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Dipper may have a small obsession, just a bit of an unusual kink. It’s not like weird kinks are uncommon, there is a reason ‘don’t kinkshame me’ is such a common phrase. So Dipper doesn’t think it is too bad, but he would rather re-experience Weirdmageddon than tell anyone besides his sexual partners about it. The only reason he trusts them so much is because they're bound by their contracts to not tell any human anything about him. He has tried to get them to agree to not tell anybeing who had the capability to communicate about it, but his successes with that aren't too consistent. So you may ask, after all this rambling, what is this terrible, has to bind his sexual partners to magical contracts to make sure no one can find out about it, kink is. The answer is quite simple.
He likes being possessed, mostly by demons.
Look, with all the abuse he had to go through as a horny pre-teen, it is a miracle he is only a minor (read:major) masochist. Of course, he is going to have to pay back the universe for that mercy in some way. It just so happens to be in the form of a magical possession kink.
Unfortunately for teen him, and fortunately for adult him, he never had the chance to do anything about or with this kink. He was stuck mostly remembering when Bill possessed his body and reimagining it, so to speak. That was until he came across an occult book in an old antique shop when he was 19.
He saw the book on the shelf and felt some magic coming from it, as well as feeling oddly drawn to it. So he decided to buy it and see what was inside. Once he started to read it, he realized very quickly why he was drawn to it. It was a book of lust demons, mostly incubi and succubi. It was a book on how to summon them and what demons would fulfill particular desires.
So he continued looking through it until he found an incubus who was able to possess people and seemed to be as safe as a demon could be. Dipper then spent the rest of the week gathering everything necessary to summon the incubus and arguing with himself about why it was a bad idea. In the end, horniness won, and he summoned the demon.
—-
"What did you summon me for, Dear?" The incubus asked.
Dipper knew a lust demon would be attractive, but this was just unfair. The demon was easily a foot taller than he was, muscled without looking excessive, and his face could probably make the straightest man in the world have a sexual identity crisis. Luckily for Dipper, he already had his sexual identity crisis and was able to fully admire the incubus in front of him for the attractive being he was. "I want you to possess me." Well, apparently knowing one’s sexual identity does not help you with being elequinte when it comes to talking to beings you’re attracted to.
"Oh, do you want to be my little whore?" The demon asked seductively while leaning down to grab Dipper’s chin.
This was really not helping him focus. "While that sounds very appealing, I mean I want to possess me, as in kick my soul out of my body. Or you could take over my body and leave me in it. I don’t care either way, as long as you possess me. "
The demon looked slightly taken aback by the request, but not turned off by it. "That is a unique request, but I’m not one to judge, and as long as you’re okay with sexual actions being performed, I don’t care about the specifics. Though I am quite intrigued by the idea. Is there anything you want to specify before we start then? Also, before you ask, I can sense a being’s sexual desires after we make a deal, so unless it makes you more comfortable to discuss what you do and don’t like, we don’t need to. "
"Don’t tell any humans about this, preferably any being." Dipper would probably die if any of his family members heard even a hint of what he was about to do.
"I’ll agree to not tell any humans. I rarely do so anyway." And with that, the incubus pulled Dipper up closer to kiss him.
Dipper felt a similar sensation to when he made a deal with Bill; a sort of chill down his spine. He then felt the feeling of possession, though he didn’t get kicked out of his body. Guess the incubus decided to just put him in the backseat of his body.
"So let’s take a look at what we have here." His body walked in front of his full-length mirror, then stopped to look up and down at his reflection.
"This hoodie hides way too much, in my opinion. Why don’t we take it off? " His hoodie was then peeled off, but instead of in his normal hurried way, it was slow. The incubus was clearly taking time to admire the skin as it was exposed. After the hoodie was thrown across the room, his binder was removed with little fanfare. The incubus then stopped to admire his top half.
"You look so cute," he moaned as his hand ran over Dipper's nipples, "and your body is so sensitive. I can’t wait to turn it into an overstimulated mess. " Dipper was starting to think ‘seductive’ was an incubi’s natural voice. It would make sense.
