More Questions

"We're not done the interrogation just yet, slut," warned Dusklord before slapping the ass of the helpless heroine. He continued to take advantage of her firm rump by giving it a rough squeeze. Then his fingers trailed down to her moist pussy. "Have you ever had sex with a woman?"

Lilly trembled feeling exposed mind and body. "I-I've tried kissing at parties, during drinking games."

ZZAP! The electric tap to her behind made the bound heroine jump. "That's not what I asked."

"N-no, I haven't made love to a woman."

ZZZeee. This time the shock was on her other cheek close to her asshole, making Redwing cry out in shock. "I didn't ask about making love."

"No, I haven't fucked another woman," she barked back a little annoyed, "or had sex with, or gone down on, or anything like that."

"But you've wanted to." It wasn't a question. Lilly hoped she wasn't that easy to read. "A virgin when it comes to the same sex, Interesting," he added in a tone only truely magnificent bastards can pull off.

Redwing's breath felt hot and humid in her lungs; she could practically hear the devious possibilities going through his mind during that last sentence. It seemed clear she'd lose that virginity this week. How many other firsts would she explore shackled in his dungeon?

Likely following the same train of thought, Dusklord casually asked, "what about anal?"

"I haven't had anal sex yet," Redwing murmured powerless to not answer her interrogator. "I was going to try it with an ex. I even," she nervously shifted her weight between her two spread legs, "cleaned myself, but he had a family emergency that night."

"His loss," snorted Dusklord rubbing her presented rosebud with his finger. "But that doesn't quite answer my question." Lilly felt something round and hard press into her tight asshole. It was lubed but barely and tugged at her skin before sliding into her. She couldn't stop the groan that followed the intrusion.

It was the first anal bead. Threatened with more, Redwing was **** to recount every previous intruder into her rear hole from the first time she'd taken a wet finger from her pussy and tentatively tried it in her anus to the time she slept with her butt plugged. Any hesitation or skipping of lurid details caused another bead to slowly slide into her tightest hole and another moan to drip from her lips. By the time she finished her admittedly limited history six beads were now crammed into her.

A brief lull in the **** roleplay followed. Lilly didn't know why; she heard Dusklord working behind her, perhaps preparing some new ****, but he could just as likely be taking a break to let her stew in her own humiliation and arousal. And stew she did. Lewdly bent over by bondage in a dimly lit room listening to the villain prepare his next phase, Lilly couldn't stop the images of Dusklord fucking her from filling her mind. He could easily take her without warning; she was, as he pointed out, powerless to stop him. Her pussy and virgin ass were available. There was plenty of places he could grab to pull her back into each thrust: her hair, her handcuffs, her breasts...

"Have you ever masturbated while on patrol?" he asked, breaking the silence and yanking the superheroine out of her daydreams.

Embarrassment burned anew across Redwing's checks. "What," she laughed forcefully, "that's a ridiculous question. Why would you even ask that?"

Her tormentor didn't speak opting to instead attach a harsh alligator clamp to her left labia.

"Aaah," Lilly whimpered as the tiny teeth dug into her tender skill. "Okay, I'll answer. Obviously, I haven't."

She felt the cable attached to the clamp being looped around the front of her legs teasingly tugging at her pussy lip in the process. As the cable completed it's circuit around her legs and it's other tip was at her exposed lady parts, Dusklord spoke again. "You know heros shouldn't lie." While scolding, his fingers gently pinched and tugged Lilly's wet pussy. A second clip bit harshly into the other side of her pussy forcing it to be splayed. "They're terrible at it."

Redwing squirmed and whimpered. She tried to think of a way to insist her innocence, but her torturer's finger stared touching her spread pussy. His tenderness was infuriating. "I, I don't, it's not what you think," she managed to say. "I was chasing Circuit Breaker."

"Don't tell me you felt a magnetic pull to that C-list thief."

Lilly cringed at his pun. "I was chasing him after he'd attacked an armored car. He ran into an adult toy shop called Penny's Pleasure to hide. That didn't work, so he did his pulse thing."

"A bit of a one trick pony that one," remarked Dusklord. His finger began tracing the lines of her pussy approaching her clit which had already been coaxed out of it's hood. "What did you two do in the sex shop."

