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for the first time

Summary:

After months of Wooyoung being patient with him, San is finally ready for his boyfriend to top him. He knows Wooyoung will be slow and kind with him, but it still takes some coaxing to get him to open up physically and emotionally. Lucky for San, Wooyoung is the most tender, loving boyfriend on the planet.

Notes:

This is another rewrite from my reddie fic and a happy belated birthday to my beloved elise <3333 i know life has been shitting all over you lately and i hope this brings a smile (and a blush) to your gorgeous face my dear <3 ilysm <3

As with the last one, there was like 150k words of story before this scene in the original fic, so i’ve done my best to make it so none of that is necessary to understand and enjoy this fic. The main thing you need to know is that they were childhood friends and there was lots of mutual pining before they got together, they’ve been dating and fooling around for several months, and San has never bottomed before.

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Wooyoung was rostered on to work an early shift today, so when San tumbled out of bed in the late morning, he had a few hours alone to busy himself with all the househusband stuff that Wooyoung usually took care of.

While completing those mundane tasks, San let his mind wander.

He couldn’t even get through the load of dishes from last night’s dinner without thinking about Wooyoung’s warm skin and chapped lips and the way his eyes crinkled when he laughed. He figured he would have been over that honeymoon phase by now, after loving Wooyoung from afar for so many years, but now his thoughts were starting to take a different turn. He was thinking about touching Wooyoung and trailing kisses down his body, but he was also thinking about Wooyoung doing the same to him. He was thinking about the jokes he made while they were in Namhae about Wooyoung fucking him in his childhood bed. He couldn’t stop thinking about Wooyoung fucking him. He very nearly let their sink overflow because he got so distracted by the idea of Wooyoung loving him like that that he forgot to turn off the faucet and just kept the water running.

The way their sex life had been going so far was more incredible than anything San had imagined - and in his teenage years, he definitely imagined a lot. Up until now, he’d mostly let Wooyoung take the reigns in bed because San loved pleasing him, and it seemed like they’d found a dynamic that worked well for them. And as enjoyable as watching Wooyoung fuck himself on San’s dick was, San was finally ready to take that next step that he’d been thinking so much about and let Wooyoung return the favour. He trusted Wooyoung with every other aspect of their lives, and this was no different.

When Wooyoung returned in the late afternoon, San was doing their laundry. Wooyoung seemed to notice within minutes that San was lost in his own thoughts, but left him to his own devices. Wooyoung was in the kitchen preparing dinner while San folded their clothes, listening to Wooyoung chatter about his day at work. San was only half focused on the clothes and half distracted by the strong lines of Wooyoung’s back and the curve of his ass where he was facing the stove, the way his biceps worked as he chopped vegetables, the exposed skin that appeared when he reached up to a high shelf. San knew that Wooyoung would probably ask if he was okay later, given how uncharacteristically quiet he was being, but he was just too busy thinking about getting railed by his little feisty boyfriend to even banter back.

San only managed to take a few bites of dinner before he headed to the bathroom - he’d eaten before Wooyoung got home and cleaned himself up in preparation for tonight’s activities. He didn’t want anything stopping him or Wooyoung from going through with this tonight now that his nerves were mostly out of the way.

Soon, Wooyoung slipped into bed next to San and turned to face him. “Hey, are you okay? You’ve been pretty quiet this evening. Did something happen while I was out?”

San shook his head. “Nope, all good over here. But, if I were feeling a tad bit less than okay, you know what would really make me feel better?”

“What?”

“Some good old Wooyoungie smooches.”

Wooyoung snorted. “You’re ridiculous,” he said, but he leaned in to kiss him anyway.

San tilted his head and slotted their lips together straight away, bringing his hands up to cup Wooyoung’s jaw. He parted his lips and let his tongue slide alongside Wooyoung’s, eagerly exploring the inside of his mouth like he hadn’t already memorised the bumps and grooves of his teeth, and pushed forward to roll Wooyoung onto his back. Wooyoung made a soft noise at San’s sudden passion, gripping his waist and pulling their bodies flush together, but through their clothes, it wasn’t enough. San had been thinking about this all day and he needed it now.

He pulled back so they were lying next to each other and rested his forehead against Wooyoung’s. “I know we didn’t get to celebrate my birthday properly because we were so focused on Namhae and my parents… but I think I know what I wanna do.”

Wooyoung tilted his head. “Yeah? What’s that?”

San’s front teeth clamped down on his bottom lip and Wooyoung’s eyes darted down to watch the movement. “I want you to fuck me, Young-ah.”

“Oh.” Wooyoung let out a shaky breath. “Are you sure?” San nodded. “Oh, god, yes.”

