My Mother’s Boss Pt. 1

Like all 18 year seniors, I was living fast and chasing ass. My life had been a strong line between what my mind thought I should do and what my dick wanted me to do. That’s why I am over at the house of the sluttiest girl in school. She sucks on my dick like it’s a Tootsie Pop and she’s desperate to get to that gooey center.

Candice is definitely good to look at with a pair of tits like two soft melons and an ass like a peach. And she was a pro at sucking dick. She gobbled my cock down, deepthroating it like a pornstar. I just let her work her magic. She was so close to getting me off. I could just feel my balls ready to shoot out that nice white cum I plan on painting all over her face.

As soon as I know it’s about to happen, I grab onto the sluts hair and pull my dick out from those lips of hers. The tension is too much as my dick starts to pulse. Suddenly an explosion of cum splatters across her pretty face. Rope after rope coats her caked up face with my sticky jizz. Just the sight of my cum all smeared over her slutty face makes me want to go another round. But at last, I’ve got to get going. I don’t want to stick around for any kind of conversation or cuddle session. I’ve got no time for that. Slut would be lucky for a goodbye slap on the ass.

God, life is so good being the starting quarterback of the team that took the State Title last year. I get any bitch I want. Everyone loves me and I get to do whatever the hell I want. Driving back to my house in my 1969 Camaro, life is fucking great.

a

After I get home, I find my mother inside still dressed in her tight business suit. She must have just got home from work. There is no doubt about it, my mother is a workhorse. But I guess she loves what she does, being the personal assistant to one of the wealthiest real estate moguls ever. I can’t understand why anyone would like being some rich mogul’s bitch. Literally, that should be her job title. All she does is answer the whims and wishes of the woman who practically owns her. She runs her life.

But, if I am being honest, the wealthy woman is nice to the eyes. She’s got that kind of ass that only gets better with age. But she’s not all that old either. Probably in her mid-30s if I had to guess.

“Hey, honey!” my mother says as she hangs up the phone. “I didn’t see you come in.’

She lands a kiss on my cheek, giving a clear shot of her cleavage. Even though it’s so fucking gross, I can’t help but peek. Fuck! Why can’t I take my eyes off my mother’s tits? What the hell is wrong with me?

“I’ve got some great news, baby!” she says, sounding so chipper. “My boss is looking for a new pool boy, she asked me about you. I told her you’d be happy to help her out. She’s so excited to have you start.”

“Mom! Why would you do that?” I ask.

“Because baby. You need a job.”

“But… I’ve got… school!” I wine.

“Baby, from now on you’re going to have to pay for your gas and your phone bill. It’s time to start taking responsibility for your finances.”

“Yeah… but what about school?” I ask

“Honey, I had a job throughout high school and I also played sports,” she says, crossing her arms, pressing those pillowy breasts together. “I want you to at least hear her out. Besides, you only have a couple of months left.’

“Fine… I suppose.”

“Thank you. She said she’d meet with you after school tomorrow.’

At School The Next Day

—

School the next day went by rather slowly. After nearly dying of boredom in my math class and barely surviving the wrath of my English teacher for not having my English paper done, I finally made it to lunch. Don’t get me wrong, I’m not the typical dumb jock. Math isn’t hard. Neither is writing a report. I just don’t give a fuck anymore.

School is just part of a system that teaches you how to be the perfect employee. It turns you into a slave of the system. A person who spends all their time working for money only to give that money to the bill and debt collectors. No thanks. As much as I love playing sports, I have no intentions of going to college.

On my way to lunch, I spot a few of my teammates already sitting at our table.

After I grab a tray piled high with a mountain of food, I join them.

“Carter! About time you got here,” Deshaun, my best friend says. “How was Candice’s last night?”

“Just as good as you can imagine it was. I came all over her face,” I laugh. Josh nearly snorts out his milk.

“She’s a total slut,” Deshaun says.

“Why do you think I went over there? I didn’t go over there to chill,” I point out.

“Fo sho,” he says, just as Stacy walks by, that ass of hers swaying with every step as she flicks her blonde hair over her shoulder. “Fuck I know what I want for dessert.”

