My Mother's Boss Pt. 02

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Round 2 with Mistress Lexie.
4.6k words
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Part 2 of the 3 part series

Updated 06/09/2023
Created 09/22/2019
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Hey, here's pt. 2 of an ongoing series about a 18 year old high school student submitting to a milf with a cock. Hope you enjoy. Please comment below what you thought about it. Follow me for more.

*****

School the next day

I couldn't focus during school the next day. I was too busy trying to convince myself I wasn't gay. It was hard seeing how I sucked a dick the night before. The shame and humiliation I felt afterward was enough to send me spiraling out of control. I spent the entire night trying to justify my actions.

Now sleep-deprived and still ashamed of what I had done, I sit in class with less than an ounce of focus. I hear the teacher talk, but all I can think about was Lexie Davenport's cock. How big it had been and the veins that wrapped around it.

I couldn't get over the way it felt jammed down my throat. For some reason, not only did it fill me with guilt, but it got me excited. By the end of my first class, my own cock was beginning to stir at the thought of what I had done.

This can't be. I'm not gay. I know it. I've banged nearly half of the girls in my class. I've even fucked a few milfs. How can it be that the thought of Lexie's cock is getting me aroused?

Just thinking about the way it tasted made my mouth water. And for some odd reason, all I wanted to do was take in its musky scent. I wanted to bath myself in it.

No! What am I thinking I'm not a faggot.

I want nothing to do with cock.

Around lunchtime, I found Candice and told her I wanted to fuck the hell out of her. We snuck out to the baseball dugouts and I pulled her yoga pants down to her ankles and stuck my tongue deep inside that ass of hers. "Woah, someone's a little aggressive. I'm not sure..."

Before she could finish, I pushed my dick inside her fucking tight little rosebud. She let out a hard grunt as I slid it deeper inside of her steaming hot asshole. Fuck it felt so good. "Fuck! You could've told me you were going in the deep end. Asshole."

I grabbed a handful of hair and gave her ass a hard slap as I started to thrust in and out of her, loosening up her backdoor. She let out groan after groan. "Oh fuck! Ease up. Damn!"

But I don't, I continue to go at her ass like a battering ram against the front gates of a castle about to be besieged.

Her groans turn into moans as she takes all of my dick. I let go over her hair as I grab ahold of those soft cheeks of hers and spread them open, watching my dick split her ass in half.

She gasps and whimpers all along. "Fuck... I'm coming. Oh shit!."

I wasn't going to last much longer as her little butt tightens around my dick, giving me an intense pleasure as I explode into her. I dump a load of cum deep inside her ass.

I pull out as she slumps down. "Thanks, Candice. I needed that."

"You're lucky you're the starting quarterback. I wouldn't let anyone just fuck my ass like that," she says as she cleans herself up.

"Oh come on, you know you loved it," I laugh.

"I would have loved it more if you gave me a warning. Do you know how much it hurts when a dick gets shoved up your ass? Sure it felt good after I adjusted."

"I'm sorry, I... I'm just going through some things."

"Whatever. Look. Just go easy next time," she says.

"Sure thing, I'm going to head back now and get something to eat, I'll talk to you later,' I say. She just gives me a sigh. "

--

I join my friends at lunchtime. I feel a little better after my fuck session with Candice, but I still can't get the thought of Lexie's cock out of my mind. Besides the fact that what Candice said about having a dick shoved up her ass. She said it hurt, but also felt good.

What if Lexie Davenport wants to take my ass? What am I thinking? I'm not a bottom faggot.

"Yo, Carter!" I look up to see Tanner. "You there? You look lost in the clouds or something."

"It's nothing. I just got back from the dugouts," I mumble.

"Oh, shit, who was it this time?" he asks, then his eyes catch Candice. "Oh snap, round 2 with Candice, aye?"

"Yeah, just needed to blow off some steam," I sigh.

"I gotcha, I know what you mean. Look who it is, the faggot's trying to sneak past us," Tanner says.

Crystal rolls her eyes as she gives us the bird. "You're a fucking dude!" Tanner says. "Stop pretending."

Tanner laughs as she storms off. "What a fucking freak," he says.

Even though I didn't say a word to Crystal, I can't help but feel guilty for how she was treated. Especially since last night, I was the one choking on a dick. Maybe I should go check up on her?

No! I"m not going to do that. Besides, she said she wants me to leave her alone.

