"So the Governor-General of the Fallen Angels is now your girlfriend…" Akeno seemed bewildered by the idea.
"Issei-kun…" Rias started. "It isn't that I am jealous, but she is obviously using you for your Booster Cock ability."
"Maybe that's how it started, but now! Now Azazel has learned the joys of being a woman! Namely getting to orgasm lots and lots while I fuck her mouth!" I countered.
"Even if you say that, is that really the basis for a relationship?" Rias asked.
"Yes! Sex is a physical expression of affection! It's no different than if Azazel-chan wanted to cuddle!"
"Azazel-chan, hm?" Akeno asked, reaching out to pinch my cheek. Her pinch was pretty fierce!
"I think it's quite different than if she wanted to cuddle," Rias replied.
"Look, lots of relationships have gotten started because the boy and the girl were both interested in the same thing. It happens to be that me and her are both interested in sex. Specifically, blowjobs."
After a few seconds, Rias turned away from me to Yuuto. "Yuuto, you're a boy," Rias said. "Please reason with him."
"Issei can make his own decisions about things like this. If I were in his shoes, I wouldn't have eight girlfriends, but it is his life. If he thinks that his relationship with Azazel is a good one, that's his decision. Also, she just saved my life, so I wouldn't feel good about encouraging him to break up with her."
"Yuuto! Thank you for your honorable words!" I decided to just hug him, making him briefly stiffen in surprise - and then hug me back.
"You're just saying that because he's saying that it's okay for you to keep expanding your harem," Koneko said, sitting upside down on the couch. "Also, doesn't Azazel make it nine girlfriends now?"
"That's right," I said, releasing Yuuto from the hug. "Azazel is one of my girlfriends, just the same as Rias, or Akeno, or Yuma- Raynare?"
Rias sighed, crossing her arms. "That's another thing: Issei, I understand you're very good at sex. But Raynare literally only became your girlfriend to try to kill you. Can you really consider that a good foundation for a relationship?"
"No. The foundation of our relationship is that she loves me! In fact, now that I know her true nature, I feel much more confident in our relationship!"
"Really?" Koneko said flatly.
"Really! Before, yes, I did worry that Yuma-chan was just using me for sex. While she was very affectionate in the bedroom-" Koneko made an exaggerated gagging noise, "-maybe she was just like that because she enjoyed the sex! Now, though, I know that she didn't just make Mitsuru and Kaori fuck me because of her incestuous threesome fantasies, but instead because she was trying to protect me from being killed!"
"Issei-kun, that might just be because she wants to keep having sex with you..." Rias pointed out.
I had already prepared for this line of argument! "If she wants to keep having sex with me, and protects me from danger as a consequence, isn't that no different from a normal relationship?!"
Rias's eyes tilted up and to the left as she thought through my impeccable logic, then at last she let out a sigh. "Alright, Issei-kun. I just don't want you to be hurt." She stepped up to me and gave me a hug, her large breasts pushing into my chest in the process as she just sighed against me. It was a nice feeling, being hugged by my big-titted girlfriend! I hugged her back so she knew I cared about her too! "If anything happens, tell me right away, alright? I won't say 'I told you so' or anything. I'm on your side." Uwaaa! She had incredible mature onee-sama energy, where you anticipate future relationship problems and head them off with your greater life experience!
Which was sort of weird, since she didn't have a boyfriend before me, whereas I had nine girlfriends, so I had much more relationship experience than her! I guess that's just the power of being one year older than me! Wait, is that correct? Well, people say girls mature faster than boys, so maybe that's it? Either way! "Alright, Rias! Thanks!" I squeezed her back tightly, making her let out a little laugh at the pressure. "I know Yuma and Azazel will prove you wrong!"
"You don't have anything against fallen angels?" Akeno asked.
"Of course not!" Firstly, I barely even knew what a fallen angel was! Secondly, I'd only met five of them, and four of them were hot girls who sucked my dick!
Admittedly, the fifth had tried to kill me, but you can't judge a whole group by the actions of one individual!
"I'm not racist! I have multiple fallen angel girlfriends, you know?"
Akeno let out a light chuckle. "Of course, Issei." She then came in to join in on Rias's hug, making it a group hug! I was being double-hugged by two earnest sweet busty beauties! I was in heaven!
