James and Vanessa: Role-Reversal

Vanessa walked James into the rented room, and he let out a low whistle. It was very nice, clearly meant for their... demographic. It had a set of chains with soft leather manacles dangling from a hook in the ceiling, a mattress on the floor with its own leather cuffs, and several racks of toys of all types around the room's edge. There were even a couple of padded benches. Aside from that, there was very little furniture.

"You've been saving up for this for a while, haven't you, pet?" Vanessa blushed and nodded. James touched her shoulder gently. "It's all right, you don't have to be ashamed."

"I'm much more excited than ashamed," she admitted with a roguish grin.

"What do you have planned, you little devil?"

"You'll see." She dropped her duffel bag on the floor and led James to the chains hanging from the ceiling, lifting his arms over his head. He arched a brow with a smile, and she hesitated.

"No, love. You won the bet, and a little role-reversal never hurt anyone."

She grinned again. "We'll see."

James was a little concerned, now.

She clasped the cuffs around his wrists, leaving his button-up shirt and slacks on. In fact, she left him entirely dressed. Vanessa was dressed in a simple t-shirt and pair of baggy sweatpants, though James had caught glimpses of something black and lacy underneath. She was also wearing her black "fuck me" pumps, with the straps around the ankles, which she knew James adored.

Once she had him secured, a process that left her spending several moments with her ample bosom pressed against James' face, she stepped back and smirked. "Comfy?"

He tested the bonds, which were high but not so high that he couldn't stand comfortably. "Enough." He grinned back at her, thoroughly enjoying the anticipation.

Of course, her phone rang.

James sighed, but she seemed elated, which only piqued his curiosity. She answered, and a short, soft conversation ensued. After a couple of exchanges, the only part of which James caught was a hushed, "Me, too," she hung up.

"What was that all about?"

She smiled and sashayed toward the door. "Your surprise has arrived."

When she opened the door, James felt himself stiffen. Vanessa allowed a ravishing redhead to slip inside before shutting it behind her, watching James like a hawk. The redhead, a stranger to him, was built not unlike Vanessa herself, with wide hips and large, soft breasts, but she was dressed for business: she wore a black corset, which pushed her cleavage up near her chin, a tight pencil skirt, and knee-high black boots. James couldn't help but lick his lips.

"Don't get too ahead of yourself, honey," Vanessa cautioned. She stepped up beside the redhead who turned to look at her, and without a word spoken, the two shared a deep, sensual kiss. Clearly, she was not a stranger to Vanessa.

When the lingering kiss ended, Vanessa caught her breath and looked back at her one-time master. "James, this is Scarlet." James smiled, and so did both of the ladies. "Not her real name, of course, but that's fine. She's here to make you feel very good, and to fulfill some of your fantasies."

Scarlett stepped up to James, and he was a little surprised to find she could meet his gaze, eye-to-eye. He wasn't short, but he was used to the women in his life being a little shorter than he was; Scarlett was about the same height. "Hello, James." She reached up and ran a soft finger along his jawline. "We're going to have a lot of fun tonight."

James swallowed and smiled. "I'm eager."

Scarlet, without another word, slid down James' body to her knees before unfastening his belt. James looked to Vanessa, who was leaning against the door, licking her lips. He knew she wanted to be where Scarlet was now, knew she wanted to be preparing to please her master, but he didn't know why she wasn't joining in.

Scarlet opened his slacks and pulled his shirt free, running her hands over the slight bulge of his stomach. James closed his eyes, enjoying the feel of a woman's hands on his skin, of the heady sensation of being touched so intimately by a stranger. There was a sense of danger and anticipation, but he also knew Vanessa wouldn't let just anyone touch him, let alone fuck him, so he was reassured by her presence.

Of course, by this time, he was fairly hard, and as Scarlet slipped him out of his underwear, he stiffened further. She leaned forward, letting the shaft slide against her cheek, before her pink tongue slipped out of her mouth and ran slowly from the base to the head. James shuddered, closing his eyes.

"That feels amazing."

"You ain't seen nothing yet, honey."

Right then, there was a knock at the door. James, hanging out of his drawers, felt VERY exposed, but Vanessa did not ask his permission to open it.

