Office Bukkake: Part 1

You register your mother's words and give a surprised "Huhh??" not only because she said the word bukkake, but also cause you were so so close to cumming. You were sure just a few more thrusts would've made your tightly locked penis explode like a geyser despite your pink limiting cage.

As ordered though, Gabby slowly pulls her cock out of your ass and you couldn't help but feel utter disappointed from not being able to cum and empty from the lack of stimulation in your ass after all that buildup. This was followed by a wave of panic, as you're not sure you'd never wanted to cum this badly in your life. You briefly consider trying to stroke your pink cock cage yourself, but you were also sure you'd get stopped before you could finish, along with dealing with very serious consequences from trying to cum like a boy. You decide to hold off but immediately get light-headed and see faint spots likely from your suppressed lust.

Your mother stands up from her chair and walks back over to the fuck machine she dubbed the Male Pacifier 3000 and the office had apparently nicknamed Big Bertha. She pulls a switch on the side and suddenly the 10 inch silicon dildo strapped to the end flies upwards as the fuck machine rotates at a 90 degree angle. The dildo flops wildly at the sudden motion and is now sticking straight up, looking like the person getting fucked now has to ride it cowgirl style. Unfortunately, you knew what this meant.

Your mother says to you "Okay baby, you're gonna need to take a seat here for this next part." and gestures to the nearly footlong cock sticking in the air.

You had already pulled yourself out from under her chair and began crawling over to the machine, Gabby still holding the end of your leash. This time though, you were more than willing to spear yourself on the dildo so you'd have the chance to finally cum from any amount of butt fucking it'd take. The tightness and discomfort in your pink cock cage had twisted into some mix of pleasure and pain from your cock trying to bust out of its prison. Midway to the machine, you have a moment of clarity though and re-register what your mother said before.

You decide to speak up through breathy pants "Uhh *huff* mommy, what did you mean by bukkake *huff* a second ago?"

She locks eyes with you and answers "Well sweetie, bukkake is when a man and a woman love each other very much and the woman decides to ejaculate all over the man's face. Then the woman gets all her friends from her book club to pull out their big cocks and cum all over her man's face as well until he's barely recognizable under all the layers of gooey semen."

She was obviously pulling your leg but were still pretty worried what she had planned. You decide to just stay quiet for the moment though, choosing the safest route and refocus on making it to the dildo so you can **** your orgasm out.

You reach the machine and then all-too-willingly stand up over it at your mother's gestures. She squeezes out a fresh glob of lube on her hand and spreads it all over the dildo pointed at the ceiling. She then slowly guides you downwards to sit on it and are suddenly easily swallowing a large silicon cock up your ass. You still had to go a little slow since it had a lot more girth than Gabby's, and as you're about halfway down on it, you look over at Gabby, whose standing near the desk and biting her bottom lip as she jerks her cock furiously at the sight of you getting impaled by the dildo. You forgot she wasn't allowed to cum yet too and considering how aggressively she was humping your ass before, you were sure she was beyond **** to blast her load as well.

You push down even slower as you get towards the base and soon enough, you have the whole ten inches up your ass and your sitting on the machine with both legs on each side, the pink puffy skirt of your dress spreading around you and just barely covering your hips and pink cock cage. Thankfully the seat was at least comfortable to sit on aside from the cock up your ass. You could also feel the big balls of the dildo pressing up against the underside of your own smaller balls sticking out of the cage.

By comparison to Gabby's real cock, the silicon of the dildo felt cold and lifeless in your ass, and as you watch Gabby jerk her cock, you had the urge for a warm and lifelike dick to fuck you. Then you look over and see your mother begin jerking her monster cock to stiffness, and your cage jumps at the sight. The plastic confines suddenly becoming way too tight again around your poor strained cock.

You moan and groan at the hot and frustrating scene, wishing you could jerk your cock too, but soon enough your mother holds up a remote and presses a button, causing the dildo up your ass to begin fucking you from below. She hadn't engaged it to vibrate yet, but the motions of the cock were definitely grinding into you in places that began teasing your own residual anal orgasm you never got to have. However, you could already tell the mode the machine was on was meant to edge you without pushing you over the edge.

Your mother presses another button, and suddenly the seat begins moving back and forth, grinding you on the cock and making it seem like you were fucking yourself on it cowgirl style. The machine is a bit loud as it's pistoning to move the dildo and seat, but soon enough your own moans and whimpers are drowning it out, as the cock begins just barely grinding into your prostate every time the seat moves in the backwards direction, pushing the cock balls deep into you.

