Your Brother has to Cum

Unlike most of what I write, this post is quite short. At the moment, it is intended to be a standalone story. However, if it is popular, I may consider adding another chapter in the future. As always, everyone here is over 18.

*****

“Your brother will definitely come!”

Whenever Haley asked for permission to do something fun, her mother had a solution: Your brother has to come. This drove Haley crazy.

Hailey wants to go to the mall with her friends? “Your brother has to come.”

Haley wants to go to the movies with a really cute guy? “Your brother has to come.”

Tonight, when Haley is finally invited to one of Madison Howser’s famously amazing parties? Well, mom has the perfect solution. “Your brother has to come.”

This is so annoying. Hey, Haley is a sophomore in college. Just because she’s stuck at home doesn’t make her a kid. She should be able to go wherever she wants without dragging her weird high school kid brother, Tommy, along. He’s like an anchor with long legs and curly hair.

But that’s why it’s so perfect, you know? Tommy just turned 18, so Haley can’t take him to a bar. Tommy is skinny, shy, and only comfortable in front of a computer screen (or television screen, or movie screen). He’s a total procrastinator at parties. Any other dates? Who takes their little brother on a date?

Hailey loved her brother so much, she really did. They were close when they were younger, and she had no doubt they would be close again. At some point in the distant future. Very far away. But now that she’s in college, she has college friends and she wants to go to college parties.

“But Mumu, there’ll be… I mean, there’ll be people. Tommy’ll just get in your way.”

“You don’t have to take him with you,” Hailey’s mom replied, “you can all stay home. I’m sure Tommy will enjoy spending some time with his sister. What do you think? Would you like to stay home?

“Ah.”

That’s it.

*

Haley pulled her brother out from behind the Xbox and told him he was going to a party. After some arguing, she forced Tommy to at least put on some appropriate clothes – dark slacks and a dark dress shirt. Then she combed her brother’s tangled hair so it looked like it was uncombed, sprayed some cologne on it and was done. It was still a mess, but Haley had to admit her brother was doing a good job of cleaning up.

Hailey chose a little red dress for herself that accentuated her curves just right. It was a gift she received for all her hard work. Hailey spent her summer working two jobs – working hard at the restaurant to earn tips and working out at the gym. For the first time since puberty so casually arrived at her doorstep, Hailey felt proud of her appearance. She tucked her long reddish-blonde hair behind her ears and happily walked down the stairs.

Since Hailey was so cooperative, her mother let her borrow an SUV. By this time, the suburban streets were quiet. There was nothing to do but listen to the road noises, feel the stereo’s hum, and stare at the world going by.

Haley thought she caught her brother staring at her boobs. She was a little embarrassed and blushed, trying to take it as a compliment. She had to admit, the dress was a little revealing. Plus, most of the girls her brother looked at probably had names like .gif or .jpeg. Seeing that in real life might break his mind.

Poor Tommy. You have to work really hard to date a blood relative. Although Haley had to admit that her brother looked cute in the outfit she had picked out for him.

“What are you thinking about, Tommy?” Haley asked, taking her hands off the steering wheel and combing her hair.

“Tom. I’ve told you hundreds of times, please call me Tom. What the hell is this party about? Five desperate college kids playing spin the bottle?”

“No, no! It’s hosted by Madison, a girl I know at work. Her parties are legendary. She has a nice big house with a pool, and her parents stay out all weekend. Madison is the nicest girl I’ve ever met, she knows everyone, so there are probably a lot of nice, nice people there.”

“Is that why we’re going? To hang out with this super popular girl and her airheaded friends?”

“And, umm… maybe it’s because this cute guy will be there and I really want to date him?”

“Hailey! Uh, I knew it.”

“What’s the problem? Taylor is beautiful. And great.”

“He’s probably an idiot,” Tommy said, crossing his arms.

“How dare you say that about your future brother-in-law!”

“Anything. So I thought I’d sit in the corner and let you make out with your mambo. Tommy kept looking out the window, deliberately avoiding his sister’s gaze.”

“There will be lots of sexy college girls there too,” Haley added.

Tommy paused. Deal with it. “How do you know they’re attractive?”

“I’m sure I’m the ugliest girl there,” Haley said.

