2. Work-Relations
Chapter 2
Work-Relations
FRANK
M indlessly, I scoop up the ice cream and eat it, barely tasting a thing. Jessica…
“Frank, my love, are you okay? You’re spilling your dessert, hunny.” I pause, scrolling through what Jessica has been doing all day, and glance up at the woman before me, holding in a sigh and putting my phone back into my pocket. God… I should have just canceled when she fucked up last night…
“I’m fine, Mommy,” I answer, switching my voice to be a bit sweeter, and sit up, tilting my head to the side when she smiles, blushing. Well… well.. looks like this one is rearing to go already. Maybe I can end this sooner than I thought.
“O-oh, that’s good,” she simpers, picking up her steak knife and going back to eating. I plop back in my chair, ready to put an end to this shit. I scoop up a bit of ice cream and tilt the spoon, causing some of it to fall onto my dress. She goes still, and her heart rate visibly quickens.
“Ooops!” I gasp, feigning innocence. “It seems I spilled something,” I pout, and she immediately drops her utensils, thrusts the chair back, and grabs a napkin.
“Oh dear! Let me help you, baby,” she scrambles to clean me up, but I pick up the knife and slam it down.
“Mommy, who told you to clean me with that?” I smile brightly, and she goes still.
“I… wh-what would you like me to clean you w-with, dear?” She blinks, ears growing red. I raise my foot, revealing my bejeweled heel and placing it on her stomach.
“I think Mommy should clean me with something else…” I spread my legs, and the heat finally creeps up her neck to her cheeks, and she falls to the floor on her knees, salivating.
“I… well… i-if th-that’s wh-what m-my dear Frank w-wants… then how can I refuse?” she swallows, but drool spills from the bitch’s mouth as she crawls to me, licking the melted cream from my dress, slurping at the fabric. “H-how’s th-that Frank?” she pants, chest rising and falling.
“Tsk, tsk, tsk, Mommy, you did such a terrible job.” I lean forward, long hair brushing against her shoulders. “Shouldn’t Mommy stop pretending to be a good Mommy and be the nasty bitch she really is and clean me all the way up?” I groan and literally hear her gulp.
“Yes!” she hungrily nods, shaking, and I can see the cum leak on the floor, smiling because I know the bitch isn’t wearing any panties. Oh, she really was eager, huh?
“Come on, Mommy. Don’t you want to see how dirty I am?” I lean back and she trembles, looking into my eyes with longing before glancing down at my dress, now tainted, before lifting it and showing my dick bulging against my stocking.
“O-oh my!” she uselessly fans herself. “I should clean th-that up,” she groans, leaning in and running her tongue on my stocking-clad dick, moaning at the first taste. When she cleans it up and pulls back my stockings, she wastes no time slurping my dick into her mouth, bobbing and sucking like a pro, throating and gagging on my dick so hard that drool slides down my nuts. Yeah, this one is used to sucking dick.
“Uhnnnn,” she moans, gagging, eyes rolling to the back of her head while I sit there watching her with a smile.
“What a good Mommy,” I bite my lip, shoving her head down, making her cum. “Oh no! I take that back! Mommy made a mess without my permission.” I grasp her hair and stand, lifting my dress over her head and shove her down on my dick so hard she gushes, twitching before I snatch her up, bend her over the table, and slam her down, spilling the ice cream.
“Oh! Oh! Please, baby! Fuck Mommy! Fuck Mommy good!” she pants, and I lift my dress, biting the hem after ripping open the condom and sliding it on. Then I plunge so hard and deep into her she arches backward, squealing and immediately cumming. “YESSSSSSSS!!!!! YEEEESSSSSSSS BABBYYYY!!!!” I fuck her, smirking as I glance over to her dead husband lying face-planted on the table, foam bubbling from his blue lips, staring at us with bloodshot eyes.
Yeah… I tick all her boxes. Cute and adorable, with a pretty smile, dreamy eyes, doesn’t mind wearing stockings, and more importantly, someone with, as she wrote on the commission, “A dick so big it’ll knock her walls out.” When it comes to that, I’m the guy, but imagine my fucking surprise when her name also popped up on my family’s commission board for a hit on her husband. Even though I don’t take jobs anymore, this was easy money I couldn’t pass up.
