My sister Elaine came to the US from Hong Kong about 4 years ago. She's actually my half sister from my dad's first marriage. She's much older than me, but at 36, she looks about 22. She's tiny, standing at 5', weighing about 95lbs or so. Her long black hair makes her appear much younger, and like many Asian women, her fine skin shows no sign of aging, and you can barely see the wrinkles around her eyes. Her body is quite well-proportioned for her tiny frame. I know this because I've peeped through our bathroom keyhole many times to see her come out of the shower, still dripping wet and gloriously naked. Her small tits are perky, which is pretty amazing. Her pussy has a few strands of hair. Her body, even at her age, looks like a pubescent teenager.
There's been many nights when I watched her come out of the shower, and went straight to my room to jerk off. I felt guilty every time I did this, but as a 17-year-old with uncontrollable hormones, that guilty feeling was overpowered by my need to ejaculate. And since she was the only female occupant in the house, I had no one else to satisfy my curiosity.
She went through a couple of relationships in Hong Kong, both of them left her sad and lonely. That's why she decided to come to the US to live with my father and I. She worked at my dad's business as a secretary, taking care of the paperwork and accounting. My dad's business partner, Don, had his eyes fixed on my sister. He's a big white guy in his late-40's. He's quite big, standing at 6'1", pretty muscular and weighs in at almost 200 lb. He was always cool to me, buying me alcohol and taking me to parties that my dad would disapprove. So whenever he asked me about my sister I thought nothing of telling him what I knew, mostly about what she did with her free time and whether she was involved in a relationship.
"Hey kid, your sister's one sexy woman." he'd always tell me. I didn't know how to respond to him so I just mostly kept quiet. But in my mind the image of her coming out of the shower and drying herself off would appear and I would get a raging hard-on.
Whenever I visit the office, which was often because it was my summer vacation and I had nothing better to do, I would see Don trying to start a conversation with Elaine. She would respond politely but never engage in anything personal. Don was nonetheless persistent, and Elaine would brush her off with a smile and walked away as she went on with her business.
Like I said before, Don often took me to parties that my dad couldn't possibly find out. There were always plenty of alcohol and drugs. Everything was fresh to me and those parties were a blast. Women in their late 20's and early 30's would come and flirt with me hard. One time this lady even gave me a hand job, but I was so stoned I don't remember much of what happened except that I shot all over her blouse, which did not impress her at all.
So it was to my great surprise and disappointment when Don came to me one day to have a "man-to-man" talk with me.
"Son, you know i shouldn't be taking you to those parties anymore. If your dad finds out then I'm in deep shit. Besides, you're too young to be living that kind of lifestyle..."
"Yeah, right. Get that high and mighty crap outta here, Don." I said as I gave him a little punch on his shoulder.
"Yeah, alright, alright. But I'm serious, I'm not taking you to parties anymore unless you help me with something..."
"What is it? Is it serious? It sure sounds kinda serious." I thought to myself, what a bummer if Don didn't take me to those parties anymore. What the hell would I do with my long summer vacation? Peep at my sister in the shower and jerk off?
"Well, this is kinda awkward, but...hm, how should I put this...You promise not to tell anyone that I asked you to do this?"
"Sure." I trusted Don. But more importantly I wanted to keep partying with the older crowd.
"Well, I've been wanting to get to know your sister for some time now, but I haven't any luck so far. She's all business at work and, you know, being your dad's business partner pretty much keeps her private life out of my reach."
I knew where he was going with it, but I was interested in hearing more from him before I promised him anything.
"So I thought you can help me out with setting me up with her, you know, like some sort of date or maybe something more..." he halted mid-sentence, checking me out to see how I would react to his proposal.
It was the "something more" bit that raised my curiosity. I knew Don had the hots for my sister, but I wanted to know about what exactly he had in mind.
"So Don, what are you proposing?"
"Well, it's really hard for me to get close to your sister outside of work, and there are very few excuses for me to come to your house to talk with your dad because we do business at the office. So, why don't you ask me to come over on Saturday afternoon to fix your car with you, and then just leave the rest to me."
"That's easy enough. You just want to come hang out at my place. That's no problem."
"Well, there might be a little more, kid."
"What's that?"
"To tell you the truth, I just want to fuck your sister's brains out..."
I was shocked to hear Don being so straight up with me. Whoa. This guy wants to do my older sister!!! Now I really didn't know how to respond to that. On one hand, no way was I going to help this guy jump my sister. I mean, i like Don and all, but what about my sister's honor and all that? How can a brother to that to his own sister? But on the other hand, that guilty feeling from peeping through the bathroom keyhole crept back up again and knocked me off my high horse. And the thought of seeing my sister getting her tiny Asian pussy penetrated by a big guy like Don actually excited me. So I was dealing with this dilemma with a raging hard-on. Oh, the teenage hormones, it worked me.
"...a man can only hold back so much until he explodes...you know what I'm saying?" Don apparently went on for a while, but I only caught the first and last sentence of what he said.