Brother's Best Friend
Genre: Smut
DNI: NON-MLM/NBLM, fujoshis, mlm/nblm fetishizers, trans fetishizers
CW: Feminine words used for privates (pussy, cunt, folds), clit is referred to as a dick, thigh fucking, fingering, teansie bit of a handjob, thigh kisses/hickies, mentions of puke (it's not a weird kink or smthn dw), praise, reader gets called good boy, modern au ig but it's not rlly that important lol
Character(s): Top Nakahara Chuuya x Bottom Trans Male Reader. Dazai is readers brother
'This must be a dream. It has to be.' Was all you could think as the cab you were in pulled up to one of the fanciest hotels you've ever seen. You hesitantly got out of the cab and grabbed your luggage before paying the driver, watching as she drove off. You turned around and stared at the huge building in front of you.
'I must be at the wrong place. There's no way he could afford a room here.' You thought to yourself as you continued to stare at the building. After a few minutes, you gathered the courage to walk in and check if you really did have a room at such a marvelous hotel. However, once you stepped into the hotel you were immediately tackled into a hug.
"(Name)!! Oh I missed you so much. How has my little brother been?" The man said in a sing song voice. You let go of your luggage and hugged him back for a few seconds before backing away.
"I've been okay. Dazai how in the world did you get us a room here?" You asked as you admired the decor.
"I paid for it duh. Are you impressed by your big brother?" He asked, putting his hands under his chin and batting his eyelashes. All you did was roll your eyes at him and laugh. You could hardly believe your brother, who you remembered to be a man who rarely took anything seriously, actually had a well paying job. He was incredibly smart yes, but he had zero work ethic. Honestly you were impressed by him.
"Sure I am." You replied sarcastically. He pouted, but quickly went back to his normal goofy self and helped you check in. As he lead you to your room, he informed you that it was connected to his so you could come over whenever you wanted. Though you knew that meant he'd be coming over to see you instead.
"Oh! Do you remember my friend Chuuya? He's staying with us." He said as you both arrived to your room.
"Dazai it's only been 3 years of course I remember Chuuya." You teased as you opened the door. The room was bigger and more beautiful than you expected. Dazai grinned at your look of shock and started helping you put your stuff away.
Once you were finished, Dazai surprisingly left you alone and let you relax until dinner. You weren't expecting to be at such a fancy place, so you didn't pack any formal clothing that would match the restaurants that were probably just as extravagant as the hotel. You tried your best though, and dressed up in your nicest outfit. As you were looking in the bathroom mirror to make sure you didn't look like an idiot, the door that connected the two rooms opened.
"(Name)! Are you done getting ready?" Dazai shouted. You decided that was enough of picking apart your appearance and came out of the bathroom. Thankfully, Dazai was dressed in a similar fashion, meaning your outfit was appropriate for the restaurant. Dazai smiled and walked back into his room, leaving the door open. You could hear Chuuya scolding Dazai for being loud, and Dazai purposefully trying to rile him up. They really haven't changed a bit.
You decided to wait outside the room just so you wouldn't be sitting around and looked on your phone. The door opened making you look up, and out came Chuuya. His hair was longer than it was the last time you saw him, and he seemed to have grown a few inches...? Wait that can't be right. You glanced down at his shoes and saw they had slight heels, making you smile to yourself. You both just awkwardly waved at each other before your brother came out.
Dazai led you guys to the restaurant, teasing Chuuya the entire time. Once you all sat down, you decided to look at the menu to see what food they have. Your eyes widened at the prices and you looked at Dazai like he was insane.
"Dazai these prices are ridiculous!" You whisper shouted.
"So what? I'm paying so order whatever you'd like." He said with a grin. You were seriously surprised. Just how in the world could he afford all of this? You looked at the menu and decided to go with a cheaper option since Dazai had already spent so much money on you.
"So (Name), did you find a boyfriend yet?" Dazai asked, wiggling his brows as he spoke. You could feel yourself get a bit flustered from the question.
"No I haven't." You said shyly. Dazai knew you got shy when it came to your love life, so you knew he was doing this on purpose just to tease you. "Did you?" You fired back. Dazai sighed dramatically and stirred his drink.
"Noooo." He whined with a pout. You just smiled at him and decided to move on to a different topic.
The night was fun. You had a good time catching up with your brother, and even grew a little closer to Chuuya. It had always been awkward between you two despite you only being a year younger than him and your brother. To be honest, you didn't really know why it was awkward. You got along, but it just seemed tense whenever you and him spoke without Dazai around.
Speaking of Dazai, he was currently on his 6th drink of the night and he was absolutely wasted. Dazai had always been a lightweight and he had ordered some strong drinks despite you and Chuuya telling him not to. You both decided it would be best to leave and take Dazai back to the room, which was a struggle. You both had to hold onto him because he was too drunk to walk, and he wouldn't stop singing.