His hands moved to his pants, removing them in the same slow way as the hoodie, though a bit faster. He then got to Dipper’s boxers, letting them fall around his ankles before kneeling in front of the mirror. "I’ll need to sleep with you sometime without the possession; you look so good on your knees."
All of a sudden, he was holding a clit vibrator. "I can summon things if they relate to my contract, before you get distracted wondering about it. Though I don’t think you’ll be able to keep your thoughts straight soon enough. "
‘I don’t think my thoughts were all that straight to begin with.’ Before he could continue with that thought, the vibrator was pushed against his clit, and shocks of pleasure went through his body. The incubus continued to talk to him while occasionally turning the vibrator up or down, until he finally came.
The incubus didn’t allow him anytime to relax, immediately turning the vibrator up, "I hope you don’t mind if I make this the new lowest setting." The Incubus continued to do this, making him come, then turning the vibrator up and making that the ‘new lowest setting’. The demon finally took mercy on him after making him cum five times by removing the viberator. If Dipper still had control over his body, he would have sagged forward with relief.
"You seem tentative about vaginal stimulation. Are you okay with it or would you rather do something else? I wouldn’t mind making you come a few more times. "
Dipper thought, ‘I’m fine with it, just don’t comment on what it is.’ This seemed to be satisfactory enough for the demon to summon a massive dildo. His new found clarity was completely replaced by one thought, ‘That will not fit, there is no chance.’
"If it doesn’t, I’ll just make it." It turns out that threatening was also a tone of voice that incubi could use. It's still an unfairly hot tone of voice though. The demon put the dildo straight up on the ground before moving to kneel above it. His body was slowly moved down on the dildo until it was about half way in and his knees gave out completely. He mentally screamed, but it didn’t hurt. It would have almost been disappointing if it weren’t for the pleasure he felt.
"If you wanted more pain, all you had to do was ask. All I did was use some magic to make it fit. Most humans don’t give out sexual energy when they have massive internal bleeding, so it’s not really in my best interests to do that. "
He could only focus on one part of that 'most?'
His body was suddenly riding the dildo with abandon, "Don’t ask questions you don’t want to know the answers to." The clitoral stimulation returned, and so did the orgasms. Maybe the incubus raised his body’s stamina because there were a lot of orgasms happening.
After an unknown amount of time of the incubus fucking his body with a dildo and torturing his clit with a vibrator, they were done. And Dipper discovered that the incubus did not increase his body’s stamina. He also discovered that there is a reason your body tells you to stop after so many orgasms. At least the demon provided good aftercare.
—-
Bill was bored. After being revived by The Axolotl, he was banished from going to Earth’s dimension with the intent to harm anything there without permission. Meaning he was unable to take revenge on the Pines, something he was very unhappy about. Now he is hopping between dimensions while causing some chaos here and there. At the moment, though, he was just drinking while eavesdropping on everyone there.
"There is this one human who has been summoning us and a few others to possess him and then masterbate in his body. He’ll also let you fuck him afterwards. He is one of my favorite summoners at the momen-"
An incubus and succubus who like a human summoner’s request. That’s not something you hear every century. However, it is not nearly interesting enough to listen to all night.
"-think the name was Dipper Pines. He was so nice to fuc-"
‘Pinetree has been summoning lust demons to possess him?’ Bill’s mind started to think of many devious ideas. After all, having sex with a human wasn’t harming them, or at least not with out their consent. ‘Perhaps I should pay Pinetree a visit.’
—-
Dipper was reading a book on his bed. He was trying to figure out how the last succubus he summoned was able to make rope that could burn him. If it was hot enough to burn him, the ropes should have had some indication, but it was impossible to tell whether they were hot just by looking at them. At least as far as he could remember, but his memory was also pretty fuzzy at that point-. He was suddenly thrown out of his body in a now familiar fashion. His body was being possessed.
"I thought I told everyone to not possess me without warning." Scolding his own body was weird, probably less weird than some things he has done, but more weird for him.
