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Chapter 39 - Azazel Meets An Old Friend

Azazel had a very strange sense of relationships. After all, she'd been a man until recently. So she had a man's experience, but a woman's impulses.

Now I'm not saying that men and women are completely different, but of course Azazel was an experienced womanizer. Tsubasa was similar, but...

"There's no need to be shy, Issei," she said, her voice seductive. She leaned into me, one arm wrapping around my shoulder. Azazel, this is totally different when it's a big buff guy who's taller than you, right? Her boobs pushed into my upper arm.

We were waiting for a friend of Azazel's to show up. Apparently he was flying to Japan from out of the country, and they hadn't seen each other since she got turned into a woman. For some reason this was supposed to be some kind of surprise for the guy, I guess. She sounds different as a girl, though - she has a really sultry MILF voice - so surely he'd have noticed on the phone? Maybe they only texted?

Either way, I was stuck sitting on a bench at the airport, waiting for their plane to arrive, while Azazel curled into my side. "There's no need to be so cold, Issei," she said. "Aren't I your girlfriend?" She gave me a ridiculous, exaggerated pout.

"Ah, sorry, I'm just thinking about this person. I mean apparently they're literally a god?" Hopefully that didn't sound too lame. Honestly, I didn't really know or care that much about her friend, since he was an old dude. Obviously it was cool that she had friends! I'm glad! If none of my girlfriends had any male friends besides me, well, then there wouldn't be anybody besides each other probably, which would definitely, like, totally ruin their lives! Still, what do I care about some old guy? Now if he was an old hot lady, sure! I mean Azazel was an old hot lady, right?

"Oh, I think you and Odin will actually get along quite well. You have quite similar personalities, you know." That doesn't sound good to my ear! Actually it sounds the opposite of good, frankly! This guy isn't gonna try to steal my girlfriend, is he?

Look, I wouldn't steal somebody else's girlfriend, obviously! I am a far better person than that! Well, I guess I might steal them if, like, their current boyfriend was horrible, but that's a totally different situation. I'm a great boyfriend. But, I don't think that's what Azazel is talking about. By the way she said it, she meant - he's a huge perv too!

"Awww, is Issei getting jealous?" Azazel asked, a smile on her lips. She casually leaned into me, her breath tickling my ear. "Don't worry, Issei. I definitely won't be seduced by Odin." What the hell are you phrasing it like that for?

She laughed, but rather than like an "ufufu" MILF laugh or something, it was just this extravagant cackle as she leaned back from me, keeping her arm loosely draped over my shoulder.

"So this is why women do this. I see, I see. You know, Issei, you've taught me a lot in the time we've been together."

I have? "I have?"

"Oh yeah," she said, and then she suddenly perked up. "Alright, that's him," she said, leaning into me and pointing at someone disembarking from an airplane.

Odin was an insanely old dude, like, his beard reached all the way down to his feet. What the heck? Cut your beard at least a little! He had a cane, which he was seemingly using to support his weight. At his side was a pretty girl with long silver hair, dressed in a nice business suit.

"Alright, Issei, don't ruin this for me," Azazel said, standing up, stretching for a moment, and then approaching the pair. I wasn't sure if I was supposed to follow her or not, so I took a moment, and then decided she hadn't told me not to, so I should follow her. She cleared her throat. "Just who exactly is this handsome devil?" She asked. What the hell, Azazel? Flirting with another guy, right in front of me, your boyfriend?!

"Oh, Azazel, it's you," Odin said.

Azazel immediately let out a noise of outrage, her arms stretching out in exasperation. "What the hell? How can you tell it's me? I look totally different."

"I'm a very wise old man, and you're a very dumb young buck," Odin said. "I honestly don't know why you would ever have thought this would work. What do you think this thing is for?" He asked, pointing to his monocle.

"Oh please, it's not as if I used any magic to change myself. This alteration is 100% for real," Azazel said. She then glanced back at me, holding her arm out. "By the way, this is my boyfriend, Issei. Issei, this is Odin." She gave me a look. "Don't worry, Issei, I wasn't really going to flirt with him. I was just, you know, gonna fuck with him a little."

"Isn't that even worse?!" I asked, in such a panic that I didn't fully process her words.

"You're robbing the cradle, Azazel? Tsk." Odin said. "This boy can't even be older than my Rossweisse here, and she's a virgin."

"Wha- wha- whaaat?" She was starting to tear up! Don't be sad, Rossweisse! I was a virgin until recently, too! "I didn't choose to still be a virgin," she said, sobbing loudly. She looked about ready to fall to her knees. "I didn't choose to not have a boyfriend! It's not my fault, it isn't," she whined pathetically. "It's not my fault no guy ever asked me oooout!"

