Page 23 of Calling Her Bluff

Raising his arm, he brought it down without too much force, grinning as her eyes widened, her back arching as the ends slapped against the inner and outer lips of her pussy. She whined as he began to repeat the slaps, bringing the whip down with a little more force each time.

“See? Nothing where your parents will be able to see,” he said, grinning.

Her face reflected her resignation as she realized she’d put herself in this position. The rising force of the whip made her moan, especially when the rubber snapped against her tender clit, which felt like it was currently twice its normal size thanks to the clamp and Todd’s mouth.

Once the noise level behind her gag started growing, Todd stopped, then lowered his lips to her pussy, licking gently along the sides and pushing his finger in her hole to rock the balls inside of her. Very quickly, the pain was overridden by the pleasure. Allison began a different kind of moaning, trying to move her hips with the strokes of his tongue. As soon as she did, Todd pulled back, a wicked gleam in his eyes.

Allison’s heart sank as he began whipping her splayed pussy again, which hurt twice as much as when the whip encountered her aroused flesh. She squirmed and whined, trying to get back some of the pleasure his tongue had brought her as the stinging bites of the rubber assailed her. Twice more, Todd stopped and licked her, each time bringing her to the brink of orgasm before resuming the whipping of her vulnerable pussy.

It took less and less time for her to cry from the bite of the whip and less and less time for her to enjoy his tongue. Her pussy was burning with need even as he whipped it and quivering with pain even as he licked it. Finally, he brought her to the very brink of orgasm with his tongue and grabbing the riding crop, he slammed the flat of it onto her clit several times in quick succession. She screamed her climax as the pain flared through her clit, sending her body on an intense wave of mingled ecstasy and torment that was almost too much to bear. He continued to crop her sensitive folds, much more lightly, as she rocked with the waves of pleasure until her orgasm slowed, and she was boneless in her restraints.

Her eyes opened, tears clinging to her long lashes as he spoke.

“Did you enjoy that, Princess?”

Allison nodded, her body drained and satisfied despite the aches and discomfort. She had enjoyed it far more than she’d have thought possible. Being tied up flat out did it for her. Inflicting sexual torture just made her orgasm even better. There was something wrong with her, but right now, she didn’t care.

Todd pulled the balls from her sopping pussy and untied her legs. He wanted to feel her body moving underneath him, but he left her arms tied to the bedpost. They both enjoyed her helpless position when she couldn’t use her arms. At the last moment, he undid her gag, so if she really needed him to stop, she could tell him.

Spreading her legs with his knees, he pushed his thick dick into her swollen, abused flesh, which was made all the more painful as her pussy was tighter than usual because of the plug in her ass. As she yelped and whimpered, he could feel her slender body wriggling beneath his. He worked himself in, burying himself in her wetness. The press of his hard body against her abused parts made her feel raw, the wiry hairs on his chest abrasive against her nipples and breasts.

Slowly he began to pump in and out, letting each agonizing inch of his dick pull and push at her sore and bruised pussy flesh. As he moved within her, he lowered his mouth to her swollen nipple, gently rolling it with his tongue. Despite the jagged peaks of pain his mouth on her nipple caused, it also ignited little fires of pleasure that trickled through her. He began moving more forcefully as the slight sounds she made indicated she was starting to enjoy herself again. He transferred his mouth to the other nipple, giving it the same tender, soothing treatment. Her sore body began to respond and move beneath his.

He worked her, moving gently to allow her rising pleasure to override the ordeal he’d put her through. Her overworked clit began to respond positively to his movements, and even the plug in her ass added to the sensations that began coursing through her. The gentle and soothing lovemaking was a calming balm, making her feel like the princess he called her. For the first time, he was treating her as she had always imagined her lover would—other than the handcuffs and the plug, of course. She felt more vulnerable than ever, yet she trusted him not to hurt her anymore. Now that she had taken her punishment, she wouldn’t have to pay it ever again.

Her body responded to him, and a feeling of triumph rushed through him that this girl, who probably would have never dated him, was now in his arms and willingly moving in rhythm with him. Her eyes were closed, and her face was full of her pleasure. Moving more strongly, he skillfully built her climax, allowing her to override every part of her that felt pain as the pleasure in her pussy built higher and higher. Finally, as her body arched beneath him and she cried out her pleasure behind the gag, he swept her legs over his shoulders, pumping his dick in and out of her as she rode out the climax, then pulled the plug from her ass. Despite the slight pain from having her ass stretched out over the monster again, the sensation only added to the climax as another part of her body was finally able to relax. Allison drifted down from her orgasm with Todd still pumping steadily into her pussy.

