Shades of Step Billionaire

by Harlow, Jenna

  As she tried to resign herself to her fate, something deep inside fought to break free. She felt it well up from within, like a phoenix rising. Her breathing became shallow and her heart raced as she fought a war within. She had nearly reached the threshold of his room. Internally, she tried to detonated her fears and whirled around to face Jeremy.

  “What if we regret it?” she asked.

  “Regret what?”

  “This. Us,” her eyes scanned his face, looking for reassurance. Her heart was thundering in her chest and in her ears. She felt nearly dizzy as she contemplated staying. He stepped forward and put his hands on her arms.

  “I learned a long time ago that I don’t regret the things I have done, I just regret the things I didn’t do when I had the chance.” Suddenly his words clicked for her. It was like the clouds parted and the sun finally came through. She realized she was walking away from an opportunity of a lifetime: a man she could trust and express herself with, someone she admired and enjoyed, someone she found intensely attractive. In that moment she imagined spending the rest of her life regretting that decision and decided it wasn’t worth it. Whatever consequences came of their relationship paled in comparison to the benefits that may come from it. She had what she needed to let go of her fear. She felt stronger, certain in her actions. With a new sense of sense of calm that had settled over her, she grabbed Jeremy and pulled him close to her.

  “Jeremy Hamilton, I want you, now.” She looked at him with sultry eyes, grabbed his neck and pulled him in for a kiss. As their lips met, she dissolved and let the floodgates of her desire spring open. His mouth opened and his tongue entered her mouth, exploring her. She moaned has his hand circled around her waist and squeezed her in against him, her body alive with anticipation. She gasped as he unexpectedly lifted her up and carried her back to his secret room. She wrapped her legs around him as he walked, relishing the feel of his body move between her legs.

  He kicked the door shut as they entered the room and pressed her up against a wall, his kisses growing urgent. Olivia felt an aching need for him, begging to be fulfilled. Again she moaned, demanding more of his touch. As if reading her mind, his hand slid along the side of her body, pushing her shirt up with it. Butterflies exploded in her belly as more of her bare was exposed. He pulled the shirt over her head and dropped it on the floor. Desire pooled in his eyes and they grew dark as he tipped his head to her.

  “Would you like to have your first BDSM session?” he asked. His voice was low and throaty and filled with lust. Olivia’s crotch throbbed as he spoke. Oh god, I want him so much. Her breathing became labored and her pulse accelerated.

  “Yes,” she whispered.

  “I can’t hear you,” he admonished. A thrill rushed through her at his warning.

  “Yes,” she said louder. This time she looked him in the eyes and spoke with confidence. He held her gaze for a moment, making her feel slightly uncomfortable.

  “Good.” A sense of relief swept through her at his praise. She was so excited she could barely stand it, so alive with anticipation, so willing. He stepped around side of her and bent his head low to her temple. She could feel his warm breath against her ear.

  “In this relationship, you understand that I will expect total submission from you. Don’t question me, and don’t argue. For this entire session, your instructions are to stay still, and don’t make any sound. Understood?” Olivia nodded stay still and don’t move, got it. As he spoke he reached up and with a flick of his thumb released the front clasp of her bra. Olivia’s heart hammered in her chest as he slid the straps down her arm and let it fall to the floor. Freed from the comfort of clothing, her nipples hardened in the cool air. She felt self-conscious, exposed, as Jeremy’s eyes traveled over her. He reached up and fondled a nipple. “Beautiful,” he whispered and then gave it a little pinch. The sting sent a jolt of electricity straight to her core. Olivia strained against the urge to squirm or reach out, but she remembered his command to stay still. “If things get too intense, your safe word is stegosaurus,” he said.

  “Stegosaurus?” she asked, surprised. It was a ridiculous sounding word. She was familiar with the concepts of safe words, but she always imagined they would sound sexy.

  Jeremy laughed. “Your safe word should be unique enough to be easily remembered, and something you probably wouldn’t shout out in a moment of ecstasy. His hands slipped down to her waist and he unfastened the button.

