Like all college graduates, I had to carefully weigh my options in life.
I considered everything and eventually took my families advice to pursue higher education. But that of course raised the question of where to go. Luckily, my older sister offered me a chance to stay with her for a while to see how I enjoyed living in the city. She was 28 years old and had recently started a new job in the fashion and apparel industry.
Courtney is the typical big sister. Growing up we were best friends, but whenever our parents weren't around she loved to use her 'older sibling' status to let me know
she
was the one in charge. She was never a pain in the ass about it, but it was obvious she loved the power to boss me around. It was always playful and never mean-spirited. The hardest part about growing up with her was how hot she she has always been. Her long blond hair and athletic body made the other boys stop and gawk whenever she walked by. It wasn't easy having friends with Courtney as your big sister - she's all my friends ever wanted to talk about when they were at my house.
She had always been considered smart and mature for her age, which was great because as I got older she was always there to offer me advice for whatever I needed. Like I said, we're best friends.
Older Sister's Sex Toys
"If you're going to stay here, we're going to have to cover some ground rules," she stated as I put my things down. "First off, you don't get to brings friends over. Secondly, you have to clean up after yourself. I don't have time to babysit. Thirdly, and most importantly, you don't get to snoop around in my room while I'm at work, or ever."
"Well I'm glad to see that some things haven't changed between us," I quipped.
A smile crept over her face. "That's the way it's gotta be. I can't have a little brother ruining my mini-palace."
"Is that what this is? A mini-palace?"
"Don't get cute. I'm not exactly making the paycheck of a famous designer just yet. I'm working an entry level position which I was extremely lucky to nab in the first place. You have no idea how competitive the job market is around here. It's insanely brutal."
I nodded while looking around her apartment. "I'm sure it is. And I wasn't trying to make a joke about your new place. You did a great job. If I had known your interior design skills were at this caliber, I would have paid you a hundred bucks or something to fix my room years ago."
She smiled again, "Thanks. Maybe I'll do something for your room once I get back home. Speaking of which, it's going to be a lot different staying here than back home. As you can see, there isn't a lot of space. It's not like we'll be down the hall from each other and we get to run around and be as loud as we want. Here, our rooms are going to be crammed up right next to each other. So be mindful of that, and I don't want to hear any complaining or whining either."
"Trust me, you won't here a single complaint from me. This place is awesome. And it's just as awesome living in the downtown area where all the action is. Who knows, maybe if I get accepted into one of the law schools nearby, you might be seeing me a lot more often."
*** PILLOWS & SHEETS ***
It was hard to sleep that night. Spending the night in my sister's new apartment while checking out the city during the day was more than enough to keep my mind busy. I thought about the future and what was next in life.
My mind was completely preoccupied, until I heard it...
"Ohh..."
The sound was faint and it was coming from the other room- my sister's room.
Something came over me, curiosity I suppose, and I got up to put my ear against the thin wall that separated my room from my sister's. Her moans were soft and came every few seconds. She was clearly masturbating.
I listened more carefully and pressed my ear harder against the wall and heard a faint buzzing sound. Not only was she masturbating, she was doing it with a vibrator of all things. Naturally, the image arose of my older sister in bed, eyes shut, moaning, using a vibrating sex toy in and out of her vagina.
I was instantly aroused. I knew it was wrong and dirty, but at that point I didn't care. The moans and the vibrating noises coming from my sister's room suddenly stopped, and then I heard her get out of bed to wash herself in the bathroom.
Then I did it: for the first time in my entire life, I masturbated thinking about my sexy older sister.
***
It was kind of awkward seeing her the next morning, but I didn't really care. It's not like she knew that I had fantasized about her the night before, or that I heard what she was doing with herself sexually. And in typical Courtney fashion, she was in a rush to get to work.
"God, I hate being so late all the time," she fumed while fixing her outfit in front of the living room mirror. "You'll have to fix your own breakfast. Sorry, I was planning on making you eggs or something."
"Don't worry about. I prefer oatmeal anyway."
