#dark!jensen

Normally your side hustle only took up three nights a week but ever since he had become a patron, it was more like five or six nights a week. You had no idea who he even was, only that he went by the username JJrulez and paid well. He was a regular in your normal shows, always tipping generously and had recently become a private viewer too. You always made more money in the group shows, yet with how generous he had been, you felt the need to cater to him when he asked for a private session. He didn’t seem to like the public ones, and some of the comments he had made about how he didn’t want other men seeing you did make you feel a little uneasy, but it was easy to just brush it off. He was just a faceless voice online. 

And really, you did feel a little bad for him. Spending hundreds of dollars on some girl you’d never met seemed pretty pitiful. You couldn’t imagine wasting that kind of money, but at the same time you were glad he was. 

You showered and prepared for tonight’s show. You could never be quite certain what JJ was in the mood for. Sometimes he was forceful in what he wanted, dictating your every move. Other times he was more laid back, happy to watch whatever you had prepared. You hoped tonight was one of the latter types.

You climbed up onto the bed and switched on your webcam. You logged into the private chat and sent him the link and within moments, he joined you in the session. Like always, he didn’t turn on his camera but you knew he was there from the soft breaths that came across the speakers. He always rattled your nerves but you swallowed down your fear as you tried to speak. 

‘Hi baby. how’re you feeling tonight?’ 

‘So much better now that you’re here baby. You were on my mind all day at work.’ You plastered on a smile for the camera despite the pit in your stomach. It was too much. He was too much. 

‘What were you in the mood for tonight?’ 

‘Well tonight I thought we could switch things up a little bit. You have one of those fridges with an ice dispenser don’t you?’ You nodded, unsure of where he was going with this. 

‘That’s good. I want you to go fill up a bowl with some ice for me, honey. And then I want you to come back here as fast as you can.’ 

‘Okay.’ Your voice was more shaky than you really liked but you did what he said and stumbled your way to the kitchen. You felt out of control as you filled the bowl. You had thought that starting a camming business you would be the powerful one but now you felt anything but. 

You climbed back onto the bed and held out the bowl in front of you, ‘is that enough?’ 

‘Yeah honey. That would be plenty. Why don’t you shimmy out of that little set. I want to see those perfect tits.’ You undid the clasp of your bra and the sheer material fell away, before you wiggled out of the matching panties. You could hear him let out a groan at the sight. ‘Now get some of the ice honey. I wanna see you rub it over your body.’ 

The ice was much colder than your heated apartment and it sent a shiver down your spine. He seemed to enjoy your reaction, even more so when you started rubbing the cube along your decolletage. ‘Move it a little slower, draw it out for me.’ You obeyed the voice as always and slowed your movements. It was just like a messed up version of a tease. The ice melted against your skin and you could feel the water cascade down your torso. You’d definitely be wanting a hot shower after this session. 

Eventually the ice reached your nipple and you couldn’t help the gasp. You could hear him chuckle over the speakers. ‘Doesn’t that feel good honey? Do the other one now.’ You reached back into the bowl of ice and grabbed a new cube, starting the process all over again. 

Once both of your nipples were starting to hurt from the cold he finally let you stop. ‘Now I want to see that pretty little pussy.’ His voice was slightly laboured with his heavy breathing but it still yielded far more control than you felt. 

You leaned back on the bed and brought your knees up on either side of you, giving him a clear view of your cunt. ‘That’s good honey. Now get some ice and make that pussy wet.’ Your toes curled and your cunt clenched at the thought of rubbing ice along your lower lips. You’d never done something like this before, and a tiny part of you was interested in giving it a try. 

You took a bracing breath as you reached into the ice bucket once more. You repeated a little tease for him, trying to build up the anticipation. The ice cube danced along your breasts before slowly sliding down your stomach and you heard him let out an appreciative groan as it passed your navel. 

‘That’s it honey. You’re doing so good.’ You could hear movement from his end of the connection and could only imagine he was teasing himself. You had to wonder if he had his own ice bucket beside him. 

Your gut clenched as you trailed the ice along your inner thigh, slowly getting closer to where he wanted it. 

You couldn’t help the squeal when the cube finally came into contact with your lips. The pure coldness was jarring against the heat of your flesh. JJ let out a chuckle at your reaction, his tone hinting of condescension as he teased. ‘Aww honey, does it feel a little weird?’

You couldn’t find your voice through the lump in your throat and the best response you could make was a little whimper and nod of your head. 

‘That’s good honey. This kind of thing is all about the line between pain and pleasure and I bet your pretty little pussy is just so sensitive.’ A chill that had nothing to do with the ice went down your spine at his mention of pain. He’d asked you to do some pretty questionable stuff in your sessions together but you definitely didn’t trust him enough for that kind of thing. 

