My Brother's Keeper Ch. 04

The anxiety felt overwhelming. Everything had gone well, she obeyed just as Jesse had wanted, but why had he left so suddenly? Kaitlyn wasn't under any impression that he felt anything for her, but she had expected something more than I have shit to do.

The previous weekend saw Kaitlyn left alone: her parents and brother spending the weekend away while Oliver had interviews for his post-graduate studies. She had initially planned on studying and focusing on getting Jesse out of her mind, but with a simple text message, her plans were thrown into disarray. Their deal had taken a rocky turn: where it had started as a means to protect her brother from his bully, it had led to her on all fours, naked on her brother's bed, covered in the warm, sticky seed of Jesse. Deep down, Kaitlyn knew she should feel disgusted with herself, regretful even... but why did she only feel disappointed?

The sex had been incredible. It was rough, hard, with no care or love involved; something Kaitlyn was not used to by any means. But it was passionate, raw, and electrifying. Even if she had no feelings for Jesse, it had been such an intense experience that there was no way she could regret it. Of course, a voice whispered to her saying 'How could you betray Oliver? Your brother would be humiliated if he ever found out!' but at some point, Kaitlyn knew she couldn't worry about her brother's feelings. The ends don't always justify the means, but she knew that this was the right way to protect him. What concerned her though, was how Jesse had responded.

Both Kaitlyn and Jesse had given into their carnal pleasure, simply using each other's bodies for their own gratification. But when things had finished... he simply left. It was a sudden, jarring experience, and one that had left Kaitlyn reeling. Had he mocked her, teased her, or even made a snide remark disparaging Oliver she would have felt more at ease than the simple nothingness of his actions. Did she do something wrong? The feeling of not measuring up left a sour taste in her mouth, and before their last meeting all that she could focus on was the ever-building need for release, it was now a build-up of anger. Kaitlyn needed answers but had no idea how to go about getting them.

"Katie! Are you even listening to me?" Oliver snapped, gently shaking Kaitlyn's arm. Jumping in surprise, she came crashing back to reality, walking through the winding halls of the Britannia University Campus.

"Hm? Oh! Sorry Ollie, what'd you say?" she asked, rubbing her eyes with the back of her hand in an attempt to focus. Oliver sighed exasperatedly, before giving his sister a soft laugh.

"I was saying that you've been spacing out like this all week. I'm starting to get worried," he said, putting an arm around her shoulder and squeezing reassuringly. "You might be pushing yourself too hard."

"Yeah I've just been going like crazy," Kaitlyn replied, nodding in agreement. "Sorry for worrying you, but the party tonight will be a great way to relax! You're coming right?"

"I don't know... your Sorority parties aren't really my thing," Oliver replied sheepishly, his eyes dropping to his feet as the pair continued to walk.

"Well, if you're not going to go, I'm not going to go," Kaitlyn said matter-of-factly, turning to give her brother a reassuring smile. "I think if you gave it a chance you'd enjoy yourself. We can go for a couple of hours, have a few drinks, mingle and then go home. How does that sound?"

"Will it really only be a couple of hours though? Or will you go off with your friends and leave me alone?" Olver said, a tinge of sarcasm in his voice as he raised a disbelieving eyebrow.

"I won't leave you all alone, Ollie," Kaitlyn said with a tone of finality. "You know some of the girls and they're looking forward to seeing you too. You wouldn't want to let them down, would you? I told them about your interviews and they're excited to celebrate with you!"

As the words left her mouth, Oliver's face turned a deep crimson. He had never been popular with women, yet Kaitlyn's sorority sisters all saw him as their own brother. They teased him just as she would, and treated him as if he were family: a fact that he hated. They were all beautiful and popular; belonging to a crowd that he had never been a part of, and the thought he might be able to join was a terrifying one.

"Alright, fine. If it means you'll stop bugging me about it," Oliver laughed, holding his hands up in mock surrender.

"Good! You should know by now you can't beat me when I set my mind to something," Kaitlyn chuckled mischievously before pulling out her phone to check the time. "I promised Mel that I would meet her at the house to get ready and set up. The party officially kicks off at around eight, but you can swing by anytime after seven."

