Work Text:
Henry knew he wasn’t the most experienced when it came to sexual exploits. It was something he wasn’t concerned about. He knew about some things. He’d given and received the occasional hand job when he’d been in school, but somehow kissing and whatnot had always been a step too far. He’d been fine with that and never really pushed it. Now, however, he finally had a date, and he had no idea how to kiss someone. He knew the basics, of course. He read many things of various scenarios of people getting well and truly fucked. He knew, in theory, the mechanics of it. But that was the problem. It was only in theory.
There was suddenly a knock on his door, interrupting his nervousness. “Henry? I can practically feel you panicking through the wall,” came Alex’s muffled voice from behind his door. Henry meant to answer, but instead what came out was a miserable groan. He heard Alex sigh, and then his room mate was standing in his doorway, dark circles under his eyes. Henry looked at the clock on his bedside table, belatedly realizing that it was three in the morning. He knew that Alex rarely slept anyways, but he still felt the creep of guilt at having interrupted the chance of him getting sleep.
“What is it?” Alex asked, arms folded across his chest. Henry tried his best to ignore the flex of his arms. He was finally becoming friends with his roommate, now wasn’t the time to focus on his toned arms. He tried to think for a moment on how exactly to present things. But, he was too tired to censor himself. “I am grossly inexperienced on many things, including kissing,” he said with a sigh, then pressing his face back into his pillow. He felt the dip of the bed next to him, the subtle warmth of another body. “Is that a bad thing?” Alex asked, his voice so fucking gentle and tired.
Henry raised his head, planning to glare at Alex but failing when he saw the seriousness on Alex’s face. “It didn’t used to be. But now, I have actually have a date, and I have no idea what to do,” he said, turning over so he didn’t have to strain his neck to look at Alex. “Do you want to kiss him?” Alex asked, sinking to the floor and rest his arms on the bed. Somehow, even that was greatly attractive, especially the way his eyes looked up at him, his eyelashes casting a shadow over his face in the lamp light. “I don’t know. I would just like to have the capability to do so if the chance arises,” Henry replied, dragging his stare away from Alex’s face. “Well, you do have the capability. It just might be awful,” Alex said with a playful shrug. He was immediately hit in the face with a pillow, courtesy of Henry.
“Alright, alright. But it’ll be fine. Kissing isn’t that difficult,” he said. “That’s easy for you to say. You have far more experience,” Henry said with what he hoped was a casual shrug. “Are you calling me a slut?” Alex asked with a playful look on his face. “If the shoe fits,” Henry teased back. Alex let out an indignant huff, pressing a hand to his bare chest as if Henry had truly wounded him. “Could you maybe just tell me how to kiss?” Henry asked, his face going red at the question. “I don’t know. It’s not something to explain, really,” Alex said, then paused, looking at Henry with an odd look on his face. “What?” Henry asked when he felt the staring had been going on far too long, though it was probably only a few seconds.
“Do you want me to show you?” Alex asked. “What? How to kiss?” Henry questioned back, sitting up a bit. “Yeah, you know, just some friendly help,” Alex said, a slight blush staining his tanned cheeks. Henry couldn’t help but laugh. “Yes, because it’s so normal for friends to teach their friends how to kiss,” he said with a slightly delirious laugh. “Alright, fine. Sorry for trying to help you,” Alex said, then flopped onto Henry’s floor next to his bed. Without Alex right next to him, his brain finally cleared, and he was able to think.
Perhaps it wasn’t such a bad idea. Alex was experienced, and, from what he’d heard, had no complaints. This was his time to learn, with someone who wouldn’t judge him if he was terrible and was offering. And, maybe, he’d be fulfilling a long time fantasy as well. And so, he steeled his nerves and leaned over the side of the bed to look at Alex, who was now scrolling away on his phone.
“I think I’d like to accept your help,” Henry said, and was proud when his voice didn’t waver. Alex’s eyebrows shot up, seemingly genuinely surprised. “No shit? Alright, then. Budge over.” Henry did, and then suddenly Alex was sat next to him, so fucking close, but not yet touching. He could still feel the warmth of his skin though, and it distracted him greatly. “Okay. So, what you want to do is just go with the flow, and don’t just shove your tongue in immediately. Let’s just stick to the basics for now,” Alex said, going into that analytical mode that he goes into sometimes, like when he’s planning out study guides, or explaining why which Bachelor is the best choice.