“Ha, fuck, what I would do to smash that ass,” Josh says as food falls out of his mouth.

“You ain’t getting any girl if you keep eating like a pig,” Deshaun says. “No girl wants some fries with her dick.”

“Dude, I’ve heard of girls that like to have sex while they eat, it’s like one of those food kinks. I’ve seen it in a porno,” Josh says.

“That’s about the only place you’ll find that,” I spit out, just as I see Crystal Robinson walk by.

“Tranny..” Deshaun coughs out.

She freezes at his blatant comment. “You heard me. Stop trying to pretend you a chick, when you got a dick,” he laughs.

“Fuck you, Deshaun,” she says. If I’m being honest, Crystal doesn’t look that bad. It’s too bad she’s got a dick or I’d probably slam that ass of hers. Even the purple hair is kind of hot and her goth-punk attire is sort of kinky.

“Yeah, you wish you could. Sorry, I’m not gay,” he says.

She gives him the middle finger and storms out of the Cafeteria.

“What a freak,” Deshaun says.

“Yeah..” I mumble. I know she’s weird, but I’m not sure how I feel about the way people treat her. I don’t understand why she wants to dress up as a woman, but… Still, Deshaun’s kind of an asshole, but he’s my best friend.

“Well, I’ve got to kiss Ms. Tabatha’s ass. She caught me sleeping in class again,” I sigh as I get.

“Make sure you get nice and deep between those cheeks of hers. God only knows how long it has been since someone’s been there,” Deshaun laughs.

I shudder at the thought of her old wrinkly ass.

After I take care of my tray, I head for the stairwell. Once I start to climb the stairs, I hear a sniffing sound.

Pausing for a second, Should I see what that was? Uhhh… fine.

I head back down the steps and walk behind the stairwell to find Crystal in tears. She looks up at me with fear painted on her face. Her mascara or whatever is running all down her… I mean his cheeks. I keep forgetting he’s a dude. “What the fuck do you want?” she asks. “Come to make fun of the tranny?”

“No.. I was just seeing what the noise was. You don’t have to be such a bitch,” I say.

“Fuck you! You and Deshaun are the two biggest assholes in the entire school. Why can’t you and the rest of the football team just leave me the hell alone?”

“Woah, I was coming down here to see if everything was alright. You’re the one being the asshole. Fuck you!” I stomp out of there full of anger. Who does he think he is? Fuck that bitch. I don’t need to take shit from a freak like her. Or him or whatever the fuck he is.

—

After School

After school, I begrudgingly head over to my mother’s boss, Lexie’s house. Or should I say mansion? Fuck, her house can fit 10 of my houses inside of it. If the house wasn’t nice enough, she’s also got beachfront property.

After I park my car behind her Mercedes, I walk up and knock on her white door. Her house has those kinds of pillars that you’d find in a capital building. It also has a walkout balcony just above the front door and a giant porch.

After a few minutes, I give it another knock. That’s when I notice the doorbell and I push the button.

After a few seconds, I hear the balcony door open. “Come on in!” a rather smooth woman’s voice shouts from above.

Not wanting to spend any more time here than I have to, I walk inside. The inside is just as luxurious as its exterior. It’s got two stairways that kind of swirl up to the second floor, where there is another balcony that you can look down from.

Making her way out onto the balcony, my mother’s boss makes her way down the stairs in one of the tiniest robes I’ve ever seen. She’s showing off a pair of thick tan legs. Not fat, but there’s a little bit of muscle definition in them. Fuck me. She’s got a pair of tits on her. And an ass that I really wouldn’t mind kissing. Her dirty blonde hair is tied up in a bun and her face is sharp with eyes that can cut through a man.

I might have to reconsider her job offer.

She throws me a seductive smile. “There’s my new pool boy. I’m going to enjoy breaking you in.”

“I… uh… I don’t quite know what to say to that,” I sputter. Fuck, I’ve never had a girl leave me completely speechless.

“Nothing. I’m not paying you to speak. I just need someone to rub lotion on me and fetch me drinks. That’s not too hard for you, is it?”

“No, ma’am. Not at all.”

“Good, also, you can’t wear that.”

“I can’t wear this?” I ask.

