t took me almost thirty seconds to realise that the young woman standing at my door, dripping with rain, looking like she was half-drowned, was my half-sister. Thirty seconds is not a long time, but when someone is in obvious distress, looking at you expectantly it can feel like forever.
I leaned out my door and looked up and down the street. This was a stranger on my steps and you heard about those things where criminals used pretty girls as bait to invade homes. The street was lit with yellow streetlights, obscured by the driving rain of a summer storm, and I could not see anyone else out there. I looked back at the young woman on my steps.
She could easily have been used as bait. She was six or seven inches shorter than my 5'10. Her hair was auburn, hanging limp, soaked with rainwater, framing a pretty face. She had round cheeks with a sprinkling of freckles across them and the bridge of her nose. Her lips were plump and her green eyes were surrounded by the smears of makeup that the rain had destroyed.
She was wearing very short denim shorts and a white tee-shirt that had become sheer in the rain. It was impossible not to look down at her large, shapely chest and the raised peaks of hard nipples. I noticed a duffle bag at her feet, bulging with its contents. She was very sexy and I almost licked my lips before her next words caused me to look back up at her face.
"Brent!" she had said, her voice almost pleading. "It's me! Bailey! Your sister? Can I come in?"
"Bailey," I said, dumbfounded with my surprise. "Jesus! What are you doing here? And yes. Come in!"
I quickly stepped away from the doorway that I had been blocking with my body and let her step into the foyer of my brownstone.
In my defence I had not seen Bailey in years. I was 22 years older than she was. Bailey was my father's daughter from his second marriage and me and dad were not close. The last time I had been in the same room as him, and Bailey too, I realised, was seven years prior, when I had visited Dad's city for a work conference. I thought back, trying to figure out how old she had been then. Twelve, I was pretty sure. She had just had her birthday and told me all about it. That made her nineteen.
Bailey was pretty much a complete stranger to me. So was my own father, frankly. My mom and dad had been kids when I was born. She was fourteen and he was sixteen. They lived in a small town and, almost predictably, they got stupid and careless and had me.
I had been told by my grandparents (on my mother's side) that they had tried to do the right thing. Dad's parents disowned him, but he moved into my Grandparent's basement with mom and tried to play house.
Looking back after all this time, with the help of plenty of therapy, I could see that they were not mature enough to raise me, but that did not do much to ease my resentment towards them. Within a year of me being born, my dad skipped town and started a life without me or mom. He finished highschool, went to college and got a decent job, all with almost no contact with us.
On the other hand, my mom got bored of being a mother and started going out with friends and partying, leaving me with her parents. Her friend group changed to a bad crowd and before long she had a drug problem.
Most of my childhood memories are gone, or a blur. Apparently that's from the traumas that I experienced. At least that is what my therapists over the years have told me. I do not have a lot of memories of mom, and those that I do mostly consist of her screaming at my grandparents.
Still, they did their best with me, and I was lucky to have them. They were good people, steady and there for me in a world where no one else was. My grandfather was a man I could look up to and emulate. My grandmother was warm and caring, giving me as much love as she could.
I was seven when my mother died of an overdose. I have some memories of the funeral, including seeing my father. I remember being very shy around him. Terrified that he was going to abandon me again if I said the wrong thing. It did not matter. He left again and I did not hear from him until I was a teenager.
Around then I guess he had his life on track and he reached out. We would talk on the phone once or twice a month and he started to send money to my grandparents. He lived in a different city so I only saw him once or twice a year. Still, it was some kind of relationship and I was desperate for it.
I remember his wedding to his new wife. He flew me to see him and I stayed with them in his big house in the suburbs. I was 21 years old and he had me stand up with him as a best man. That week I stayed with him, I saw what it might have been like to grow up with him as my dad. I was not sure I would have preferred it to growing up with my grandparents.
I remembered his wife very well. She was actually my own age, which I thought was crazy, but good for my dad, I guessed. She was very pretty with red hair and bright green eyes. She seemed very quiet and did not speak to me much that week.
I went back to my life and a year later he let me know that he was expecting a child. I was happy for him, I guessed. I hoped that he would do a better job this time. Still, my work and his kept us in different cities and away from one another so, looking back, I realized that I had only met Bailey four times in the 19 years she had been alive.
This would be the fifth, I guessed, looking at her dripping on my floor, just inside my door. No longer a little kid, and obviously in some kind of trouble.
+++++
"Bailey," I asked once more when she had entered, "What are you doing here? Are you ok?"
There was a pool of water forming around her feet in open toed sandals. I noticed that her nails were painted pink. My eyes continued up her legs, a bit short, but shapely, over the denim shorts that were dark blue with the water and across her chest once more. The white tee was so soaked that I could make out her bra perfectly through the now-sheer material. Her breasts were large for her short height, enticing in their youthful fullness. I blinked and quickly looked back up at her face. This was my sister and here I was ogling her like she was some kind of only fans model.
When I looked into her eyes once more I saw that the messy makeup was probably not entirely due to the rain. Her eyes were red and she had been crying. I could see her shoulders shaking and suddenly she burst out into a sob. She threw herself forward and wrapped her arms around my neck.
I was not ready for that and I stiffened for a moment as she pressed herself against me. She was wet and cold, but after a moment, I put my own arms around her in a hug. We stood there in my entryway as she cried against my shoulder. My concern for her obvious distress allowed me to push away the uncomfortable attraction I had felt just moments before.
"It's ok," I said, in my most soothing voice. "We will figure it out."
"It's just," she said between sobs. "My mom, she... I just can't... I had to go, to leave. It was too much. And I had nowhere to go, and then I remembered you. I found your address in Dad's office... I'm sorry. I shouldn't have come. I just didn't know what else to do."
Her words broke into crying again and I held her tight, stroking her wet auburn hair. After a few minutes she stepped away from me, taking deep breaths, regaining some composure.
"I'm so sorry," she said. "I don't know what I'm doing. I don't know why I'm here. I just..." She trailed off and glanced around, looking lost.
"Ok," I said. "First things first. You are soaked. You have got to get out of those clothes." I glanced down at the duffel bag at her feet and the puddle around it. "If you brought clothes in that thing," I said, pointing at it, "They probably aren't any more dry. Why don't you head upstairs. My bedroom is at the end of the hall. I have towels in my bathroom so you can dry off. Grab something to wear out of the closet. Just throw your clothes in a pile and I'll run them through the washer and dryer later. Then you can come back down here and we can talk through this, OK?"
Bailey seemed to take comfort in me taking control of the situation and looked up at me and smiled shyly. This was the first time I had seen her do this and I could not help but respond in kind.
"Thank you, Brent," she said. "This means so much to me. You don't even know."
"It's ok," I told her. "But I'll have to call Dad. Let him know you are here."
When she heard that her eyes widened and she started to shake her head but I raised my hand, forestalling any arguments.
"C'mon," I said. "You know that I am going to have to. But we will talk first. You can tell me what is going on. OK?"
"Ok," Bailey said. "That's fair, I guess. Thank you so much for this." She turned and walked up the stairs.
I took in a deep breath and shook my head, wondering what I had gotten mixed up with. I looked ruefully down at my chest where my white tee shirt was damp from her hugging me. I couldn't go up and change because Bailey was in my room. I shrugged to myself. I guessed I would have to deal with it.
I went into my kitchen and put my kettle on the gas range and pulled out my french press. It might be late in the evening but I suspected that we would need some coffee to get through this.
While I waited for the kettle to boil I picked up the duffel bag she had left in the hall. A small puddle had spread around it. Everything in there would be soaked.
I walked it over to the closet that held my washer and dryer. I opened the bag and found a pile of clothes that had been tossed in. I began to move them into the dryer. There were a couple of tee shirts, a pair of jeans, another pair of shorts. These all got tossed into the machine. I also found several pairs of panties. They looked like white cotton, very boring and simple. I quickly threw those in too, uncomfortable with touching my sister's undergarments. I noticed I did not find a bra.
I could see that she was wearing one earlier, through the wet sheerness of her top, so I guessed she had only brought one? I wasn't sure if that made sense. I was single but had lived with a couple women over the years and remembered them all having several.
I shrugged and shut the dryer, not turning it on yet, waiting for the rest of her wet clothing.