Henry gave a small nod, his throat feeling so dry that he worried that if he did try to speak, a mere croak would come out. “Okay, I’m going to kiss you now then,” Alex said. Henry nodded.
And then, just as he’d said, Alex was kissing him. Even though he had been warned, even though it was just his lips pressed against Alex’s, he still felt a shock go throughout his whole body. He sat, stock still, as Alex waited patiently for him to reciprocate. When he didn’t, Alex carefully took Henry’s wrist in his hand and brought it up to the back of Alex’s head, resting gently atop of his curls. Alex’s own hand went to the back of Henry’s neck, and he let out a quiet gasp, instinctively moving closer to Alex. He felt the small smile on Alex’s lips as he did, but it was gone quickly when Henry gave in, doing as he pleased.
He pressed more firmly against Alex, running his hand through the soft curls and digging his fingers into it. His mouth moved against Alex’s, somehow both of its own accord and because Henry wanted it to. Shit, it was good. He couldn’t believe that no one at his school had wanted to do this. He couldn’t imagine how good it would feel to do this while the other person's hand stroked your cock. As soon as that thought entered his head, his fingers tightened in Alex’s hair, and he felt a soft gasp against his lips. Suddenly, they were pulling apart, and Henry had to stop himself from following Alex as he leaned away.
He was glad to see that Alex was flushed as well, and slightly out of breath. Alex let out a small cough. “Yeah, that, uh, that was good for your first time,” Alex said, his eyes looking anywhere but at Henry’s face. “I, thank you, I guess,” Henry said, trying and failing not to stare at Alex’s lips. They sat in silence for a moment, neither knowing exactly what to say. “Do you want to learn one of my favorite things to do when kissing someone?” Alex blurted out. Henry gave what he hoped was a casual shrug. Then, Alex was diving back in.
It wasn’t long before he felt Alex’s mouth opening, though there was no tongue trying to sneak its way into his mouth. Instead, his mouth closed around Henry’s bottom lip, which he bit gently, then licked the spots he had nipped. A moan sounded from Henry’s throat before he could stop it, but it felt to good for him to care. He dragged Alex forward again, giving him small pecks before copying Alex. He was rewarded greatly when Alex moaned as well, his fingers digging into his hair. “Hypothetically,” Henry nearly gasped as he broke away. “What would happen next?”
The words were barely out of his mouth before he was being pushed back onto the bed and being kissed within an inch of his life. A moment later, Alex was pulling away. “What would happen next all depends on what you would want to do. Hypothetically.” “What if, what I wanted to happen next was anything the other person was willing to give me?” Alex smiled. “Probably something like this, then.” And then, Alex wasn’t just kissing his lips anymore. His lips were trailing down his neck, his tongue dipping into the hollow of his collar bones, his teeth gently biting at the sides of his neck. Henry’s mind went a million places at once, though the most prominent place was imagining Alex’s mouth other places, or even Henry’s mouth other places. That thought alone was enough to have Henry gently pulling Alex away by the hair.
“This is supposed to be a lesson for me about giving, not receiving,” Henry said, and then he was flipping them. He felt as though he were on a throne, sat astride Alex’s lap. There’s truly no place he’d rather be in that moment. “What should I be giving you?” Henry said, gently running his fingers down the side of Alex’s face and then along his neck. “Hypothetically?” Alex asked, his hands dropping to Henry’s thighs, then falling away to clench at his sides, as if to stop himself from grabbing onto them. “Not hypothetically,” Henry said, grabbing Alex’s hands and placing them back on his thighs. “What would you like me to give you, Alex?” He felt as Alex’s fingers dug in, his hips bucking up slightly.
