Proposition: A Dark Billionaire Romance

by Angela Blake

  “My first time was when I was seventeen,” he finally explained as he leaned back on his chair. “She was this smoking hot girl from Hong Kong and we were spending time together at a tennis club. We were out drinking, having a good time and then we ended up back in my room. She took my belt, asked me to tie her to the bed posts and take charge of things.”

  “Never looked back ever since?”

  He shook his head, “I don’t regret it. It’s brought a strange sensation for me. I like it.”

  “Torturing hot girls?”

  “Giving girls a sense of elation,” he corrected. “There’s nothing like fucking a girl already high on lust.”

  His words were digging deep into her mind and that bothered her. Why couldn’t he just be a simple idiot like Josh? Why didn’t he just ask to buy her a dress, drinks and then fuck? Why couldn’t he just be the kind of guy who would promise to make her life better with all his money and then leave her after fucking for a few nights in a row?

  Why was he becoming so intriguing and fresh and dangerously seductive?

  Alexa found herself getting wet in anticipation, just from thinking about what all this could be like. She pictured herself, just for a moment, lying on his bed with her hands tied behind her back and him pulling on her hair as he plowed his way into her, smacking her ass.

  “Care to give it a try?”

  She was taken aback and looked at him in shock, “I am not fucking my boss.”

  “No penetration,” he told her.

  That’s supposed to be comforting? Yet it was also weird. “No penetration? Really? You got a girl tied down and helpless and you’re not going to fuck her like there’s no tomorrow? What kind of fun am I going to get then?”

  He only gave her a sly smile and then whispered into her ear, “If I get you to cum in under ten minutes, you have to do it again tomorrow. If I get you to scream for more, you have to do it again for the entire week.”

  “That a dare?”

  “It is.”

  “Done.”

  Alexa didn’t know what to expect but she was genuinely interested. Her new, hot boss was inviting her in for something risky and exciting but in return she might never get a chance to walk away from it.

  What the hell. I can’t possibly lose control without him actually thrusting it in.

  Chapter Five

  The rest of the hour felt like a lifetime for Alexa. Although she still buzzed around the office carrying documents and filing schedules the only thing stuck in her mind was Gary’s sinister plan for her. It was like one of those novels she read except this time it was for real.

  It couldn’t be that bad. He did promise he wouldn’t stick his dick into her no matter what and it was only going to be for ten minutes. All she had to do was hold on and not let herself lose control. If she reached her orgasm then he would win.

  When she thought about it she realized there wasn’t really any victory for her. If she cummed then she’d feel pleasure but then she’d have go with him again the very next day. If she didn’t cum then she’d feel a little empty inside and might beg him for more, which would mean she’d have to go with him for the entire week. During that period she could very well lose all control.

  It was a dangerous little game but the thrill made her smile. She could feel the knot forming in her guts and it was her instinct telling her that this was a leap of faith so big it might change the direction of her entire life.

  “Fuck it,” she kept on telling herself as she tried to finish the rest of the work hour.

  When work was done and she was ready to go, she found Gary was already waiting for her outside the office lobby. She knew he was waiting for her but she didn’t exactly want her officemates to see her casually walking up to him and joining him in the elevator to the parking lot. Gossip can fly quickly in their environment.

  Gary didn’t care. He waved at her, with his hand up in the air, like they were best friends. Alexa tried to hide her blushing cheeks with her hair as she hurried down through the hall, past the office stalls and then went past him straight into the elevator. Gary chuckled and quickly joined her right before the doors were closing.

  “Don’t do that,” she told him.

  “Don’t do what?”

  “Just be professional,” she scolded him but he only smiled back at her.

  Gary didn’t say another word as they walked through the basement parking lot. She just kept on walking, a step or two behind him, as he led her to his car. Fortunately, no one else was in the parking lot to see her get into the passenger seat. The moment the door closed and she was in his vehicle without anyone taking notice, Alexa let out a loud sigh of relief.

  “Does it matter?” he asked her right as he locked his seat belt in.

  “Huh?”

  “Does it matter whether they see you hanging out with me, riding in my car?”

  Alexa looked at him and nodded, “Of course it does. I don’t want the whole office to think I’m just whoring myself out to the boss.”

  “Well, you can’t really do that because it would require me to promise you some kind of promotion. When you’re already the assistant to the most powerful figure in the company other than its founder I don’t think you can climb any higher. Well, unless I die and you take my spot. If I do, please don’t get some idiot hunk to be your secretary.”

  “I don’t know,” she teased, “I might want some muscle-bound moron walking beside me all day in the office. Maybe we can sneak in a quickie during our lunch break.”

  Gary laughed and started to drive. For the majority of their time on the road, they mostly talked about work. It was all casual talk and the thoughts of what Gary had planned for her were receding into the back of her head.

  “What kind of music do you like?” he asked her right as they passed the train station. They were nearing the executive corner of town.

  She shrugged and answered, “Mostly stuff from the 1970s and 80s. Duran-Duran, Roxette, The Smiths.”

  “I never figured you were into that stuff,” he commented. “I always thought you were into the new stuff.”