She was pretty, and I did have every reason to get more girlfriends. So... what the hell? If she wants it so bad, it'd be cruel not to at least make the offer! "Rossweisse, you're very pretty. Please go out on a date with me," I declared immediately.

"Eh? Right in front of your girlfriend?" Odin asked, surprised. "I didn't take you for the sort to be into, that sort of thing, Azazel," Odin admitted. "Even if you suddenly started swinging for the other team. Or playing on the other team? Or both?"

"I!" Rossweisse began, raising her finger. Tears were still splattering her features as she stood there. I'm not sure if she was trying to accept or not! I'm actually not sure! I have no idea!

"Let's just all get a drink," Azazel said. "Be nice to catch up with Odin, and Rossweisse can talk to Issei some while the pair of us do that."

Having had the decision effectively taken out of her hands, Rossweisse seemed relieved, maybe? She wiped her face clear and steeled herself, trying to become professional. "Very well, if that is how it is going to be," she agreed.

Odin chuckled. "Look at this total virgin's reaction to being asked out for the first time! She couldn't even say yes!"

"Uwaaa!"

* * *

I wasn't old enough to drink, but Rossweisse was. However, seeing her drink, I quickly wondered if perhaps the law should have raised the drinking age so that she would not be allowed to drink, because after pretty much one single sip of sake, she was leaning forward on the table, clearly intoxicated already.

"You're the first guy to ever ask me out. Did you know that, Issei?" She asked, lightly slurring her words as she spoke. "The first guy ever. Everrrr."

Yes, I know, you've told me like ten times so far. How are you this drunk?! You haven't even finished your first glass yet! "You're actually really pretty and nice." What?! She is! I feel bad for her! "I don't know why nobody's asked you out so far."

"Thank yooooou," she said. "You're so nice, Issei..." She reached across the table to rub my forearm.

"You know my girlfriend is right over there," I prompted her, pointing to Azazel.

Rossweisse turned her head over. "It's alright," she said. "She doesn't have to know. Wait, but you asked me out!" She pointed at me accusatorily. "You're a cheater, a dirty... dirty cheater," she said, flapping her arm onto the table awkwardly before just leaning into it. "How come only cheating guys are interested in me? I just want a guy to ask me out. Am I that bad? What's wrong with me that only a guy like you would ask me out?"

Alright, I'm having some trouble deciding how to answer that question because you kind of are shifting all over the place, Rossweisse! Also, I'm not a cheater! "I'm not a cheater," I clarified for her. "Azazel is fine with me having other girlfriends."

"Huuuuh?" Rossweisse asked in confusion. "Isn't she like the head of the Fallen Angels or something?"

"Yes, but..."

"You must be really incredible to have Azazel be your girlfriend and also let you have other girlfriends. That's kind of... that's kind of messed up."

"It's not messed up," I said defensively. "She isn't even my first girlfriend, so if I was only allowed one girlfriend, it wouldn't be her," I declared, crossing my arms. It'd be Aika, right?

"You're so terrible," she said, squeezing my bicep. Wait, why are you leaning so far over to the table so you can squeeze my bicep, Rossweisse? "You're an enemy of all womankind..." Her tone of voice completely didn't fit her statement! Her eyes were lidded, all sexy like...

"S-so!" I cleared my throat, trying to change the subject. "You're a Valkyrie? What's that like? I have a girlfriend who's a fallen angel, a devil, a vampire, a harpy," I said, counting them off. "They're all different, but I don't know what Valkyries are like."

"I'm good at magic and fighting and I can fly and I'm strong but I still don't have a boyfriend, Issei. I still don't have a boyfriend. No boy has ever asked me out except you, and you're an enemy of all womankind."

"I'm not an enemy of all womankind! I respect women. I love women. I protect women. I see a woman and I try to be nice to her. Yes, I have a bunch of girlfriends, but they're all better off for being my girlfriends! That's why they stay with me! They can leave whenever they want, but they don't want to. Right, Azazel?" I called out. "You wouldn't break up with me, would you? Or- you don't want to break up with me, right?"

At that, Azazel got up from her table with Odin, stepping over to the two of us. She casually wrapped her arm around me, pulling me into her such that my head pressed right up against her big, beautiful, soft breast. I just sighed as I felt the firm round thing. She didn't wear bras. So wonderful. "What kind of things are you saying to my cute junior?" Azazel asked.

"He's trying to cheat on you," Rossweisse declared, pointing at me.

What the heeeeeck?! I'm not! I already told you this!

