The anus was not only narrower than the pussy, but unlike the pussy, which was protected by vaginal fluids, it didn’t have any such protective mechanism. This made inserting a thick dildo quite tight. Well… if I had to call it a ‘protective mechanism’, the mucus secreted by the rectum could be included in that category. Or, since the large intestine was an organ that absorbed moisture, perhaps it was slightly moist, aiding in insertion…
…Aiding in insertion, my ass! Even when inserting into my pussy, which had been loosened to its limit by prolonged caresses, the initial excruciating pain was unbearable. Forcibly shoving a dildo into my anus, which was resisting its entry, resulted in pain that defied imagination. No matter how I thought about it, the anus was clearly an organ with a structure unsuitable for sex…
“Ugh… ah-hot, aht… It’s not a hole for sex… it’s not a hole meant for sex… to shove such a big and beautiful dildo… in there…”
“Maki, you’d better relax your body if you don’t want to get hurt. Whether you’re in pain or not, I’m going to shove it into your ass, so you have no choice but to relax and cooperate with me. If you want to finish as quickly and painlessly as possible, that is.”
Even if the Princess hadn’t commanded it, Caldir wouldn’t have had the strength to properly support her body the moment the head of the dildo entered her anus. So, as if inadvertently complying with the Princess’s command, she completely relaxed the muscles from her ass to her neck, accepting the Princess’s heavy dildo as it burrowed deep inside.
If… if it goes all the way in like this… what will happen…? Ah! Aah! The Princess pretended to slowly insert the dildo into Caldir’s anus for a moment, then, when Caldir was off guard, she thrust it all the way to the base in one go. At this depth, it might have invaded not only the anus and rectum but even the large intestine.
Come to think of it, I didn’t give Maki an enema before inserting it into her anus… Judging by the fact that I didn’t feel any lumps at the end of the dildo, she probably hadn’t eaten anything before coming here. Ooh-ooh-ooh! What is this pristine anus, prepared as if it knew I was going to attempt anal sex!
If it’s a pristine ass with nothing in the way, as if she had an enema beforehand, there’s no reason for me to refuse. To be honest, I’ll accept golden showers, futanari, NTR, and even limb amputation as preferences, but scatology is just too much for me… Even for someone like me with half succubus blood, I don’t like getting big stuff on my body!
After careful consideration, inserting it this deep into her anus – being in a doggy style position, I could insert it even deeper than in the missionary position (Author’s note: It’s missionary when the femdom Princess fucks Caldir’s pussy, and reverse missionary when the femsub Caldir rides the Princess, okay?) – the anus provided a different kind of stimulation than what I could feel when fucking her pussy.
Although no lubricant was produced to make the insertion smoother, that was somewhat offset by the fact that my dildo was already covered in Caldir’s pussy juice and artificial cum… Unlike the vagina, the anus might not squeeze the dildo from all directions, but the narrow entrance gripped the base of the dildo even tighter than her pussy, and that was good in its own way.
Hmm… The entrance is squeezing like this, but the inside of the large intestine doesn’t seem to have any reaction… I guess there are no muscles here that a person can control at will? Even as the Princess learned one of the mysteries of the human body, Caldir continued to shuttle between the real world and the valleys of climax.
Oook… oooook… Caldir’s eyes rolled back again, revealing the whites. The fact that she was in a prone position, so she didn’t have to show the Princess this embarrassing expression, was something she could take solace in. B-but… what’s the point… she couldn’t even afford to care whether the Princess saw her face, a mess from being fucked so thoroughly in the ass…
My precious ass… I couldn’t let it get hurt like this, so I focused intently, trying not to tense up my body. Exhaling a sensual sigh… concentrating so my muscles wouldn’t move involuntarily… Ung… no… focus… I can’t… Even though I tried not to feel it, my asshole was feeling it on its own… all my nerves were concentrated there…
The shock of being anally penetrated traveled up my spine, poisoning my brain deep within… At this rate, I might become addicted to anal sex… To think anal sex felt this good… And that my weakness was my ass…♥
Just as the shock of being vaginally penetrated soon faded and was replaced by forbidden pleasure, the initial excruciating pain of being anally penetrated, with blood possibly having been drawn, was now nowhere to be found. Right now, Caldir’s mind was filled with nothing but pure ecstasy.
