The Night That Changed Her life (Dark, Humiliation, Orientation-Play, Lesbian to straight, Blackmail)

“It’s Leslie’s choice,” Max said. The old leather chair creaked under his weight, and the room smelled of expensive cigarettes. “I suggest she thinks on it carefully. This is the only chance she’ll get. Either do what you’re told or…”

He didn’t have to finish the sentence. Both Leslie and her girlfriend, Rachel, knew what was at stake.

“You’d really do that?” Rachel’s voice was small and strangled. “After she’s worked for you for years, you’d fire her and…and poison the whole industry against her? Just because she turned you down?”

“That’s a crude way to say it,” Max said. He waved a hand vaguely in the air, gazing from one woman to the other. “I’d just say that she was being uncooperative. Rude. A bad employee who wouldn’t do as she was told by her boss.”

“You’re telling her to fuck you!”

“Be that as it may, she is still refusing and I am still her boss. Seems like a bad attitude to me.”

“Bastard! You absolute fucking bastard!”

“I’m just offering her a way out. A way for you both. It’s up to you to take it or not. What happens after is on you.”

“We don’t need you,” Rachel crossed her arms, putting up a brave face. Beside her, Leslie’s heart was pounding and her throat was dry. She tried to work her mouth, but no words would come.

“You just called us here to torment us with some stupid ploy. This is a joke! Did you honestly think she’d fuck you? You’re a pervert and a predator, and it’s time for us to go!”

“No, Rachel…”

Leslie finally managed to speak and Rachel spun on her in shock.

“You’re not really thinking about this?”

“Do we have a choice?”

“Leslie…”

“We need money, Rachel! We’re going to lose the house if we miss our payments.”

“He’s asking you to whore yourself out!”

“I know that!” There was an edge of despair in her words, but she tried to force herself to go on. “I…I know that. But what choice do we have? You’re in university. This job is all I have. It’s this or nothing at all…”

“I thought…I thought your body was just for me…”

“I’m sorry,” Leslie squeaked. “Fuck, Rachel, I don’t want to hurt you! I’m into girls! This makes me feel so dirty, but-”

“But you don’t have a choice,” Max’s tone was reasonable, like he was easing her into it. As if this was just a business meeting with a client. “It’s understandable. You want to survive. You have to do what it takes. In this case? That’s be my whore.”

“I’m not going to be here for this,” Rachel growled. “If you want to do it, fine. But I’m going to be in the car.”

She turned to stride away, but before she could, Max clicked his fingers and the sound pierced the velvet softness of the room.

“Not so fast,” the older man said. The chair creaked again, and he rose to his feet. “I want you here for this. I want you to watch your girlfriend take my cock, I want you to hear her beg. Beg for me, not you.”

For a moment, Leslie thought Rachel was about to hurl herself at him, to claw for his eyes with her nails. To scream and shout and howl. Instead, she said only four words:

“You absolute fucking bastard.”

“Call me what you want, but I want you to see my dicking down your girlfriend. I want to feel your petty, helpless anger as I make her squirm like you can’t.”

Leslie’s hands clenched. Rachel looked like she’d been slapped, and the worst part of it all was that Max was standing there like he owned the whole world. Like he hadn’t said anything bad at all.

Rachel turned to her, eyes wide, full of despair and silent pleading.

You don’t have to do this, Leslie. You don’t have to give him what he wants!

She felt rooted to the spot. Inside her, something was screaming - screaming - that they’d find another way, that she didn’t have to betray Rachel like this. But they needed the money. No matter how she looked at it, they needed it bad,

“I can’t…” Leslie felt like the worst person in the world. “I’m sorry…”

“I’ll take that as surrender,” Max grinned. “Now be a good girl and take your clothes off.”

His words speared her like a lance through the heart and Leslie twisted on the spot. Her hands moved to her little well-fitting dress and before Rachel’s horrified gaze, she started to undo it.

“Leslie,” Rachel hissed. Her eyes were wide, and her face had gone a terrible kind of pale. “You don’t have to! Come on, we can find another way! Believe in me!”

But she did have to. That was the core and they both knew it. Words were words and money was money and right now, they had a lot of the former and not enough of the latter. Max…was the only was to change that. Trembling like a leaf in the wind, Leslie began to pull at her dress. The cold air kissed her pale, naked skin and the silky, black fabric pooled at her feet. Stepping clear, she was left in just her lacy black bra and panties. Her skin was burning; her face felt so hot. Rachel’s gaze was a silent judgement, and she pleaded with her in her thoughts to turn away. Not to look. Not to see what she was about to do.