Your movements on top the machine remind you of riding a mechanical bull at a sports bar, but in reality were much closer to riding a coin-operated horsie at the mall. The fact that you had a frilly pink dress and white stockings on only supported the latter scenario and made you look like a little girl in a princess outfit riding a horsie ride.

Your mother eventually stops stroking her cock to walk over to the intercom and happily says into it "Oh Porsha, I have a job for you in here you might like. Also, you can bring Lia with you this time if you'd like."

Your mother then walks back over and very slowly walks up in front of you, her cock nearly erect and pointed at your chest. You noticed how you were nearly level with her cock and you wondered if the machine's seated height was meant for blowjobs by design.

She cups your face in her hand and says "You've been a very good girl during your punishment baby." "So good in fact, I think it's time you get a big reward."

You slowly look down to her cock, which has become rock hard while she finished speaking. You involuntarily lick your parched lips, but you look back to her face, not wanting to assume you can touch her.

She says "Do you want to suckle on mommy's big cock again sweetie?"

You silently nod as you continue riding the fuck machine and getting grinded back and forth on its dildo.

Your mother quietly whispers to you "Say it", but you can read her lips all the same.

You blush at what you were about to say, and then say it anyways "Please let me suck your big cock mommy..", the humiliating words shooting a wave of pleasure from your ass up to your brain, which was still clouded and deprived from the lack of cumming anally. You weren't sure if you cared about any of the humiliations anymore, you just wanted to cum and knew sucking your mother's cock would push you over the threshold.

Jennifer grins at your pathetic obedient words, and likely confirmed her son had taken one step closer to becoming the needy little sissy she was training you to be all day. What really sold it was the fact that you probably looked eager and **** to suck her cock.

She smiles and says "Okay baby, come give mommy a big wet kiss." She holds her hefty cock up so the fat tip is right in front of your face. You can see pre-cum leaking from the tip and dribbling down her glans as she holds it up for you.

You move your head forward, pucker your lips and give her cock a kiss right on the tip, her precum smearing around your lips. The dildo machine grinds against your prostate again, sending a tingle up your back, and you shamelessly begin making out with the tip of your mother's fat cock, while Gabby jerks herself off from the side.

You look over to Gabby while sucking your mother's tip, and she looks like she has an expression of deep longing on her face. She probably feels cheated since she was just about to cum earlier and now here she is watching you making out with your mommy's dick.

Jennifer catches you staring, looks over to Gabby jerking her cock, and says "Oh sweetheart, come over here so princess can stroke your cock.. C'mon I did say it's a bukkake after all."

Gabby walks forward until she's in your reach, and then you take her cock in your right hand and begin to pump with a firm gentle grip.

By this point, you feel your mother's hand on the back of your head and so without any direction, you begin sucking her tip into your mouth until her glans fill your mouth and your lips pop around the edges of her cock head.

The steady stream of your mother's precum began pouring over your tongue and the taste of it sent tingles down your tongue and throat. Jennifer could apparently feel you quivering around her cockhead, because she let out a pleasurable "Mmmnnn" and then a moment later coos "I bet you missed suckling on mamma's fat cock, didn't you baby?"

In response you just let out a whimpering moan as pleasure was washing over your body from both the taste of your mother's sweet delicious cream and the cock plunging into your ass and making you ride the machine like a cowgirl.

You hadn't realized you stopped pumping Gabby's cock in your hand, because you hear your mother clear her throat and says gently but seriously "Baby.. I know I said this was a reward, but this is also a part of your training. You need to learn how to multitask between multiple futa penises, even if you do look like an adorable butt slut lost in pleasure."

She cups your face as you suckle on her glans until you come back to your senses at her words. Your eyes refocus, and then you restart stroking Gabby's small cock again in short pumps of your right hand.

You notice your slip-up and muffle around her cockhead "Thorry ammy"

Your mother just lets out a satisfied sigh and lets you continue suckling her cockhead.

Just then the office door opens and Porsha enters followed by a young girl trailing in her footsteps. The girl looked like she was your age or younger and was in a school uniform and skirt you instantly recognized. It was your school's uniform, and you suddenly got a bad feeling.

