Chapter 15 - SET 1: Jaime and Lily

“Wake up. Wake up. Wake up.”
 
Stirring from slumber, you note for the first time that you actually hear your surroundings first before anything else. This is mostly due to the slaps on your face only being noticeable to you after the second “Wake up.”
 
“H-huh– what?”
 
You grunted as you felt a modest weight on your chest. Appearing behind your curtained eyelids was a petite and stunning lovely lady, staring down at you with dazzling eyes. Her elegant black dress and silver accessories felt out of place to someone who’s awoken not too long ago. She gave a toothy smile upon making eye contact with you.
 
 
 
“Great. You’re up.”
 
“Jaime?” 
 
“Get dressed, we’re going on a little trip.”
 
She twirled off of your bedframe, making her way into your restroom. As you sat up and brushed your hair off of your face, a thought alarmed you. You pulled up the sheets. Strange. Your underwear was clearly untouched. You didn’t expect Jaime of all people to leave a dick unsucked, especially when she had the opportunity to do so.
 
“What? Wh-what time is it? Where are we going? Wait– how’d you even get into my place?”
 
You checked your phone as Jaime came into your room with her makeup touched up slightly. 
 
6:50 AM 
 
“Would you be surprised if I told you I swiped your keys last time I was here?” Jaime smiled cutely, masking her very real crime. Upon seeing your confused and reluctant expression to get up, she leaned with a hand on her hip, fluffing out her cheeks with a breath to blow a bit of hair off the side of her face. She’s cute when she pouts, you note. “It’s a surprise, Daddy! Come on, let’s get going! Have I ever let you down?”
 
You recalled all of your previous interactions with her. First night at the brothel, her text to convince you to surprise Lily, and acting as a living fleshlight for the stream after. 
 
“Alright, I’m up.”
 
A high-pitched squeal of delight pierced your ears as Jaime went in for a quick hug. Being in the prime position, you groped her ass. 
 
“Hey. Save that stuff for when we get there,” Jaime chastised you.
 
“I’ll have plenty of stuff saved up even if we go a round right now,” you quipped back.
 
Jaime bit her lip, clearly into it. But to your surprise, she held steadfast.
 
“Nooooooooo, you can’t,” she giggled, “Trust me. You’re gonna wanna be at full energy for this.”
 
Must be a doozy then. With Jaime being a massive slut, if she’s asking you to keep it in your pants she likely really means it. 
 
“Hm, okay.” You’re willing to see where this was going. “Anything I should bring? What should I wear.”
 
“Mmm just your regular stuff works. You’re gonna be naked most of the day anyways.”
 
Naked most of the day? To that, you grinned. She beamed back. Jaime really was the perfect little cumbucket.
 
“Alright, let me get my keys then.”
 
—
 
“Is this the right place?”
 
“Yup!”
 
You parked the car as Jaime checked her appearance in the car mirror, making sure not a speck was out of place. Looking out, you saw a grand beachside house with steps going down to the sand. This wasn’t a home you were familiar with.
 
The two of you exited the vehicle and made your way through the path to the front door, ringing it. A buzz loudly sounded as it swung open automatically. 
 
Jaime briskly stepped in, while you slowly entered. Regal house, fancy outfits, and a gorgeous woman by your side. You were feeling a little out of place in your everyday outfit. You shrugged. Jaime wouldn’t lead you astray. You forayed through the residence. 
 
It was a drearily, expensive abode, filled with minimalistic furniture and monochrome coloring. It was like a modern-day equivalent of an ice palace, if the ice palace came with a carpeted floor. When Jaime sat on the white, leather couch in the living room and began texting without a word, you followed suit.
 
“Would’ve liked a bit of a warning before you came, I’ve hardly prepared anything for our session.”
 
A voice called out from over the balcony, and you could almost feel the foxy, Cheshire cat-like smile send chills running up your back before you even turned around. You’ve heard this crystalline tone once before, and you knew you were going to hear it much more in the encroaching time.
 
“What’s the point of giving you my number if you aren’t going to use it, sir”
 
Leena, in a more casual silk robe, descended the stairs. Before you could get over your initial wave of confusion, Jaime leaped to her feet and rushed over to her, embracing her in a tight hug which Leena gladly accepted.
 