"Okay, I'll see you then!" Oliver said, sounding more upbeat. The twins gave each other a quick goodbye, before going their separate ways. Kaitlyn made her way through the University campus towards Greek Row: the main street that was the home to all of the Fraternities and Sororities on campus. Her sorority, Theta Lambda, was towards the entrance of Greek Row, only three houses down, and even in the early afternoon, it was abuzz with activity. However, as she approached the property, Kaitlyn was stopped by the calling of a familiar voice.

"Hey Katie, hold up a second," Jesse's voice called out, as he jogged up behind her. Kaitlyn turned around, her heart beating in her chest. After so many days of wondering, tearing herself to pieces over how things had ended between them, here he was: the only person in the world who could give her answers.

"Oh... hey," Kaitlyn said, trying to remain aloof. Of course, she felt a sense of urgency: it would be disastrous if anyone who knew her or Oliver saw the pair speaking. "Sorry I'm in a bit of a hurry-"

"Don't worry, this won't take long," he said looking over her shoulder towards the Sorority house. "I wanted to let you know that a few of us are planning on stopping by the party tonight. It's Louis's birthday and he just started dating Nadia..."

"Ugh, of course, Nadia would date someone from Sigma Sigma Omega," Kaitlyn laughed, shaking her head exasperatedly. "Okay so, why are you telling me?"

"Because I didn't want you to have a surprise that'd ruin your night," Jesse said, frowning at her. "That, and because-"

"You want to do our next hookup?" she asked, placing a hand on her hip and glaring at him. "You just wanted to let me know, so that I'd be at your beck and call?"

Jesse's frown immediately turned into fake outrage, every muscle in his face working to not grin. "Who, me? I'm not that predictable, but now that you mention it... it is a great opportunity, isn't it?"

Kaitlyn rolled her eyes in response, but suddenly fear gripped her stomach. Oliver would be attending the party and if Jesse was planning on asking for her next payment to protect him, they would be in a precarious position. The pair had hooked up in a public place before and were almost caught, but doing it in a house full of her Sorority sisters, various frat boys who knew them both, and Oliver who was expecting to spend time with her, there was no way they wouldn't get caught.

"Jesse, we really can't do it tonight," Kaitlyn replied hesitantly, shaking her head. "I know that you're probably not going to take no for an answer and will want to push me but Oliver is coming-"

"Ollie is coming to the party? Perfect! It'll be nice catching up, I haven't talked to him in so long," Jesse said, smirking at Kaitlyn. That was all that needed to be said; it was as if he spelled it out for her, 'Do you want our deal or not?' With a sigh, Kaitlyn rubbed her eyes in frustration.

"Can we please do this another time?" she pleaded, looking back over her shoulder to make sure nobody was watching.

"Katie, relax. I know you're concerned about people catching us but it'll be fine," Jesse replied firmly, gesturing towards the house. "Here's what we'll do. We'll wait until everyone is nice and drunk, then we'll sneak off. That's the end of it. I'll see you tonight, alright?"

"Alright," she replied, sighing in defeat. "Just... you're not telling anyone about this, right?"

"Of course not, I'm not a total asshole," Jesse said, looking genuinely shocked at the suggestion. "I don't care about other people knowing, this is just between us. Now, I need to get back to the house to get ready for the party and do some pre-drinking. You're welcome to join."

Even though Kaitlyn knew she shouldn't believe Jesse, something in his words set her mind at ease. Perhaps it was because of that first day after she gave him a handjob where his friends seemed confused, or how he had continued to uphold his end of the deal. Although she was still confused by his actions after their last meeting, he seemed to be considerate towards her.

"I appreciate the offer, but I can't. I need to help the girls decorate," she said, turning back towards the house, giving him a small wave. "See you later, I guess."

"See you there," Jesse replied, before continuing down the street towards his own fraternity house. The moment Kaitlyn stepped inside the bustling house, she immediately pulled out her cell phone to text Oliver.

Kaitlyn: Hey, Ollie! I'm sorry if I was pressuring you into coming tonight

Kaitlyn: I know you don't like parties, and we'd understand if you wanted to stay home. No pressure, okay?

As she hit send, Kaitlyn bit her lip anxiously. It was clear that Jesse wasn't going to give her a reprieve for one night, and Oliver expected her to stay by his side. A couple of hours, a few drinks, and then they were supposed to leave; that was the deal they had agreed to. But now she had to balance managing her brother, as well as his bully. Not to mention if they crossed paths during the night one of two things could happen: Jesse would stay true to his word but Oliver would be scared off and Kaitlyn would need to leave, or Jesse in trying to hide their arrangement would talk to Oliver, and she would need to leave anyways. Oliver wanting to leave was far from the worst outcome of the night, especially if it meant she had an excuse to not see Jesse.

