She woke to a luxury she hadn’t earned. The sheets were cool and soft against her skin, a stark contrast to the fuzzy memory of a loud party and cheap drinks. Sunlight, diffused through sheer curtains, painted the room in a hazy gold. Rubbing the sleep from her eyes, she was hit with a single, disorienting thought: where am I?
Then she saw him. It all snapped into place. Dennis sat in a vintage chair, his gaze intense, a fire of pure focus burning in his eyes. They were casual friends, but last night at a party, a few too many drinks had loosened her tongue. She’d admitted her submissive side, and his offer to spend the day with him hadn’t been a suggestion—it was an invitation she knew better than to decline.
She stretched, a lazy, uninhibited arch of her back, and he rose from the chair. He moved silently, fluidly, pulling something from behind his back. As he approached, he wound a piece of black cloth in his hands, then surprised her into stillness by placing it over her face and into her mouth. He tied it gently but firmly, the fabric digging in just enough between her jaws. He offered a hand, helping her to her feet, and paused to take her in. She was wearing a soft, silky teddy. His eyes flickered, and with a swift tug, he ripped the garment from the plunging neckline straight down the middle. Her breasts spilled out, and below the tear, a dark hint of pubic hair. A low chuckle rumbled in his chest, and he finally spoke.
“I know what you like. Your eyes are a clear window to your soul—they tell me what you want, what you need. My needs, my desires, they align perfectly with yours. So I’m here to fulfill them both. You will have little say, but if you truly can’t handle a situation, you must make it clear. Do not fake it, or there will be consequences.”
He paused. “Shall we begin?”
She gave a silent, unwavering nod.
He walked behind her, grabbing the low-cut back of the teddy and tearing it downward. The crotch snaps broke with a quick pull, and the shredded silk fell to the floor. He took a moment to admire her form: soft curves, milky skin, warm brown hair. “Follow me,” he said, placing a hand on her shoulder and leading her out of the room. She had no idea where they were going or if anyone else was in the large house.
Descending the stairs, he knocked on a door at the end of the hall. Her heart seized up. The thought of another person seeing her naked was a shock. She’d only mentally prepared for him. He turned, catching the fear in her eyes, and gently stroked her chin to calm her. The door opened. A man was walking away from the entrance as they stepped inside. The man moved to a table and returned with a pair of leather wrist cuffs connected by a strap, with a lead attached. He smiled as he approached her, gently placing the cuffs on her wrists. She was so stunned she couldn’t even process refusing. As he tightened them, he grabbed the lead and guided her to the table. He wordlessly pushed her against it, bending her over as Dennis watched. He secured the lead to a ring on the floor. The table was the perfect height for her to rest her stomach on, and she realized that unless she kept her thighs pressed tight, she was completely exposed. With her ankles together, she waited, silently wondering and worrying.
The man stepped behind her and spread her ankles just enough to place cuffs on them. As she’d feared, he then pulled on a lead attached to each one, attempting to widen her stance. She resisted, and he gave a sharp tug. She resisted again, and he let go, walking away. Suddenly, a sharp smack of a small leather strap stung her ass, just enough to tell her this was serious. As he spread her legs and tied her ankles far apart, she felt the air caress her exposed ass and pussy, the breeze teasing the hair there.
As if reading her mind, Dennis walked around to face her. He was now wearing a simple black robe, belted at the waist, and nothing else. She knew then she was being tied up to be fucked. The thought alone made her tingle and her clit begin to moisten.
“Now,” Dennis said, addressing her unasked questions. “We’re going to take a sort of inventory. My friend here will examine every part of your body and comment on it. He has my permission to touch you in any way he sees fit.” She felt his hands run up and down her sides, from her underarms to her hips. “Wonderful skin, soft and smooth.” His hands traveled down her legs, covering every inch, up and down, feeling every contour. “Legs are firm, very smooth, well cared for. Moist skin, nicely shaped.” He felt her feet, her ankles, then moved to her back, commenting on shape and feel at every turn. Down her arms, to her hands, then back up her arms, over her shoulders, into her hair, grabbing handfuls and gently pulling.