Three semi-muscular young men stepped inside, and James was extremely confused for a moment. Vanessa did not seem to be. As she shut the door behind them, she stepped between two of them, putting her arms around their waists.

"I hope you don't mind, but I picked up a little something for myself, too."

James, who went absolutely wild at the thought of someone else fucking his pet, was about to respond when Scarlet slipped his cock in her mouth, and all that escaped his lips was a hearty grunt. Vanessa laughed.

"I didn't think you'd be upset."

As Scarlet began sucking James in earnest, Vanessa moved with her would-be lovers over to the mattress on the floor. In clear view of James, she peeled off her t-shirt, giving them all a good look at her supple breasts, trapped in a black, lacy bra about half a size too small for her. The three guys stood dumbfounded, until she stepped up to one and wrapped her arms around his neck, pulling him down for a deep kiss.

If James hadn't already been as hard as he could be, he would have become so just then.

When she broke from the kiss, James could see one of her hands snake into the man's shorts and begin stroking what looked to be a sizeable cock. He groaned.

"Come on, fellas," she said, biting her lower lip fetchingly. "I don't have all night."

James had never seen three men shed their clothes so quickly, and then they were on her, kissing, licking, grabbing, groping. James' lips were dry as he struggled for breath. Scarlet seemed to have no such issues, bobbing excitedly on his cock. James didn't know where to look: at the three naked young men mauling his half-naked pet, or down at the red curls bouncing around his shaft. He settled for looking back and forth.

It didn't take the men long to get Vanessa's bra off, and she moaned loudly when one of their mouths found her nipple. A second man began licking and sucking her other breast, while the third man slipped around behind her, his hands sliding around her waist to probe under her sweatpants. Her hands were not idle, stroking a pair of cocks that were already half-hard and growing harder by the second.

Every so often, Scarlet would pull her head off James' cock with a gasp, strings of spittle connecting her to his shaft, before licking and lapping at his prick. It didn't last long, though, before she would force her head back down, trying to take all of him into her throat. She succeeded; James was well-hung, but not as well as any one of the three young men ravishing Vanessa.

Shortly, Vanessa was pushed to her knees between the three, and began bobbing and sucking like Scarlet was doing to James. James wasn't going to last much longer, especially not watching his girl polish three -- three! - other knobs, which she did with gusto. He knew from experience she was an amazing cock-sucker, and now so did the young men she'd brought with her.

He swallowed. "Scarlet, I don't know what your plans are, but I'm about to come."

She didn't reply verbally, but her hands slid up under his shirt and her delicately manicured fingers began playing with his nipples. He groaned, his cock flexing in her mouth, in turn drawing a muffled moan from her. She sucked cock almost as well as Vanessa did, and the newness of the experience was a huge turn-on.

She did nothing to slow down, as James drew closer and closer, his own breathing getting heavier. He tried to hold back, but she sensed it, and began pinching and twisting his nipples, something Vanessa must have told her he loved. He grunted as the first wave of orgasm hit him, and he shot his first spurt of the night into Scarlet's mouth.

She backed away almost immediately, her hands moving to stroke his cock faster and faster, and his second stream painted the bridge of her nose. He groaned again, his third and fourth hitting her lips and chin, before the remainder of his semen spilled down her neck into her impressive cleavage. She smiled the whole time, her hands slowing as his climax washed over him, until she was gently milking the last few drips and drops onto her tongue.

"God, V, he does taste good!"

If Vanessa had anything to say to her, it was impossible to make out over the cock in her mouth.

James tried to catch his breath, worried he was already spent, but Scarlet wasn't dissuaded. She stood up, her fingers scooping some of the cum from her tits up and into her mouth. She closed her eyes like she was savoring a fine wine, before grinning at James.

"That was just an appetizer. I hope you're hungry."

James found he had a hard time speaking, dry as his mouth was. Scarlet spared him the need, lifting her hands to unclasp her corset, baring her sizeable tits to James. She let him ogle them unashamedly for several moments, admiring the way the light in the room glistened on his seed, before she began sliding her skirt up around her hips, and James got his third surprise of the night.

She had a cock!

It was not particularly large, no larger than James', but it looked huge to him, as his mind began to race. He wasn't offended -- quite the opposite, James was openly bisexual -- but he was certainly startled! She gripped its stiff length and gave it a couple of soft pumps, and James' mouth began to water.

