My Mother's Boss Pt. 03 by Phoenix+Cinders

Rating: 91%, Read 31626 times, Posted Jan 16, 2020

Diary | Anal, BDSM, Blackmail, Blowjob, Coercion, Domination, Incest, Oral Sex, Reluctance, Slavery, Submission, Transgendered, Transsexual, Transvestite

I grab Candice's hair and shove my dick down her throat. She gags and tries to push off of me as I start to face fuck her. My balls bounce off her chin as she struggles to breathe. I watch the outline of my cock in her throat as I hilt it in. She digs her nails into the skin of my thighs. I can feel I’m so close. Fuck.

“Urggh, fuck!” I erupt down her throat. I slide out, leaving the tip in, filling her mouth with cum before pulling out completely and covering her face with jizz. With a fist full of her hair, I continue to cum all over her.

She coughs and gags as she spits up all my cum. “What the fuck! What the hell has gotten into you?”

“Nothing. I just needed to let off some steam. Thanks for the blow job.”

“You could’ve gone a little easier. I couldn’t breathe!” she yells as I leave the dugout. “And why the fuck did you cum all over my face you asshole.”

As I head back into school, the thought of last night still fresh on my mind. I still can’t believe I let that bitch fuck me. My ass is still sore from it. Crazier still, did I enjoy it?


I’m not gay.

Fuck, what the hell am I thinking? I’m not going back there tonight. That’s for damn sure. I don’t give a shit what she has on me. Let the world know for all I care.

But what about my mother? I can’t let that woman have her. That sadistic bitch.

“Fucking tranny faggot,” I hear Deshaun say as I round the corner. Crystal’s eyes meet mine as Deshaun and his friends have her cornered. “You’re such a freak.”

I quickly walk away. Fuck. She saw me, didn’t she? Is she going to say something?

The bell goes off signaling the end of lunch.

After School

I can’t believe I’m walking up to her house. What am I thinking! I told myself I wasn’t going to do it and yet here I am. Ready for more humiliation and most likely another ass fuck.

Why am I going through with this?

I walk through the door to find Lexie sitting on the couch with my mother on her knees sucking her cock.

“Right on time, slut. Your slave training starts today,” she says.

“What do you mean by that?” I ask.

“Excuse me?” she says.

I glare at her.

“You are to refer to me as Mistress Lexie. I’ll let it slide this time, but next time you slip up you’ll receive punishment,” she says as she presses my mother’s head down on her cock.

“Yes, Mistress Lexie,” I say with my gaze falling to the floor. I look up to see Lexie cumming all over my mother’s face.

“That’s better,” she says. “Now take those rags off. You won’t be needing them anymore. Oh and by the way. I have your new bedroom set up. It’s upstairs next to Crystal’s room. I have an outfit already set out for you on the bed. Go get changed. You have a long night ahead of you.”

“Yes Mistress Lexie,” I nod and do as she says.

As I walk upstairs I walk past Crystal’s room and I hear moaning and the creaking of a bed, the slapping of flesh against flesh.

I don’t linger any longer as I head to the open door next to her bedroom. My jaw drops to the floor as I walk inside. I just walked into a dungeon. There’s a bed in the center, but the walls are lined with whips, cuffs, and shit I’ve never even seen before. What the fuck?

Just when I think things couldn’t get any worse, I see a maids outfit on the bed. She seriously doesn’t think I’m going to wear that, does she?

I head over to the latex outfit. “Love the new outfit?” Lexie asks as she stands at the doorway.

“You can’t expect me to wear this?” I ask.

“What did you say to me?” The look she gives me sends a chill down my spine. “Take your pants off right now.”


“Do it!” she says.

Without another word, I drop my pants down and kick them off.

“Boxers too.”

I do as she orders.

“Now bend over the fucking bed right now.”

I don’t even hesitate this time, without another peep, I bend over the bed.

Lexie walks over to the wall and grabs a flogger. She comes over to me and starts to beat my ass with it. “Auhhh! Urgh! Fuck!”