When Porsha and the girl got closer until they were in full view, you realized the girl your mother mentioned as Lia, was a girl called Lia you knew at your school. You must've shared at least 3 classes with her including Gym. You knew exactly who she was because she had large breasts for her age and some of the biggest in your school. You and your friends used to watch her and comment to each other in gym as her boobs bounced around in her t-shirt, and one time you even got called out by your English teacher for not paying attention in class because you were clearly staring at Lia and her huge tits for a little too long. She had a bit of a big nose bridge that kept her from being supermodel hot but her curvy body made her someone you had numerous fantasies about and had masturbated to on multiple occasions. Despite her attractiveness, she spent her time in the smart girl clique and stayed away from the cheerleaders and party girls. God, she was even friends with your neighbor Cassie and sat with her in your Biology class.

Your previous thoughts about not caring what humiliations you suffered anymore suddenly felt like a distant dream, and you immediately felt like you wanted to run out of the building or jump out of the window to relative safety.

You were just then pushed back balls deep onto the dildo as the seat lurched back again and you gave out an unintended moan of pleasure. You unlatched your mouth from Jennifer's cockhead, trying to preserve any tiny amount of dignity as Lia approached.

As Porsha and Lia closed in around you next to your mother, Porsha gestures to introduce you to her guest as if the person she's talking to isn't riding a cock in a pink frilly dress. She says "Marcus, sweetie, this is my daughter Lia whose doing a work study here. I hear you two go to the same school. You both should get along quite well since that's the case."

As Porsha attempts to make introductions, you could see the red fabric of her cock lingerie sticking below her pencil skirt beginning to jut forwards and stiffen.

You then hear Lia a little shyly say "Hi Marcus" in her immature teenage voice. She awkwardly continues "I didn't know you were working here too.. that's really cool.."

As she says this, you're staring at the ground and you had to be blushing like crazy. You muster all your strength to look up and say "Yeahhh.. it's good to see you L- mmnnn", letting out a small moan at the end of your **** pleasantry due to the movements of the fuck machine under you.

Your mother and Gabby are beating their cocks while they're watching all of this, and you had the feeling that at least your mother, but possibly Gabby too, were getting off on your embarrassment, or maybe they just thought your reactions were cute.

You don't even notice what you're doing as your eyes instinctively levitate to Lia's boobs as you gave your response. You only catch yourself after taking note of Lia reacting to you ogling her. She let's out a quiet giggle as she covers her mouth not to be rude, and your eyes shoot straight back to the floor, your face turning even more beat red.

Your mother then chimes in from her left side "Actually honey, Marcus is my registered cocksleeve as of a few days ago, so he more works under me personally than actually working for the office like you do."

Lia lets out an "Ohh" before your mother continues "Listen well to your mother while you're here, and maybe one day, you'll have your own cocksleeve when you're all grown up."

Porsha jokingly butts in "From the looks of it, I think she wants to steal away your cocksleeve Jen" and presses her hand to Lia's shoulder in jest.

Lia loudly whines "Mommmm!" as she looks at her mother with her eyes wide accusingly. Porsha responds playfully "What?? It doesn't take a psychic to see you think he's cute."

Lia says again "Mommmmm!!!" "Marcus is just a friend.. or a classmate or I don't know.. ughhh" and lets out a frustrated groan as she covers her hands over her face in embarrassment.

The whole scene was surprising the hell out of you as you watched the teenager flush in embarrassment, seemingly more embarrassed than even you were despite being the one riding a fuck machine dressed as a sissy princess.

Porsha ignores her daughters distress and says to Jennifer "I always tell her she needs to get out more and meet some boys. She's my little angel, but all her and her friends do is nothing but study study study.."

Lia opens her hands off her face and shouts again "Mommmm stoppp!!" You see her face was bright red and flushed just like yours a minute ago.

Lia then groans even louder and seems to have had enough of her mother's antics as she motions to leave and starts stomping out of the room. Porsha at the last second catches her arm as Lia tries to make her escape and her mother says "Whoa whoa whoa, where do you think you're going Missy??"

Lia barks back in an irritated tone "Away from youuuu.."

Porsha tries to calm her down though and says "C'mon honey don't be like that, mamma was just joking around. Don't you want to see the fun part of your Mom's job?"

Lia stops at Porsha's insistence but is looking up at the ceiling exasperated from her mother's embarrassing comments and trying not to look at her.

Lia huffs out "I guesss.." in clear irritation.

Porsha continues "Here.. You and I both know what'll loosen you up sweetie." Porsha reaches down to start caressing the front of Lia's skirt, but Lia huffs and makes a sound in fake annoyance "Nnnmmm". She has her cheeks puffed out a bit like an angry little girl and you had to admit seeing this side of Lia, caught totally off guard by her mother, was both incredibly surprising but also incredibly cute.

