The Usual Disclaimer: This is a work of fantasy. All characters featured in sexual situations are over 18. The characters in these stories are fictional. Any resemblance to actual persons living, dead or undead is purely coincidental. Do not try this at home.
Thanks again to my friends who reviewed this story and provided such timely feedback.
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I've read some of these stories, and I can never buy it when some guy says, "My sister was gorgeous, but I just never looked at her 'that way' before," or "I was shocked to realize my sister had such big tits." Give me a break. If you have an attractive older sister with big tits, you've been keenly aware of it for years. That was certainly the case for me.
My older sister, Melanie, had developed early. It was impossible for me to ignore her impressive chest. I just count myself fortunate that she never caught me staring and drooling like an idiot. I'm not saying I did that, because quite frankly I don't know. It wasn't like I was watching myself watching her, if that makes sense.
Melanie dressed conservatively, even around the house. She always wore a bra until she went into her room and "dressed for bed," but I never really saw her then. I was convinced her breasts must be perfect, even though I hadn't ever seen them. My sister was the embodiment of female perfection in my mind.
After she graduated from high school, Melanie still lived at home. She attended college locally and she had a part-time job on campus. It wasn't glamorous. She worked as a cashier at the cafeteria.
Melanie dated, of course. She just never had a steady boyfriend in high school or those first two years of college. I'm sure tons of guys asked her out. I made the mistake of thinking of my beautiful sister as some sort of bastion of chastity because she didn't have any long-lasting relationships. In my mind, it was because those guys invariably wanted to have sex with her, and that was the end of it.
That all came crashing down late one night in the second semester of my senior year. I didn't even know she had been out on a date until the guy dropped her off in front of the house. I heard the car pull up at the curb, and looked out through the blinds of my bedroom window. There was a sports car parked beneath the street lamp. I thought it looked odd; there was this guy I didn't recognize sitting in the driver's seat. He had his head back on the head-rest. His eyes were closed.
I wondered if this guy had a few drinks too many, and he had pulled off the road to sleep it off. Then his mouth shot open and a look of pure ecstasy washed over his face.
Was he on drugs?
He started mouthing some words, and then he looked down with a satisfied grin on his face. I shook my head.
Weirdo.
My eyes shot open in disbelief when I saw my sister's head rise from his lap.
If that asshole hadn't parked right by the street lamp, I wouldn't even have seen her—certainly I would not have guessed it was my "innocent" sister doing something like that. But there she was. It was unmistakably Melanie's sweet, smiling face. She swallowed and licked her lips and smiled at this guy. I saw her mouth the words, "thank you," and then she got out of his car and started walking up to the house.
My hand shook as I released the blinds. I don't know what I was thinking as I walked out of my room and headed for the front door. I guess I was still in denial and thought my sister had been used against her will. I was certain that my lovely sister would never do anything like what I thought I had seen. I expected to find her staggering in the door, drugged out of her mind. Maybe he had slipped some sort of date-rape drug into her drink. That sort of thing was in the news all the time, and I thought that had to be it.
I stopped dead in my tracks in the entry hall. My sister had closed the front door and she was leaning back against the door, humming contentedly and still licking her lips. Her eyes were closed and she looked deeply satisfied and very happy. Her clothes were a little disheveled. Her skirt was wrinkled like it had been bunched up recently, and the top five buttons of her blouse were open. My eyes widened. She had been wearing a bra with a front clasp, and it was opened. I could not help but stare at the expanse of cleavage staring me in the face.
There were red marks on her neck and all over the inside swell of her breasts. That guy had been sucking on her neck, and undoubtedly her tits as well! My sister's lilting voice snapped me out of my trance.
"Oh, Gary!" she said softly. "I'm sorry. I was just lost in my own little world. I didn't even notice you were standing there. How was your evening?"
My eyes met hers, and she just smiled at me. I had expected her to be upset, certain she had seen me staring at her breasts. She had not slurred her words. She didn't appear to be inebriated. But she did have a trickle of some white substance at the corner of her mouth.
"Um, you have something on your lip there," I said, pointing to the corner of my own mouth.
"Oh," she said. Then her tongue snaked out and lapped it into her mouth. "Mmm," she moaned. Her eyes closed and she bit her lower lip softly. My eyes again raked down her body and her hard nipples were obvious through her blouse. That bra was just dangling uselessly below her breasts.
I swallowed heavily, and realized my dick was completely hard and throbbing in my shorts. Fearful of getting caught, I quickly blurted, "Well, I was just checking to make sure you're okay. Good night, Melanie."
I turned and bolted into my room. "Good night, Gary," her voice replied, following me down the hall.
I was picturing her tits when I furiously stroked my cock minutes later. That was as much as I had ever seen of them, there in the front hallway. After I came—which was really quick—I replayed what I had seen over and over in my mind. It felt like a tremor shook my entire room when it hit me.
My sister sucks cock! She likes doing it, and she loves the taste of cum!
I know my eyes were wide with surprise, because I saw my shocked expression in my bedroom mirror. I also saw my renewed erection standing straight out in front of me. I looked down at my dick in surprise. I had just shot a pretty big load into a tissue. It normally took more than five minutes for me to recover afterwards.
Now, I know I have an above-average dick. When I was younger, I had measured it obsessively. At eighteen years old, it was just over eight and a half inches long, and it was very thick. I had stopped measuring it regularly by then, of course.
As I looked down at my pulsing dick, I sighed unhappily. Now that I was older and "knew better," it was depressing to have such a big fat dick. The high school girls I dated wouldn't dream of sucking it for me. It was just too much for their little mouths to take. I couldn't imagine it would be any different for my sister. Knowing she loved having a dick in her mouth, I still couldn't picture her taking my oversized dick head between her lips.
What I constantly fantasized about was sucking her tits before I jacked off and shot my cum all over them. In those fantasies, she always got off on it. Now I felt like that fantasy was shattered. My "innocent" older sister was sexually active, and she would no doubt be repulsed by my dick the way my last two girlfriends had been.
That didn't stop me from jacking off and imagining her tits again, of course. It just wasn't as good.
I never got another revealing look at my sister in that disheveled condition again. She came home from another four dates looking deeply satisfied, though. Each time, it was a different guy dropping her off at the house. I refused to think of my sister as a slut. Instead, I kept thinking those guys had to be idiots. Something had to be wrong with them or they would never have let my sexy sister down.
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Our parents had a surprise for us that year. They had arranged for time off from work, and had bought tickets for the four of us to spend Spring Break in Cancun! Now, I had never been outside the United States and had no idea what that would be like. It just sounded amazing. Melanie looked every bit as excited as I felt when our parents announced it.
A week and a half later, Mom was furious when her vacation was cancelled. Her firm had several high-profile clients, and one of them had landed in a major scandal. Since she was one of the best lawyers in her firm, and she wasn't currently on a case, they had assigned her to handle the "damage control" and she was forced to assemble a team at the last second.