--

After School

The time between lunch and school seems to tick on forever. Especially as I debate whether I'm going to go over to Lexie's or not. I think I'm just going to quit. I am not a cocksucker. I'm not a faggot. There's no way I'm going back there. As much as I try to convince myself of the fact that I am not gay, I can't deny that deep down I want to go over to her house. Mostly out of curiosity.

But I am not going to go through with it. I'm not gay and there's no way in hell I'm going to take a dick up the ass. It's not going to happen.

Once the bell finally rings. I get in my car and I drive home.

As soon as I walk through the front door, my mother gives me a glare. "What are you doing here? You're supposed to be at Lexie's."

"I quit," I say.

"Oh no, you don't. Come on, get in the car. You are not a quitter."

"Mom, you don't understand," I say.

"I understand full well and I am not going to face my boss tomorrow to explain why her pool buy didn't show up. Now get in the car, I'll drive you there myself."

Reluctantly, I follow her out to the car. I can't believe she is making me do this. If only she knew what went on with Ms. Davenport. The thing she made me do. The things she intends on making me do.

Should I tell her?

I can't bring myself to admit it. To admit it would make it real.

We drive out to her mansion.

My mother puts the car in park and gets out. I hesitate, but swallow my nerves and follow her in.

She doesn't even ring the doorbell, just walks in.

We find Lexie in the kitchen, wearing nothing but a bikini. "Oh, Veronica. How nice to see you. I suppose this means you were right."

"He is my son after all."

What the hell are they talking about?

Lexie walks up to my mother and to my complete and utter shock, pulls her into a kiss. Her hand wraps around my mother's waist before sliding down to give her ass a squeeze. What the hell is going on?

After a long moment of my mother being groped by Ms. Davenport, they finally break apart. "You've always been such a good pet, Veronica. My most loyal slave. Now, what should we do about that son of yours?"

"He should be punished, there is no doubt about it," my mother says as she eyes me.

"It's like you read my mind."

"The only question is how?" Lexie asks.

My heart is racing as I desperately try to take this all in. My mother of all people. The woman who gave birth to me is literally handing me over to the devil to be "punished." What the fuck!

"Boy, take your close off," Ms. Davenport says as she stares me up and down with her lust-filled eyes.

"Why? What the hell is going on?" I ask.

"Baby, Lexie is our master, our mistress. Her word is law. You were born to be her cocksleeve. That's what you were born to do," my mother says as she starts to take off her own clothes. I'm straight up speechless. What the fuck? "Now strip down for your mistress, honey. It's such an insult to hide our bodies from her."

I can't take my eyes off my mother as she takes off her business skirt, revealing her black lace thong underneath a garter belt holding up her silk pantyhose. After she tears off her blouse, slips off her shoes and begins to undo her bra, my mouth starts to salivate. She still has pantyhose on. Why am I feeling this way at the sight of my mother undressing? What is wrong with me?

"Aww, the boy is getting all heated up at the sight of his naked mother," Lexie purrs. "How adorable. If you be a good boy, I'll even let you have a go at her."

I look over at Lexie in shock. I could never fuck my own mother. That's... That's revolting.

My mother drops her bra on the floor, revealing those shapely breasts and her round areolas that could fit a silver dollar on them. Then her throng drops to the floor, showing off her neatly trimmed pussy with only a small patch of brunette hair shaped like a triangle just above her slit.

Then she drops to her knees and pulls down Lexie's bikini bottoms. Out pops that fucking fat cock of hers. Eagerly my mother starts stroking it while she licks the woman's balls. I can't believe what I am seeing. This is blowing me away.

My mother is on her knees blowing a trans woman. Not just any trans woman, but she's my boss. Her boss!

And yet, my dick is as hard as fucking steel.

"What should we do with that son of yours?" Lexie asks. "I figured he would try to quit on me. We're definitely going to need to break him."

My mother pauses from massaging the woman's balls with her tongue. "What punishment did you have in mind, mistress?."

"What the hell?" I spout out without thinking.

"Don't be surprised, your mother has been my slave since we were both in high school. It was our dream to live a life like this," she says. "She knows her place. You just need to learn yours. You were born to be mine. Now, why don't you join your mother on her knees in servicing my cock."

I just stare at them dumbfoundedly. "You don't want this going out to everyone, do you?" She grabs a remote controller from the counter and flips on the tv. I look over to see security footage of me sucking her dick from the other day.

