An Uptight Girl Learns to Relax - Part 1

Imagine if she was your girlfriend. Imagine if your friend did this to you. You might just love it.

---

Ian wasn't listening to the conversation. He'd lost interest the moment the subject turned to politics. Instead, he'd turned his attention to Julia, the newest addition to their friend group. She was dating Mark, a thoroughly boring man that Ian had never especially cared for. He was part of the group, though, and on this particular night he was hosting their little get together.

From the moment they'd met, Julia had struck Ian as the most uptight woman he'd ever met. Her hair was pulled back into a ponytail and for the life of him he couldn't spot a single stray. Her skirt - which ended just above her knees - was entirely free of wrinkles. Her blouse - buttoned all the way up to her neck - was equally perfect-looking and she'd paired it with an unbuttoned cardigan that somehow never fell out of place.

Julia's lips always seemed to be pursed and her eyes darted around the room as if she was hunting for anything that might have gotten out of place. Ian wondered if she suffered from a mild case of OCD or if a cellist – she played for the most prestigious orchestra in the city - needed to be particularly finicky about small details to be good at their job.

As everyone else talked politics, Ian decided to conduct a small experiment. He leaned forward and set his drink on the coffee table without the use of a coaster. He leaned back and watched as Julia's gaze focused on his glass. Her lips pursed even tighter than he'd seen all night and her knuckles turned white as she gripped her glass with greater force.

Ian expected an outburst, but instead Julia gracefully removed a coaster from the side table against the couch and slipped it under his drink without drawing anyone's attention.

"Oh, shit, I'm sorry," he said quietly.

Julia shot him a disapproving look as she took her seat next to Mark. Ian picked up his drink and took a sip as he studied her. She had remarkable posture and he was certain that she hadn't leaned back once all night. He was equally certain he hadn't sat up straight once all night. Perhaps that was why Julia fascinated him. She was, in many ways, his opposite.

Though he shouldn't have done so, Ian couldn't help but wonder what Julia was like in bed. How could such an uptight woman loosen up enough to enjoy a good fucking? Was she the type that would only fuck in missionary and only with the lights out? Perhaps the opposite was true, though. Perhaps she was absolutely wild in bed because that was the only time in her life she could actually relax.

Ian was tempted to push things and set his glass directly on the coffee table again, but that was too obvious and he wasn't especially interested in being annoying in front of his friends. He was fascinated with her, though, so when Julia retired to the kitchen to refill people's drinks, Ian followed.

"Can I help?" he asked.

Julia yelped and jumped.

"Is everything okay?" Mark called out from the living room.

"Yeah. I surprised your girlfriend. That's all. We're good." Ian turned to Julia and said, "Sorry about that. I didn't mean to scare you. And sorry about the coffee table thing."

The tightness in her shoulders dissipated. "It's okay." She adjusted her glasses and glanced at the floor for a moment before rushing to the refrigerator.

"Do I make you uncomfortable?" he asked.

"No, not at all," she replied. "I'm just this way."

Julia pulled a bottle of white wine from the fridge and grabbed a handful of ice cubes from the freezer. She struggled to remove the cork from the bottle and Ian saw the frustration on her face.

He stepped closer, reached out, and put his hand over hers. She stopped and shot a look at him. He should have pulled his hand away, but he didn't it.

"Let me help," he said.

He was a good six inches taller than Julia and she had to stare up at him when he was that close. She seemed flustered, but that could have been because she'd been defeated by a cork.

She released the bottle from her grasp, though, and Ian easily pulled the cork free. He reached past her and filled two glasses with white wine. His body lightly touched hers while he did so and Ian felt her tense up. He probably should have stepped back, but he didn't.

Ian twisted the bottle as he finished the pour, set it on the counter, and stepped back. Julia took a deep breath, grabbed both glasses, and walked past him without saying a word.

To his surprise, she returned to the kitchen in almost no time. She looked frustrated, though.

"Everything okay?"

"I hate politics."

He smiled. "That might be one of the few things we share in common."

For the first time that night, Julia flashed a smile. It was brief - a blink and you miss it kind of thing - but it was there.

"Can you pass me a wine glass?" he asked.

She nodded and he reached into the freezer for a few ice cubes. Ian didn't like white wine, but he was going to have a glass.

"Maybe get one for yourself," he added.

To his surprise, Julia did. He dropped the ice cubes into the glasses and reached for the bottle. This time, though, she grabbed his wrist to stop him. Her grip was firm - though he shouldn't have been surprised that such an uptight woman had such a tight grip - and he happily let her pour the wine. She emptied the bottle in doing so and set it on the counter before passing him a glass.

"So, how did you and Mark meet?"

"A mutual friend from the orchestra introduced us."

It seemed like she wasn't going to elaborate, so Ian sipped his wine and tried to come up with another question. "How badly did you want to yell at me for putting my glass down on the coffee table?"