He then moved to her lower back, passing his palms gently over her ass cheeks. Her legs were spread so wide even her labia were parted, the air hitting her clit hood. All he said was, “Nice, very nice,” as he took in her exposed sex. Rather strongly, he placed his palms on her ass cheeks and pulled them apart, gently blowing on her tight, tiny hole and watching her flinch. Her face flushed with an embarrassing heat. She’d never felt so exposed. He placed his thumbs on her vulva, spreading her lips to look into the tight, unfilled area of her vagina, dark pink and already glistening. He gently drew a finger up between her inner lips, stopping to rest it on her already straining clit. She moaned as a wave of warmth shot through her body. Her whole crotch ached from the increased blood flow, a result of being tied up and prodded by one man while another watched.
“Do I need to tie you down for this?” Dennis inquired, raising an eyebrow. She paused, and when he looked solemn, she shook her head vigorously.
“Good. Then we won’t have to do that when we turn you over.”
He unfastened the lead from her hands, and the other man freed her ankles. Dennis gently rolled her over and held her hands above her head by the lead. He helped her scoot up onto the table so that only her calves dangled off, pulling slightly on her wrists to arch her back and push her breasts out. The other man returned and continued his caressing and commentary, noting her ticklish jump when he reached her sides and how her nipples were hard as rocks even though they hadn’t been touched.
Then he cupped a hand over each breast, feeling their firmness and the hard nipples pressing into his palms. His hands were warm, a stark contrast to the rest of the room.
Continuing down her body, she resisted slightly as he tried to spread her legs, and he looked to Dennis. “Perhaps for this next part, we need to tie her down as before.” Her heart jumped. She wondered what they had in mind that would make her resist.
Gently, she was rolled over and pulled back down the table into the same bent-over position. Her ankles were tied apart, but Dennis still held the lead attached to her hands. He placed a hand on her head, stroking her hair. It calmed her but made her wonder why he thought she needed to be calmed—what did he know that she didn’t?
She heard the other man bring a bag over, drop it on the floor, and open it. Looking at Dennis with pleading eyes, he said gently, “Don’t worry, we’re just going to see what you can take. Just relax.” Her eyes widened. What in the world could that mean? The sizes of objects she’d seen at other times in her life flashed through her mind.
She felt the man gently rubbing her ass, then his hand slipped between her legs, his palm resting against her clit, just gently rubbing and pushing. She dropped her head onto the table and moaned, trying to push back on him. She felt his other hand pull at one side of her labia and then the tip of something pressing against the opening of her vagina. She jumped a bit. As he gently began to work something into her, she yelped as the rather large head of the object pushed past her tight outer muscles. She moaned and began to struggle as the object seemed to increase in size as it was pushed farther in. She felt her lips and muscles stretching farther than she’d ever experienced. It wasn’t an unpleasant feeling, and as he stopped, she relaxed, and things felt much better.
He began to push in and slightly pull out, giving her a bit more every time. She thought for sure he couldn’t get any deeper. As she relaxed and lubricated, she began to climb toward orgasm. As she began to rock back and forth the little she could, he gently withdrew the object, and Dennis said, “Perhaps something a little larger?” She looked at him, surely he had to be kidding. He wasn’t. She felt the man place another object on her lips, and Dennis stroked her hair as she fidgeted with anticipation. As the man slowly pushed, her muscles began to fight the intrusion, because she could tell it was markedly larger than anything that had been inside of her before.
It was obviously made for such use, a phallic form with a ridged head. She let out a deep moan that turned into a screech as he steadily pushed it into her. She began to lightly try and move around, but stopped when she realized it only made her feel it more. She was gasping with each breath as he finally stopped pushing it, her lips almost hurting from the distance they were stretched. “That will be fine,” Dennis said.
Gently, this was removed, and she relaxed. She felt his warm hands on her again, spreading her lubrication around her crotch with his palm, urging her into deeper relaxation as warm feelings darted from her clit all over her body. His hands left her, and one returned, gently massaging her cheek. Suddenly, her body went taut as she felt his finger, wet with something slippery, gently dance around the ring of her anus. She lost her breath from the surprise and tried to push herself away as he gently applied pressure. She screeched in protest as his finger gently dilated her tight hole, just slightly reaching in. Since no one was paying heed, she continued screeching and began to thrash back and forth in her bonds, making it as obvious as possible that she wasn’t comfortable with this.
“I thought her ass was virgin,” said the man, as Dennis sternly eyed her. He answered with a simple, “Continue,” and then pulled the wrist lead tighter, giving her less room to move.