But she couldn’t form those thoughts into words. Max was on her now. His shadow fell over her small form and his eyes drank her up like the most precious thing he’d ever seen. His face was a silent beacon of emotion, and none of it made Leslie feel good.

Mine, mine, mine.

Tears pricked at the corners of her eyes, but she knew that she had to keep going. If she stopped now, she wouldn’t be able to make herself continue. Her hands played with the hook to her bra, clumsily fiddling with it behind her back.

Rachel gave a little sob. Leslie dared not look as her bra fell away. She felt like such a traitor. Such a monster. Her chest shivered in the cold. Her nipples were pink, and Max’s hands found them quickly and eagerly. She tried to jerk away at first, but there was no escape. His body filled her world. His presence dominated her mind, and his words poured into her ears like honey.

“I’ve always wanted to play with a lesbian,” Max whispered with throaty greed. “I’ve always wanted to see one break. Tell me, Leslie, how many men have touched your tits before? Am I the first?”

He was rough, his fingers pulled and teased and twisted her nipples until her heart was pounding and her body started to shake. Her skin stung, and Leslie’s chest grew tight as she tried to pant out an answer. His other hand pressed against the mound of her pussy, and he dipped a finger under the band of her panties and dragged it along the folds of her slit.

“Not wet yet. So you’re a real lesbian after all.”

“Leslie,” Rachel whispered in dry horror. Her eyes were wide, and all the blood had fled from her face. She was pale, shaking like she was in a nightmare. She wanted to look away, but the scene had her captivated.

“Are you ashamed to see your girl’s pussy reduced to my toy?” Max asked her. “I can feel her clenching around my fingers right now. So fucking desperate. Oh, she pretends she’s not into it, but some part of her is very turned on.”

Leslie rocked. Her hands flew to her mouth, and she bit down against her tongue. Two of Max’s fingers pressed into her new. Her mind spiralled with heat and tightness, and her body bucked against the intrusion. Her thoughts scattered like a shoal of fish. Max was good with his hands. He knew the exact rhythm to hit. Her inner walls flared with pleasure, and he twisted his fingers inside of her to hit the exact spot that would leave her gasping.

She tried to think; tried to speak, tried to find anything to distract herself from the pleasure that burned and twisted through her. Half bent over, her face was red, and her eyes were closed. Rachel was watching still. She didn’t want to hurt her. She didn’t want to let her know how good this felt.

Fight it! Fight it! He can’t make you enjoy this!

But Max’ pressed against her insides, twisting and squirming, fucking her with quick, rapid thrusts, and caressing her in ways that no one ever had before. Her body ached. It was all so much, and soon she felt herself half collapse against Max’s shoulder. Blooming waves of pleasure that battered against her resistance. They throbbed through her body. They danced under her skin, rippling like expanding circles on the surface of a pond. Leslie clenched her teeth and balled her fists. It wasn’t fair. It wasn’t supposed to feel this good!

I’m sorry!

Max tore the first moan from her throat then. Her body pulsed; an orgasm grew between her legs. He nursed it, building it to greater and greater heights until her toes started to curl in anticipation and a keening, low wail escaped from her mouth.

“Listen to your girlfriend,” Max taunted Rachel. “Did she ever sound this desperate for you? She’s soaking wet now. Her cunt is twitching around my fingers. She’s just a little ball of nerves that wants to cum. Isn’t that right, Leslie?”

“No!” she managed to gasp. Her heart was danced. Her skin screamed. It took all her willower just to speak; to raise her voice above the screaming rictus of pleasure that shook her body and mind.

Suddenly, MAx withdrew and Leslie groaned; the absence of his fingers echoed through her body and she was left aching and empty, gasping like she’d run a mile.

“Your choice,” Max smiled condescendingly. “You’re wet enough now, though, aren’t you? Why don’t you peel those panties off and show your girlfriend what you really are?”

Rachel! Oh god, Rachel is going to see!

“Please…” Leslie whimpered. “Don’t do that…not like this…”

“Take off your panties if you want the job, Leslie.”

She tried to avert her eyes. Tried not to see the betrayed, hurt expression on her girlfriend’s face as her trembling fingers hooked her panties and drew them down her long, pale legs. She was soaking. Her pussy was swollen, and arousal beaded her naked thighs. Leslie squirmed, silently begging Rachel to look away. Not to witness her shame. There was no way to hide it now. No way to pretend otherwise. There was no way to conceal the truth, even as it stabbed at her like a dagger to the heart.