But she knew deep down she wanted to see him again. When he had come to her house and fucked her, it had been an incredible experience; rough and passionate, but she still felt dissatisfied by how it ended. If he fucked her again tonight, would he simply toss her aside for another week until he became bored and needed someone to make him cum?

While Kaitlyn was lost in her thoughts, her phone buzzed with a response from Oliver.

Oliver: Hey! Don't be sorry, you're right. I think we could both use a night to relax. I'll be there :)

Kaitlyn frowned at the response, it certainly wasn't what she had hoped he would reply. She was proud of her brother for stepping out of his comfort zone. The past few weeks where he had not been bullied and from his successful grad-school interview, she had seen him start to grow. It was the type of growth most students found when they left high school and came to post-secondary, where they discover who they are and who they want to be. It may have taken some time, but Kaitlyn had finally found a way to help her brother grow past the shy, bullied kid he had been.

With a sigh, Kaitlyn had to consider her options. If she pushed too hard for Oliver to stay home, he could become offended. Worse, he might become suspicious. She couldn't ruin all of the work he had put into himself because she was anxious about being caught, and she knew that if it came down to it, she could simply leave with her brother.

Kaitlyn: Sounds good, can't wait!

Pocketing her phone, Kaitlyn couldn't help but think that she had sealed her fate. When the party began, she would need to stay on her toes.

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The evening came in a flash. Hours of decorating, putting up signs signaling where the guests could and could not go, and finishing off with getting hurriedly dressed didn't leave Kaitlyn much time to think or worry. That voice continued to whisper in the back of her mind, outlining all of the ways the night could go wrong, but she knew it was best to simply ignore it.

For the party, she wore a simple navy blue top and grey skirt, her black hair lightly curled. Normally Kaitlyn didn't like wearing outfits without pockets, but she wanted to make an impression, even if that meant having to carry her phone with her all night. By the time she came downstairs, it was nearly nine o'clock and the party was in full swing. Students ranging from freshmen to others in Kaitlyn's senior class were dancing, drinking, laughing, and enjoying the music as it blared through the house. The lights were dim and it was difficult to see anything or anyone, but she knew that somewhere inside the party both Oliver and Jesse were waiting for her. Kaitlyn made her way to the kitchen first to get a drink, where the room was crowded with others looking to do the same. However, towards the far end of the room, Oliver stood with her friends Mel and Veronica.

"Hey, sorry I took so long!" Kaitlyn said cheerfully as she joined the trio, grabbing a drink with her one free hand as she went by the keg.

"It's alright! I told Ollie that you were trying to make yourself look pretty for all of the frat guys here," Mel giggled, pushing Oliver's shoulder playfully. Her brother rolled his eyes sarcastically before shaking his head.

"Ha. Ha. Hilarious, I love thinking about my sister dating," Oliver said with a chuckle. "Then again, that'd require you to do something other than studying."

"You're one to talk," Kaitlyn replied, taking a long sip of her drink with a playful smirk. "But you're right, I'm too busy to date."

"Then who'd you dress up for?" Veronica asked, gesturing to Kaitlyn's outfit. "You look hot, don't tell us you did all of that work just for fun."

"What's wrong with wanting to dress up for myself? I needed a night off too and wanted to do something special," Kaitlyn replied defensively. She had dressed up for another reason, and that reason was pushing his way through the kitchen to grab a drink. Jesse made his way past the group, his eyes falling on Kaitlyn with a devilish glint behind them, before grabbing a drink and turning to chat with another group of girls, much to Kaitlyn's displeasure.

"Ugh, who invited Sigma Sigma Omega?" Mel grumbled into her drink, her eyes remaining locked on the back of Jesse's head.

"Nadia, apparently she's dating one of the guys, and it's his birthday," Veronica replied, turning her attention to Oliver. "You okay Ollie? You look a little pale."

Kaitlyn reached out to stroke Oliver's arm gently and gave him a soft, reassuring smile. Oliver nodded, watching Jesse as well with a mixture of anxiety and confusion on his face.

"Y-yeah... I just haven't had this much to drink in a while, I'll go get some fresh air in a couple of minutes," he replied, giving Veronica a sheepish smile.