The man returned to gently massaging his finger around her ass, then slipped it inside. He added plenty of lube, applying it to both his hand and her ass each time. She loosened up, and it began to feel good, though strange, but her fear of what he was going to do next kept her from relaxing. She screeched again as he gently pressed two fingers into her, not from pain but from surprise, and as he sunk them as far as he could, from slight discomfort. Again, she began to thrash around, hoping to end this horribly embarrassing scene. She heard Dennis snap his fingers, and the man removed his fingers, causing her to calm down and return to stillness, breathing hard from her restrained efforts.
She looked forward to Dennis, a look of relieved thanks on her face, and looked stunned as he began to take off his robe. “I see I’m going to have to do this myself,” he said. She tried to deny what he meant as he dropped the robe to reveal the parts of him she’d never seen. He was a lovely man, with a dark, sculpted body that, while well-defined and covered in places with dark hair, looked soft and warm, not severe and cold. Her gaze fell on his cock, and she prayed he didn’t intend to continue where the other man had left off. His manhood was beautiful, but he was large. Larger than any lover she had ever had. And most certainly larger than she wanted to attempt anal sex with. She looked at him with pleading eyes once more, and a tear actually escaped, not on purpose. He bent down to kiss her, lightly caressing her face with gentle brushes of his lips. “Relax, don’t worry. With patience, it’s possible, and it’s something you must do. I know you don’t want it this way. If you promise to at least try, I’ll undo all this and we’ll go into my bedroom. I won’t hurt you, please trust me. Will you go?”
She looked at him for a second, and although surprised at her own desire, she didn’t deny it and shook her head. His first movement was to take off the piece of cloth that was her gag. Then the other man released her from the ankle cuffs, and Dennis walked behind her to help her up from her bending position. He helped her stretch and massaged her back. He then gently took her hand and led her out of the room and farther down the hall. As they turned into a doorway, they entered his bedroom, gorgeously done in dark wood and a deep green and cream color scheme.
The huge waterbed was covered with a dark green comforter, and on the opposite side of the room was a large cabinet with a TV, stereo, the works. A desk with two chairs was positioned in the angled window, with curtains of deep green and cream threads pulled slightly back, letting the sunshine in. The room was large and airy, and to the left of the window was a door she assumed led to a bathroom. He didn’t turn to close the door but enveloped her in a large, warm hug, gently stroking her back as she relaxed and settled the contours of her body into his, enjoying his warm, masculine smell and the feel of his skin.
Releasing her, he walked over and closed the heavy curtains, greatly cutting down the light. He turned on a CD playing low, then motioned for her to lie on the bed. She slid onto the soft cover and sank into the warm waterbed, stretching and relaxing. Rolling around, she smelled his characteristic scent and inhaled it deeply. He returned from the bathroom with a small bottle and laid it beside the bed as he crawled in with her, snuggling up behind her, wrapping his warm arms around her body and pulling her near. The contrast to the cold, impersonal scene she’d just been in was incredible, and she liked this much better, but she appreciated the intensity the prior had created. He lowered his head to her neck, sweeping her hair away and gently nipping at her. She shivered and squirmed as a moan escaped her lips, pushing back into him. She felt his cock in the small of her back—he hadn’t lost a touch of his erection—and she felt his hand leave her side and move his cock lower so the head was pressing between the cleft of her ass. She gasped, and her heart raced, and taking a deep breath, she tried to relax as he gently whispered in her ear to relax.
He rolled over and reached for the bottle. He laid it between them to warm it, and she jumped as the cold touched her back. He gently slipped his hand between her thighs, feeling the wet river coming from between her legs. She was excited and scared at the same time, which was understandable, and he intended for the experience to be equally rewarding.
Gently trying to spread some of her lubricant back around to her ass, he opened the bottle and applied some to her backside. She was laying on her side, and he made no motion for her to move, so she did her best to simply concentrate on relaxing. He slid a finger into her rather easily, and she fought the urge to tense up, and before long he had two fingers gently rotating around inside of her. Her ass was tight around just his two fingers, but he knew that with patience she would relax more. Gently removing his fingers, he applied some lube to his cock and gently began to rub it around her asshole, not pressing into her, just massaging the already slightly sore area. She fought to relax, and he went back to kissing and stroking her, reaching around and taking a breast into his hand, feeling its warm weight, and painfully pinching her hard nipples between his thumb and finger. He reached one hand down in front and, cupping his palm around her mound, sank two fingers into her dripping cunt, making her moan and press down onto his hand. She began to move her hips around so that his palm would massage her clit, which was swollen enough that he could actually feel it pressing against his hand.