She raises an eyebrow at me. “That’s what I just said. Your mother said you were smart. I’m starting to think she’s full of shit. You can either wear a speedo I’ve got or nothing at all. Personally, I’d prefer nothing at all.”

She gives me a look as she walks by me. “Now come on, I don’t have all day. I’d like to get some sun while there’s still a day left.”

I follow her out through the kitchen which looks like it could have been made for a restaurant, and we walk out to her back patio. She’s got stone laid down and to the left is another balcony that overhangs above a little bar area. Just 10 feet from the door, is the pool. Holy shit, there’s a set a stairs that go down to another pool. She’s so fucking rich, she has two pools. And a hot tub.

And then that deck leads down to the beach.

I turn just in time to see her robe drop to the floor. Damn!

She’s got a rock-solid body with a perfect tan. And that ass… That ass isn’t just perfect. It’s the definition of a bubble butt.

“I trust you’ve seen a pair of tits before?” she asks as she leans back to look at me. I can’t even find the words to form a sentence, I just nod as she reaches back and unhooks her bikini top and tosses it aside. “I hate tan lines.”

She gives me a look with a raised eyebrow. “Well? What are you doing still in those clothes?”

“I.. uh… “

“Take them off and get over here and put lotion on me.”

“I.. uh…”

“Look, I’m going to be paying you a lot of money. At least to you, it’ll be considered a lot of money. If you want this money, you’ll do what I say. Understood?”

I meekly nod my head. “Good, now strip naked and rub this lotion all over me. It’s not like I haven’t seen a dick before.”

Without further hesitation, I tear off my clothes down to my boxer briefs and make my way over to her.

“Uhh, are you forgetting something?” she asks.

I look down and look back up at her. Fuck me…

Slowly, I take off my boxers, freeing my cock.

“Not bad. From the way you were being so coy, I thought for sure you had a small dick.”

I can feel my face instantly flushed red.

She lays down on one of the flat patio chairs before giving me a glance over her shoulder. “Well? My skin isn’t going to lotion itself.”

I rush over to her, grabbing the lotion, I squirt some on my hand and start rubbing it on her back. Her skin is as smooth as silk. She must work out often because I can feel her well-defined muscles as I rub the lotion in.

“That feels good,” she moans out.

I quickly get to her arms before making my way down her back. Making sure to get every inch of her skin. My eyes wander down to that voluptuous ass of hers. What I would do to put my face between her massive cheeks while lathering it with lotion.

I let out a sigh as I skip over the part of her I want to touch the most and start working the backs of her thighs.

I massage her muscles while working the lotion in. After I work her calves, she rolls over, showing me her unexposed breasts. Her nipples are rock hard diamond tips as large as quarters. “What are you waiting for? Get my front now.”

Starting with her shoulders, I rub the silky white lotion in before moving down to her stomach. “Aren’t you forgetting something? My breasts need attention too.”

I swallow down the lump in my throat before looking up to her hidden eyes. Without any further word, I cup her breasts. “Honey, don’t play with them, cover them in lotion.”

Fumbling a bit, I get back to work and slowly work the lotion in as my mouth waters with excitement.

I take my time lathering the lotion all over her bust, rubbing circles around her nipples with my thumb. “Mhmm that’s it. Now don’t forget the rest of me.”

With a little reserve, I finally move past her breast, letting out a sigh. That’s when I notice it. As I lather up her stomach, there is a growing bulge in her bikini bottoms. I swear it isn’t my imagination, there’s an actual bulge there as if she has a cock.

I try my best to ignore it as I move down to her thighs. Working in the lotion, I see bulge slightly twitch. I’m not imagining this, it actually moved.

I quickly work to finish her legs. “Oh, whoops, I forgot to remove my bikini bottoms. Why don’t you do that for me,” she says with a devious smirk.

I look up at those shade covered eyes as nervousness takes over me. My stomach clenching up and my hands start to sweat at the thought of what might lay hidden underneath the little cloth covering her crotch.

Reluctantly, I slide my fingers underneath the fabric and slowly start to slide it off as she lifts her bottom. To my surprise and shock, the biggest dick I have ever seen pops free.