Her look felt like it could bore a hole through his skull. "I wondered if you did that on purpose."

"Why would you wonder that?"

"Because I'm pretty sure you're an asshole."

She was feistier than he'd expected. Also more observant. "You might be right about that."

They both drank as they held each other's gazes. It was an experience unlike any other for Ian, which is why he had no interest in walking away.

In the spirit of being an asshole, Ian asked, "My guess is that you fuck with the lights out and I'm almost equally certain that you're a missionary only kind of girl. Am I right about that?"

He couldn't read her face. "Mark doesn't like you, you know."

"And I don't like him," Ian replied. "He's boring. Impossibly boring. I suppose the missionary only might be his choice. I'm not sure he'd know what to do if a woman wanted to fuck in another position."

The conversation in the living room had gotten louder, as tends to happen when politics comes up. Julia didn't seem to notice, though. Ian had clearly gotten under her skin. It's what he'd wanted, though he felt bad about it as he watched her blood pressure go up.

"Mark is very good in bed, I'll have you know," she said.

Ian laughed. "I refuse to believe that."

"Fuck you," she shot back.

Julia spun around and rested her hands on the counter. Ian watched her shoulders rise and fall like she was engaging in some sort of breathing exercise. When she spun around once more she seemed calm and collected.

"I apologize for saying that. You're an asshole, but I shouldn't have talked to you like that."

She picked up her glass and walked past him. Ian wasn't sure why, but he was possessed by a strong desire to fuck her. He wouldn't, of course - his friends would stop talking to him if he did - but he felt it and he was both confused and a little delighted by his sudden and surprising desire.

---

Ian rarely ran into his friends out and about in the world. In a city of nearly ten million people, the odds were low. That's why it was such a surprise to run into Julia on a beautiful spring afternoon. He hadn't seen her in the three weeks since their kitchen confrontation, though he'd certainly thought about her.

She was dressed in jeans, a pair of black flats, and a yellow blouse with the very top button left undone, much to his surprise. Her hair was pulled back into the tightest ponytail known to man and looked immaculate, as it always seemed to.

Ian had a coffee in his hand - he'd just popped into a bodega - when he stopped at the sight of her. "Julia?"

She turned and stopped in her tracks. Her face betrayed her distaste for him. "Ian."

"You look beautiful," he said, in part because it was true and in part because for some reason he wanted to be inappropriate with her.

To his surprise, Julia reached up and brushed a nonexistent hair behind her ear. Then her face tightened and she pursed her lips. "You shouldn't say that kind of thing to your friend's girlfriend."

"You know, Mark and I wouldn't be friends if he wasn't part of our little group. Like I said, I don't really like him, so I suppose I don't really give a fuck what he might think about me telling his girlfriend that she looks beautiful, especially when it's true."

Again Julia seemed flattered, though this time she refrained from trying to brush her hair behind her ear.

"What are you doing in my neighborhood?" he asked.

"You live around here?"

Ian gestured to his building - which was just half a block away - and turned back to Julia, who was fiddling with the top button on her blouse. "I do, yeah. I've been in the building for four years now. A two bedroom with a really nice view of the river, actually. Do you want to come up and see it?"

Ian was surprised by the sudden pounding of his heart. He didn't especially like Julia, and yet he wanted her to accept his invitation. As each second ticked by it felt more likely that they would end up in his apartment. That wasn't necessarily a good thing, though. Ian would lose his friends if he fucked Mark's girlfriend. He absolutely would. And yet, he couldn't help but want to do so. He wasn't even sure why. He just wanted it.

"You can't tell Mark," Julia said.

"I wouldn't dream of telling him."

She smiled for a split second. "Then yes, I'd like to see your apartment."

They turned and walked together towards his building. Ian nodded at the door man as they strolled through the lobby. He waved his keycard in front of the elevator and pushed the button. The door opened and they stepped inside.

As soon as the doors closed Julia said, "I'm not sure about this."

Ian set his coffee down, closed the distance between them, and kissed her. She melted into his body. Her mouth opened. His tongue went on an adventure and found hers more than happy to engage in an erotic battle.

"Yes, you are sure," he said as their bodies remained tightly pressed together. "Just like I'm sure."

The doors opened and Ian left his coffee on the floor. He took her hand and led her down the hallway. They were in his apartment soon after and Ian kissed Julia again.

He spun her around and pulled her blouse from her jeans. He kissed her neck and ran his hands under the yellow blouse. His fingers found her surprisingly taut stomach and worked their way to her breasts. He gripped them hard through her bra and she moaned.

"Can we go to your bedroom?" she asked.

"No," he answered before unbuttoning her blouse and tossing it aside.