That’s why I contacted her and told her to pick me up at the park since people aren’t usually there, but those assholes approached me because the bitch was running late. So I had to deal with a hassle that could have been avoided. The last thing I want is another aggravated assault charge for beating the bloody breaks off some son of a bitch who assumes just because I’m a dude in a dress, I’m a pussy.
However, as pissed as I was and almost axed the bitch for making me wait, I let it slide. I chose to not only let her live, but to still meet with her tonight because I was able see something interesting due to her fuck up. I lick my lips at the sight, dick getting bigger just remembering it.
Jessica fucking Hurts… I’d seen her on campus a few times since she’s hard to miss. Pretty as fuck, tall, big ass even though she tries unsuccessfully to hide it, cute smile with a sexy cupid’s bow, and tits I wouldn’t mind sucking. Yeah, she’s my type when it comes to looks, but her boring and frigid reserved nature is a put off.
From the way she carries herself on campus, she seems to have a stick up her ass and wouldn’t be a good time in the slightest. She has hard eyes that seem never to have known a day of fun or fucking in her life, even though there were a few rumors going around about her and the guys on the football team. But no matter how anyone sliced it, there was no fucking way that hard ass was going to give pussy to anyone, let alone getting dicked down by any man. I threw the rumors along with her pretty ass into the back of my mind.
She was clearly too much of a good girl for some salacious shit like that. I know a slut when I see one. They’d hop on my dick any chance they could, and Jessica fucking Hurts is no slut. More like an Arctic Beauty only showing a modicum of humanity when she’s around the group of flies she always has swarming around. That’s the only time I ever saw her seemingly unfriendly ass smile.
Even though she’s only a Sophomore, I had seen her do nothing but go to class, play football, and go home. She never went to a single party, club or rave. She’s the definition of dry and fucking boring. So, as much as I was attracted to her, I just wasn’t in the mood pursue and school any killjoy on the art of fucking. Plus, she would probably be a clingy mother fucker who’d desperately beg for a relationship after a taste or act like the others and want to lock me down to be with one woman. Fuck that. It’s best to leave girls like her the fuck alone.
But God made a mistake and put a tempting challenge right in front of me, dangling a USDA prime grade steak with perfect marbling right in front of my nose. And I’ll be damned if I’m not going to eat.
Seeing her in that get up, clearly looking ready to be fucked was more than I could stand. If her wearing that skimpy fucking lingerie was cake, then seeing pierced nipples was the icing but even that was nothing compared to seeing the tiny glittering jewel that bedazzled her clit beckoning me to drop to my knees to suck it between my teeth… that was the cherry on fucking top. That told me Jessica, though seemingly quiet and innocent, has secrets that she only let a select few people know… and I happen to be one of them. If I’m honest, I want to make it so no one else finds out about that delectable piece of cherry cake.
That and seeing the usually reserved girl raise her voice and worry about shit outside of school and football, plus her adorable meekness… fuck! I wanted to swallow her up.
My phone vibrates on the table, and when I swipe it up, my heart pounds in my chest.
My Cherry Cake : Hey, sorry about the wait I was showering and fixing me something to eat.
My Cherry Cake : Are you busy?
Frankie : Jessica
Frankie : I thought you fell asleep on me! Yay
Frankie : No, I’m never too busy for you
My Cherry Cake : You’re too much you know that
My Cherry Cake : lol so what are you doing up so late?
“Baby! Wha… what are you—” I slam her head onto the table, fucking her harder.
“If you got time to talk, then I’m not fucking you hard enough.” I ram into her, slamming into her pussy, making her scream and gush along my legs, cumming hard again.
“YESSSSSS!” she continues to scream, but I drown her out as she pulses on my dick.
Frankie : nothing much playing with somebody’s cat
Frankie : What are you doing?
My Cherry Cake : Awww! You like cats!
Frankie : Love em! They are adorable when they purr.
My Cherry Cake : OMG! Right! But my apartments won’t allow it so I had to leave mine back home.
Frankie : Am I allowed to stroke your cat too?
My Cherry Cake : Duh!
My Cherry Cake : Anytime
My Cherry Cake : Me cat su cat
Jesus… this girl is too fucking sweet I just want to eat her up…
Frankie : I like the sound of that…
Frankie : but only if you promise that only I can pet it whenever I want
My Cherry Cake : I promise in fact it’s yours when you want it
Fuck … my nuts tighten even though she’s not aware of what the fuck she’s saying to me. I thrust hard, heart racing.
