Looking back I guess I'd had a crush on my sister from grade school. She is a few years older and when I was just beginning to enter the turmoil of adolescence, she'd filled out (in every way) as an eighteen year old. She was tall and slim with long brown hair, big brown eyes and beautiful breasts -- not huge, but perky and eye-catching on her thin frame. By the time I was eighteen, she'd become even more alluring, her 21-year old body tight and tan with bulges in all the right places. She looked like a movie star and knew it, which is how this whole thing got started...
Jenny was finishing college, where she'd studied English and drama. She was keen to cash in on her acting skills and her knockout body, but was having a hard time lining up any start. She'd been talking with our parents about moving out of our midwest town.
"There are no opportunities in these backwoods. Here I am, 21 and still living at home!" Jenny complained one morning at breakfast. "I need to get to California to get into acting."
"And join about a million other wanna-be actresses waiting tables?" My dad commented. "What makes you think you'd be able to walk right into an acting position?"
"I know," Jenny said sadly. "If only I had some way to get right to the casting folks."
I'd been day-dreaming, furtively casting glances at her barely concealed breasts: Jenny always slept in a semi-transparent teddy and had been sufficiently depressed by her job prospects that she hadn't bothered to get dressed yet. On the pre-text of dropping a spoon I ducked under the table and was rewarded with a shot of her tight thighs and the edge of a scarlet thong barely covering the curve of her ass. I must have been down there a little too long, since she started squirming and when I sat back up she glared at me for a moment. By this stage I'd perfected the innocent disinterested look, so I got away with it.
My thoughts drifted to wondering whether I'd be able to get hold of that thong when she was in the shower later in the morning -- one of my favorite hobbies was to get hold of her panties as soon as possible after she shed them, while they were still warm. One memorable (but highly risky) day, I'd stood right by the curtain where Jenny was taking her shower, jacking off into a lacy fragrant pair she'd taken off moments before. I blew my load seconds before she turned the water off and I had to open the door silently and make a hasty exit, cum still dripping from my cock.
But as we cleared up from breakfast, I was left wondering about Jenny's comments about California. I had been taking a film and media class at college and that gave me this idea of a plan...
"Jenny", I said that afternoon, while our parents were out shopping. "You know you were mentioning Hollywood and all that this morning?"
"Yeah," she replied sulkily, figuring I was going to make fun of her. "So what."
"Well, there was a guy who graduated from our media program last year and is now working for a small studio out there. I wondered if you'd want me to put you in touch with him?"
Jenny did a double take. "You bet I would! What's his name, how can I contact him?" She was quite excited, bouncing in the chair (which made for a glorious sight when I furtively glanced at her bra-free T-shirt).
"Mike's kinda hard to get hold of normally, he doesn't give out his phone number, but I've emailed and skyped him a couple of times about a project I was working on -- next time I contact him should I mention I know someone interested in acting?"
I knew her answer but didn't guess at her reaction. Though we got on OK, I'd always been her annoying little brother, and we weren't a very physically affectionate family. Now though, she leaped up, came round the table, smothering me with a tight hug that brought her firm tits just below my chin. My pecker responded right away, and the surprise of this embrace left me unprepared. I think Jenny sensed the stirring in my pants because she abruptly let go and blushed a little, saying that she'd really appreciate me contacting Mike and to let her know what happens.
Mike in actual fact lived on the other side of town and was in my class at college. He looked older than he was, and with a pair of sunglasses could easily pass for a guy in his twenties. I'd mentioned Jenny to him a few times and even showed a picture of her (in her swimsuit) from our last family holiday. I knew he'd be game for this deception, but we had to play this carefully.
"Any word from Mike?" Jenny asked after dinner.
"Pretty early for him to respond I think -- he gets pretty busy."
"Oh, sure, I suppose," said Jenny looking sad. I didn't want her to lose interest in the plan though. So I thought quickly.
"I wonder if I should email some pictures of you to him?" I said reflectively. Jenny tensed up a little, smelling a rat. "I mean maybe some head shots so he gets an idea of how pretty...I mean just how you look." I ended up lamely.
Flattery worked, and Jenny agreed to let me take a few photos and email them to Mike. While our parents were making dinner, Jenny and I slipped into her room. I'd only been in there a few times (with her permission anyway) and I was excited that things were moving so nicely.
"OK, so let's make this good," said Jenny. I set up the lighting as best I could and brought up three of my best cameras, one set up on a tripod to make it look more professional.
"So, maybe some face shots straight on and some sideways." We took about 10 of each, and I sensed Jenny relaxing as she enjoyed posing for the camera. She really was amazingly pretty!
"Excellent. That should do it...unless you think you should have some full figure shots too?" I said, as I was toying with the tripod -- not quite taking it down, but trying to make it seem that this was no big deal to me.
"Er, well, sure I guess that would be good too." Jenny said uncertainly.
"Do you want me to take shots of you in those clothes?" I asked innocently.
Jenny looked down at the jeans and t-shirt she wore and bit her lip, thinking. She suddenly got a steely look in her eyes -- "I think these will be just fine, thanks." She must have guessed I was trying to coax her into showing some skin, but I didn't push it.
"Fine," I said, all but yawning. "These aren't MY first publicity photos."
I knew I'd hit the mark. "Well, take a few like this, and then I'll put on a dress."