She smiled when she was satisfied with her appearance. "Great. I'll make it up to you when I get back later. There's a great Chinese restaurant nearby and I'll get some of that stuff you usually order. In the meantime, enjoy the city!"
We waved at each other and said our goodbyes for the morning before she headed out the door.
At that point, I should have been a good, well-behaved younger brother and went about my day as planned. I should have eaten my breakfast and taken a stroll around the city to see if living there was what I wanted. Unfortunately, my hormones took over and my mind went back to thinking about my masturbating sister.
'It's not like she'd ever know,'
I thought to myself.
The door to Courtney's room was half open and I went inside.
Her room was what I expected it to be. She had the best of everything. Her closet was open and I could see all of her designer clothes neatly arranged. She had a dresser with pictures of friends and family on the mirror, and all kinds of makeup on the table. And as expected, her bed was a complete mess. It was the same growing up, with her room always nice and tidy but her bed always a mess. I looked at her sheets and thought of what it must have looked like with her masturbating on them the night before.
It didn't take long to find her sex toys. They were right next to her bed, in the top drawer. It was both shocking and arousing to see all of her stuff. She had an assortment of different adult toys that would put any porn set to shame. There were different types of vibrators of all shapes, sizes and colors laid out next to each other. There was even an assortment of different portable vibrating objects that looked like they were made for women who liked to please themselves in the bathroom where they work (which is probably what my sister did since she owned a few of those).
As I marveled at her collection of sex toys, I saw it out of the corner of my eye: There was a book sloppily tucked underneath her pillow.
I reached down to see what it was, only to find an old worn-out book with an illustrated cover of a naked man and woman. It was titled
Stories of Love & Incest
.
Finding out that your smart and sexy older sister enjoys using sex toys is one thing, but finding out that she gets off on reading about incest is something else entirely. No comparison. I didn't know whether to feel even more shocked or even more turned on, but I didn't have a chance to soak in the feeling much longer as the front door unlocked and my sister came home.
"I'm back. I accidentally left my phone in my room if you can believe it."
I closed the drawer and shoved the book back underneath her pillow as fast as I could, and as I rushed out of her room, my sister caught me.
"What the heck doing?" she asked with a skeptical look. "Didn't I make it clear that I didn't want you peeping in my room?"
"I...uh...I just wanted to see what kind of view you had from your window. That's all..."
Her eyebrow raised and she looked even more skeptical. "Well, you're lucky I'm running late. And I sure hope I don't find out that you've been doing creepy things like going through my panties, or whatever it is guys your age like to do."
"What!? No! I promise it won't happen again."
***
She gave me one of those big sister "it better not happen again" looks and went inside her room to get her phone and left in a hurry.
I went about my business for the rest of the day, but of course, I couldn't stop thinking about what I found in Courtney's room. Images of her using different sex toys on herself while reading incestuous material floated through my mind. Growing up together, she had always been an avid reader of romance novels (not the dirty kind) and loved watching romantic comedies and other love stories.
That day marked the second time in my life where I fantasized about her.
*** EVERYONE HAS THEIR KINKS IN LIFE ***
Dinner that night was quiet and awkward. The long and boring lecture I was expecting never came.
"This is great," I said as we almost finished eating. "Seriously, you always know the best places to eat."
"Thanks. I knew you'd like it."
"Well...thanks again..."
Another long pause ensued until we finished our meals.
"Look, just admit it," she finally blurted out. "You found my book and you think I'm a weirdo for reading that kind of stuff."
"What book?" I replied, hoping to avoid the topic.
"Don't play dumb. I'm talking about the book underneath my pillow. You didn't put it back in the right spot. I know you were looking at it before I came back home this morning."
I shrugged, "It's no big deal sis. So you like reading about that sort of thing, who cares?"
"I care!" she snapped, looking frustrated. "You're my little brother, you're not supposed to know this about me. God, I could barely concentrate at work today because of how humiliated I felt."
"Seriously? Do you remember how many times you've walked in on me watching internet porn? I freaked out a few minutes, but then I forgot about it and moved on."
