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It took a little bit of a while for everything to be squared off. There were... preparations made. Concessions given. Precautions taken. You hadn't even gotten dressed, instead just putting on a robe.

Janine kissed your lips. "I'm sorry I'm making you do this," she said. "I'm... I'm gonna be honest, I'm so turned on I- I think I might cum without even touching myself," she said, giggling a little, but she didn't look happy about it. "I think it's making me feel worse about it."

You shook your head, sighed, and your lips met hers once more, reassuring. You'd had enough time to put your thoughts in order, and realized in the end it didn't matter... you were willing to do this for her, and on some level, the fact that... that all of this was such a turn on to her, was a turn on for you as well.

"You're too good to me," she said, stepping back.

Besides... you took your pound of flesh from her anyway. You had to give her a break, there was only so much punishment her genitals could take, and unfortunately, it seemed like she had a bit of trouble keeping up with you. You patted her head, and she smiled, looking like she felt a little better.

And then the doorbell rang. There was some spring to her step now, she'd been a bit morose earlier, and she opened the door, not even asking, knowing that the only people who'd be coming in at that hour would be, undoubtedly, the expected guests, Tiffany and Dave.

Tiffany looked contrite, but Dave was resolute. She wore a subdued outfit, but her athletic body made the yoga pants look good. She had also tied her hair back. Standing next to Janine, she was quite contrasting.

"So... just so we're clear," Janine said, taking a deep breath. "We're all on the same page, right?" she asked.

Dave nodded. "We're all in agreement," he said, nodding firmly.

"It's a little odd to stream it, but-" Tiffany said, "as long as you never show this to anyone... it's better than you being, uhm, present physically I guess."

Dave nodded. "Yeah, I'm glad this was an option... Uhm, have you done this before though? You had all the stuff ready to go."

Janine's face heated up a little and her cheeks became a bit red, she bit her lip. "Uhm... a couple times," she confirmed. "It's really- okay, I better shut up," she said, shaking her head. "Just, just remember, if you need them to stop, just call his phone alright?"

Dave nodded. "If I can't take it, I will," he confirmed. "Same with you Tiffany, if you want to stop..."

She nodded. "Don't worry, I've come to terms with it," she said. "I want to know too."

It was a bit of a strangely solemn, serious situation, considering all the setup needed to fuck your best friend's girlfriend while he watched. The absolutely bizarre situation was starting to annoy you a bit, as well - your life had been so much simpler when you were just fucking other women for Janine. Though...

Yeah, fuck it. It was better to stop thinking about it as anything other than what it was for you. You were doing this for Janine and for yourself, and if you did a favor for Dave along that, well that was just a bonus. It would make your life much easier if you just stopped worrying about it.

Dave gave Tiffany a hug, and nodded, and then Janine grabbed him by the wrist and pulled him out of the house.

You nodded at the dark haired girl who watched your girlfriend take her boyfriend by the wrist and pull him a bit forcefully out of the apartment. They'd be heading down to another friend's place, where they could watch in peace. You silently thanked Amanda for lending you her apartment for that.

Tiffany turned to you as they left, after a few moments of thinking. "Aren't you afraid she's going to... you know... with him?"

You blinked. Janine? With Dave? No, the thought didn't even cross your mind. You frowned, then shook your head and shrugged. You couldn't even imagine that, Janine was just not that kind of person.

"I'm so jealous, I can't help but think that, that maybe he'll- he'll do the same thing I'm about to," she said, sighing. "It makes me feel terrible for doubting him, but- but I can't imagine anything else. Am I projecting or something?"

You placed a hand on her shoulder, shaking your head, then put one of your big fingers to use by poking at her chest over her heart.

"Are you telling me... yeah, yeah you're right, if I can't trust myself, I could never trust anyone else," she said.

You led her to your and Janine's room. It was almost entirely used for the purpose of sex these days, sometimes you slept there but at most once a day, and the two of you had combined efforts to make it as good as possible for that regard. Including the streaming equipment. 