I shiver, reading her message, about to nut thinking about her. When the lady cums once more, I stop myself, refusing to waste my precious nut. I pull out of her depths, making her whimper as I slide the condom off, not bothering to tie it since I didn’t cum. I then use the bathroom I require to be prepared for me in advance for a session if they want me to come to their house and not a hotel, and use the toiletries to wash my nuts and dick. Finally, I throw the towel in the laundry and flush the condom. When I return, she’s standing in a daze, looking like she wants more.
Frankie : Yay! That made my night
My Cherry Cake : Haha you’re an easy man to please.
Frankie : Oh! I’ve never heard that before
My Cherry Cake : Really?
Frankie : Yup I’m known as a rather difficult person.
My Cherry Cake : Then why are you being so nice to me?
Frankie : Hmm…
Frankie : Because you’re you.
My Cherry Cake : I guess I’m a lucky girl
“Can I book you again?” she pants, clutching her chest.
“Check my schedule online,” I throw her way while typing.
Frankie : More like I’m a lucky guy
Frankie : I’m glad I met you.
My Cherry Cake : Frank you are too much
My Cherry Cake : Oh! Can I get a picture for your contact?
Frankie : Yeah but you have to send me one as well
My Cherry Cake : damn… I walked right into that huh?
Frankie : you did but I’m not going to complain when I’m going to have the hottest girl in the world, picture in my phone
My Cherry Cake : God, you do wonders for my confidence. All girls need a friend like you Frank
Friend… for fucks sake… I can’t believe I’ve stooped this low for pussy… even if it’s pierced. I sneer at my phone, mood souring, but the moment I look back down at the screen my nuts tighten and I have to wipe the drool from my mouth when her picture comes through. My baby in all black, braids in her hair, staring at the screen as if she’s begging me to fuck her… Yup… I’ll defiantly be beating my dick to this later.
In return I scroll through my phone and searching the countless fucked up pictures I have of myself that I use for advertising. Some nude, in a motorcycle helmet, some in a Scream mask, a lot of women really love getting fucked while feeling like I’m going to murder them when it’s the pussy I’m trying to kill but I digress.
My baby seems to have an aversion to guys right now. Smart girl. And she doesn’t seem to be looking for anything sexual or romantic with a guy so sending her a picture of myself as a guy would put her off and might even potentially make her distance herself from me… Nope not willing to risk it.
I settle on a picture of me dressed sort of like I was when I first met her, a prissy little adorable thing who she would be quick to let her guard down with, sunshine and bubbles… this will make my life easier. I send it off and put my phone into my dress ready to leave.
“I’ll pay double… no… triple! Name the price. I… I want you. I’ve never felt this way and had such a perfect scene.” She tries to stand on wobbly legs, but she falls over, crawling to her seat, snatching up her custom Birkin bag, eagerly pulling out my fee of forty thousand dollars in four stacks of hundreds wrapped in ten thousand bands, handing it to me. “Please, I’ll pay any price, just name it,” she pleads as she whips out her wallet, flipping to her checkbook. “What do you want? Sixty? One hundred? I?—”
I cut my eyes to her and flip her expensive oakwood table with one hand, making her shut the fuck up and melt into a puddle on the floor at my feet, bowing on her hands and knees.
“P-please… I’m b-begging, I need it,” she whimpers desperately and I check the time before stepping over her.
“Yeah, you and every other bitch on my roster. Like I said, check my schedule,” I mutter to her one last time before I walk out and shut the door to her multi-million dollar house she shared with her billionaire tech husband and family but now it’s all hers. I’ve no doubt she’ll call someone and collect that insurance many and become even more insufferable to me. Fuck…
When I get into my car, I reach for my meds and pop them without water, then go for my blunt on the dash but shit… Jessica texted me earlier that she hates smokers… fuck…
I look around my car and see that one of the idiots left a pack of cough drops here. Assholes… I told them to stop leaving shit in my… fuck it! I quickly reach behind, snatch it up, rip the pack open, unwrapping one and popping it into my mouth. Mmm!