"Hmm, we can't do much with you up there..." she said with a grin, as she moved across the room to collect one of the leather padded benches. It didn't look too heavy, but he admired her curves and the strength in her upper arms as she brought it back across to set it in front of James.

While all this was going on, the young men had managed to get Vanessa out of her sweatpants, leaving her in just a pair of absolutely tiny black thong panties and her pumps. She was still milking one of them with her mouth, but the other two had moved to kneel beside her. One was massaging her breasts with a glazed look in his eye, and the other had his hand down her panties, stroking in a rhythmic, circular motion that suggested his fingers were penetrating her. The look of unbridled lust on her face seemed to confirm that.

With the bench pointed away from James, Scarlet straddled it, her cock bouncing playfully as she moved. She gripped James' shirt and ripped it open, sending buttons flying everywhere. He gasped, feeling his spent cock start to stiffen. Scarlet leaned in and licked up his belly to between his pecs, before letting her tongue circle one nipple. James moaned. She bit down, not too hard, and he squirmed.

Vanessa cried out in surprise as one of the young men, the one with his fingers in her pussy, decided he was ready and ripped her panties off her in one smooth motion. In moments, they had her on the mattress on her back, one man holding her legs open and preparing to impale her, another kneeling by her head so she could continue her oral ministrations, and the third stroking himself and fondling her tits.

Scarlet stood up, still straddling the bench, and began fiddling with James' cuffs. He almost fell over when they came unclasped, his legs turned to jelly by the unexpected and erotic events. Scarlet laid him forward, until his weight was resting on the bench, and then used some of the conveniently placed cuffs attached to it to shackle him again. He didn't object or struggle, hypnotized by the foursome taking place across the room.

When the eager young man pushed himself inside Vanessa with a single hard thrust, she cried out and arched her back, pushing her breasts up into the third man's hands. The first man began fucking her in earnest, taking no time before reaching a rapid pace. James didn't worry; he could hear Vanessa's pussy from where he was, so he knew she was wet enough to take the man. Her moans were swiftly muffled as the second man grabbed her thick, black hair and stuffed his cock back between her lips.

James' view was suddenly blocked as Scarlet sat down on the bench in front of him, her stiff prick brushing his mouth. "Turnabout is fair play, isn't it? And after all, you're going to want this nice and wet before I fuck you, right?"

It somehow hadn't occurred to James that he might get a fucking, too, but the idea was far from repulsive. He was so used to being on the giving end, however, that he found himself a little concerned about receiving. Still, Scarlet didn't give him a lot of time to get used to the idea before she grabbed a handful of his hair (another thing he secretly loved) and rocked her wide hips forward, pushing her hard cock into his mouth.

He didn't have a dry mouth anymore. He was literally drooling, strings of spittle dangling off Scarlet's dick and pooling on the bench. She moaned attractively as he sucked her off, clearly enjoying her part in the sensual orgy.

He couldn't see Vanessa anymore, but he could hear her grunting and moaning like an animal as she got well and truly fucked. He could hear the laughter and groans from the men as they took their pleasure from her. And he could hear the slap-slap-slap of flesh against flesh as at least one of them absolutely drilled her into the mattress. With his mouth full of cock and his own starting to rise again, James was thoroughly enjoying himself.

Eventually, Scarlet stopped forcing his head down on her shaft and let him breathe, a mildly disappointing moment for James. She stood up, her cock absolutely dripping with his spit, and patted his head. "Good boy." That rankled a little; he was used to being the dom, not the sub, but he rolled with it.

She stalked around behind him and began stripping him out of his pants and underwear, leaving his torn, buttonless shirt dangling off his shoulders. James lifted his head to watch Vanessa as she got plowed, enjoying the erotic sight of her pale body, covered with a thin sheen of sweat, bouncing up and down as now the second man was sampling her cunt. He wondered, for a moment, if the first man had filled her with his cum, but his attention was brought back to Scarlet when she slapped his ass, hard.

"I am not going to be gentle. I will not coddle you." She raked her fingernails down his back, until they bit into his ass cheeks. "I am going to fuck you until I get what I want, and your precious V can't help you."

