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The current biggest hurdle in Trey and Riddle’s relationship was that they both had trouble rocking the boat. It was something that actually started out as one of the better aspects of their relationship. They never really fought or got into any serious disagreements. From an outsider's perspective, it was an admirable quality. Turns out, it’s easy to never get into arguments when you leave every possibly touchy topic completely unspoken.
Riddle’s overblot made this very apparent. Clearly this wasn’t working. So they made a promise to each other to work on getting over their avoidant qualities together. Things weren’t perfect but they vastly improved. Trey was more comfortable speaking his mind and not falling back on his people pleasing tendencies while Riddle got a hold over his habit of dominating important conversations and instinctually reacting with anger when things made him uncomfortable.
The edges on their relationship seemed to round out after a while even getting to the point where they felt comfortable evolving their relationship into something romantic. Both were a little overwhelmed at the notion of being in a relationship but as they adjusted they quickly realized there wasn’t much of a change. Maybe Carter was right when he joked about them behaving like a married couple.
There was only one other aspect of their relationship where they were having issues. Sexually. They were very cautious going into it, starting with just light foreplay, then frotting, then mutual masturbation, then fingering, then slight penetration, then full penetration all with days in between attempting each step, sometimes having to move back a step and start over if things got too uncomfortable.
Trey didn’t find it ideal but he knew Riddle was very anxious about the idea of sex and he really didn't wanna do anything to hurt him or make him uncomfortable. When they were on their first attempt of fingering Riddle had suddenly burst out in tears. Trey immediately pulled his hand away and tried to comfort him as Riddle babbled on between sobs about how shameful this was and how disappointed his mother would be in him if she knew he was not only doing this but doing this with another man.
A day or two later after both had time to reflect on that night, Riddle apologized and had assured Trey that he did still really want to do this. Trey continued with intense caution though. The event triggered his urge to protect the smaller boy and make sure he was completely happy and comfortable. It stayed with him through all the steps even after they had been consistently having full penetrative sex with no issue.
Their sex life wasn’t bad, per se, nor was it boring. Things had just come to a stand-still. They both desperately wanted more from each other but both were too afraid to ruin the good thing they had by accidentally making the other uncomfortable. They would always have vanilla sex in this same position, kiss, and part with each other for the night to indulge in fantasies with their own right hands, neither knowing they could get exactly what they desired if they just used their words.
It was something of a relapse for them. Trey sacrificing what he needs for the sake of placating Riddle and Riddle refusing to voice what he needs cause he doesn't want Trey to feel like he’s required to do anything for him. This was different, they thought, this is sex . Sex was venerable, the most open you could possibly be with a person. The overblot left them so terrified of ever hurting each other and to hurt someone you love in a method like this would be completely unforgivable. Eventually though their feelings were bound to bubble over.
Riddle was seated on the loveseat in his room, trying to memorize one of the chapters of his text book for an upcoming test when he heard someone knock at his door.
“Yes, come in.” He said, not looking up from his book.
Trey steps into the room, shutting the door behind him. “I used some of that fancy chocolate Rook gave me to make chocolate mint tarts. I thought I'd bring one to you. I know how you like getting the first taste of things.”
Riddle looks up at him, eyes locking on the two plates balancing in his hand. “It’s not good to eat in one's room. I don’t want to get any bugs.” The excitement glistening in his eyes betrayed his words.
Trey smirks. “Ah, of course. I’ll just head back then.” He slowly and exaggeratedly reaches for the door knob.
“I do suppose just once won't hurt.” The red-head says quickly, attempting poorly to look nonchalant. “You have to clean up any crumbs though.”
Trey chuckles. “Good choice.” He sits down next to the other boy, setting one of the plates down on the table and using his now free hand to pick up one of the forks balancing on the plate to take a small fork-full of the tart and lift it towards Riddle. “Here”
He was expecting the other to grab the fork from him but to his surprise Riddle leans over, placing his left hand over Trey’s right thigh for balance, closes his eyes, and shuts his mouth around the fork. His face is only around two inches from Trey's hand. He could feel the others' hot breath on his fingers.
Riddle slides off the fork, opening his eyes and chewing lightly. He leans back, removing his hand from Trey’s thigh. Trey is a little disappointed at the loss of contact but the sight of his boyfriend running his tongue over his top and bottom lip to clean up any mess immediately makes up for it. The whole show makes his stomach flip.
“Ah, that's incredible Trey!” He smiles
Testing his luck, Trey takes another fork-full of the tart, a somewhat larger piece this time, and holds it out the same way. To his pleasure, Riddle goes right back to his previous position, leaning his hand slightly higher on the other boy's thigh this time round. They manage to keep this up until the tart’s a little over halfway gone when Riddle pulls back for a break.