Unfortunately, at that point, our conversation was interrupted by a sudden, magical glow that filled the room - and then Sirzechs stepped forward, his wife at his side. Urgh! I was so jealous! His wife dressed like a maid all the time! Being an adult was amazing, you can just dress however you want! At the same time, I'd feel bad about making one of my girlfriends dress like a maid 24/7, but apparently Grayfia was into it? Where was my maid fetishist girlfriend, God?!
...actually it was probably Kiyome, wasn't it? She liked being forced into things, and wouldn't it fit to be forced to dress like a maid all the time? Mwahaha, you are now lowered from the position of tennis princess to bangmaid! Something like that... I'd need to workshop it. Akeno, Aika, and Tsubasa would probably know best...
Rias and Akeno stopped hugging me as Sirzechs arrived. "I've heard that there's been a bit of a shakeup in your boyfriend's harem," Sirzechs said, a pleasant smile on his face. Didn't this guy have a sister complex? Shouldn't he want to kill me for fucking his sister and also a bunch of other women?!
"That's... correct," Rias said at last. "Azazel-sama is officially one of Issei's girlfriends. Additionally, it turns out that Yuma was in fact Raynare, a fallen angel, and Issei has chosen to stay in a relationship with her." She was just arguing I should break things off with them, but now she was speaking to her brother as if our relationship was assured! Rias! I love you! Thank you for supporting me in my decisions, even when you disagree!
Sirzechs was completely ignorant to such subtle undercurrents in Rias's words, of course. That was the whole point! "Heh. To seduce the great Azazel-sama... I did think it might happen one day, but I certainly didn't imagine the person to do it would look like you, Issei," Sirzechs said, humming to himself. "I imagined that person looking more like Rias, perhaps. Obviously, not Rias herself, since she's far too pure to seduce a man... although, I suppose she's very young, so perhaps in time she'll become more of a femme fatale..."
"Sirzechs-sama," Grayfia interrupted. "Please, focus on what we actually came here for." And not your sister complex, she didn't say.
"Ah, yes." Sirzechs cleared his throat. "There will likely be some diplomatic talks with Azazel-sama, now that we are possibly looking at a marriage alliance down the road... heh. Riser thought he was a far better political match for you than Issei, but look at you now! You're not that far off from becoming the co-wife of the Governor-General of the Fallen Angels! My little sister truly knows how to pick her future husband!"
"Otou-sama, if you're just here to say things like that, you can go. I will just imagine your fawning, it will be less embarrassing than this."
"My apologies, Rias-sama," Grayfia said, apparently deciding her husband was never going to get to the point. "Due to the changes in your circumstances, it has been decided that you may unseal your Bishop, Gasper Vladi."
"I know you can handle it, Rias," Sirzechs said. "The other devils didn't think so, but they decided it was too risky to keep one hand tied behind your back, so I managed to talk them into it! Aren't I a great elder brother?"
Rias just ignored him, looking at Grayfia. "Thank you for the information, Grayfia. Is that all?"
"My master-" uwaaa! His wife calls him 'my master!' Can I get Akeno or Kiyome to do that? Actually, just Master would be best! "-also wanted to talk about how wonderful you are, but I believe he's mostly gotten that out of his system."
"My sister and wife... conspiring against me!" He let out a laugh that made it clear he wasn't actually offended. "Alright, Rias. You'll probably want to go speak to Gasper anyway."
At that point, Sirzechs and his wife both used teleportation to leave the room. I was left to think about the idea of making Akeno dress up as my maid full time. Would she go along with it? She was very subby and masochistic in the bedroom, but she also had strong onee-sama energy outside of it... that gap moe was very sexy, but how would it play with a maid cosplay? I tried to imagine Akeno as a teasing onee-sama maid, and blood started to pour from my nose.
"Ugh. Pervert. There's not even anything happening," Koneko said.
"That's only a thing in manga! This is a perfectly normal, banal nosebleed!" I lied, grabbing a tissue and dabbing at my nose.
