A New Kind Of Grind

"I don't understand how we got here," I said.

"It's quite simple," Penelope said, sitting on her bed, wearing nothing at all. "You and I had a deal: you secure me a wife for after you leave, and I would let you take my maidenhood. At the same time, the wife you have secured for me is a... what is the term..."

"Smokin' hot milf," Valerie provided, propped up next to Penelope on the bed, and wearing a very, very well-made set of lacy golden lingerie, which worked together with her pose to show off the very generous curves of her figure, that took the already obscene padding of Vanessa's bust, hips, and thighs, and filled them out even further with the weight of two children and thirty more years.

"Precisely," Penelope said. "She is a smokin' hot milf, and she wants to put her best foot forward in this relationship. So..."

"So... the sex you and I were planning to have has become a threesome, because Valerie wanted to get laid too," I said.

"I hope you don't mind too much," Valerie said.

"Tell you what," I said, rolling my shoulders. "You both are sworn to keep my trust and confidence, so I feel comfortable saying this: Valerie, to begin with, I have a secret class called Incubus, which ties in with a number of sexual matters. By having sex with you, I can give you the very similar Succubus class, which will benefit you through its abilities, and benefit me through the excess power I can collect from you. So, if I have your permission, I'd like to begin this threesome by individually initiating each of you as a Succubus, then getting to the group sex. Sound good?"

"I'm all yours, my liege," Valerie said.

"A deal's a deal," Penelope said, not quite suppressing a giddy grin.

"Right, well... Penelope, let's start with you," I said, parting my robe and withdrawing my rapidly-hardening shaft. "Ready?"

"Ready," Penelope said, spreading her legs and leaning back.

I stepped forward and leaned in, giving her a quick peck on the lips. While our planned marriage wasn't one of powerful romance, it was by no means a loveless one, either. We certainly liked each other, if this whole 'enthusiastic premarital sex' thing was anything to go by. This wasn't just a businesslike 'I need to turn you into a Succubus so that I can more optimally power-level my class.' I was sliding my cock between Penelope's wet lower lips because I wanted to take her virginity (for a very specific meaning of the term; she had very definitely stuck that dick of hers inside other girls before).

"Ooooh, that feels, very different from anal," Penelope murmured, as I slowly slid myself in.

"What, you've never even used a toy in here?" I asked. I wasn't even using any sex magic yet.

"It's... mmm... Different, when it's real flesh, and warm," Penelope said. "Fuck, that's... oh, oh my..."

"Yep," I said, nodding as I got a little less than halfway in. "That, little darling, is your cervix. Have you ever opened it up with a toy before?"

"Once," Penelope said, flushed and breathing heavily. "It was, oh, it was... oh, fuck..."

"It's very sensitive, isn't it?" I asked. One of the beautiful things about this world's idea of anatomy was that cervical penetration was not incredibly painful, but actually incredibly pleasurable, and also way, way easier to do. Which was a good thing, because otherwise, there just was not a way to fit an entire twelve inches of dick inside a vagina. "Now... ready for the rest of it?"

Penelope nodded slowly, and I grunted wordlessly, sloooowly sliding myself in the rest of the way, until I was buried to the hilt, and I could see the outline of my cock showing through her belly- much easier on her slim figure than it had been on Akane's much thicker- no, let's not be a coward about it- much fatter form.

"Aaaaaa," Penelope 'said,' her voice high and inarticulate.

"Enjoying yourself?" I asked.

She nodded silently.

"Want me to keep going?"

She nodded some more, so I did, slowly and gently, moving my hips barely three inches. We could get to the faster, rougher stuff later. Right now, though, I was going to give her a soft and sweet introduction to the world of me plowing her.

To that end, once I noticed she was close to orgasm already, after barely three minutes of gentle fucking... I made myself cum with her, bringing it to a quick close, and being very careful to not inflate my knot inside her.

After all, I had more than just the one Succubus to make here.