  “Stegosaurus,” she said again, as he unzipped her skirt trying to commit it to memory. She knew assigning safe words followed basic BDSM protocol; she had read books and articles that mentioned it. But still, being in a situation where she actually needed a safe word was turning her on more than she could have imagined. As her skirt fell to the floor, Jeremy lifted her arm up, pressing it against the wall. She looked up as he wrapped a leather strap on her wrist, and clipped it to a hook sticking out of the wall.

  “You should know though, that using your safe word comes with consequences. You can use it, but only once, and then it will be over.” His words sent a chill through her. The tone of his voice and the expression on his face had an air of finality. She understood the implication. He meant then they would be over. She wondered if he meant it, or if it was an empty threat he used to discourage her from using the safe word frivolously. The ominous expression that had flashed on his face made her think he was serious. Her chest tightened and she felt a wave of anxiety flow through her. She didn’t want things to end before they even started. Jeremy’s dark expression disappeared as suddenly as it had appeared. He turned and motioned to her.

  “Step out of your skirt,” he commanded. Obediently, she complied. He came forward and took it off the floor and tossed it, along with her shirt and bra onto a nearby chair. Then he fastened her other arm to a strap on the wall. She stood silently before him, wondering what would come next.

  “Close your eyes,” he said. She shut her eyes and heard the rustling of some kind of fabric, not the soft sound of cotton, more like the smooth silky feel of satin. She felt the heat from his body as he moved close to her. Suddenly something silky was pressed against her eyes and she felt a tightening around her head. A blindfold! Cool air rushed in again as he stepped away from her. She found that sensations were intensified now that her vision was obstructed: the musky smell of his cologne, the feel of the fabric on her closed eyes, the pull of the straps on her arms and the cool air on her exposed body. She was so aroused she felt like she might explode at the slightest touch. She realized after a moment, he seemed to have disappeared. Anxiety grew in her and she wondered where he had gone, and even worried for a moment he had left her there, strapped to a wall wearing only a lace thong. Her head jerked and she strained her neck, listening, trying to figure out where he had gone.

  “Trust me,” he said. To her surprise, his voice came from beneath her. “Spread your legs,” he said. Heat blazed through her at his erotic command. She felt like every nerve ending was standing at attention. Obediently, she widened her stance. She felt his fingers wrap around her ankle and a leather strap tighten around it. He then grabbed her other ankle. “Move your leg farther out.” He nudged her by the ankle until she was spread wide open and then fastened her ankle into place. She was now strapped, spread eagle against the wall. She felt like the Vitruvian man. Blindfolded, and completely immobilized, she waited with great anticipation and wondered what Jeremy would do next. She heard nothing, he seemed to have disappeared again. This time though, she remained still, and did not strain to listen for him.

  “You trusted, good,” he said upon his return. “Since you’ve never actually participated in BDSM activities, I’ll go over the basic ground rules with you,” he said. He ran his hands down along her abdomen and curled his finger around the lace strap of her thong. “When you are good, you will be rewarded,” he said, slipping his hand down into the garment. Olivia shuddered as his fingers traveled between her legs and over her clit. She was so aroused; she feared her pant
ies were embarrassingly wet. His long finger circled over the soft skin until it was swollen and hard. She bit down on her lip so as not to make a noise. As he continued to tease her and rub between her legs, his other hand reached up and traced the line of her cheek. “When you are bad-,” he began, his hand continuing along her face and over her lip. Without thinking, Olivia opened her mouth and hungrily sucked his finger in. He jerked it away and abruptly squeezed both sides of her face with his hand while at the same time pinching down on her clit with his thumb and forefinger. Olivia gasped, but didn’t utter a sound. She had wanted to scream at first but then noticed how the sting of his pinch layered over her throbbing arousal. The combination of pleasure and pain blurred into one and left her yearning as his fingers moved away. Instantly she was panting, wanting.