"Okay, if you're sure," Veronica said, frowning slightly. Turning her attention back to Kaitlyn, she grinned, returning to their earlier conversation. "So, like I was saying it's not a bad thing you dressed up so nicely. You look good!"

"Thanks, girl!" Kaitlyn said, smiling happily. "I was thinking over the weekend about what I wanted to wear and I'm happy with how it turned out."

"Ah, so that's what you did all weekend when you bailed on us!" Mel laughed, shaking her head exasperatedly. "If I knew that's what you were going to do I could have helped."

"Oh, so it wasn't Mel and Veronica you had over last weekend?" Oliver asked, tilting his head curiously at Kaitlyn. "I thought you said-"

"Yeah I was going to invite people over but I ended up studying instead, I just picked out my clothes when I finished," Kaitlyn laughed nervously, feeling her web of lies starting to come crashing down around her. As she was speaking, her phone began to buzz. When her words trailed off, she looked down at the screen and did what she could to contain her reaction.

Jesse: Meet me downstairs in 5 min

Kaitlyn read the text and immediately felt a heat growing in her stomach, the time had come and she was still with Oliver. She typed a simple response, 'K'.

"I'll be right back guys, just need to use the restroom," Kaitlyn said, gesturing out of the kitchen, and looking at Oliver apologetically. "If you go outside to get some air I'll meet you out there, okay?"

"Alright, just don't take too long," Oliver said with a slight pout before Mel and Veronica gave Kaitlyn a quick goodbye. Kaitlyn turned on her heel to walk out of the kitchen but peered back over her shoulder to ensure that Oliver and the girls weren't watching before she ducked to the side and towards the door heading to the sorority house basement.

The basement itself was off-limit for guests. The sorority used it for meetings and movie nights with the sisters. The massive room had a large, comfortable sectional sofa, a flat-screen TV, and all manner of awards and photographs from the previous year's classes of Theta Lambda. While the basement was off-limits for the party, that didn't mean other sisters wouldn't be in the basement looking for some quiet reprieve from the events of the party, but thankfully as she came downstairs it appeared to be empty.

Kaitlyn's heart began to pound in her chest. At any moment, someone could come downstairs and discover them. Oliver could very well come looking for her, and walk in on whatever she and Jesse were about to do. She couldn't dwell on those fears, however, as she knew that the best thing to do was simply make sure it was done as quickly as she could. But did she want it to be done quickly? When Jesse had come to her house and fucked her on Oliver's bed, it had barely scratched the surface of what her body ached for, and she knew that with some alcohol in her system and with the thrill of being caught, it would be hard to stop once they began.

Finally, Kaitlyn heard the door upstairs open and the sound of footsteps approaching, the party once again being muffled by the door as the newcomer made their way down to the basement. Jesse emerged from the stairwell, his eyes roaming over Kaitlyn's body hungrily.

"Fuck, I was going to try and resist tonight, but you look so sexy," he said, grinning wolfishly at her as he quickly crossed the room towards her. In one swift motion, Jesse pulled Kaitlyn in and began to kiss her passionately, his hands sliding from her waist, around her back, and onto her ass. Squeezing firmly, she jumped in surprise, a soft moan escaping her lips into their kiss. He was as passionate as he was the last time they met, and while her libido fought tooth and nail to take over, Kaitlyn quickly pulled back, her face turning crimson.

"Thanks... just before we do... that, can I ask you a question?" Kaitlyn asked, panting slightly from the forceful kiss. Jesse tilted his head curiously, continuing to hold her body against his before giving her a small nod. "So, the other day I... I really enjoyed myself. I thought you did too, but then you just... left. I wasn't sure if I maybe did something wrong?"

She felt like a fool. Why should she even care if she did something wrong? They weren't dating, this was purely a transactional arrangement. There were no feelings; it was obvious that Jesse saw her as nothing more than a toy to release into or onto, and even though he was Oliver's bully, it was impossible to not feel an attraction to him. Jesse looked surprised at her question, and remained silent for what felt like an eternity; looking at her with incredulity.

"Oh, well..." he began to say, clearing his throat. "I just, don't like to cuddle after sex. It was a surprise when you wanted to, considering I thought you hated me."

The last part of his comment made Kaitlyn feel as though she wanted to curl up in a corner, never to be seen again. She knew that she should hate Jesse, but that hatred was now more directed at how he treated Oliver. Putting that aside, he seemed... tolerable.