In the bag I also found a small makeup bag and a paperback book. I checked the book over and saw that it was not too water damaged. The pages were curled a bit at the edges, that was all.
I looked at the cover and could not help but smile. It was an old copy of On The Road by Jack Kerouac. I remembered reading that book when I was around her age and the sense of longing for adventure it had instilled in me, like it had for so many young people.
I heard the kettle whistle in the kitchen and I headed that way, dropping the book on the counter before making a strong pot of coffee in the French press.
I had just poured two cups when I heard Bailey on the stairs. I looked up to see her coming down towards me and I couldn't help but lick my lips.
She looked like a different person to the wet girl who had rung my doorbell.
She had dried her hair and must have run my comb through it. It was still damp, but under control. She had washed her face so her makeup was not running any more. She was wearing a blue plaid button up flannel shirt she would have pulled out of my closet and nothing else.
Her bare feet padded down the steps, and I noticed that her toenails nails were painted green. My eyes ran up her bare smooth legs. She was so pale that they almost shone white in the light of the stairway.
The shirt was obviously too big for her, hanging down to her upper thighs. She had buttoned it most of the way up, but it hung open at the top, showing off the space between her breasts and her collarbone. Her breasts were impressive before, under her wet top, but the way they bounced as she defended I could see that she had abandoned the bra. They swung free, but youth kept them firm and pert, despite their obvious fullness.
I shook my head and looked away, groaning silently at myself for looking at my sister in that way. What was wrong with me? She was family and she needed help. The last thing I should be doing was turning into a sudden pervert.
"I made you some coffee," I said when she entered the kitchen. "How do you take it?"
"Milk and very sweet," she said. "Thank you so much! For everything!"
"No worries," I said, trying to reassure her. "You found everything ok?"
"Of course! I hope you don't mind that I took your shirt?"
"Of course not," I said. "Did you need some sweats or something?" I did not mind her having her legs bare, but that was, I supposed, the problem. I liked the look of it too much.
"Oh," she said, looking down and tugging at the bottom of the shirt. This managed to cover slightly more of her thighs but opened the top up a bit wider. "I actually tried a pair on but they were way too big. Is that ok?"
"Of course. Never mind. Here. Have some coffee."
She took the offered cup and wrapped both of her hands around it, pulling it to her lips and inhaling the steam, seeming to be drawing warmth from it.
"Oh god," she said, smiling. "You have no idea how badly I needed this!"
I sat on one of the counter stools at the island in my kitchen and gestured for her to sit on the other. She hopped up and turned to face me.
"Ok," I said. "Let's get it all out there. What are you doing here, Bailey? What is going on?"
She took a deep breath and launched into her story. I asked a couple of questions along the way, but mostly it was her delivering a monologue. It seemed like she was unburdening herself of something she had been holding onto for a while. Her story meandered as she told it but this is the basic structure.
My father, it seemed, had done a much better job with Bailey than he had done with me. He worked a lot but had been there for her growing up. Providing for her, but also being there for her important moments like dance recitals and student teacher days.
Her mother had been more difficult. She had always been erratic and manic. Some of the time she was the perfect version of a suburban mother, other times she was unreliable. Angry and cruel sometimes, depressed and useless at others. Bailey told me that several times a year her mother would crawl into bed and stay there for weeks at a time.
Still, Bailey managed to have a pretty normal childhood. Of course as she became a teen she acted out and rebelled. She went out with friends. Drank, tried drugs, but, according to her, all within acceptable levels. She never let her schoolwork suffer and was on track to get into a decent school.
She had some boyfriends but even those relationships were pretty tame. She stressed that she was just a normal teen doing normal teen things. This, however, seemed to drive her mother crazy.
It seemed like a couple of years before, when Bailey was around 17, her mother had found Jesus and joined a Born Again church. It had been jarring for Bailey since they had raised her in a relatively non-religious household. Once her mother had converted she had gone all in, convincing my father to join the same church.
He always went along with his wife, Bailey said, blindly agreeing with anything she decided. So when she went religious he did too.
Suddenly everything in Bailey's life was turned upside down. The rules all changed and her freedom became non-existent. Of course she rebelled against it, which led to many fights, screaming, and, suddenly corporal punishment from both her mom and my dad.
"Wait," I said, interrupting her, my voice angry. "They were hitting you?"
"Well," she said, looking down, "mom was. She is a slapper. Dad ... well, he never wanted to but Mom would make him spank me while she watched."
"Jesus Christ," I said, disgusted. "And you were seventeen? I'm sorry you went through that."
"It's ok," she said. "Just something that happened I guess."
This went on while Bailey finished high school. Her grades plummeted and she did not get into the schools she wanted. She would push the boundaries and her parents would punish her. With no school she did not leave home. Her mother would not let her get a job so she was trapped in the house.
Of course she would sneak out and see her friends and they would hang out and sometimes party. If she got caught she would get punished. She did not see a way out.
"And then," she said, "about six months ago I met Kevin. He's a pretty nice guy and he seemed to like me a lot. So we started dating. I was sneaking out to see him, or sneaking him into my room almost every night. Then, last week Mom caught him in my room."
She took the last sip from her coffee and placed the cup on the counter and looked down at her knees, ashamed.
"We were fucking," she said. "I thought mom and dad were at a night service but I guess she wasn't feeling well so they came home early."
"That must have been embarrassing," I said, doing my best to avoid imagining Bailey having sex.
"I guess," she said. "But what was really embarrassing was the way she reacted. She was screeching like a fucking cat or something. She dragged him off of me, we were naked and she was slapping me. He grabbed his clothes and ran."
Bailey was tearing up again.
"She called me a slut and a whore, and wouldn't listen to me. He was my first! And I'm nineteen fucking years old! She acted like she caught me in the middle of some kind of gang bang or something!"
This went on for days, she told me, until Bailey had had enough. She decided she needed to leave. She asked Kevin if he would take her in for a bit but he actually broke up with her instead. My sister was going to run away anyway, just try to make it on her own, maybe sleep at a shelter, when she remembered me.
She stole a couple of hundred dollars from her parents and bought a bus ticket and came here. She didn't call me, scared I would turn her away.
"And so now I'm here and you know all about it. Will you help me, Brent? I know you barely know me but I promise I'll be good! I'll do whatever you want. I'll clean and cook and ... please don't send me back!"
She broke down in tears again and I pulled her to me in a hug. She melted against me and sobbed against my chest. I held her there for a good five minutes before she caught her breath.
"Ok," I said, finally after she had calmed down. "I will help you."
Her eyes lit up and she smiled at me.
"Oh my god!!! Thank you!! You won't regret this!" She almost shouted. "I promise!"
I had to smile at her sudden turn around in mood.
"You don't have to cook and clean for me," I said. "I've been doing just fine at that for myself for a long time. If you want to help out that is fine. I can also give you a job, working for me, if you want one. That way you can make some money, save up for your own place, or school if you want."
"Speaking of money," I said, remembering something she had just told me, "how much money did you take from your parents? I'm going to send it back to them."
"Why?" She sneered. "Why should they get any?"
"Because you don't want them to have anything over you. If you want to be free you can't give them any leverage. I'll pay them back and you can pay me back. I'll take it off your paycheck."
She nodded.
"It was three hundred and sixty dollars. What dad had in his wallet."
"Ok," I said. "Why don't you head on up to bed. The spare bedroom is the one beside one upstairs. That can be yours while you are here. I'm going to call Dad and let him know you are here and are going to stay for a bit. Tomorrow I have a full day of meetings and site visits, but I can get free the day after and we can hang out. Maybe go to the mall and go shopping for some clothes for you. You didn't bring much."
"Ok," Bailey said, standing up. "I'll do that. I'm so beat."
She started to walk towards the stairs but paused at the bottom of them, turned and looked at me over her shoulder.
"You have no idea what this means to me. Thank you so much!"
"Good night," I said.
"Good night."
When she was gone I picked up my phone and found my father's contact. I used this once a year to wish him a happy birthday. He picked up after a couple rings.
"Brent," he said. "This isn't a good time. We are ... busy."
"Looking for Bailey?" I asked. He paused.
"How did you know?"
"She's here," I said. "At my place. She took a bus."
I could hear him let out a loud sigh as the news sank in on him.
