A/N: I don't own anything. Also, all characters are over 18 in these stories.

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Chapter One: Dipper and Loona

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"So, what do you think?" asked the director

"Honestly?" replied Dipper as he looked over his partner for the shoot "I'm into it"

The person that Dippr was 'into' was a tall, goth hellhound by the name of Loona, who was already naked and was running her hand up and down the young mans thigh. Before the shoot, the hellhound had talked to her partner, already sensing that he was nervous about all this. To put his mind at ease, Loona assured him that she'd be gentle with him and would help him through the shoot. He had taken off most of his cloths save for his pants since he was still afraid of showing his manhood in a situation like this, but at least Loona was keeping him at ease for now. Dipper's eyes were on the goth wolf's pussy, which she kept exposed to him so that he would stay hard for what was to come next.

"Uh, can I..." the young man's mouth was dry "can I touch it?"

"What? This?" Loona playfully inquired as she shifted on the couch so that she showed her womanhood to him fully "yeah, go for it dude!"

The young human cautiously reach out, all the while the camera followed his hand's movement toward Loona's center. Finally, his finger reached the hellhound's pussy, earning him a soft moan as he rubbed the goth demon's slit. Dipper's nerves were still there, but his focus was squarely on Loona's pussy as his fingers continued to explore her center. Finally, his digits slipped into Loona's pussy, making her let out a sharp moan in pleasure as he started to finger fuck Loona.

"Oh, fuck yeah!" Loona groaned as she grouped her breasts to add to her pleasure "kid's a natural!"

"I'll say" agreed the director "what do you think, Dip?"

Dipper said nothing, he was to transfixed on what was right in front of him as he continued to let his fingers to thrusts and explore the inside of the hellhound. His breathing, like Loona's, was starting to get ragged and husky from lust. Finally with enough effort, Loona's inner muscles clenched as she let out a cry of pure bliss as she came on his hand. The camera made sure to get the shot as Dipper let Loona ride out her orgasm before pulling his fingers out of her.

"Shit!" Loona hissed "that was fuck'in awesome!"

"I-it was?" Dippr stammered out, both excited and shocked

"fuck yeah, dude!" Loona confirmed "to be fair though, you looking at my pussy the whole time already got me hot and bothered. So, I was already ready to blow before you slipped in there"

"Speaking of 'slipping in'" the director chimed in "I think it's time you really got in there, Dipper"

Dipper gave a small nod in understanding, but on the inside he was still dealing with being self-conscious. He had never exposed himself like this before, and while Loona was perfectly fine with being fully nude, the young man wasn't quite there yet. But fucking the hellhound was what he was getting paid to do, and by god the Pines boy was going to see this through to the end. However, while his spirit was willing, his hands were covered in nervous sweat and hellhound cum, making it difficult to undress himself. Seeing his apprehension, Loona quickly stepped in.

She leaned forward and began to remove Dipper's belt before pulling down both his pants and underwear in one swift motion. The second Dipper's clothing were past his waistline, his cock sprang out, hard and ready to go to work. Dipper had to resist every urge not to cover himself. He was by no means porn-star level big, but hopefully he had enough size that it wouldn't make Loona think twice about this whole thing. He lanced over to Loona, who was looking over his dick.

"Hm, not bad, not bad" She noted, earning a sigh of relief from her partner

The goth hellhound then reached out and took hold of Dipper's cock, making the young man gasp in pleasure. She started to gently stroke him in perfect view for the camera to capture. Dipper groaned as the furry touch of Loona's hands, nearly forgetting that he was getting filmed right now. Suddenly, Loona leaned down and licked the tip of his members, lapping up the precum that was leaking out of him.

"Ah, fuck!" Dipper yelped, not expecting that

"Mmm, you taste good" his partner noted "but I'd rather have this cock cum in my pussy instead of my mouth"

Loona then laid on her back and put her legs up in the air. She spread her dripping womanhood's lips wide to invite Dipper to go back inside her. Not even giving it a second though, Dipper climbed on top on the hellhound and slipped inside her soaking center with ease. The pair moaned in unison from the connection, all the while the camera was focused on their now connected genitals. Dipper then started to thrust wildly, earning cries of pleasure from his co-star.

"Oh, fuck yes!" Loona shouted "fuck me you little shit! Get this dick deep inside me!"

Dipper said nothing, only fucking harder in responds. The camera was capturing everything their movements, their expressions, everything. For this being his first time being filmed fucking, Dipper was a natural, although that was mostly because he was to wrapped up in how good Loona's inner walls felt on his manhood.

"Come on, you little punk, you want this pussy?" Loona questioned "then fuck it like you own it, bitch!"

Dipper's thrusts grew more forceful as he now started to pound into his co-star's womanhood with everything he had. The camera stayed on several shots of Dipper's thrusts, getting the best views of the action. While Dipper was to full of a sex fueled brain fog to really make any sounds other than moans and grunts, Loona was doing enough talking for both of them.

"I want your cum" she said in a husky tone "I want you to give me all your cum! I wanna feel that load shoot into me!"

Loona's words (and by greater extension her vagina) were starting to really get to Dipper. He could feel his moment building, and by the faces he was making the camera crew knew it to.

"Ah, fuck, I'm gonna cum!" he hissed out

"Are you?" Loona asked "are you gonna do what I want? Are you gonna give me that cum?"

"Yeah"

"Then fucking do it! Give me all that cum!"

With that command, Dipper let out a long moan as he released his seed into the hellhound's womanhood, earning him a cry of pleasure from his costar.

"Oh, fuck yes! Gimme all that cum!" she practically cheered him on "Yes! Yes! Yes! Fill me Uuuup!"

The camera was focused on Dipper's orgasm, capturing every moment. Dipper had been saving up his load for at least two weeks before the shoot, so it was safe to say there was a lot that was going into Loona right now. Feeling herself getting filled, the hellhound looked down to see a sight that turned her on even more.

"Oh, shit you're throbbing!" Loona noted as she admired the sight "I love that feeling! Keep going!"

Sure enough, Dipper's manhood was pulsing inside his costar as it pumped every ounce of his semen into Loona's awaiting core. The camera's were recording every moment of the action, all knowing this was what the people paid for. Finally, once he was finished, Dipper huffed as he slowly pulled out of the hellhound's pussy, allowing the camera's to get a look at Loona's now cum-filled core. She gave the camera a smile and wink, knowing that it was a job well done.

"It feels so fucking good" she said into the camera in a lust filled tone

She then looked back at her costar, he was now leaning up against the sofa in exhaustion.

"You did good, kid" she complimented him "that was a lot of cum"

"T-thanks" Dipper stammered out in a mix of surprise and weariness "I had fun, too"

"Good, because I'm definitely gonna have to do some more collabs with you in the future" the hellhound stated