"Maybe you told them that, but considering this is the first you’ve seen of me in 8 years, you haven’t really had time to tell me that Pinetree." His body then turned over, and the first thing he noticed was the yellow eyes with slitted pupils.
Chills went down his spine (soul’s spine?) after he realized who exactly was possessing his body. "What are you doing here? We got rid of you! "
"Did your Grunkle not tell you what I said before you used that mind gun? The long and short of it is that I asked a friend of mine to revive me. Unfortunately for me, they banned me from harming anything on earth. I then overheard some lust demons talking about a human they were summoned by and happened to hear your name. So I decided to come give you a peaceful visit." While Bill was explaining this, he was feeling Dipper’s body, groping his thighs, pulling his shirt up, and putting his hand around his throat.
"Isn’t possessing someone’s body count as harm?" Dipper may have been more comfortable hearing that Bill wasn’t allowed to hurt him, but that didn’t mean he trusted the demon’s words.
"For most meatsacks it would, but from what I heard you like it, you also seem to like a little pain." As Bill said that he pulled his nails down Dipper’s thighs, from his knees to the bottom of his shorts. Dipper felt the scratches and his breathing hitched just from that.
"Also, from what I can glean from your mind, you’ve been wanting something like this for years."
"I’ve been wanting to be possessed, not specifically by you. You were a placeholder. Now get out of my body! "
Bill laughed, "You’re entertaining Kid. In case you’ve forgotten, you are the one who let me use you as a puppet. That deal never ended. As long as I don’t cause any harm you don’t want, I can do whatever I want. " That should not have sounded appealing.
"I consider this emotional harm." Ignoring the fact that Dipper found this whole situation rather arousing.
"Then why haven’t I been kicked out of your body?" Bill sounded way too proud of himself there.
Bill decided that this was the correct time to put Dipper’s hands down his pants to massage his clit. Dipper had an immediate reaction, whereas Bill just seemed to watch Dipper.
Bill then snapped his fingers, making all of Dipper’s clothes disappear from his body.
"Where did you put my clothes!? Those were nice pajamas, Bill! " Dipper tried to sound angry, but it was difficult to do while he was being pleasured so well. Seriously, Bill was as good as the lust demons he summoned, and last he checked, Bill was supposed to be a dream demon.
"Calm down Pinetree, I just snapped them into your closet. I even cleaned them up for you! As for how I’m so good at sex as a dream demon, sexual dreams are quite common. " As Bill was answering his questions, Dipper saw his other hand go up to his throat. When Bill put pressure on it, Dipper noticed it was more like how the lust demons would choke him, putting pressure on the veins rather than the airway. But Bill still put plenty of pressure on the airway too, causing him to start wheezing.
He really wanted to ask how he was choking in an intangible form that didn’t have lungs, but he suddenly felt a shock run through his body. "Stop asking so many questions, Pinetree. Just go with it. It’s not like you dislike it." As if to prove his point, another shock ran through Dipper’s body and soul, causing him to try and grab onto the sheets before reminding himself of his form. The second shock let him realize the shock was coming from his clit. Bill was shocking his clit.
"It’s not like it’s causing permanent damage and you clearly like it." Bill looked slightly annoyed at something before he snapped, and Dipper was moved to sit on the foot of the bed. Bill then proceeded to watch Dipper as he massaged and shocked Dipper's clit.
Just as Dipper felt his orgasm, Bill removed his hand. Dipper cried out in frustration, "Why’d you stop?"
"Weren’t you just asking me to stop?" Bill looked like he was considering something before snapping his fingers. Dipper felt his soul return to his body, but before he could get reoriented, he felt something pushing his hips down and something wet on his clit. Looking down, he saw an attractive blond who was eating him out, before they glanced up to show familiar yellow eyes.
"BODY SNATCHING IS HARM BILL! WHOSE BODY DID YOU STEAL?!" Dipper was trying to wiggle away from the possessed body at this point, but Bill just pushed him harder into the bed.