“I told you you’d be punished if you don’t refer to me as my proper title and yet you did it anyway. You filthy slut. I’m your master now. You will obey me!”

She beats my ass red. Tears roll down my cheeks as she whips me with the flogger.

When she finally finishes, she walks over to a dresser and pulls something out of it. Before I know what’s happening, she shoves something thick up my ass. I bite down on my lip and yelp as I grip the sheets. “Maybe this will remind you to treat your mistress with respect. You’re going to wear this butt plug at all times unless your ass is getting stuffed with cock. Understood?”

“Yes Mistress Lexie,” I cry out.

Crystal’s door opens up and a woman walks out from her room.

“Mrs. Owens?” I gasp as she walks in with her clothes all disheveled. My principle is banging Crystal? What the fuck?

She hands Lexie a wad of money. “That was amazing. Thanks for the fuck, Lexie.”

“Any time, love. As you can see, I’m training a new slave. If you’re lucky, I might just let you try her out when I’m done with her.”

“Is that, Carter?” she asks.

“She doesn’t go by that name anymore. Her new name is Candy,” Lexie says.

“Well, I can’t wait to try Candy out.”

“Don’t worry, I’ll make sure you’re the first one in line,” Lexie says.

“You’re the best. Well, I’ve got to get going. Teacher meeting…” she sighs. “I’ll show myself out.”

Crystal comes out and enters the room. “Crystal, honey. Why don’t you be a dear and get Candy ready for me? You know the drill. Clean-shaven from head to toe. We’ll start the laser hair removal next week.”

“Yes, Mistress Lexie.” Crystal’s eyes fall on me and a devious grin falls on her face. “Come on, slut. Let’s get going.”

“I’ve got a few things to take care of in town. I’ll be back in an hour or so. When I return, I want her looking sexy in that cute maid’s outfit, are we clear?” she asks.

“Yes, Mistress Lexie,” Crystal says.

Lexie’s eyes fall on me. “Are we clear?”

“Yes, Mistress Lexie!” I stammer out.

“Good. Now get to it.”

With that, she heads off downstairs.

“You heard the woman, let’s get started.”

“I don’t get it, what the hell is going on here?” I ask.

“It’s quite simple. Lexie is our pimp and you’re getting turned out just like I was.”

“Wait. what the fuck? I thought she was your aunt or something.”

“That’s what she tells people, but I was like you. Blackmailed and coerced into her service.”

“That’s… That’s fucked up.”

“Ahh, I thought so when I first started. It’s not so bad when you get used to it,” Crystal says as she leads me down the hall and into the bathroom.

“But… She can’t just get away with this. What if we got to cops?” I ask.

Crystal laughs. “The cops are in her pocket and the district attorney is one of her favorite clients. She’s like Lexie and she’s fucked me several times. Lexie owns this town.”

“You’ve got to be kidding!” I sigh.

“Nope. I wish I was. The best thing you can do is just give in and accept your new role in life.” She pulls out a bottle of shaving cream and fills her hand with a wad of thick white creamy gel. “Now get in the shower and stand still while I shave you.”

“You’re not going to tell anyone, are you?” I ask.

“Of course not. Well, that is only if you make me happy. And by the way, I saw you at school. Thanks for helping,” she says with a hint of sarcasm.

“What do you expect? It’s not like we’re friends.”

“Well, that’s too bad, because here friends come in short supply. And it’d be nice to have a friend who can empathize.” She rubs the cream all over my legs.

“What do you want?” I ask.

“Aww, do you really think so low of me?” she asks looking up at me with those dark eyes of hers.

I raise an eyebrow. “Oh come on, all I want is a blow job from time to time, maybe a nice ass to put my dick in,” she says as she starts to shave my legs.

“How am I not surprised.”

“Don’t be like that. I’m not asking for much. It’s not like you haven’t sucked a dick before or taken it up the ass. Besides, you and I are going to be seeing a lot of each other,” she says. “Anyway, You might as well get used to having a dick between your lips and up that ass, because it’ll be your new norm.”