"Come on, Issei," Rias said. "It's best that you meet every member of the Occult Research Club, after all." I nodded and followed Rias, along with the rest of the ORC, to a room that was sealed up with magic seals and a big line of tape with the words KEEP OUT emblazoned on it. It had a certain forboding sense, but Rias casually made it all disappear, and then opened the door.
"Eeeeeeeek!" A girl screamed in panic and shock and I saw her dive into a large cardboard box located in the corner as the door opened up.
"Ah... sorry," Rias said with a sigh, as I pulled my hands away from my ears. "Gasper's an enormous hikikomori."
"I see..." So it was this type of character. The cute but shy girl, who would act all bashful and meek, but eventually realize her own inner strength, thanks to the protagonist's help, and develop a crush on him! Hopefully that protagonist would be me rather than Yuuto, because he already had a girlfriend and was monogamous! (If he hadn't been monogamous, I would have let him have Gasper if things worked out that way! I definitely think the prince type is a classic match for such characters!)
"What are you thinking about, perv?" Koneko asked.
"I was just thinking that I wanted to offer Gasper my help in going outside!" I declared. It was even basically true!
"Noooo..." Gasper whined, closing up the box she was hiding in. "I don't want to go outside!"
I decided to approach Gasper. I did have the Safe With You bonus from my CYOA, after all! "Gasper," I said, as I stepped up next to the box, gently planting my finger on the lid, then slowly tugging it up.
Up close like this, she was super cute, staring up at me with big round red owl eyes. She had pointy ears and blonde hair. A cute foreign beauty! Yes, she didn't have much in the way of a chest, but that's okay! I like all kinds of girls! If anything, I was happy to have some variety- oh, okay, that's a lie, I do like big boobs the best, but still!
"Hi. I'm Issei." I reached down with my hand towards her.
She remained in that weird crouched position that let her (mostly) hide in the box, but she nervously reached out towards my hand, giving it a (very flaccid) handshake. "H-hi, Issei," she said. "I really don't want to go outside. Don't make me!"
"Okay. I won't make you do anything. Can you come out of the box now? Everyone here is your friend - Rias, Akeno, Koneko, and Yuuto. Plus me, and I'd like to be your friend." She turned bright pink at that. So cute! Even with Safe With You, I didn't want to do anything to scare her, so rather than just smothering her in a surprise hug like her reactions made me want to, I just gently helped her out of her box.
"Wow," Koneko said. "I'm surprised you got Gasper to come out so easily."
"Isn't it obvious?" I couldn't help but smile smugly at Koneko. "Don't you know why I'm this hot?"
"Because of a CYOA?" Koneko asked flatly.
"Because of a CYOA. And you know what else I picked? Safe With You!" I gave Gasper's hand a little squeeze, and she blushed again, nervously smiling up at me. That pick had been truly perfect for this situation! Now that I thought about it, maybe it was helpful for Xenovia too? After all, she constantly let me be alone with her and 'force' her into sex... could the CYOA's magic have helped that absurd situation along?
"Hm." Yuuto took out his phone with a frown. "I remember I tried out that CYOA too, though it didn't do anything for me. I picked that option too. Yes, here. Women never think you're threatening to them. They will be comfortable and feel safe being vulnerable around and with you. They trust you won't hurt them or let them be hurt."
Koneko's brow furrowed at that. "But Gasper isn't a woman."
"Well, obviously it's meant to include girls around your age, too! Otherwise none of it would work on Rias-sama and Akeno-sama, since they're both technically underage." Older than me, though!
"No, Issei," Rias said. "Gasper isn't a woman." I just tilted my head in confusion, then looked down at Gasper, who was beet red at this point. Rias! Don't bully poor Gasper like this-! "Gasper is a boy who likes to wear girls' clothing."
"What?" I responded, my brain stuttering.
"Ufufu," Akeno laughed. "I wonder if Issei-sama's Safe With You will stop working now that he knows Gasper isn't a girl?"
"Th-there's no way, right?" I turned to Gasper - she would surely defend her honor against these crass girls! "No way a girl as cute as you is actually a boy? They're teasing me, right, Gasper?!"
"I-I'm sorry!" Gasper said, on the verge of tears already. No! "I'm- I'm a boy, like they say, I'm sorry I have such weird hobbies!" She- no, he pulled his hand away from mine, hiding his face behind his hands.
