaginal walls clamp down on it, he felt it doing that from the beginning but it was so powerful now and it made it a little tough to pull his tongue out.
When he did he smiled as he saw that he had done a good job pleasuring her, he saw Luna shaking and slightly hunched over with her wings fully extended.
It took a while for Luna to recover but she eventually did and turned her head back to Anon with a happy expression, which made him smile back.
“That was perfect! I never thought that was going to feel like... well that!” she looked to the left yelling, still panting from the orgasm she had only seconds ago.
“Yea I’m glad you like it, just wait until you finish doing me next.” Anon chuckled excitedly knowing what they were going to be doing in a bit.
“Oh! I have to do the same to you now correct?!” Luna asked shouting at him, sounding extremely excited to keep going.
“Yes let me just get in positio-“ before he could fully finish replying or even move, Luna immediately turned herself around and faced his shaft.
She then stopped for a moment a bit confused, the male reproductive organ was drastically different from the females so she didn’t know what to do.
“How am I supposed to lick inside of you, I don’t see any opening.” she asked while moving her head, adorably cocking her head thinking it was hidden somewhere.
This made Anon laugh as he watched the Alicorn look around his penis, observing it like it was an art piece.
“No you just lick this part, the part that’s standing in your vision.” he pointed at his penis which was standing tall, Luna looked at it for a moment before replying.
“So.... I just lick it up and down?” she asked as she prodded at it a few times with a hoof, then looking back to Anon waiting for a response.
“Yea you do, you could also just put the whole thing in your mouth if you want to speed things up.”
“Oh well then I’ll do that, I want to get to the next part that you mentioned feels quite good.”
“Alright so just slowly-“ Anon was again cut off as Luna immediately opened her maw and plunged her whole mouth in his shaft, gagging as soon as she went to the bottom.
“Don’t go too low yet you don’t wanna choke! Let yourself get used to it first.” Anon very quickly told her, worried that she might pass out if she continued.
Luna listened and lifted her head up until only half of his shaft was in her mouth, this made Anon feel relived as he briefly let his head fall to his pillow.
He lifted his head back up to see her still engulfing his penis, but she wasn’t doing anything so he knew he had to instruct her.
“Ok ascend and descend your mouth up and down and lick around my penis, just make sure you don’t go too low or you’ll choke again.” Anon tells her half laughing while doing so, it kinda sounded like he was trying to teach her how to swim or something.
Luna hearing his words did as he said, moving her mouth up and down and licking at his shaft slowly getting the hang of it.
Anon cautiously watched her still a little nervous that she might choke again, but he saw that she was now in a rhythm so he fell back and just enjoyed the feeling.
She looked over for a moment hearing Anon fall back on his bed fearing she had done something wrong again, but once she saw he had a pleasured grin on his face Luna knew she was doing everything right.
Anon began to pant happily as he felt Luna’s warm mouth do an amazing job stimulating his penis, he started to question if she really was a virgin.
As she licked the tip of his penis Luna felt something on her tongue, she folded her tongue back and allowed herself to swallow what ever it was.
It tasted salty and it felt warm as it went down her throat, she wanted to taste more so she began to go faster.
Anon started to grasp at his sheets as he felt his release approach, his balls began to pulse and he knew he was at his end.
“Luna I- I’m about- to orgasm.” he warned Luna only for her to look back at him with confusion, still continuing to stimulate his penis.
“The sa- same thing you did when I was finished pleasuring y-ou!” Anon struggled to explain as he felt himself getting even closer.
Then out of nowhere Luna began to feel her cheeks go wide as Anon finally orgasmed shooting tons of sperm into Lunas mouth, she quickly began to swallow it down recognizing the taste and realizing it as the substance she swallowed earlier.
She couldn’t swallow all of it however as it continued to pour out into her mouth, Luna pulled her mouth away and she coughed out any of it she couldn’t swallow.
She watched on as she saw the white substance continue to pour out, before finally slowing down and eventually stopping.
“What is this that has come out of you?” Luna asked curiously, as she picked up some of it with her hoof and put it in her mouth before swallowing.
“That- th- that’s sperm, that’s what we look like before we grow.” he tried his best to explain, but he was in such a euphoric state right now that small explanation would have to do.
“Oh! I like the taste of it.” she said afterwards licking more of it off her hooves, before looking back to Anon smiling.
“What?” Anon asked as he sat back up, seeing her grinning at him.
“Now is the next part is it not?” Luna replied while again cocking her head adorably at Anon.
“Oh right yes the next part. Um, basically I have to put my penis inside of you.” he did his best to explain while doing a certain motion with both of his fingers.
“Wasn’t your penis already inside of me, inside of my mouth?” she asked while pointing to her mouth with her hoof.
“Yes but I now have to stick my penis inside of your vagina.” Anon said slowly, feeling slightly uncomfortable for being more blunt.
“Won’t that hurt? Your penis looks really big for something to go inside of there.” Luna asked feeling a little nervous, looking down even though she wasn’t capable of seeing her own vagina from the angle she was in.
“It will actually fit, your vagina will stretch once I begin to penetrate through.” he explains to her while doing more hand motions.
Luna began to remember such an act happening in hundreds of the dreams she visited, this made her smile as Anon was telling the truth.
“However there is something called a hymen that I need to break through in order to fully penetrate inside of you, that part will hurt but only for a few seconds.” Anon continued.
This made Luna’s eyes go wide for a moment, as the thought of pain inside of her vagina didn’t sound fun at all.
“Why would I want you to penetrate me if it’s going to hurt, that doesn’t sound like it will feel good.”