“I doubt it,” Tommy said, his eyes roaming over Haley in a way siblings shouldn’t, “I don’t think there’s anyone more beautiful than you. In a– ahem– brotherly way, of course.”

He tried to say it in a joking way, but deep inside Hailey couldn’t help but feel that this was what her brother meant. This should have made her nervous, but instead, it made her feel warm inside.

*

Over the two years of college, Haley had been to a lot of parties, but she had never seen anything like this. The house was huge. The music started, deafening. What Haley couldn’t make out, though, was how many people were there. A group of people were drinking on the lawn, dancing in the sidewalk, laughing, screaming and running around like crazy. Like ants on a watermelon, they devour everything around them.

At the front door, a boy Haley didn’t recognize gave her and Tommy each a red Solo cup and sent them on their way. Though it was crowded outside, inside was even worse. Haley had imagined this as a nice house, but right now, it felt like a New York subway car. And it smelled like one, too.

Hayley had to drag Tommy down the hallway. Eventually, they found the kitchen and, most importantly, the alcohol. A girl with long curly hair was mixing drinks at a makeshift table. She smiled and waved, but Hayley barely noticed. Her attention was focused on the small bucket behind the desk and the extremely cute boy standing next to it.

He smiled as soon as he saw her.

“Tyler.” Just saying his name changed the air, and, well, it was appropriate. Taylor is like a Greek god. Tall, with short brown hair. Athletic, but not overly muscular by any means. He’s breathtaking. The fact that he even smiled at her… well, Hayley must have sacrificed the perfect animal to win his favor.

“Hi, Hailes,” Taylor said, then picked up her glass and filled it with beer. Without pausing, she grabbed Tommy’s cup and filled that one as well. Hailey turned and looked at her brother disgruntled, but he was already drunk. Hailey told herself she didn’t care – she was here to be Tyler’s girlfriend, not Tommy’s mom.

“Who is that guy?” Taylor asked, raising her eyebrows.

“Nobody,” Haley said. Even though she saw her brother’s face fall as he spoke, she didn’t pay attention. Her focus was on the college senior standing in front of her. They both went to Rutgers, but Tyler was two years older and far more mature than any guy Haley had ever dated. They met because Haley and Madison both worked at the same Chili’s on Route 22 and Madison introduced them.

They’ve gone on a few group dates – Hailey, Taylor and Madison and whoever the guy of the week was – but it was never serious. He kissed her on the lips once, although Hailey would have been happy to do more. Taylor is actually very sexy, mature and…perfect.

“You should probably say hi to Madison,” Taylor said, still pouring beer into people’s glasses, “She’s behind the pool. I’ll be with like five of you.”

“Okay, let me drop off my brother, and then I’ll…”

Haley looked back, but Tommy was gone. She had a fleeting thought that she wished she could actually talk to someone for once instead of standing in the corner and staring like a creepy pervert. Maybe she’d actually find something tonight, Haley thought hopefully. Then, strangely, she felt a little jealous at the thought. She quickly suppressed the feeling to prevent it from spreading further.

*

The back deck is just as busy as the rest, though there is more breathing room here than inside. The air smelled of alcohol and marijuana mixed with freshly cut grass and chlorine. It had been nighttime a few hours earlier, but the whole area was lit up in almost daylight, making everything feel very otherworldly, unreal.

Hailey had no trouble finding her owner. Madison was sitting alone on a lounge chair, wearing a pink lace tank top and tiny yellow shorts that were probably smaller than Hailey’s panties.

Holding a martini glass in one hand, Madison looked absolutely stunning with her brown hair tied back and oversized yellow sunglasses on her head. In comparison, Hailey feels inferior

– Her red dress was showing off all her curves in the worst way possible.

“You look nice,” Madison told her. Hailey smiled and said thank you, feeling genuinely appreciated. “Did anyone buy you a martini?”

“No, uh,” Haley said.

“That’s just not going to work,” Madison said. She immediately motioned to the other girl who ran over and brought the cutest flamingo pink drinks for Madison and Hailey. Hailey took a sip, it was so sweet. Much better than any crappy old beer. She soon forgot how much she had accomplished.