He pulled his dick from her pussy and pushed it into her widely stretched ass. It wasn’t as tight since the plug had been in it all evening, but neither did it cause her any pain. Moving quickly, he pummeled her ass hard, finally letting himself go. Allison was lost in her haze of pleasure, barely noticing her legs were spread over her shoulders or that Todd was burying himself balls deep in her ass. It just felt pleasantly sinful, a slick sliding fullness, even though some of the discomfort was returning to her pussy and her breasts.

Todd groaned as he fucked her ass. The time spent tormenting her, then holding onto his control while in her pussy had taken its toll, and his balls were bursting with need. Thrusting hard one last time, he buried himself deep in her ass as jet after jet of his boiling cum shot into the darkness. It felt like he came forever, the biggest load of his life planted deep in her ass. His hips jerked as the sensation slowed, and he relaxed on top of her sore body, completely spent.

Uncuffing her, he kept his dick buried in her ass, liking it there, and she hadn’t. When her arms were released, to his surprise, they settled around his shoulders. He realized it was probably the most comfortable position for her as he was still lying on top of her.

“Good girl,” he whispered into her ear and felt her sigh happily beneath him. Lowering his lips to hers, he gave her a gentle kiss, which she returned. He could feel the exhaustion in her muscles. Groaning, he let his dick fall from her ass with a pop.

Allison’s lips pursed, almost in disappointment, but it really wouldn’t do to spend another night here. Moving gingerly, she gathered herself up off the bed and got her coat. He smiled as he watched. She was walking funny again.

Decently covered, although it obviously hurt where her coat brushed against her chest, she walked to the door and turned to look at him. For a moment, it looked as if she was going to say something, then she just nodded in a kind of farewell and left.

When Allison got home, she didn’t even want to think about masturbating, her body was far too sore. She felt dreamy. Even though it was only ten p.m., it felt as if she’d been at his apartment forever. She fell into bed and went straight to sleep, still wrapped in her coat. As she slept, Todd’s cum slowly leaked from her ass.

8

When Allison woke Saturday morning, she realized she had to hide her coat and get in the shower before her parents came in and found her on her bed, naked underneath the black coat with dried cum on her ass. Wincing, still sore from the night before, she moved carefully as she stowed the coat under her bed and ran to the bathroom. None too soon either; she could hear her mother coming down the hall.

“Allison? Are you up? Our guests will be arriving in an hour.” Her mother’s voice drifted into her room.

“Yes, I’m up,” she replied, praying she sounded normal. “I’m in the bathroom. I’m just going to take a shower and get ready.”

“That’s fine, dear.” Her mother’s voice drifted off as if she was heading downstairs. Allison slumped against the bathroom in relief before turning and examining her abused and sore body in the full-length mirror.

Her curly brown hair was tousled and tangled, but her breasts looked normal, although they were still pinkish on the undersides. Her nipples were redder than usual, but no one would see those. A cautious touch made her wince as the area around her nipples was incredibly sore. There was no evidence whatsoever around her pussy and ass, although there were some faint shadings that might have been bruises on her ass. Todd had kept his word. The only lasting marks on Allison’s body were the discomfort and lingering soreness, nothing anyone would see as long as she was careful—much more easily explained away than visible markings. Relieved, she got into the shower and prepared for the pool party.

A few hours later, surrounded by family, friends, and her parents’ co-workers, she could almost believe the night before had been a dream. Her life was so odd lately, with everything going on as usual other than her Friday nights—and the fact she seemed to need to masturbate daily or else her pussy would be burning with a kind of itch that wouldn’t go away until she did. She was probably excited because she and Todd only had two more dates left. Mingling with the guests and leering old men, she smiled and acted as if everything was normal.

Although there were plenty of good-looking young men, several who kept her plied with drinks and attentively catered to her every need, Allison couldn’t shake the feeling she enjoyed being the one catering to Todd’s needs more than having all these young men at her back and call. She suddenly thought of a quote from a play she’d read last semester,Dangerous Liaisons.

When I came out into society, I was fifteen. I already knew that the role I was condemned to, namely, to keep quiet and do what I was told, gave me the perfect opportunity to listen and observe... I practiced detachment. I learned how to look cheerful while under the table, I stuck a fork into the back of my hand.