"Oh my god shut up you bastard." Chuuya snapped as Dazai sang the same verse of his own made up song for the 10th time. Dazai just giggled at him and sang louder.
Finally, you guys made it back. You helped Chuuya get Dazai undressed and into his pajamas and thanked him for taking care of him. Once you were finished, you went back to your room to get ready for bed.
"ARE YOU SHITTING ME DAZAI?!" You heard Chuuya yell. You ran over to the door and yanked it open, seeing the side of Chuuyas bed covered in puke, Dazai passed out on the floor, and Chuuya red with anger.
"Oh my- Chuuya i'm so sorry. I'll clean this up for you." You said as you rushed over and helped Dazai up. He luckily didn't get anything on his or Chuuya's clothing or belongings, so you just helped him clean off his face.
"Don't apologize (Name) it's not your fault he's a dumbass." Chuuya said. You could tell he was furious considering now he had no place to sleep, and the room would smell like puke if not cleaned up quickly.
"Could you help Dazai get into bed while I clean up the puke?" You asked as you gently handed him your sleeping brother. He sighed and just nodded. You thanked him before gathering up the bedding that had puke on it, being careful to not touch any of it.
After almost an hour you got most of the puke out so it wouldn't smell, but you'd have to let the cleaners wash it tomorrow. You sighed and saw Chuuya sitting on the edge of Dazai's bed, glaring at him.
"I'm sorry Chuuya. You can use my bed if you'd like. I can just sleep with Dazai or something." You offered. You felt bad that your brother made such a mess and wanted to make it up to Chuuya.
"What? No it's alright. I'll just sleep in my bed." He said as he got up.
"But you don't even have a blanket or sheets. Please take my bed, I feel bad for what Dazai did." You explained. Chuuya thought for a bit before finally speaking up.
"Let's just both sleep in your bed. I'm tired and don't feel like arguing about this." He sighed.
"Okay, that could work. It's a pretty big bed. Just come over when you're ready to sleep." You said before leaving. Once you were back in your room you rushed to put some of your stuff away that you were too lazy to organize when you got back.
Once finished, you got into bed and tried to relax while watching TV. Chuuya came in not long after you turned it on and plopped down onto your bed, clearly exhausted.
"I'm going to kill your brother when he wakes up." He mumbled as he looked at the TV. You laughed and turned it off so you both could get some sleep.
A few hours later, you woke up and glanced at the clock on the nightstand. '3 am. Great.' You thought to yourself. You tried to go back to sleep but couldn't. Maybe it was because someone else is in bed with you? You weren't sure, but it was frustrating you.
Chuuya seemed to have trouble sleeping too, because you felt him sit up and heard him sigh. You rolled over to face him and saw him rubbing his eyes.
"Can't sleep either?" You asked. He glanced at you and nodded before laying down again, this time facing you. You both stared at each other for a moment before he asked you why you couldn't sleep. The conversation went on from there. It went surprisingly smooth considering you both were always so awkward around each other. You both asked each other things about your current lives, he even told you some stories about him and Dazai that you had never heard before. It was pleasant. You really enjoyed talking to him.
The conversation died down after a while, and all you guys did was glance around the room. Chuuya's gaze made it's way to your lips, and you noticed. You felt yourself getting a bit flustered and couldn't help but feel shy.
"Can I kiss you?" Chuuya whispered, cheeks dusted pink. You nodded and felt as he pressed his soft lips against yours. You certainly weren't expecting him to be such a good kisser, but holy fuck he was. He wrapped his arms around your waist and pulled you closer to him, deepening the kiss as he did. Your arms went around his neck, the kiss getting more heated as you both got closer to each other.
It wasn't long before his tongue was in your mouth and your hips were grinding against his. You could feel his hard-on rubbing against you, making you shiver. His hands went down to your ass and pushed you against him harder, groaning into your mouth. You pulled away to catch your breath and felt him kiss your neck, sucking softly at the skin.
"Ch-Chuuya you can't leave marks." You breathed out. You heard Chuuya hum and he stopped sucking. He moved away from your neck and looked into your eyes.
"You know...i've always thought you were really handsome." He confessed.
"Really?" You asked. He nodded and pecked your lips.
"Do you want to take this further?" He asked, hand running up and down your side.
"Y-Yeah, but I don't have any condoms." You said shyly. He hummed and thought for a moment.
"We don't have to go all the way, I could fuck your thighs." He suggested. You squeezed your legs together and felt yourself get wet. He didn't even say anything that dirty, but his words made you hot. You said okay and watched as he went to get lotion from the bathroom. He came back and put it on the bed so he could take off his pants. You took off yours too, but hid yourself under the blanket. He took off his briefs after you did and wow, you sure knew where the rest of his height went. Honestly, you were a bit happy you weren't going all the way. He would easily be the biggest you've taken if you did, and you weren't sure if you were prepared for his size.