He slipped a hand into one of her bra cups and grasped her bare, perky tit aggressively. He was being too aggressive, in fact, but Julia responded with a moan. He kissed her neck and sucked hard on the flesh. She gasped and his hand moved to her other bra cup to roughly play with her soft, perky flesh.

"Please, can we go to your bedroom?" she asked.

"No," he answered again. "I don't fuck like Mark and you don't get to fuck in the dark if you want me."

She walked away and spun around. Her chest was flushed red with desire. So were her cheeks. She looked distressed, though.

"I was right, wasn't I? You fuck with the lights off. You fuck in missionary. That's the only way you fuck."

Julia nodded.

"Take your bra off," Ian instructed. "I want to see your tits."

Her hands remained at her sides.

"Do it, Julia."

She reached back. She looked away from him. She unhooked her bra but covered her breasts with her arm before tossing it aside.

"I want to see your tits, Julia. Show them to me right now."

Her arm fell to her side. She wasn't looking at him though. It seemed like she couldn't.

"They're perfect," he said.

Her head snapped towards him. "Really?"

Ian closed the distance between them and picked her up. She squealed in delighted surprise and wrapped her legs around him. They kissed as Ian walked into his living room and sat on his couch with her in his lap.

"That was really sexy," she said.

They kissed again as Ian's hand ran up her back and into her hair. He grabbed a fistful of it, pulled back, and then leaned down and took one of her nipples in his mouth. Julia reacted like she'd never had her tits sucked on. At first she seemed surprise. Then, almost immediately she moaned and put a hand around the back of Ian's neck.

"Oh, fuck, that feels so good!"

After tending to both her tits - and producing a wild series of beautiful moans - Ian set Julia on the couch next to him and stood. He took off his shirt and kicked off his shoes. She stared up at him with hunger in her eyes, though she also draped her arm over her bare breasts once more.

"Stand up," he said.

Julia stood.

"Take my cock out."

She looked down and her delicate fingers found his zipper. Julia slowly lowered it as he lifted her chin until she was staring up at him.

"Do you suck Mark's cock?"

She shook her head.

"Why not?"

"I...I don't know. It...it scares me."

He kissed her softly as she reached into his jeans. "You're going to suck my cock, Julia. You're going to get on your knees and take my dick into your mouth. You're going to make me feel good. You're going to show me that you want me to fuck you the way you deserve to be fucked."

She seemed to melt down to her knees. She unbuttoned his jeans and they fell to the floor. His underwear followed. His cock popped free and her eyes went wide.

"Mark's not very big, is he?"

She shook her head.

"Does it scare you?"

"A little."

"Pleasure me, Julia. Take me in your mouth. Suck my cock."

She hesitated, but not for long. She seemed impossibly nervous, but Julia took Ian's cock in her mouth. She wasn't especially good at giving head, but she tried and Ian was so turned on that her technique didn't really matter. It was the rush of getting his friend's girlfriend to suck his dick that really thrilled Ian.

"That's it," he said. "This is how you show a man that you appreciate him, Julia. You get on your knees and you suck his dick."

She moaned and the vibrations sent gentle waves of pleasure down his shaft.

"Suck my balls, Julia."

She pulled back and looked up at him. "I've never done that before."

"There's a first time for everything."

Julia lifted his cock and stared at his balls. Ian knew that sucking them was unpleasant. They were hairy and they probably smelled a bit off. That was the point of sucking them, though. It was an act of kindness. A gift to show a man that you wanted to make him feel good.

"Take them in your mouth. Suck them. Suck my balls."

She did so.

"Stroke my cock."

Julia's fingers tightened around his shaft and she stroked him while sucking his balls.

"Now moan for me, Julia. Moan while you suck my balls and stroke my fat cock."

She moaned just like he wanted. She closed her eyes while doing it. Ian knew she was turned on and he suspected that she was enjoying herself, but it didn't much matter in that moment because he felt fucking good.

"Stand up," he said.

Julia stood and Ian kissed her. He unbuttoned her jeans while doing so. He lowered them over her hips and did the same with her panties. His fingers found their way into her pussy and she moaned. He pushed his tongue deep into her mouth and she took it and sucked on it. She was putty in his hands. He could do as he pleased with her. He was almost certainly doing things she'd never done before and he could feel the uptight girl melting away as Julia got more turned on.

Ian pulled his fingers from her pussy and held them in front of Julia's lips. He didn't say a word. He wanted to see what she'd do. To his surprise and delight, she sucked on his fingers. She closed her eyes while doing so, but she sucked on them, swirling her tongue around and letting herself sink just a little deeper into the new parts of herself she was busy discovering.

At his instruction, Julia got fully naked. Ian grabbed her ponytail and led her towards the window with a view of the river. He stepped behind Julia and placed her hands on the glass. He pressed on her lower back until she'd arched it a little. He then rubbed the head of his cock over her pussy lips.

"You need to use a condom," she said.