"What the fuck, you filmed that?" I ask, fear slowly starting to grip my heart as it beats ever faster.

"Of course, I record everything," she gives me an evil smirk. "You're my slave from now on. The sooner you get used to it, the sooner you can start to enjoy being my slut."

I try to swallow down the lump stuck in my throat. What the hell have I gotten myself into? No, what the hell has my mother gotten us into?

I stare down at her as she sits there on her knees, completely naked with that ass of hers exposed to me, sucking Lexie's big fat cock. I can't take my eyes off them. She slowly licks up the shaft and takes the head into her mouth. My own mother!

"So what is it going to be? Are you going to strip naked and help your mother pleasure me? Or am I going to have to make this video public? With just a fraction of what I make in a day, everyone in the world would see it."

I'm ruined. I can't believe this is happening. What choice do I have? "Baby, please just do as your mistress commands. You'll find the taste of cock is quite enjoyable."

This isn't going to end well. But I don't see a way out of it. She has me pinned down between a rock and a cock. I let out a long sigh and slowly peel off my shirt. "That's a good boy," Lexie says. "You're making the right decision."

Dropping my shirt on the floor, I start to unbuckle my belt and let my pants fall to the floor, kicking them off. I feel like I've swallowed a bowling ball, it's almost a crushing weight on me.

After I pull off my socks, I look up at the two of them as my mother starts to stroke Lexie's dick while she sucks on the cock. "Ah, aw, awww. Those have to go too, my slave," she says waving a finger at me.

Nervously, I swallow down the last bit of pride I have and pull off my boxers. "That's a good boy, now come here and join your mother on her knees. I want to see my cock between your lips."

I hesitate, but without an available way out of this, I slowly make my way over to her and get down on my knees. The sight of her big dick as she pulls it away from my mother sends a chill down my spine. "Open up, my dear slave."

"Go on baby, I know you're going to be a fabulous cocksucker for our mistress, just like me."

I close my eyes and part my lips. The musk of her scent hits my nostrils as the head of her cock lands on my lips. Slowly she pushes the tip in my mouth. I can feel my mother put her hand on my back as Lexie slowly moves her dick past my lips. The taste isn't so bad and neither is the texture. The smell is full of musk. "That's a good slave. Now suck on it and make sure to get that tongue involved."

I do as she says and wrap my lips around it while I swirl my tongue around the tip. "Oh, that feels so good. Open those eyes and look up at your new mistress," she purrs.

I slowly open my eyes and look up to see Lexie's devious smile. Her eyes portray pure lust and possession as she runs her hands through my hair. Grabbing a handful, she pulls my head down on her cock, pushing that dick against my throat.

I gag and choke as she batters it against the back of my mouth. I grab onto her thick, smooth thighs, trying my best to breathe. "Just swallow, it hun. I want my dick down your throat."

I do as she says and try to swallow, suddenly her dick sinks down my throat and my nose meets the small patch of pubes above the root of her dick.

Tears fall down from the corner of my eyes as my vision gets blurry from the lack of air. After I start to push away from her she finally lets go of my hair.

I fall to the floor in a coughing and gaging fit. Spit drooling down my chin. "You're going to need a lot of deepthroating practice in order to work on that gag," she says.

"Yes Mistress, but he will do his best. He just needs to relax a bit and learn to enjoy it," my mother says.

"Yes, but now I'm dying to break in that ass of his," she says, her words dripping with lust and anticipation.

"Let me get him ready for you, mistress," my mother says.

"You are always so thoughtful, my dear little love slave," Lexie purrs before crouching down and kissing my mother. "No wonder I love you so much."

"Let's bring him up to the bedroom, I'd like to put a collar on him. Speaking of collars, where is your's love?" she asks my mother.

"Oh my, it seems I've forgotten it, mistress. I deserve to be punished for being such a bad girl," she purrs.

A wicked smile falls on Lexie's face. "You do deserve to be punished for being such a bad girl, but that will have to wait. I really want to fuck that ass your son has. Or should I say, the ass of my new slave."

"Yes, mistress." my mother turns to me. "Come on baby, let's get you ready."

She helps me up off the floor and walks me up the white stairs. We end up in a rather luxurious bedroom. I look up into my mother's eyes. "Why are you doing this?" I ask.

"Because baby. As much as I love you, I belong to Mistress Lexie and so do you," she says.