"Really?" He asked. "What is she doing there?"
"I guess she didn't have anywhere else to go. Sounds like she's been having a pretty shit time over there."
"I don't know what she told you," he started but I cut him off.
"She's going to stay here for a while," I said.
"I'm not sure that's a good idea," he said. "Her mother ... she won't like that at all."
"Look dad, she's nineteen. You can't tell her where she can stay. And if I turn her away she isn't going back to you. She will wind up on the street or something."
I could hear him sigh, defeated.
"Things have been pretty tough the past bit. We have tried to get her to see but ... she is stubborn. She won't listen. I think you don't know what you are getting into with her."
"I'm not getting into anything. I'm just helping out my sister. Look, I'm really tired dad. I wasn't really calling you to ask permission. I just didn't want you to worry. She's here and she is fine. We are working out what next steps are going to be."
"If you say so, Brent," he said. "I just think if she, and you too, would just see the light that is ..."
"Spare me," I said and hung up the phone.
I drank a glass of water and tidied up the kitchen. I went up to my room and passed the room that was now Bailey's and saw that the door was closed. I hoped she would get some rest.
When I got to my room I saw the pile of discarded wet clothes she had worn to my door and scooped them up, heading down to throw them in the dryer with the rest of her stuff.
I saw the short shorts she had been wearing, the white top and her bra. I also noticed a pair of green panties. I blinked.
If her panties were here then that meant that she had been truly only wearing the button up flannel. Her pussy would have been ... I shook my head. That was not something that was right for me to think about.
I turned on the dryer and went up to bed.
+++++
The next morning I woke up with the beeping of my alarm, greeted by an unfamiliar smell of cooking breakfast. I caught the scent of bacon and eggs and toast. I picked up my phone, confused and saw that it was seven in the morning.
Then I remembered that Bailey had come the night before. I shook my head and groaned, climbing out of bed.
My sister. I had agreed to let my nineteen year old half sister stay with me. I knew that it was the right thing to do but I suspected that it was going to be difficult. I had lived alone for a long time and was pretty set in my ways. How was I supposed to continue dating, for one thing. How would I explain to the women I brought home this young thing in my house?
I stepped into the bathroom and washed my face remembering everything she had told me the evening before. The sudden change towards religion by her parents, the fights, and the punishments.
I frowned at my reflection thinking about that. Thinking about my dad spanking her, specifically. That had stuck in my mind. I hated to admit it to myself but the night before I had been having trouble falling asleep and my mind had wandered to that image. Before long I had changed things in my imagination so that it was my lap that Bailey was draped across. It was my hand slapping on her white ass cheeks. And the fantasy had progressed from there.
Eventually I found myself thrusting into my fist, the image of my half sister's mouth wrapped around my cock, green eyes looking up into mine as I fucked her mouth. I groaned and came, spurting across my stomach and up my chest, gasping with relief.
As I caught my breath I realized what I had just done. Or rather, what I had just imagined doing. A wave of regret and self loathing washed over me as I cleaned my spunk off of my torso. My poor half sister was in the next room, needing help and protection and here I was imagining using her like one of my girlfriends.
I resolved to do better and went to sleep. That next morning I doubled that resolve, finished washing my face and headed down to where it seemed like breakfast was waiting for me.
My resolve was tested immediately upon entering the kitchen. Bailey was on the other side of the island, reaching up for coffee cups on the top shelf. She was wearing the same flannel shirt as she had in the evening before, and as she stretched, it rose up, revealing half of her round ass.
I could not help but pause, standing there transfixed by the sight. The globes of her ass were perfectly white and absolutely bare. She had not, it seemed, retrieved her panties out of the dryer. Images of a hand spanking that ass shot through my head before I came to my senses and cleared my throat.
"Need some help?" I asked.
Bailey dropped from her tip toes and turned to face me, smiling broadly. She was fresh faced, without makeup. She looked very cute with her freckles across the bridge of her nose and cheeks, with her auburn hair tied back in a loose bun at the back of her head. One shoulder of the button up shirt had fallen down over her shoulder revealing a wide, angled V of bare flesh across her upper chest.
"Good morning," she said happily. "And sure! Why do you have things so damn high up?"
I chuckled.
"Not so high for me," I said, walking around the island and easily reaching up to grab the cups. "This looks good," I said, gesturing to the breakfast of bacon and eggs she had made.
"It's the least I can do," she said, placing a plate in front of me. "I really am thankful, you know. It sounds dramatic but ... I think you are saving my life. It feels like that, anyway."
I did not know what to say to that.
"Don't worry about it," was all I managed.
We ate the breakfast and she kept up the conversation. I had lived alone for so long that I was not accustomed to talking this much first thing in the morning so I let her tell me about herself.
Over half an hour I learned a fair bit about her. She was a reader. She liked to write but doubted her own ability. She wanted to study creative writing if she ever got to college, but knew that she would likely have to work some kind of job to support herself, since writing was hard to succeed at.
Finally I pushed my plate away and told her I had to get to work.
"You know," she said, as if it just occurred to her, "I don't know what you do? I mean, this is a really nice place so you must be pretty successful?"
"I'm a landscape architect. Well. I also own my own company. We design and install those designs for commercial and residential clients. I would say that we are pretty successful."
"Oh," she said. "Cool."
I was actually more than a little successful. We handled several million dollars of contracts every year. I was proud of how it had turned out.
When I was sixteen I had gotten a summer job as a landscape laborer. I really enjoyed it and returned the next two summers. When I was 18 I had approached my boss who owned the company asking for a full time job after the summer he had surprised me by refusing.
Instead he told me to go to college and study design. He saw something in me. He even loaned me my tuition which I paid back every summer when I worked for him. After graduating I stayed on with him working my way up.
When I had just turned thirty I was thinking about moving on to open my own business, feeling like I had risen as high as I could where I was.
My boss surprised me again by offering to sell out to me on very reasonable terms. I had been saving every penny that I could and I jumped at the chance. He slowly retired as I took over. Under my leadership we had grown every year, to the place we were at now.
I did not spend much time designing anymore. I had a team for that. I was mostly a project manager as well as the face of the company when we bid on jobs. I missed the creative side of the work a bit but enjoyed the challenge of the work. The fact that I made a fair bit of money also helped, of course.
I finished up my breakfast and, after Bailey insisted, left the cleanup for her. I headed off to a full day of work.
+++++
I did not have much time to think about my sister but I managed to get a call in to her later that day as I drove from one site visit to another.
"Hey Brent," she answered her phone. "How's your day going?"
"Pretty good. Are you doing ok? Settled in?"
"Oh yeah," she answered. "Your place is great! I've been watching TV. I was going to cook you supper but there isn't much in the fridge."
"Don't worry about it," I said. "We can get some groceries tomorrow. I'll just bring a pizza home tonight. What kind do you like?"
"Oh I'm easy," she said. "Anything but mushrooms. They are gross."
"I agree. Disgusting. Must be genetic, our dislike of mushrooms," I joked.
"Oh," she said, remembering something. "What's the password for your Wifi? I want to get my phone on it."
"Damn," I said. "I forgot to set that up. I can't remember offhand. It's like a mix of thirty letters and numbers. I'll get it for you tonight. If you need to get online you can just use my laptop that's in my office."
"Ok," she said. "Thanks. For everything."
"Stop thanking me," I told her. "It'll get exhausting! I'll see you later with a triple mushroom pizza."
We both laughed and hung up.
+++++
I arrived home around seven thirty that evening. Bailey was in the living room watching some reality show on my TV but bounced up when I walked in and came over and hugged me.
I stiffened a moment then hugged her back, holding the pizza awkwardly.
She had finally changed out of my flannel shirt, wearing the same short shorts and tank top she had worn when she came in the night before. I guessed she had found the dryer. My quick glance was enough, however, to see that while she was wearing the tank top, she had skipped the bra.
"Hey," I said.
"Hey, bro," she said, arms still around me. "Sorry but you better get used to this. I'm a hugger."
I had to admit having the young woman in my arms felt very nice. She was relaxed as she laid her head against my chest. I sighed and loosened up a bit. For that quick moment I enjoyed the contact. She was warm. Her breasts were against my chest and I could have sworn I could feel her nipples through her tank top and my tee shirt.
