Mom's House, Mom's Rules

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"It's not just that, Kara," I press. "You're naturally pretty. You've got a pretty face. You've got great tits. Let me prove to you just how much I love women, Kara -- how much I love pussy."

Kara chuckles. She withdraws her fingers from my ass. I hear her lubing up her strapon, and then drying off her hands.

"Sorry, champ," she says, "even if I were so inclined, you're way behind your mom. Your mom loves my pussy like it's her favorite child, and she knows how to show it, multiple times a day.

"Ass up," she says, casually dropping the subject. "Time to get fucked."

"I fantasize about fucking you all the time, Kara," I tell her. "Sure, in your pussy. In your beautiful pussy. I'd make you cum so hard."

She just chuckles again. That's it. That's all I get.

I lift my ass up. I don't want to get spanked. I mean, I do, but not by Kara -- not in this situation. She doesn't fuck around. It'd be a punishment spanking. It'd fucking hurt.

Kara lifts my panties until they're framing the bottom of my ass cheeks; she makes sure the front band is behind my balls. Like she said, she likes to know the panties are there, and she positions them to hide my junk while she fucks me. My cock can still leak out onto the towel, rather than into my panties. She is, in fact, really good at what she does.

After that, she's as considerate as she can be, given the circumstances. Her strapon is dripping with lube. She massages my ass as she spreads it. She makes contact with the tip, then waits for my hole to twitch. She applies pressure gradually, and encourages me to push out at just the right moment.

Then she pegs me like she's been doing it to guys for a hundred years. I bite the pillow, grunt, and scream. It fucking sucks that I have to stay in my right mind, so that I can keep bullshitting her. She's a fucking expert. I fucking love this.

I don't want to be her femboy or her sissy, but I'd love being her bottom. Still, I can't help wondering if she's got other skills. Is she this good at eating pussy? Sucking cock? What would it even mean for somebody to be this good at taking a cock in their pussy, or up their ass? She'd jerk me off with her inner muscles and get me to cum in five minutes flat. Maybe her nipples taste like cheesecake, or like Mom's favorite wine.

Let's just clear the air, while I'm getting another load of pre-cum -- and hell, maybe actual cum -- fucked out of me by my mom's 'special friend:' all of this is profoundly fucked up, but so am I. I'm fucked up. My sex drive is more than equal to Mom's rent-free femdom kink prison. I belong here. It's not just about the money. It's not just about that extra twenty thousand a year in my trust fund, earning interest and dividends and whatever else, that I don't have to spend to live on campus. It's not just about being responsible with the insurance and the settlement that Dad left to us.

I love sex. I love my mom. I may not love Kara, but I like her -- and I sure do love her body, and her strapon.

Kara's a machine. I'd be prone if she weren't keeping me in this ultra-submissive doggy position with her iron grip. I want to give in. I want to let her make me cum from my ass and my prostate. I know she could do it. We could do it together.

She leans all the way over -- yoga, remember? - and whispers in my ear.

"If you were a girl, Gil," she whispers, "I'd still do most of the fucking. But I'd let you fuck me, every now and then. If you were a girl, we'd have a lot of fun together. I'd even go down on you sometimes."

I unclench my jaw and let go of the pillow with my teeth.

"You're already having fun, Kara," I seethe. "With a man. Just. Fucking. Admit it."

I bite down again. I don't know if I can hold out. She might do it this time. She might get the evidence Mom's looking for.

Instead, she leans upright. She smacks my ass. It doesn't really hurt. It's just a dominant message.

"Okay, Gil," she says, "I think you're empty again. You were pretty cooperative, too. Your Mom probably won't tell me to punish you or anything."

I can't rightly say I have blue balls after the day I've had. Still, I was really close to some kind of an orgasm. Part of me thinks Kara cared more about leaving me high and dry than milked dry. I hide the frustration as best I can.

"Could you at least put some lotion on my asshole, Kara?" I ask. "Sissy or not, I'm going to have to start wearing a plug at this rate -- or a fucking diaper."

"That's mostly a myth, Gil," she replies. "Mostly. But yeah. I can do that for you. I like you. You're a good kid."

"Thank you," I say. I try to make it sound a little bitchy. I don't know if I succeed.

Kara helps me out; she makes it as non-sexual as it can be. The lotion feels good. After she's done, she makes sure I slide my panties back up. She leaves the towels on my bed, including the one that was under my cock.

She turns off the light and heads back out to the hallway. She's headed to Mom's room. Hardly a night goes by that I don't hear a pornographic radio play starring the two of them. If I were less of a pervert, I'd probably barge in there and complain. Of course, I might also do that if I were just a different kind of pervert.

I don't though, because my night isn't over. I don't try to sleep. I don't want to. I find the sports drink I have hidden under the bed, and I gulp almost all of it down. Once I'm back in bed, I slide my hand into my panties. Against all reason, thanks to that family demon, I start playing with my cock.

The radio play begins. My door slowly opens. The light stays off.

A soft, lithe, wonderful-smelling body slips into my bed. It's immediately attentive, and profoundly sexual.

"Guildenstern," she whispers.

"Rosencrantz," I whisper back.

She lets me be the little spoon for awhile. She knows that Kara left me overwhelmed and shuddering, and not in a good way. She kisses and rubs me all over. She gives me aftercare. It really helps.

"You didn't cum, right?" she asks.

"No," I answer. "It was close."

"My poor baby," she says. I know she means it. She really loves me. She's willing to admit it. That means a lot in this house.

"Mom really put me through the wringer," she says, "but I know it's worse for you. I'm so sorry. I wish you could cum all the time, like I do. This femboy and sissy bullshit just plain isn't fair. Fucking panties, like, what the shit? And it isn't fair that I'm Kara's second girlfriend, and she's not yours."

