Dinah Date Night 1, Part 3: Contingencies

Francis

The two of them sit silent after Francis turned off the TV. Francis is too busy trying to calm that rage inside him to really notice how Dinah is handling it. The thought of some psychotic monster doing something like that to someone like Dinah (or frankly, any of the others) gets his blood boiling. He can’t go hit the bags right now, so he just closes his eyes and breathes. In. Hold it. Out. Repeat.

Another eternity passes before he can finally speak, “Are you alright?” He looks at the doctor, her mascara ruined as her eyes continue to water.

“Are you?”

The man shakes his head, “No. I will do just about anything to make sure you avoid a fate like that. But, if something like that happens while you’re pregnant...”

“I... see your point. I don’t like it, but I see it. I do have a contingency plan, if you feel up to it tonight. The first challenge is tomorrow. I need as many points as I can get if the challenge goes wrong. I doubt the scheming harpy is going to just give us a fair competition. She’s bound to have something terrible planned.”

“What do you have in mind?”

“There is a tab in the shop for feminization transformations for you. With your consent, I’d like to purchase as many of them that can generate points as I can afford, then push you as far along each of them as seems practical for the night. Ironically, I’m the one that’s going to break our little family alliance I spent so much effort trying to hold together when I do this, but it’s the only way I can keep up with them.”

“What?”

“One of our rules is that no-one buys one of those unless everyone is okay with it. You’re here to consent. They aren’t.”

He sighs, “Give me your phone, please.”

She hesitates, but eventually slides over her phone as near as she would dare. He picks it up, finds the group text with all of the girls, opens it, and starts a voice memo text: “I’m using Dinah’s phone to send this to all of you, so please listen up. Yesterday, I sent out some texts to potentially fix some of your transformations. Well, this afternoon I got word back that, to pay for them, I need to allow the hotel staff to further my feminization transformations. I didn’t get into pricing yet since I doubt I have enough instances of them yet to do much upgrading. Dinah has offered me to buy some transformations and I want to take her up on it, both to help her get some more points and to maybe get me enough triggers to fix everyone’s issues with what has been done to them so far. If anyone objects, send a reply text to my phone in the next 5 minutes. Otherwise, I will assume that you are fine with whatever transformations I agree to take on tonight. See you all soon.”

He returns her phone, making sure to make contact with her hand. No winces of pain. Good. Looks like we fixed that problem.

“Why did you...”

“Like I have said so many times this week in so many different ways, if I need to become a woman to save you all from coffee table hell, I will do so. Like I have maybe only told Skye, I’m going to need you all to help put me back together when the job is done. I’m sure you gamed this out. What are you planning on doing to me tonight?”

Skye

Skye is really worried. She spent most of the afternoon happily baking a pie for Ms. Dinah (and one for the other girls to enjoy during dinner). Now, it’s well past dinner and none of the other girls showed up. She sent out texts to all of the missing individuals. No one responded. She doesn’t know exactly what to do.

Suddenly, a text notification pops up from the group chat. A video chat from Francis from Dinah’s phone?

She listens intently.

What do I do? I trust Ms. Dinah and my future lady love, but, if the others aren’t here, they may not get the message in time. Do I try to stop them, just in case? What to do?

The time limit Francis imposed passes while Skye sits and panics. To calm her nerves, she cuts into the pie and serves herself a giant slice. Pie makes everything better. Mmm...

Dinah

No one objected. That doesn’t mean everyone read the message in time. But no one objected.

Dinah keeps trying to convince herself that she has done the right thing as a few mermaids are arranging Francis’ new furniture just so. He is busy trying to shoo one that looks kind of like a lionfish down a shoot, telling her to wait until we’re done before coming to lap up his spunk. What’s done is done, however.

Dinah: -50 BP

Soon enough, it’s just the two of them again. Those same sad eyes just staring. His hand is fidgeting; he looks apprehensive.

“Are you ready for all of this,” he asks, “The BP is spent. No turning back that.”

For the second time tonight, she answers with, “Are you?”

“I’m as ready as I am going to be. Let’s start with some easy points. Between my soon-to-be new wardrobe requirement and my deal with the staff (sorry if they were a little gross just now), it’s easier to go through all of this undressed anyways.”

He strips off his clothes. Maybe he is more okay with this than he realizes. I mean, he’s not... completely flaccid.

Dinah: +6 VP (Seen Master’s Glorious Cock x2 Bonus [first time contestant participant])

“You are the expert, what’s next?”

“Let’s start with hair care. Have you been using a braid or...”

He anticipates the question as he sits in front of his new vanity. He answers, “A hair cap to sleep in. Just because Josie didn’t wake me up when she triggered that transformation in my sleep, it doesn’t mean one of you wouldn’t. Do you want to supervise me brushing it, or do you want to go for those points?”

A few minutes of brushing later, and Francis is blissed out. A small puddle of semen pools underneath his vanity bench. Dinah quickly arranges his lengthening hair under the sleeping cap before he comes to.

Dinah: +4 VP (Brought Master to Orgasm [Hairgasm] x2 Bonus [first time contestant participant])

“With your hair out of the way, we can move on to your skin care. Have you ever used an all-night facial mask cream before?”