“Like I said it’s only gonna hurt for a few seconds, once the pain goes away it’s going to feel even better than when I performed oral on you earlier.” Anon reassure’s her, doing another hand motion to express amazement.
Luna smiled at the promise of an even more good feeling, that orgasm she experienced earlier felt absolutely amazing so she couldn’t wait to experience something that felt better.
She quickly flew above Anon’s form before landing and straddling him, she then aligned her vagina and used her magic to levitate his penis upward.
“Alright I’ll let you lower but go slowly, if you go too fast it will hurt a lot.” Anon quickly told Luna seeing her about to lower herself.
“Understood, will you tell me when we reach my hymen? I want to prepare myself for when the pain starts.”
“You’ll feel the top of my penis bump into it, you will be fast enough to stop lowering as soon as you feel it.”
Luna nodded and slowly lowered, she felt the tip of his penis begin to part her pussy lips and slowly sink inside. She began to gasp a little as she felt it start to penetrate more and stretch her inner walls just like Anon explained to her earlier.
Then true to Anon’s word, she felt something bump into Anon’s penis, stopping it from going any lower and she stopped herself.
“I felt it too, slowly lower yourself so you feel as less pain as possible and also breath in and out as you lower.” Anon instructed her once again, grasping her hoof to reassure her.
Luna nodded and began to breath in and out like he said, she then began to lower again and felt his penis start to add pressure to her hymen.
Then she felt the hymen tear as his penis slid in, she instantly felt the pain start as she was in the middle of breathing out. Tears began to form in her eyes as she continued breathing, she immediately bit her lip and internally begged for it to stop.
About 6 seconds went by, until the pain finally did stop and she felt herself relax. She was glad that she trusted Anon, she was also glad that he’s been completely truthful to her this entire time.
“There we go it’s all over now, you won’t be feeling any pain from now on okay?” Anon calmly said to her as he wiped a tear from her cheek.
Luna nodded and pushed her cheek into his hand more, loving the feeling of those fingers that he has. They weren’t sharp and pointy like a dragons claws, they were nice and soft.
“Alright you can begin, lower and rise yourself, I’ll help you with it if you’d like.” he told her as he put his hands on both of her cutie marks.
“No I don’t think I need any assistance for this, you can sit back and relax I’ve got it.” she quickly replied moving his hands away from her hips with her magic, Anon had already done her enough favors like letting her experience this whole thing, the least she could do was let him relax for the final part.
Anon nodded and lowered his head back down onto his bed, waiting for her to start complete excitement in his face.
Luna began to raise herself until half of his penis was out of her, she saw that her own juices were covering his entire penis making it slippery.
She then slammed herself back down, panting loudly at the amazing feeling that followed. Anon was correct on it feeling better, it felt like the best thing she had ever felt in her life.
She began to pick up a rhythm, raising and lowering as she started to gasp and pant louder from the feeling being increased. If sex felt this good Luna was going to have to ask Anon to do this again some day, or she’d have to ask one of her guards to do it with her.
Anon too began to gasp as he felt her velvety insides begin to tighten around his shaft, letting him know that she was starting to really enjoy it.
About 2 minutes went by of both Anon and Luna gasping, moaning and yelling in absolute pleasure, Luna was at maximum speed at this point pretty much impaling herself onto Anon’s penis as she looked up to the sky moaning loudly.
“Luna! I, I’m gonn- gonna”
“O-rgasm?” Luna finished for him hearing him struggle, she then felt this huge amount of pressure inside of her.
Without warning Luna screamed into the air, as she felt an absolutely amazing surge of pleasure run up her body as she orgasmed, her walls holding Anon’s penis tightly not letting go until Luna’s orgasm eventually dissipated.
Anon saw that she had stopped and was too weak to keep it going, so he grabbed onto her hips and began to push her body up and down on his shaft.
“I’m almost there, go- gonna have to pull out for safety reasons.” he yelled feeling his approach coming more and more near.
Luna looked back at him after hearing him say that, she then looked at him confused by what he said.
“S- safety reasons, wha what do you me-an?” she asked while still feeling his penis continue ascending and descending inside of her.
“I don- I don’t know if, I- I can get you pregnant or not.” he struggled to respond, feeling himself getting extremely close.
He began to pull out only for luna to stop his arms from moving using her magic, he looked up in confusion only to feel Luna start to raise and lower herself again.
“I’m willing- t-to take the risk! Release inside of me!” she began to moan again at the sensation.
“I- I don’t know Luna...” but as if he didn’t have a choice, Luna did one final slam into his penis and her eyes shot into the sky widening.
Anon couldn’t hold it anymore as he finally orgasmed and began to release tons of sperm out the tip of his penis.
Luna’s eyes widened as she felt a wave of hot sperm bounce around her inner walls, and begin to flood their way into her womb. She starts to pant slightly from the warm feeling coursing through her body, before feeling it slowly start to stop.
Both now fully exhausted and unable to continue any further, Luna collapsed onto Anon’s chest and both of them sat there panting at each other.
“How was it?” Anon asked finally able to speak again, looking at her eyes as they stared back at his.
“Amazing, thank you for teaching me all of this, aaaaaand making sure I didn’t hurt myself.” Luna giggled as she left his chest and fell to his side.
“Wait, don’t you have royal duties to do right now?” Anon jumped slightly at the thought, remembering that she was a princess with big responsibilities.
But Luna stood there staring at him, seemingly not worried as she then closed her eyes and got comfortable on his bed.
“My sister can handle them for me.”