My mother goes to her closet and pulls out a duffle bag. "Now baby, why don't you lie on your stomach on the bed for me."

I take a deep breath. "Please, don't make me do this."

My mother walks over to me and takes my face into her hands. "Baby, I promise you I would never do anything to hurt you. This is for your own good. Trust me, life as Mistress Lexie's slave is the best thing for you. You'll love it. She can be so kind and compassionate."

Before I knew what was happening, my mother's lips press against mine. Her tongue wiggles into my mouth. She kisses me with such passion before pulling back. "Now do mommy a favor and lie down on your stomach with your face at the end of the bed."

Reluctantly, I do as she says and lie down on my stomach in the middle of the bed. Just as she said, I put my face at the foot of the bed. Before I know any better, my mother starts to fasten cuffs to my ankles and wrists. I'm not bound to the bed.

She then kneels down in front of me with a collar in her hands. She gently wraps it around my neck. I barely get a chance to read the words written on it. It says mistress's pet slave. "There, that's better."

"Please, mom. This is so wrong!" I plead.

"Baby, this is your life from now on," she says as she presses her lips against mine once more.

After she breaks away, I see mistress Lexie walk in. No! I mean Lexie. She's not my mistress.

Her dick is dangling between her legs. Such a big dick. So hairless and full of veins. It must be almost 9 inches. The head itself barely fits inside my mouth.

My eyes make their way up her body to meet her possessive stare. "Hmmm, you look so delicious laying there on the bed like that."

Slowly, she walks up the stand in front of me. Her cock just inches from my lips. Her hands grab my hair as she inches that dick closer and closer to my mouth. I open up and take her gigantic head in between my lips.

Suddenly I feel the weight of my mother as she straddles my thighs. I nearly gasp as something wet and hot runs up and down the crack of my ass, but the cock sliding in and out of my throat muffles all the sounds trying to escape my mouth.

Suddenly, what must only be my mother's tongue starts poking at my back door. Circling the whole that's been untouched up until this point.

I gasp around Lexie's cock as my mom's tongues dives inside my asshole. It feels surprisingly good. Hot, wet and stimulating. I gag as Lexie punches the entrance to my throat with the head of her cock.

But she keeps pushing. I swallow to let it in as she hilts her cock down my throat.

Soon she's fucking my face like it's a pussy.

Spit, drooling out from my lips as her balls smack against my chin.

My mother giving my asshole a good tongue licking. Finally, she pulls out and I cough and pant for air.

"Time to taste that nice plushy ass of yours," she purrs.

My mother pulls her tongue out and gets off of me.

"I got him nice and wet for you, Mistress."

"Good, girl," she says as she walks behind me out of sight.

It doesn't take her long before she's the one mounting my thighs. Her hands cup my ass and knead it. She gives each cheek a hard slap causing me to wince.

Suddenly I gasp out as a finger breaks through my back door. "God your ass is so tight. Perfect for your mistress."

Is she seriously talking about herself in the third person? I don't have time to think as she starts to finger fuck my ass. My mother comes around front and brings her face down to mine. "Relax baby, the more you struggle, the more it's going to hurt. Don't worry, mommy will be right here with you."

I give her a glare that could wake the dead just to kill them once again. She brings her hand to my cheek as Lexie adds another finger into my ass.

An entirely new sensation I've never felt before ripples out from my ass as she pushes her fingers deep inside me. She starts to saw them in and out of my ass. It s uncomfortable, to say the least.

She pulls them out, just as it was starting to get good. I let out a gasp in response. The sound of a squirt from a bottle before a cold liquid spills down my ass. Once again her fingers push their way inside me. A moan escapes my lips. But it's replaced by a groan as something really big starts pressing against my butthole. I let out a gasp.

"Relax, baby. Just breathe," my mother says as she caresses my face. She leans in and presses her lips against mine as suddenly what I can only assume is Lexie's dick pops into my ass. I grunt into my mother's mouth as she continues to sink her cock into me. It hurts so bad. Like I'm taking the biggest shit of my life in reverse. She continues to push that cock of hers deeper into my ass.

Tears begin to stream down my face. I don't know if I can take any more, but she continues to push it deeper inside of me. Finally, I feel her pelvis ontop of my asscheeks.

"Now that's a feat. My entire dick is all inside you. That is so sexy," Lexie purrs. She slowly starts to pull out and it feels like she's taking my ass with her.

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