[OC - Brian and Chester] - 4

Chester has been restless all morning while trying to prepare breakfast. He anxiously waits for his boyfriend to wake up. He wants to bring up what happened last night, carefully mulling over how and when to do it. It’s clear he said something wrong, he wants to make it right... His mind dwells on the idea of Brian possibly being mad at him since he’s extra grumpy in the mornings. 

He had an idea on what it could be but of course he wanted to make sure. Because he's worried about him. And maybe too worried sometimes. Nonetheless, the problem being swept under the rug is a big no for him. As a result, he’s gotten overcautious today. 

The door swings open. He watches, smiling, as the curly-haired beauty enjoys the peaceful slumber under the morning sun. Not even the rays shining directly on his face can rouse him from his dreams.

“Good morning, baby.. you're so gorgeous..” Chester mutters beside him as he watches Brian struggle to open his eyes. 

“…What did you say?” Brian's face contorts. The words that came out of his mouth were definitely shocking, he was barely getting used to being called “baby”. You’re so gorgeous? Really? Pffft. He’s so cheesy.

“O-oh haha I mean you're just so pretty sun-kissed like that, ahaha haha ha…” Chester awkwardly explains.

“Pfft. You're an idiot.” Brian says.

“Fine I won't call you gorgeous then, you brat” He pouts.

Brian laughs, his morning voice washing over Chester like a warm sauna, giving him goosebumps. That deep voice is so fucking hot…

Chester clears his throat. “A-Anyway, breakfast is ready. Well technically, your brunch.”

“Oh.. thank you.” Brian gives a thin smile, his face willing to doze off again. There's still that lingering feeling stopping him from getting out of bed.

“Well are you just gonna sit there and rot your ass off again? I've been waiting for you to wake up for hours.” Chester blurted as he was about to walk out of the room.

“Okay, okay, I'm going. But just so you know, your horrendous breath really puts my alarm to shame.” Brian casually teases.

“What did you say?” Chester turns back around with an annoyed smirk. Then he pushes Brian back to bed, his back facing him.

“Say that again, you ungrateful brat.” Suddenly Chester forcefully yanks his underwear up his ass in one sharp tug. Definitely a suckerpunch.

Brian grunts and yells. “Let go, you cretin!” 

And he fails to not go red. 

Chester lets the waistband snap back on his skin, delivering a slap. 

“Damn that underwear’s really good stuff huh?” Chester adds.

“Uuuughh….” Brian grumbles.

“C’mon. You need to eat.” Chester offers a hand, giving a gentle smile that pierces through Brian’s heart. His face flushed redder in spite of himself. And then he takes it.

Chester places an arm on his boyfriend’s shoulder, pulling him closer to his side as they walk out Brian’s room.

“Was that okay?” Chester asks, concern in his voice. He asks as if he wasn't sure if he crossed the line.

“Could've been harder, but eh.” Brian affirms.

A small relief washes over Chester. Sighing faintly.

They sit down, facing each other fondly. Brian plays with his food, looking distant. Chester promptly asks.

“You sleep well?” 

“It was alright.” 

Although Chester saw him sleep peacefully earlier, he could sense his boyfriend was raising his walls to cover something up so he wouldn’t ask. Yet he plays along, humming in agreement, taking a bite of the eggs and fried rice, then some small fried hotdogs, then a pandesal. He indulges. All this worrying made him hungry.

“Woah, slow down, hog.” He smiles fondly.

“Gotta take in my daily bulk” Chester pulls his lips to the side and shrugs his shoulders.

Brian softly chuckles... His vision shifts down on his own plate. Taking in a tired sigh and finally taking a bite. Chester gives an approved “Hm! Did you do something with the rice?”

“Good boy~” Chester blurts, ignoring the question.

In utter shock, Brian violently spits out the coffee Chester made. He coughs as Chester laughs.

“C-Can you stop being a menace for one second!” Brian protests. 

“Sorry, you’re just too cute” He admits.

Brian gulps and then blushes, eyes wide open in frustration.

“Finally woke you up, huh?”

“Shut up… And for the record, I’m not the cute one here…” Brian mumbles.

Chester instantly turns red, the flirtation backfiring on him. He nervously laughs. Turns out he’s more sensitive than Brian.

“W-well uh haha ha… A-anyway. I wanted to ask you something.” Chester nervously changes the topic. He wanted to ask two things, but the bad one can wait later. He wanted to do something for his man.

“I-I was wondering, since we’re partners now, and it all happened so fast. I uhh..” Chester scratches the back of his head.

“I was wondering if you’d like to have a d-date with me. Like… A proper date.”

Brian’s eyes light up, then avoids his gaze. He gives a smile then mutters a yes.

“What’s that?” Chester asks.

“Yes. I’d love to go on a date with you.” Brian locks eyes with him. Visibly happy.

