You arrive at the prison

You and Kianna arrive at the prison and walk into the Warden's office

?: master, what a surprise

Aiden: Lauren, how are you

Lauren: I'm great, master

Aiden: how's your new position

Lauren: It's amazing, master. I enjoy being warden so much more than I ever did being a detective

Aiden: Oh, I'm so sorry that I'm so good at my job, that crime is at an all-time low

Lauren: I'm not blaming you, master. I'm just glad you trusted me enough to make me the warden

Aiden: You've earned it after you arrested the previous warden

Lauren: It was his own fault, he refused to follow your orders. All we had to do then was set some dangerous criminals loose and make sure the trail led back to him. He was arrested, and I replaced him

Aiden: a pity about that family that had to die

Lauren: That was all on him. If he had just obeyed, they would have lived. Instead, he got blamed for setting those criminals loose and got the **** penalty as a result. I pulled the lever myself when it was his turn on the electric chair

Lauren: But I take it you're here for another reason

Kianna: We're here to see my son, or what's left of him anyway

Lauren: Oh, you're here to see Kai

Aiden: Kianna told me his sentence is almost up

Lauren: Let's see, yes, she's right, he has 1 more month and he's free

Aiden: Is he ready to get back into civilization

Lauren: Are you kidding me? he is as submissive as you can get, he's the perfect sissy

Kianna: Sissy? I thought all the criminals here had their dicks cut off

Aiden: I spared Kai and some others, I thought it would be funnier to turn those who tried to mess with my salves into sissy's

Aiden: how's his self-control

Lauren: pretty good, though he still jerks off when he sees videos of you fucking his loved ones

Aiden: perfect. Bring the faggot to one of the training rooms

Lauren: will do

Lauren grabs her phone and calls some of the guards to bring Kai to one of the training rooms

Kai arrives in a completely dark room

Kai: Mistress, you called me, d-did I do something wrong? I apologise for whatever I did.

A spotlight appears in front of them

Lauren: Stand in the light, take off your skirt, and take position

Kai: As you wish, mistress

You and Kianna are sitting on the couch just outside of the spotlight in the dark, and you watch as Kai squats down with his little cock hanging out

Kai already looked kind of like a girl when he dated Kenzie, but now he truly looks like a sissy fucktoy

Kianna: Oh my god, you really look pathetic

Kai: w-who's there

The light beside him turns on, revealing you and Kianna

Kianna: Hello son, how are you

Kai: m-mom

Kianna: You really are a fucking loser

Aiden: hello faggot

Kai: m-master

Aiden: your sentence is almost up, isn't it

Kai: y-yes

Aiden: That's great, you can finally pay me back

kai: w-what

Aiden: Have you forgotten, I got rid of your family's debt to the casino, Kianna has paid back her part, but you still haven't

Kai: I-i've been in prison, the time

Aiden: I understand, so I come here with a bet. If you win the bet, you won't have to pay me back anything

Kai: What's the bet

Aiden: That's not how this works, you must agree now, so what will it be? Take the bet, or get ready to work your ass off for the rest of your life, trying to pay back the debt

Kai: I a-accept

Aiden: good boi

The light turns on at the other side of the room, revealing Lauren in front of an X cross.

Lauren: Come here sissy

Kai does as Lauren says and walks towards the cross, and Lauren binds him to it with handcuffs

Aiden: So here's what's gonna happen, I'm gonna fuck Kianna, and all you have to do is control your lust. You won't have to pay me back anything if you're able to control yourself

Kai: And what if I'm not

Aiden: Every time your cock twitches, a month will be added to your sentence

Kai: WHAT N-NO YOU CAN'T

Aiden: and a year if you cum

Kai: n-no, I'm so close

Lauren: Then control yourself, because I'm gonna watch you, Kai, and I'll notice anything

Kianna: Shall we begin, master

Aiden: I think we should