Not Quite as She Was Hoping

Her sudden swell of confidence is... well, refreshing, and it'd be intimidating too if I couldn't lift her with a finger now. But her attempt to make me feel bad about how stuck she is as my "competitor" doesn't land maybe quite the way she intends. So she wants good odds, huh? Well, I guess she doesn't quite know what the odds are yet… particularly about her new butt customizations.

But more than her weird attempt to challenge me, I keep thinking of her bewildered horror from just a moment ago. I guess that's really going to be the reaction every time, huh? I sort of took the crazy supernatural stuff in stride, I guess, compared to how others might...

Then again, the girls on the receiving end of the app. Hmm.

“Well, let me ask you a question: have you ever had... um... anal?” Despite everything I'd been through, it's awkward to verbalize it now.

Her face tells me she considers not answering... but she forces a smile. “No, and never will, nasty-ass pervert.”

“So... you don't think you'd enjoy it?”

Her brow furrows as she begins to suspect where I'm going with this. “There's enough gossip on the team for me to know it's no fun. Let's focus on a real competition here.”

Sorry, Leona, this is the competition. “I ask because that's what the next competition is going to be: I call it Hard Anal!”

A long, indignant pause... and her confidence falters on her face. “T-That's not a competition, that's just sex!”

“Oh, but there are rules! The man competes with the woman by… having anal sex, okay, so there is sex involved.” Her **** smile turns bitter and small as I recite the rules on my phone. “The man wins if he gets the woman to come during anal sex before he goes limp, and the woman wins if she can make the man limp before she comes! The man, of course, decides how naked both should be and what positions to use-”

“That's not a fair competition! What, you get to fuck me in the ass and that's a 'competition'?”

“Well, it's pretty much a race to see if you can get me soft before I get you off!”

“I get **** even if I do win!”

“Well... if you consent to the competition, then you're obviously consenting to everything it involves. Is it really **** if you're participating with your own free will?”

“I'm not… this isn’t my free will! You're... fucking with me!”

“Alright, let's try it: if you don't want to compete in Hard Anal, just refuse to do so and we won't do it. You have my permission to do so.” Fat lot of good it will do her. “But if you accept, then you're consenting to the anal it involves.”

“I'm... I'm not going to have my first-” She bites her lip, but the truth catches my ear before she can strangle it. I must have worn my shock on my face because she continues, “I don't want you to be my first.”

“That's...” Well, shit... is she... wait, yeah, she'd be my first... "first," so to speak. Sophia, Alice, Ivette... none of them were virgins. Wow, so Leona Teller, varsity star and tall beauty is... I mean shit, how? I know she intimidates with her physical prowess, but I thought at least one dude would- fuck it, a question for another time. I do my best not to lose face. “I... well, I don't think anal really counts, right?”

“What kind of Catholic meme shit is that?!”

“Alright... well, would you like to get fucked in your pussy first, then?”

“I don't want to get fucked at all!” Despite her tone, she doesn't cry... somehow she's still strong even as the situation is clearly heading in the "wrong" direction for her. I like that, if I'm honest; I don't want a sobbing mess, just... someone who might start **** and slowly grow to worship my cock. Is that so much to ask? I've almost got two women to that state, and once mom gets home...

Alright, focus Dave, she doesn’t like whatever look you just gave her. One wonderful lover at a time. “Eh... hmm. If you could pick the competition... and it had to be something sexy... what would you pick?”

“A... Why does it have to be sexy?!”

“Because I'm horny, you're hot as Hell, and I'm looking to kill a few hours.”

She only flinches at the accusation that she's hot. Finally, she manages, “A few... hours?!”

“You have somewhere to be?”

“Home!”

“They'll understand.”

She tsks at that. “So if I can't come up with a 'sexy' competition... you're going to fuck me in the ass, is that right?”

“Well, I’ll challenge you to Hard Anal and-”

“Sure, whatever. Shit… Alright, pervert...” I thought to ask her to not call me that, but something tells me that'd backfire quite easily. “Basketball, and scoring a shot strips clothing off the opponent. That's sexy, right?”

“Except the part where you'd crush me in basketball, we'd have to go outside, and I'm already naked. My counterproposal...” I think of the details quick before I recite them, “A game called Spank Drip: you bend over and I get to spank you for one minute. If you drip anything from between your legs onto the floor, you lose; keep the floor dry by the end of the minute, and you win. I still- I mean the male competitor still chooses your position and clothing, of course.” I expect her to be as resistant to this idea as Hard Anal, but my hope is to wear her down until she suggests something I'll actually enjoy.

But instead, Leona looks away and far as if she's trying to figure something out. “So what, you're going to hit me hard until I pee myself?”

“W-What? No, until you leak... you know, pussy... juice.” God, vulgarities sound weirder when said aloud. “You know, vaginal… lubrication... whatever it's called.”

She snorts at my awkwardness. “You think… hol’ up, you expect me to get wet from that, like I’d be into that shit?” Before I can respond, she snidely answers, “Alright... Spank Drip it is. But if you get to decide I’m naked ‘n’ shit, I get to decide the prize.”

This part reminds me of the importance of the perk I couldn't pick: User deciding the prize for the competitions. I’m still shocked that she’s walking right into my first trap, so I concede. “Alright, if you win, what do you want?”

“I want you to let me and everyone else go from this... effect you're having on us, and to never use it on me again.”

A steep price... but not one I see myself paying before the day is done. “So I should get something comparably important, right?”

She grins; as far as she can tell, I've taken the bait. “Naturally. You get to be my first... by anal, though,” she adds with urgency.

“I can have your ass right now, so it needs to be more than that.”

Her smile falters, but she stands firm; she'd never drip anything just from one minute of my whimpy spanking, right? “What do you have in mind?”

I grin at the offer. “I get to take your pussy... and come inside you.”

She inhales sharp in a mix of disgust and horror before hissing through gritting teeth, “Is that what this is about? Trying to claim me?”

“This is about a bet, and my ability to ‘compete’ with you is the prize.” I give her body a good leer before adding, “I already claimed you.” Silver Tongue makes that hit harder than I mean it to, but it’s the truth. “This is about me securing or losing that claim.”

“I can’t risk getting pregnant.”

“You won’t unless I want you to, and I won’t want you to unless you agree.”

“… But you can change your mind.”

I pause. No one had pointed out that problem with my “truth” before. Would it be better to just lie and say they’re in control of their fertility while under the Gem Health Program? Maybe for the next Custom Girl. “All I can say is that I don’t intend to right now.”

“Bullshit, that’s too high. I’m just asking for freedom, something I had before you stole it. You don’t get to compare that to my virginity.”

I press my lips together in contemplation. It needs to be something she can’t take back later, because invariably she would since the app has nothing to do with enforcing it. “Alright… if I win… you spend the night at my house.”

“My mom would have a fit-”

“Tell her you’re here to visit my sister as a friend.”

“Your sister?”

“Alice, if you know her?”

“Alice… Alice Haines?” When I nod she blinks in disbelief. “Alice is your sister?! Is your whole family perverted?!”

What kind of reputation…? Later, Dave, later. “Well?” Leona cringes even at this thought… but it’s a low-impact commitment and I could already keep her here just with re-upping some competition or another, as she now knows. But with this, I could keep her here when mom gets home, and then…

“No tricks or ****, right?”

“No ****, no new tricks.”

“Just the old ones that got me here,” she notes bitterly. But she still hesitates to accept our terms.