I broke away suddenly. I cleared my throat.
"Gotta put down this pizza," I muttered.
She smiled at me, seemingly unaware of where my mind had just traveled. She followed me into the kitchen and grabbed plates for us both.
We ate at the kitchen counter and she asked about my day. I told her about it and she seemed interested. Soon we had finished.
"Here," I said. "Let me share the WiFi with you." I used that cool new feature where you could invite someone to use the WiFi password without having to type it. She smiled her thanks.
"Awesome," she said. "I used your laptop for a bit earlier. Are you sure that's alright?"
"No problem," I said.
"Do you want to watch something with me? A movie maybe," she asked.
"I'd love to," I replied, "but maybe later. I have some emails to send out. If I don't get them out tonight I won't be able to spend the day with you tomorrow."
"Ok," she said, tidying up our meal. "I'll just watch tv until you are done."
+++++
I was in my office using my laptop to finish up the day's work. I quickly read the emails that had come in since I had last checked and answered the ones I needed to. I also emailed some updates to clients and sent some strongly worded ones to a couple of suppliers who were on the verge of making a few of my projects run over time.
Finally, I was done and was about to close my laptop when a thought occurred to me. What had she been using my laptop for? I assumed it was to go online but I wondered what a young woman was looking at. Facebook? Did young people still use that?
Lead by curiosity I clicked on the history button and pulled it up. My eyes widened.
This is a lot of porn, I thought to myself. I was a single man with a pretty active libido but even I was surprised. She must have been on here for a few hours.
I knew I should close the laptop, delete the history and leave my sister her privacy, but a morbid curiosity came over me. What kind of porn did she like?
I began to scroll through the history tab. She had been watching movies. A lot of them, across a couple of free sites. I clicked on one, wanting to see what it was.
The screen filled with a title card that said BROTHER FUCKS STUCK SISTER. I had enough pretense of mind to quickly turn the volume knob down to zero before the action started.
There was a pretty, young woman and It looked like her hand was stuck in the sink somehow. I was not sure how that could happen but the logic was not that important because within a minute a man, presumably an actor playing her brother, came up behind her and started to fuck her. I had to admit that my cock swelled.
I scrolled through the pages she had visited. Most seemed to be on the same theme.
SISTER OFFERS TO HELP BROTHER OUT WITH COCK PROBLEM, DADDY FUCKS STEP DAUGHTER, BROTHER SNEAKILY FUCKS STEP SISTER, SISTER IS GOOD GIRL FOR BROTHER.
There was, it seemed, a lot of this stuff and she had checked out as much of it as she could. I was no stranger to porn but had not spent any time on this particular genre, but there I was, hard from looking at what my sister had been looking at.
I tried to make sense of it. What the hell was she up to? I wondered briefly, but quickly dismissed the idea that she had wanted me to see this. I bet that my religious father and her mother had locked these sites out back home. She was probably just enjoying finally being able to access them.
And the theme, well, I was sure that she was only looking at them because here she was at her half brother's house and the situation made her think of this. Nothing more. Nothing to get worked up about. Nothing to get excited about.
I was a bit excited though. One part of me at least. I was letting a movie clip play silently, one where a 'brother' was fucking the face of some actress who claimed to be his sister, and realized I was squeezing my hard cock though my jeans.
I shook my head. I was not going to get sucked into this like she must have been. I closed the laptop and stood up. My hard cock was making a tent in the front of my pants and I was just adjusting it as I turned when I saw Bailey step into the doorway.
I froze, embarrassed and feeling like a teenager caught doing something wrong. Bailey did not seem to notice the look of panic on my face.
"Almost done?" she asked, innocently. "I'm getting bored. I thought we could watch that new marvel movie. I saw that it is streaming and I didn't get a chance to see it in theatres.
"Sure," I said. "Let's go watch. I'm done." I was trying to turn her around. To hide my arousal.
Bailey turned but I could have sworn her eyes darted down to my crotch before she did. I dismissed the idea quickly and followed her into the living room.
We both sat on the couch with one cushion between us. I picked up the remote, seeing that she had already queued up the movie. I was about to hit play when I made a decision.
"Bailey," I said, turning towards her. "I don't know exactly what it was like back home but I have an idea. I'm guessing there wasn't a lot of talk about real things between you and dad and your mom. I wanted to let you know that you can talk to me about anything."
She bit her lower lip slightly and looked at me nervously.
"Ok," she said. "I appreciate that. It ...that would definitely be a change."
"Good," I said. I was at a bit of a loss on how to frame what I said next. I did not want there to be an awkward secret between us. "Did you have a lot of access to the internet back home?"
"No," She said. "I was only allowed to use the computer for school and even then, mom would always be in the room. My phone had all these locks on them so I couldn't use that either. I think they didn't want me googling evolution or something."
I chuckled at that.
"Probably not," I said. "You can use my computer for whatever you want. And if your phone still has locks I'm pretty sure I can get rid of them. Or we get you a new phone. You will want one you are paying for yourself anyway, I'm sure."
"Thank you, Brent," she said. "That is awesome!"
"Great," I said, then paused. This was going to be the awkward part. "I'm guessing you don't know about the history part of the browser?"
She slowly turned her head and looked at me, her eyes wide.
"History?"
"Yeah," I said. "If you don't use an incognito window the browser keeps a list of all the sites you visited."
Bailey went white. I could see her tense up, her hands fists beside her.
"And," she said quietly, "all the sites I went to today ...you saw what they were?"
"Yeah, Bailey," I said. "I'm sorry. I shouldn't have looked. I was just curious. I don't care!" I added quickly. "You can look at whatever you want. But I wanted you to know so that if you ever use anyone else's computer the same thing ... doesn't happen."
Bailey began to cry, tears leaking out of the corners of her green eyes.
"I'm sorry!" She sobbed. "I'm sorry! I'm just like mom said! Again and again! I'm just a bad slut! A terrible person!" She balled her hand into a fist and drove it into her own leg.
"No!" I said forcefully. "No you aren't! It's natural! Everybody looks at porn. And if they don't they are likely shitty people like your mom who could do with some release!"
I reached out to her and she almost lunged to me, clinging to me, arms wrapped around my neck.
"I'm sorry!" She said. "I'm so sorry! I won't do it again. Don't send me away!"
I raised my hand and stroked her hair, attempting to calm her. I wrapped the other arm around her to hold her closer.
"Don't be sorry," I soothed. "Not at all. It's alright. You have nothing to be ashamed about."
"Did you see what I was watching," she asked quietly.
"Yeah," I answered. "I was wondering about that."
"It's so stupid," she said. "I realised that you didn't have any of those, what do you call them? Parental controls? So I thought I'd just look at a site and see what came up. I was curious. Google took me to this site with so many videos!"
"That makes sense," I said. "And what about the content? The ...incest stuff?"
"Oh god," she moaned and buried her face in my chest. "I'm so embarrassed. You must think I'm such a slut. A pervert and a slut! One of those videos showed up and I couldn't believe it existed so I clicked on it. Then it suggested more. And more. So many videos!"
"Yeah," I said. "I was surprised myself by how many there were."
"And I got kind of lost and kept clicking on more. And more. Oh I'm so bad!"
"It's normal to be curious. You are just getting the chance to be curious later than most people. It's ok."
"That's not everything," she said, her voice filled with self loathing. "I ...touched myself. I ...it's so embarrassing ...I touched myself so much. It just felt so good. Touching and watching those dirty movies and the things they said and the things they did ..."
"It's ok," I said, stroking her hair. "It's ok. It's normal."
"It's not normal for me!" She almost shouted. "I've spent my entire life trying to be a good girl! Trying to be good enough! And the second I get out of the house I act like the whore mom always said I was!"
She was gasping for air, and I could feel her heart hammering against my chest.
"I'm sorry I brought it up," I said. I really was. I had obviously traumatized my half sister which was not my intention. "You don't need to feel bad. It's ok."
"It's not!" She insisted. "I've been bad and I need to be punished!" She was heaving for breath, her face very red. I was getting concerned.
"I think you are having a panic attack," I said. "Try to catch your breath."
What had I seen people do on tv when people had panic attacks? Breathing through a wet cloth? Was that right?
"I need ..." she gasped. "I need ...I need you to punish me! Spank ... spank me!"