She finishes shaving both of my legs, then smothers my crotch with shaving cream. “You’re going to want to hold still.”

She grabs my balls and pulls them tight as she brings the razor to them. I tense up as she touches the sharp edge to my skin. I close my eyes as she drags the razor across my skin. I hold my breath as she runs the blade over my sac. She gets every inch. “You can open your eyes now.”

I open my eyes as she spreads cream over my chest and abs. Slowly, she brings the razor down, getting every inch of my skin.

“Okay, arms up,” she says. I raise them and she gets my armpits.

“Turn around. I need to get that ass of yours,” she says.

I turn around and she spreads apart my ass cheeks. “Oh look at what we have here.”

I wince as she pulls out the butt plug. “Looks like someone was naughty,” she giggles as she smothers shaving cream all over my butt and goes to town.

“Now rinse off,” she says. “And don’t forget to put the butt plug back in.”

“Can you just do it?”

“Fine,” she sighs.

After I wash off the hair and the shaving cream, I get out and Crystal hands me a towel. “Come on, get dried off. We still have lots to do.”

Once I get dried off, she holds the butt plug before me. “Bend over, I know just where to put this.” The smirk on her face says it all.

I let out a sigh as I do as I’m told and bend over, grabbing the counter. “You might want to suck on it a little to get it nice and wet.”

“Don’t you have lube?” I ask.

“Does it look like I have any lube? If I did I would’ve had this up your ass already.”

I look back at her as she holds the plug to my face. I let out a long exaggerated sigh and open up my mouth. She shoves it in, gagging me. She pulls it out and before I can even spit, she forces it up my ass, making me gasp out in shock.

“There,” she grins.

“You must be enjoying the hell out of this.” I glare at her.

“You could say that. Now come on, we’ve got work to do.”

she leads me back to the bedroom. “Here, let me help you get that on.”

“You’re not seriously going to make me wear that, are you?”

“Do you want to make Mistress Lexie mad? Do you want to get punished?”

This can’t be happening to me. How did I end up in this situation?

“Just put it on. There’s no getting out of this. Once Mistress Lexie has you by the balls, you’re hers for good.”

I let out a long sigh.

“Here, let me make it easy for you. Just sit down and I’ll do all the work,” she sighs.

I sit on the bed and she lifts one leg at a time as she puts on the thigh high stockings. “You have a nice ass, but you’re going to need to start doing some squats. Mistress Lexie likes her sluts to have a thick booty.”

She then slips on the skimpy little maid outfit. She tights the corset around my stomach almost to the point where I can’t breathe.

“There, now we just have to do your hair and makeup. But before we do your makeup. You want to do me a favor?” she asks, lifting up her skirt, showing me her thick dick dangling between her legs.

I look up into those dark eyes of hers. “Do I even have a choice?”

She pulls out her phone and takes a picture of me. “No, not really.”

I sink to my knees as she runs her hands through my hair. This is so degrading. I hate myself for this. She lays her cock against my face. “Lick my balls while you’re down there.”

I open my mouth and slip my tongue across her ball sack. It’s sad to say, her cock might be slightly bigger than mine. “Nice, now work your way up the shaft.”

I grab her legs as my tongue slides up her thick shaft. “That’s it.”

As I get to the tip, I take the head of her cock in my mouth and suck on it. Twirling my tongue around the tip, she forces more of her dick in my mouth.

I gag as the head of her cock pushes up against the entrance to my throat. She slowly starts to drive her hips into me, smacking her balls against my chin.

Gripping my hair, she drives her cock until it rams against the back of my throat. She doesn’t relent, forcing it down, choking me with her fat dick. I push against her and she reluctantly let's go.

I cough up spit as it drools down my chin. I don’t have time to get in another breath before her cock is back in my mouth. She forces it back down my throat, making me gag and drool. Holy shit. This is what Candice must’ve felt like earlier when I fucked her face. Karma is a real bitch.