Chester is taken aback by his sudden breathtaking gaze. “G-great! Uh.. 8 PM tonight? Your classes are over by that time, right? Or do you need a bit more time before-”

“No, it’s just right. Yeah, 8 PM it is.” 

Chester smiles. “Then, I’ll meet you at the main parking lot, yeah?”

“Sure.” Brian’s face remains stern but you could swear you were seeing sweat sprinkling out of his head.

The silence afterwards had Brian pacing, noticeably panicking inside. Chester finds this endearing. Brian takes out his phone. He covertly opens his messages to text someone. Chester stands there curious, but he doesn’t bring it up.

“Soooo, I’m not going to the gym today. You wanna hop on my car to uni?” Chester offers, breaking the silence.

“I thought you just jog to campus. As crazy as you are.” 

Chester laughs. “Well, if I wanna go with you, I wouldn’t wanna subject you to that “craziness.”” 

Brian makes an endearing sound before agreeing.

“And besides, a lazy ass princess like you needs a princess treatment, don’t you think?”

“Excuse me?” The sas kicks in.

Chester runs off to the bathroom cackling. Brian grumbles, then takes another small bite of his breakfast.

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The two arrive on campus. Chester opens the car door elegantly like a royal bodyguard. Brian is visibly annoyed. He steps out of the car, blushing indignantly.

“Why are you being so nice today, it’s weird.”

“Dude, I’ve always been nice??? You wanna be treated like trash or something? You want me to take you out? Like trash-?” 

“Okay, I fucking get it. God, you’re so corny.”

“Heh, then no further questions.” 

He’s right. Brian doesn’t know why he expects him to be treated like trash, but to him, the worst is usually to be expected. He has to constantly remind himself that Chester wouldn’t be that kinda guy. Chester wouldn’t actually hurt and abandon him… 

Chester walks ahead. Arms crossed in an annoying confident grin, with his eyes closed for a moment. Brian grumbles. He catches up to the muscly himbo. Chester pulls his side.

“See you at 8” He leans closer. His hand rubbing his back. It slides down to his lower back, then to his waist. Brian anticipates something that makes him blush. And then a gulp of excitement. Chester leans closer.

“-Chester, we’re in public..” Brian gets cut off with a sudden kiss on the cheek. Face heating up in surprise.

“What? It’s just a little kiss.” Chester pulls back looking genuinely confused… but still smiling. Then he gets called by his friends from their Psychology program. 

“I’ll see you later, princess. Or prince, I know you hate being called that, hehe.” He awkwardly laughs then runs to his friends. He gives one last wave from the wavy-haired man. He awkwardly waves back, seemingly dazed. But Chester doesn’t notice it. Dummy

He, for sure, thought he was gonna yank his underwear. Bummer… He thinks back on how Chester never really inquired more about his fetish. And then Brian’s phone rings. Leon is calling. He answers. 

“Hi… So, can you do it?” Despite his stone cold face, Leon can hear the enthusiasm in his voice. 

“If you’ve read the messages I’ve been sending nonstop then you wouldn’t have to ask that, bud. Yes, I’d buy the cake and meet you at the building.” He responds.

“Wait… Are you sure? I can just meet you outside the campus. Actually I can just meet you at the 7 Eleven down the corner-”

”Brian, I’m fine. Don’t trouble yourself. I’ll be waiting in front of the building.”

”…Okay. Thank you, Leon. You’re a life-saver… You get off at 5, right? Think you can make it before 8?” He asks nervously.

“Oh, don’t underestimate my impeccable timing, kid.” He teases.

“Did corpo shit rot your brain so much that you forgot we’re a year apart? I told you to stop talking like a grandpa.” A nerve was tickled.

Leon rumbles in laughter. “Alright, alright. Anyway, I called because I wanted to ask what flavor cake you’d like.” 

“Shit. uh.. Hold on.”

“You don’t know what he likes, don’t you?”

“Yes, I do! I just can’t remember…” 

“Right..” 

A moment of thinking passes and Brian finally responds. “Got it. I saw him take home dark chocolate bars a couple times. Maybe we can go for a classic black forest?” 

“Hm. Alright, I’ll take note of that.” 

“Okay, okay. Thanks again, Leon. Big time. Good luck at work. Sorry for the last minute favor. I owe you one.” 

“Damn right you do. Alright, I’ll hang up now. See ya later.” Leon hangs up.

Brian was left alone in his thoughts as soon as the call ended. He thinks to himself about last night. The overwhelming anxieties he had, and the flashbacks that ruined their moment, the thoughts sprouting out like weeds. I must’ve worried Chester last night. I don't like it when Chester’s uncomfortable around me. Maybe he was being nice because he felt this overwhelming responsibility to fix me. Especially now that our relationship has moved up. I don’t want Chester to feel tense about trying to make me feel better. I can’t accept it… I can’t accept his overwhelming sense of care. It’s too much for me to accept. 