My eyes widened.
"No way!" I said. "I'm not dad! He shouldn't have been doing that and I'm not going to start!"
"It's ..." she was looking me in the eyes. Hers were red with crying, wide with panic. Her face was streaked with tears. "It's the only ...only thing ...that calms me ...when I ...I'm like this. Please!"
I was panicking a bit as well. I had no idea what to do.
"Are you sure?" I asked.
"Yes!"
"Ok," I said doubtfully.
Bailey wasted no time. She stood above me, her chest heaving. I could swear that her nipples were hard but I could not really register that as she unbuttoned her shorts and shoved them down. That was when I learned that she had not been wearing any panties.
My eyes widened, seeing her naked from the waist down. Her thighs were creamy white and I could not stop my eyes from moving up to where they met.
I could just see the puffy lips of her pussy between her slightly spaced thighs. They were mostly hidden by a full growth of auburn pubic hair. I quickly looked away, up into her face.
She flopped down across my lap, her bare ass on my full view. It was heart shaped and had a cute mole just above and to the left of the cleft.
I had never really stopped being hard after seeing the porn she had been watching and seeing her bottomless, and having her in my lap, I'm ashamed to say that I became fully erect for my half sister. I hoped that she wouldn't feel it press against her stomach.
"Do it," she gasped. "Please!"
I signed, and raised my hand. I brought it down weakly against one cheek. It jiggled a bit with the impact but no more. There was barely a mark left behind.
"No!" She gasped. "Harder! Please! I need to be punished!"
I raised my hand again and brought it down a bit harder. The slap sound was louder and there was a bit of a red mark left behind.
"Harder!" She demanded. "Harder Brent! I can't feel that!"
I grunted, annoyed. She wanted it harder? I raised my hand high and brought it down with my full force. I was a strong man, having worked years of physical labor. I might be a boss and designer but there were always several times a week when I needed to pitch in at a job.
The sound of the smack was loud and filled the room, mixing with the sound of Bailey crying out in pain. Her ass cheek shook and jiggled out from the impact point and I could see my hand print form immediately.
I immediately felt terrible that I had hit her so hard and was about to apologise when she looked over her shoulder at me.
"Perfect," she said. "Just like that! I was very bad. Ten times! Spank me ten times and make me count! It's what calms me down."
I shrugged and raised my hand again and slapped the other cheek, just as hard, marking that one with my hand print as well.
"Ah!" She cried out. "Two! I'm sorry!"
I struck her again. She almost jumped in my lap, but I put my hand on her lower back holding her in place.
"Three! I'm sorry! Tell me what I did wrong!"
I slapped again.
"You looked at porn?" I said, unsure what she was looking for.
"Four! Yes! I looked at porn like a bad slut!"
Slap!
"You ...looked at incest porn."
"Five! Yes! I'm a pervert slut!"
Slap!
I hated to realize it, but I was starting to get into this. I was no longer hesitating and, if I was being honest, the way that she would jump when I struck her felt amazing on my cock that was pressed against her stomach.
"You played with yourself while watching porn!"
"Six! Yes! I played with my slutty pussy while I watched!"
I could not help but notice that her phrasing was not exactly that of someone as naive as he had been presenting herself, but I did not let that stop me. For one, her breathing was heavy but it was not frantic anymore so this seemed to be working. For another, I was, despite myself, enjoying this.
Slap! Slap! Slap!
I struck her three times in quick succession.
"You made yourself cum watching incest videos!"
"Seven! Eight! Nine! Yes! I came! I came four times! Like a whore!"
Bailey's face was streaked with tears, and her ass was glowing red. My cock was hard as diamonds as it pressed against her.
I raised my hand as high as I could go and slapped down as hard as I could. I had a suspicion and wanted to find out if it was true.
"You were thinking of me when you came!"
"Ten!" She shrieked. "Yes! Yes! I came thinking of my big brother fucking me! I couldn't help it!"
A moan came out of Bailey's mouth. Whatever was going on here, it was clear that Bailey was enjoying this, as much as it seemed to be releasing her. On impulse I put my hand between her slightly spread legs, fingers brushing the lips of her pussy.
She was not just wet, but sopping. My fingers barely brushed the outside of her lips and I felt her seize up, arching her back. Her teeth were gritted and she groaned, shivering.
She had, I realized, had an orgasm on my lap from her spanking and my light touch. She slowly relaxed and lay across my lap taking in deep breaths. Unlike the desperate heaving of before these were controlled.
I laid my hand lightly on her bare ass. It was hot to the touch but she did not flinch when I did.
"Are you ok," I said, after a moment.
"Yes," she said. She turned her head and looked at me. She smiled and her eyes were filled with love. "That was perfect. Thank you."
She lifted herself and crawled up and sat in my lap, face pressed against my neck. I could feel her breath against the skin there making my hairs stand on end. I could also feel her sitting directly on my hard cock, which was, of course, a problem.
"Don't you want to sit over there," I said. "Get your shorts?"
"In a minute", she said. "This is part of it. Just hold me. Stroke my hair. Tell me it's ok."
I did just that. I wrapped my arm around her and stroked her hair as she cuddled against me. I could feel her heartbeat slow and her crying stop. I wanted to think about how wrong and fucked up this all was, but she really did seem to need this from me.
Also, as I rocked her against me, she was on my swollen cock and the feeling made it difficult to think clearly about anything.
"We can watch the movie now, if you want," she said after a while. "Can I stay here though? It feels nice. Safe."
"Sure," I said. I picked up the remote and hit play. I was able to shift more of my attention to the movie and away from the girl who was naked from the waist down in my lap. My cock calmed down and I relaxed.
It was only about twenty minutes later that I realised that Bailey was asleep in my lap. I shook her a bit and she just grunted and cuddled deeper into my chest.
"Bailey," I said. "Do you want to go to bed?"
"Yes," she muttered. "Will you carry me?"
"Sure," I said and hooked my right arm under her legs and lifted her from the couch. She was not heavy at all and was easy to carry. Her eyes remained closed as I took her up the stairs.
I took her to her bed and, carefully as I could, laid her down on top of her blankets. She did not seem to fully wake up and her head rolled to the side. I decided not to tuck her in, disturbing her as little as possible.
"Kiss goodnight?" She asked in a sleep filled voice.
"Sure," I said. I leaned towards her, aiming for her cheek but at the last moment she turned her head and our lips met. It was a light kiss, quick and relatively chaste, but I felt a surge of desire course through me.
"Night" she muttered, and seemed to drift back to sleep.
I started to walk out of the room but looked back at her. She had shifted and her legs had splayed out a bit, the left one crooked at the knee. I could see her sex perfectly, the auburn pubic hair and the lips, just slightly parted. Suddenly, I was hard again.
I hurried away, to my own room where I quickly stripped and jerked off, imagining myself deep inside my half sister. I came hard, spraying cum up my stomach up to my chest.
+++++
The next morning I woke early as usual. My first thoughts were of Bailey and what had happened between us the day before. That had all been ...too much. We had crossed lines that I had not known needed to be drawn between us. We had plans to go shopping so I resolved that we would discuss it at some point.
Bailey seemed to still be in bed so I had a quick shower and went downstairs to make coffee and breakfast. I had some fruit in the fridge so I cut some up for a fruit salad and fried a couple of eggs. Bailey was coming down the stairs as I finished.
She was wearing the same short shorts as the day before but had on a tee shirt instead of the tank top. I could make out the outline of a bra as well. I thought that was a good sign that today should be more normal.
"This all smells great," she said, smiling as she came down. She crossed the room to where I was and wrapped her arms around me in a hug.
"Good morning," she said. "And thanks for taking me up to bed last night. I was so tired!"
"Good morning to you," I said. "And sure. No problem."
It seemed like she was either going to ignore the spanking session, or pretend that it had been perfectly normal. I was not sure I was fine with that but had no interest in discussing it over breakfast.
"So," Bailey said, sipping coffee and settling in front of her food. "What's on the agenda today?"
"I figured we could go to the mall," I said. "We need to pick up some clothes for you. It seems like you didn't come with much. And any toiletries you might need. Anything you want, really."
"I don't want you to spend too much on me. You are already doing so much for me, Brent," she said.