“LEENA!” Her eager squee filled the hollow chamber.
 
“Jaime!” Leena reciprocated in delight. “You look lovely! Going all out for today’s shoot, huh?”
 
“It is a bit of a special day,” Jaime commented in her low and iconic slathering manner of speech. “First time we’re filming with a male talent.”
 
Filming? Male Talent? Wait hold on, “We?”
 
“I don’t know Leena, this dress is kinda fancy. Do people really want to see me in this?”
 

 
The sound of a flip of a light switch and the squeak of a door hinge preceded Lily’s meek entrance into the room. She hadn’t even noticed that you and Jaime were in the room, as she was looking down and fluffing the hem of her dress. 
 
“This dress would look really good if I had tits, like massive honk– oh hi.”
 
She awkwardly gazed back at the three of you watching her come into the space.
 
“I- uh- didn’t hear the doorbell.” Lily sheepishly coughed. 
 
“That’s alright Lily,” Leena smiled at her, “Your co-stars have arrived!”
 
Now that, you presumed, everyone was here, you had to beg the question.

“So, uh, what’s going on?”
 
“You haven’t explained anything to him, Jaime?”
 
“I wanted it to be a surprise!”
 
Leena shook her head with a slightly amused smirk before turning to you. She took your hand.
 
“Well, it’ll likely be faster if we showed you.”
 
She began leading you down her hallway as Jaime and Lily followed suit like ducklings. 
 
“We’re entering a new stage of… business, you could say.”
 
“And what kind of business would that be?”
 
“Mmm…business of the adult variety?”
 
It was only once Leena chose out one of the doors to her rooms that you noticed just how many rooms there were in her place. What could she possibly need all of them for? This house wasn’t even her main address either, from what you remember on her and Doublelift’s streams. 
 
She swung it open to reveal a brightly lit room with production equipment like cameras, microphones, and standing lights. You’ve been in this situation before, so it wasn’t too difficult to come to a conclusion.
 
“Porn shoots.”
 
“Such a vulgar way to say it,” Leena commented. “We much rather call it something like a premium content service.”
 
“Uh huh.”
 
“Some of us have been thinking about the future and what we’ll do to make money then,” Jaime chimed in, “I mean this seemed like the right place to go.”
 
“Releasing spicy content at the same time as streaming? Like an Amouranth route or something?”
 
“Not exactly.” Lily popped up behind everyone. “I can’t be making this sort of stuff while streaming since my content is SFW.”
 
“So why are we recording this?”
 
“Once they’re done with streaming, they have this to fall back on!” Leena chittered happily. “They can release it anytime!”
 
“I’m going to release it immediately, to be honest,” Jaime said. You could practically feel the horniness dripping from her tone. “But since this one is a joint collaboration with Lily, I’ll save it for later too.”
 
“Lily didn’t want to do anything like this without someone else giving her a helping hand,” Leena whispered to you. 
 
Lily, sensing what was being said, lightly slapped Leena on her back.
 
“Anyways,” Lily muttered, “Leena has this place for all of her Fansly content and has been giving out rooms for us to do stuff that’s like that.”
 
“Props, sets, outfits, you know the usual stuff,” Jaime added.
 
“Is Leena going to be joining?” You tried to add in the question nonchalantly.
 
Leena’s soft tilt of her head failed to hide the intentions of her piercing eyes, as she made it very clear your subtlety wasn’t quite subtle enough.
 
“Unfortunately, I have some business to attend to,” Leena said with a sly smile, noticeably choosing now to drop the keys in her breast pocket into Jaime’s hand. “But don’t you fret your cute little face, I’m sure we’ll be seeing each other soon. I have some shoots of my own that could use some ‘male talent.’”
 
While you were verbally stunned by Leena overbearingly seductive energy, she briskly began sashaying off. 
 
“You’ll find everything you need in there!” She called out behind her as she left.
 
The three of you stood there mesmerized and watched her depart. What a woman.
 
“So uh, what are we shooting?”
 