Among Caldir’s muscles, which were on the verge of fainting, only her buttocks twitched noticeably, as if saying, “The owner of these buttocks is a hardcore masochistic little piggy who climaxes from being forcefully anally dildo-fucked~♥ Please enjoy me to your heart’s content!”
“Hoo, hoo-ah… I guess it’s about time I started moving, right? Honestly, the fact that I didn’t move right away after inserting it all the way to the base… that just shows how much I was considering you…”
Th-that… if you were so considerate… you could have at least asked if it was okay to insert it into my anus before you did… Aaaah…♥ If I had known it felt this good, I would have said yes right away even if you had asked first… Being forcefully inserted into feels so good, aaaaah♥
Deep within Caldir’s heart, the love she shared with the Princess, bound by the dildo and their vaginas, was being etched. The Princess, subtly sensing Caldir’s feelings, began a storm of sex the moment she felt it was okay to proceed.
“Aaaahng! Haaaahng! Princess, Princess-nim! Just a little more… just a little more… gently… geeentleeey…♥”
“T-this is all your fault! Claiming to be a virgin and yet having such a tempting body!”
When inserting into her vagina, the Princess had waited, rubbing until enough vaginal fluids had seeped out, and even after insertion, she had gradually increased the pace. But now, intoxicated by the sense of accomplishment of having conquered not only her front pussy virginity but also her back pussy virginity, she moved her hips so quickly that afterimages lingered.
If there was an absolute being observing all of this from a higher dimension, they would probably comment that the Princess’s buttocks, slamming into Caldir’s buttocks, were as luscious and tempting as well-ripened peaches, perfect for pounding.
“Aahng! You shouldn’t hit my butt too!”
“Maki! Don’t hold back! Cum from your ass climax! Cum inside your intestines!”
Slap! Slap! Slap! The Princess, having finally entered the anus she had been eyeing since inserting into her vagina, didn’t forget to slap Caldir’s pure white buttocks with her palm. Hnnn… Look at how her pussy twitches and tightens around my dildo even more when I slap her butt, that alluring masochistic bitch!
The cum inside here isn’t real cum either; it’s fake cum created in the laboratories of perverted scientists. So why is she holding onto the dildo so tightly, refusing to let go? Does she really want to get pregnant right here and now, so she’s clinging onto whatever enters her, fake cum or not?
No, even if I had used real cum, if I cum inside her intestines, there’s no chance of pregnancy, right? Is she aiming for an ectopic pregnancy or something? If so… she can only be seen as a sex-optimized slut born solely for sex.
Don’t worry so much that I won’t cum in your holes! I’ll keep using your holes until all the cum in my ball cartridge is gone! After your back pussy, it’s your breast pussy and mouth pussy’s turn… you can look forward to it!
As the Princess pounded her anus while slapping her buttocks, Caldir’s pupils were almost completely covered by her eyelids… the whites of her eyes occupied most of her vision. Her nostrils flared incessantly even amidst all this, and her mouth hung open, drooling carelessly. Her tongue… was simply resting on the pillow that had been clean until the two of them arrived.
“Maki… show me your face as you come from being anally fucked. I want to see with my own eyes how utterly ruined your face becomes…”
N-no… my embarrassing face… it’s going to be seen by the Princess…♥ With her wrists bound in an X and not even enough strength left to stand on her own, the Princess lifted Caldir up with utter ease. How did she do it? By simply grabbing the nape of her neck and pulling her close?
Having forcibly raised Caldir, the Princess turned her face to the side, observing Caldir’s expression as she rolled her eyes back, drooled, and was completely lost in sensation. This was quite a sight too. Her face was even more terribly wrecked than when I was fucking her pussy, wasn’t it? Caldir… her back pussy is weaker than her front pussy… I should make a mental note of that.
Having confirmed with her own eyes that Caldir was feeling it intensely, the Princess, seemingly satisfied now, laid Caldir’s head back down on the pillow… but not before lightly brushing her own lipstick-red lips against Caldir’s. Now that I thought about it, when I was fucking her while she was lying straight, I was so focused on fucking that I didn’t even think about kissing her.
Deeply thrusting my tongue in, piercing all the way to her uvula, like I wasn’t treating her as a person, was good, but this light kiss, as if respecting the other person like normal lovers, felt good too… Caldir thought in her fading consciousness.
“Haa, has it been 10 minutes already…? Damn… it’s only been 5 minutes… I can’t take it anymore! I’m going to cum a whole load of fake cum into Maki’s lewd back pussy! Cum so hard you faint again!”