"Forget it. Think about it as back pay for 19 birthday presents I never got you. And once you have a job you can buy your own stuff."
I could see tears forming in her eyes.
"Thank you!" She said. "You are the best!"
"Speaking of a job," I said. "No pressure, but if you are interested I could use some help around the office. It's very entry level but it could help you build some experience. And save up for school too. Like I said. No pressure but we could make this work."
I only had time to blink before Bailey was wrapped around me again hugging me tight. She must have thrown herself at me to move so quickly.
"Thank you thank you thank you!" She almost shouted. "I'll do such a good job! I promise you won't regret this!"
I laughed as I disengaged from her.
"Ok," I said. "So you like this. I'll start you next week on Monday. Enjoy your time off until then."
We finished up, cleaned up and headed out to my pickup to drive to the mall.
+++++
We were about half way through the forty minute drive to the mall when I managed to steel up enough courage to bring up the incident the night before.
"So," I said, reaching over and turning down the radio, "about last night ..."
I saw Bailey stiffen in the seat beside me. She gripped her hands in her lap and looked down at them.
"I just wanted to ..." I was searching for words. "Discuss what happened. That was ...strange."
She took a deep breath.
"I know," she said. "I'm so sorry. I know that it was ...messed up. I'm messed up."
"You don't need to apologise for anything," I reassured her. "I just want to understand. I'm not ...comfortable with my part in it. I just need to know what is going on."
Bailey looked out the window and spoke, avoiding eye contact with me.
"Mom ..." she said, "mom really messed me up. She was always calling me things like that. Slut. Whore. No matter how good I was, no matter how good I tried to be, she didn't care. She would just always tear me down. It go so I was always paralyzed. I couldn't do anything.
"Not that that helped. Mom would insult me about that. Calling me stupid. Calling me lazy. Accuse me of trying to ... do things. Trying to seduce people. Men who came to the house to do work. Dad. Everything.
It got to the point where I had episodes like you saw last night. I couldn't catch my breath. I was having, what you said. Panic attacks."
She leaned her face against the window, pressing her forehead to the glass and continued to speak. I said nothing, trying to let her get out what she seemed to need to share.
"She had always slapped me but that didn't seem to be enough for her anymore. That was around the time she started to make dad spank me.
"It was humiliating. I hated it. She always had me take off my pants so I felt it more. She would watch and demand he hit me harder.
"The most messed up thing, though, was that it worked. It would call me down. It would always stop the attacks. I'd be able to catch my breath. I started to need it. So I would do things that made them do it to me. He would spank me and she would call me a slut and a whore and the screaming in my head would quiet for a bit."
Bailey looked at me with tears standing out in her eyes.
"I'm sorry. I know it's messed up."
I was gripping the steering wheel very hard. I was seething with anger. How could my father let this happen to his daughter? How could her mother do this? Bailey's treatment by them had left obvious scars. I was furious with her parents. Furious with myself for being a part of it last night.
"You have absolutely nothing to be sorry for. I'm sorry for what happened to you. I'm sorry for taking advantage of you last night." I said.
"What?" she said, looking quickly over at me. "Don't say that! You were amazing last night! I needed you and you were there for me!"
"I kind of felt that I was inappropriate," I said.
"No!" she said vehemently. "Let me decide that about myself! In the past I always felt better after Dad spanked me, but also wrong. He was only doing it because Mom made him, and she was always there leering at me. I felt safe with you. And after, you were sweet. Just what I needed."
"I'm not sure I'm up to do that too often. It felt like I was hurting you," I said.
"It hurt, yeah," she said. "But it was what I needed. What I wanted. I promise I won't ask you to do that too often. But..." she bit her lip. "If I need you will you be there for me? In the future? Please?"
I had only really known Bailey for a couple of days but I was already finding it difficult to say no to her.
"Let's just play things by ear. I'd rather not have to spank you."
"Ok," she said and grinned at me. "Thank you!"
+++++
I rarely went to the mall any more. There was not much for me but Bailey seemed happy to be there. She made a bee line for a shop that carried clothing catering to young people and quickly selected a bunch of things to try on.
I tagged along feeling pretty useless. I nodded and said things like, 'that looks nice', and, 'sure. Why not?' To the things she showed me.
Once she had a decent collection in her arms she announced that she was going to go try them on.
"Ok," I said. "I'll just wait out here. I'll look through the men's section." I gestured to the couple of racks with t shirts and jeans. It would take me about thirty seconds to look at all of it but it was something to do.
"That's stupid," she said. "You wouldn't wear anything they have here."
She was right about that.
"Just come and give me your opinions on what I'm getting. C'mon!"
She led me to the waiting area and I leaned against the wall outside of her booth feeling awkward. She emerged shortly wearing an outfit she had picked out.
She looked very good. It was a white blouse and high waisted jeans. She spun in front of me and I had to admit her ass looked fantastic in them. It was a more grown up look than anything I had seen her wear so far.
"How's this?" She asked. "Think it's suitable for your office? I'm guessing it's less formal there? Or am I wrong?"
"You are right," I nodded. "That would fit in there just fine."
"Ok. Just a few more," she said. She shot a grin over her shoulder at me. "A few dozen!"
I mock groaned in frustration and she stepped back into the change room. She was out again shortly.
She modeled several more outfits for me. She looked good in all of them. She was a natural beauty so she looked good in anything, I suspected.
The last outfit was closer to what I had seen her bring with her. It was a tank top and shorts that were loose but very short. The tank top looked a bit small, and her bra straps were visible. It did show off a nice line of cleavage. Something I tried to avert my eyes from.
"How's this," she asked, posing in front of me.
"I don't know," I said. "Looks good."
"You said that about everything!"
"It has always been true," I said, laughing.
"These shorts might be a bit short," she said. "What if I did this?"
She turned away from me and leaned forward at the waist. My eyes widened as the almost non existent legs of the shorts pulled up. I could see her pink panties through the holes.
"You might not want to do that," I said, unable to look away. "How often are you doing that anyway?"
"True," she said, straightening up. "Maybe just for around the house. They are really comfortable.
She gathered what she had chosen and we took it to the cash desk. I paid with my credit card, assuring her it was not too much.
We stopped at a couple other stores repeating the same setup. She would choose outfits and model them for me. I would give feeble feedback and buy her what she wanted. Soon we had several bags.
We swung through a pharmacy to pick up toiletries and I assumed we were done. We were walking down one of the hallways leading towards our exit when Bailey tugged on my arm.
"Umm ..." she said, hesitantly, "I also need ...I only have like a couple ...can we go in here? Do you mind?"
She was gesturing to a slightly fancy lingerie shop. It took a brief moment for her request to sink in.
"You need ..." I said, "right. Yeah. Of course. For sure. You head in there. I'll give you my credit card and get what you need. I'll go grab a coffee."
Bailey shook her head.
"No," she said. "I need you to come in with me. We have a system! And I've never been in a place like this before. Mom always bought my ...you know. And she always got the worst, ugliest stuff at Walmart. Please. Come in and help me?"
I sighed. I was not really comfortable shopping for underwear with my sister but she seemed to need me.
"Ok," I said. "Whatever you need."
We went in.
The shop was not large and, mid day, it was quiet. There was one other woman paying at the cash register, otherwise no other customers. The girl checking her out looked bored and annoyed. There were bins of panties, and bras hanging on shelving. The lighting was low and pink hued. There was an erotic cave type feel to the shop.
"So," I said looking around at a loss, "what are you looking for?"
"I don't really know," Bailey said, picking up a pair of white panties before dropping them again. "Like I said, mom only bought me the lamest stuff. I'm not sure what I should get. You probably have more experience with nice panties and bras than I do! What do you like to see on your girlfriends?"
"Well," I said, trying to put aside my uncomfortableness and be helpful, "that depends. It depends on what you want. These," I picked up a pair of light blue basic panties, "are probably very comfortable. And they are cut so they would look pretty cute.""Ok," she said and grabbed a few pairs like that with different sizes. "Cute and comfortable is good."
She bit her lip and glanced away from me and asked, "But what if I want to be more than cute? What would you think is sexy?"
I cleared my throat and looked around. The woman customer had paid and was leaving. The employee had picked up her phone and was very clearly ignoring us.