“Anything you’re willing to give me, baby,” Alex said, his voice gruff Henry had to stop himself from grinding down into Alex at the term ‘baby.’ “Anything?” He asked, slightly breathless. “Anything,” Alex said with an enthusiastic nod. And so, Henry learned how to do one more thing. He trailed his lips down Alex’s throat, biting randomly, whenever it pleased him, just to hear Alex gasp. His lips followed down the line of his stomach, to the line of hair trailing down into his pants. His chest swelled with pride when he saw the large tent already standing there.
He gripped the waist band, pulling it questioningly. Alex responded by grabbing the him and yanking them down, boxers and all. And there it was. Alex Claremont Diaz’s dick, standing proud and hard. And it was all Henry’s doing.
Oddly enough, he felt more confident about blowing Alex than he was about kissing him. Perhaps it was because he’d read about it so often. His lips immediately began to kiss along his inner thighs, feeling Alex twitch up against him as he did so. When he began biting the skin there, that’s when Alex’s hands flew down to his head, gripping his hair tightly and trying to pull him up to his cock. “Fuck, baby,” Alex said, his words barely more than a gasp. Henry looked up and saw that Alex’s eyes weren’t looking at him, but were instead focused on the ceiling. Immediately, Henry pulled away, and a whimper escaped Alex’s throat.
“What?” Alex practically whined. “Look at me,” Henry said and, when Alex did, said, “and say please.” Almost instantaneously, Alex gave in. “Please. Henry, baby, please,” he babbled staring at Henry the entire time he did so. Henry gave him a small, proud smile, then immediately wrapped his lips around the head of Alex’s cock. At first, Alex’s head snapped back, and so Henry pulled away. Alex’s eyes were quick to find him again and, the second they did, Henry’s mouth was back on him. His lips wrapped tightly around the head, sucking lightly and tonguing at the slit. He then dove down as far as he could, which wasn’t very, without gagging. Instinctually, he swallowed and, judging by the thrust of Alex’s hips, it was well received.
He wrapped his hand around the rest of it, stroking what wouldn’t fit in his mouth and trying to not think about the fact that it was Henry’s own spit that slicked the way. He worried that if he though about it too much, he’d cum right on his bedspread.
It wasn’t long before Alex’s hands were tightening in his hair, pulling him up from his cock. “What?” Henry asked, immediately cringing at how raspy his voice sounded. “I was gonna cum. Didn’t want to in your mouth without warning. That shits rude,” Alex said between gasping breaths. Henry greatly appreciated it, and wrapped his hand around Alex’s cock, stroking it in a tight fist. “Thank you, darling,” Henry said, surprised that he was able to keep his cool enough to talk. “I do still want to taste it though. I must say, I have wondered.” And, with a final groan, Alex came across Henry’s fist. “Fuck,” Henry said, bringing his hand up to his face. As he stuck one of the cum covered fingers in his mouth, his other hand dropped to his pants, dipping below the waist band and wrapping around his own cock.
The taste wasn’t anything extraordinary, but that wasn’t what mattered. This was all Alex, something Henry had made happened. His strokes immediately quickened and he stuck another finger in his mouth. Then, there was a hand wrapping around his waist. “Please,” Alex said, sounding so fucking desperate. “Let me see you.” Henry pulled his pants and boxers down as quickly as he could and was quick to wrap his hand back around himself. He was about to stick another finger in his mouth when Alex gently grabbed his wrist, pulling it away from his lips. At first, Henry was confused, but then Alex brought his cum covered hand down to his cock and understood.
He was quickly fucking up into his cum covered hand, Alex watching as if he would never look away. It felt all too soon that he was coming, and slouching forward so his head rested against Alex’s chest, careful to avoid the mess. Eventually, he let out a quiet, “tissues,” and pointed to his bedside table. Alex quickly grabbed what was probably too many, and began wiping them both down. Once they were both clean, Henry rolled off to the side, though he was quickly tucking into Alex’s side.
“So, hypothetically, what happens next?” Alex said into the suddenly still air. Henry let out a quiet little laugh, barely a huff. “No more hypotheticals. I’m taking you out on a date,” Henry said, then paused, pulling away to look up at Alex, who was grinning. “If you’re alright with that.” If possible, Alex’s smile grew. “I’d be delighted, baby.”