"You guys do, uhm..." she turned to the computer, which doubled as a streaming platform and an editing station. "You know..."

You nodded. Janine was quite popular, and it was an incredibly lucrative career for her, especially since it allowed her to do all the sorts of cosplays she couldn't do at conventions, and of characters she liked instead of whatever was the latest thing to be promoted.

You walked past her and headed towards the bed. It had already been discussed how you'd go about doing this. The streaming equipment was on and recording, and you knew for a fact that even if they weren't watching, it'd be seen later. So there really was no good reason to delay.

Shrugging the robe you wore off, you revealed the fact that you were entirely naked underneath, and then sat on your big, fluffy and comfortable bed, spreading your legs a little. A little bit of digging had revealed what sort of sex Tiffany had with Dave usually, and you and Janine had decided that it was best to give her a totally different experience.

Which meant...

Your eyes narrowed, and with one hand on one knee, you leaned back just enough to present yourself to her, and then used your other hand to gesture her to come closer, the classic come hither gesture with a single finger.

She swallowed, and started walking towards you, but your hand stopped beckoning her and instead you pointed your palm at her, making her stop, then made a gesture, balling your fist up except for your pointer, which you curled down to point at the ground.

She nodded, and got on her knees, and crawled the rest of the way towards you, getting between your legs quickly. She was probably thankful for the thick carpet about then.

You nodded and put your hand on your thigh, leaving yourself open for her to observe, now that she was close enough. Her nostrils flared and her eyes grew a little bit wider as she took in your lenght, even as you remained mostly flaccid. You weren't exactly super turned on, but some remaining excitement from kissing Janine and touching her body earlier remained. 

You frowned down at her, the hesitation in her face was fading little by little as she took in a deep breath, face growing redder and redder as she basked in your scent. It seemed strange to think that just a few moments ago you were uncomfortable, and now you were getting impatient.

She looked up at you, gulped when she saw your face, and then leaned forward to your crotch. "Sorry, I've never dealt with one this big," she said, as she brought her hands forward, and grabbed at your flaccid cock. "Shit I've seen fully erect dicks smaller than this," she muttered, swallowing down her hesitation and letting out a long breath that tickled your cock and balls.

She then finally leaned forward, and began laying down a trail of kisses down the length of your shaft, heading towards the tip, while her hands played with and stimulated the shaft and the balls at its roots, when she finally reached the tip, she closed her hand around your girth, and cupped your balls, caressing them with her thumb.

You were starting to get hard, as she licked and suckled at your cock head while stroking your shaft. She wasn't unskilled, but compared to your usual girls, she clearly had no experience handling a tool like yours.

But it was pleasurable nonetheless, and it seemed that as she handled you, as you grew bigger in her mouth, she was gaining a bit more confidence. 

She even began bobbing her head back and forth, working half of your length into her mouth, swallowing the plentiful saliva she was producing, but not quite fast enough to prevent her blowjob from becoming a wet and sloppy mess. She just couldn't quite deal with it.

It wasn't enough.

She wasn't good enough at sucking you off... and this was when you needed to start making an effort yourself. When you had to start making changes. Start taking charge. She only ever had boring, old vanilla sex with Dave.

And this was about new experiences. About learning more about herself.

You suspected this was also a form of self punishment. She, on some level, thought herself a whore, a slut, for something that was entirely and totally natural. She wanted to be punished, to be told that she had made amends, that she had paid for her transgressions... and to feel that it was true.

Janine, Amanda and Dave had conversed long and hard about how would be the best way to take Tiffany's admissions and her issues into account... and ultimately, it had been decided, you had the best tools for the job.

You grabbed the back of her head, bunching up her hair, and then took over her blowjob, taking agency away from her, and using her head as a masturbation aid. Much faster, more brutally, and a little bit deeper, you had her take your cock in a vastly more pleasurable way.