"Calm down, Pet; I made this body myself. I can shapeshift. You’ve seen me do it before. "
"I just thought that meant you could alter your triangle form, not that you could take on an entirely different one." Dipper calmed down and stopped moving before realizing the first thing Bill said. "Don’t call me Pet."
"Why not? You clearly enjoy it, and you would be such a good little pet. My little puppy. " Bill’s eyes lit up in a way that clearly showed he had an idea. He snapped and when Dipper looked around to see what had happened, he felt something on his head move. Dipper’s head quickly looked down to see Bill’s smug face and a tail.
"Did you just give me a fucking tail!? "
"Yep."
"GET RID OF IT." He felt the tail, and something on his head he did not want to think about, disappear.
"Fine, I suppose we can come back to that later." Dipper was going to interrupt to tell Bill there would be no later, but Bill quickly went back to eating him out. This made it difficult for Dipper to even think of a complete sentence, much less speak one. He tried to move to get away from the stimulation to scold Bill, but Bill seemed to have done something to keep him still. So Dipper decided to accept the pleasure, though still promising himself to yell at Bill afterwards.
Bill was very good at what he was doing, focusing plenty of attention on the clit rather than ignoring it. He was also dragging his nails, which seemed to have been sharpened, down Dipper’s thighs, grabbing them and pushing his nails in anytime Dipper had a coherent thought. The wonderful mix of pleasure and pain caused Dipper to quickly cum. The more surprising thing to Dipper was that Bill let him. At least until Bill continued and continued. Bill worked him through 3 orgasms before finally letting go of him and sitting up to observe.
Dipper, no longer being held up by Bill’s hands or magic, collapsed onto the bed, panting. He kind of felt like he blacked out while laying there, coming down from that high. Once he started to pay attention to the world again, he looked up at Bill, and quickly realized that Bill was nowhere near done with him.
"You make quite a pretty picture, Pet, though I think you would look even better covered in bruises and bitemarks." Dipper interrupted him with a moan, "You like the sound of that, don’t you?" Bill flipped him over before grabbing his hips to pull them up. "How would you like it if I spanked you? From what I stuck around to hear from those lust demons, you would beg them to spank you. Do you want me to use my hands? A flogger? A riding crop, a paddle, a whip? I’m more than happy to let you choose Pinetree. "
Dipper was really starting to think Bill was using similar magic to lust demons with how good he was, as well as how good he was at knowing what Dipper wanted. "Any of the above, though I’d prefer you just fuck me at this point."
Bill chuckled, actually fucking chuckled, "I’ll have plenty of time to fill you up, but for now I’d rather paint your skin with bruises." Dipper felt a hand smack his ass just before hearing it. It resonated across the room and Dipper was thankful he didn’t have neighbors. If his moans weren’t enough to alert hypothetical neighbors, than that smack would have been.
"Is that painful enough for you, Pinetree, or would you like something a bit harder?" Bill hit his thigh after finishing his question, causing Dipper to let out a quiet whine.
"I would like something hard, but you are stalling."
"Aw, are you that upset about me not fucking you? I suppose you can sit on my dick while I mark you up. " After saying that, two black tendrils wrapped around Dipper’s wrists and pulled his arms up towards the ceiling, causing him to kneel above Bill’s lap. Bill rubbed his hip and quickly bit his lower back to give him a hickey. Before Dipper could tell Bill to just get on with it, he felt a few fingers enter him.
"I’ll give you my dick soon, but I want to mark up your thighs and lower back first. I assume this is a good compromise for now? " Bill ended that sentence by pressing into his g-spot, causing Dipper to press down into his hand.
Dipper could feel Bill smirk against his back. "Are you going to start marking me up, or are you just going to sit there?"
That seemed to motivate Bill. He kept biting and sucking on Dipper’s back while the hand that was not inside Dipper smacked bruises onto his thighs. Bill also made sure to pay attention to Dipper’s cunt, rubbing against the walls, moving fingers in and out, and adding fingers. Once Bill started to slow, Dipper groaned in annoyance.