"Naughty naughty boy," Azazel said teasingly. "He'll have to work really hard to cheat on me, because I don't mind if he sleeps with other women." She leaned over me and kissed me on top of the head. Ah, that's so nice, Azazel. Why is that so nice?! "Oh, by the way, since Odin is from out of town, I already got a room for him at a local hotel. He didn't mention he had someone coming along with him, but I know this old bastard." She reached into her jacket tossing a keycard at Rossweisse, who just got smacked in the face by it without even reacting for a second. "There, you can, uh-" She considered Rossweisse for a second, as the girl fumbled to collect the card from her lap. "Issei, you take her. I don't think she's good to walk all that way alone, you know?"

I guess you're right, Azazel. "Let's get you to that hotel!" I declared to Rossweisse.

She managed to surge to her feet, unevenly. "Let'sh go!" She declared, holding the card high to the sky, one hand planted on the table for balance.

Then she almost fell over, before I rushed over to grab her and steady her. Please be careful, Rossweisse!

* * *

Wait a second, this is a love hotel! I thought, looking at the building. What the heck? Azazel? Why did you have a love hotel key card just ready to go? I went up to the front desk nervously. "Um, a friend of mine gave me this keycard," I said to the lady at the desk. "How much, um, time does it have?"

She took the card from me and ran it through the machine, not even seeming to care that Rossweisse was playing to me for balance. "A full twenty-four hours, sir," she said.

Wow, you can have a lot of sex in that amount of time! Wait, no, I'm not having sex, I'm just helping Rossweisse to the room!

"Issei, this is a really pink hotel," Rossweisse said drunkenly as I started to walk to our room. Wait, she's foreign! Do they have love hotels in foreign countries? Oh no, they definitely don't. "How come the hotel lady said it was twenty-four hours, instead of a day?" Rossweisse asked.

"Uh, no reason," I lied. "Let's get you up there, so you can lie down."

I soon opened the door to our hotel room and tried to gently guide Rossweisse to the bed. Unfortunately, while she did plop down on her back, she also clung on to my wrist when she got there, just tugging me down towards her. I wound up almost mushing my face into her tits before pulling myself back up.

"Ah! What are we going to do on the bed, Issei?" Rossweisse asked me as she looked up at me, planting one pinky finger on her lower lip. She was actually really fucking hot, even in a business suit, with long silvery hair and beautiful aqua eyes that were full of raw lust.

No, I can't do it! You're too drunk! Even if your boobs are really nice. And your face is really nice. And your hips are really nice. And your legs are really nice.

No! I started trying to pull away, but she just tightened her grip on my wrist. Wait. Valkyrie's have super strength? "Issei, you're not gonna just leave me here, are you?" She actually sounded like she was about to cry. "I'm a virgin asking you to sleep with her, and you're trying to run away, because I'm so terrible. And I don't deserve to have a boyfriend, even a cheating enemy of all womankind."

That's not what's happening! You're drunk and I don't want to take advantage of you! "That's not what's happening! You're drunk and I don't want to take advantage of you," I declared.

"Okay then." She grabbed my forearm with her other hand and just did some kind of judo throw technique that landed me on the bed next to her, the whole bed creaking and bouncing from the force of my body hitting it. Holy crap, was she that strong and too drunk to control herself? Wait, am I in danger?

"If you really just don't want to take advantage of me..." she said, like she didn't believe me for some reason. Then, she wrapped me in this sort of bear hug as best she could, just plopping her body atop mine. Her boobs pushed into my chest, and her legs rubbed against my thigh as she clung onto me. She was only kind of half on top of me, half curled to the side. "Then you shouldn't have any problem just staying here and sleeping in the bed. That's not taking advantage of me. And if you're lying, then you really are evil."

"O-okay," I agreed. I gingerly wrapped one arm around her, making her snuggle into me.

She then promptly fell asleep, just starting to droll on my chest almost immediately. Well, at least she was happy. I was fully clothed, and so was she, and there were no blankets on either of us, so it was kind of an awkward place to sleep, but I guess I was stuck here, so...

* * *

I woke up to the feeling of a soft feminine hand around my cock. There was still a weight atop my body, though of course it didn't bother me at all thanks to my increased strength. I just sighed, gently shifting on the bed, my erection pulsing in the hand.

Then I remembered who was sleeping on top of me, and hurriedly opened my eyes. If she was still drunk, then-! Wait, her hands are still on my chest.

It was Azazel who was jerking me off. She wore a little smile and put her finger to her lips, then leaned down towards my cock, mouth opening wide. "Azazel," I hissed. Rossweisse let out a little mumbled noise into my chest, shifting slightly atop me. "What are you doing?!"