He must have seen the hesitation on your face as he quickly spilled out ‘don’t worry about the pain honey. I mean, how could I even inflict any on you through a computer?’ His words did little to reassure you but you couldn’t seem to find the word to say what you wanted. Instead, you just plastered on a fake smile and tried to slip back into the Melody Meringue persona that you had almost perfected. 

‘Well, I’m all about pleasure here.’ Your voice was a little too shaky for your comfort but you tried to fake your way through it. 

‘Oh yeah? Am I making you feel good honey?’ 

You faked a breathy moan, ‘yeah baby. So good.’

‘I wanna see your pretty pussy swallow that ice for me.’ Your fingers played with the cube as you tried to slip it into your heat, only to be stopped suddenly. ‘No honey, get a new one. I bet that pussy is so hot and wet, that cube’ll be melted in seconds.’ You followed his instructions once more and whimpered as the cold brushed against your walls. 

The mixture of ice and heat felt strange. A little too strange for you to fully be into it as you felt the cube already start to melt slightly. 

‘Now I wanna see you fuck yourself. Get that dildo, the one you used last time.’ You gulped and reached for the case next to you. The purple silicone one was the biggest of your collection and obviously a favourite of his. You couldn’t understand your patron’s obsessions with your bigger toys. Did they delude themselves into thinking that their cock was just as big as the eight inch monstrosity in your hand? 

You quickly lubed up the silicone, sensing JJ’s impatience and lined it up with your cunt. The ice on its own felt weird enough and you weren’t sure how it would feel mixed with your hole being filled. 

You took a deep breath before slowly sinking down onto the bulbous head. There was the familiar stretch deep inside of you as you pushed the tip past your entrance but it was mixed with the completely new sensation of the ice being pushed even further inside of you. 

‘You’re taking that cock so good honey.’ JJ praised you as the base pressed against your lips, the entire thing finally inside you. ‘Now let me see you fuck it. I wanna see how you ride it. How you’d ride me.’ You tried to hide the grimace at his words. Your patrons said similar things all of the time but there was something so needy and possessive about JJ when he said things like this. It made you want to reiterate the rules with him.

But instead of doing any of that, you just continued to gyrate onto the dildo, doing as he said. The familiar squelch of your pussy taking the cock filled your room and you could hear similar sounds coming over the speaker from him. 

‘God, fuck. Honey…’ He panted as your pace picked up.

‘Yeah baby. Just like that.’ You made your moans even breathier and felt the reliable tug in your gut. You were nearly there, but none of that mattered until he finished. You shifted into a kneeling position once more so you could really ride the dildo like he wanted. Your other hand reached up to play with your tit, pinching and slapping your nipples lightly. ‘Feels so good baby.’ 

‘Yeah you like that. You like that big cock filling you up, poking out from your belly.’ His grunts were so loud you felt like he was right in the room with you as he pleasured himself. 

‘Yes baby. I do. I fucking love it.’ 

‘Course you do. Girls like you are all the same. Desperate for a nice big cock to split them open. I - I can’t wait to -’ His pants were heavy as his voice turned high and slightly whiny. You recognised the familiar pattern and slipped your hand down to your clit, getting ready to cum for him. 

‘Baby, I’m gonna cum. Please let me cum.’ 

‘Yeah honey. Do it. Cum for me. Wanna see you cum.’ You let go, allowing yourself to fall off the edge. Your toes curled and you threw your head back. There was the familiar pulsing sensation in your clit as a spasm of energy travelled through your muscles. Your moans were caught in your throat as you rode out the orgasm. It was your favourite part of your sessions, the only time when you truly felt like yourself. 

You were only slightly aware of JJ’s own orgasm, his whimpers filling your ears as he came, no doubt into a little fleshlight. 

You took your time coming back to reality, enjoying the afterglow of the orgasm too much to let it go just yet. 

When you do finally come around, you stretch out, allowing the thick dildo slip out of your quivering cunt. It sends another small wave of pleasure over you and you can’t help the smile. You slip on the black silk robe that you keep at the end of your bed for easy access like this and reposition yourself once more as you look into the mirror of yourself on the computer screen

His breaths are still heavy so you know he’s still there. ‘How’re you feeling baby?’

‘So good honey. You always make me feel better.’ He praised and you felt a stir in your stomach as a deep part of you preened. This, and your growing student debt was what had attracted you to camming in the first place. 

‘I’m glad you feel better baby.’ You purred and reached for the water bottle by your bed, ready to log off and get some sleep. 

‘Can I book an appointment for tomorrow night?’ 

You tried to bury the laugh that wanted to escape. It was more than just a little pathetic how eager he was but you shouldn’t complain. He had been paying most of your rent for the last few weeks. 

‘I’m sorry baby, but I’ve got a public show tomorrow night. You’re obviously more than welcome to join though if you want to see me again.’ 