Tyler soon joined them, and although he made no move, Hailey could tell he only had eyes for her. His temperature was so high it made her whole body melt. Madison is nice too. Hailey only knew this girl through work and could be a bit aloof sometimes. Distant. Rude even.

But at their house, Madison opened up. She told them funny stories about things she did with her friends. Talking about her recent trip to Paris with her family. Her adventures on the yacht. For Hailey, it was like watching a preview of this amazing, almost fantastical new TV show, and then, being hinted that she might get a whole suite for Christmas.

Sitting poolside under the electric lights, Hailey felt everyone in the back watching her, jealous of her proud position of sharing a lounge chair with the sexiest guy there and the beautiful hostess.

But then Haley felt something else. A slight twitch in the back of her head told her that someone was watching her. She turned around and saw her brother standing in the doorway from a distance. Oh god, fuck! Why couldn’t that guy just…ugh! Well, she thought, he can go wherever he wants, as long as it doesn’t bother her.

“Oh, who’s that?” Madison asked. Hailey felt her heart sink. Sure enough, Madison was looking at Tommy.

“Didn’t you come with him, Hulse?” Taylor asked.

“Yes.” He looked down at the ground.

“He’s so cute,” Madison said, “Is he your date?”

Hayley mumbled in reply.

“What is that?”

“Tommy. He’s my brother. My mom told me to get him.”

“Praise God for what he did. He looks delicious,” Madison said, grinning like a predator.

Madison waved at Tommy before Haley could stop her. The puppyish look on his face… oh, Tommy. He sat down in the chair next to Madison, facing Haley. He smiled at her and even squeezed her arm lightly.

Oh my god, man, the body language! Nobody told you to sit down and look at the girl you want to be with?

“So,” Madison began, “Tommy…”

“Tom, actually,” said Tommy, “I like Tom more.”

“Okay, Tom. Haley said you were her brother , but that doesn’t sound right,” Madison said. Her eyes traced Tom’s long, slender body, starting from the top of his curly hair and ending at the tips of his worn black shoes.

Is her brother really that attractive?

Hayley tries to move past her past experiences and see her brother Tommy as the stranger Tom sitting next to her. Sure, Tommy is a goofball with few friends and poor social skills. But Tom was tall and – she could tell to a certain extent – handsome. He had deep green eyes and a broad, square chin on which a beard was beginning to grow. Tommy was a clumsy man, but Tom’s body looked lean and almost sculpted. When does he have time to do that? Or is this the natural transition from teen to adult, losing the baby fat?

Then Haley noticed something. Tom was answering Madison’s questions, but he was mainly looking at her, his sister. Haley recognized the look. It was the same thing she had been giving Taylor all night—a combination of surprise and desire. Hope and hunger.

Is Haley’s brother really…? Well. No, Tommy won’t. Can’t. He looks really cute though. More than just cute…

Ah. Haley put the thought back into her mind, and the whole place was filled with a sense of utterly inappropriate, utterly unacceptable, utterly not feasible.

Instead, Haley forces herself to settle for this tom guy in order to deal with Madison. After all, if Haley can have the sexy Taylor, why can’t her brother have the ever-so-attractive Madison (even Haley herself has to admit it)?

Luckily, the more they talked and the more Madison flirted, the more Tom appreciated her attention. Soon, his attention was completely focused on Madison and Hailey was pretty sure she could see a bulge in his pants. Not that she gets that much attention or anything.

“Ah, it’s hot in here!” Madison said, then patted Tom’s leg, “Come on, Stallion. Let’s go clubbing.”

She stood up and walked quickly toward the water. So far, despite the heat, no one had tried it in the large kidney-shaped pool. The almost sapphire water was motionless, smooth like a freshly cut gemstone.

Madison didn’t even bother taking her clothes off and walked out into the blue like a mermaid. Her head jerked up, her brown hair dark and greasy. Hailey saw Madison’s nipples peeking out of her transparent shirt and felt a little embarrassed for herself. It was scary to be exposed to so many strangers.

Taylor then jumped up, pulled off his shorts, pulled off his shirt and ran towards the water. Hailey saw that he was only wearing white boxer briefs, and her eyes nearly popped out of her head following him. Greek god? Even the gods would admire this young man’s body.