He stops at the door of his classroom. A sigh and he enters to finish his classes for the day.

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It’s 7:30 PM. The professor extended their class a bit. But at least it’s over. He rubs the tense skin between his eyes and walks out of the room. He checks his phone for any updates from his friend, Leon. First thing he notices is his boyfriend’s text at 5 PM, updating him that his classes were done and was just hanging out with his friends killing some time. He sighs endearingly, smiles and walks off. 

Waiting outside the Arts Department building is his Friend, Leon, holding the cake in one hand. He looks like a suitor in this look, wearing a smart casual olive flannel shirt with a necktie. 

“Hey, excited for your date, buddy?”

“Nervous, more like.” Chester replies, fidgeting his bag.

In the distance Chester spots them. He was about to shout for Brian until he saw this blue-haired male kemonomimi offering him a ribboned box. The buff man squints. Brian blushes and he smiles, looking like he's being teased. Chester can't recall whether Brian had any close friends, let alone a suitor. He was never this friendly with anyone on campus, considering he's a punctilious snob… or simply an introvert. Or maybe he just doesn't know him well. Maybe he should’ve been more aware of him. How there’s a possibility that other people would court him.

Before Brian could pay his friend for the cake, Chester had already turned around to the parking lot.

“-tell Joseph I said hi.” And then Brian spots Chester. He smiles and lets out an encouraging smile. As he walks away, he waves at Leon who then raises a fist on his side in an equally encouraging gesture. 

At the parking lot, Chester is leaning on his car, with his arms crossed. He gives a gentle smile as he sees his boyfriend walking to him with the ribboned box on his hand. 

“Hey. I got this from-”

“Get in the backseat.”

“What?” Brian raises his eyebrows and frowns.

“Get inside.”

Brian isn’t exactly sure what’s going on with his boyfriend, but he looks upset. Did something happen? Nevertheless, he enters the backseat. Everything was dark. The street lamps were too dim from the window tints. Chester joins in as well. He immediately locks the door and lunges to hug Brian in a tight grip. 

“Uuuhh…” Brian’s arm floats awkwardly on his boyfriend’s back.

“Brian… I swear I’ll be good to you. But if you’re not sure about being serious with me, you can tell me. I’ll understand…”

“What the fuck are you on ab-”

Brian is cut off with Chester’s sudden kissing on his neck. A gasp escapes. He feels his soft wet lips on his side, then down to his shoulder, biting on it and sucking on it in needily. The undertaking is enough for Brian to tremble. The rush, the manhandling, his huge arms crushing him in an impoverished embrace. All of it is enough to wake up his length. 

Chester leans away, panting from the adrenaline. Pained eyes on his pretty face.

“Brian, say you like me…” Brian is taken aback by this request. Utterly intrigued as to what has gotten into his man. And utterly intrigued on how this will go. That annoying menace took a break, and now he’s facing a more needy… and assertive Chester. 

“What’s gotten into you? You’re like a cat in heat.” Brian smirks.

Chester didn’t take that lightly. He groans then spins his man around, completely manhandling him. He restrains him down to the leather. Chester’s left elbow on his shoulder blades. He then proceeds to slide his free hand on his lower back. Brian’s flannel slides up, feeling his boyfriend’s rough hand slide across his smooth skin, causing  him to shake. The hand finds its way to his pants, lowering it slightly to reveal a round ass being hugged by tighty-whities. And then a grip. 

“…tell me to stop.” The voice was hoarse. And Brian threatened to not answer.

Suddenly, his underwear invades his crack. Rapid friction burning him. He grunts loudly, instantly pulling his head back, tensing up and trembling. He’s confused as to what possessed his boyfriend to do this, maybe he did his research and that's why he hasn't asked him about wedgies ever since that day? Regardless, all he could think about is: I could get used to this. He discreetly lets out a mischievous smirk in between gasps, before his face contorts into pain and discomfort, as another yank was delivered instantaneously on his underwear. He feels the sharp and sturdy briefs shoot up roughly against his hole, like a precise strike of a cleaver. The burn grows. He grunts and groans. And then Chester pauses, letting his shoulder blades go, yet keeping the underwear up in the air. Brian feels a breath beside his face.

“Say it… Say you like me.” Chester demands, his face frustrated but also delighted in dominating his man. And then he sits back up.

Brian felt Chester shift before delivering another powerful yank. Wrenching the sturdy fabric up his ass. His hard member fights for space as it presses harder against the fabric in an overlapping impact. “F-fuuuck,,,”

“I won’t take that answer, baby…” 

He said baby again. It was said differently this time. Instead of feeling the cheesiness of the namecall, Brian senses a sort of merciless authority. 