Her ass was stuffed, and her pussy was being teased, but Lilly kept her focus. She wouldn't be goaded so easily. "H-his surge turned on a TV and it started showing some hentai of girl in her underwear getting grabbed by zombies or demons or something. I didn't pay much attention."

"I'm sure," agreed Dusklord with a flatness that indicated he expected her to stop mid fight to rub one out. Two of his fingers stroked across her wet envelope, pressing just hard enough to slide between her supple lips. As if that wasn't infuriating enough, his middle finger stopped millimeters short of grazing her eager clit.

It was all Lilly could do to stop herself from panting as she continued her story. "It also super ch-ah-arged a shelf of vibrators. They sounded like an earthquake all humming together."

His fingers plunged into her womanhood, slowly like sweet mollasus, but they began probing seeing what she liked.

Between gasps, Redwing managed to squeak out, "he tipped the whole she-eh-elf onto me. It was to distra-ah-act me." She paused to moan. Despite being tightly bound in stappado, she managed to subconsciously thrust back onto the fingers and was now milking sweet pleasure from them. "I chased him to the back door and superheated the handle and knocked him out and gave him to the cops," she said managing to finish her story without taking any breaths.

The fingers slipped out of her pussy, making Redwing softly moan "please."

"I didn't here any masturbation in that story."

"After Circuit Breaker was in custody, I hopped back to the rooftops to get a better view, but I couldn't get that video out of my head. Or the feel of being bombarded with vibrators."

Dusklord's fingers returned to her loins, his index and pinkie nestling on either side of her mons while his middle and ring fingers glided gently in.

"I started to imagine myself in just my panties getting swarmed by those disgusting creatures. I didn't know what they were and that made it all the more alluring. Shadowy things having swarming me, grabbing me, groping me, and ripping my clothes off. I started touching myself squeezing my breast and rubbing my vagina through the suit. But I needed direct contact, so I opened the zipper."

"Oh? Not only do you go without panties, but you also have a handy zipper for access to your pussy."

Redwing squirmed. He was pushing all her buttons. "No it's not like that. It just has a zipper down the back." She paused, biting her lip. "I had to peel it mostly off. I hid beside a AC unit, so it wasn't like anyone could see me," she hurriedly tried to justify. But she knew that didn't make a difference. Those flimsy shadows she'd cloaked her naked body in wouldn't have stopped more than a cursory glance. But the risk had made it all the better both then, and now as she relived it in a villain's dungeon.

Dusklord knew it too. He could feel the exceeding dampness in her pussy, but he didn't say anything his silence proving to be the best gloat possible as it allowed her imagination to run rampant with what he could be thinking. His fingers slipped out of her and began rubbing her aching clit.

The rumbling pleasure made her whole body tense. There was one more humiliating detail to add, should she volunteer it? Dusklord would find out sooner or later; he was too good at reading her. "As I was taking off my suit," she continued surprised at how casually she talked about stripping on a random rooftop, "I found a small vibrator had hooked itself onto my boot."

"I small bullet vibrator like the one you listed in your sex toys?" Dusklord inquired slowly removing his hand from her hungry loins.

"I left a hundred dollar bill on the counter the next day," stammered Lilly her face burning with shame.

"Ah, you payed for it before using it then?"

Lilly let her silence answer the question. The memory of that night was made all the more vivid by her current predicament. She could easily recall every detail the stars above, the haphazard lump of her costume at her feat, even the feeling of the cold metal box she'd pressed her back against. It was so dirty to be there and imagine terrible things being done to her body, but when she found that mini vibrator the possibilities twisted themselves into a leash and demanded she use it on her wet, slutty cunt. But pounding her sopping slit while naked on a rooftop wasn't even the naughtiest thing she'd done because now she was naked and bound in a super villain's clutches having just given a super villain a blank check to do whatever he wanted to her body.

A tendril of shadow whipped her bare ass. "I would have expected better from one of the greatest heros, but don't worry; I'll make sure you properly apologize this week."

Shiver ran down Redwing's spine to become a tingle in her pussy. Dusklord always kept his word.

"But for now let's get finish up this interrogation. Which hole would you like me to fuck?"

The question was so blunt it took a second for Redwing to register it.

"Your ass is still plugged so that just leaves your cunt or your face hole," mused Dusklord.