“I’m about to cum in that pretty mouth of yours. You better swallow all of it. I swear to god, if Mistress Lexie finds even one drop of cum on the maid's outfit, she’ll skin us both alive.” She starts thrusting her cock down my throat like a jackrabbit in heat. Tears stream down my cheeks before a big thick load of cum sprays down my throat. I gag, but I resist the urge to spit it out. It takes everything I can muster to swallow her load before another one fills up my mouth to the rim.

Her cock finally softens as she pulls it out. I swallow the last of her cum. “Good girl, you’re a natural cocksucker. Consider me impressed.”

“Now come on. We’ve got to do your hair and makeup before Mistress Lexie comes home,” she says, grabbing my arm and dragging me to the bathroom. “Take a seat on the toilet and let me do my magic.”

She pulls out a box of makeup and goes to town on my face. “Thank god your hair is long enough to work with,” she says as she puts her makeup away. She gets a spray bottle and doses my hair with it. With a comb, she does her magic.

“Wow. You don’t even look like the same asshole who bullied me in school. Now you really do like like a sexy slutty maid.”

I get up and look into the mirror. “What the…”

The person staring back at me wasn’t the person I’m used to seeing. My dark brown hair comes down like a dixie cut. My face looks as if it could be on the cover of a Victoria’s Secret’s catalog.

Off in the distance, the sound of the front door opening echoes through the house.

“Shit, just in time. Sounds like Mistress Lexie is back home,” Crystal says. “I hope to God she’s pleased.”

It doesn’t take long before she and my mother are making their way up here.

“Oh my god, Crystal you have outdone yourself. She looks amazing!” Lexie says as she walks up to me and inspects every inch of my body with her eyes.

She brings her face right up to mine. “You’ve done such a good job, I’m going to have to give you a reward. I’ll let you help me train her. I know badly she treated you in high school. It’ll give you some much-needed revenge.”

My eyes meet my mother’s. She quickly looks away. If I didn’t know any better, I saw a hint of shame on her face. This is… So humiliating. My mother just stands there as her son gets humiliated and turned into a sissy. Say something! Anything!

“Thank you, Mistress Lexie. I may have already coerced a blow job out of him. I mean her,” Crystal says.

She only laughs. “I expected no less.”

“Tell me, Veronica, my dear. What do you think of your new daughter?” Mistress Lexie asks.

Her eyes shoot up to Lexie and then to me before returning back to Lexie. “She looks beautiful.”

“Does it bother you at all to see your once beloved son turned into such sissy?”

“No, Mistress Lexie. She is yours to do with as you please,” she says.

“You hear that? Your mother knows her place. Let’s hope you learn yours,” Mistress Lexie says. “Now, why don’t the both of you chain up our new Candy here to the bed. Time to start her training.”

“Let’s see how well she can take two dicks at once,” Lexie says as my mother and Crystal lead me over to the bed.

“Make sure her face is at the end of the bed,” Lexie says.

They get me flat on my stomach with my head at the foot of the bed as the start to bind my wrists and ankles to the posts. I can feel my stomach start to turn in on itself as I lie there helpless.

Mistress Lexie has the most devilish smirk on her face as she starts to undress herself. As soon as she’s completely naked, she makes her way up to my face with her dick dangling between her thick thighs. “Time to work on your dick sucking skills. Open up.”

I’m too afraid of the consequences of her punishments to disobey. She grabs my hair as she shoves the head of her cock inside my mouth. I wrap my lips around its girth and start sucking. “Urgh, fuck. Now you’re starting to get it. The more obedient you are, the easier it’ll be for you.”

She starts to rock her hips back and forth, sliding that dick in and out of my mouth. I press my tongue against the underside of her cock, eliciting a moan from her. “Fuck, you’re becoming quite the cocksucker. Let’s see how your deepthroat is coming along.”