“Nope. Walk me through it.”

“Before we begin, are you sure? Once you use a product from this vanity, no turning back.”

Instead of answering, he just opens the jar and dabs a big blob of it on his nose.

Dinah: +4 VP (Bought Master a Feminizing Transformation x4 [first time both participants])

New Transformation:

Make Up Your Face – The Master’s face is so icky and masculine. Let’s fix that. The Master will be given a make-up vanity and will be compelled to apply make-up before leaving the Master’s bedroom for the day. Every time a contestant teaches the Master a new make-up technique, The Master will experience arousal. If the contestant teaches The Master sufficiently to cause an orgasm before the game ends, the Master’s facial skeletomuscular features will transform into a more feminine form. Upon 10 such orgasms, the Master’s face will be completely reshaped to a feminine ideal. Everyone will always recognize the Master’s current face as the Master’s, but only the Master is aware that this transformation changes his facial features and the nature of any of those changes (Progress: 0/10).

Seeing that notification (or at least the parts she can read), she notes, “Wasn’t expecting that. Let’s proceed.”

As she describes how to put on the mask, she sees Francis undergo a similar response to the hair brushing. His face blushes, his breath becomes more ragged, his moans and whimpers become more feminine. By the time the mask is completely applied, he cums again.

Dinah: +8 VP (Brought Master to Orgasm [Make-up Lesson] x4 [first time both participants])

He is a little slower coming back to his senses, but, when he does, he spends a bit of time staring into the mirror. Weird. His face always looked like that.

“We’ll work on some natural looking make-up techniques in the morning. For now, let’s go with those nails. Are you...”

He again doesn’t wait for Dinah to finish the question. He opens the packaging and starts pressing the gaudy pink acrylics into place. The nails bind and adjust themselves, shoving the original nails out of his digits (perhaps less painlessly than the packaging suggested, given how he winces). Soon enough, he has all his finger and toenails replaced. He stares at his hand and, like magic, the nails turn to a more natural tone and recede slightly. One would have to stare rather intensely to notice that the nails are fake, but they definitely look much better than the chewed on nubs he had.

Dinah: +1 VP (Bought Master a Feminizing Transformation)

New Transformation:

Nine Inch Nails – The Master has a bad habit of chewing the Master’s nails. Let’s fix that. The Master’s nails have been permanently replaced with nigh indestructible acrylics. If damaged, the nails will rapidly repair itself. The acrylic nails are semi-sentient and share a hive-mind. They are able to adjust their length and color to match outfits, though the Master will have some ability to override them with **** of will.

He gets up from the vanity and heads to his other new bit of furniture, a gaudy pink wardrobe.

“How should we do this one?” he asks, still trying to soldier through this.

“You know, this one can wait until morning, if you like.”

“While I know that most of the people that can see me in the morning can already see me now (hi, perverts!), I’d like my first time doing this to be in relative private? So, as miserable as I seem right now, waiting until tomorrow is only going to make it worse.”

Dinah pulls out the pajamas she brought to wear while sleeping. “Maybe try to picture something like this? But just put on the top for now. I’m going to go change for bed in the meantime. Let me know when you are pseudo-decent.”

While Francis deals with his pajama situation, Dinah gets ready for bed. Her much shorter haircut means she just needs to give her hair a quick brushing. She brushes her teeth and washes her face. She changes into her pajamas. By the time she’s done, Francis gives her the good-ahead to come back in.

He now has on a sea foam green pajama top. Mostly. He’s still struggling with the fact that’s women’s clothes have the buttons on the proper side of the shirt.

Dinah: +1 VP (Bought Master a Feminizing Transformation)

New Transformation:

Clothes Make the (Wo)man – The Master’s wardrobe is so icky and masculine. Let’s fix that. The Master will be given a magical wardrobe that can generate any piece of women’s clothing the Master could desire in the Master’s current size. The Master will be compelled to wear at least 20% of the Master’s clothes from the wardrobe anytime the Master wears clothes. Every time a contestant compliments the Master on wearing an item from the wardrobe, The Master will experience arousal. If the contestant compliments The Master sufficiently to cause an orgasm before the game ends, the compulsion to wear wardrobe items increases by an additional 20% of clothing worn, until all items worn must come from the wardrobe (Progress: 0/4).

“Look at you. You mostly got yourself dressed for bed.”

“Not feeling anything for that one. You sure that was a compliment? Maybe help me fix my buttons, then try again?”

Dinah walks up to fix the buttons. The silky texture of his pajamas feels so good. She tries again, “You know, this fabric feels so good. It will certainly help us cuddle in bed in a bit. Especially since we aren’t going to be banging.”

Those compliments earned her a little feminine moan and an annoyed grunt.

“These buttons are pretty cute, too. I’ll love to pop them off once this shirt is hiding some breasts.”

That one earned her a moan and a smile. He liked that one.

“The color is certainly interesting. Matches the room well. Good choice.”

Just a small gasp?

“Sorry,” he apologizes, “Maybe the ol’ male refractory period is hitting me up? Or my inability to really accept getting compliments is interfering? Not especially feeling the weird feminizing orgasm coming on.”

Dinah sighs, “Why don’t you finish getting ready for bed? We can try again in the morning.”