"No I don't. You're on the pill. I'm clean. I don't need to use a condom."

Ian pushed inside her. Julia sucked in a sharp breath.

"Oh, fuck," she said.

"I'm right, aren't I? You're on the pill?"

"Yes."

"And I was tested a week ago. I'm clean. I'm going to take you bareback. I'm going to cum inside you."

Julia's legs trembled and Ian put an arm around her so she wouldn't topple to the floor. She was turned on. That much was obvious. She wanted him to take her.

"Does Mark fuck you from behind?" he asked.

"No, never."

"Has anyone fucked you from behind?"

"No."

Ian ran a hand up her back and grabbed her ponytail. He pulled hard before thrusting inside her a handful of times.

"Your cunt is tight, Julia."

She moaned.

"I like a nice, tight cunt. I like to stretch it out with my cock."

He smacked her ass and began to fuck her. She moaned. She gasped. She pressed her hands against the window.

"Does it feel good?" he asked.

"Yes!"

Ian fucked her harder. "Does it feel better than when Mark fucks you?"

"Yes! Much better. It’s so much better!"

Ian was not a good friend. He didn't care, though. He was lost in just as much arousal and pleasure as Julia was. In that moment nothing mattered other than cumming inside her, than claiming the pleasure he craved.

While fucking her, Ian reached around to rub her clit. He felt Julia's legs tremble. She moaned louder. The window in front of her was fogging up thanks to her heavy breathing.

"Do you want my cum in your cunt?" he asked.

"Yes!" she screamed.

Ian felt her orgasm approaching. It was the intense way her legs trembled. It was the way her fingers bent fruitlessly to try and grip the window. He buried his dick inside her and came. He rubbed her clit until an orgasm washed over her. Then he wrapped his arm around Julia to hold her up while they both climaxed.

Afterwards, Ian pulled out and his cum spilled onto the hardwood floor. He laughed at the sheer volume of it.

"I should clean that up," she said.

"You should put on your panties and come sit on the couch with me," he replied.

Julia did as he desired and soon they were sitting in their underwear on his couch. She was cuddled close to him and he was running his fingers through her blonde hair.

"You can't tell Mark about this," she said.

"I won't. I promise. I'm not a good guy, Julia, but I'm not as big an asshole as you might think I am."

She looked up at him. "I know. I might be a bigger asshole than you. I just cheated on my boyfriend, after all, and I did it unprotected."

Ian caressed her face and kissed her. To his delight, Julia was more than happy to receive the kiss and she even parted her lips to allow for a bit of tongue.

"I'd like to do this again," Ian said.

Julia looked away, though she remained cuddled tightly with him. "I would too. I don't know if I can, though."

Ian directed her gaze to his. "Does Mark eat your pussy?"

She nodded. "A little."

"I want you to go see him after you leave here. I want you to insist that he go down on you. I want you to insist that he spend a fair bit of time between your legs."

"You're not a good friend, Ian."

"No, I'm not. Not to Mark."

"And if I don't do that?"

"Then I won't fuck you again."

Julia studied his face for quite some time. "How will you know if I make him eat my pussy?"

"I have a feeling that you're a very bad liar, Julia. That's a good quality, but I'm pretty sure I'll know if you're lying when you tell me if you made him do it or not."

Then, to his surprise, Julia slipped her hand into his boxers and stroked his cock. "What if I want you to fuck me again right now?"

"No more sex for you until Mark has eaten your messy pussy."

She squeezed his dick hard enough for it to hurt and then pulled her hand free from his boxers. "I don't know if I can do that to him."

"You can and you will. You'll probably cum harder than Mark has ever made you cum, too. Then you'll text me. You'll tell me you want to get fucked again. I'll tell you that I'll be in touch later in the week. You'll probably beg for me to fuck you sooner, but I won't. I'll make you wait. I'll make you desperate for it. Then I'll fuck you good, Julia. I'll make you forget Mark's name."

Ian could see she was turned on. He was turned on, too, and he actually wanted to fuck her again in that moment. He refrained, though, as it was going to be a great deal more fun to tease her.

"You're such an asshole," she said.

"I know, and you're going to be my slut. Just you wait."

She smacked his crotch and got up. She got dressed quickly. She left without saying goodbye. Ian was worried he'd pushed things a little too far.

Three hours later he got a text. Julia had made Mark go down on her. He'd made her cum and it had, in fact, been the best orgasm he'd ever given her. They'd even done it with the lights on.

"Do you want me to fuck you again?" Ian replied.

"Yes."

"Good. I'll be in touch sometime this week. Feel free to beg, though. It will turn me on and if you get me turned on enough I might just fuck you sooner than I'd planned."

"You're such an asshole," she replied.

Ian smiled and tossed his phone aside. He was an asshole. There was no doubt about that. He was going to have a great deal of fun being an asshole, though, and he was okay with that.