“Wakey wakey, Dickie!” Everything’s still a blur, but you know it’s Cassie who’s waking you. You literally feel how she body-slams you, and how you’re still bound with ever-tightening rope. “So - how did it feel to get fucked by Mom?”
You’re conflicted. On one hand, Tessa – Cassie's mom – is holding you against your will, no better than a sex slave. On the other... Is it fair to say that sex with her is wonderful? It’s your first time, yes, but she was very gentle, and she sought to please you just as much as she wanted you to please her. And yet, the idea that she might really be a man ruins the thought.
You’re definitely angrier with your dad. He basically gave you (sold you?) to this “woman” to save his ass, all the while wearing your mom like a cheap Halloween disguise. But then again, your mom was wearing Ashley as a cheap Halloween disguise, and everything started because you wore her like a cheap Halloween disguise.
That introspection doesn’t go unnoticed. “That bad, huh?” Cassie swallows your thing with her pussy and mounts atop you, but resorts simply to look at you. “C’mon. You can talk to me. Maybe we can fuck later, once you’re more relaxed.”
“Is that all you can think of?” you accuse her. “My dad’s wearing my mom, he left me here to be your fucking sex toy, and all you can think is ‘oh, I wanna fuck a guy while being a guy’!”
She slowly backs off, shaken. “Alright. I just wanted to be nice. No need to be so grumpy.”
“Yeah - ‘cos you’re not tied or forced to sleep.”
“Sorry about that.” You’re not sure if she’s toying with you or if she feels apologetic, but unmounting from you and simply sitting aside suggests the latter. “I know this isn’t the way to treat a guest, but Mom fears you’ll leave us.”
“Well, she’s not wrong.”
“You’d be taken to prison ‘cos you’re naked, though. And here between us? I think she controls the police, so you’d be back here again.”
“Yeah, well... I wouldn’t be that stupid.” You look at her, snorting. “I’d probably knock you out and wear her first.”
“Really?” she says, strangely amused. “You know everyone’s gonna know who you are, right?”
“Well, I wouldn’t be naked. And depending on what you got on your purse, I might make it to Dickson or anywhere else.”
“Oh, so you’re gonna spend the rest of your life wearing my Cassie while running away?” She giggles, and you can’t quite catch why. “Your bravery dazzles me! I mean – it's kinda smart, not gonna lie, but narrow-minded. Why not face your problems directly? If you can knock me out, why not knock Mom out?”
“Because you wouldn’t let me?”
“Wouldn't hurt you to try. For one, you’d have access to the pens she has. That means you’ll know everything she knows! Second, you’d be able to get one up against your mommy-stealing daddy by setting up the rules. And third, you’d be the head of that evil, nasty organization that she’s managing.”
You’re studying her face to see if she’s bluffing you, but all you can muster is that she’s not joking. “And you’d allow me to do that?”
“If I can keep Cassie? Psh! Hell yeah!”
“So you’d betray your... boss, I guess? You’d betray her for something as simple as keeping her?”
“Hey - I’m grateful with her for letting me be Cassie. I think we’ve bonded in the short time I’ve been her – I've discovered a lot more about myself than I thought possible. Like...” She grimaces and shrugs. “I guess I’m bisexual now? I mean – maybe not when I’m a guy, since I hate anal sex, but if I have a pussy, I want it ravaged twenty-four/seven. Plus, she’s so energetic! You know what it is to be a boring, uninteresting guy?”
“I’m not that interesting either.”
“Dude - you got some good looks. You’re driving me mad, for one – like, you’re not macho, but you’re not nerdy either. Think about it – Mom and I are hot for you. If you were nerdy, we wouldn’t pay attention to you.”
“That isn’t very comforting.”
“Besides - if we want a meaty man with a huge dong, we can always zap him and dress someone else in their skin. We can be discerning. And trust me – you look like the kind of guy that would spend his entire wage on chocolates and flowers for a woman, then bang her good in bed.”
“You know, I’m not believing you. You’re basically telling me you’re interested in gentlemen?”
“Pretty much!”
“But you’re keeping me bound.”
“Like I said – Mom doesn’t want you leaving any time soon.” Cassie leans close to your ear, whispering. “Between you and me? She was smiling from ear to ear when she fucked you. I think she’s got a crush on you.”
“Eww!”
“Whaddya mean ‘eww’!? Are you gay or something?”
“You’re a guy sleeping with a guy. I think you’d know better.”