She grips my hair and forces her fat dick against the back of my throat. I try so hard to swallow as her dick pops in. My nose meets the root of her dick as I gag on it. Saliva drools down my chin as she leans over and lifts the bottom of my dress to reveal my bare ass. “I see you still have the butt plug in. Good.”

She starts to hump my face, dragging that dick in and out of my throat. I barely get a chance to breathe between each thrust.

She pulls on the butt plug, rotating it in my ass. I moan all over her dick. “Well, I think you’ve had enough practice sucking my dick, time to break that ass in some more.”

She pops her cock out from my mouth and smacks my face with it. Then she struts around behind me. I look up to see my mother and Crystal both watching intently. My mother looks as if she’s trying not to watch, but she can’t take her eyes off me. Crystal, on the other hand, seems to be enjoying it. Although, I feel like I can see a hint of jealousy in her eyes. I can only imagine how envious she is of Mistress Lexie.

I feel the weight of Mistress Lexie as she straddles my thighs. “You know what? Crystal, feel free to use her mouth. Let’s see how well she can take two dicks.”

A grin smears on Crystal’s face as she walks up to me. Not again. A glob of cold liquid gets applied to my ass before I feel the pressure of Lexie’s cock trying to break into my anus.

I look up into Crystal’s eyes as she strokes the side of my cheek. Tears start to form at the corner of my eyes as Lexie’s dick spreads open my ass, pushing herself inside me.

Crystal wipes away the tears and caresses my face. But then she grabs my hair and smears the head of her cock up and down my face before stuffing my mouth with it.

The pain of Lexie’s cock is unbearable. It’s too big. I feel like it’s ripping me apart as she forces it in. With a pop, it finally sinks inside me. “I really thought the butt plug would stretch you out some, but I guess not,” Lexie laughs.

Crystal forces her dick down my throat making me tense up as I strain against my bindings. Lexie starts rocking her hips back and forth. Each time, sinking her cock a little deeper inside me.

With both of my holes stuffed full of cock, I can barely concentrate. Crystal won’t let me breathe as she plugs up my windpipe with her dick. Her balls slap against my chin as she fucks my face. Meanwhile, Lexie starts to go to town on my ass. Her thrust become harder and harder. At some point, the pleasure overcame the pain making me moan on Crystal’s dick.

Both women seem to be in sync with each other. As one thrusts in the other pulls out, fucking me like two lumberjacks with a two-man crosscut saw.

My own cock is as stiff as board underneath me as it grinds up against the bedspread with each thrust from Lexie.

Things get a little dark as I choke on Crystal’s dick. I open my eyes to see Crystal’s pelvis as she rams her dick deep down my throat. Suddenly a load of cum paints the inside of me. She continues to thrust, filling up my stomach with her thick hot jizz. She finally pulls out, but not before spraying a load all over my face.

Meanwhile, Lexie continues to pound my ass. I’m moaning mindlessly as cum drools down my chin.

She screams out as she hilts herself inside me and explodes, filling up my bowels with her sticky seed. She gives my ass a hard slap before painting it with a thick load of cum.

“Fuck, I don’t know about you, but I feel so much better,” Lexie says. “Now that was a good session.”

“I couldn’t agree more, Mistress Lexie,” Crystal says.

I look up just in time to meet my mother’s eyes. She looks like she’s about to cry. She tears her gaze away from me. “Come on, my pets. Let’s let her rest. She’s got a long weekend ahead of her.”

My mother takes one last glance back at me before they make their exit. Leaving me alone in the dark, still bound to the bed.

Thanks for reading. If you enjoyed it, please give it your honest rating. Please feel free to leave any feedback in the comment section below.

Feel free to reach out to me through my profile and check out my other stories.

Rating: 91%, Read 31626 times, Posted Jan 16, 2020

Diary | Anal, BDSM, Blackmail, Blowjob, Coercion, Domination, Incest, Oral Sex, Reluctance, Slavery, Submission, Transgendered, Transsexual, Transvestite


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