Edited by: Pope1944. Thanks!
Note: there will be anal sex in this story so if you don't like that, please read some of my other stories.
*****
Never in her young life could Jessica have imagined being so at ease wearing nothing but lingerie in her brother's room while he was staring at her. More than just staring, he was actually studying her body in order to draw it better. In fact, she knew that he was even going to transform her image slightly: her twin brother David was in fact going to draw a nude image of her. Not that it would require of him a lot of imagination: the lingerie she had chosen today was very flimsy and mostly transparent. Yet, she felt really at ease. It had only taken three such sessions to get her to fully relax.
The first one had been horribly stressful, though. Looking at David now, she could see that he was still flushed. She guessed that her brother was fully aware of how remarkable this situation was despite the look of concentration on his face. Jessica smiled, relaxed on his bed as he stared at her exposed body. Yet when they both heard their mother coming home unexpectedly and shouting "David! What's the meaning of this?" everything changed very quickly.
But before we get to that, let's roll back to five days ago when all this started. When Jessica came home very late, somewhat later than her usual curfew, she planned to come in by the backdoor without making a sound. But as she rounded the corner of her house she jumped and almost cried in fright when she saw someone on the porch, a few feet away from her. She realized that it was her brother and that despite her jump, he wasn't about to laugh at her. Instead, he was crying. Jessica understood what must have happened. "Didn't win?" she asked softly, sitting next to him.
"Nope. Not even close..." was his teary reply.
"Really? Damn!"
"Yeah, damn. Fuck drawing. I'm done."
Jessica was surprised: drawing was David's passion. It even threatened his grades in school. He had managed to graduate anyway, but he was placing all his eggs into this drawing basket. At least until now. "What do you mean done? Done with this contest?"
"No, done with drawing. I'm good enough, but not as good as I need to be to make a living out of it."
"Bullshit! You're more than good enough!" Jessica replied, and she meant it as well. "What was this year's subject?"
David didn't reply. After a while, he said "A game of volleyball."
"Oh. Shit."
"Yeah, shit indeed..."
David truly was a great artist despite his young age. He could draw anything from scratch with no model or photograph and it would turn out great. Anything but the human body. His males were decent, but his females were... well, let's just say that he grew up reading manga and for the last couples of years, with many of those manga being hentai. A while ago, Jessica had found a stash of his secret drawings, drawings of miraculously endowed females in various poses. Many of them included other females or miraculously endowed males in various positions. Sexual positions.
They were stunning (even though looking at them behind his back made Jessica feel strange). The fact that they were stunning was not the problem. Well, problems, to be precise. The first problem was David's. He had done so many of them that drawing a real woman with real proportions was a challenge for him. A profound challenge. His realistic men were not so bad, but women... Ouch. And he knew it. And it frustrated him to no end. Now the contest had forced him to confront this limitation.
The second problem was Jessica's. Despite her feelings about violating his trust by looking at his hidden drawings, she nevertheless went to his stash regularly. At first she had been drawn in, so to speak, by their beauty and quality. What she hadn't expected was that at one point she became convinced that some of the females on his pages were, in fact, her.
Of course, she didn't have a distorted body, nor were her breasts so monstrously big. Yet her face, eye color and her hair were spot on. In some of those drawings there was a male with her in various sexual poses, but his face was always left either blank or not fully drawn. Was he drawing himself with her?
The first time she recognized herself, Jessica's first reflex had been to leave his room. But then again, she was really taken in by the magic of his talent. Gradually, she had accepted this as a strange form of compliment. From then on, she had started to see her brother differently. Despite the urban legend, they didn't share a special twin bond. They were fond of each other like some brothers and sisters were, but nothing more. After having found those drawings though, the way she had seen their relationship changed.
They were both virgins and she knew that it was normal for boys to have feelings for just about everything they saw. And since he had never said or done something about these feelings for her in real life, she didn't feel threatened. So as the months went by, she had sometimes imagined him drawing her, his hard cock in his free hand. Once, while deep in the throes of a long masturbation session, Jessica had thought about accidentally appearing nude in front of him. More precisely: arranging to have such an accident. She had climaxed soon after, but when her head had cleared, she had laughed and realized that it wasn't a good idea.
Still she kept going to his drawings to this day. More and more often, she found herself using his drawings as the basis for her masturbation fantasies. She would often use her dildos in place of that headless man, her brother, and she would assume the position he had drawn.
She was fascinated by the ones depicting anal sex. Anal sex had been a part of her fantasies for a long time now, and the few times she had explored it with her dildo had left her trembling. Learning that her brother was fantasizing about the same thing, and with her... After seeing those drawings for the first time, she had pushed her dildo in her ass and the ensuing climax had left her trembling for long minutes in her bed.
But one of her absolute favorites was one where she was sucking a man's cock. And by sucking she meant deepthroating. Jessica had always been fascinated by deepthroating, and the few good videos of that strange act that she had found on the net always led to thundering orgasms. It seemed like her brother was into deepthroating as well: on one page, there were four drawings of the same girl, hentai-Jessica, taking a huge cock progressively in her mouth. The first drawing showed a cock that was at least ten inches long and by the last drawing the hentai version of her had her nose pressed against the headless man's pubes. She had often masturbated thinking about that drawing.
Now, two days after that fateful nighttime meeting on the back porch, Jessica had an idea. It certainly was a crazy idea, but she didn't think it was too crazy. That same night, given that both their parents were gone, she knocked on her brother's bedroom door. She was extremely nervous. When David opened his door, he was frowning in puzzlement: she rarely came to his room. "What do you want?" he asked, still looking like crap from the contest.
"I have an idea that might help you." she said.
"With drawing?"
"Yes."
"I told you I'm done sis. Over, finished, finito..." he replied, closing the door.
But she held it open. "Just hear me out." David groaned, but let her in. He sat at his desk, and her on his bed. "Listen, I know you tried everything to draw normal humans. We talked about it with mom and dad last night. But there's one thing you haven't done."
"What?" he was absentmindedly browsing the net, half listening to her.
"Real models."