The redhead lets out a short moan. “It’s so good. I feel kind of full.” He grabs his water glass from the table and takes a few short sips.
Trey knows he should respond but his brain is somewhat short-circuiting currently. He feels hot. God his face is warm. Is that obvious? He hopes it’s not obvious.
“Uh Trey.” Riddle looks at him with a serious expression.
Trey finally somewhat snaps out of it. “Yeah, are you alright?”
“Yes, it’s just……” He looks around awkwardly for a moment trying to find the words. “Why are you- … erect right now?” Riddle looks in his direction but purposefully doesn't make eye contact.
“Huh?” Trey looks down and he is, in fact, visibly hard. His awful white dorm uniform pants doing absolutely nothing to conceal it. “Shit! Oh sevens I'm so sorry I had no idea uh that's my bad.” He tries to look around for something to cover himself with but Riddle has decided to hog every single pillow and blanket in the room on his bed for some reason so he just pathetically attempts to hover his hand over his crotch.
Riddle gives a strained smile. ”It’s okay I'm not upset or anything I just wanna know why. We weren't even doing anything sexual.”
“Ah” Trey decides to give up on covering himself. It’s not like Riddle hasn’t seen him naked before. He clears his throat. “I don’t really know.” He lies. “Random boners you know.” He gives an incredibly strained smile. “They always happen at the strangest times don’t they.”
It’s clear Riddle is not believing him. The face he’s giving him is almost sad. It breaks Trey’s heart a bit. “Am I not sexually satisfying you enough? If you want it I can have sex with you more often. I want to be a good partner.”
“Riddle no.” He says sympathetically, placing one of his hands over Riddle’s. “You don’t have to do anything you don’t want to.”
“But if you want to, then I want to!” Riddle’s eyebrows scrunch with concern.
He sighs. “Riddle, it's really not that. It’s nothing like that.” He has a difficult time trying to find what he wants to say.
“Then what is it? Please Trey be honest with me. I know there’s something going on.” The pleading look Riddle gave him equally broke his heart and made him want to obsess over how cute he is.
“Honest.” He repeated quietly to himself and sighed. “Alright .. this is actually gonna sound really stupid and it’s a little gross. I’m sorry.” He wipes his hand down his face.
“It’s alright. You know I wont judge you.” Riddle tries to smile at him.
“I know” A blatant lie. He smiled at him slightly and looked down at the floor. He took a deep breath and hesitantly starts. “I’ve got this- … well pretty much since I started to become aware of sexual stuff I’ve had this odd fixation.” He quickly glanced at Riddle who was patiently listening.
He swallowed, his throat suddenly feeling dry. “Uh, I just really like feeding other people. Like the act of feeding someone something by hand and being able to fill them up till they’re uncomfortably full it uh really turns me on.” He knew he was blushing like crazy right now. He was certain the redness of his face could rival that of Riddles when he screams at the first years.
Riddle continues to look at him earnestly. “What about it turns you on? Is it just the act himself?”
The sincerity of Riddle’s voice made Trey lift his gaze, still not making eye contact with Riddle but looking at the area around him. “It is somewhat the act. The act in itself just feels very intimate and personal. Getting to be so close with someone. If it’s someone I find attractive the way people behave when they’re full to be really hot. Moaning and rubbing their stomachs, stuff like that” His face flushed again
“I also like knowing the person is being treated by me and me alone, that they can be vulnerable enough around me to gorge themselves on my generosity and attention. Although, that's probably not the most sexy way to put it.” He rubbed the back of his neck. “I guess I just wanna take care of someone you know. Pampering them, giving them all my attention, helping them when they start to feel uncomfortable from being full. Something like that.” His voice trailed off.
“Interesting” Riddle looked at him with big curious eyes. Trey felt relieved at the lack of any confusion or judgement in his gaze. “I guess I have some things like that. Regular things that I’m not supposed to find sexual that I do. I suppose it's normal. There’s certainly nothing wrong with yours. That’s actually kind of quite sweet. It's enduring that even in strange sexual situations you would still be the caring type.” Riddle gave him a genuine sweet smile.
He puffed out a short laugh. “You know me.”
“Do you want to try it?”
“What?!” Trey quickly shot his gaze to Riddle, looking shocked.
“We're here already and we basically already got started. We can continue if you want.”
Trey shook his head. “Riddle you don’t have to offer that just cause it’s something I like.”
“It’s not that. I’m actually really curious now. Knowing that it excites you kind of makes it exciting to me.” He smiled, tilting his head to the side a bit.
“A-are you sure?” Trey blinked.
“Of course.” He put a finger to his mouth, thinking. “How about this? We can do this now and later we can do something strange that I'm interested in so that way it’s even.”
He was still hesitant but the thought of doing something Riddle wanted intrigued him. What kind of things could Riddle secretly be into. The thought of finding out excited him deeply.