You moaned and grunted in your dildo seat as you, your mother and even Gabby watched the scene before you.

You saw Lia's eyes dart over to you for a second, but she quickly looks back at the ceiling.

Porsha further caresses her daughter's crotch and says to her "C'mon honey, pull that big thing out for mamma. I wanna show everyone how proud I am of my little angel."

Lia persists acting annoyed though, but is clearly wavering.

Porsha coos to her like she's talking to a toddler "Whose my big girl??"

Lia says again "mommmm.." in more of an embarrassed groan than any shout of annoyance. Porsha says again "Whose my big girl??.. you better answer or elssse."

Porsha then reaches below Lia's skirt and suddenly Lia scrunches up her body and starts giggling wildly. Lia is giggling and laughing and trying to stop her mom to no avail. She says between giggling "Mommmmaa stop it! It ticklessss!!.. Ahhhh!!"

Porsha playfully insists "You can stop it right now, you just have to tell me who my girl is with the big strong cock"

You then see Lia's half hard slab of meat pop out of the top of her bright purple panties and lift up her school skirt. Porsha doesn't relent tickling the underside of Lia's growing cock though. She says "C'monnnn, whose my big beautiful girllll??"

Between fits of laughter and giggling Lia blurts out "I am! OH MY GOD! I'm your big girl. Are you Happy now Mom??"

Porsha abruptly stops, lifts her hand off Lia's cock and then pats her stomach in satisfaction. She says "See, was that so hard honey?"

Lia rolls her eyes at her mother, but she's clearly in a better mood and trying to keep a smile off her face.

Porsha says "Now that my little angel is happy, why don't we go back over to your cute friend." and then takes Lia by the arm and presses her other hand on her back to guide her over in front of you.

As Lia walks up close to you again, she covers her face back up with her hands, but you could see her pale smooth cock sticking out of her panties and school skirt. It was getting rock hard and must have been as big as the dildo pumping into your ass right now.

Porsha pulls Lia close enough so her cock is within your reach. Lia says into her hands "I'm so sorry Marcus.. my Mom gets like this and is so weird and embarrassing."

Porsha gently smacks her on the upper arm and says "You know you like it honey." to which Lia lets out an embarrassed groan.

You honestly had no idea Lia would be like this in a direct encounter. You always thought she seemed a little intimidating and out of your league and thought she would have popular girl energy in a social setting, but you supposed you shouldn't have judged a book by its cover.

You once had to buddy up with her on a Biology project, but she was all-work and so serious about it from start to finish, but maybe that was only cause she's so serious about school. You never figured she might actually be attracted to you back. Huh.

Porsha says to you "Now start real slow cutie, Lia's never been with a real boy before."

Lia blurts "I get handjobs all the time Mom!"

To which Porsha responds "That's because Mamma helps you out with your urges."

"Momm!!" Lia says with renewed irritation. "You don't have to tell people that"

Porsha says to her in a more serious tone "Honey, Marcus is just as nervous as you. This is his first day of sissy training, and I'm sure he's mortified. You should be trying to make him feel more comfortable, not the other way around."

Porsha looks to you "Isn't that right cutie?"

You just nod an affirmative, still a bit speechless from what you were seeing.

Lia looks to you with a bit of shame on her face, her cock still sticking out towards your body.

She says "I'm sorry Marcus.. You look really good in that outfit. I mean.. yeah.."

As her words come to an awkward stop, her cock begins to stiffen until the shaft is at an upward angle and her head is only inches away from your nose. You could see a bead of precum leaking from her bulbous tip.

She says to herself "Oh I know!" and then motions to grab the sides of her white tucked-in collared shirt. You let out an involuntary gasp as the dildo penetrates you again and you realize what she's doing. Lia pulls the tail of her shirt out of her plaid skirt and then lifts it up her body so you first see her bare smooth stomach until the shirt momentarily gets caught on the prize you've been wanting to see for years.

Lia struggles a little to pull the shirt up over her chest, her heavy boobs not wanting to be released from their prison. She says "I can tell you like these a lot right?". Her boobs finally relent and her shirt and bra simultaneously are pulled upwards as her impressive soft tits fall out and slap onto her abdomen. The narrow red tie of her uniform then drops back down so it gets smooshed between her voluptuous melons.