Wooyoung surged up and pulled San in to capture his lips with his own, hands coming up to grip the sides of his face and licking into his mouth immediately. San’s eyes rolled back and he groaned, leaning back on his elbows and letting Wooyoung’s tongue slide all around his mouth however he pleased. Wooyoung kept leaning forward until he was hovering over San’s body, lips trailing down his jaw and neck to suck a deep bruise into his skin.

San’s back arched into the touch. “Wooyoung-ah, fuck, your intensity’s gonna make me finish way too soon.”

Wooyoung just hummed against his skin, pushing the covers away so he could move to the other side of San’s neck and bite down there, too. He pulled back and stared San in the eye. “You will do no such thing. You’re not allowed to come until I say so.” San’s breath caught in his throat and all he could do was nod. “Good boy,” Wooyoung said. He gently touched San’s chest and gestured for him to lie back properly. Wooyoung pulled off his own shirt and tugged at the hem of San’s until he got the message, ducking down as soon as San was shirtless to swipe his tongue across his nipple.

San’s breath rushed out shakily and he let his head fall back, hips bucking up to press against whatever part of Wooyoung he could. Wooyoung moved across San’s chest to his other nipple, flicking his tongue across it a few times before continuing his descent down San’s body, nipping lightly at his stomach and hip bones. They got each other out of their pants as quickly as possible and then San was naked on his back again with Wooyoung sitting up next to his knees. Wooyoung took San’s cock in his hand, stroking him to full hardness, running his other hand up San’s calf and thigh, touching and squeezing like he thought San was something precious, something to be treasured. San ran his fingers through his own hair, locking them behind his head and looking down at Wooyoung as he moved his mouth across San’s stomach again.

“So beautiful,” Wooyoung whispered against his skin. “You don’t even realise how gorgeous you are, Sannie. I’m so fucking lucky to have you.” Wooyoung turned his head to press a kiss at the base of San’s cock. “So perfect.” He slid his lips up San’s length and then sunk his mouth down.

“Fuck,” San groaned, dropping his head back against the pillows again.

Wooyoung moved to settle between San’s knees and started bobbing his head, taking San’s entire length in his mouth. He trailed one hand up and down San’s inner thigh, the other resting slightly underneath San’s body and gripping his ass. Both of San’s legs were flat against the bed, and Wooyoung’s hand gently pushed at his knee until he brought his foot up and rested it on the bed beside Wooyoung’s shoulder. “Good, Sannie,” Wooyoung pulled off to say. “Think you can do the other leg, too?”

At this point, San still hadn’t even fingered himself before, and suddenly even the prospect of opening his legs and letting Wooyoung settle properly between them - which he had done countless times before when going down on him - felt like such a daunting and confronting task.

“Hey, hey, it’s okay,” Wooyoung said quickly, clearly feeling the tension in San’s body. “We can go as slow as you want. We don’t have to do this.”

San thought about how many times he’d told Wooyoung he didn’t have to see his hometown if he was unsure, how many times he said those exact words on the drive up to Ilsan - we don’t have to do this - and how sure Wooyoung was of himself, how confident he was when he knew what he wanted. San was just as sure that he wanted Wooyoung to fuck him, and he needed to express that desire just as clearly.

“I want to do this,” he told Wooyoung. “I really, really want you, Young-ah. I promise.”

Wooyoung nodded quickly. “Okay. Okay. How do you wanna do this?”

San propped his other leg up and let his knees fall down on either side of Wooyoung. He readjusted the pillow behind his back so he could see Wooyoung better. “Like this, please? I wanna see you.”

“Okay, sweetheart,” Wooyoung said.

San’s chest warmed at the pet name. Wooyoung reached over to their nightstand and grabbed the bottle of lube, then settled between San’s legs and ducked his head down to kiss along his inner thighs. With each press of Wooyoung’s lips to his skin, San could feel his muscles relaxing. He shifted his hips and exhaled deeply. He trusted Wooyoung with his life and he knew he would make this good for them both. 

“So good, Sannie, baby,” Wooyoung murmured against his skin, lips now brushing along the crease where his pelvis met his upper thigh. One hand continued slowly jerking San off, the other moving under his thigh to squeeze his ass. Wooyoung’s thumb brushed against San’s perineum and San immediately tensed. “It’s okay,” Wooyoung whispered again. “I’ve got you.”

San let his eyes slip shut and his brain relax along with his body, allowing himself to fully open up to Wooyoung both physically and emotionally. He heard Wooyoung mumble something about touching him and he responded with a noise of affirmation, keeping his eyes closed and losing himself in the feeling of Wooyoung’s lips on his skin. Wooyoung’s lubed finger gently touched San’s hole, and San didn’t tense up this time. He felt him rub his finger around in small circles and then push ever so slightly inside.

“Is this okay?” Wooyoung asked. “Talk to me.”