“Oh, nothing too crazy. Since it’s Lily’s first time, I thought we could go with a clean, simple theme.”
 
Alright, so knowing Jaime, it was about to be the dirtiest, craziest theme you were about to have ever heard of, wasn’t it?
 
Jaime didn’t even bother directly telling you what the theme was; instead, she went over to the cardboard boxes to take the props out.
 
“Blindfolds…”
 
A little kinky, you could get behind that.
 
“Handcuffs… legcuffs…”
 
Uhhh. The second thing is a little strange, but sure?
 
“Signs with numbers on them…”
 
What?
 
“You’ve probably guessed it by now, huh,” Lily said, as though it were the plainest, most everyday concept everyone has done at some point. “Sex slave auction photoshoot.”
 
“Ok hold on.” You put a hand up. “What now?”
 
“Sex slave auction photoshoot.” Jaime repeated it and then loosely put the blindfold on her head. Picking up the sign with the numbers on it, combined with her black, chic dress, it did sort of look like she was a woman being bought at a high-end, secretive party for business or political elites. She didn’t even have to do much for you to start to get a little excited over the idea, although you weren’t sure how much of that was due to the theme and how much of it was due to seeing an adorably cute Jaime posing for you. 
 
“...Alright,” you slowly contemplated. “…How should we start?”
 
Lily and Jaime gave you their shiniest smiles, as though you’d given approval to a project they’d been working on for years (though you know with Jaime it was probably an idea she had overnight while rubbing herself off.) They tossed you a camera. 
 
“We can do the photo set before making the pay-per-view video,” Lily instructed. 
 
It’s difficult to describe in words the experience of being a one-man photographer for two stunning beauties. The two of them struck sexy poses: standing up as though a mug shot, though with the most pristine hair and make-up you’ve ever seen on one of those, on their knees with the sign clearly in their hands, expensive prices marked underneath their tags because sluts like these, ones that were meant to be rent, spent, and thrown away, didn’t deserve names. Most of the set was simply filled with the two streamers in compromising positions to give the illusion that this was an ill fate they had fallen into. They were fallen down with cuffs, helplessly lying down on the floor, and posed like professional escorts. Your favorite shots were ones with light nudity, the pictures where you had modified the signs to show their bust/waist/hip measurements as though they were numbers for sexual pleasure instead of people. Shots of them sitting with their naked legs spread or tits out. Obviously, the numbers were scaled up a little. Lily argued heavily for this. You weren’t well versed in taking compositionally sound pictures, but the two of them assured you it was fine. “It adds to the ‘cheap management for high-class whores’ vibe we’re going for.”
 
You even swapped in and out to make some more convincing pictures. Lily or Jaime would take over to take pictures where you acted as an auctioneer or customer. You couldn’t lie, getting photographed for groping the girls, something you already do whenever you wanted, for simps in the future to buy and jerk over was a little exciting. 
 
In fact, by the end of the hour-long shoot, you were incredibly pent up. Not only were you worked up, practically mentally edging the entire time, but you were also getting into the mood of the shoot. Being surrounded by an entire set screaming high-class escort house with two women who were dressed in the same theme put you into the head space already. You felt like someone who was here to buy a slut or two.
 
“Okayyyy, time for the real money shot,” Jaime excitedly cheered after reviewing that the photos you had worked on were good.
 
“Great,” Lily sighed, taking a drink of water. Her eyes darted to the side whenever you entered her line of sight. Was she flushed because of the posing, or because she was just as pent up as you were? 
 
“Time for the video!” Jaime moved over to turn on the camera recording. In the corner of the set was a bed and drape set-up. From the angle of the device, one would imagine the place to be a lavish hotel room without being any the wiser. 
 
“Well, I guess we’re going to both be your bought-out whores,” Lily said cooly while sitting next to you on the mattress, looking off in the corner. She was being very suave about this. You might’ve believed her disinterest and reluctance if you hadn’t known her for more than a minute. 
 
“Yeah but remember to hate it!” Jaime shouted from her place over at the camera. “We’re bought out and we didn’t want to do this!” 
 
“Oh yeah. We don’t want to do this. For sure.” 
 