This felt good.

Max stepped forward again. This time, his hands worked on his pants, unbuttoning them to reveal his hardened cock. Leslie watched sense of dawning horror. It wasn’t like she’d never seen a cock before. She’d seen them plenty. Just not in person. This was the first time she’d seen a real one in the flesh and…and…

And Oh god, that was going to be inside her. It was going to be inside her and Rachel was going to have to watch.

Max pressed her against the wall, turning her around so that her back was to him. He spread her legs, one hand on her waist while the other fondled her breasts and send curling tendrils of fire skittering under her skin. Her back stretched at his touch, his fingers raised trembles across her body. The air caught in her chest, and she didn’t think she’d ever been in a more exposed or humiliating position in all her life. Max’ fingers curled about her nipples and she moaned shamefully. Tears dripped to the floor beneath her bowed head, and the tip of his cock pressed against her slit. She heard Rachel give a sob.

Her body tingled. Her pussy dripped. Her clit buzzed, a tiny little throbbing pinprick of want, and the air caught in her throat.

“Oh god, Leslie…” Rachel whispered. Softly, quietly. They burned her soul like nothing else.

Before she could answer, Max fucked her. He drove his cock inside of hear, spearing her squirming body. Leslie’s hands clenched and her eyes pressed closed and the tight, tingling sense of invasion and heat swept between her thighs. He was big! Throbbing! Filling her up! Her body rippled around him. She fought it. She fought it as hard as she could, but it still felt so good.

It just felt so good.

Her body rocked with the motions of his thrusts. Her chest danced. Her hands braced against the wall, while his hands locked down around her hips. The pleasure was so great that Leslie feared she was melting; her thoughts were scattered, every time she almost had herself back together, he’d fill her up again.

She’d never had a cock inside her before. Now she’d never forget the feeling. She just knew she’d wake up again and again and again in the night to come, remembering this moment.

She’d be so wet…

No, no, she was a lesbian!

She was a lesbian!

She liked girls!

“Fuck!” Max roared, one of his hands slipped around her chest to cup her breasts. “You’re so tight! I love it! Your body is just grinding against me! You can’t even fight back! I could do this forever!”

She tried not to moan. She tried not to wriggle. She did her best not to writhe like a mindless, little thing. She was horribly aware she was failing at all of those objectives. Her body danced; her hips rocked, she rode Max’s cock until her head was spinning. Shame and pleasure and want all careened madly through her mind and body. Like a crashing river that was carrying her away. Every nerve screaming, every muscle twitching.

She couldn’t stop.

Fuck, fuck, Rachel, please, don’t look. I’m sorry, I’m sorry!

“Look at you dripping,” Max whispered in her ear. His body pressed close to hers now. His chest pressed against her naked back, and his one hand rubbed and tweaked her chest while his other moved from her hips and drifted across her body to graze her hooded clitoris.

Her desperate spasms got her a round of mocking laughter.

Her body was melting. Her mind was trailing away. Bent over against the wall, Max fucked her freely in front of her girlfriend, and she was so wet for it. She tried to fight; to resist. She tried to find some inner core of strength but there was nothing she could draw upon at all. Pleasure danced and cracked and sang between her cells. Her body throbbed. Her hips rocked, and as much as she tried, she couldn’t suppress the desperate little whimpers and gasps and squeals that tumbled from her lips.

And Rachel saw it all. Her girlfriend watched in horror. Frozen in silence. Disgusted and ashamed. Her face was pale, and her pretty eyes sparkled with tears.

Leslie couldn’t even apologise. Couldn’t even speak. All she could do was groan and grunt. She was breathing, gasping faster and faster and faster now as Max’s hand clenched around her nipples, pulling and tugging them to splash in pleasure with pain.

Meanwhile, his other pressed against her clit and rubbed in little circles that made her world explode with every thrust of his cock.

“I’m going to cum inside you,” Max whispered to her. “I’m going to fill you with my fucking cum and you’re going to get pregnant.”

Her whole body clenched at that and he gave a groan of satisfaction. His cruel fingers twisted her clit, moving faster and faster.

“Squeal for me,” Max groaned into her ear. “Squeal like the ex-lesbian slut you are for your girlfriend to hear.”

His thrusts grew faster and faster, and he was hilting himself in her body. Leslie whimpered and cried, and between trembling exhalations, begged Rachel to look away. Not to see her shame. Her body strained; her senses screamed. Max’s cock and his fingers became the centre of her world. Plucking, teasing, pulling and tormenting her with every breath and every moment. She wanted to scream. She wanted to beg. She wanted it to be over.