“Yeah,” San breathed.

“Good boy.” Wooyoung twisted his finger where it was down to the first knuckle, slid out and back in again until he could move it with ease. The second knuckle was more noticeable. San could feel Wooyoung’s heavy breaths against his cock as he continued to finger San open, mumbling non-stop praise into his skin. “You’re doing so well, sweetheart. Are you ready for a second finger?”

San’s eyes fluttered open and he managed to lift his head to look down at Wooyoung. “Mhm. Please.”

Wooyoung rewarded him by licking a stripe up his dick, bringing his arousal back where it had started to wane slightly. The lube cap snapped and the pressure of Wooyoung’s fingers returned, the unfamiliar stretch of two causing San’s muscles to tense. “Shh, baby, I’ve got you,” Wooyoung whispered.

He took his time working two fingers into San, adding more lube than probably necessary. He crooked his fingers and mumbled something about finding the right spot. San’s mind was half-dazed with the overwhelming feeling of Wooyoung inside him that he hardly realised he was being asked a question.

“Hm?”

“I said maybe you should turn over. It might be easier to find that way.”

San nodded slowly. He trusted Wooyoung to make him feel good, so he rolled over onto his stomach and rested his forearms under his head. The bottle cap popped again and Wooyoung easily slid two fingers into San after taking his time working him open so well. He twisted his wrist and crooked his fingers and San body jolted as he let out his first real moan.

“Oh my god,” San breathed, turning his head to look at Wooyoung, who was watching him with blown-out pupils and parted lips. “Do that again.”

“Mm, don’t forget who’s in charge here,” Wooyoung teased, but he crooked his fingers again and rubbed them right against San’s prostate.

San’s hips jerked against the bed. “Oh god, oh fuck.” He felt Wooyoung shift and lean down to press kisses along the base of his spine, changing the angle of his fingers again so that he hit that spot inside him with every thrust. San’s eyes squeezed shut as his mouth dropped open around a loud moan and his hips twitched between wanting to press Wooyoung’s fingers deeper inside him and wanting to grind down onto the bed until he came. “Fuck, fuck, Wooyoung.”

“How does it feel?” Wooyoung asked him, accentuating his question with a slightly rougher thrust of his fingers. San whimpered in response. “Talk to me, sweetheart.”

“Feels good, Young-ah.” He lifted his head, hair plastered to his sweaty forehead, and turned to look at Wooyoung. “It actually feels really fucking good.” The smile Wooyoung gave him made his stomach swoop with affection and arousal. “Can you— can I have another?”

“God, San, of course you can.” Wooyoung retrieved the lube again and pulled his fingers out, quickly returning with three. It only took a few more minutes until San stopped feeling the burn and was rocking against the bed, soft whimpers falling out of his mouth with every thrust of Wooyoung’s fingers, reaching deep inside of him. “Okay,” Wooyoung said eventually. “Are you feeling okay? Do you want me to finger you some more?”

San managed to shake his head, chest heaving against the bed. “No, please, I’m ready. I’m so fucking ready, Wooyoung, please fuck me.”

“Okay, okay.” Wooyoung almost sounded as nervous as San had felt earlier, but right now he just needed Wooyoung inside of him as soon as possible. “I think staying in this position would be easiest. To start with, at least.”

San nodded his agreement because he couldn’t get his mouth to form more words and he trusted Wooyoung completely.

“Okay. I’m gonna put on a condom so we don’t have to worry about cleaning up,” Wooyoung told him and got up. The bed dipped a few moments later as Wooyoung settled behind him. “Here, sweetheart, lift up.”

San obediently lifted his hips and let Wooyoung push a pillow beneath them, trying his hardest not to grind down against it. “Wooyoung-ah,” he said.

“I’m right here, Sannie.” Wooyoung placed a kiss at the base of San’s neck as he grabbed a handful of San’s ass and lined himself up with his hole. “You ready?”

“Mhm. Please, Youngie.”

Wooyoung pushed in slowly and San tensed instinctively at the first sign of intrusion, exhaling deeply to relax his muscles and let Wooyoung inside. Wooyoung rocked back and forth slightly, sliding in a few inches deeper each time, until he was fully seated inside San. He let out a shaky breath near San’s shoulder, rested his forehead against his sweaty skin.

“Fuck, San-ah. You’re so hot,” Wooyoung breathed.

San whimpered, fought to keep his hips still and not jerk into or away from the full, stretched feeling of Wooyoung’s cock buried inside him. “Please move,” was all he could manage to say.

Wooyoung pulled out almost as slowly as he’d gone in, thrusting gently so that his hips just touched San’s ass each time, not hard enough for the usual slap of skin-on-skin.

“Wooyoung,” San breathed.