  She then felt his mouth, warm and wet, on her nipple. Oh god, he feels so good. The blindfold made every touch unexpected. Her body was on high alert, waiting for the next sensation. She was aching for more. Each touch was heightened, and escalated her feeling of need until she was nearly frantic. His tongue circled around her nipple while his other hand kneaded the soft flesh of her breast. She wanted so much to reach out with her hand and ram the back of his head into her breast. She strained against the restraint, desperate to get closer.

  “Anxious, aren’t you?” Jeremy teased. She heard the rustling of clothes as he walked away from her again. In an instant he returned. “Sometimes, pain comes not as punishment,” he said. She felt stiff leather, like a stick run up along the inside of her leg and suddenly hit her pussy with a quick strike. She sucked in her breath, shocked by the sensation. “Pain can be used to enhance the pleasure,” he said. Almost instantly after the strike, he used the tip of the instrument to rub against her clit. She felt smaller leather pieces, almost like tassels on the end of it. Just as she recovered from the blow and grew more aroused by the implement rubbing on her, he struck her again. Each blow was sandwiched between stimulating rubbing which edged her closer and closer to orgasm. Her skin stung, but the pain seemed to accelerate her growing need. She ached for release. He struck her and rubbed her several more times, before disappearing once more. Again she waited, but this time, she was so wound up, she could feel the edge of orgasm teasing her, almost torturing her. Strapped to the wall, spread open and vulnerable, her sex throbbed. She didn’t hear him approach, but gasped as his hand thrust forward and jerked the thong from her. With a swift and powerful motion, he twisted the lace around his thumb and yanked it so hard the she heard the elastic tear and fall away from her skin, leaving her completely naked in front of him. The intensity of his action left her heart racing. Adrenaline flooded her.

  “You’re doing well, Olivia.”

  “Thank you.”

  “Would you like to come?” he asked.

  “Oh god, yes,” she whispered.

  “Louder, Olivia,” he said, his tone was gentle, yet commanding.

  “Yes,” she said, firmly this time. He fell silent for a moment, and Olivia wondered if he had left again. In the dark cover of the blindfold, she was only aware of the pounding of her heart, her breathing, and the throbbing of her pussy. Silently she begged him to return. As if hearing her mental plea, she suddenly felt his breath, hot and moist, breathing on the underside of her breast, where the skin was soft and supple. Her nipple hardened again in anticipation. Slowly, his mouth enveloped her nipple and his tongue swirled around it softly. As he did that she suddenly felt the back of his hand brush against her skin between her legs. Without thinking, she let a moan escape as his fingers touched her. Almost instantly he bit down on her nipple, sending electric shock to her core and causing her to yelp in pain.

  “I said no noise, Olivia,” he said. He circled his thumb around her nipple, soothing the sting out of it. Again she felt his hand between her legs. She remained still, and instead concentrated on the sensations of her body: the feel of the restraints, the open vulnerable position of her body, and the exquisite sensation of his touch. She felt a buzzing down near her clit, like a small motor vibrating over her pussy.

  “This is a finger vibrator.” If you can hold still and not come, I will reward you and give you something better. She tensed inside, already feeling as if she could explode. How was she going to hold on? He pressed the tiny apparatus to her again, causing her to twitch. It was a small yet concentrated feeling, like a precision instrument. It acutely focused her attention on the pleasure emanating from the area, which was expanding, and threatening to overtake her. She bit down on her lip again and curled her fingers into fists, digging her nails into her palms. She could feel her own juices flowing as she ripened under his touch like a piece of fruit.

  “Good, Olivia. You’re doing very well. I can see how much you want to come. You are fighting your climax valiantly. She couldn’t tell how his hand was positioned, but she inhaled sharply as he slipped a finger inside of her while keeping the device trained on her clit. Slowly his finger moved in and out. Unable to resist, Olivia thrust her hips out, her pussy eager to meet his thrust.

  “Ah ah ah,” he teased. He pulled both the device and his hand away, leaving her shaking and frustrated. After a moment in silence he leaned close to her ear. “The absence of pleasure can also be used as a form of punishment. Do you see?” Olivia nodded vigorously. Her empty cunt ached for him. She wanted to beg him to touch her again, to make her come right away. She didn’t think she could stand much more.