"Well," I said. "These can be sexy, if you have a good body. They should look good on you." I picked up a pair of boy shorts. Then I pointed at some thongs. "Those are more ...obviously sexy."
Bailey grabbed several of both styles. Then crossed to bras.
"I won't be much help here," I said. "You should make sure to get ones that fit you properly. I bet the chick who works here would be able to help with that."
"I don't want her help," Bailey said. "You can help. I'll try on a few and we can figure it out together. I think I'm a double D. I'll grab some around that size and we'll make do. I'll need to try on these panties too."
We headed towards the fitting room at the back of the store. It was around a bit of a corner and there were three empty booths. Bailey popped into one and I sat on the bench outside.
It was a few minutes later when she opened the door and stood there smiling at me.
"What do you think," she asked.
It was, honestly, difficult to think at all.
She had shed her shorts and t-shirt and was wearing one of the simpler sets of panties that I had pointed out first and a simple bra. The effect however was amazing. Her legs were long and smooth, her stomach soft but not flabby. The bra supported her full breasts, pushing them together. The dusting of freckles across the tops of them looked very cute.
"You look great," I managed to say. "How ...how do they fit?"
She slowly turned around in front of me. I saw how the panties cupped her ass. The smooth pale skin of her back. She did not seem to be awkward or self conscious at all, though there seemed to be a bit of a flush on her cheeks and upper chest.
"I think I got the panties size right," she said. "And I think the cup size is good. Not too tight, not loose. But I'm not sure about the strap. This is a 36 DD. Maybe a 34? Look."
She stepped towards me and I glanced into the store. There was no one and I could not even see the cashier. My eyes returned to my half-sister.
She leaned forward in front of me, and I saw how the cups fell away from her breasts a bit. Looking into that space between flesh and fabric I could just make out the edge of something pink. Her nipple.
I was becoming painfully aware of my cock swelling in my jeans and was happy that I was sitting down, able to hide my arousal.
"Yeah," I said, my voice a bit hoarse. "Maybe a bit loose."
"That's ok," she said. "I also grabbed some 34's. Ok. Next set!"
She went back into the room. And I took a deep breath. I needed to get ahold of myself. Having this 19 year old woman modeling for me was amazing, but she was my sister and I had promised to take care of her. I was not doing a good job of that at the moment.
The door opened again and it felt like my breath was taken away. She was wearing a white thong that was cut narrow in the front and high on the hips. Her untrimmed auburn pubic hair escaped the edges of the white panties. The bra was also white, but perfectly sheer. I could see her pink nipples through the fabric, and the wide areolas that surrounded them.
"Wow," was all I managed to say.
"Yeah. This bra fits better. 34 DD. Now I know."
She looked down at herself and ran her fingers over the escaped hair below.
"This doesn't look good though," she said, frowning. "Maybe these aren't a good style for me."
"You could always shave or wax," I managed to say.
She looked up at me and smiled.
"Yeah?" She asked. "When I watched those videos it looked like most of the girls did that. Is that what you like? Are the girls you go with shaved?"
I cleared my throat, a bit uncomfortable.
"Some," I said. "Some shave or wax. Some just trim. Some leave it natural. It's all ...fine. Whatever they feel good about."
"Some," she said laughing. "How many girls do you sleep with, Brent?"
I shrugged.
"I'm single, but there are a few. And I'm old so there have been plenty over the years."
"But what do you prefer?" She asked. "If you had it your way, how would women do it?"
I shrugged again.
"Shaved and waxed, I guess," I said. "I think I'm not alone in that."
She nodded to herself.
"Ok. Shaved it is," she said. "Thanks for the advice. I guess I'll google how to do it. I guess based on this I know what size I am. I'll just grab some stuff that fits and we can head home?"
I nodded and she went back into the booth. I adjusted my hard cock so it was trapped in the waistband of my boxer briefs and was standing when she emerged.
We went to the counter and paid the bored girl working there and headed back to my truck. The purchases at the lingerie store, ironically enough, were the most expensive of the day, but I did not mind. Bailey seemed to be in a good mood.
We were driving back home when my phone rang. It was from Ash, my assistant at work. She knew I was off today so thought that something important might have come up. I pressed the button on the steering wheel to answer and said hello.
Ash had been my assistant and functional office manager for a couple of years. She was incredibly organized, efficient and pleasant to have around the office. I had no idea if I could run my business without her.
We had also been having casual sex for over a year. She was engaged and loved her partner but the chemistry between us was too strong to deny, and we managed to keep things fun, and not serious. I was enjoying the situation while it lasted.
"Hey babe," Ash said. "How's your day off? Are we still on for tomorrow night?"
I quickly realized that her voice was filling the cab of the truck and cut in.
"Good," I said. "The day is good. I just took my sister shopping at the mall. She's here with me in the truck right now. Sa hi, Bailey. Meet Ash."
"Hi Ash," Bailey said. "Nice to meet you."
"Nice to meet you too," Ash said, her tone switching from flirty to more professional.
"Brent," she said. "Did you ever tell me that I had a sister? I think I would have remembered that."
"Probably not," I admitted. "Our situation is ...complicated. She's from my dad's second marriage so she's a fair bit younger and I haven't known her well. She's staying with me for a bit while she figures some stuff out."
"Oh," Ash said. "That's nice for you guys. It's good to catch up."
"In fact," I added, "I know you've been looking for help around the office since Stacy left us. I was going to start Bailey on Monday. You think that would work?"
"Don't worry," Bailey cut in. "I won't be some nepotism loser! I'll work really hard and do a good job!"
Ash laughed.
"Ok," she said. "I can make that work and I do need the help. Welcome to the team, Bailey."
I smiled over at my sister and she smiled back.
"So Brent," Ash said. "About our ...meeting tomorrow night. Are we going to have to reschedule?"
The next night was a Friday and Ash's fiancé was out of town. We had planned on going out for dinner and then going back to my place after.
I looked over at Bailey.
"I don't know," I admitted. "This has all been a bit of a whirlwind."
"You don't have to worry about me. I can take care of myself tomorrow night," Bailey said.
"Ok," I said. "Then we are still on, Ash. I'll see you at work tomorrow and we can nail down the details."
"Sounds good," Ash said. "I'll see you tomorrow. Nice to meet you, Bailey."
"You too," Bailey said and I hung up the phone.
+++++
We stopped at a grocery store and picked up some food so that we didn't have to order in every night, then arrived home.
Ash insisted on cooking and made pasta and a salad while I sat in the living room and watched some tv. The food was good and hanging out with Bailey was pleasant. After we cleaned up she headed to her room and I relaxed with a book for a while.
It was later that night, around 11 when I was thinking of getting ready for bed when she came into the living room. She was wearing my flannel shirt again, and did not seem to be wearing any shorts as I could see almost the full length of her legs before they disappeared under the shirt.
"Hey Brent," she said, stepping in front of me. "I wanted to get your opinion on something."
"Sure," I said, dropping my bookmark into the book and closing it.
Baile gripped the hem of the button up shirt and lifted. She was wearing one of the thongs that she had picked out, this pair made of sheer black fabric. She had clearly shaved, since the hair that peeked out the other pair earlier was not there. I could see her puffy pussy lips through the fabric, a bare slit.
"Does this look better," she asked, looking at me biting her lower lip. "I did my best."
My hands were clammy with sweat, as I looked at my sister. I had to clear my throat before I could speak.
"It looks ...great," I said.
"Does it look ...sexy?" she asked.
"Yes," I admitted.
"I'm worried I missed some. You didn't have a good mirror to check," she said and stepped closer. She hooked her finger into the side of the panties and pulled it, revealing her bare pussy to me. She leaned back a bit, pushing her hips forward. Her voice was hoarse when she asked, "Can you check?"
It was wrong. So very wrong on every level. I should have stood up and left the room but I did not. The sight of my sister, presenting herself to me, the rush of blood to my cock, all prevented me from making the correct decision.
I leaned forward, moving my face closer to her bare pussy. It was red, from the shaving, and smelled fresh and clean. I could catch the scent of a woman's shaving cream, floral, but under that, the unmistakable smell of a woman's sex.
I could see no stubble or stray hairs.
"I think you did a good job," I said.