Wooyoung took that as an urge to move faster, because he shifted his weight and grasped San’s ass with one hand, like he was holding him open and watching himself disappear inside San’s body.

“Wooyoung,” he said again, like it was the only word he knew anymore. Sharp jolts of arousal soared through him every time the tip of Wooyoung’s cock rubbed against his prostate, and he could hardly stop himself from grinding down into the pillow beneath him. “Wooyoung, Wooyoung, Wooyoung—”

“I’ve got you, Sannie. You’re so good, sweetheart.”

Tears gathered behind San’s closed eyes when Wooyoung tilted his hips again so that each thrust pressed inside him just right. “Oh, oh fuck , fuck.” Strong hands gripped onto his hips and hoisted him up onto his hands and knees, one hand then sliding into his hair and tugging. “Wooyoung, fuck, fuck, that feels so good, oh my god.”

“Yeah? Tell me how good.”

“So fucking good, Young-ah. I’m— fuck, I feel like I could come just like this.”

Wooyoung’s groan morphed into a low growl and San’s eyes rolled back as he started thrusting even harder, hips slapping against San’s ass now loud and sharp in the room. San’s hands scrambled to grab onto the headboard and Wooyoung tugged harder at his hair, fingernails scratching his scalp. He could feel the familiar heat growing low in his abdomen and Wooyoung did not let up as he fucked harder into him. San’s jaw dropped open after a particularly harsh thrust and the high-pitched whimper he let out was a noise he didn’t even know he was capable of making. The back of his eyes burned with tears again. He was physically and emotionally overwhelmed with the sensation of Wooyoung all over, love blooming deep in his chest and arousal in his core.

“Young-ah,” San whined, tears spilling over as he fell apart beneath Wooyoung’s hands. “I’m close.”

All of a sudden, Wooyoung stopped moving, and then San was being flipped over onto his back.

“I wanna see you come,” Wooyoung explained, hiking San’s legs around his waist like he weighed nothing and sliding back into him. San’s head fell forward against Wooyoung’s and his eyes screwed up, cheeks hot and wet where Wooyoung started kissing them. “You’re so beautiful, Sannie.”

San nearly sobbed. “It’s so much, Wooyoung. So good—” he quickly clarified before Wooyoung could stop, “—just so much, too, fuck. It’s like I can— oh— like I can feel you in my bones, somehow. Fuck, I’m so close.”

His brows pinched together and he forced his eyes open to look at Wooyoung. San’s jaw went slack and he stopped talking, eyes losing focus as he felt his orgasm building. Another wave of tears rolled down his cheeks that Wooyoung kissed away, and then Wooyoung’s lips were on his.

“I’m gonna come,” Wooyoung breathed against his mouth. “Come on, sweetheart, you’ve been such a good boy. Come for me. I love you so much.”

Wooyoung’s hand wrapped around San’s cock and it took two strokes before he was coming, body shaking and his orgasm wracked through him. San arched off the bed and cried out Wooyoung’s name again, eyes rolled back in his head. He wrapped his arms around Wooyoung’s shoulders as he fucked him through his orgasm and came shortly after, shuddering in San’s arms with a groan in his ear. San’s body twitched with sensitivity and he collapsed after the endorphin high, melting into the bed and into Wooyoung’s embrace.

San wasn’t sure how much time passed before Wooyoung crawled back into bed behind him and snaked his arm around his torso. He might have fallen asleep or passed out from the physical and mental exhaustion. He managed to roll over to face Wooyoung.

“Hi,” San said.

“Hi yourself.” Wooyoung leaned in to kiss him gently. “How are you feeling?”

“Honestly? I am exhausted. Getting fucked sure takes a lot out of you.”

Wooyoung giggled. “I’m so happy we got to do that and that you enjoyed it so much. You’re incredible, San-ah.” Wooyoung said, suddenly taking San’s hands in his and bringing them up to kiss his knuckles. “And handsome, and funny, and clever, and so much more than I deserve.”

“Wooyoungie…”

Wooyoung cut him off. “I really don’t say it enough, not seriously at least. I love you with all of my heart and I feel so lucky to have you.”

San sniffled, nodding. “And I you.”

Wooyoung grinned at him and kissed San’s hands again. “So. What now? We’ve been together for months and you finally let me fuck you.” San snorted. “What’s next for us?”

San hummed, pretending to think. “I dunno. We just see where life takes us, I suppose.” He squeezed Wooyoung’s hands. “Neither of us are working tomorrow, at least, and right now, my ass is killing me, so I am perfectly content to simply lie here with you until the end of time. Just you and me.”

The small huff of a laugh Wooyoung let out was more fond than anything. “Just you and me, huh? Amicus ad aras and all that.”

San chuckled, pressing a kiss to Wooyoung’s knuckles this time. “Yeah, and all that.”