Proposition: A Dark Billionaire Romance

by Angela Blake

  “Would you?”

  “I date old men when I’m broke, so you tell me,” she answered.

  Damian still kept his gaze on her, “So why me? I’m only thirty years old. Sure, I’ve got money but I’m not as desperate yet as the old geezers.”

  “You’re dangerous,” Sasha had to be honest. “Money can come later. The thrill is what turned me on in the first place. I know what your hobby is, Mr. Rivers, and I want to be the girl that you can honestly say didn’t break. I want to be the one to say you made love to me without tying me to your bed.”

  Damian laughed hard. “Have you ever been dominated before, Ms. Byron?”

  She shook her head. “I’ve seen videos. Leather outfits, straps, soft whipping, gag balls, masks and other toys. The beauty of the fetish is lost to me.”

  “Sad,” he told her. “The beauty of the fetish is that even though you are tied down and gagged, it is you being served and not I.”

  That sounded like a weird oxymoron of some sorts.

  Before Sasha could figure it out, the waiter arrived and delivered their first course of the night. Sasha’s eyes grew wide when she saw the artful manner that her shrimp was prepared. It was a thing of wonder and it made her doubt if she should frame it instead of eat it.

  “So tell me, Ms. Byron,” Damian then said before taking a taste of his dish. “Would you be open to a bet?”

  She cocked her head in honest intrigue.

  “I’ll give you a week,” he told her. “Let me do what I do best. If after a week you haven’t broken to my will, I will financially support you for the rest of your life. If you do break, you will become mine, permanently.”

  “Permanently?”

  Damian smiled. “Permanently,” he repeated. “For me to do as I wish.”

  Chapter Three

  His reception hall and living room were twice the size of her house. She could barely fit her small car in her garage while his could fit her room, four cars and maybe a motorcycle or two. She marveled at all the expensive silverware on display, the large vases in the corners and some of the classical paintings hanging on the walls.

  Yet there was something oddly strange with the way Damian kept his manor. It appeared a little cold, as if he didn’t even live there. A sort of distant aura pervaded the entire place and it felt like no one had lived there for a long time. She looked at Damian as he led her through his home, holding her hand, and she saw someone who was looking at the environment from the outside.

  “Something amiss?” he asked when he noticed her staring at him.

  She shook her head, “Not really, no. I just felt a little weird coming here. It seems like it’s someone else’s home, not yours. I mean, I know it’s yours but it just doesn’t really feel that way, you know? It feels like you’re-”

  “-looking at it like a guest and not like someone who actually lives here?” he finished his sentence. “Yes, I get that feeling too.”

  “You do? But this is your home.”

  Damian shrugged. He took her down a flight of stairs, leading them to the basement, and explained “I didn’t grow up here. When I was around four or five years old my mother took me to London. We traveled a lot since then, always relocating every other year or so.”

  “That’s hard,” Sasha said, her voice low and melancholic. “Why though? I mean, your family obviously has the money to just stay and be stable in one area.”

  He paused for a minute, looked back at her then gave a grin. As she looked into his eyes she sensed he was hiding some level of sadness with that expression on his face.

  “My dad is rich,” he answered just as he began heading down the basement hallway and towards a large oakwood double door. “My mom… not so much. She wasn’t really his wife, you see, but they didn’t let the world know that. The world thought she was just my caretaker and that’s what the family, even my father, always said.”

  That was a little too heavy for Sasha to hear. She just couldn’t even think about what she would do if she went through that kind of experience. It made her wonder if Damian felt some kind of anger against his father, perhaps which could be why he didn’t feel so comfortable in his manor.

  Damian then paused in front of the doors. He let go of her hand and turned around to give her a good look. For a fleeting second, Sasha felt a little exposed. Maybe it was the wine starting to swirl in her head or maybe it was just the uneasy feeling she had willingly gone with this stranger into his home and down into his basement.

  “The first step is to trust me,” he whispered as he held onto her arms. She felt the weight of his hands and thought of what it might feel like to have his hands caressing her body, squeezing her breasts or even being rough, slapping her ass while he plowed into her body. It was a strange thing to imagine but she quickly reminded herself where she was. At that point her imagination sort of seemed appropriate.

  “Trust you?” Sasha had to ask. “I don’t even really know you. We just met three hours ago.”

  Damian smiled and caressed her cheek with his hand. It was honestly quite reassuring and she could not help but shut her eyes and just soak in the moment.

  “Let me give you a piece of advice, before I open this door,” he told her. His fingers danced on her cheek and she took a step closer towards him. With his other arm he gently embraced her. “Trust everyone but never let your guard down. It’s like what businessmen often say: hope for the best but prepare for the worst.”

  Sasha bit down on her lip and looked up into his eyes as she said, “I’ll trust you. I do want to make a few things clear though.”

  “Better say ‘em quick before we open these doors,” Damian told her.

  “Definitely no back door,” Sasha said firmly. It wasn’t that she didn’t have some fun having anal sex but she wasn’t open to doing it with a complete stranger. “Whatever you do, don’t get me pregnant. Lastly, nothing too dangerous or risky.”