"Can I see you?" He asked, voice hushed. You nodded and moved the blanket. He moved in front of you and parted your legs, licking his lips once he saw your sex. He dipped his head between your legs and kissed at your thighs.
"Can I leave marks here?" He asked while glancing up at you. It wasn't like that part of you would be exposed at all during this trip, so you said yes. You moaned softly once you felt him sucking at the skin. Your thighs had always been a sensitive part of your body, so this just turned you on even more.
He pulled away and smirked as he saw the markings he made. Sitting up, he grabbed the lotion and opened it, squeezing some onto his hand. He rubbed some on your thighs, running his hand close to your pussy to tease you. He squeezed some more on his hand and rubbed it on his hard cock. You watched as he did it and offered to help. He of course said yes and sighed once he felt your soft hand stroke him up and down.
"F-Fuck you're good at this. If you keep going i'll cum." He warned as he pulled your hand away.
He positioned you to where you were laying on your side facing the wall while he was behind you. He put some more lotion on just in case and asked you to squeeze your thighs together. He slowly pushed himself between them, cock sliding against your folds as he did. He started to thrust his hips, hands gripping yours as he did.
You moaned softly as you felt him fuck your thighs. The whole situation was so erotic, so lewd. You never thought someones cock simply rubbing against you could feel so good. You positioned your hips in a way where his tip hit your dick and you choked back a loud moan.
"You h-have to be quiet (Name). The walls here are th-thin." Chuuya whispered, trying his best to not be too loud, though it was kind of hard when your thighs were giving him so much pleasure. You nodded and did your best to keep your noises down.
You looked below you and saw as his dick thrusting up against your pussy, making you whine. "Good boy." He whispered into your ear as you tightened your thighs. His thrusts were much faster now that your slick made it easier for his dick to slide between your thighs.
One of his hands moved to your ass and squeezed it as he got closer to release. He breathed out curses as he watched his dick disappear between your legs. He couldn't imagine how good you must feel inside, how good your pussy would feel around him. How you'd probably squeeze him as he praised you...fuck he was gonna cum.
He gave you a warning before his release, pressing tip pressed against your dick as he came and coating your cunt in cum. He pulled out and you turned onto your back so you could look at him.
"Chuuya...please fuck me." You begged quietly. You needed him. You needed to feel him inside you so badly, you had never felt so needy for someone before.
"No, we don't have a condom. Here-" He stopped mid sentence and sat up. He told you to sit up too and moved behind you once you did. He pulled you between his legs and told you to spread yours. You felt so exposed to him like this, but did as he said anyway. He moved his hand between your legs and gathered some of his cum on his fingers. He moved his hand up your mouth and positioned his fingers in front of it.
"Lick it off for me." He whispered. You licked off the cum and glanced up at him once you were finished. He kissed your head and whispered praises in your ear as he moved his hand back down and dipped two fingers inside you.
You gasped as you felt his slender fingers inside you, reaching deeper than yours could. He slowly started to thrust them, watching at how you squirmed from it.
"Does that feel good?" He asked as he sped up. You gasped and moaned out a yes. He slowed his thrusts and pushed in a third one, making you gasp. His fingers made you feel satsifyingly full as they hit your sweet spot repeatedly. You had such a hard time keeping your voice down as he fingered you.
"I-I'm close Chuuya!" You whined as he sped up. He pressed his palm against your dick as he fingered you, making you moan out curses.
"Good boy, cum all over my fingers (Name)." He whispered, chuckling softly when he felt you tighten around them. You came hard, pussy twitching around his fingers as your orgasm hit. Your hand covered your mouth to muffle the loud moan that you couldn't hold back.
Chuuya's fingers stopped moving and he pulled them out slowly, rubbing them on your folds as he whispered more praises into your ear. His other hand moved your hand away from your mouth, and he leaned down to kiss you.
Pulling away, he moved so that he wasn't behind you anymore and laid you down. He asked if you needed anything and got you the water you requested. He washed his hands and grabbed a hand towel from the bathroom to clean you both up a bit.
Once finished, he threw it into the bathroom to deal with later. After he dressed himself, he dressed you and got back into bed. He wrapped his arms around you and gave you a soft kiss on the forehead before falling asleep with you in his arms.
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I originally started writing this story with a completely different plot but then I realized it wasn't anything like how I originally wanted it to be, so I deleted it and redid the whole thing and omg i'm SO glad I did. I had so much fun writing this story I started and finished it today. I really like this story and I hope you guys do too! ^^ This actually wasn't supposed to have so much plot but I got carried away ^^;
Also i'm sorry if I made Chuuya or Dazai OOC. I tried my best to keep them in character while also fitting them into a world where they aren't completely traumatized 😭. Also sorry if you expected smthn rough. Imo Chuuya would be a gentle lover. At least the first time he would lol.
Side note: I'm trying a new layout(?) so sorry if it's a bit weird ^^;
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