My Sister's Big Day

This is my first story here, so feedback is more than welcome. Even the bad one.

The story ends with a brother and a sister having sex. Be warned if this is not your thing.

It's a slow build, but I think it's worth it. I wanted to show how these two people end up sharing such a taboo moment. These aren't two people who had been yearning for each other in silence for some time. This is something they'd never considered, but it is developing between them in this one special circumstance. Really, let me know what you think.

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I had already settled in bed with a book which I was a bit too drunk to read when I heard a faint knock on the door that separated our hotel rooms. By the time I reached the door the knocking was getting louder and I could hear my big sister calling for me.

"Hey, Alex, it's me. Are you sleeping already?"

"No, I was just getting dressed," I answered as I opened the door.

She looked me up and down. "Dressed in what? You only have a t-shirt and a pair of boxers on."

"I sleep naked."

"Hm. I did not know that."

"Why would you?"

"Anyway... wooooo!" she exclaimed and raised her hands. She was holding a bottle of champagne and a couple of glasses. "The party's not over yet."

"Are there more people coming?" I asked confused, completely missing the fact that she was also in her sleeping clothes, a baggy t-shirt and a pair of comfy shorts.

"Ok, the party is over. This is the after party. Very exclusive. Just you and me. Come on, let me in," she said as she brushed past me and jumped on my bed.

"Cool, an after party actually sounds great. Let me put some music on". I opened an app on my phone and started a chill playlist while my sister popped open the champagne bottle, followed by another "Wooooo!" and poured the drink in the two glasses.

"To Vulcan Tech," she said as she handed me a glass. "Bottoms up!"

"And to its brilliant founder," I replied. "Bottoms up!" and we both downed our glasses.

Vulcan Tech is a company started a few years ago by my amazing sister. It's called Vulcan Tech because she is a Trekkie nerd. (We both are!) They do some sci-fi robotics stuff that I couldn't even begin to tell you about. Today was a huge day for her as her company had its IPO and it went way better than the most optimistic expectations. The whole company had a huge party at the fanciest club in the city. And, of course, our parents and I were guests of honor. We were flown in first class, our parents from our hometown, me from a city on the other side of the country where I had just finished college. We were set up in fancy rooms at the most luxurious hotel in the city. Our parents had a suite. My sister and I had adjoining rooms, just like we did when we were kids. Even though she lives in the city, she wanted to share the whole experience with us so she got a room for herself as well.

The whole day had been crazy. We went to her office in the morning and we were set up in a conference room with a big TV where we watched a business news channel all morning. We were all so proud of her. For the last couple of months, she had been in all the "30 under 30" lists in all the big media outlets and everyone was raving about her. My big sister, who used to read me bedtime stories, everyone was talking about her. By lunchtime, it was pretty clear that the IPO was a big success, so Andi (that's her name) took us to the hottest restaurant for lunch. Expensive catering was also provided to the whole company. By the time we were back, bottles of champagne had already been opened and there was a New Year's Eve vibe all around the office. Everybody was smiling and kissing and hugging. I expect, apart from validation for their hard work over the last four years, everybody was also gonna be quite rich by the end of the day. At 4 PM, when the stock exchange closed and the share price was almost double what it had started in the morning, my sister gathered everyone, gave a short, but heartfelt speech and let everyone go home to get ready for the party with the express mention that everyone was forbidden to step foot back in the office before Monday morning.

We came back to the hotel, spent a couple of hours in the spa getting massages and being pampered and then headed to the club. The party had an air of elegant debauchery. There was a lot of loud music and dancing, a lot of drinking and quite possibly indulging in other substances, entertainers dressed in skimpy outfits, both male and female, laser shows and what have you and yet everybody was having a genuinely good time without any excess. Even our parents really enjoyed themselves, dancing and clinking glasses with people half their age, although I suspect this was a totally alien experience to them. When they declared that 2 AM was way past their bedtime, I took them back to the hotel and, even though I had intended to come back, the prospect of clean, comfy sheets won the internal debate and I decided against leaving. I was surprised to see Andi back just an hour later, I expected her to stay until the last guest left.

"How come you're back already? I thought the party would be going past dawn."

