Quid Pro Quo

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Luke grunts, happily enjoying the oral stimulation. He holds Samantha's hair from the back of her head gently, waiting for the right moment to push her into him. He can't wait to hear her choke and struggle on his fat cock. Not only does it feel good, feeling the back of her throat being one with the head of his cock. There's a satisfactory feeling to Luke when he listens to the choking sounds, knowing he's in full control of the entire situation. He looks down into Samantha's face who bobs her head back and forth, sucking his cock. Her eyes meet his at times to seek his input of her oral skills. She's incredibly beautiful. Her makeup is on point with her bright red lipstick getting messy with his meat in her mouth. With a smile on his face, Luke looks to the ceiling and closes his eyes. He thrusts himself closer to Samantha and pushes her face up into his crotch.

"GLUCK GLUCK GLUCK...."

It's music to Luke's ears hearing the struggles of his former bully choking on his fat rod. With his head held up high, he thrusts himself in and out of Samantha's oral gateway. He pauses at times with his entire shaft in her throat to stare at her wide eyes filling with tears. He feels her nose pressed against his crotch inhaling and exhaling, desperate for air. He smiles down as she suffocates with his entire length in her mouth. He pulls back slowly taking his cock out of her mouth. Samantha is a sloppy mess, her mouth and nose covered in spit.

"What you thought this would be nice and easy?? Suck on it!" Luke tells her affirmatively.

Samantha swallows his tip whole, grabbing onto his scrotum. Her head bobs back and forth, savoring his meat in her mouth. She won't admit it to him but she's pleased to perform fellacio on her potential employer. Luke has a well-endowed package that she took an eye to the moment his pants dropped. Such a beautiful meaty cock! He tastes so good too. She grunts with his rod in her mouth as he holds his hand behind the back of her head in control. She wants him to push her head forward into his crotch. Samantha enjoys his meat hitting the back of her throat with her face pressed against his crotch. She looks up to Luke and stares as he thrusts in and out of her mouth.

"You like this huh?" He asks with a snicker.

Samantha nods her head with his shaft lodged deep in her mouth. Luke pulls himself away from her, grabbing his rod. He begins to smack her face with it, slapping it on her forehead and nose.

"Get up and move to the couch. Bend over for me."

Samantha stands up and makes her way over to the couch. She doesn't know want to expect now but she's eager for Luke to stick his cock up her ass. She can almost feel his tip pressing against her tight entrance. Her body shutters thinking about it.

Luke makes his way over to Samantha with a bottle of lube in hand. He sets it down and gets close behind her and whispers into her ear seductively to lick his fingers. Samantha opens her mouth and accepts two of his fingers, sucking on them softly. Luke then removes his wet fingers from her mouth and takes them to her rear. With one hand he opens her buttocks. Samantha spreads her legs wider for him as he presses his fingers against her anus and forces them up her asshole. Samantha jumps, not used to being rushed into anal play. Luke spanks her left butt cheek, telling her to stay still.

Luke isn't in the mood to build up the sexual anticipation and work his way up to fucking Samantha. This isn't a romance or a passionate hook up. He has her right where he wants her. He can do whatever he wants to her at his expense. If she wants the job, she'll need to earn it. He takes the bottle of lube and pours some in between her buttocks, rubbing some done her crack and onto her tight hole. He takes off his shirt and stands naked. He pours some lube onto his meaty shaft and rubs it up and down, making his cock shiny.

"Um....I think it's best if you put on a condom." Samantha says nervously.

"Are you clean?" Luke asks.

Samantha responds with a head nod.

"Great! I'm clean too. Fuck the rubber. I'm going in raw. You have a problem with that?" Luke asks her, roughly spreading her rear cheeks wide open.

"No sir."

Luke grabs his thick rod, firmly pushing it into Samantha's perineum. He rubs his mushroom along her smooth skin in between her scrotum and anus, then slides himself down to her tight hole. At first Luke thinks about going into Samantha gently. A quick flashback to all the times when "Sam" the team captain humiliated him back in gym class each day, picking him last for all sporting activities convinced him otherwise. Luke pushes his cock against her sphincter and forces his way up her asshole. He feels her body shake as she winces in pain.