But she also never wanted it to end.

The thought of getting pregnant made her toes curl. The pleasure was building again. Building and building and building and building. The motion of Max’s body against her own shook her world, the pleasure crackled and burned and twisted inside of her.

“Please…” She gave a ragged, desperate gasp. “Oh fuck, oh fuck, oh fuck, oh please-!”

“Please what?” Max’s body felt taut and powerful. His fingers rolled her nipples, his other tormented her clit. Stabbing, hot, powerful, the sensations knifed through her churning gut and counterpointed the thrust of his hips as his cock filled her to the brim.

“Not in front of Rachel! P-please don’t do this in front of Rachel!”

Max was inside her. His fingers playing over her, teasing and drawing out every last drop of sensation. She bucked and writhed and twisted. Sweat slicked her skin, and plastered her head to her skull.

“Don’t do what? Come on, you can do better than that.”

Leslie felt like a whore. Like a slut selling herself out in front of her lover. But even as she felt that, even as she fought so hard - so very hard - against the pleasure, it invaded her every moment and her every thought. Her body crackled with it and her nerves screamed and she bucked and whimpered and writhed, impaled on Max’s cock.

Her whole body clenched.

“Make me cum!” She begged desperately, the tears ran down the side of her face and ruined her makeup. Shudders and convulsions washed down her legs. It was growing stronger now. The heat inside her. Building and building and building until it threatened to wash her away. It threatened burst its dams and flood her body, and crash against her control until it had worn it all away and there was nothing left but the pleasure

Not like this! Not in front of Rachel! I don’t want to cum!

I don’t want to cum!

But Max didn’t give her mercy. His only response to her pleas was to find a new pace. Faster and faster; his grunts echoed through her ears and mixed with Rachel’s chesty sobs. She wanted to scream as her every nerve lit up. Desperately, she fought her own body, but it was a fight she was doomed to lose. The pleasure built and built, and it eroded her self-control moment by moment until at last, Leslie could hold it back no longer and with a cry of despair and pleasure, and shame and humiliation, her pussy tightened and the orgasm roared through her. Max gave a heartfelt moan, and one of his hands slapped down against her ass! The painful, jerking motion set her kind ablaze, and her cries of shameful ecstasy grew louder. They enveloped her mind, leaving her a shaking, trembling, dripping mess and Leslie felt her whole world torn to pieces.

Max unloaded inside her. His cock pumped and pumped until the sticky, white liquid dripped from her lower lips. As he pulled free, strands of it connected his cock to her womanhood, and Leslie gave a despairing little sob.

“Oh my god,” Rachel’s voice was low. “You came so hard…”

“N-no,” Leslie gasped, “It wasn’t like that, I swear I-”

“It’s just what your body wants,” Max groaned. “A lesbian like you isn’t used to a real cock, so it’s natural that you enjoy your first time with a man. This is what you’ve been denying yourself all that time. Tell me, was it really worth it?”

Leslie gave a whimpering gasp. Her chest rose and fell, and she tried to find the strength to stand on shaking legs. Max’s cum dripped from her pussy in long, sticky strands. Her body was coated with sweat.

“I’m sorry,” her voice sounded so small in the face of the sheer betrayal on Rachel’s face. “I’m sorry, I’m sorry, I’m sorry. But at least it’s over now. At least-”

“Over?” Max said. “It’s not even nearly over. Girl, I told you I wanted you for the night. Did you think one fuck was going to be all it took? Oh no, you’re mine for the next twelve hours. I’m going to fuck you again and again and again, in every position. I’m going to cum in you until I can’t anymore.”

He was true to his word; as the night advanced, Leslie found herself used in every position, and all the while, Rachel was made to watch. Leslie’s groans and grunts gradually became ever more desperate, her body began to feel even more sensitive. His cock was reshaping her, and feeling it between her legs rocked her whole world. Pleasure sparked and danced, but there came with it and even worse sense of shame.

As the clouds of her first orgasm dissipated, Leslie could only imagine how horrible it must have been for Rachel to see that. To hear the wet slap of Max’s cock inside of her, to hear her moan as the man massaged her clit. She hated it, and it filled her with an intense self-loathing that even all of the pleasure couldn’t get rid of. As the night went on, Rachel became more and more devastated, and every look, glance and tear made Leslie feel like such a whore. Pleasure rocked her, and her pussy clenched and convulsed around Max’s cock, but she didn’t cum again. Every time she got close, the sense of guilt and shame would consume her.