You weren’t very sure whether or not Lily would be able to keep up the farce.
 
“Alright we’re good to go, let’s put on our outfits.”
 
Within a few minutes, Lily and Jaime were dressed up and ready to go. They already had the dress on, but this time they had the blindfold, cuffs, and sign on at the same time. With the two of the lined up in front of the camera, you were ready to go.
 
You weren’t given a script, but you preferred it that way. Grabbing Jaime by the hair, you moved her closer to the camera to show her off like she was merchandise. You let the camera get a good look at her porcelain face and bright lips, squeezing her cheeks and moving it around for viewers to get all the angles. You moved it down to her regal, expensive, black dress, a once beautiful sight, or at least it was before you tore the top to show off her perky tits. 
 
Unlike what you expected, Jaime didn’t react with moans and excitement like she normally would. Instead, her eyebrows furrowed and her lips pursed into a desperate crescent. You had to keep half a mind to not be visibly impressed since you were in the shot also. 
 
You did the same and held her skirt up, slowly removing her panties while Jaime visibly scowled at your touch.
 
Moving over to Lily was where things got tough. You showed everything in the same sequence as you did with Jaime, further solidifying their place as product. But even topless and exposed, Lily upheld her facade cleanly. In fact, her despise may have been even stronger than Jaime’s, as she added verbal cries to the mix.
 
“Please, you don’t have to do this, please sir, PLEASE!”
 
They were certainly great actors, and it helped you get into your role as well.
 
“Shut the fuck up and choke on this dick.” In one fell swoop, you pushed Lily down to her knees and shoved your cock into her mouth. Your head keeled back as you got some sense of stimulation for the first time this shoot. Damn, you missed this personal fleshlight. The movement must’ve looked rough for sure on camera, but with all of your experience with Lily’s tight little fuck throat, you knew this was just the beginning of what she could take for this video. 
 
“What the hell do you think you’re doing over there? Get over here so I can suck your tits. Just my luck I got the two flattest bitches on the market.”
 
Jaime glared at you as she made her way over. Before she was close enough for you to start groping her chest, you grabbed her by her waist and pulled her right next to you. Jaime yelped in surprise, but any expression of it was quickly extinguished as you shoved your lips onto hers. Getting in character, you gave her the sloppiest kiss ever, practically eating her face as she tried pulling away from you. Any time her head would gain enough distance from you, you’d move down to her chest, biting her erect nipples and sucking on them.
 
Jaime did a perfect job of conveying her silent disgust at you, acting perfectly as someone who was hired to please you but doesn’t want to. This, combined with the pulsating massage on your cock concocted by none other than your sex toy Lily, cause you to burst like a damn, as you used the free hand not grabbing Jaime to shove Lily’s face all the way down to the base of your shaft, her default position in life. She gagged and sputtered as you made a clear show that you were blasting cum down her throat. Once a good amount was dropped down into her empty stomach, you pulled out to spray some over the black dress. A couple of drops made their way onto her round glasses, though most of it ended where you wanted it, on the patch of fabric directly below her tits. As a coughing and recovering Lily choked and salivated, you grabbed her hair and made her face the camera for a clean shot. 
 
The hate was palpable in the room as you had a woman who detested you in one arm, dreading what was about to happen to her, and another on her knees almost crying at the violence you enacted on her. Noticeably, though, was the lack of vehemence on Lily’s face.
 
“Stop your struggling you fucking whores, Jesus, do I have to tie you up or something?”
 
As a rhetorical question, you moved over to the bed Leena had set up for you (how’d she even do this?) and threw both of the streamers on. As they squirmed and flailed in their bondage, you grabbed the link of their handcuffs and placed it on top of the ending bedframe, making it so they were pinned down. To be fair, if they scooted up and lifted their arms they’d be able to get out of their “tied up” state, but it was all about the sex play, not the actual logistics.
 
“Fucking finally, time to get a taste of your rich cunts,” you said in as much of a gross, old man voice as you could. You really immersed yourself into this “snobbish elite who gets unfair pickings of their women” role.
 