"Distant second," I reply immediately. "She'd be a distant second, baby."

I roll over and give her a kiss. I pour my love and my gratitude into it. She knows how much it means to me to be validated like that. It's crazy how different the three of them are. Mom's in charge, and she's insane. Kara's the enforcer, but she's also kinda cool sometimes.

Rose is everything good in this world, plus everything naughty too. Kara might be hotter than the sun, but my Rose is more beautiful than a thousand splendid ones.

"Besides," I say, "you think the panties are hot."

Rose grins like an idiot. I can feel it. I can hear it in her voice. She nods quickly.

"Yeah," she confesses, "I really do. Watching you walk around the house in them gets me so fucking horny."

I'm not quite as lucky during the day. Mom and Kara keep Rose fully clothed at all times, unless she's enduring a session. Those always happen well away from my perverted eyes -- and usually while I'm enduring one, too, so I don't get to fully enjoy a pornographic radio play starring my sexy little sister.

"You wouldn't mind me being a little sissy?" I ask her. I'm only half teasing. There's no telling what Mom will do.

"I'd want to fuck you no matter what, baby," she replies. "I love you."

"I love you too," I answer. "Two more years."

"Only one for you," she says.

"I would never," I reply.

She doesn't fight me on it. Another wave of warmth radiates outward from her slim, sexy body. She loves that I'll stay until we can leave together. To me, right now, it doesn't feel like a sacrifice at all.

We kiss some more. It's gentle, breezy foreplay. I stroke her petite breasts. Her nipples respond immediately.

"You should try to find somebody on campus," she says. Her hands find my panty-covered cock. It's throbbing for her; I can tell she likes that.

"I know," I say, "but I don't want to lie to them, baby. They wouldn't be you. They wouldn't even be Kara. What would be left for them? It wouldn't be fair."

She kisses me again. It's sexual, of course, but it's more than that. She loves that I love her. She loves that I care about treating other people fairly. We have that in common. She might go pre-law.

She got Mom's sex drive, too. She's a year and a half younger, but we might as well be twins.

Well, I guess I'm glad she doesn't look like me. I'm fine, but I'm masculine. Rose is a feminine beauty. She embraces what Kara rebels against. I can barely see Rose in the dark, but she fills up my other four senses, and that brings back a flood of visual memories. I'll reluctantly admit that Kara and Mom keep in her shape, just like they do me. She'd be my type no matter what, though. I hope I'd be hers, too.

After ten minutes of foreplay, Rose is turned on again in spite of her nighttime session. I am too. My insides are aching, but it's a good ache. My body knows Rose. It always holds out on Kara and Mom. It always find more to give to the person who really, truly loves me.

She rolls over and becomes the little spoon. My straining cock brushes against her panties, and also the base of her anal plug. Mom and Kara don't work that hole. Mom just demands it stay protected from any and all filthy perverts. You know those ass freaks. They can't be trusted to treat women right at all.

I slide her panties down; she lifts up to make it easy. I slide mine down too. She hands me a can of lube over her shoulder. I kiss her neck and whisper in her ear.

"Are you sure, baby?" I ask.

"My pussy's still recovering from Mom, baby," she answers. "Besides, it's only fair."

I don't ask again. I start easing out her plug. She lifts her arm and finds my face with her hand. She caresses it. I feel her smile again.

"Also," she whispers, "I fucking love it when you butt fuck me, big brother."

The pornographic radio play gets louder. Kara's gotten at least one orgasm, and now she's railing Mom like a rental. We've got time, but not all night. Rose needs to be back in her bed come morning. Thankfully, Mom and Kara never inspect her plugged ass for cum. She's allowed to use the bathroom by herself both before and after her morning session -- female prerogative. She's become an expert at eliminating all evidence of our nearly-nightly rebellion. As for me, a guy whose prostate gets worked over every single day can hardly be blamed for needing to get up at night to take a piss.

I kiss Rose's neck again. I nibble her earlobe. That's a favorite of hers.

"I love it too, baby," I whisper back. "I love all of you."

We have slow, loving, passionate anal sex with each other. Then I kiss and lick her overworked pussy all better. An hour later, I claim her ass again, and this time our anal coupling is a little rougher and more playful; we even switch positions a few times before we both cum. She always lets me do her prone or doggy for at least a little while. She says it's only fair that somebody in this house be my bitch.

I whisper all sorts of naughty fantasies in her ear. I tell her that when we're finally out living on our own, I want to her to do everything to me that Kara and Mom do to me now. I tell her that I want to be her bitch, just as much as I want to make her mine.

She whispers to me that she can't wait. She promises she'll parade around our apartment wearing anything I want her to - even nothing at all. She tells me that if she could figure out a way to be my femboy or my sissy, she would.

I can tell from her wetness, her heat, and her orgasms that she means every word of it. Our family demons are soulmates, just as much as we are.

For now, our nightly rebellion is enough. It's everything I need to endure the rest.

The only thing it can't be is too loud. If it is, then Guildenstern and Rosencrantz are dead.

Wait... I think it's the other way around.

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AnonymousAnonymous4 months ago

I love the narrator's voice in this piece. Laughed out loud at least twice, didn't lose an inch. You've done the devious sadistic mom genre proud.

redlion75redlion758 months ago

He says he's not a sissy boy but does not mind get his ass reamed?isn't that the definition of a sissy

AnonymousAnonymous11 months ago

Gil finds out all too late that Rose is in cahoots with Kara and his mom...

AnonymousAnonymous11 months ago

An all too infrequent departure from the theme most of the stories from this category fall into.

mattenwmattenwover 1 year ago

Why doesn't he smack his mother and that's the end of it! He can also fuck her by his rules!

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