Work Text:
Olly Stevens was sitting in the newsroom that evening with his colleague Karen, wriing an article. When they finished it, Olly kissed her passionately. Although he thought it was a bad idea, Karen then suddenly kissed him too.
"Do you want to go to the hotel?" she whispered. But Olly was getting nervous all of a sudden.
"A hotel?" he echoed. "I...uh, I suppose so. If that's what you want," his self-assured and easy agoras suddenly disappeared and he had a problem.
Karen nodded.
When they arrived at the hotel room she had rented, they immediately started kissing behind closed doors.
They moved further into the room, the soft carpet underfoot muting the sound of their footsteps. The room was dimly lit, the only illumination coming from a small lamp in the corner. Olly's heart hammered in his chest as he felt Karen's hands slowly unbuttoning his shirt.
Karen's lips trailed down his neck, her breath warm against his skin as she pushed him gently towards the bed. Olly fell backwards, his body thudding softly against the mattress. She straddled him, her body pressed against his, her eyes locking onto his with a steady and intense gaze.
"You're nervous," she said with a light laugh.
Olly's breath caught in his chest, his mind a tangle of emotions.
"I'm not nervous," he lied.
Karen smirked, as if she didn't believe him. She leaned in closer, her lips millimeters from his.
"You can't fool me," she whispered. "You're as nervous as a teenager on his first date."
"I'm not nervous," he repeated.
It was embarrassing for him too. Always self-centered and energetic, Oliver Stevens was now more nervous than ever.
She pulled down his pants and moved closer to his lap.
Olly's breath hitched as he felt her hands on his pants, the sensation sending a jolt of desire through his body. He looked up at her, his eyes dark with want, but he was still apprehensive.
"I...I don't know about this," he muttered.
"About what?"
"This," he gestured vaguely between them. "I mean, I just didn't expect things to...go this way."
"Your....didn't stand up..." she looked on his lap.
Olly felt the blood rush to his face as he realized the implication of her words. His body was betraying him, responding to her closeness in a way he couldn't hide.
He swallowed hard, his throat dry. He didn't know how to respond, caught between his desire and the unease that was growing at the edge of his mind.
"Do you need help with that?"
Olly felt his cheeks burn with embarrassment. He was a grown man, a successful editor, and yet here he was, unable to form a coherent sentence because of a beautiful woman asking him a simple question.
"Yes," he finally managed to whisper.
Karen smiled, a slow, seductive curve of her lips that made Olly's breath catch in his throat. She moved even closer, her body pressed against his, the heat between them palpable.
"Then let me help you," she murmured, her hand sliding down his bare chest.
She brought her face closer to his lap and started helping him with her mouth and tongue.
Olly groaned as he felt her mouth on him. It was like nothing he had experienced before. Karen was skilled, her actions causing him to bite back a moan as pleasure spread throughout his body.
He reached out, his fingers threading through her hair, his grip tight as if he were afraid she would disappear. He fought to hold back, to keep himself from letting go completely.
After a while she stopped sucking his cock and looked into his eyes. "Better now."
"Much...better," Olly managed to gasp.
Karen quickly moved over his lap. His hands instinctively moved to her hips, holding her close as she straddled him. He could feel the heat of her body against his.
The first few thrusts were amazing, but then both of them quickly started to feel it stop working again.
Olly felt a pang of disappointment as he realized that his body was once again betraying him. He tried to hide it, but he could see the surprise and hint of disappointment in Karen's eyes.
"What is wrong with you?" she wondered.
"I don't know," he muttered, frustration and embarrassment making his voice tight. "It just...stopped working."
"What's wrong? You don't like me?"
"Of course I do!" Olly protested, his voice rising. "I like you...a lot," he added softly, the words feeling a little foreign on his tongue. He'd never been good at expressing his feelings.
"Then why....?"
Olly closed his eyes, knowing that he couldn't lie to her any further. He took a deep breath, bracing himself for her reaction.
"It's not you," he started. "It's me."
"But…what exactly is wrong with you?"
Olly sighed, feeling like he was wading into deep, uncharted territory. "It's just...this situation," he mumbled, struggling to put his thoughts into words. "I've never done anything like this before."
"You mean...sex?
Olly felt a flutter of embarrassment at her bluntness. "Yes. I've never done it before," he confessed.
"You, Oliver Stevens, most self-centered redactor, was never with woman?"
Olly winced at her words, each one like a small jab to his ego. "No," he mumbled, feeling a wave of embarrassment wash over him. "Is that so hard to believe?"
"Indeed, yes," she laughed lightly.