Max only edged her on; she didn’t know if he realised what was happening or not, but he played into it. He forced her to feel good. The pleasure seared through her, rippling under her skin. Now that he’d cum inside of her, the sense of urgency was gone, and he seemed more explorative. He wanted to know every inch of her body; every spot, every location that made her whimper when he touched or stroked, or kissed it.

Leslie’s body was turned against her. Her senses were weaponised. Every moment was filled with more and more pleasure that she absolutely hated.

She was a traitor to her girlfriend.

She was a whore.

She couldn’t even fight against the feeling.

By the time the night was over, Leslie was left trembling and shaking, lying on a table with her legs spread, Max’s cum pooling between her thighs. Her body was slick with sweat, and exhaustion throbbed through her in waves.

There came a click as Max redid his belt, and finally turned to Rachel.

“You can have your girlfriend back now,” he said. “I’m done with her. When she’s sensible enough to understand, tell her she can take the week off to recover. My compliments.”

And then he told them to leave the house. The journey back to their shared home was a blur to Leslie. Her eyes half-closed, she relived what had happened, the feeling of Max’s cock inside of her stirred up her body. That night, she dreamed of it. She dreamed of her squeals of pleasure interspersed with Rachel’s sobbing denial.

Things changed after that. Their loving relationship was shattered. Though she didn’t mean to, it was clear to Leslie that Rachel couldn’t look at her without flashing back to that night and what had happened. Their sex life dried up, but every morning, Leslie would wake up horny and wet and masturbate to the memories of what had happened. To the echoing sensations of being filled by a man’s cock. To the half remembered feelings which had swept and twisted through her body until her toes curled and she would cum again and again and again.

She never felt good about it. Never felt right. Guilt tore at her every time, and eventually, Rachel confronted her about it. That was how she ended up bent over the walls again; moaning and grinding her hips back against Rachel’s fingers, the shame which boiled through her as they recreated that night was almost enough to stop her from cumming all over her girlfriend’s fingers.

“You’re a slut,” Rachel whispered in her ear, bending her body over as her fingers plucked and danced and fucked her. Leslie would stand with her legs spread, her pusy dripping. And even though she knew her girlfriend was playing along with the fantasy, the raw edged pain in her voice was all too real.

This is my fault.

“You’re a slut who can’t control her own body. Who came like a whore on the fingers of a man she hated. And now she’s going to do it again!”

Rachel’s hand hammered down, delivering an open-palmed slap that made Leslie jump! The sharp sounds of her cries filled the room, followed swiftly by her whimpering desperation. Rachel went harder, her fingers pumped, moving faster and faster. Pain and pleasure and self-loathing set off fireworks behind Leslie’s eyes, and her chest heaved.

“You have no self control,” Rachel snapped. “You hurt your girlfriend so bad! And all because you couldn’t even say not to that stupid threat! You let that man use you and fuck you all night. Was it worth it, you fucked out little slut?”

And Leslie could only moan. Could only grunt and gasp and wiggle as the pleasure pounded through her in waves. And though it was a game, there was something more to what Rachel said. The betrayal and pain in her eyes was all too real.

Every time they played like that, Leslie would feel guilty. After she came, standing in the bathroom, on shaky legs, she’d look at herself in the mirror. At her pale skin, and her messy hair, and she run one hand through those strands and promise herself the same thing:

“This is the last time. The last time. I’m over it.”

But she never was. Always, the want would rise again. Stronger and stronger until she came to Rachel and begged to be punished.

Eventually, they broke up. Leslie couldn’t say exactly why. Had they drifted further apart? Had the night with Max smashed their bonds in a way that they couldn’t recover? Or maybe it had been how she could only get off by recreating that night. Even as it filled her with loathing, it had become the focus of her world.

It wasn’t healthy. It wasn’t good. But she couldn’t stop. It replayed in her mind every time she was horny. Every time a man looked at her with lust, she fantasised about his hands around her throat and his cock between her legs. Eventually, it just became too much. They split apart. Rachel went off to finish her time in university, and as for Leslie? She stayed there, working for Max. She tried to pretend that didn’t mean anything; tried to ignore how her heart would speed up every time he looked to her.

But he knew. He had to know. He’d give her that little, secret smirk. That smile that said ‘’I know what you’re thinking about.’’ He treated her well, and soon, people were remarking that she must have done something to become the favourite.

Rachel and Leslie got together a few more times, but it never lasted long. The spectre of what had happened always reared up sooner or later, and eventually, Leslie settled into her new life working under Max.

Her fantasies were filled with him now.