‘Well why don’t you just cancel it? We could spend the evening together.’

You bit your cheek as you thought over your words. It was always a tricky negotiation between keeping a private customer happy while maintaining all of your regulars and you needed them more than JJ. ‘It’s my weekly countdown. It’s where I make most of my money. Plus, how would that be fair to my other patrons?’ You tried to remain polite but firm as you denied him. 

There was a slight pause and JJ huffed like a spoiled child. ‘Fine. What about the night after?’ 

Wow, he must really be desperate. 

‘Unfortunately I’m otherwise engaged, I’ve got a personal matter to attend to. I don’t work Sundays either so the next time I can book you in is Monday.’ 

‘Monday?’ You could hear the affront in his tone and could imagine him pursing his lips as he considered the less than favourable outcome. There was a small silence and you weren’t sure how to break it. 

‘Monday is my next free time.’ You tried to gently explain. 

‘Fine.’ He huffed once more. ‘Book me in for Monday. The same time.’ His tone was curt and sharp and you barely had a chance to respond before the connection cut out, leaving you alone in the session. His familiar green blinking light turned grey, then black as he logged out and you hoped that you hadn’t just lost one of your best customers. 

But then again, maybe giving JJ a bit of a berth wouldn’t be a bad idea. You had a feeling he could be a bit obsessive. 

+

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My Masterlist

The fairy lights that normally bathed your body in a pink glow were turned off. It was eerie being here. Sitting in your private room in the dark. He was alone, but he was also with you. In his mind’s eye Jensen ran through everything he had seen you do in this room. He ran through all of the shows you had performed for him. The public, and the private.

But sitting in the plush pink duvet, those memories which he had so cherished up until now, seemed to fade before his eyes. They were no longer played in technicolour and high definition, but more like a grainy, black and white silent film.

Maybe coming here was a mistake…

No. It wasn’t a mistake. It was further proof of what he needed to do. Of what must be done. You had to be shown what you were missing. What you needed. And he would be the one to do it all.

He left your little playroom with his mind made up and headed across the small corridor to your real bedroom.

It was only illuminated by the moon shining in from your open window, but it was enough for Jensen. He could see your chest rise and fall through the thin sheet that covered your body and you slept through his intrusion.

He cast a quick glance around the room before settling on the small desk in the corner. It looked like it doubled as a vanity but he wasn’t interested in your makeup, or even the computer plugged in and charging. What he wanted was the small little black book.

He scanned it quickly, finding today’s date and searched through the ink scribbles of your appointments. He looked through tomorrow’s schedule, trying to figure out when it would be best to “accidentally” bump into you. It seemed that you were working during the day and then were going out for birthday drinks with someone named Kelsey. Jensen mentally added the name to his growing folder of people in your life. But tomorrow seemed like the day.

He could stumble into your boutique, pretending to look for a gift. He’d be all smooth talking and charming, and when he went to leave you would realise you didn’t want him to. You’d realise that you wanted to spend more time with him and so you’d invite him along to your drinks that night. There he’d play the role of prince charming and you would invite him back to your place, after realising how perfect he was for you. He’d spend the night ravaging your body like he should have been doing these past few months and your love would blossom, just like that.

+

He asks you to touch him and if you try to tell him you are too tired or don’t feel well he tells you Jeffrey’s wives are never too tired.

You burned the meal and Jensen tells you Jeffrey’s girls would never burn his food. Every single time you do something wrong, Jensen tells you your life could turn into a nightmare by being his master’s toy.

“It tastes great, Y/N. You did well this time. I’m proud of you.” Jensen says slapping his thigh, motioning you to sit onto his lap. “You’ve been such a good girl over the last weeks. My pretty girl.”

Jensen’s words fill you with pride. You want to make him feel good, show him you love him. Nothing else is more important than satisfying Jensen.

“Thank you, Jay.” You whisper shyly.

“You look tired, Baby Girl. How about we have a rest after dinner? You can sleep a bit and I’ll check my emails on my laptop.” Jensen asks and you lean your back against his chest, nodding as he strokes your tiny baby bump.

----

He slides slowly into you, starting to move immediately. Jensen got bored watching you sleep so he woke you to ‘feel you close’ as he said.

You are too tired to meet his thrusts, too exhausted after a long day of cooking and taking care of Jensen. Your hands barely have the strength to hold tight onto his back as he picks up the pace.

“Y/N, you feel so good. I want to try something next weekend. I want to touch you there…” He whispers slipping one finger to you tightest hole.

“I don’t know…I don’t want this…” You whisper but Jensen ignores your words, simply slicking the finger with your juices to slip it half-way in. You cry out, digging your nails into his back, shaking your head furiously. “It hurts…” You sniffle and he retreats the finger.