On the one hand, Gasper was a boy. On the other hand, even if he was a boy-! Yes, that's right! Even if he was a boy, I wasn't here to have sex with Gasper, or get another girlfriend! I was here to offer support to someone in need, that's right! I should still be the cool senpai to my cute underclassman! Even if he looked so cute and girly that he gave some of my actual girlfriends a run for their money! Sorry, Tsubasa, but if you bound your breasts or Gasper padded his chest, I'd probably think you were the boy of the two of you! Not that I don't think you're pretty, you absolutely are-! Ah! These complicated emotions! They've prevented me from protecting this innocent young kouhai! "Gasper," I said, placing one hand on his shoulder and giving it a firm, reassuring squeeze. "It's okay. I'm not upset."
Okay, that was a lie - I was upset! Upset at God! Why would He make such a cute girl and then decide to make Gasper a boy instead, huh?! To take such a shy cutie with lovely blonde hair and a petite little body, a waifish physique and personality, even a love of girly clothes - and then make them male? Isn't that too cruel?! To me and Gasper both, in fact?! If Gasper was a girl, then she would get to be part of my harem and I would treat her nice and teach her the wonders of womanhood and make her come over and over again-!
"You seriously are a pervert," Koneko said with a huff.
"I'm not!" Wait, or should I say I was?
"Gasper is a boy and you still want to fuck him."
In one sense that was true, and in another sense it was false. On the one hand, I wanted him to be a girl since he was super cute and adorable, and if he was a girl, I would have sex with her for sure! On the other hand, Gasper wasn't a girl, so I didn't want to have sex with him! I didn't say either of those things, though, because a great counterargument came to mind: "If I'm indifferent to his gender, doesn't that make me less of a pervert?"
"Wha-?" was as far as Koneko got before I continued my explanation.
"If I'm indifferent to his gender, that would mean that I admire the beauty of his soul, rather than his body!"
"You've been in this room for two minutes," Koneko said.
"And I already learned lots about Gasper! I learned about his hobbies, about his shyness, and I can even see the computer he works on!" I pointed to the computer, which was currently displaying a chatlog with a client... I ignored the fact that the client was making suggestions on what sort of cosplay Gasper should wear, and that the client's taste was so good-! A gym uniform with bloomers and thigh-highs! Seriously, these guys really were just doing G-rated prostitution, weren't they?! "It's not too difficult to tell what someone is like from only a short interaction!"
"Ara ara... truly, Issei-sama is an enlightened man," Akeno said, in a way that sounded sort of sarcastic.
"This is ridiculous..." Koneko muttered under her breath, but I had expertly outmaneuvered her in the field of debate, so she had no choice but to accept her defeat.
I looked at Gasper again, whose eyes were moist but shining as he looked up at me, exciting every instinct within me that made me want to protect a cute innocent frightened waif! Uwaaa! Cruel God who made this poor thing a boy! I'll become overwhelmingly powerful and beat you up for this cruelty!! "Let's go outside, Gasper," I said, offering my hand again. "I promise to protect you." Safe With You had worked earlier, so it should still work now, right?
Gasper tentatively took my hand, his other hand going to cover his mouth as he nervously blushed.
"Oh my..." Akeno said. "I expected it to be a lot more difficult to get Gasper to leave his room."
"Last time we asked, he used his Forbidden Balor View, and hid in the closet," Rias explained. "Specifically, on the top shelf, in the back... it took ten minutes for us to find him, and he promptly clawed at every single surface to stay in his room." She sighed, then smiled. "I'm glad that you are getting on so well with Gasper, and that Gasper is getting on so well with you. Let's start with something easy, like going out to eat at a restaurant. Where would you like to go, Gasper?"
"Ah!" Gasper squeaked in shock at the sudden question. The shy waif character who couldn't answer simple questions like this-! Just make him a girl, God! Why do this?! I understand some men might be totally okay with a trap character, but surely it would be even better if such a character had two holes down south for you to put your dick in, right?!
After a few seconds of Gasper fumbling for words, Koneko broke the silence. "Gasper always orders pizza delivery."
"Eh?! How did you know that?!" Gasper replied in shock, and Koneko raised one finger, pointing towards a corner. In that corner was a tower of twenty pizza boxes, all stacked atop each other.