Glancing at the clock, the Princess, slightly annoyed that only 5 minutes had passed even after resetting the dildo’s sensitivity to the minimum, soon adopted a reverent attitude before the impending big event. For a big event like conquering her anal virginity and her first anal cumshot, even the slightest annoyance could be quickly forgotten.
“Aaaah! A-Atlantiaaaaa… Princess… aaaahng!”
Sensing that the Princess’s dildo was about to cum inside her anus, swelling even larger, Caldir buried her face in the pillow and called out the Princess’s name. But before she could even finish the word, the Princess took the initiative, and hot, sticky fake cum slammed into Caldir’s ass.
In the end, Caldir couldn’t even finish what she was saying and fainted once again. Having already climaxed from a vaginal cumshot, she had now received an anal cumshot as well… This faint would probably last even longer than the last one… the Princess thought as she collapsed onto Caldir’s back.
Still… thanks to keeping the sensitivity setting at the absolute minimum until the very end, I didn’t risk killing her from pleasure this time. Hah, really… the MAX setting feels good, but if I want to live with Caldir for a long, long time, I should refrain from using it. It feels plenty good even now…
“Haa… I’ve dirtied these pure white and beautiful buttocks with my cum… I’ve defiled this untouched sanctuary that no one else has ever laid a hand on… Aah, I’m so happy right now… To think my Maki has been keeping her front pussy virginity and anal virginity just for me…”
Collapsing onto Caldir’s back, shuddering with lingering pleasure, the Princess soon sprang up and slapped Caldir’s buttocks with a resounding thwack, rambling incoherently. It was hard to believe these were the words of someone who had received imperial etiquette training.
The current Princess, freely using language that even back-alley thugs wouldn’t dare utter… even if she were to have an etiquette battle with an uneducated commoner, her victory wouldn’t be guaranteed.
Etiquette, my ass… etiquette is exactly what I’m going to instill in her through intensive training from now on. What clothes she has to wear to live as my dedicated sex maid, where and how she has to spread her legs… I’ll teach her slowly… You can follow along, right?
Anyway, her ass is really big… it’s a perfect apple bottom… Is this also a natural ass that hasn’t been surgically enhanced? But why has her initially pure white ass turned so red now? Oh, right. It’s because I’ve been slapping her ass so much. Wow, really… looking at it like this, I’ve been tormenting her ass quite a bit. It must be so satisfying to torment. Alright, I’ll slap it one more time.
Taking advantage of Caldir’s continued unconsciousness, the Princess moved the dildo up, down, left, and right inside her anus, thoroughly spreading the fake cum throughout her rectum and anus. I shook it around like this even after cumming in her pussy, so if I don’t carefully shake it in her anus too, Maki might feel left out, right?
After taking the time to spread the cum into every crevice of her anus, she popped the dildo out with a ‘poop’ sound and shot the remaining cum onto Caldir’s buttocks. It seemed that because she had cummed so forcefully into the tight anus, some fluid had remained inside the dildo… Thanks to that, she was able to repaint Caldir’s bright red buttocks white again.
Anyone watching might think I had hired some stud to come and pound Caldir’s ass relentlessly. The sight of her pussy and anus simultaneously twitching and spitting out sticky fake cum was quite a spectacle.
“Even in my succubus form, this is really tiring… Still, I need to muster more strength and ravage Maki’s body.”
Now, she turned Caldir onto her back again and crawled towards her chest. Her intention was to conquer Caldir’s breast pussy virginity by enjoying a paizuri. Hmm… Just to see if it would work, she tried placing the dildo against Caldir’s nipple, but it wouldn’t go in. So nipple fucking was just some ridiculous fantasy that only appeared in foreign porn, right?
Well, since my original goal wasn’t nipple fucking but paizuri, I wouldn’t be too disappointed even if nipple insertion failed. And even though I had so easily fucked her anus, nipples were a bit… even for someone like me who boasts about being able to eat anything and everything, that was a bit…
Shaking her head to clear away such miscellaneous thoughts, she inserted the long dildo between Caldir’s breasts. Looking at it like this, the contrast between the pure white breasts and the reddish dildo made it look like she was looking down at a hot dog.
Paizuri was originally that kind of play anyway, so it wasn’t entirely wrong.
Alright, then… shall we conquer Maki’s breast pussy virginity before she wakes up!