Samantha begins to yelp, trying to stay silent. She can feel the tears forming in her eyes with Luke standing behind her. He grunts loudly with every inch of his cock sliding up her tight passage. She can't believe how thick his penis is. Throughout the years of her playing with herself, she'd masturbate and play with a small selection of toys. None of her dildos were as thick as Luke's cock. She's never had the courage to train her asshole for large objects. Now her soon to be boss and former classmate is deep inside of her ass, stretching her out. Samantha takes deep breaths and begins to relax. A wave of nirvana floods her body once her body adjusts to the monster inside of her. When Luke takes long strides pulling himself back and forth, Samantha springs out a deep grunt, desperately trying to conceal the masculinity of her voice. When Luke senses how she enjoys him fucking her, she feels a hand of his grab her neck with aggression.

"Looks like someone is enjoying this. Let's see how tough you are bitch!!" Luke says with a hint of anger in his voice.

He grabs the back of Samantha's neck with his right hand, clutching onto her firmly. He feels his hand shake as he chokes her aggressively, taking deep strokes in and out of her rear end. Samantha tries to breath while Luke fucks her. With his other hand, he spanks her buttocks. Luke switches from one cheek to another, spanking her with violent force. The loudness of the spanks have an echo. Samantha releases a muffled cry each time he hits her. Luke begins to calm down and focus on the penetration. He spreads Samantha's ripened cheeks, pushing himself deep into her as he can and back. He pulls himself out of her just enough for his tip to stay lodged up her ass and slams his way up inside her rectum, far enough to where his testicles collide with her rear. Luke grunts softly, thinking about how tight this transgender bitch is. He makes a decision to allow for her to take over.

"Lean down. I want you to do the work and push yourself up and down on my cock as I stand behind you. Do you understand?"

"Yes I do." Samantha says softly.

Luke takes both of his hands and grabs her neck placing her into a chokehold.

"Yes WHAT??" He says with authority.

"Yes SIR!" Samantha cries.

"Good."

Luke shoves her upper body downward onto the bottom cushioning of the couch. He leans one knee on the edge of the couch and places his opposite leg onto the cushion for support. He leans his upper body down as Samantha stretches her legs back behind her onto the floor. With his cock up her ass, she begins to spring her lower body up and down. Samantha's face is pressed against the couch as she shakes her ass with a dance, fucking Luke. He allows her to pick up her pace as he stands still. They stay in silence while she does the work.

Samantha wants to scream out loud with joy. She desperately wants to turn around and kiss Luke. It's getting increasingly difficult for her to keep her composure. She wants to let him know she's enjoying this. She wants to beg him to fuck her harder. Samantha ultimately chooses to stay silent and continue to earn her job. Her body bounces up and down, taking in most of Luke's length up her anal canal, stretching her out. She does her best to increase her tempo as he stands over her, relaxed against the couch. It's almost bizarre to her that he's staying still and not being rough. She slows herself down to see if he'll react. Almost immediately, he spanks her behind, commanding her to continue.

"I didn't say stop Bitch!! Keep going! Shake that ass up and down on my cock!"

"YES SIR!!" Samantha says.

She smiles with her face pressed against the couch cushion. She moves her ass back and forth. When she backs up into his thick rod, she quietly groans enjoying the sensation of his meat stretching her tight hole, pressed up against every nerve in her rectum. She then sways her ass side to side each time she'd pull herself forward away from his cock. Her lower body rotates in an orbicular motion, going back and forth and side to side. Luke audibly grunts as she continues to take over and do the work for him. Samantha feels a sense of confidence, proud to appease him.

"You want this job huh?" He asks her in a hushed tone.

"Yes sir! I want this job more than you can ever imagine!!" Samantha says with deep breaths.

Luke pulls himself away from his former bully. He knows an orgasm is around the corner and wants to switch to a new position. He grabs Samantha by her hair and yanks her back toward him, causing her to yelp in surprise.

"Lie down on the edge of the bed and spread your legs for me."