He felt a pang of humiliation at her laughter. He tried to make light of it, to brush it off with a sardonic smile. "Yeah, yeah, laugh it up."
Karen tried to calm him down. "Just relax. You're not the first or the last to have this happen to you. "Do what comes naturally to you and what you like."
Olly took a deep breath, trying to slow his racing heart. "Okay," he said, his voice still a little shaky. "I'll try."
He looked at Karen, her eyes dark with desire. He wanted her, desperately, but he also felt the edges of his uncertainty creeping in.
Olly tried to focus on his desire, to push away the trepidation that was gnawing at him, and touched her, gently but hesitantly.
He pulled her closer, his touch becoming bolder, more certain. The anxiety faded away little by little, replaced by a growing sense of excitement and curiosity.
He looked at her beneath him, her body laid out before him. He had always been in control in his work, directing others and never letting anyone have the upper hand. But now, here in this moment, he was letting go of his usual facade, and it felt liberating.
He began to move, the rhythm slow and tentative. He was afraid he might mess up, that he wouldn't know how to please her, but the look in her eyes told him otherwise. She was enjoying it, and that gave him confidence.
But his self-confidence was quickly replaced by the dysfunction of his dick again.
"Damn it!" he muttered, his voice heavy with disappointment.
He looked at Karen, feeling like a failure. "I'm sorry," he mumbled, his voice choked with embarrassment. "I don't know what's wrong with me."
Karen again guided him to lie on his back. "Close your eyes."
She used her mouth again and it started to help him again. His body reacted instantly to her touch, every nerve ending sending a jolt of pleasure through him. He let out a low moan.
"It works when I touch you, but when we do it together..."
Olly sighed, his breath coming in ragged gasps. "I don't know why it's like that," he muttered, his voice laced with frustration. "I want to...I want to be with you. I just can't seem to make it work. But this feels amazing."
He clutched at the bedsheets, trying to ground himself as pleasure washed over him. "I don't understand...why..." he managed to get out.
"Why I can't be...normal..." he continued, guilt and self-deprecation sneaking into his voice.
"You are normal, you just never did it before."
"But...shouldn't it just...work?" Olly asked. "Everyone else seems to have no trouble with it."
"Then relax."
"Relax," Olly repeated. He took a deep breath, trying to force the tension from his body.
When she saw that he was ready again, she quickly sat on his lap, setting the pace herself.
Olly felt a renewed sense of anticipation and excitement. He held her hips, guiding her as she moved against him, the sensations so intense his mind was almost reeling. But in the back of his mind, a small voice still whispered doubts. He tried to push the thoughts away, to focus on the moment, on her.
But the sensations were too much, the building pleasure overwhelming his thoughts. He let out a low moan as she moved against him. He clutched at her, his fingers digging into her skin, holding on for dear life. He could feel the tension building, growing inside him, and he knew he wouldn't be able to hold it back much longer.
He was done in three minutes.
"Shit!" He cried out in despair.
Olly lay panting, his chest heaving as he tried to catch his breath. "I'm sorry," he murmured. "I'm so sorry."
"Why?"
"I...I didn't last. You didn't get to..." He trailed off, the words sticking in his throat.
They lay together quietly for a while and he caressed her back. This is not how he imagined his first sex.
He felt a strange mix of feelings: pleasure, guilt, confusion. He had always expected that he would be in control, that he would know what to do in a situation like this. But now, lying there with her, he felt completely out of his depth.
After about half an hour of lying quietly, he clenched his teeth and rolled Karen onto her back.
"Oliver?" she was bit in shock.
"I just...I can't bear the thought," he muttered, his voice low and rough. "The thought of not being good enough, of not pleasing you."
"Olly, you don't have to..."
"I have to!" he interrupted her.
He leaned down, his lips finding hers in a deep, passionate kiss. His hands roamed over her body, more assertive now, more confident.
He wanted to show her that he could, that he was good enough. He wanted to prove to her, and to himself, that he wasn't a failure.
He thrust his cock straight into her wet core.
Although at times he felt that he was failing again, he did not admit it and continued.
After a while he took her hips again and guided her on all fours. The position was more primal, more animalistic, and it sent a thrill through him. He wanted to prove himself to her, to erase the doubt and guilt from his mind.
He positioned himself behind her, his body reacting to the sight before him, his need taking over. It was like a drug, the need to please her, to show her that he was worthy, that he could make her feel good.
He took a deep breath, his hands gripping her hips tightly, and then he started to move. The rhythm was quick and intense, driven by his need to prove himself.
"Oliver…god…" Karen began to moan after a while and he could tell she was finally enjoying it.
"Say it," he muttered. "Say that I'm not a failure."
"Why would you be?"