Tiffany gagged, choked, spittle flew, her throat and mouth spasmed around your cock, but she didn't resist at all. It was as they expected. This was what Tiffany wanted. She wanted the safety, the goodness, that came from a relationship with a man who respected her.

But she also wanted the assurance and roughness of a man who used her like a toy, who treated her the way she felt she deserved to be treated.

Tiffany wanted to be a trustworthy woman for her partner, and clearly, she felt that being punished was part of it.

Her arms went limp, and she looked at you, eyes watering up, with a strange combination of gratefulness and fear. She was a little bit afraid of you, as you held her in place with your cock in her mouth, but it was also excitement that filled her.

And you weren't about to stop. You continued fucking her hard, fucking her mouth like you would a pussy, caring little about the fact that her nose was running, tears rolled down her cheeks. All the practice you'd had, the advice you'd sought, it all came down to this, to the intense feeling of a woman's throat desperately spasming around your cock!

You grinned and thrust your hips, forcing her to take you a little bit deeper, nearly three quarters of your cock disappearing down her gullet, and then unleashed your balls, the first load of the day going right through her mouth - she choked, gagged and some cum actually came out her nose, it was honestly an amazingly sexy and disgusting sight simultaneously.

She didn't quite vomit, but she coughed so hard you feared she might, the instant you pulled your cock out.

She moaned, and despite the tears, it didn't quite seem like she was crying. "I've never- I've never cum that hard, ever," she spoke, sounding more like a pathetic whine than anything else. "In, in all, blegh," she winced, then flinched as you moved slightly, grabbing her arm to support her before she fell. Luckily, she didn't puke on the carpet. "I didn't... ugghhh.. that was so intense... I didn't, even touch, myself, and I-" she panted, swallowing, "I think these panties are ruined forever..."

Yeah, that tended to happen.

"Am... am I a cheating whore after all?" she asked, a bit panicky, looking up at you.

You shook your head, smiling down at her... then forcibly dragging her up and throwing her on the bed. She let out a wail, but also a giggle as the nerves overtook her, while bouncing on the bed. 

"Isn't this wrong? I'm, I'm cheating on my boyfriend, and I'm loving every second of it," she cried, sounding a bit more nervous than happy, even as she continued giggling. "I'm a dirty fucking whore like they all said! He's probably looking at me and being disgusted, he's gonna break up with me, no man as good as him's ever gonna want a slutty cheating bitch!"

You crawled over her, and poked her chest first, then pointed at your face, and at your eye specifically.

"What's that- you think, you think-" she gulped, eyes wildly looking at the equipment that was showing what was being streamed. Janine could control the cameras remotely, and it was focused on her. You pulled her yoga pants off, to reveal her positively gushing pussy, overflowing with fluid, and the camera even got a good angle of your cock dangling over her revealed genitals as you took position.

She looked up at you.

Then you looked down at her, and teased her entrance with your cock.

"Why... why am I so turned on? There's no turning back, if, if I do this," she gulped. "D-Dave, Dave, are you watching? Are you watching me? Are you watching your girlfriend become a stupid, brainless slut from another man's cock? Is it turning you on!? Is your stupid cheating bitch of a girlfriend getting punished turning you on?"

You shook your head, then poked at her head, and trailed down to her chest.

"Is it... you think it's because... because he's watching?" she asked, looking up at you desperately. "Dave... Dave, he doesn't deserve this, he deserves better than me!"

You frowned, resisting the urge to slap the stupid out of her, and instead, gestured widely around you, at all that was set up. This... this, too, was something Dave wanted.

Then you gestured to a poster hung on the wall, one that you had set up as a joke some time ago, after a chat with Janine. It was simply an useful thing to have visible.

"No... no kink shaming allowed?" she read. "Is that it? It's just... just a kink?"