“Alright we can do it but you have to promise to let me know if you become uncomfortable with it at all and that you’ll let me know to stop.” Trey looked at him seriously.
“Of course, I promise I’ll let you know. Oh, actually there’s one thing.” Trey nodded. “I have an incredibly weak stomach so there’s a good chance I might throw up. It’s fine and I’m totally okay with that but I just want you to know so you don’t freak out if that happens.”
“Oh right yeah that's fine. Although, we should probably bring over a trash can or something so you don't end up with a mess to clean.”
Riddle nodded, getting up to grab the small trash can by his desk. He replaced the plastic liner inside to a clean one and set it on the floor near his feet when he sat down.
Trey decided to quickly head back to the kitchen to grab two more slices feeling the one and a half left wouldn’t be enough. Luckily no one was in the kitchen to notice him and the half hard bulge in his pants. He sat down next to his boyfriend after getting back to the room, remembering to lock the door on his way just in case.
“Do you want a rundown of how this is gonna go?” Trey grabbed Riddle’s hand encouragingly.
“Hmmm” He held Trey’s hand back. “No, I don’t want to be spoiled. Just let me know if there’s anything you want me to do for you.”
“Alright.” He leaned over and gave Riddle a kiss on the cheek. “Here.” He grabbed the mostly eaten tart from the table and took out a bite, holding up the fork to Riddle like he was before. “Ready?”
Riddle nodded and leaned in to take the bite. They repeated until the tart was gone. Riddle expected him to grab the other plate immediately but instead Trey leaned in to kiss him. As Trey prodded his tongue into the other's mouth he brought his hand to lay over Riddle’s stomach. Their tongues began to invade each other's mouth as Trey’s hand rubbed circles over the redhead’s stomach, letting his hand roam low enough to slightly tease Riddle’s hardening crotch.
Trey broke off the kiss moving his mouth to be next to Riddle’s ear. “You’re doing so good for me. Do you want more?”
Riddle whined. ”Y-yes please.” He puffed out, now slightly panting.
Trey leaned over and grabbed the other plate. “Riddle. Could you come here for me?” He moved the hand holding the plate off to the side and used his free hand to tap his lap. Riddle immediately understood and crawled until he could straddle the others legs and sit himself down on his lap. God, Riddle could be so subservient like this. He should put that to use more often.
“Open” He took another piece and held it out to him. Riddle obeyed. The newfound closeness was perfect. He could hear the sounds of the other boy chewing and swallowing. He rewarded him for his obedience by shifting his hips enough to give them both some relief in their neglected hard-ons.
The rest of the second tart went like that. Riddle couldn’t help but keep whining already feeling so full and Trey graced him with little praises, things like “You’re doing so good.” and “You’re taking everything so well.”
As they finished Trey set down the now empty plate and Riddle groaned. “I’m so full Trey.” Trey responded but using one hand to push under Riddle’s shirt rubbing soothingly up and down his back. He pushed his other hand under the front of the other’s shirt and continued to rub circles over his slightly bulging stomach.
“Do you want a reward for being so good for me?” He smiled as he looked his lover up and down.
Riddle nodded furiously so Trey slid his hand on Riddle’s stomach lower to dip into his waistband making the other boy whine. He moved the hand from his back to properly undo the buttons on Riddle’s pants for better access.
He slowly explored under the other’s underwear before taking hold of his length. His larger hand engulfed Riddle's smaller cock, barely having to move his hand to jerk the full length of it. Riddle let out sweet moans, slowly raising in volume. Riddle was always so loud and he loved it. He loved being able to get the other to let go like this.
He let go of Riddle’s cock and slid his hand out of his pants. Riddle let out a loud whine that was silenced by Trey kissing him.
Trey pulled away. “I know you're feeling full but do you think you can take another slice for me?” He tucked the redhead's hair behind his ear.
Riddle looked apprehensive but didn’t say no.
“How about this, if you can try to take another as a reward I’ll fuck you.”
Riddle’s face flushed red but he quickly nodded his head. “Good boy.” Trey smiled and got up to quickly grab the lube. ”Take off your pants and boxers for me please.” He told Riddle as he began to do the same thing. He made sure to grab a towel and lay it over where he’d been sitting, knowing his partner would be furious if there were any stains on his furniture.
Now bare from the waist down he sat down on the towel and pulled Riddle, now equally bare, back to straddling his legs. He guided the others hips to be slightly hovering over him and not fully sitting and began to lube up one of his hands, the other still resting on Riddle’s hips.
“Is it alright if I start?” Trey lightly pressed one finger to the other's entrance, looking at his lover’s face for any sign of discomfort.
“Yes, Yes please Trey.” Riddle all but whined out the words, face red and eyes lidded with need.