I open our family register, type in my code, mark this job complete, and get a notification that five million has been wired to my account. Throwing the phone in the seat next to me, I press the start button and speed off away from the expensive, exclusive neighborhood where only billionaires and mega CEOs quietly live, knowing I’ll be back to fuck more than a few of their wives and married daughters.
But I don’t get too far before I get a call on my phone. I almost don’t answer, but I see it’s my assistant, Tony, who manages my roster over at Pleasure Palace.
“What’s up?” I mutter
“How did the session go, Boss?” Tony asks as I pull out another cough drop and pop into my mouth. Fuck, I need a smoke.
“How do you think?” I snort.
“Yeah, I don’t even know why I asked,” he sighs. “Actually, before I called, I just got a bid for a slot in two days for a couple hundred grand. That must be the mommy kink lady you just left, right?”
“Yup. Decline her,” I grunt as I turn at the light, and he groans.
“Fine, if you say so, but why? It’s easy money, and you always hop on that, Boss. Did you not like her?”
“She’s too clingy already.” I crack my neck, not wanting to bother with that. I need to focus on my girl.
“They are always clingy, Boss.” He’s right, but I don’t want the hassle, especially since this one has dealings with my family. The look of pleasure in her eyes and how tight her pussy got as I fucked her next to her dead husband… yeah, if I keep up with that one, she’ll be a problem.
“More than that, what’s my schedule looking like?” I mindlessly ask, making the drive to my parent’s house.
“It’s booked up, as usual. Why, is something wrong?”
“Damn, I thought so,” I huff.
“But seriously, Boss, what the fuck kind of sauce are you giving these women to keep them coming back and doing bidding wars like this? The second she got declined, she just raised her offer, and now another one is going against her for the same slot,” he marvels in disbelief, and I shrug.
“Good dick will do that. Plus, there aren’t many guys who look like me who are solely dominant and are one hundred percent a top,” I remind him.
“Fuck, it’s at over a million. Damn, I know, but you’re racking them in. The mommy kink lady just outbid the pet fetish lady and the princess lesbian session lady. She must be loaded as fuck.”
She is, but she’s nothing special. Some other rich bitch will come along and outbid her soon enough.
“Holy shit! Someone just outbid her!” Yup. I stay busy, and my booked in-advance roster proves it. There are women in the world who would never in a million years bat an eye at a guy who cross-dresses like me. They would assume I’m gay or some unimaginative shit like that who likes dressing as a girl and getting plowed by dudes. But they couldn’t be more off the cuff. Just like there are women and men who’d assume so grossly wrong about me based on my appearance, there are plenty of women who’d sell their entire family fortunes just for a lick and a session with me.
I am some women’s nastiest dream and by far the biggest and wildest fuck they have ever had. Though it’s hard for the average guy or woman to understand that that’s just my daily life.
“Actually, on second thought, I want you to shut my roster down,” I tell him as I pull into my family’s driveway and shut off the car. He goes silent, making me glance at the screen to see if he’s still there… but of course he is. He’s not bold enough to hang up on me . And even if the call dropped, he’d rush to call back and quell any misunderstanding.
No, he’s just quiet, probably from shock. For a solid five minutes, neither one of us says anything.
“Sh-shut it down? Like how? For maintenance?”
“As in shut it down permanently.”
“P… permanently?”
“Do I need to repeat myself?” I growl.
“N-no, Boss! I… uhm… I’m just trying to understand! Li…like what happened?!”
“Nothing, I just have other shit to do. Put me in for a transfer of services. Maybe the bar or waiter?—”
“THE BAR?! WAITERING?! BOSS, YOU CAN’T BE SERIOUS!?!” he shouts, and I run my hands through my hair, shaking my leg from the lack of something to calm my nerves.
“But I am.”
“Boss! This is money, and you’re just throwing it away because of things to do? Not only that, but you love sessions and you love fucking even more!”
“Yeah, and?” I rebut.
He says nothing, and I find myself scrolling back over to my text thread with Jess. If I’m working, I won’t be able to spend time with her. Right now, we’re just friends who’ve been texting, but I want more. Since I’m not her type, I’ll have to wiggle in whatever opening she gives me, and time is the only thing Jess is giving.
I know she’s looking at me as more of a friend who’s different like her. Hell, I wouldn’t put it past her if she thinks I’m safe and like boys, but slowly… slowly, I’ll show her how wrong she is, and when she opens up, I’ll swoop in and make her mine.