Redwings loins moistened all the more as he talked about her like a piece of meat. She needed him inside her, needed to feel his cock within her womanhood. "My pussy!" she begged, "please, please fuck my cunt." Her body trembled, instinctively gyrating to attract a mate.

Despite the beautiful naked woman pleading before him., Dusklord remained reserved. He paced around Redwing's bound body weighing his options, or at least pretending to. He stopped in front of her mouth and unzipped his pants.

Redwing softly gasped as his erection swung into view. Not because she was some playboy bunny jumping for joy at the spring of a cock, but because she just realized that she was his captive completely. He'd stripped her, bound her, tortured her, **** her to answer degrading questions, made her beg to be fucked, and now wasn't even letting her decide how he was going to fuck her. Arousal pulsed through her demanding recourse; her mouth dove onto the shaft before her. Tenderly her lips slid down his length, yet she sucked firmly and greedily.

A groan of approval was released from Dusklord's lips, and Lilly felt his excitement in other ways as well. Tendrils of shadow snaked up her spread legs until their tips were in teasing distance of her wet vulva. Once there, the amorphous shades explored her soft slit. Lilly moaned around the cock in her mouth, the fleeting wisps licked across her most intimate body part. She wanted, needed to thrust down to rub her aching clit against the talented tentacles, but her shoulders were already bet to there limit. All she could do was piston her lips along her captor's manhood while staring up at him in a silent plea for more.

Eventually, the threads of shadow made their way to her clit and curled around the pulsing organ. Redwing panted but did her best to keep pleasing the shaft in her mouth. Her body throbbed with the desire to be a defeated and degraded slut, to be a former hero reduced to a blowjob whore. The wet sounds of her mouth vigorously working this criminals member were enjoyable, but she needed to taste his vile seed in her mouth.

Dusklord's hands gripped her mane of chestnut hair, and for a fluttering moment Lilly thought he was going to fuck her face, that he'd roughly yank her hair while ramming his cock into her mouth and throat, she knew she could take it. But his desire only simmered. The young woman could feel his passion nonetheless: his fingers twitched and his body tensed. Moreover, his shadow constructs pulsed to the tune of his carnal needs, her restraints trembling and the threads dancing across her clit all the more vigorously.

As they writhed upon her, Lilly felt herself drifting into a space of bliss. She fervorantly bobbed her head through primal desire alone. When Dusklord's warm seed filled her mouth, she greedily swallowed the first spurt, but Dusklord's constructs spasmed. Thus Redwing threw her head back in a whimper of delight as her own orgasm shuddered through her body simultaneously. The fresh sperm leaked down her chin: every part of her body from her curled toes to her splayed finger tips trembled with the release. She would have stumbled or maybe even collapsed if Dusklord's living shadow hadn't spread up her legs to cup her torso.

The villain himself leaned against the nearby wall catching his breath. His control over his constructs remained firm however, and tenderly they gentlemanly helped his captive heroine out of her strappado position.

Redwing was grateful for the help, though it was unnecessary. Even without her powers, her life of crime-fighting had given her stamina in spades. She communicated this to her arch fremesis by spitting, "do whatever you like to my body, make me play your twisted games, but you will not break me." She did her best to glare at him through the strands of her blowjob-disheveled hair, but the recent orgasm gave her eyes a dreamy look. She shook her naked body tugging ineffectively at the handcuffs still on her wrists.

Dusklord's knavish grin carried with it the hunger of his arousal at the blank check she'd offered him. "Of we'll see about that," he mocked, "remember you may surrender whenever you wish." He extended his hand towards Redwing who for a moment wondered how he planned to hold her hand when it was shackled behind her back. But shadows wove themselves into a leash that extended from his open palm to collar her. As he lead Redwing out of the room, Dusklord casually asked, "You admitted to having dark fantasies for other villains; what did you have for me? What villainous things did I do to you?"

Lilly felt herself blush and she deliberately studied her toes. "Oh being a thief I figured you'd lock me up tight, or put me in a trophy case or something, I guess"

Another tentacle of shadow reached up to grab the string of anal beads dangling from her shapely ass. "Don't worry your pretty head." Dusklord looked back with a twinkle in his eye. "I know how to treat a heroine." He tugged her on, each step causing a bead to be sensually pulled out of Lilly.