  “I don’t even know who’s popular right now,” she explained as they began passing by large houses. She knew they were getting close to his place. “The classics are all I really need. I don’t mind the new songs, just so you know, I just don’t really take time to listen to the radio or look them up on YouTube or whatever. What about you? What are you into?”

  He glimpsed at her quickly before turning his attention back to the road, “Me? I have a weird thing for orchestral music.”

  “Beethoven?”

  “No,” he replied as he took a right turn and started going up a hill. At this point there were very few houses but they were all large manors with even larger land surrounding them. “Movie soundtracks, video game orchestral pieces and things like that. They evoke some kind of story for me, in my head.”

  Alexa loved that answer. She may not have known him for very long but his taste in music and his reasons behind it told her so much about his person in ways words could not really explain. It gave her a warm feeling inside and for a moment, ever so brief, she pictured going out with him on an actual date.

  That feeling quickly eroded away when they drove into the driveway of a very large manor. Right as they parked in front of oak double doors an aged butler hurried to open the doors. The old man even took her hand and assisted as she stepped out of the car.

  “Thomas, meet Alexa,” Gary quickly introduced. He then looked at her as they began walking up the stairs and into his home. “He’s been the family butler since I was young. You ever need anything and he’ll attend to it as soon as possible.”

  “Good evening, ma’am,” Thomas greeted right as he opened the doors.

  Alexa smiled back at him and tried to hide the anxiety consuming her.

  Inside, the house looked like it was lost in time. She expected a modern house, something either so cozy or so cold and rigid but instead she found the
décor more akin to that of a 19th century, Victorian era manor. It had a strange and unique elegance that made her feel like she was walking into a very delicate home.

  “Wow,” was all she could muster as she stared at all the rare porcelain, the white oakwood furniture and the numerous glass displays. Gary did not seem to pay any heed to her awe as he continued to lead her through the halls. Thomas had split off from their path and she last saw him go towards what could have been the kitchens.

  “How many people live here?” she asked Gary right as they started heading down a flight of stairs into the basement.

  He looked back at her then answered, “One. Just me. Thomas and the others leave past eight o’clock. They have a separate building across the garden.”

  Gary then paused as he reached the basement door. He then turned and faced Alexa, “You ready?”

  “No,” she told him honestly. “But who the fuck cares, right? Let’s do it.”

  His smile was ear to ear and without a word he opened the door.

  Chapter Six

  The room was elegant and clean. She saw a single bed, king-sized, with the most beautiful sheets and duvet. There was no other furniture save for a stool, a chair and a bedside drawer with a small lamp. The floor was covered in a beautiful dark red carpet. When she looked at the walls, she found they were all covered in mirrors. Everywhere she looked she found her reflection staring back. When she looked up, she gasped in surprise to find even the ceiling had mirrors.

  “In here, there is no escape,” Gary whispered. He took her by the hand and led her to the eastern wall. Only upon closer inspection did she realize the wall had a built-in cabinet. She watched as he unlocked it swung its doors open.

  Inside was a large collection of sex toys, many of which Alexa did not even recognize.

  Gary then turned around, “All right, miss secretary. Take your shoes off.”

  Okay, I can do this. Alexa quickly took her shoes off. The whole time she felt a knot form in her gut, twisting and turning as she got more nervous. At the same time she was trying to fight off the feeling of lust. The sight of those toys was spurning images in her head.

  “Good girl,” he told her. Alexa noticed a change in his tone. He then held her hand, “Come here. You’re shaking a little bit. It’s time to relax and let me do the rest.”

  She followed and when he led her to the bed she crawled on top as obediently as she could. When he motioned for her to lie down, she did. Gary then pulled out the cuffs he had shown her and Alexa felt the fire spark inside her.

  “Raise her hands above your head,” he commanded. She quickly obeyed and he cuffed her hands to the headboard.

  Immediately a sense of panic and lust exploded in her chest. Alexa couldn’t muster the words but she felt like she was already stepping beyond whatever line she had drawn before. It was exciting, exhilarating and scary all at once.

  Gary didn’t say a single word as he stood by the side of the bed. It was only after a few moments did Alexa realize he was marveling at the sight of her, helplessly bound.

  He then started taking his clothes. Alexa’s eyes grew wide as she watched him remove his shirt and she finally caught the full sight of his upper torso. It rippled with finely tuned muscles. He had a very lean build which told her he wasn’t a body-builder. His muscles weren’t for show. They were toned for efficiency and it was likely he was doing martial arts or boxing of some form. Maybe he was in the military at one point.

  But then he didn’t stop. Gary took off his shoes, and with his eyes always fixed at hers, he began to remove his slacks. He soon stood there with nothing but his underwear on, white and bulging with his manhood.

  Even with the garment on, Alexa could see how well-endowed Gary was. Just looking at him this way was starting to get her warm and she started to feel a little moist between the legs. They hadn’t even begun and her body was already giving in.

  He then took it off and Alexa’s mouth opened wide the moment she saw his manhood dangle in the open. Long, thick and throbbing like a hungry beast it flicked a switch in her.

  Fuck, Alexa thought to herself and hoped she didn’t say the word out loud.