Samantha follows his instructions, lying on her back on the edge of the queen-sized mattress. The bed is at a height for Luke to stand up with his legs straight and his crotch to be at her level. Samantha spreads her legs wide for her boss. Her small penis is erect. She feels her shaft lie up toward her pierced navel. Her penis twitches with excitation once she feels Luke press his mushroom against her sphincter. Samantha pushes her tight hole out to allow him to slip back into her with ease. They moan simultaneously as his meat gets lost inside of her. Samantha almost ejaculates at the touch of his hand playing with her cock. She can feel the calluses on his hand rubbing up and down her pole.

Luke grunts, sliding his way in and out of Samantha's ass. He stares at her breasts for a while before he begins to fondle them. He can see the small surgical scars underneath them that are almost gone. He touches each of them and moves his hand over to her large nipples. Samantha moans out loud as he touches her erect nipples. Clearly they're very sensitive to her. Which is why he begins to squeeze and pinch them firmly, continuing to thrust back and forth on the edge of he bed.

Samantha winces in agony while Luke squeezes and pinches her areolas. It hurts her but she enjoys the pain, wincing her face and gritting her teeth. Nobody has ever treated her this rough. It's been five years since her breast surgery down in Mexico. She loves her fake breasts. Both of her D-cupped mounds gave her much confidence as a woman. Now the man that she teased and harassed back when she was a different person treats her boobs like they're nothing. And she loves it! Luke plays with her small penis in one hand while roughing up her boobs with the other. All the while increasing his rhythm fucking her on the edge of the bed.

"You like that?? You like it while I fuck you and play with your micro penis?!?" Luke grunts out.

"Yes sir!! Please fuck me! Harder!!" Samantha says in desperate plea.

Luke continues to fuck her and shame her for her small penis. It's not even three inches and is incredibly skinny with little to no girth. He wonders if all the years of "Sam's" harassment back in high school had anything to do with compensation for something else.

"Look at this micro cock! This MUST have been why Sam was such a cocksucking asshole to me and others!! This why you decided to become a lady?? HUH?? Couldn't get any ladies so you decided to become one??" Luke shouts, increasing his violent thrusts with each word spitting out of his mouth.

Samantha lies down, completely stunned. She knew that Luke is treating her like dirt and is still angry about the past. She felt like she deserved it. All of it. But the words coming out of his mouth stung, slicing her like a dagger to the heart. She fights back tears, trying not to cry. She doesn't want to show him that his words hurt. Samantha has felt like a woman for a very long time. While she knew "Sam" had a low self esteem back in the day, especially for being a guy with a below average penis, that was never a reason for her transition. She swallows the lump in her throat and lets out a deep sigh, wanting to satisfy her next boss.

"Yes sir! I was a complete jerk to you back in the day because of my small penis. Please keep fucking me and treat me like the whore I am!!" Samantha says softly.

Luke knows he's being a complete piece of shit to Samantha. He feels guilty deep down inside for being incredibly offensive to her. He knows she's not only changed on the outside but on the inside too. He takes advantage of her, letting go of all the years of anger he had in him. For the way "Sam" and others treated him back in school. He places his hands on her lower thighs and thrusts his hips in and out of her. Luke looks down at his cock and feels his orgasm approaching. He watched as his meat slides deep into Samantha's tight asshole. He stares at her small cock, dripping with precum. He wants her to cum at the same time as him.

"Cum with me!" Luke says, taking her cock into his hand and jerking it.

Samantha groans as he strokes her small shaft. Her entire penis fit snug in his hand. With a couple minutes of deep, slow strides into her ass, Luke's hand is hit with a burst of her cum. He takes his hand off her cock as she begins to spill her seed up toward her stomach.

"OH FUCK!!!!" Samantha cries, covering her face with her hands.

Luke counts five gooey ropes of cum spill out of her cock. His legs begin to buckle and he leans down onto her upper body with a deep grunt. Luke feels his loins sing with joy as his cock spits his milk up into Samantha's asshole. He takes soft thrusts into her each time his rod shakes, spewing white lava out of his volcano.