It’s a monster, all veiny and thick. The smell of it hits me hard. To say it was a tad bit musky was an understatement. It made my stomach lurch. “Now why don’t you get my cock all lathered up.”

I look up at her with shock. She can’t be serious… Can she? Even with her sunglasses on, I can see her raise an eyebrow. She is serious.

As I go to squirt some lotion onto my hand, she quickly interrupts me. “Not with lotion. I want it lathered in your spit.”

“Wait. You want me to…”

She lets out a long sigh. “Do I have to spell it out for you? I want a fucking blow job. Why do you think I had your mother send you over? Do honestly think I need a bitch boy to lather lotion all over me? I want a fuck-toy. Nothing more, nothing less.”

“I… uh… I’ve never done this before. I’m not gay.”

“Do I look like a man? Of course not. Besides, I don’t care what your sexual orientation is. If you want to get paid a considerable amount of money, you’ll do as I command. Besides, your mother had no problem taking that cock of mine, I’d like to see if you inherited the gene.”

I look at her in shock. I can hardly blink at what she just said. “Well? Come on, get to work.”

She reached up and grabbed my hair, tugging me down face first to her cock. Just the smell alone makes me want to vomit.

With one hand on her dick, she guides it to my lips. The head of her cock kisses my lips. I nearly reel back in horror, but her cock nudges its way in between my lips. Suddenly she pulls my head down the length of her shaft and before I know it I’m choking on her cock. She doesn’t give me a second to breathe before she starts humping my face, sinking that cock in and out of my mouth.

“Fuck, I’ve been waiting a long time for this.”

I struggle as she forces her dick against the entrance of my throat. I gag and nearly puke as she forces it down. Finally, she lets go of my head and I fall off that dick in a coughing fit. She slowly gets up from her lounge chair and gets a handful of my hair, not waiting for me to recover. Suddenly her dick is back in my mouth as she fucks my face like a whore.

Once again I’m choking on her dick as she plunges it back down my throat. In and out she saws my throat with her cock. Once again she allows me to fall from her dick. I cough and gag as I gasp for air. “Looks like your enjoying this,” she laughs.

I look up into those shades of hers as she brings her foot to my crotch. Her toes rub up against my hardened dick. No. There’s no way sucking her dick is making me horny.

“Boners don’t lie, you love sucking dick, don’t you?” she says in such a sultry tone. “Admit it.”

“No! I… I…”

“Don’t deny it. You were born to be a cocksucker.” Before I can even respond, she grabs my hair and forces her dick back in my mouth. With a series of furious thrusts, she pounds that dick back down my throat. “This is going to be your job from now on, as my fuck-boy. Hell, I’ll even let your mother join in on the fun. God only knows how much I enjoy stretching out that ass of hers.”

She plunges her cock all the way down my throat. My nose meets the neatly trimmed patch of hair at the root of her dick. She holds it there, her grip like a vice. I grab ahold of her thighs as tears bunch up at the corners of my eyes. “You’ll be my little bitch, won’t you?”

I nod as her dick clogs my windpipe. She finally pulls it out, but she keeps my hair gripped in her hand as she starts to stroke her long pole. “Say it. Say you’re my fuck slut from now on.”

My resistance is all but gone at this point. “I’m your fuck slut from now on,” I say in defeat. The words echoing in my mind.

“Tell me how much you love sucking cock, that you were born to be a cocksucker,” she says.

“I love sucking cock. I was born to be a cocksucker” I gasp as I still haven’t caught my breath.

“Oh fuck!” She moans as a load of cum explodes out of her dick and covers my face. She pushes her cock in my mouth and fills it with her thick, salty cream. “Swallow it all!”

I do as she commands and swallow her sticky seed as it clings to my throat and slowly makes its way down into my stomach. She pulls out once more and sprays the rest of her load all over my face once more. “You’re mine from now on. I’m going to thoroughly enjoy deflowering that ass of yours. Now get out of my sight.”

Thank you so much for reading, I hope you enjoyed. If you want liked it, feel free to give it the thumbs up/rate it and leave a comment below telling me what you thought. Follow me to get more trans girl dicks being sucked off by men. Check out my profile and send me a message if you want to chat.

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