"I'm beat. I've been working so hard. I'm sleeping through this whole weekend."

"Yeah, I guess the last few months, with the IPO on top of your regular duties weren't easy."

"Months? Try years. I don't think I've had a decent night of sleep since I started this whole thing. Also, I wanted to give the others a few hours to enjoy themselves without worrying that the boss will see them doing something improper."

"You're a good boss, sis."

"And I also wanted to spend some time with you. We've barely seen each other the last four years. Me with the business, you with college. Just a couple of days here and there, at Christmas or mom's birthday. Not nearly enough."

"Hey, it was all worth it. I graduated top 5 in my year. And you really graduated tonight. I mean how successful are you? I can't even wrap my head around it. Those robots you guys are building, that's really some Star Trek shit. When I stepped into your office today, I was half expecting Data to come around the corner."

"Data might still be a few years away," she laughed. "And when I say years, I mean like a couple of centuries."

"I have faith in you, sis. Always have."

"Aww. That's sweet."

"So how rich are you after today? Like Rockefeller rich? Or Crassus rich? Don't tell me it's Mansa Musa rich."

"Hey, let's have another glass of champagne."

"Wow, that was a quick change of subject. Hey, can you spot me rent for a couple of months, till I get a job?" I joked.

"Don't worry, after tomorrow you won't have to think about rent."

"Hey, I was joking. Tell me you know I was joking. I am not taking, nor expecting any money from you."

"Stop being so serious. I know you were joking."

"What's happening tomorrow?"

"Ah, dammit. It was supposed to be a surprise. You, mom and dad are each getting a chunk of my shares. Not a big one, I still retain control, but you get a part of it as well."

"No, I'm not. Mom and dad, yes, totally, they raised you, they put you through college, they've always supported you. But me, I had nothing to do with anything."

"Kid, the only money I want to talk about tonight is how much this champagne cost. This is not proper after party conversation. Now give me your glass."

I gave her my glass and she filled them up.

"To the future of tech. Or tech of the future. I don't know. Bottoms up!"

"To Data," I said. "Bottoms up!" and we both downed our drinks.

"Wooooo!"

"Is this your new catchphrase?" I joked.

"You know, I'm feeling so... zesty. I've got such a great buzz. I've been drinking only champagne the whole night and I feel so... bubbly. Like, literally, like I'm full of bubbles. This is great."

"I had a great time, too. I don't think I danced that much my whole life. And did you see mom and dad? Who'd've thought?"

"Oh, my god. Dad dancing with a finger up from each hand. Woop-Woop!" she imitated his dance moves. We both keeled over laughing.

"And mom with her hands on her hips. I was afraid she was gonna start grinding dad. I do not need the years of therapy that image would induce."

We both fell back on the bed laughing.

My head was starting to spin a little from all the champagne. With how fancy these bottles were, I probably drank a small city's annual budget tonight. I sat up in my bed, with my back against the headboard. I took a pillow and put it behind my back for more comfort. Andi was laying down next to me. She dug her heels into the mattress and slid up and down a couple of times, rubbing her back on the mattress.

"God, I feel so... spunky. I thought this was gonna wear off."

"The champagne? Yeah, it'll probably be gone by tomorrow morning."

"Yeah, not the champagne."

"Ooo, what else?"

"I don't know..."

"Dish, bish!"

"Earlier at the club, I was going to the ladies' room and I turn the corner and there was one of my guys taking a pill. I didn't even think anything, I mean it could've been a cough pill for all I knew. But he had that deer-in-the-headlights look, so I stopped and I raised an eyebrow, you know, gave him a quizzical look. And he goes 'Oh, my god, I swear I only do this on weekends. Never at work' and I still have no idea what he's talking about and I'm like 'Do what?' and he's like 'You know, get high. Please don't fire me. I'll stop, I'll take drug tests, whatever you want. Please don't fire me. This is the best job I've ever had. Please, please, please!' and in my mind I'm half like 'Fuck you, buddy. Why would you think that I'd fire you? When have I acted like that kind of boss? You know, the ones that are all up in your ass,' but I'm also half like 'This is funny, him not knowing what I'm gonna do,' so I tell him 'Give me one,' thinking from now on he's always gonna second guess himself around me and I thought it was funny, so he gave me one and I winked at him and I took it."