That is the hikikomori life, I suppose...
* * *
As we all went out to the nearest pizza place, Gasper clung to me like I was a life boat, he couldn't swim, and we were in the middle of the ocean. His eyes darted around constantly, but whenever he saw something even vaguely scary (which included but was not limited to: guys who looked like yakuza, guys who looked like delinquents, girls who looked like delinquents, police officers, people who were particularly tall, foreigners, people who were particularly muscular...). Any guy would probably have felt intense jealousy at having such a cutie clinging to me at all times like that. He sat right next to me at the restaurant, and whenever anyone who wasn't part of our group tried to talk to him, he'd instead talk to me.
If he was a girl it would have been a perfect 100% route clear maneuver! Even though Gasper fit the shy waif archetype, it wouldn't be a surprise at all for such a girl to quickly spread her legs for the man she trusted to protect her in all things, even though she was a complete virgin otherwise!
Unfortunately, he wasn't a girl! Damn you, God!
After the restaurant, Rias convinced our party to go to the arcade. It turned out that Gasper was quite good at video games! He also only played games that could be played with at least two players and cooperatively, and only if I played with him... ahhh! I wanted to go find God and beat Him up!!! This should have been heavy advancement on the Gasper route, but I don't like guys, damn you God!!! You should go to Hell and get torn up by devils, I bet they don't do things like this! Perhaps this was even the reason why Hell had gone to war against Heaven in the first place?!
"Seriously... I can tell you're thinking weird things," Koneko said. (This was a four player machine, so she was playing alongside us.)
"I am not!" I lied.
"Stop being mean to Issei-sama," Gasper said, his voice sharp. My eyes tinged with tears. Such a beautiful and sweet thing-! Argh! "He's a perfect gentleman."
I'm not, but thank you for your trust, Gasper!
* * *
In the end, we wound up taking Gasper back to his hiki hole, with him trading emails with me... he promised to send me lots of emails in the coming days and weeks, and I was sure he'd keep that promise.
"Issei-sama, you get on very well with Gasper," Akeno said. "I never would have thought it would be so easy to get him to leave his room."
I didn't have the capacity to hold back! Even though I knew he was a guy, my body still responded to such a cute thing clinging to me! "Akeno, come," I ordered her, grabbing her wrist and just tugging her along with me. She let out a small noise of surprise - then smiled as I just dragged her into a nearby closet.
"Are you seriously going to just do it right there?" Koneko asked from outside the closet.
"Yes!" I told her. "If you don't want to listen, then go away! Akeno, use your devil wish magic to make a maid uniform and then put it on!"
"Ara ara, Issei-sama is hungry right now... did having Gasper clinging to you get you excited?" She sounded horny at the thought, but she also just raised one hand into the air, a magical sigil appearing - and her clothes vanished, then rearranged themselves into a maid uniform.
"No, it was thinking about Grayfia," I lied (well, it was partly Grayfia), my hands reaching out for her breasts immediately, fingers sinking into the soft flesh - she'd decided not to wear a bra during her maid uniform wearing. "That's why I'm making you dress up as a maid. It's so sexy that Sirzechs's wife just dresses like a maid and calls him Sirzechs-sama all the time!" My cock throbbed inside my pants, and Akeno reached down to stroke my hard-on through my pants. "Ahh... let's pretend you're my full-time maid-wife right now!" I declared, my dick twitching in her grasp.
"Ara ara... and what does a full-time maid-wife do, Issei-sama?" Akeno asked, fluttering her eyelashes up at me.
"First off... she gets my dick out!" I declared. Akeno laughed melodiously, but dutifully unzipped my pants, pulling them down, my cock emerging from my underwear and throbbing in her grasp. Her fingers delicately, lovingly started to stroke me, a smooth movement clearly meant to tease rather than get me off. "And then... ah fuck it!" I declared, flipping up Akeno's skirt and then just slamming my cock inside her, making her come as I bottomed out in her pussy.
She moaned in delight as she felt me filling her up, her tight pussy coiling around my cock hungrily. I shuddered at the sensation, all that pent up desire now allowed to be excised with this act of pure bliss, holding myself inside her even as I gripped her thighs. Her legs were spread, and I started to fuck her pussy at that point, pounding away, my balls slapping against her ass as I hefted her up and down, pinning her against the wall as her arms dangled around my neck.