That makes her crack with laughter – positively giddy, even. “Oh, you’re such a comedian! See – that's why I think I like you! You’re bound, pissed, but you have a cute sense of humor. I mean – I know you’re grossed out that we’re basically guys wearing girls, but if you didn’t know any better, I bet you’d think you’re in Heaven or something.”
“I don’t think a dark room is my definition of Heaven.”
“There!” She points at you, grinning. “That’s what I mean by keeping a good sense of humor! You know how hard that’s to find in a guy? I don’t think I’d be that creative in the same situation.”
“Try dealing with a situation like mine,” you tell her. “Can’t go out, don’t know when I’ll awake, getting used by strangers... Betrayed...”
“Dickie, stop being such a spoilsport!” She mounts you again, never losing her enthusiasm. “Think about this. Rather than worry about being trapped here, being used like a sex toy, just relax and embrace it. And I know that sounds like giving up, but think that, at some point, Mom might get merciful and start letting you off the ropes.”
“Yeah, but I’d still be under vigilance.”
“See, that’s where you’re not seeing it. You’re thinking you’ll be trapped in this room forever. Mom already likes you. Sooner or later, you’ll be off those binds, walking around the house – getting some more liberties. Try to earn them. Very few people sleep with Mom for pleasure – take advantage of that. If she tells you she wants to be fucked, fuck her hard. Fuck her like you mean it. Like, load up her cunt ‘til she starts singing opera.”
“Sounds like something you’d do.”
“Again - you’re cute, but maybe you’re not as smart.” That catches your attention. “Get on her good graces. Convince her that you’re on her side. Then, when she least expects it... Bam! Use the pen, turn her into a skin, wear her. Instant boss! And you’ll probably know what she does, so it’ll make the transition a lot easier.”
You’re still confused. Why would Cassie actively plan against her benefactor? “Why are you telling me this?”
“Because I like you.” You give her a long, hard look, but she doesn’t flinch. “Look - I know it sounds weird, but here’s the deal. I got nothing against Mom. She’s kinda harsh sometimes, but if you get on her good graces, she can be a nice person. So I’m not saying this because I wanna be her or something. As long as she leaves me alone, she can fuck the Pope and I wouldn’t care.”
“Then why tell me about that if you’re not interested in betraying her?”
“Because I like you! Do I have to clean your ears or something? You’re a nice guy that got into some serious trouble. You’re cute. You got some bite, You’ve got a good, dark sense of humor. I agree that you’d run away if we don’t bind you, but I’d prefer having you out of those ropes and hugging you like a big, slim teddy bear.”
“You’ve gotta be pulling my leg.”
“You asked me why I like being Cassie, no? Cassie doesn’t have a filter, and I like that. No need to hold things out. When I tell you that I like you, I mean it. And not just like a sex toy. I’d like to know you a lot better. And in the meanwhile, we can fuck each other silly.”
“You’re weird.” That’s all you can think of her – she's with them, but compared to Tessa’s frightening, awe-inspiring aura, Cassie radiates the kind of childish innocence that makes her likeable.
“Beats being called a ‘slut’.” Once again, you notice that thoughtful look in her eyes. “I’m not selling myself for sex. I just enjoy it. Why people can’t get that?”
“Maybe because you’re always asking for it. I guess people call you that because it’s the most insulting thing they can say to someone who won’t say no to sex.”
“See!?” Cassie throws her arms, circling your bed. “That’s why I knew we’d get each other! You get me! People think telling me that will hurt me. I try to prove them wrong. But it hurts, y’know? I’m no slut. I just like enjoying my body because it’s the most awesome thing ever. But since no one cares to talk to me afterwards – except my friends, but I really can’t get along with them--”
“Sorry.” You don’t know what drove you to it, but you felt she needed to hear that.
“Why?”
“Because I also thought you were a slut. But you’re more than that.”
That completely destroys her. She sniffs and tears up. “Thank you. I needed to hear that.”
“So now what? Gonna go to sleep again?”
“Naw. I didn’t come here just to talk, Dickie.”
“Can you stop calling me Dickie?”
“Nah. I like that name.”
“My thing’s not ready for that, if you’re asking.”
She grins, then slowly approaches you from below. “I know how to make Little Dickie happy. And then... maybe Little Dickie can make me happy too. Will Big Dickie agree?”
You got to hand it to Cassie. She can make this Hell a bit more manageable.