"Took what?"

"Fucked if I know," she shrugged and we both burst in laughter.

"I mean I'm not worried, I feel fine, just like extra buzzed. Frisky. And a little bit free. More free than I usually allow myself to be. I like it."

"You're full of surprises, you knucklehead" and I gave her a small push.

"Whoaaa, the seas are angry tonight, captain," she giggled, waving on the mattress in an exaggerated manner after my push.

We sat in silence for a minute.

"You know, talking about surprises," I said, "when we were younger, I never would have expected all this from you."

"Uhm, excuse me?" she said a little bewildered.

"Not you being successful, that's not what I meant. You and robots. Where the hell did that come from? Cause in high school you were the popular girl, leader of the cool kids, prom queen and all. I knew you were gonna do well, just on charisma alone, but you always held back on your smarts. I knew you were smarter than everyone in that town, but you always hid it from everyone else. I thought you were gonna go to college and come out with a degree in like marketing or social media or something. And then, after a year, you pivoted so hard. You moved to MIT and now you're building robots. What? How did that happen?"

"I grew up. I grew up a lot in that year. I was alone and I had a lot of time to think about my life, about what I wanted. When I registered, I expected college to be a breeze. I knew I could graduate on minimal effort. I knew I was smart, it just never was important enough for me, I thought it was just a tool in my box to use when I needed it. But then I tried to picture my future. Work in an office, suck up to an idiot boss, do something that doesn't matter? Or what, become an influencer? Kill me now if those were my options. So, I knew I had to pivot fast, one lost year was enough. I wanted to do something that would leave a mark."

"That was very ambitious."

"At first I thought it was the biggest mistake in my life. MIT was so much harder. For the first time I really had to use my brain. And I wasn't used to it. I had to learn what it means to really learn. And that wasn't even the hardest part."

"What do you mean?"

"Dude, you have no idea how hard it is for a woman in STEM. I had no idea how hard it is. I mean, I read stories from other women who talked about how they were being marginalized and, honestly, I was being a bit of a bitch about it. I always thought, 'oh, shut up, do your work and stop complaining.' And then it happened to me and it was like a ton of bricks fell on my head.

"You don't know what it's like to be the only woman in your class. And be constantly ignored. I mean, not even argued with or rebuffed, just ignored. Four years of people just looking over me to the guy sitting behind me.

"And then every summer, the last one who got accepted for an internship. And after graduation, the last one to get a job. And then, after I started my company, going to so many investor meetings, all men with big smiles and wandering eyes and always coming up with nothing. I mean, it was hard enough historically, but then that bitch from Theranos came along and fucked us all even harder. So many times I thought 'That's it. This is where it stops' and went home and cried and woke up the next morning and picked myself up and started again.

"And you know what? I don't even begrudge you guys for having it easier. I just wish it was the same for us."

I was silent for a few moments, I had never thought about anything like this, of course I hadn't.

"I'm sorry, sis. I never knew."

"Oh, relax, it's not your fault."

"I don't know, maybe it is. What if I did the same to some girl in my class and I never even realized it?"

"I don't think you would have. I know you, you go out of your way to be nice."

"Well, at least all that is behind you. You've made it."

"You know, lately I've been wondering if it was worth it."

"You cannot be serious."

"But I am. Yeah, I'm 29 and I'm a great success and rich beyond imagination. But I've worked so hard and I missed so much of life. That pill that I told you about, that's the first time I ever did any drugs. I was supposed to do that in college, but I never had time. I don't even know what I took, that's how clueless I am. I was supposed to learn that when it was the right time for it. This party tonight, the last time I was at something like this was in college and I had to leave early.

"The last real boyfriend I had was before switching to MIT. Sure, there were boyfriends at MIT, but they all treated me like I was the class pet. They all tried to explain the difficult stuff to me when I didn't ask. And reassure me before every big test 'Don't worry, baby, you'll do fine.' I wasn't fucking worried, but they all expected me to be.