Trey proceeded, taking his sweet time to open the other up. The memory of Riddle’s sobbing face stuck in his mind from that night and it made him act a little more careful than his lover probably wanted. When Riddle laid his head on Trey’s shoulder and moaned almost directly into his ear his reservations were able to lift a little, starting to feel his own desperation.
After Trey had deemed Riddle properly stretched he set the other down to fully sit on his lap, wiping his wet hand on the towel below him. “You need to earn your reward right?” He picked up a plate with a fully uneaten slice.
Riddle opened his mouth up before Trey was even able to grab a fork-full of the tart. It drove Trey crazy seeing his usually difficult and stubborn lover be so willing and pliant for him. He knew Riddle was probably uncomfortably full at this point but he still opened his mouth for him so quickly as if he was starving just to please Trey.
He picked up a bite and fed it to him. They got about four bites in before Riddle let out a loud whine and screwed his eyes shut.
“Oh darling you’re okay.” Trey said sympathetically, setting down the plate and using one hand to rub circles on his lover's stomach while the other wrapped around his neck to bring him to lie his head on Trey’s shoulder.
Trey had no idea where the pet-name came from. They’d never called each other ‘darling’ before but for some reason it just felt like the right thing to say at the moment. It seemed to work too as he could feel Riddle’s body slowly relax.
After giving him a little time to get more comfortable Trey put his hand on Riddle’s cheek and guided up his head to look at him. “You can have your reward now if you’d still like.” He spoke softly.
For the first time that night Riddle took charge. Quickly lifting himself to line himself up with Trey’s cock before slowly lowering himself down all the way until their bodies met. The desperation of the act almost made Trey feel bad for making Riddle wait so long. Any guilt was quickly washed away by how good Riddle’s tight walls felt around him.
Riddle started to bounce himself on Trey’s length. Trey grabbed his hips to help him and reduce the strain on his legs but he let Riddle keep the pace.
Riddle managed to shakily speak out between moans. “Trey. More. Please.”
Trey didn’t get it at first. Riddle was the one setting the speed. If he wanted more he could just take it but he noticed the others eyes were locked on the half eaten tart on the chair. He wanted Trey to feed him while he was being fucked. Trey may or may not have gotten too excited at the idea of that and bucked a little too hard into Riddle making him slightly yelp.
As an apology, he quickly grabbed the plate and continued to feed the other as he bounced up and down on his cock. It was a little bit tricky with Riddle moving so much. Some of the tart ended up around his lips.
After the tart had been finished he set down the plate. He could feel himself getting close and based on how high in octave Riddle’s moans were getting he was as well. Trey decided to lick up the trail of chocolate stained spit that had spilled from Riddle’s mouth to his chin, meeting him at his lips and kissing him deeply. He could taste the flavor of the tart on Riddle’s mouth. It was delicious. He thought it almost tasted better this way.
He could feel Riddle convulse and tighten around him. Letting out an incredibly loud whine was the luckily muffled by the kiss as Riddle came on his stomach. It didn’t take Trey much long after to reach his orgasm letting out his seed deep inside Riddle.
They sat for a good minute trying to get their breaths back before parting, Riddle lifting himself off Trey and sitting beside him. Neither said anything just sitting in silence until Riddle let out a pained sounding whine. it wasn't anything like the whines he was letting out earlier.
Trey immediately knew what was happening and quickly grabbed the trashcan to bring up to his boyfriend's face as he immediately started to regurgitate all of the half digested deserts he just ate.
He rubbed up and down Riddle’s back in a way he hoped was comforting. “Are you alright?”
Riddle spit into the trashcan and nodded. “I’m good. Honestly I'm surprised I was able to hold out that long.” He gave a sheepish smile.
"Sorry. I didn’t mean to push you that hard.” Trey gave him a slightly guilty look.
“Are you serious? That was amazing. I’ve never felt like that before during sex. It was fun.”
“For real?”
“Yes, I'm serious.” Riddle set the trashcan down on the floor and laid his head on Trey’s shoulder.
Trey let out a relieved sigh and wrapped his arm around Riddle’s shoulder. “Well that's good. I’ve always wanted to do that. I can’t believe that actually happened.”
“Well if you ever wanna do something like that again I'd be happy to.” Riddle smiled up at him.
Trey chuckled. “Well we made a deal. We have to do something you’re interested in first. What did you wanna do for that?”
Riddle immediately flushed red and looked away. “Ah haha right I did say that didn’t I? Let’s save that conversation for later. We should take some time to recover right? We both really need showers.”
Trey nodded. “Yeah. You should brush your teeth though the acid in vomit is horrible for your enamel.”\
Riddle giggled. “Right of course. I’ll brush my teeth first but come join me in the shower afterwards please.”