  “I can see you’re at your edge. Just hang on a bit more, Olivia. I promise the wait will be worth it. His voice seemed to be receding, but she couldn’t tell in what direction he had moved. She was glad, she needed the break to pull herself back from the edge. In the distance, she heard a drawer open and shut. She listened for other noises, like chains rattling or more buzzing, but heard nothing. Straining to hear, she finally detected footsteps as he came back, causing tingles to dance over her skin. As she lifted her head lightly, listening, she felt a tug on her wrist. Her arm fell free from the wall, but the leather cuff remained. As she was wondering what was happening, the other arm was freed, then her ankles. She was still blindfolded, and all the cuffs were still on her. Jeremy grabbed her by the elbow and led her toward the bed at the end of the room. He took her hand and guided her up onto the bed.

  “Kneel,” he said. He placed his hands on her as she moved into position. Using a gentle yet forceful motion, Jeremy pulled her arms behind her back, near her feet. She heard some clicking noises, but couldn’t determine what was happening.

  “Bend over, face down on the bed. Spread your knees apart. I want to look at you” he said. His tone was cool and assertive. Olivia imagined what that might look like and hesitated. She was comfortable in the position she had been against the wall. Spread eagle strapped to a wall was different than bending over and displaying her entire pussy and ass to him. She had never done that before, and felt embarrassed. As she contemplated his order, she suddenly felt his breath, hot against her ear.

  “Olivia, you have a beautiful cunt and ass. Seeing you splayed open like this for me is an incredible turn on. My dick is rock hard just looking at you,” he said. His words were like a soothing balm, instantly she relaxed. She was still a bit self-conscious being so exposed, but at least she had been to the salon recently. She and Claire had a girl’s day at the spa and both sprung for waxes with their first paychecks from their new jobs in the city. When she had it done, she didn’t realize anyone but her would actually ever see it, and almost got a leg wax instead. She was glad now she stuck with the Brazilian. She felt a pressure on her back as he pushed her forward. Her ass tipped into the air as her head landed on the mattress. She felt somewhat like a pig that had been hogtied and resisted the sudden urge to giggle. As she adjusted to the new position, Jeremy’s fingers ran along the outside lips of her pussy. His fingers glided over the smooth skin, dipping into her and wetting them on her own juice. “Such a beautiful pussy,” he cooed. She had never thought her privates were particularly attrac
tive, but she found his words to be extremely arousing. Another tingling sensation grew within her, and soon she was aching for more. “Spread your knees farther apart,” he commanded. Olivia was already stretched as far as she thought she could go. She pushed her face deeper into the mattress and forced her knees apart more. Her legs burned. Why couldn’t I be more limber? Just when she thought she was about to pull something, Jeremy grabbed onto her leg and yanked it even further. She gasped at the sensation. It didn’t hurt her, but the way he strong armed her sent spasms through her. She loved the sure way he moved. Jeremy’s action was forceful and aggressive, yet it was not frightening or violent. It made her want to completely succumb to him.

  She strained against the leather straps, trying to bet comfortable. The position she was in was awkward, and she was sure she looked ridiculous. She didn’t think she could move even if she tried; she was completely immobilized. Jeremy’s hand then swept over her behind. “I love the look of your ass, the curve is perfect,” he said, as he cupped her bottom. Again he ran his finger along her lips and then dipped them inside. “You’re so wet, Olivia,” he exclaimed. Gently he pumped his fingers inside of her, making her nearly drool into the mattress. God, I’ve waited so long, I want to come so bad. She needed release more than air at that moment. He pulled his fingers out and in a moment felt the finger vibrator pulsating over her clit. He rubbed over it, sending shudders through her. He pressed it harder into her, causing her to nearly combust. She arched her back, desperate to grind into it and let the orgasm that had been so tantalizingly close overtake her. “Not yet, Olivia. You can wait a bit longer.” Jeremy removed the vibrator from her clit and then passed it over her silky folds before it disappeared altogether. She was left straining in the dark for him, wondering what would happen next.