"Oh, oh Issei-sama," she panted out, huge breasts bouncing, scarcely contained in her top. My eyes were drawn to them naturally, due to the fact that they were huge, jiggling tits, the biggest pair in my harem probably. I leaned down into them, mashing my head against her breasts, relishing the feeling of the soft funbags on either cheek. She moaned in delight at the feeling, as I pumped away at her pussy, finally able to unleash my pent up energy on her compliant body. "Issei-sama, ahm, yes, I'm your maid-wife, I clean your house and fuck you silly, ohhh, I love you Master, ahn~!" She squealed as she came anew, her eyes rolling back in their sockets as her pussy just squeezed and milked my cock extra hard.
I let go on her body, acting relentless with it, groping her tits, her ass, and pounding at her slick cunt. Sometimes I forced her to orgasm several times in rapid succession, and other times I just let her enjoy the feeling of my huge cock pounding inside her au naturel. When she could talk, she did a very good job of dirty talking in her role as maid-wife.
"Oh, yes, Master! Servicing Master's cock is a maid's duty, and my duty as your wife, too!" "Oh, we're making such a mess, Master, but it's okay, this is a wife's joy too, servicing her husband and making a big mess in the process! Don't worry, I'll clean it up after!" "Ohhh, you love my big tits, don't you? That's why my maid uniform always has them on display for you, Master! I love it when you stare at my boobs!"
The mental freedom of simply roughly fucking Akeno was intense and pleasurable, especially with the way she responded to my every movement with arousal and enthusiasm. There was one problem, though: I couldn't come inside her! While Perfect Control meant that it didn't hurt to hold back, and didn't require any willpower either, it was kind of like being teased, and I wasn't in the mood for being teased! So after giving Akeno a dozen back-to-back orgasms as I pounded inside her that many times, her pussy spasming around my cock wildly as her eyes rolled around in their sockets, I finally pulled out of her.
She instantly collapsed to her knees on the ground in front of me, panting for air, her face bright red, blinking away tears as she stared up at my cock, mouth half-open as she caught her breath. I didn't wait for her to fully recover, instead grabbing her ponytail and stuffing my cock past her pretty lips, sliding into her mouth smoothly. She licked and slurped, doing her best to clean my cock of her juices, while she started to masturbate, playing with her cunt as she sucked. Her violet eyes stared up at me, earnest and loving and sexy, and I soon had her nose pressed into my pelvic bone, her face mashed up tight against my groin. I made her come in that position, enjoying as her body spasmed beneath me, her throat hungrily coiling around my cock, her moan serving to vibrate my dick as it rested deep inside her.
Then I unloaded. I hadn't come since before Grayfia and Sirzechs stopped by, and since then, I'd made a new friend, had dinner, played at the arcade, until at last now I could blast thick ropes directly into Akeno's stomach. That was at least six hours of pent up lust, all of which was spent not just being clung to by the cutie Gasper who my body refused to recognize as a man, but also being surrounded by Akeno and Rias's bouncy breasts.
When I finished down Akeno's throat, I peeled her off, enjoying the wet pop. She caught her breath, desperately sucking in air, looking up at me with pink sclera as she knelt before me. My cock loomed over her face, and she casually leaned into it, rubbing her cheek against my dick as she looked up at me, one hand coming up to handle and angle my manhood. "Ah... my husband-master's cock is still hard... I pleasured it with my pussy and cleaned it with my mouth," she said, her voice husky with arousal and exertion. "What shall I do next, Master? As your maid-wife, it is my duty to please you, and I love pleasing you." She started to kiss my dick, soft little pecks that ran all across my length, full of love and sweetness.
"Keep sucking me off," I told her, and her kisses ran up my whole length. "I have a lot more than one pent up orgasm waiting to have my maid-wife wank me off for."