Samantha lies in orgasmic ecstasy. The hurt and sadness from Luke's earlier remarks faded away the moment her cock erupted. Though she's had past orgasms with more cum spitting out of her, the intensity of her arrival was like no other before. Her body tingles with pleasure from head to toe. No orgasm in the past has ever done what Luke just did to her. No masturbation, random hook ups, or previous relationships has ever made her feel sexually liberated as the moment she's in. Lying down on an upscale hotel bed with her soon to be boss's cock lodged inside of her ass spilling his seed deep into her. Samantha can't even explain why she feels the way she is.

Luke pulls himself out of Samantha's ass. His creampie flows out of her asshole and spills onto the edge of the bed. He takes two fingers and slides them from the bottom of her butt cheeks to the entrance of her ass. He takes his fingers and shoves them up into her back door. Samantha lets a moan escape from her lips. He pulls his fingers out, soaked in his arrival and puts them close to her face.

"Lick it up!" Luke says sternly.

Samantha opens her mouth and accepts his fingers, swallowing them whole. She tastes his seed and her ass. She sucks on his fingers onto he's satisfied that they're licked clean.

"Good girl!" Luke says to Samantha with a smile.

Samantha sits up onto the bed. She wants to know if she's earned her job now that she's completed her task.

"So....am I hired?" Samantha asks.

Luke gives her a big grin. He's been itching for this moment since the day before at her interview.

"You've been hired. The job was always yours. I lied about other qualified candidates for the position. You'll start Tuesday if you get all the initial paperwork done by Monday in my office."

Samantha's jaw drops when she hears the news. Not only she'd been taken advantage of to get her dream job, she'd been played! How could Luke do such a thing??

"Are you serious?? You fucking played me!!! I can....I SHOULD file a complaint against you asshole!!! You took complete advantage of me!!" Samantha says angrily.

With a smile, Luke reaches to her and caresses her face with his hand.

"Yes I did. And I enjoyed it! I think you did too! Look on the bright side! You have your dream career AND had fun earning your job! I mean, you can't lie to my face and tell me you didn't enjoy what we did."

Samantha's angered facial expression fades into one of deep thought.

"I guess you're right. Guess I kinda deserved it too. I was serious when I apologized to you yesterday. All those years ago back in high school. If I could turn back time, believe me I would. It's one of my deepest regrets. Treating you and a bunch of other people like shit for no reason." Samantha says quietly.

"Water under the bridge. I didn't deserve the way you treated me. You didn't deserve the way I treated you. Lets move forward. When you start work, you can expect to be treated with nothing but respect in a professional environment." Luke says.

Luke extends his hand to Samantha as an olive branch. They shake hands, making peace with each other. They can finally move forward with their lives.

"So what now?" Samantha asks.

"You can leave if you'd like. Come back to the office on Monday to get started on your paperwork." Luke says, taking a sip from his glass of liquor.

Samantha doesn't want to leave. She doesn't know how to build up the courage to tell him that she enjoyed everything she endured. And that her orgasm was one of the best she's ever had. She doesn't know why she enjoyed being humiliated and degraded but all of it turned her on and opened her eyes to a whole new sexual experience she had no idea she was looking for.

"Is it ok if I stay? I'm a bit tired and don't want to drive all the way back to SanFran." Samantha says.

"You're more than welcomed to stay. The couch has a pull-out bed. I'll take it and you can take the queen." Luke says, sipping his whiskey.

"You don't have to do that. We can sleep together...if you don't mind." Samantha replies.

Luke stares trying to study her. He doesn't know what's running through her mind. Samantha looks at him with a smile.

"I don't mind at all." He replies.

Samantha gets off the bed and makes her way over to Luke, seated on the couch. She sits down next to him and begins to touch his chest, building the confidence to speak what's on her mind.

"The night is still young...."

Luke puts his glass down onto the side table. Samantha gets closer to him and leans forward to his face. Foreheads colliding, they share a kiss for the first time with their naked bodies pressed together.

END.

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AnonymousAnonymous3 months ago

I really enjoyed your story. Please consider more in this line of sexual exchange. Thanks.

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