His eyes meet yours and you swallow hard. You disappointed Jensen…

“I’m sorry…” You whisper. “I’ll try to be good for you…” Jensen smiles but you can see the anger in his eyes as he grabs your thighs, slamming into you in a maddening pace. “We can try again…” Leaves your lips and he slows down, kissing you fiercely. “Can we go slow…?”

“Yeah. We will go slow, Baby Girl. You will like it for sure.” Jensen groans into your neck.

The dread is back, the pit in your stomach grows and slowly you realize there is something wrong…

----

“This looks much better on you,” Jensen states checking your outfit. I like you, wearing dresses. Way more feminine than these boring jeans or hoodies. I will buy you more dresses.

You look into the mirror and hate the dress. It’s too short, barely covering your ass. Your tiny baby bump doesn’t help either. Breasts on full display you feel like a hooker standing at the street to earn some money.

“You don’t like it…” Jensen sighs seeing your face. “I’m just not used to wear dresses like these. I don’t know if it suits me.” You lie turning around to check the dress once again.

“Y/N, you look beautiful, don’t worry only I’m going to see you wearing this dress. How about trying the other two dresses? I want to see my girl.” Jensen rasps, sitting down onto the bed he stares at you as you slide the dress down your body to try one of the other on.

Bending over you hiss. He didn’t go slow at all…

“Does it still burn?” Jensen asks seeing your discomfort. He couldn’t hold back, tried to rush things and hurt you once again. Jensen hates to make mistakes.

“It’ll heal.” You whisper sliding the straps of the dress over your shoulders, hating the red dress. 

It looks even sluttier and you don’t recognize yourself in the mirror any longer. Your eyes drift toward the marks around your neck, the marks you got as Jensen held you down to get what he wanted.

Jensen looks at you as you touch the bruises, your eyes meet his in the mirror and you feel it again. Dread…

“Next time will be better.” You assure him to make him happy. “I’ll be better for you.”

His eyes light up, lips curved into a smile he jumps up, kissing the bruises at your neck.

“I’ll be more patient, Baby Girl. I know you never did something like this. I wanted to rush things; thought you can take it. We will try again, in a week or so. Don’t worry. You’ll get used to doing things right.” Jensen whispers, his arms wrapped tightly around your waist.

You close your eyes, not to enjoy the touch but to not meet his eyes in the mirror. Jensen would see your fear – you can’t disappoint him once again. You need to earn his love, his protection.

“Jensen, I’ll be better, promised.” You choke out.

“I know you will. Jeffrey needed some time too to teach his wives how to do things the way he wants too. Don’t worry. I’m here to help you with everything.” Jensen whispers against your skin.

Dread…

----

Weeks passed and you got used to Jensen growing appetite, not the one to still hunger. He wants to try different things - things you never wanted to try in bed, but you can’t say no. You disappointed him once; you can’t fail him again.

His eyes focused on you, Jensen watches you clean the dishes, huffing as your back starts hurting. Last night he used ropes to restrain you to the bed…

“Do you need a massage?” Jensen asks and you shake your head. “No.” You whisper, knowing this would lead to sex again.

“I’m sorry for your sore wrists. Didn’t think I tied you up that tight. We will have a break, okay. All vanilla for the next days, Baby Girl.” Jensen exclaims.

“Okay.” Not looking at Jensen you bend over, hissing at the pain your soreness causes. He’s insatiable lately.

“You are in pain, Y/N. Let me prepare a warm bath, massage your muscles and we sleep. No sex for the next days, my insatiable girl.” Jensen chuckles as if you are the one not keeping your hands to yourself.

----

“Does this feel better?” Jensen asks gently stroking your back. After talking to Jeffrey, he realized he was too demanding, too forceful. “How about sleeping a bit? Tomorrow we can look for some new things to buy for our baby.”

“Hmm…” Close to drifting into sleep you smile at the feeling of Jensen’s lips pressing against your forehead. He’s gentle once again, like before this man visited you and disturbed your little world. “I want our baby to be happy, Jay.”

“We are going to be a happy family. Maybe have more kids one day. Now rest, Y/N. I’ll be here to take care of you – always.”

Fast asleep you start snoring as Jensen thinks about possibilities to make it up to you. Jeffrey warned him to not push you too far. You are perfect, his good little girl, he can’t risk losing you, he loves you and the baby too much.

“No one will part us, Baby Girl…no one will disturb our happiness…no one…”

When you turn around to sleep on your pillow Jensen covers your body with a warm blanket before kissing your hair softly.

His eyes drift toward his laptop and he opens a password protected folder containing images of your predecessor.

She failed him and Danneel in any way. Jessica never tried to make him happy, never conceived his child.

“What a shame,” Jensen whispers. “You seemed to be the right choice; Danny disagreed.”

Now his eyes drift toward you and he smiles.

You are the one… No one will ever take you away from him…never…

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