"Good," she said, sounding relieved. Her fingers parted the lips, revealing the pink inner lips and her clit. I could see a string of wetness connecting one side of her lips with the other. "I thought I felt some stubble when I touched there. Can you check? Feel for some?"
As if of its own accord my hand raised. I could see a tremor in my fingers and they led the way. Bailey gasped and jumped when my fingertips brushed the outer lips of her pussy.
The smooth skin gave a bit under my fingertips. I ran them along the edge of her pussy lips and glanced up at Bailey's face. Her lips were slightly parted, and she was looking back at me with half closed eyes. She pushed her hips forward, pressing harder against my hand.
"Seems pretty smooth to me," I said, my voice almost a whisper.
I ran my fingertips back along the edge of her lips, and heard her moan above me.
"Did you get the inner edge," I asked.
"Can you check," she asked,her own voice breathless. "Please?"
My fingers pushed between the lips and Bailey moaned above me. I ran them lightly along the inner lip on the left side from back to front. Slowly gliding them along, moving easily due to her wetness. When I reached the front I slid my fingertips to the other side, grazing her clit. She moaned again.
I slid them back on the other side. She was so wet it would have been easy to push my fingers into her. I knew that she would not stop me. I wanted to but refrained myself.
"Seems like you did a good job," I said and was about to take my hand away when her own clamped down on it, keeping it in place. Pressing it against her.
Her hips bucked and she groaned, before crying out. I felt a flood of wetness drip down my hand as she came on it. She froze in place, gasping, legs locked for a few moments before she released my hand.
"Thank you for your help," she said, stepping away quickly. "I'm going to bed."
She spun and hurried up the stairs. I let myself sink back into my chair. Amazed by what had just happened.
I knew that it was insane. That I should not have done that just then. That I was not doing a good job of protecting her like I had promised to do.
My thoughts however focused on how she had just cum from that light touch. What would have happened if I had pushed my fingers into her? If I had pulled her down and fucked her? How hard would she have cum then?
I shook my head and went up to my room, jerking off to images of my sister once more.
+++++
Bailey was still in bed when I left for work the next day. I left her a note saying I would be back late and a hundred dollars in cash if she wanted to go out while I was gone.
I had mixed feelings about the night before. My sister obviously had some fucked up issues, but I seemed to be no better. It had been like I had no control over myself. I resolved not to confront her about it, but also to behave myself better in the future.
It was a busy day but it passed quickly. I received a text in the early afternoon from Bailey.
what am I supposed to do with this much cash lol have fun on your date tonight
I smiled and texted back.
whatever you want as long as it's legal or you won't get caught at least. See you late or tomorrow.
Ash and I had reservations at a decent Italian restaurant and we showed up separately at around 7pm. It was a place we had eaten at together often.
Ash arrived a bit after me, seeing me sitting at the bar sipping a beer. I had to smile, seeing her. She was 27 years old, still young and beautiful. She had curly dark hair that fell past her shoulders and mocha skin, the result of a black father and white mother. She was wearing a black dress with thin straps that showed off her figure.Her breasts were larger than Bailey's I judged, but Ash had a fuller figure, all curves. Her ass was full and her hips wide.
We had been fuck buddies for a while now. She loved her fiancé but told me I gave her something she couldn't get from him. He sounded like a really nice guy but very vanilla and boring in bed.
I had felt bad at first, but Ash had no regrets so I followed her lead. It seemed like she was able to keep this going with no one getting hurt and it suited my lifestyle. I had never wanted to settle down, but I loved sex.
Ash walked up and kissed me, our tongues dancing together briefly.
"Hey you," I said.
"Hey yourself."
We got a table and ordered food and chatted. We talked about work for a bit, getting a few things out of the way that we could deal with on Monday then she asked me about Bailey.
I gave her the rundown about my dad and his new family and Bailey running away. I skipped all of the inappropriate bits, the spanking, the shaving and inspection. How my sister had cum against my fingers twice in three days.
"You are doing a good thing, Brent," Ash said when I had finished.
"I hope so," I said. "I don't know what I'm doing. I just want her to have a chance, you know?"
"You are. I was lucky that my mom was great but there were times when I wished I had a man to take care of me and guide me when I was younger. My dad wasn't around much."
She ate some ravioli.
"What does she look like? You?" Ash asked.
"I don't know," I said. "I guess not. Her hair is like, red? Brown? Auburn I guess?"
"Is she pretty?"
I shrugged.
"I guess so?"
Ash laughed.
"So she's pretty. It's fine. You can say it. It would be surprising if you didn't notice. Unlikely."
"Ok," I admitted. "She is quite pretty. Very young though."
"Must be hard having a pretty young thing in your house, after living alone for so long," she said, an edge of flirt entering her voice.
I almost jumped when I felt something move up the inside of my thigh. I looked into my lap and saw Ash's bare foot. She had slipped off her heels it seemed.
"She is my sister," I said.
Ash's foot pressed against my cock which was coming to life there in the restaurant. I scooted my chair forward so my stomach hit the edge of the table, letting it and the tablecloth hide what she was doing.
"So?" Ash said. "That doesn't mean that she isn't a woman. And that you aren't a man. I know you are a man. Very well."
As she spoke she rubbed her foot against my cock, pressing it against my leg and slowly gliding along it with her foot. Generally, I was not a foot person but this, in this setting, was undeniably hot.
"Still," I said. "There are lines not to cross, right?"
Ash smiled.
"Well," she said, "as a woman who loves to call you daddy as you fuck the shit out of me, maybe my lines are a bit different. Nothing wrong with a bit of fantasy, is there?"
My cock was throbbing and after being around Bailey for a few days I needed to be inside someone.
"Are you ready to go?" I asked. "Still want to come over?"
"Baby," Ash said, "I'm fucking dripping over here. Yes I want to come over."
I paid the bill and we both drove to my place in seperate cars.
We were barely in the door before Ash's arms were around my neck, kissing me. I held her tight to me, enjoying the feeling of her pressed against my chest. My hands drifted down to her full ass and squeezed the cheeks.
"Let's get up to my room," I said, taking her by the hand and leading her upstairs. I saw that the door to Bailey's room was closed and was happy to see that.
Once in my bedroom I swung the door shut behind me. I noticed that it had not quite latched, staying open a few inches but was distracted from fixing that by Ash dropping to her knees in front of me. She shrugged the straps off of her shoulders and the top of her dress fell down, revealing her large, full l, light brown breasts. Her nipples were a darker shade and stood out, lick thick bullets.
She reached forward and grabbed my belt, undoing it, then opening my jeans and pushing those off my hips. My cock made a tent in my black boxer briefs right in front of her face. She had a hungry look on her pretty face as she yanked those down as well.
My cock sprang free. It was about 7.5 inches long and quite thick. It had a twisty purple vein along the top and was uncut. The swollen head was half out of the sheath of skin, glistening at the end with precum.
"Fuck this is a good cock," Ash said, gripping the shaft in her hand. "Will you fuck my face, daddy?" She asked, then placed the head in her mouth.
"Yes, baby," I said and thrust, shoving my cock deep, hitting her throat.
I knew what she liked and obliged, burying my hands in her hair and thrusting my hips. I fucked her face hard and fast, while she had her own hands up her skirt, rubbing herself.
The glug glug sounds of her face fucking filled the room. Occasionally I'd shove deep into her throat and hold her there cock cutting off her air while her eyes watered looking up at me. When she tapped my hips with her hands I'd pull back giving her a short gasp of breath before starting again.
I was very worked up and had to stop after a few minutes, not wanting to cum too soon. I pulled out of her mouth and stepped back.
"Get on the bed," I demanded. "I want to taste you."
Ash quickly did as she was told and flopped onto her back on my bed, legs splayed open. I moved and kneeled at the edge of the bed and reached under her dress, feeling a flimsy pair of panties. I gripped them and yanked, tearing them off of her.
She yelped but laughed then moaned as I shoved her legs apart and drove my mouth to her pussy.
Ashe always tasted amazing. Sweet and salty with a hint of spice. I licked along her slinken canal between her shaved pussy lips, from her opening to her clit which I sucked into my mouth.
I pushed two fingers into her and used them to fuck her as I alternated between licking and sucking, focusing on her clit.
Ash moaned and writhed under my mouth. I grabbed her thigh with my free hand and held her in place.