Scarlet was right; V was WAY too far gone to pay much attention to James. The helplessness of his situation sent shivers down his spine. He thought he liked it.

As the third man took his place on top of Vanessa, sending her heels bouncing once more, Scarlet, with her skirt bunched up around her waist, spread James' cheeks wide, and he felt the pressure of her stiff head at his puckered hole. For an instant, he was tempted to stop her, not sure he could take all of her rod, inexperienced as he was.

He was too slow; she stuffed the head of her cock inside his ass, and he let out a breath, like all the air had been knocked out of him. He'd lubed her knob up well, but not entirely well enough, and the pressure and friction made him wince. It was not an altogether unpleasant sensation, but it was enough to take his breath away.

Scarlet reached forward and grabbed his hair again, pulling his head back up to watch as the quartet on the mattress shifted. As the pressure in his ass intensified, and Scarlet slid slowly, inch by inch, inside him, James watched as the third man laid down on the mattress. Vanessa practically leapt onto him she straddled him so quickly, and he slipped his stiff cock back inside her, eliciting a moan from both of them.

The first man, who seemed more dominant than the other two, moved behind her, and James grinned, despite the pleasant pain in his rump. It seemed Vanessa was about to get a taste of her own medicine. The man, slick with Vanessa's juices, spread her ass wide, before pushing his own cock against her. She gasped; she was no stranger to anal sex, and James figured her surprise was mostly pleasure. As he slipped inside her, James was certain he heard a soft "pop" when he breached her anal ring.

Vanessa cried out, and so did James, as Scarlet bottomed out inside him. He panted, trying not to clench. Scarlet patted his ass, before her fingernails dug into his hip, her right hand still knotted in his hair, and began thrusting her hips back and forth. He grunted and gasped, loudly, as she railed his ass, stuffing him full over and over again. The fact that he wasn't sure he could take her was immaterial; he had no choice. He found out, the hard way, that he could take all of her cock.

As Vanessa sang softly, moaning and grunting with the rhythm of the men inside her, the second man, who had been stroking himself, grew tired of waiting and stepped in front of her. He grabbed two handfuls of her hair and crammed her head down on his cock, and her entire body spasmed as it hit the back of her throat. He was relentless, pulling her up and down his shaft by her hair, and the other two took cues from him, speeding up their enthusiastic pumping. James knew how much she appreciated a good, hard fucking; by the sounds she made, Vanessa was in heaven.

James wasn't far behind her. His own cock, trapped between his stomach and the leather bench, was stiff as a board, and as the pain ebbed, the pleasure built. Scarlet let go of his hair, knowing he couldn't take his eyes off Vanessa, and grabbed his hips with both hands, grunting as she plowed him thoroughly. James was completely stretched, and he loved it.

For a good, long time, the room was full of the sounds and smells of sex, of six sweaty bodies slapping against each other, harder and harder, in a race to see who could last the longest.

The man in Vanessa's mouth lost. With a groan, he pulled her down onto the base of his shaft, filling her throat with the head of his cock. He held her there as she shuddered and shook, his balls pulsing with each shot of his thick, salty seed. Tears ran from the corners of Vanessa's eyes, but she didn't even try to push him away; too busy swallowing.

As he stumbled backward, letting Vanessa suck in large, gasping breaths, she looked to James, her brown eyes meeting his, and he couldn't hold it in anymore. With a grunt and cry, he felt his cock loose its second load, filling the space between him and the bench, practically gluing him down to it. His entire body shook with the force of his orgasm, and Scarlett laughed in pure, erotic delight.

She followed swiftly, her fingernails digging small crescents into James' hips as she pressed her full length inside him. He felt the warm, sticky sensation of her as she came in his ass, before feeling the sticky cum squeeze out around her shaft and drip down his balls. She sighed softly, leaning forward over his back, pressing her magnificent tits against his skin as they watched the last two railing Vanessa.

She was now free to scream and moan, and she did so, full in both front and back. The two men seemed to come at the same time, both stiffening and arching their backs to drive their cocks as deeply inside Vanessa as they possibly could. For her part, she went absolutely berserk, thrashing and bouncing on their cocks as they filled her with their spunk. She managed to eke out one more orgasm, one of many she had that night, before the two men softened and slipped out of her.