"Because I can't...I can't make this easy," he growled. "I can't make you feel the way I want to make you feel."
He still felt tension and nervousness inside him and was sweating profusely. He pulled her hair to his chest and thrusted into her from behind again.
"Damn…so deep," she moaned in pleasure as they changed positions.
"Too much?" he asked breathlessly, his voice a deep, guttural rumble. He slowed his pace, his hands loosening their grip on her hair.
"Too perfect."
His breath hitched at her words, a mixture of surprise and pride flooding through him. "Really?" he asked, his voice betraying a hint of vulnerability.
"Don't stop..."
"I won't," he promised, his voice determined. "I won't stop until you're completely satisfied."
But soon he felt a familiar stirring within him, the pressure building again, but he fought against it, trying to hold on for her sake.
He quickly pushed her on the bed and started making her feel good with his tongue and fingers.
"Why did you...stop with that?"
"I just...I just need a moment," he panted between licks. "It's...it's too intense."
He looked into her eyes as he started, his expression a mix of desire and determination. His lips and tongue moved against her.
Karen held his hair tight and pushed him lower and lower.
He took her sighs as a sign that he was doing something right that pleased her. It drove him on, it made him do more. He continued, his every move fueled by the desire to give her pleasure.
"I...Olly..." she gasped.
"Yes?" he asked, his voice barely above a whisper. He looked up at her, his eyes dark with desire. "Tell me what you want."
She pulled him close and kissed him passionately. "Fuck me..."
You want me to..." he whispered against her lips.
"I need your dick."
Even though he was sweating nervously, he quickly got into her again. He moaned loudly and she with him.
He fucked her as much and as hard as he could.
"Olly!" she gripped his legs tightly around his waist and trembled.
"Gods," he gritted out, his control fraying at the edges. He moved in a rhythm, each stroke driving him deeper into her.
"Oliver!" she cried out again and forced him to stop.
He froze, his body tense with unmet need, but his mind focused solely on her. "What is it?" he asked.
He looked confused, his mind still foggy from the heat of the moment. "What do you mean?" he asked, trying to catch his breath.
She laughed. "You really know nothing about women."
Olly felt a mix of embarrassment and confusion. He was a man who prided himself on knowing things, on having control, and yet here he was, completely out of his depth. "Apparently not," he muttered,
his cheeks growing warm.
She then motioned for him to move against her again.
She smiled warmly, her eyes full of understanding. "It's okay," she assured him. "You can enjoy yourself too, you know."
Her words were like a switch being flipped. Suddenly, his reservations faded, replaced by a growing need to let loose, to feel pleasure without guilt.
He let her words wash over him, his movements becoming more confident, more natural. He allowed himself to get lost in the rhythm, in the sensations.
"Karen!" he gasped her name. He clutched at her, his body thrumming with the aftermath of his release, his thoughts a tangle of emotions of relief, pleasure, and something deeper, something he hadn't quite recognize yet.
He lay there, feeling raw, exposed, but also inexplicably lighter, as if a weight had been lifted off his shoulders.
He turned to look at her, his eyes full of so many things he couldn't put into words. "I...that was..." He didn't know how to finish, his mind still in a daze.
"I was nice," she smiled.
He laughed, a rough, breathless sound. "Nice" didn't begin to describe it. It was intense, mind-blowing, overwhelming...but it was more than that. It was a connection, a moment of intimacy and vulnerability that he'd never experienced before.
"Did you like it? Was it good?" he asked.
Karen sighed. "Do you always have to make sure?"
"I want feedback.."
"You weren't that bad for a virgin."
He flushed, both embarrassed and pleased by her words. "I'll take that as a compliment, I guess," he murmured, a small smile playing at the corners of his lips.
"In time you won't even remember it and you'll do it naturally," she assured him.
It was strange how his older and more experienced colleague showed him sex.
"In no time you'll be as good at it as you are at writing articles."
He chuckled, a hint of his usual confidence returning. "Oh, you're saying I'm going to be the greatest lover in the world?" he teased, his eyes sparkling with humor.
He laid her down on the bed again.
"I didn't say that," she laughed.
"But you implied it," he retorted, a smug grin on his face. "You have faith in my...abilities, I see."
"Just trust yourself a bit."
He laughed, the sound a mixture of amusement and disbelief. "Trust myself? When it comes to this stuff, I'm a complete novice."
"Then you can retake it tonight again."
He stared at her for a moment before bursting into laughter. "A retake? You want me to practice even more?"
"And you don't want to?" she laughed again.
"I didn't say that," he muttered, his voice low and gravelly. "But you're going to drive me insane, you know that, right?"