“For fuck’s sake, you’re killing me,” he sighs. “At least tell me you’ll finish out the remainder of the week of your roster.”
“I’ll think about it.”
“Jesus... a-alright. When you finish off the roster, I’ll request your job change, but I might have to go through the higher ups… seriously, are you sure about this? Are you sure you you’re not making a mistake?”
“Nah, I never make mistakes.” I step out of the car and go into my parent’s house.
“If you say so, Boss, but you’re going to make a lot of women cry!” he grumbles.
“I always make them cry. What’s a few more tears?” I chuckle. I’m only interested in one woman’s tears at the moment.
“Ugh, okay. I’ll keep you posted. Talk to you later.”
“Yeah,” I hang up, and I pop my head in, seeing my mom and dad watching TV.
“Frank!” my dad’s eyes flash, surprised. “What are you doing here?” he asks, and I shrug.
“I came to pick some things up from my room. Where are the others?” I ask, looking around for my older brothers even though it’s a fucking reprieve not to see them. I don’t usually come home that often since I have my own place, and being around the idiots is annoying.
“Th-they went out on a job,” my dad answers, glancing over to my mom then back to me. “But what could you need from up there? It’s just got your old gear. Are you planning on going hunting? I did see you did a bid today. That surprised me,” he smiles, excited.
“Yes and no. There is an innocent little lamb I’ve got my eye on that’s begging to be eaten, but I’m letting her marinate a bit more. I just need to make sure I keep the flies at bay,” I tell him, rocking on my heels.
“Oh! She must be wonderful to catch your attention… I don’t think I’ve ever seen you this dedicated,” my mom claps her hands over her cheeks, and my dad raises a brow.
“Yes, she is different, and I’m going to take pursuing her seriously. I’m even shutting down my roster.”
“Wow. How… interesting.” My mom blinks
“You? Shut down your roster?” my dad raises his brow, now fully invested.
“Yeah…”
“But you’ve never done that before. Are you sure that’s okay?” he adds with a raised brow.
“Why wouldn’t it be?” I ask him as we stare each other down until my dad looks away.
“So if you cut off your roster, what will you be doing for work? Maybe you should consider coming to help your brothers?” he suggests, and I shake my head.
“No, I’ve had enough of that. I’ll just keep working at the club for now. I want to have more time to spend with my lamb,” I tell them, and they stare at each other before turning back to me.
“O… okay honey, if you s-say so, but still, I’m surprised that you’re going this far.” Mom gives me a thin-lipped smile.
Despite how I look, I hate people. They’re annoying. Women are only for fucking, and men? They can go to hell. Going back to the family wouldn’t be a bad thing, but that’s even more tedious than working at the club. My goal is to spend more time with Jessica and going back would have the opposite effect.
They’d ply me with so much work that I would never be able to see Jessica! And if they do that, how would I ever be able to sweetly swoop in and sweep her off her feet, lock the cuffs on her cute little wrists, and make it so she can never escape? Nope… not worth it.
“You don’t have to worry about me,” I assure them. “Anyway, I’ll be spending more time at my place since I have business to handle. Tell them not to come by for the time being.” I turn on my heel and leave, going up to my room, quickly shower, and throw out the dress.
Then I sit there for a while waiting for her text back, but nothing comes, and my body begins to burn. What is she doing? Why didn’t she text back? Is she okay? Is she talking to that dead mother fucker from earlier? I’ll kill him… I’ll lock her aw— Fuck this! I can’t stand it. I riffle through my things to pull out an empty diary I’d been saving for the perfect occasion and my gear before heading out in one of the older cars.
It takes no time to get to her place, where I park in a less surveilled area. I then make my way over to the side of the building where there’s a broken streetlight and climb onto the balcony. From there I jump, grasping the next balcony, using my strength to lift myself up and do the same until I reach the third-floor balcony of her place, where I pull out my black card, popping the lock easily.
The moment I open the door, my dick slides down my leg, growing as I take in her delicious scent, salivating. Jesus… I swallow, stepping in, shaking from how good it smells in her home.
Even though it’s dark, I can clearly see all her jerseys, awards, and football gear, along with her schoolbooks. I take my time looking over and through everything, memorizing even her playlist because no detail about her is too small.