"Penelope," I began, lowering her onto the bed, "once you accept the notification you just got, and get a second wind... well, you'll know what to do. Your class will guide you. As for you." I turned my attention to Valerie, who had been fingering herself while she watched us. "Being an Incubus, I get to know things about people, and what it is they desire. I dare say that some people, I know their libido better than they know it themselves. So! Rejoice, Valerie Vega, because what I'm about to do to you, I know you're going to like it."

"Oooh?" Valerie asked, spreading her legs a bit further, and moving her hand to lift her balls out of the way, giving me free access to her pussy.

"Enjoy," I said, before using [Telekinesis] to lift her up, flip her over, and drop her onto her hands and knees, ready for me to smack her ass and start plowing her from behind.

Now, to be perfectly honest... I wasn't really that much of a sadist. I mean, sure, inflicting some rough sex and spanking on Valerie was exciting, but I wasn't doing that because it was a thing I simply had a boner for, I was doing that because I genuinely hated Valerie, on account of the absolutely horrendous upbringing she inflicted on her children- both of her children, really, since Annie was also pretty fucked up by her childhood, just in... different ways.

And the fact that Valerie Vega was a genuine masochist, well. That was just a nice little bonus, to let me get a little violent with her and still feel good about myself. She certainly didn't see this as a violation of her person or an abrogation of her trust. She just saw it as me knowing what she really wanted and being alpha enough to give it to her. (Yes, with that particular connotation. Sexual empathy had its upsides, but sometimes I was fucking someone I didn't want to be super deep in the head of.)

"Fuck, you're tight," I muttered, pounding my hips against her ass with a much faster and deeper rhythm than I'd used on Penelope. "What's wrong, bitch? Couldn't get any more action after you had your kids?"

Valerie just moaned wordlessly, and I grunted. Dammit, I wanted to yell at and berate and degrade Valerie, but not like this. Not when she likes it. I want to treat her roughly for moral reasons, not sex reasons! Now she's not thinking about the error of her ways, she's just thinking about how badly she wants me to pull her hair and spit in her mouth!

I mean. Sure, I'd do that anyways- I cast a quick body-reinforcing spell on her before roughly grabbing her white locks and pulling to the side, forcing her to turn her head and half-face me. I leaned in and kissed her roughly and greedily, nipping at her lower lip a bit harder than was strictly necessary, before gathering a bit of saliva and spitting in her mouth, before pulling back and putting my hand back on her hips.

But that was just because I was considerate, even when I was, ostensibly, hate-fucking my girlfriend's abusive mom, and really, really shouldn't be.

In another entry in "Roxy is too caught up in her own weird ideas about morals to properly hate-fuck someone," Valerie started to cum, and you know what I did? I just kept going! I didn't stop, I didn't use sex magic to ruin her orgasm, I just let her cum! And then! I did use sex magic, to give her a second wind, and it took all of two minutes for her to cum again!

Thankfully, though, Penelope had finally recovered enough to lever herself up, intuit what I'd planned, and shuffled over to start ruthlessly facefucking Valerie, who choked only a little, before adjusting and starting to take it like a champ. On the one hand, Valerie not literally choking on cock was a good thing, because that's bad for your health, but on the other hand, I wanted her to have bad health... but not enough to violate the trust she'd placed in me by letting me use her like a toy.

I finally busted my second nut of the evening, this time inside Valerie. I offered her the Succubus class, which she accepted almost immediately, and after Penelope came, and fell onto her back- her spit-slick cock popping out of Valerie's mouth- I planted my hands firmly on Valerie's ass and pushed, pulling my fully-inflated knot out of her pussy, giving her a sensation not completely unlike yanking out a particularly big anal bead.

"That," Valerie said, weakly, "was the best I have ever had it. Roxy... Thank you. Thank you so much."

I grunted, casting a spell to clean my dick before I put it away, trying and failing to completely contain my disdain.

"Don't mention it."