You nodded. You knew now, absolutely... she cared about Dave, in her own way. She wanted to convince him she wasn't good enough for him. She tried to get him to go for someone better. As long as they understood that, as long as they communicated, maybe they could even be like you and Janine. Trust, communication, and love, were far more conducive to a good relationship than standard, vanilla and boring tradition!

"I... I understand," she said, "Dave... Dave, don't hate me, don't hate me please, but I'm going to do it, I'll, I'll fuck another man, I'll have sex with a man that isn't you... so please, watch me, watch me get fucked to oblivion, and masturbate to your heart's content! Go ahead and touch yourself, watching me get destroyed!"

And with that... you went all the way in, doing exactly as she asked, as she wanted, as she needed.

You fucked her. You didn't make love. You didn't passionately embrace her. You didn't kiss her. 

No, this wasn't a woman you were showing love to. This wasn't a person with whom you shared an emotional bond. This wasn't a partner that you and Janine were enjoying together.

Tiffany was a fuckhole, that was all she was. A masturbatory tool. A prop for you to lay into, to create a video for Janine to touch herself to later. In your mind, it was really no different than making a video with an onahole for her.

The bed was strong and sturdy, it didn't creak or protest your thrusts, but it did definitely move a little more than it should, as you relentlessly, ruthlessly, fucked the pussy that was too small for your cock, that had never taken anything your size up it, and that had only ever experienced much more reasonably sized tools.

You hadn't gone all out, you didn't want to actually hurt her after all, but you were going hard enough that there was no doubt it would never compare to anything Dave did. He wasn't that kind of man, wasn't like you.

It made her cum, hard. And it made her cum quickly, as well.

But most importantly, it made her cum repeatedly. She screamed, at first words of praise to your size, and words of heated passion towards Dave, but soon she devolved into unintelligible, garbled and gargled nonsense, as each following orgasm caused tremors to run through her pussy and into you, stronger and stronger, as she lost her mind and control of her body.

She might not be Janine, might not have the perfect pussy molded specifically for your cock, but she was warm, she was wet, she was very sloppy, and she felt very, very good on your cock nevertheless,  the molten heat within her tightening up around you with every successive orgasm.

It wasn't possible to hold out forever, not even to hold out for a long time, and you were definitely going to give her a creampie to remember.

Thrusting as hard as you could quickly gave way to short, rapid and shallow thrusts, and then to burying yourself to the hilt, hands on the bed to steady yourself, and releasing yourself deep within her, closing your eyes and sighing out as your white, piping hot dick sauce was pushed directly into her deepest recesses.

There was something just deeply, truly satisfying about cumming inside a woman, and it somehow became even more satisfying when it was a woman like this... 

You panted, wiping at your lips, and looked down at the destroyed, obliterated mess of a woman you left there, and then you smiled at where you knew one of the cameras to be, giving a thumbs up.

A long enough distance away, in Amanda's apartment, Dave sat on Amanda's couch, set before her big TV, his hand furiously stroking his cock, semen already caking much of his lap and part of the ceramic of Amanda's living room floor.

Sitting on a dining chair that had been pulled from Amanda's kitchen, Janine also had a hand on her pussy, though hers was under her panties, and she had soaked through her own yoga pants and all over the chair. Both of them managed to synchronize their orgasms to the creampie, and Dave slouched, exhausted.

Janine giggled as she looked at her boyfriend, who threw a thumbs up, signifying a job well done, and though she knew he couldn't see her, she threw the thumbs up back. She was really glad that it all ended well, and that this could be resolved so neatly. 

She thought they looked cute together and it really would've been ashame if they were incompatible at a basic level.

And then Amanda walked into the living room, with a bag of cookies she brought from the store. "Yo Janine I got your message! What was it that you wanted to talk ab- oh my god there's cum everywhere!"

Janine giggled. "Help me clean up and I'll tell you aaaaall about it!"

"This better have a good explanation, or I'm taking your keys away, little missy!"

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