Caught

All characters above 18, of course. Hope you enjoy, and please leave comments! It makes me better :)

*****

In the basement furnace room of Anna's new house, there was a hollow metal pole, about an inch and a half in diameter and an inch tall, embedded in the concrete. She wasn't sure what it was originally for, but she had discovered that if she stuck the base of her vibrator into the pole, she could kneel and lower herself onto it, and it penetrated her deeply while staying in place. In the past couple of weeks since moving in, she had gone down several times, and fucked herself silly on her vibrator, always coming to orgasm. The heat of the furnace on her bare skin always aroused her.

Anna had just bought a new dildo-one of the largest she had ever seen, and certainly larger than anything that had been inside her before. It was sculpted to feel like a real cock, with a bulbous head and rigid veins. She was an average height, but her hips were slender and her passage was small. The thought of the massive object penetrating her turned her on immensely. On her first night off from her waitressing job, she stripped, grabbed the new toy and a bottle of lube, and went down to the furnace room.

She shoved the handle of the dildo into the pole, making sure it was firmly positioned, and, on impulse, leaned forward to taste it. The wide opening barely fit into her mouth. She moved her head down, and it hit the back of her throat, inducing a gag reflex that caused a twinge in her stomach. She sucked, enjoying the taste of the rubber, and moved up and down, the dildo hitting the back of her throat each time.

The man watching her from behind the door to the furnace room had a perfect view of her perky round ass, slender, porcelain legs, and the pink skin between them, as she knelt on her hands and knees and bobbed her head up and down. Her dark brown hair fell around her face.

Anna leaned back and, even though it was already slippery with her saliva, coated the toy with lube. Then she knelt above it. Reaching one hand between her legs, she rubbed her clit, although she was already wet just from taking the dildo into her mouth and imagining it entering her. With her other hand, Anna massaged her breasts, pinching the nipples slightly and gasping as they stiffened into peaks.

The man behind her moved a hand towards his zipper as he watched her masturbate, her eyes closed in bliss, but decided against touching himself, wanting the first sensation he felt to be her mouth closing around his cock. Quickly and soundlessly, he moved forward, the handcuffs in his hand hanging open. Anna moaned as she fondled herself, not hearing or seeing the man until, in one motion, he snapped the cuffs around her wrists and tackled her from behind. Anna screamed in shock, but while her mouth was open he quickly inserted a ring gag and snapped the strap behind her head, lifting her upright and holding her against him with one arm around her neck, he threw a rope over one of the metal pipes in the ceiling, secured it, and tied it off to the handcuffs, suspending her arms above her head. She was struggling, but he was much stronger than her. He could tell she was slightly panicked. He slipped a blindfold over her eyes, and clipped her ankles into cuffs on a spreader that was several feet long, forcing her knees apart as well. As she felt his hands on her-not gentle, but not violent or unnecessarily rough-she quieted and stopped struggling, though her breathing was still heavy.

The man stepped back to admire his handiwork. The gorgeous woman was strung out before him, her auburn hair falling down her back, her red lips stretched around the gag, and her smooth neck exposed. Her bare breasts, not huge, but large in proportion to her slim frame, were tipped with flushed, pink areolae. Her nipples were hard. Her toned stomach and legs framed a glistening slit, and her alabaster skin shone against the concrete basement floor, looking even paler in comparison to the shiny black dildo that still lay poised right below her, seeming massive between her narrow hips.

Anna had never been bound before, and she was shocked by how aroused she was, and how the feeling of powerlessness in front of this strange man who had broken into her house made her unbelievably wet. He hadn't been violent with her at all, and she found herself anticipating what he would do next with excitement as well as fear. The darkness and anticipation heightened her senses. She was conscious of the abrasive cement on her knees, and of the sound of a zipper and falling cloth as the man took off his pants. She took a deep breath.