Taylor let out a loud war cry before splashing water, soaking nearby partygoers.

When the water calmed down Madison yelled, “Come on, what happened to you two?”

Tom looked at Haley as if asking for help. Haley shrugged. The siblings silently walked to where the sidewalk met the pool water. Meanwhile, Taylor and Madison jumped around, playing and giggling. Then the two men stopped, fighting in between.

“Fuck, Maddie, that’s so good!” Taylor said. Madison pushed herself on top of him, and neither of them looked too pleased with the experience.

At that point, both Tom and Haley came to the same conclusion: get in the water or risk losing your winnings to someone else.

Tom unbuttoned his shirt and pulled his pants off. He was wearing blue boxer briefs. Hailey couldn’t help but stare. Her brother wasn’t Tyler, but he wasn’t that bad. Tom’s arms and chest had some real definition. His boxers were hinting at…

Hailey immediately focused on her clothes. She quickly lifted the red dress over her head, and she was left standing in only her underwear – a somewhat plain set of pink lace panties and a matching bra.

Hailey looked back at her brother and saw…him stunned. Gaping. Hailey looked down and saw Tyler doing the same thing in the water. It felt like the whole pool was watching her, and she…didn’t mind as much as she thought she would. In fact, she felt a little horny.

“What a figure!” Madison called out from the pool.

“Thanks,” Haley said, then realized Madison was probably talking to her brother. Oops! Before she could embarrass herself further, Haley jumped into the pool. When Tom jumped in, she felt another splash next to her.

Hailey shivered and immediately regretted her decision – the pool was too cold, and she was alone, wearing only her underwear, in front of an unknown number of people, including her own brother. Then two warm hands gently placed themselves on her shoulders, washing away all worries.

Without saying a word, Taylor lifted Hailey off her feet. Then the handsome masculine man carried her – like a husband carries his bride – to the end of the pool, where he could stand up, but she really couldn’t.

For a moment, Haley looked over Tyler’s shoulder and saw Madison and Tom on the other side. She didn’t know what they were doing exactly, but it seemed like they were just talking. Well, it’s okay. Not bad, really.

This allowed her to focus on Tyler. His bronze skin was dripping with water. His pecs were muscular and perfect.

He placed his hands on her naked sides, then without a word he leaned forward and pressed his lips to hers. Hot and rough. Haley felt herself surrounded by his power. Bend the world forward.

They were both nervous at first – clinging to each other. Lock arms, hands and legs. Tyler then slowly moved to Hailey’s breasts and rubbed her sore nipples with his thumbs through her bra. Hailey felt her body go loose.

Liquid. Just like his penis.

Even in the water, Hailey could feel the water dripping from her pussy and Taylor felt more confident exploring her body. Hailey caressed his chest with her free hand. Taylor is such a man. There is no other way to express it. There was an almost animalistic masculinity in him, and Hailey felt almost tamed by his wildness.

He opened his mouth and licked her tongue. He held her close to him. Pushing her against his chest. She felt his hardness poking at her legs. Stiff. Her own mound pressed against it almost instinctively.

Hailey then felt Taylor’s hands slide down her back and start to enter her panties. Hailey’s first thought was a strange sense of embarrassment. It was like he could feel her wetness, knew how excited she was, how shocked she was. Scandal. It wasn’t like his own excitement was clearly clashing with hers.

But then Taylor’s hand slipped, and Hailey felt her body react, and…

“Hey!” Madison yelled from across the pool, “come on in.”

That’s not a suggestion. Before Hailey could catch her breath, Madison climbed out of the pool and quickly dove back in. Taylor immediately followed. Hailey and Tom found themselves abandoned at the edge of the pool, staring at each other. They were both a little confused.

Then Hailey lowered her head and froze. Her brother was still in his boxers, but his cock was already sticking out of the open fly. And not small at all.

Awesome. Hailey wasn’t that experienced – she wasn’t a slut or anything – but she had seen enough cocks in her life to know that her brother’s cock was fucking…

Penis, she corrected herself. The word “cock” came to her mind, but of course little brothers don’t have that word. They have penises. Her brother has a great penis, which is lovely to him but purely academic to her. Yeah. As long as everything stays clinical, she’ll be fine.

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