"Mm?" She asked, with my cock still in her mouth, as if to say, What does it look like I'm doing, idiot? Of course, the humming around my dick just added to my pleasure, my length pulsing against her lips. She responded to the throb by leaning forward, slowly but surely sucking my entire cock right into her throat. I groaned, my free hand curling up into a fist as I tried not to make too much noise.

Luckily, Rossweisse seemed very sleepy and was not responding at all, even as I twitched in response to Azazel deepthroating my cock. "I can't believe you're doing this, Azazel," I breathed out.

She finally popped off my cock and took that moment to pull up and off her top altogether, just tossing it onto the floor besides her. "You were a good boy, weren't you?" She asked. "You didn't touch Rossweisse, even though she was practically begging you to?" I nodded. "Then you deserve a reward, don't you?"

We can wait! We can do it somewhere else!! Azazel!!!

At that point, she wrapped her breasts around my cock, and my brain just about shut off. Her fingers crushed those big voluminous tits into my dick from either side, while she just grinned up at me, long dark hair trailing around her features as she bobbed; up and down her tits went. Up and down. My fingers gathered a clump of the blanket beneath me as I strained not to let out any noise.

Rossweisse is counting on me, the sweet innocent drunk girl is counting on me not to traumatize her because she sees me getting a titfuck when all she wanted to do was cuddle! It's my duty! As a man!!!

"Issei is cute like this~," Azazel teased, and I responded by placing my hand on the back of her head and just shoving her face into her tits. She suckled on my cockhead, what of it popped out from between her bouncy breasts. But it shut her up, which was the real point. I didn't want her to wake up Rossweisse with her teasing.

She just slurped around my cockhead, her hands on her tits just about crushing the big old funbags into my length. I strained not to let out any noise, my hips very slightly pumping up into her face as I kept getting closer to an orgasm. I wasn't going to make her come, both because I was worried her noises would wake up Rossweisse, and because I didn't want to reward her for doing this!

"Bad girl," I whispered out, and Azazel responded by letting out a faint little disappointed noise, giving me a pouty look through her eyes. Then her tongue began to go absolutely wild inside her mouth, making rapid circular motions around my tip. My cock pulsed inside her breast, as she just kept working me over.

Wait a second, I could just come whenever I want to! I decided to unload right inside of her mouth. Her eyes went wide in surprise as her cheeks puffed up from just how much cum I was pumping into her mouth. She gulped it all down though, only a little bit splattering down to her beautiful tits. When I was finished coming, she shifted up, ran one finger across the cum on her breast and placed her finger into her mouth, miming fellatio with it as she cleaned it off.

When she was finished, she did not decide to go get dressed and leave us alone. Instead, she just grinned, hiking up her skirt and revealing she wasn't wearing panties. Azazel!! What are you doing?!

She pointed her pussy at my cock and began to slowly but surely drive herself down my length. I groaned at the sensation, then strained not to make any more noise, as Azazel just gripped and squeezed and milked my cock inside of her. "Feels good, Issei~?" she teased, grinning down at me. I just glared up at her in silence. "That face is so cute," she said, reaching down to poke my lower lip.

Then she got back to bouncing on my cock, her big breasts going up and down with each pump of her hips, her knees on either side of my hips.

I try to determine what she wants, but of course I can pretty much tell what she wants even without any assistance: to tease and bully me like this. That's not helpful, magical sex senses!

I decide what the heck. I reach up for her mouth, placing my hand over it, and she just looks at me curiously, breathing through her nostrils, the breath softly tickling my thumb. But then, I start making her cum her brains out. Her old body twitches and jerks atop me while I tighten my grip on her face to keep her from letting out too much noise or moving too much. Her pussy spasms wildly as she orgasms over and over, going cross-eyed in pleasure.

I can feel the saliva spraying out of her mouth against my palm, as her brain positively melts from the pleasure. After a minute or so of that, I just blow my load inside of her. A nice thick heavy load filling up that tight pussy.

Once we're both done with our respective orgasms, I pull my hand away from her mouth, looking at her. Then I make a little shoo gesture with my hand. "Men are so cruel," she says teasingly. She sighs, then gets off of my dick, leaning down to give it one last peck before she manages to shove it into my underwear and pull my pants back on. Thank God, I really didn't want Rossweisse to see that. She blows me a little kiss. "Have a nice night, you two."

Rossweisse is asleep. She's definitely asleep, right? So Azazel's just talking to me. She has to be just talking to me because Rossweisse is definitely asleep because it would be really bad if Rossweisse wasn't asleep right now and had been watching that whole thing.

E-even if she's not asleep, she's probably so drunk she won't remember, right?!

R-right?!

AZAZEL!!!!

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