He could see her shiver as he removed his pants and stepped towards her. He didn't like ring gags as much as the feel of warm lips around his cock, but he couldn't risk her biting his dick off. Besides, the woman's red lips looked unbelievably sexy stretched around the gag. He stepped forward and inserted the head of his rigid cock past the barrier of the gag. She jerked back as she felt his cock on her tongue, but he fisted one hand in her hair, gripping her head with the other and holding it in place as he sunk his cock into the wet warmth of her mouth. He pushed forward until he hit the back of her throat, feeling her gag slightly, and then pulled back out. The involuntary twitches of her soft tongue caressed him as he slid past. He took his time for a while, moving slowly in and out, all the while keeping a firm grip on the back of her head, moving his hips while holding her mouth in place. His cock was swollen and aching, and finally he began speeding up his thrusts. He pushed himself all the way in until his balls hit her chin. She gagged and her throat muscles squeezed him, almost making him come right then.

Pulling out, he thrust in again hard, and her throat shuddered again. Then he began moving at a furious pace, no longer thrusting, but slamming her head down onto his cock, enjoying the feeling of her throat muscles convulsing around him as he choked her with his cock. He shuddered as he felt his balls tighten, burying himself in her mouth, her throat squeezing him deliciously as he came, swearing loudly. Softening, he pulled out, cum dripping from the ring gag onto the woman's pale chin. He removed the ring gag, and, as she was catching her breath, inserted a ball gag in its place, trapping the rest of his salty seed in her mouth.

He stood back, examining her. He still wanted to take her ass, but she had drained him dry, and he needed time to get hard again. That won't be an issue, he thought, smirking as he reminded himself they had all the time in the world. Boredom wouldn't be an issue either.

"I want you to fuck yourself on that giant dildo until you come." Anna's eyes flicked up to meet his, shock reflected in her wide blue irises. He smiled salaciously down at her. She shook her head, unable to shame herself in that way in front of a complete stranger, and one who had broken into her house! When he saw her hesitation, he leaned down to whisper in her ear, feeling her jerk away at the warmth of his breath.

"If you don't do it, then I'm gonna fuck your tight little ass until I come, and you're going to enjoy that a lot less." Anna trembled, terrified at the idea of the man's sizeable cock in her tight, virgin hole, but she could feel herself growing wet at the idea of it. She had never tried anal before, but thinking about it aroused her, though she never thought she would have the courage to try it. Feeling she had no choice, but also now wanting to get off, she lowered herself slightly, feeling the lubed rubber head resting against her lips. She now thought she might have overestimated the size that her tight cunt could accommodate, and paused, nervous, before hearing the man's voice once again in her ear.

"I'm waiting, pet. You wouldn't have bought this massive rubber cock if you didn't intend to use it. I want to see the whole thing disappear inside your slutty little cunt. Now."

Anna whimpered but lowered herself again. She moaned as the head pushed the limits of her narrow entrance, finally entering with an almost audible pop. She could feel every vein and contour of the dildo as she lowered herself further and the enormous girth stretched her. She finally thought she could go no further. The head was so massive that it stretched her walls almost painfully as it forged a path for the rod behind it. She gasped as it filled her completely, stretching her more than she had ever been stretched before, pressing against her walls. Her pussy throbbed in response to the invasion.

"All the way down, pet." She shook her head, not thinking she was able to. Then she felt the man's tongue on her left nipple, stroking it to a hard, sensitive point. Her head rolled back in pleasure, and the painful stretching began to feel good, arousing. Suddenly he flicked her nipple with his nail, and quickly clamped it. She gasped in pain, but the intense heat in her areola was like a lightning bolt to her cunt, and she felt her juices dripping down the massive object inside her. His mouth moved to her right nipple, and he poked and lashed at it with his tongue until it came erect. Then he flicked it and clamped it too, sending heat through her breast. She could feel the clamps attached by a small chain. The whole time, her pussy was still stretched by the massive rubber dildo that filled her cunt. Suddenly she yelped as the chain was clipped to something on the floor, stretching her nipples down painfully. She immediately lowered her body, trying to ease the pain, but was then stretched unbearable by the head of the massive cock. She almost screamed at the sensory overload, her nipples throbbing, stretched and stinging, and her pussy overfilled painfully. She rose back up instinctively, but screamed as her nipples were stretched. Unable to bear the pain, she lowered her body again, only to groan at the pain in her cunt.