I go through her kitchen, noting the food and brands she likes, down to the water and her favorite protein. I want to know everything. Pads or tampons? What brand of mouthwash? Is the toothbrush soft, medium, or hard bristles? Everything.
When I step into her room where her smell is the thickest, I cock my head to the side and clutch my chest, heart beating like I’ve run a marathon at full speed when I see her sprawled all over the queen-sized bed, snoring. My God… I stagger back as a thick glob of pre cum drips down my leg. How can one person be the personification of beauty and sin?
I swallow three… no four… five times, but the saliva continues to pool into my mouth. I just know the pussy tastes heavenly. On shaky legs that jiggle like jelly, I stalk over to her slowly, just taking her in. Simply looking at her makes my heart beat faster every minute. How is she so fucking perfect?
I reach for her phone, plucking it from her fingers, and use my device to unlock it, smiling when I see that the first thing that pops up is our text messages. This girl drives me fucking crazy… but I need to see what else she has going on. Who the fuck was that mother fucker outside?
I scroll through, reading her texts like a book, taking my time, landing on the asshole who lacks refined taste and made my job of getting closer to my baby harder. Sons of bitches like him need to die. How dare he break up with such a perfect woman?! But killing him might make her sad and remorseful to that bastard, and that’s the last thing I want. I need all of her attention…
After copying her texts, pictures, and files in her phone, I install my undetectable spyware before I plug it to the charger and set it on the bedside table before turning to my girl and immediately she takes my breath away. Sitting in the car with her was torture… leaving her to go to that bitch felt insidious. But this is why I stayed away from her.
It was like my brain instinctively told me to stay away from her, but now that’s over. With bated breath, I reach out with a shaky hand and run a finger up her belly, feeling my body vibrate. I pant when I reach the top of her shirt, which just cups her round tits. Sweat drips down my brow as I go to lift it, but I only get a peek of her dark brown, dusky nipples before she moans, throwing her hand over her chest, making me quickly snatch my hand back, disappointed.
But just that little tease is enough to make me pull out my dick and run my hand over the sticky head. More… I reach out, hand hovering just over her pussy, and I double over in pain at the heat radiating from it. I pant, mind out of control, gently dipping a knee into her bed, stroking my dick, and slowly running my nose along her pussy where I see it glistening. Shit… my eyes roll to the back of my head as her freshly showered pussy washes over me. Oh, she’s going to kill me… I fucking love it, but next time I want to smell it before it’s washed.
While stroking my dick, I place gentle kisses all over her body, leaning over her and staring at her face, biting my lip as my nut builds up. Sweat drips down my body as I silently hyperventilate and my body seizes up while I cum in my hand, grunting, resisting the urge to smear it over her. However, when I look down, I’m surprised to see blood on her cheek, and I sit up over her and rub my face with my clean hand, realizing my nose is bleeding. What the fuck?
Slowly so as not to wake my baby, I climb from bed, grab a tissue from her bedside table, gently wipe her face, and smile at how pretty she is while I clean the cum from my hand and place it into my pocket so as not to leave evidence. But watching her, I can’t resist the urge to pull out my phone and snap as many pictures of her as I can.
I don’t know how long I stood there taking pictures, but regrettably, I have to stop when my phone flashes me a fucked up “Memory full” notification. Stupid fucking phone! How little is a terabyte of storage? I need to buy a personal hard drive… no, FIVE! Yeah, that’ll do.
Damn, wish I could have taken her underwear, but she washed them already… tragic. But a clean pair is better than nothing. I sit beside her on the floor, pull the notebook from the backpack with my gear inside, and open it, where I place stickers and pull out my pen, writing.
I discovered an interesting secret today. She is perfect. She is beautiful... she is mine.
Shit… my nose starts bleeding again, dripping all over the page, when my dick gets hard, wanting more of her, but I just wipe it and smile, looking down at it.
Before the sun rises, I regrettably make my way to her living room and use my portable key maker to copy her key as I greatly resist the urge to think of a way to kidnap her and take her, but like a good and patient boy, I leave her apartment, heading down to my car. I have time… I don’t need to rush things.
When I make it home, I order all of my baby’s favorite things, and smirk eagerly as they are brought up to my door within the hour. I fill our home with them, ready for when she moves in so we can start to build our life together.