(This story is a work of fiction, inspired by and dedicated to Lillycane)
Jack met Lilly online a few weeks ago. Even though he was 45 and she a mere 21, they just seemed to click instantly. She was cute, sweet, flirty and an all around good girl. Raised by a good family, she was supposed to marry someone her own age and settle down. But despite her upbringing, Lilly had secret desires and often found herself craving a bit of darkness. For his part, Jack just seemed to instinctively know how to feed those desires and drive her primal needs wild.
One particular night, Jack had been sending her some very graphic porn images and video clips, accompanied by his own poison laced words. HIs words told the story of the images that spoke directly to Lilly's soul. Time passed so quickly that evening. His thoughts, planted in her brain, had made her so incredibly aroused that she had to relieve herself by any means possible. With Jack's guidance, she had one of the most intense orgasms of her young life.
Afterward, she was so worked up, that she decided to send a personal thank you picture of herself to Jack. It wasn't lude. It wasn't even pornographic, just a picture of her pretty red lips blowing him a kiss across the many miles that separated them. As she signed off that night, she told him that she was thinking of leaving her door unlocked so that someone might sneak into her room that night and take her. Jack smiled to himself for a job well done, and told her that he would gladly break into her apartment if he lived closer. They laughed and chalked it up to mere fantasy.
They continued to chat over the following weeks, and Jack continued to try to make her cum harder and harder each time they played. Eventually, they got around to sharing personal pics with one another. Jack admired her curvy young ass and plump 34DD tits. Her hair was died purple at the tips, another insight into her playful personality. Lilly, on the other hand, loved Jack's rugged older look, which definitely fed into her Daddy fantasy.
One day, Jack was looking at some of the special pics she sent him, when it hit him like a punch in the gut. She left the geo-tagging feature enabled on them. Now, he knew her name and where she lived. His mind raced. Perhaps he actually could make one of her darkest fantasies come true. That would send her into the wildest orgasm of her life if he had the guts to make it happen.
Playing it cool, he continued to chat with her regularly. Again, one evening in a moment of weakness, she shared the fact that she would be ovulating soon and that she was nothing but a slave to her hormones for those 2 days. Jack knew that this was the weekend to put everything in motion. He booked a morning flight to her city, and checked into a hotel only a few minutes from her apartment. From his room, he chatted with her that day and into the night, making sure that she was plenty horny, but not giving her enough for a full release. They both signed off, and said good night. And she repeated that fantasy about having someone break in and take her roughly in the middle of the night. Little did she know.
Closing his laptop, Jack smiled. Now, all he had to do was wait. A mere three hours later, he stood outside her apartment building. With a small duffle bag in hand, he entered the building and went to her door. It was 3 AM, and the only sounds were that of the occasional passing car. Pulling his black tactical mask down over his face, he checked her door knob. Much to his delight, she indeed left it unlocked. He quietly let himself in. Pacing his way slowly down the hall, there she was, perfectly asleep, in nothing more than a night shirt.
...........
In an instant, she awoke. A large man was straddling her hips and pinning her face down in the mattress. She attempted to scream, but a single piece of duct tape across her lips prevented anything but a muffled grunt from escaping the room. She struggled in vain against his might, seemingly helpless as he used lengths of thick smooth ropes to bind each wrist to a corresponding ankle. Now, she was completely at his mercy. Her mind raced. What was he going to do to her? Why was he here? Would he kill her? She cried and tried to scream again, but it was useless. And the feeling of being entirely at the will of some strange man both terrified and thrilled her. Was she crazy? How could she even think of pleasure in a moment like this.
When he finished tying her up, he shifted on the bed, kneeling between her splayed thighs, his skillful hands lifting her ass up off the bed. With her wrists tied in this manner, it forced her to push her face into the pillows while simultaneously pushing her ass up in the air. He slid her t-shirt up her spine, and the night air grazed across her exposed sex. This sent a chill through her body, and another wave of terror mixed with anticipation. What was this man doing to her?
The stranger took his time, which struck her as odd for the moment. But then he sunk two thick fingers into her slippery pussy and her mind went blank. With his palm facing down toward the mattress, and his middle two fingers bent at the first knuckle, he was slowly rubbing her G spot. Pumping his fingers in and out, working them deeper into her, Lilly felt her muscles clenching them. Surely, she could not possibly think that her body wanted this? His thumb applied just enough pressure to her clit to send bolts of electricity through her young body. And now her mind was confused. This man knew exactly how to push her buttons, like he was inside her head. As his probing fingers continued to invade her sex, she squeezed her eyes shut and tried to breath. She could not possibly allow this stranger to make her cum. No, she had to hold out.
And just as if it was on cue, he spoke to her for the first time. "Cum for me you horny little slut." He pumped his fingers faster. "Cum for this total stranger who's fingering your cunt" His voice stirred her mind like a blender. "You know you want it so bad. Cum for me!" His command was low and in a grizzled voice. It rang in her ears like a gun shot. Her pussy clenched his fingers and she was done. His words had removed the thin veil of her resistance. Her body shuddered as the waves of pleasure crashed over her. She could no longer control herself and was lost in the orgasm.
Before she could come down, a new sensation struck her. Gone were his invading digits, now he was rubbing his thick swollen cock head in her gaping pussy. Her heart was pounding in her chest, not only from her recent release, but now because some stranger was about to push his bare cock into her unprotected pussy. Lilly knew that this weekend was her most fertile time, this moment, right now, she was ovulating. And here was some stranger's cock knocking at her entrance. She struggled and thrashed at her restraints, but his knots were solid. In fact, when she stopped thrashing, she could hear him chuckling under his breath at her.
With his hands holding her hips with perhaps a little too much familiarity, he sank his entire thick length into her in one devious stroke. 'Ohhhh gawd,' she thought as his girth stretched her in ways no man had ever done. She felt so full, so alive, and at the same time so terrified again.