"Mhm," Akeno said, wrapping her lips around my cockhead, then sliding smoothly down my length. There was no resistance, only the feeling of her lips forming a tight seal around my cock, and her tongue dancing hungrily all around the inside of her mouth. Hot, wet, sloppy drool escaped her mouth, dribbling down her chin into her cleavage, as she bobbed up and down my cock, smoothly moving all along it. Her head twisted and tilted from side to side, her smacking, eager lips serving to further stimulate me - and then I reached down for her top and just tore a hole in it, earning a small squeak of surprise at the sudden, forceful action.
With only a little effort - by this point, I really was super strong by any reasonable standard, and while Akeno was a devil, she weighed the same amount as a normal girl - I pinned her up against the wall, stuffing my cock into the crevice of her pre-slicked-up tits. Her fingers reached up for her breasts, squishing them around my length, and I just grunted as I started to fuck her fat tits, relishing each and every thrust of my cock in between them, humping away, my cock pulsing and throbbing as she applied intensive pressure to my length, leaning down to wrap her lips around my tip whenever I pounded her tits hard enough.
I made her come in that position, making her moan around my cockhead in delight, but I just kept pumping, enjoying the way she squirmed and jerked with each orgasm. After a couple minutes, I pressed my cock deep into the valley of her tits, grabbing the back of her head and holding her in position, letting out a cold roar of excitement as I unloaded directly into her mouth, splattering her palate and tongue with thick globs of cum. She eagerly gulped it all down, and once I was finished coming, she popped off.
"Ara ara... Master really was so pent up. Even though it was his second load, there was so much," she said, idly running her fingertip along her lower lip as she looked up at me lustily. "Is Master done working out his libido on his maid-wife?"
"No, absolutely not!" I told her, my cock twitching in front of her face excitedly. I contemplated her body - and then decided to just stick my dick in her mouth again, groaning as I pumped at her face, balls slapping her chin as she wetly glugged around my dick.
We went on like that for about an hour, with me fucking her mouth, tits, cunt, and ass in various different positions, and unloading in her mouth multiple times. She didn't mind going ass-to-mouth! I can tell! I have Excellent Lover!
By the end of things, cum had stained her chin, neck, cleavage, ass, and outfit, which was also a mess in other ways. Torn in several places, tits on full display, sweat sticking to it, her juices having similarly stained it from a few squirts... she was a complete mess, but she was also very satisfied, nuzzling my impossibly erect cock in the aftermath, her face a total mess as she snuggled into it, hand caressing the base of my dick as she rubbed her features against me.
"Ah... Master... are you done?"
"For now," I told Akeno, patting her head. "Good girl," I told her.
She used her magic to turn her complete mess of a maid uniform into an undamaged school uniform and stood up. "I'm happy that I could help you work off all that energy, Issei-sama. If you ever decide to use that energy on the poor boy who excited you so much, please, let me watch, okay? Ufufufu," she tittered with a smile as I blushed.
"I-I don't want to have sex with Gasper! He's a guy! I don't want to have sex with guys!"
"Issei-sama..." She hesitated for a moment, then gave a single peck to my cockhead. "Ah... if Issei-sama really doesn't wish to satisfy his fujoshi girlfriends by letting them watch him rail a tiny cute trap..."
"He doesn't!" I told her.
"...then doesn't Issei-sama have a girlfriend who used to be a man? Gasper seemed to like you very much, so if the cost is becoming a girl, he might be willing to pay it, you know?"
Gasper as a girl! The whole reason Gasper was so enticing and yet horrible is that he looked like a girl, even though he was a guy! But if he became a girl... no! I couldn't just assume that he would be willing to do something like that! He was my friend, he probably liked his dick and didn't like me having thoughts like this-!
But...
Well...
If he did like me and want to do that sort of thing with me... and was willing to accept that price...
Wasn't I being cruel to deny him...?
Yes, actually, if you look at it rationally, if Gasper is the sort of person who is willing to change their sex to be with the person they like, and that person is me, then it would be cruel not to mention this possibility to him!
My cock was raring for another go at that thought! Maybe fem-Gasper would even have huge breasts!
Rather than risk Gasper telling me 'no,' though, I just put Akeno's mouth to good use again!
You can read the next chapter on my Subscribestar at https://subscribestar.adult/posts/1894300, for the low price of just $3. It features at least two characters dressing up as maids for Issei.You also gain access to the latest chapter of my other stories.