She went back and forth, not able to decide which was worse, and before she realized it she was fucking herself on the massive cock, her nipples stretched painfully each time she tried to spare her aching pussy. Despite the pain, she couldn't deny the heat between her legs. Her clit throbbed each time the dildo speared her pussy, and at every stretch of her nipples. She let out an almost continuous moan as her body was abused by her own movement, unable to find comfort, constantly in pain and constantly stimulated.

The man was growing hard again as he watched her torment. The sight of the massive dildo disappearing into her tight pink pussy between her swollen lips was unbelievably arousing, and her nipples were flushed red. Her arms were still forced above her head, and she arched her back as she tried to cope with the new sensations, pushing her pert breasts forward. Anna was quickly fucking herself towards an orgasm, even as she panted in pain and arousal. The man only watched, stroking himself lightly, waiting for her to finish.

Anna's thighs quivered as she thrust up and down, still trying to avoid the painful tugging and stretching, but unable to. Her cunt throbbed and her clit ached for attention, but she could feel herself climbing. She moved even faster, gasping and now truly fucking herself hard, finally screaming as she thrust down, stretching her cunt, her body quivering as she gushed over the dildo. Blood rushed back to her nipples as the man removed the clamps, and she screamed, her pussy spasming, her orgasm prolonged by the jolt of painful pleasure.

The man's cock was now aching again, and he retrieved the bottle of lube he had brought, spreading it liberally over his cock and fingers before kneeling next to the exhausted girl and spreading more around her asshole.

Anna became alert again immediately, her ass clenching as she jerked away. He quickly untied the handcuffs from the rope and shoved her between the shoulder blades roughly with one hand so that her ass lifted up in the air and her forearms rested on the ground.

"Relax, pet. It will only be more painful for you if you resist."

Anna quivered in fear, but she couldn't deny that she was aroused, and she knew he was right. Trying to relax, she let him rub his lubed fingers along the crack between her two tight, perky globes. He dripped more lube on top of her bud before he pressed gently inwards with one finger. Immediately Anna shrunk away again, but he grabbed one of her nipples and pinched hard until she relented. Anna breathed deeply through her nose, trying to relax.

He pushed again, getting one finger inside, getting more excited as he imagined her tight muscle squeezing his cock. He pushed another finger in and heard her make a soft sound through the gag. He applied more lube and slowly pushed his fingers further in, beginning a slow thrusting motion. With the amount of lube he put on, they slid easily, but his cock was much bigger. She was cooing softly now through the gag, and he could smell her getting wet again.

Finally he stopped, applied more lube to his cock, and pressed the head against her asshole. Anna did her best to relax as he pressed in, stretching her entrance. He pushed and she winced at the slight pain, but finally he popped inside and she groaned at the delicious, foreign feeling. He eased in a little more, eliciting another groan. He inched in slowly, bit by bit, until he was fully buried inside of her and she could feel him in her abdomen. He almost came at the sight of his sizable cock disappearing between her round cheeks. Pulling out slowly, he applied more lube, and then thrust back in more firmly. Anna moaned in pleasure. She couldn't believe she was enjoying this. He pulled out and thrust in again, getting into a rhythm of slow and deliberate thrusting. Anna was stretched and filled all at once, overwhelmed by the sensation and by her exhaustion from her previous incredible orgasm. Even so, she could feel herself building again.

The man paused in his thrusts to remove the black dildo from its mount and shove it into Anna's pussy, making her yelp. He groaned himself as he felt the twin invader press against his cock through her pussy walls. He thrust the dildo in and out a few times before resuming his own thrusts. He soon sped up, actually fucking her ass now, driving her into the floor with each long stroke. He reached around and rubbed her clit, enjoying her moans and the way she spasmed around him whenever he did.

She was building quickly now as his rough fingers stroked circles on her swollen clit. She was pressing back against him as he fucked her, enjoying it as much as he was. He reached into her pussy, pushing the dildo farther in, and spread moisture around her clit, making his fingers squelch as he rubbed her most sensitive spot.

He kept thrusting faster and deeper, and she felt his balls slap her pussy, driving her over the edge as he rubbed her clit furiously, thrusting wildly as he came inside her ass. Her pussy flooded, dripping around the dildo as he pulled out with a pop.

It was several minutes before she came to her senses. He had uncuffed her hands and left her there, on her own basement floor, more satisfied than she had been in years.