Unfortunately, this is about as far as Lily’s facade was able to make it. Getting throat fucked and pretending you hated it was already a difficult task for her, and most women would already find it easy to do without pretending, so once you inserted your cock into her just as tight pussy, she virtually sang in pleasure. 
 
“O-Oh FUCK! OH FUCK! P-please, nO, NO NO NO, f-fuck me, fuck me, FUCK ME HARDER!”
 
Well, she lasted longer than you expected. An unabashed, emotional slut like her, you thought she wouldn’t have made it past the throatpie. Forgetting the recording for a second, this was a nice position you had going. Lily’s hands were caught up at the frame, which accentuated her slim figure under you. As you pinned her legs with your own and had your arms around her face like you were devouring her, shoving your cock over and over into her pussy gave an ecstasy unlike no other. You were so wrapped up in it, you grabbed the fabric over her stomach and ripped it off, revealing her midriff too. Seeing her tummy bulge each time you thrust inside of her was a pleasure you’ve only come to learn after creaming inside of her so many times.
 
“Let’s switch it up, we can have Lily be like this and I’ll be the reluctant fuck.”
 
Jaime whispered into your ear when she was sure the recording wasn’t picking her or her voice up. The voice part was easy with how loudly Lily was screaming, to be fair.
 
You pressed onward, continue stroking it inside of Lily’s womb to her unbearable, pleasuring dismay. Her eyes rolled into her skull, and you were sure that if Leena had opted to get fake, plastic cuffs instead of the real ones you had Lily would’ve broken them now with how tightly gripped her fists were pulling down. Even her toes were curling, digging into the sheets. You were sure fans in the future would find Lily a fantastic actor, someone cut out for erotic content like this, but you knew this was just how she was.
 
“They said no cumming inside but fuck that. I paid too fucking much to not knock you up and put a baby inside of you.” The spice is in the details, you think as you added fake lines.
 
“YES! YES! I DON’T CARE, BREED ME AND SHOOT YOUR STICKY WHITE CUM INSIDE OF ME!”
 
You put on a show of busting a nut exaggeratedly, but with Lily’s cum-draining fleshlight of a pussy, it wasn’t much of one. You bent your back and fucked her down into the mattress as hard as you could, jetting out heaps of cum inside of her. Lily convulsed and screamed with your orgasm as though she were a JAV actress, smiling contentedly as you pulled out. Seeping out of her was a puddle of cum, the stream making its way down. Lily lay there with the blindfold still on, as you took the fabric and stuffed it into her 
 
“W-wait, you can’t cum inside of us, that’s not in the contract,” Jaime stuttered nervously. “You can’t– NO, STOP! PLEASE DON’T PLEASE PLEASE!!!”
 
Midway through her plee, you were already moving over to straddle her in the same way you pinned Lily down. Unlike Lily, who “converted” into being a mind-broken slut for your cock, Jaime was doing the opposite, flailing and trashing under you like a fish. This was a new side of Jaime for you, and you relished in it.
 
“Quit your fucking moving,” you growled. You slapped her in the face. 
 
A loud smacking sound resounded through the room, and Jaime teared up. Her words of denial transformed into sobs of despair instead, so convincingly that while fucking her, you pushed deeper into her to put your head next to her in order to cover her from the camera and ask her if she was still playing it up.
 
“Hey, you’re fine right?” You whispered.
 
“Yeah of course Daddy,” Jaime giggled, hand print slightly visible on her face, “You’ve done so much worse to me, remember?”
 
“Yeah,” you smiled back, “Just checking in anyways. You know the safeword.”
 
“Of course Daddy.”
 
“Good girl.”
 
As you pulled away from her, Jaime immediately resumed her crying. It’s frightening how good she is at putting on the hottest front that will get guys the horniest. If Lily was an emotional, pure slut, Jaime was a professional, an expert learned in all the techniques to get a guy to cum all over her outside of just sex. 
 
Her wails grew louder and louder as you continued, and stirred you into an increasing frenzy. With safety established, you could fully immerse yourself into your plundering of Jaime. You pushed her stomach down while fucking her, obviously not to the point of bruising her but getting pretty close to it, in order to make her womb artificially tighter. A wet sensation clamped down on your cock, and you could feel Jaime be as horny about this situation as you were. The slick sounds the two of you were making weren’t something that could be faked. Anyone paying for this was getting their money’s worth.
 