As she busied herself with these feelings, he used his hips to maneuver his cock directly over her anus and gently began to push. At first, she only moaned; the stimulation only added to her pleasure. As he realized this wasn’t enough, he began to push harder, listening to every sound and watching every move she made, not wanting to hurt her if at all possible. Slowly, almost unnoticeably, her hole began to dilate, and he felt himself slipping into her cell by cell, that slowly. He held the pressure steady, and she gasped as she realized what was happening, and after taking a few deep breaths and steadying herself, she actually pushed back! He was amazed that she had suddenly changed from being scared to eager, but realized by her breathing that she must be close to orgasm. He felt her ring of muscles tight around the head of his cock and knew that sooner or later it would hurt her before she’d take it all. He stopped the pressure and applied a bit more lube around his cock as it barely stuck into her and around her hole. Then, wiping his hand clean, he went back to her wet pussy and targeted her clit directly with his finger.
She gasped and moaned as he gently started to trace circles around her clit, and as she began to swivel her hips with him, he pushed into her again, so slowly it was almost impossible to tell if he was going inside of her. She gently pushed back, not allowing her pelvis to move away from him, and her breathing increased as his circles increased in speed and came closer and closer to going directly over her clit. He felt every muscle in her lower body start to tremble and tense, and he increased the pressure. She gasped as his head slipped past her; her breath caught in her throat because it had hurt a bit. He eased, and increased his work on her clit, mentally pleading and begging her to come, and as he slipped a finger into her, he felt her begin to tighten. As she began moaning her orgasm, he thrust hard into her ass, making her scream as he buried himself up to the hilt in her warm, soft ass. Her sounds were too much for him; it was all he could do to stop himself from exploding. He had felt her orgasm so powerfully in every cell of his body, his cock, his brain, everywhere.
His excitement cooled a bit as he heard her sniff, and he held her close, asking her what was wrong. “I’m sorry, I had to, it was the only way…” he pleaded with her. He hadn’t wanted to hurt her, but she had to simply get used to the idea that yes, it was possible and could be done. She shook her head, and as she whispered, “No,” she made it clear that she wasn’t hurt badly or upset by tensing her ass, almost ripping his penis off inside of her. The intensity of her orgasm, only intensified by the huge explosion of warm pain she had felt as he thrust into her, had been almost enough to make her cry, just out of sheer powerfulness. He had done all he could; the pain itself would have been horrible, but the pleasure of her orgasm overwhelmed it a thousand times and made it but a small speck in the universe.
As her breathing slowed, he gently began to withdraw from her, intending to let her rest, and he was surprised when her hand flew behind her and grasped his hip, not letting him move back farther. She pushed back into him, impaling herself again on his cock. He snuggled up to her back, and reaching around to grab the other breast, he slowly began to move in and out of her, removing and entering farther each time.
She began to rock with him at a slightly faster pace, and he matched hers and couldn’t help but groan as she tightened up. His hand moved to her crotch again, and he buried three fingers in her this time, using his palm again to grind her clit back and forth, around and around. He began to groan with every thrust he made, and she felt him start to build toward orgasm. She could simply feel it in the intensity of his being. Somehow, he began to move his fingers around as he rubbed her clit, and the feeling of her vagina and ass being filled was too much. She began to tremble and let out a screech as she orgasmed, and when she did, she tightened, the pressure on his cock unbearable, and he exploded, biting down on her neck as he poured hot, white liquid, which she gasped as she felt, deep inside her. She felt the pulsing of his cock inside of her, and he felt the loving pulses of her satisfied vagina around his fingers.
As they returned to lower heart rates and slower breathing, he pulled his hand from her crotch, her moaning to see him do, and gently rocked back to pull himself from her. He rolled over onto his back and, suddenly tired, relaxed. She turned over and rolled into his awaiting arms. He wrapped his arm around her shoulder as she nestled her head on his chest and curled up beside him, still feeling all that had just happened. It wasn’t but a few minutes before they were both asleep.