"Don’t worry, Pet, I’m just removing my fingers so I can fill you up properly." The tendrils holding Dipper up began to lower, and Bill grabbed onto his hips. He felt Bill’s dick press into him and was suddenly happy that Bill insisted on fingering him. After he was sitting fully on Bill’s lap, he looked down to see a bulge in his stomach.
He was going to comment on it, but Bill beat him to it. Bill stroked the stretched skin and cooed, "Look how well you take me, Pinetree. Maybe you should be my fucktoy rather than my puppet. You would do so well. " Dipper choked on a moan. "Oh ya, you’d like that, wouldn’t you? Being my fucktoy? I can possess you and keep this form, you know. I could make you kneel for me, make you bounce on my dick, or make you call me master. I coul-"
"Well Master, if you don’t start fucking me soon, I will bounce on your dick. Or I’ll just elbow you in the face. Either way, I suggest you hurry up. " Dipper glared behind him, only to see Bill’s smile grow.
Bill put his hand on Dipper’s clit and started to lightly pet it. Bill also started to nip at one of his shoulders before moving up his neck and to his ear. "If you want me to fuck you, why don’t you beg for your master with that pretty voice of yours."
Dipper gritted his teeth and decided to stick to one of his promises. He used his thighs to push himself up before relaxing them to fall back down. Bill and Dipper moaned at the action. Bill even let him get away with doing it a few more times before two more tendrils joined in. They wrapped around Dipper’s calves and thighs, pulling them together.
"Nice as that feels, I believe I told you to beg Pet."
"Not a chance Cipher." Dipper started wiggling around, trying to get more stimulation.
Dipper yelped as his face was pushed into the pillows. "And you were behaving so well. I suppose it was a bit much to expect my pet to be that easy to train. I suppose we’ll need to find something else for your mouth to do then. " Fingers pushed into Dipper’s mouth, then pulled his jaw down so a tendril could enter. Dipper tried to complain, but he couldn’t form any words with the tendril in his mouth. As he was trying to complain, the tendrils on his arms began to pull them towards his headboard and the ones on his legs pulled them further apart.
Bill leaned forward to bite down on Dipper’s neck as he also started thrusting into Dipper. Dipper cried out around the tendril, his moans being muffled by the makeshift gag. "I might just prefer you like this Pet. Only able to make those wonderful sounds and are unable to do anything but squirm. You can’t even talk back to me like you were before. "
‘As if you don’t love the banter.’ Dipper tried to project the thought towards Bill. He assumes he succeeded because Bill made one of the tendrils whip his thigh.
He was trying to think of something else to taunt Bill with when a haze clouded his thought process. Everything started to blend, his thoughts, his senses, it was all replaced with overwhelming pleasure.
He didn’t know how much time had passed once his thoughts became coherent again. He felt more sore than before, and he also felt something coming out of his vagina. "BILL DID YOU COME IN ME?"
"You were asking for me to fill you." Dipper looked over to the end of the bed, where Bill's voice came from. Bill was sitting there reading through the book of incubi and succubi Dipper had, the book that started this whole thing.
‘I should have pushed harder for the don’t tell any being who can communicate rule,’ Dipper thought, now remembering Bill’s comment about overhearing lust demons. "I asked for your dick, not your children!"
"I don’t want mini-me’s anymore than you do. We can’t have competition after all. You won’t be getting any children or STIs from me. So calm down. " With that last sentence, he snapped his fingers and a glass of what looked like water appeared in front of Dipper. Dipper decided that he was too tired to care about whether or not Bill did something to it and downed the glass. He instantly relaxed, felt cleaner and less sore. He looked down to see all his bruises gone and no more cum was leaking out of him. He also felt tired, leaning back onto his pillow.
Bill snapped one more time. He felt warmer, so he assumed Bill had placed clothes on him. "Sweet dreams, Pinetree."
–
The next morning, after Dipper finished his shower, he looked into the mirror.
"WHAT THE FUCK!"
The Cipher Wheel was on his chest. He brushed his hand over it, pressing down on Bill in the center.
"You called Pinetree?"
Dipper yelled and made good on his promise to elbow Bill in the face.