"The last real date I had, you know, one that I was excited about, was in the first month after I started Vulcan. Four fucking years ago. He thought I was "too intense" so I didn't get a second date. Alex, I haven't had sex in more than a year. And I practically jumped that guy in a toilet cause I was so horny. But since then, it's only been an assortment of dildos and vibrators. And while they do give great orgasms, they don't hold you in their arms afterwards and they don't bring you coffee in the morning."

Her voice was breaking there at the end and I could see her eyes starting to fill with tears so, even though that was a little bit too much information for a brother to know, I held back all the jokes I might have normally said. I scooted down on the mattress to be on the same level with her and I took her into my arms. My t-shirt soaked those nascent tears.

"You are the best person I know. For all the things you missed doing, know this, the things you did do have always made me look up to you. I mean it, you have always been my role model."

She looked at me. "You really mean it?"

"Yes. Well, you and Captain Picard," I said and when she laughed some snot found its way onto my shirt.

"Oh, my god. I'm such a mess." She tried to wipe it away.

"Don't worry about it. Hey, remember when I was 4 or 5 and I had bad dreams? I never ran into mom's bedroom. I jumped in your bed and you held me and I cried into your shirt and you told me that I was safe and you would protect me. Tonight, you're sleeping in my bed and it's my job to protect you.

"Thanks."

"And then later, when I was 8 or 9, every day I came home from school and I would get so excited to talk to you, I'd jump in your bed and tell you all about my day and you were never busy and you always listened to my stories and laughed at my stupid kid jokes. What 16 year old does that? I had friends with older sisters. 'Get out of here, creep' and 'That's not funny, idiot,' those were the conversations they had with their little brothers. You talked to me like an equal, like I mattered and you never said 'Not now' and that made me feel so confident.

"Remember when you came home for my 18th birthday? Your present was a small envelope and I just thought, 'That's ok, she's a grown up now and she's busy, she doesn't have time for me' and then I opened it and inside was a fake ID. Are you kidding me? Those last few months of high school and the first year of college, I was a god. Everyone wanted to be my friend, everyone wanted me at their parties.

"And that wasn't even the best gift you gave me that night. The best gift was after the party when everyone was gone and mom and dad went to bed, you pulled me outside and we sat on the bench and you gave me the best life lesson I ever got. 'Alex, I know this will embarrass you, but I don't think mom or dad had this conversation with you, so you're just gonna have to suffer through this for five minutes and listen to me. You're a man now, you have desires, you will go out with girls and will want to have sex with them. In sex ed class they'll tell you that sex is something to be ashamed of or something to be scared of. That's bullshit. Those are the words of people who are too afraid to be free. Sex is a beautiful thing and you should never be afraid to experience it. But I also don't want you to go and poke the first hole you find. Take the time to find a girl you like and who likes you back. And when you do, I want you to be gentle with her and listen to her and not rush her. Because all those talks about shame and fear that you hear, they were ten times worse for her and she will look to you to understand her and protect her. The first time you have sex, it will be awkward and you'll finish too early and you'll feel like the biggest loser in the world. Push those thoughts away. It happens to all the boys. All of them. We are all born with the urge to fuck, but not with the knowledge how to fuck. There will be a learning curve. But if you don't beat yourself up, you'll get through it. Ask her what she wants, what she likes. Tell her what you like and what you want. Sex isn't about putting a dick in a pussy. It's about two people sharing a unique connection. Oh, and always, always, always wear a condom. So, here this is my last gift for you for tonight' and you gave a pack of condoms."

"Oh my god, you really remember all that? I can't believe I was so coherent, I felt so embarrassed giving you that talk."

"Yeah, I managed to retain all that and all while hiding the most awkward boner of my life."

She laughed so hard at that and I could see all her worries from earlier fading away. At one point she laughed so hard that she snorted and she stopped laughing and her cheeks went a little red with embarrassment and a moment later we were both laughing at her snorting. She pulled me into her and held me tight and gave me a big, wet kiss on the cheek. I could smell her scent, the same one she'd always had. Has she been using the same shampoo since she was a teenager or was that her natural smell? I had never met someone who smelled quite like her.