Your cock gets so tight in its cage that you have to grab the front side of your pink dress and cup your cock cage in your hands as if that would alleviate the pressure and pain somehow. The tightness also illicits a wave of pleasure and shivers and you let out an accidental gutteral moan.

Lia giggles at your obvious reactions, and your mother says "I believe our princess thinks you look really good too." She then looks to you and says "Now baby, Lia gave you a nice gift, it's only right that you return the favor."

As Lia finishes pulling her collared shirt and bra over her head so only her narrow tie is covering her naked upper body, you, a little too eagerly, reach out and take a firm and gentle grip of Lia's 10 inch cock.

Lia lets out a muffled moan and quickly brings her left hand up to cover her mouth. Lia's cock throbs in your hand as you gently stroke it up and down over her shaft.

This seemed like your best and only chance to ever fulfill one of your fantasies even if the setting is far different than you'd ever imagined and you were the one about to go down on her, not the other way around.

You then bring your other hand to continue your stroking, playing with and gently caressing her very stiff cock. Lia, for her part, couldn't stop her cock from throbbing over and over again, and you could tell she likely wouldn't last long.

You decide to help her along even more, and bring your hands back to lick both of your palms and try to add a bit of lubricant. You work her shaft right below the head and gently twist and churn in one spot, knowing your makeshift lubricant wouldn't last long if you stroked all 10 inches.

Lia is moaning and whimpering into her hand, the sound barely audible to you.

Porsha says to her "How is it sweetie? Better than Mamma's hand I hope"

Lia silently nods to her mother, all while watching you kneed her slab of meat.

Just as Lia begins to say "Mamma, I don't know how long I can-", you lean forward and take her glans into your mouth and begin to suck and gently lick her tip. Lia blurts out "Oh woww!"

Lia's taken her hand away from her mouth and is now squeezing both of her massive tits with both of her hands as she experiences a blowjob for the first time in her life.

You only give her about 5 second until you begin swallowing her entire 10 inch length in one smooth motion.

Lia practically shouts "Oh My Goddd!!" and the moment your bottom lip and chin reach her full soft balls, you hear Lia let out a high pitched squeal "Eeeeeeee" which transforms into a gutteral moan as Lia pushes her crotch forwards, squeezes her breasts, and goes completely cross-eyed as she begins cumming right down your throat.

You feel her warm cream run down your throat and were about to just swallow all of it, but Porsha grasps Lia around the hips with one arm and pulls her backwards out of your throat. The moment Lia's slick shaft is visible again, Porsha grasps it and begins stroking her daughter like she was pumping her little girl's jizz into your mouth like it was your feeding time.

Lia is just moaning and lost in pleasure, letting her mother do whatever she wants as long as she didn't stop cumming. After your mouth is completely filled to the brim with Lia's cum, Porsha pulls her out of your mouth completely and starts shooting her warm white cream all over your mouth and chin.

The first few shots cover your lips and chin, until it looked like you had a white gooey beard, then Porsha aims her daughter so she gives you a huge pearl necklace. By the time your neck is covered, Lia's loads are beginning to weaken and Porsha strokes the last few shots onto the flat chest of your pink dress, like she was finishing on your tits.

Porsha coos to Lia "That's right my angel, get all those little squirts and spurts out for Mamma". As if in response, Lia shoots out the tiniest last squirts of her load as if Porsha was milking out every last bit of her daughters cum onto you.

Lia lolls her head back in relief and says while panting "Ohhhh woww.. that felt amazing.."

Porsha says in satisfied delight "Pretty good huh?" to which Lia gives an affirmative "Mmhmm"

Porsha continues "That was a nice big load honey, but we'll have to work on your stamina a bit." and pats Lia on the chest affectionately.

At her mother's words Lia blushes red and looks down at her sneakers. She says "It just felt so good is all.. it just kind of happened.."

Porsha says "It's okay sweetie, Mamma will help you and give you some pointers. Now what do you say to Marcus."

Lia looks to you and says "Thank you Marcus, that felt really good.. like really.. really really good.." "Sorry I came so fast.." and looks down again at her shoes.

You try to lift her spirits though and say "It's okay, I thought it was really cute." "In fact.. It was kind of a turn on."

Lia looks up at you at your words and her face brightens. She says tersely "Thanks." but her twisting from side to side give away that your words made her happy, her softening cock flopping from side to side at her motions.

Your mother suddenly claps her hands together and speaks up "Okay. Now that Lia has started us off, I think it's time we kick this bukkake into full gear."