Brian grits his teeth as the rigid fabric refuses to stretch, making the friction press further. He casts a few moans here and there. The car practically danced from how hard Chester was inflicting the wedgie.

“Fine, Then tell me how you like this-?!” Authority from his peevish yell.

And the next yank was more violent. Chester forcefully pulls the briefs above his shoulder blades. The straining fabric inching up to the back of his neck. It would not stretch, no matter how red his palm had gotten from the grip and pull. This was painful. The most uncomfortable he’d ever gotten from Chester so far. Brian’s asshole was being pressed and stretched forcefully, and his pulsing member combats the friction. It was all too much, too good. Brian lets out a rough yell of incoherent sounds and swears, as the fabric refuses to stretch by now on the maximum height Chester has brought it to. Chester holds his breath for a few seconds before loosening up the pull, letting it fall down a few inches only. Brian’s tensing and trembling body deflates, as his wet mouth is open from the intense invasion of his underwear. They both pant for a few before Chester grabbed the side of his man’s waist with one hand, squeezing his love handles, and the other positioning itself to the briefs. By the next blink of Brian’s blissed eyes, Chester was already holding his stretched out briefs, now with both hands. Brian gulps and grits his teeth once more, anticipating it. But then he feels a breath blowing at his temple. “This might hurt...” he warns, voice ragged and sultry. Then Chester turns to the direction of Brian’s temple, observing him ominously as he says between his panting. “...But I didn’t go to the gym today. And I need my pumps…” He pauses, allowing Brian to drink up the suspense. “...Think you can handle 20 reps?” 

Another brief moment of panting lead Chester to snap out of it momentarily. Is this right? What if I’m actually hurting the man? Am I doing this ‘cause I’m pissed off or ‘cause he likes it?

Brian gasps and sighs, still feeling the burn of the wedgie as he taunts his boyfriend. “What’s… wrong?” He manages between his gasps. “Chickening out now? I thought you were stronger than that?” He lets out a smirk, challenging his friend, but also signaling how badly he wants him to continue. 

“I… Brian, are you-?” Chester still hesitates

“-Keep going, idiot.” Brian cuts him off, the lustful frustration exploding.

Chester lets out a hum “I won’t be the one chickening out after I'm done with you. Oh and my bad, I didn’t mean 20 reps. I meant 50!” And then without warning, he quickly thrusts the underwear so far up his ass, slicing his cheeks in a completely new erotic hell, the undies completely penetrating him in just one rep, and Chester didn’t give him the privilege to breathe. He keeps the material up in the air longer, forcing it to climb up even further but failing to stretch it, and instead causing it to slowly wedge and press against his man’s abused crack. The constant pull elicited popping sounds that the man’s deep moans and whimpers were muffled out in the process, but the material’s far from tearing in half... And then he lets go.

Chester leans down on the trembling man’s face. “And that’s one. “You know, consistency is key for a good workout.” He adds. And Brian gulps. “...So let's keep it up.”

After another second of suspense, Brian gives an equally harsh yank, doing the same method. Holding the straining briefs up for a moment, pulling it further despite the refusal to stretch, then letting it snap back down. 

“And that’s two.” Chester didn’t lean down to his ear but Brian could tell he was enjoying this as much as him. Chester’s smirk manifested by the sound of his voice. “Ready to back out, baby?” He adds.

Brian gave nothing but grumbling and panting sounds of defeat and desperation for release. By this point, his tongue was threatening to stick out. And he didn’t like that. The last thing he wanted was to look silly while Chester was having a blast. A literal blast, on his ass. And then his train of thought was interrupted with another abrupt yank, the pressure being the same as last time. But the intervals got shorter. And the pain and pleasure giving him a haze. He convulses and arches his back with each strike of his undies between his cheeks, his member practically sore. Arms squirming to massage his throbbing dick, and Chester keeps the party going, until he reaches the 30th yank. All Brian could do was violently shake from that long pull. Chester held the undies up longer this time, giving no space nor time for Brian’s privates to breathe. And then it happened, he reached his climax. Brian lets out a long moan, burying his face on the leather. Chester pauses. His man trembles violently, and reaches out for his wrist. 

And he immediately lets go. A panic sets in on him. He gulps as the wave of thoughts wash over him. He didn't mean to do this. He was so caught up in his own jealousy seeing his man get flustered with another dude that something just clicked in him.

“Are you… are you okay? I'm sorry- I-” 

“Fuuuck… Why'd you do that out of nowhere…?” There was a hint of exhaustion in Brian’s deep voice. Causing Chester's heart to flutter in both agony and admiration. 

And then it hits him. “I…” Chester felt like he'd fucked up. Their first date hasn't even started yet and he's already done something that could probably, no, most probably traumatize his man. At least… that's what he thinks.