  “No penetration,” Gary whispered, reminding her that in no circumstance tonight was his hungry, angry rod going to push through her flesh. The thought of not having it was beginning to burrow into her mind and she felt the tug of lust pulling at her mind.

  ***

  Gary reached down for his slacks, pulled out a little toy from his pocket. He then began to walk towards Alexa. She tried to see what he had in his hand but it was obscured from her point of view. He set it down by her foot and then scooted up close to her waist.

  Without a word, he began to unbutton her blouse. Alexa breathed in slowly, trying not to look excited or nervous. She watched as he opened her blouse wide open and he then began to trace his finger across her belly. The moment his fingertips touched her skin it was a like a jolt of electricity and for a second she froze. But then he continued on and she watched as his fingers danced up towards her bra.

  Gary looked at her, a look of longing and lust filled his face, as he reached up and squeezed her right breast. The sudden pressure made her gasp. He toyed with her breast, massaging it slowly in a circular fashion. As he did, she saw him reach for his cock with his other hand. He started giving it a slow and tender stroke.

  Alexa felt a quiver in her throat and she had to fight back the urge to moan. Her eyes were giving her away, however, and she knew that he could tell she was beginning to like this. She wanted to reach down and grab him but with her hands cuffed she could only grasp at the empty air.

  He then let go and worked his way down. He undid the zipper on the side of her skirt and she willingly raised her hips so he could toss it off the bed. He looked down and stared for a while at her lacy pink panties. It must have been a delight for him to look at but it was even more delightful when he began removing them, baring open her clean-shaved pussy.

  It was at that moment Alexa realized how wet she had become. Her pussy was wet, aching and hungry. They may not have done anything at this point but it was already betraying her feelings. She hadn’t even felt his lips on her but she was hot and her pussy wanted to be played.

  She then felt his finger on her pussy and immediately Alexa gasped, “Fuck!”

  “Ssh,” he hushed her softly. He then reached down and pulled out the black blindfold. “Do you trust me?”

  Alexa nodded back and lifted her head up. Gary wasted no time and placed it around her head, covering her eyes. Immediately she was covered in darkness. From this point on, Alexa knew she had completely surrendered herself to him and it was now a game of will.

  “The timer begins now,” he told her. “Give me ten minutes and we’ll decide whether or not you’ll be strapped back here tomorrow.”

  Chapter Seven

  For Alexa there was the sea of darkness that engulfed her but outside, beyond the black space that covered her sight, there was a virulent storm of emotions swirling between her legs. She could feel the rush each time his fingers would swipe across the folds of her womanhood and she could see, at least in her mind, the image of Gary stroking his stiff cock in anticipation.

  At first she only felt soft strokes, like he was petting a cat. Then he started toying with her clit and it was making her body jolt in shock each time he would apply a little more pressure. Whenever he did, Alexa had to bite down on her lip to stop herself from screaming in ecstasy and surprise.

  She would squirm, with her legs spreading and closing, as she waited for him to thrust his finger inside but the agreement of no penetration lingered in her mind. It was starting to become cruel. She wanted him to push inside and relieve her of her lust.

  And then there was nothing.

  Gary suddenly let go of her flesh and for a few moments Alexa could hear nothing but her own breath. She was gasping for air but even when she bit down and tried hard to listen she could not sense where he was.


  Another ten seconds passed by and then another. She began counting in her head. What if the ten minutes was over? Was this it? She did not beg him for more and she definitely did not orgasm yet so was she free to go home and not come back? What if she wanted to come back? What if she wanted to stay and make him drive his cock deep into her flesh?

  No, it couldn’t be over. She spent too much time in an office to know ten minutes did not go that quickly, even when having fun.

  She waited. She spread her legs, hoping it would invite him back in.

  The sudden vibration pressed against her clit made her moan out loud. “F-fuck, oh my God j-just aah fuck!”

  It was the toy he had brought out at the beginning of their session. She could not see it but she felt the plastic surface rub against the folds of her pussy as he continuously kept it on. The quick vibrations sent jolts up her spine and Alexa moaned aloud with each passing second.

  For a moment she felt the little egg rub through her pussy lips and she spread her legs, hoping he would insert it inside of her. At this point she was already getting soaked and wet in excitement and her lust was getting out of control. It felt like a hot beast was residing inside of her and wanted to burst out. She spread her legs and without a word she knew he was aware of what her gesture meant.

  Yet Gary didn’t thrust it in. Instead, he only continued to tease her, sliding the little vibrator up and down the folds of her soaking pussy as she wiggled and moaned. Every time he would place it higher, right on her clit, Alexa could feel her whole body freeze and then convulse in pure pleasure to the point where her vision would momentarily blank out.

  “F-fuck me, please,” she began to beg. “Please I need it. Stop teasing me like this. I need your cock deep inside filling me. Please!”

  One more time Gary raised the toy up to her clit and Alexa felt a wild sensation take over her body. Then she let it go. Before she could stop it, Alexa felt her juices flowing freely between her legs. It was like she was on fire and with her orgasm her body was being drained of every ounce of strength she had left. When she was done, she lay limp on his bed and out of breath.