“Please,” Jaime whispered, quiet enough as to sound meek and docile yet loud enough for the recording to catch it. “I’m fertile today.”
 
As though she were saying “Breed me!” instead, which, knowing Jaime, was likely what she meant, you took that moment to cum.
 
“I’m cumming!”
 
In another display of magnificent overreaction which was once again not an overreaction simply due to how good Jaime was at extracting semen, you came your brains out inside of her fertile pussy. The camera caught each one of your micro shudders, your deep groans, your ecstatic grin at being able to not only plunge your cock into this delicious woman, but also being able to creampie her.
 
You gently removed her blindfold. Her teary eyes, streams running down her mascara, completely reinvigorated you.
 
“God, it’s a great thing I rented you all night. You’ve got nowhere to go. Your ass and tits are all mine.” You smiled.
 
As Jaime continued putting on a show by silently wailing, you lifted her by her hair so that everyone could get a good look at her. Lily’s lip bite toward the camera showed she was more than willing to go on. 
 
Hey if you keep going, they might get three videos out of this! More PPVs, right?
 
—
 
You moved over to the camera, checking out what it was seeing now that you were finished up. A content breeze swam over your heart as you witnessed the grace that lay before you. Both of them cuffed, dresses ripped to near shreds, slap marks all over their bare skin in the openings, makeup sundered, and holes thoroughly raped. A delighted, slobbering Lily with drool almost matching the amount of cum plastered over her body, and a sobbing, snotty Jaime, with her ass stretched out and pulsing with cum. 
 
You ended the feed.
 
“That’s a wrap!”
 
Immediately, Jaime broke character and stopped crying. Hopping off of the bed while still in her cuffs, she slowly wiped the tears and mucus (and cum) from her face. It’s kind of interesting to see a thoroughly fucked woman go about her day as though nothing happened. Anyone who looked at Jaime right now would assume she just had a train ran on her, and yet if you were just viewing her by outline, Jaime looked completely the same. Actually, she looked even more spry and bright than before, as unbelievable as this was. If someone told you she was a succubus who fed off of semen for energy, you wouldn’t even find it that hard to believe them.
 
You moved over to Lily and slapped her a few times. Wet skin on the palm of your hand made a sound not unlike what was filling the room just moments earlier. After a few hits, Lily promptly woke up.
 
“Sorry sir! Let me clean you up!” Lily woke up with alarm, scared she wasn’t able to complete her duty. 
 
“Lily the shoots over.”
 
“Oh.”
 
Jaime went over to the camera and surveyed the footage with her tongue sticking out of her mouth.
 
“Should be good!” She said happily as she closed it. “Might record more content soon, we want a couple years worth.”
 
“I love you both, but I don’t think I could record a couple years content.”
 
Jaime slapped you lightly with an exasperated giggle. “We’d only be releasing a set like once a month, and a video every couple of others. We’ll be fine for awhile.” She stroked your chest. “Though… we do want to stockpile while we’re at the peak of our life.”
 
“We?”
 
“Well, I kinda needed more than just Jaime to convince me,” Lily chimed in from the bed. “Some of the other streamers are going down this route too and we, um, sort of recommended you to all of them.”
 
Some would say this was the opposite of a problem. Some being you.
 
“They’ll have their own themes and stuff,” Jaime commented while cleaning her face with wipes. “You’ll have fun with them Daddy, I’m sure.” 
 
You seem to be getting called back and forth, but honestly, you don’t have a single problem with it.
 
Lily and Jaime, now out of their cuffs and clothes, rubbed up against you with their naked, petite bodies.
 
“Now that the shoot’s over, we can service you properly now Master.”
 
“Want another round Daddy? We’ll do all the work this time, so just sit back and relax. Leena’s not gonna be back for a while.”
 
Before you could even answer, the two of them began dragging you to the bed.
 
Well before you could worry about the others, looks like you had something else to worry about for now. And you were perfectly happy with that.