  Damian’s eyes flickered with a burning passion and he responded to her requests with a wicked grin. “All three conditions taken into consideration. Don’t worry my dear, just step into the velvet room with me and forget all that you know about the world outside. In here, no one judges you for being what you are.”

  “Which is?”

  “A creature of the highest form of pleasure,” he answered and opened the doors.

  Sasha’s eyes grew wide when she saw what awaited her in the next room. There was a large, king-sized bed with beautiful red comforters but everything else looked like they belonged in a dungeon instead of a bedroom. She saw strangely designed stockades, drawers that were open and filled with all kinds of sex toys and she a spot on the wall where she could be cuffed and chained. In the middle of the ceiling she saw a rig which she could only assume was meant for hoisting her up with ropes or chains.

  “Come,” he said and pulled her by the hand before she could even utter a single response.

  Damian brought her to the bed. He sat down by the edge and directed her to stand just two feet in front of him, like he was observing her or something.

  “Yes?” she asked as he continued to look her up. “Do I pass your beauty standards or something?”

  “Think of a very unique word, one you would never say during sex.”

  That struck her slightly off guard. “Huh?”

  “Think of a word you would never say while fucking someone,” he repeated, this time with a stronger emphasis on his cuss words. “When a woman says ‘no’ while in this room, it doesn’t really mean anything. The word ‘no’ is part of the game. So in order to let me know you really want to check out I need to hear something unique. ‘Tokyo’ or even something bizarre as ‘alligator’ are fine. Once I hear you say something like that, I’ll immediately stop and you can go home.”

  Sasha stood there for a minute, thinking about something she could say quickly and easily in case she wanted to leave. Since ‘no’ was off the table she needed something that was just one syllable in length and also easy to utter ev
en when having sex. Sasha figured she might want something that didn’t need her mouth open since he might gag her.

  “How about ‘mercy’?” she asked. At least it was a word she could reasonably say even if he gagged her or kept her mouth wide open. She’d never confuse it with ‘no’ and it was easy enough for both of them to remember.

  “That’s a perfect safe word,” Damian said. He then removed his shoes, slowly and carefully, and neatly tucked them underneath the bed. He took off his socks and rolled them into balls before tucking them underneath as well. She watched as he undid the cuffs of his shirt and loosened his belt a little bit.

  “What should I do?” Sasha asked. “Uh, should I take off my clothes as well?”

  He shook his head, “Hush, little girl, do not try to rush things. For now, take everything off except for your blouse and panties.”

  Sasha did as she was told. She began with her skirt and then her shoes and socks. For a moment she was unsure if he also meant for her to remove her bra but since he specifically mentioned her panties she decided to remove her bra as well. The smile on his face when he saw her remove the clasps indicated she had figured things out correctly.

  “Now,” he said as he pulled her closer, “let’s begin.”

  Chapter Four

  Damian pulled her to the bed and guided her so she could lie face down on the bed. She did not look back but felt the mattress shift as he moved about and then he took her hands and pulled them behind her. Before she could even utter a word she felt him take a cord and cuff her hands together. He then took another pair of cuffs, one with a steel rod in between, and then locked it around her arms, just above the elbows.

  “Fuck,” she whispered, mostly to herself. He then took her feet and with a long cord tied each one to the bed posts, spreading her legs wide apart.

  “Open your mouth,” Damian instructed from behind. Sasha didn’t think twice and opened her mouth wide, like she was getting a check-up from the dentist. Fortunately she did not have to wait long as Damian returned quickly and shoved a red gag ball into her mouth. He then secured it and locked it in place behind her head, taking only a moment to fix her hair and get it out of the way.

  Sasha shivered as she felt herself lose all control. Her hands were tied behind her and her feet were locked in place. Her legs were spread and she could feel her mind slipping behind the crevasse of her consciousness.

  Then she felt his hand on the sole of her foot. Sasha did not dare look back and simply shut her eyes to revel in the moment as his fingertips danced on her skin.as he began to rise, gently teasing and tickling her. She felt his fingers press and tap her leg as they continued up and eventually he came to her plump, little ass.

  Smack! Sasha jolted when he suddenly slapped her ass, her whole body shaking in the aftermath of the impact.

  “Mmm,” was all she could muster with the gag ball in her mouth.

  Smack! He did it again and this time a little harder. It sent a chill down her spine and she shuddered as the sensation vibrated through her body. Oddly, it was not just pain but also a sense of elation and pleasure. Damian grabbed her ass and shook it before he again smacked it with a slap.

  Smack!

  “Oommph!” Sasha mumbled through the gag ball. Her vision went white as he slapped again and then again.

  Yet at that moment Sasha started to feel something she did not expect from: she felt a warmth between her legs and she knew she was getting moist, despite the fact that he didn’t even fondle her or flirt with her in any means.

  Damian grabbed the cheek of her ass and squeezed, this time a little tighter, and she felt him grope her ass softly as his hand began to roam around her behind. She felt his fingers spread and trail over her panties like spiders but they began to head in a direction she felt a little nervous about.

  His index finger pushed between her legs and found its way to the mound of her pussy. To her surprise, he did not try to slide his fingers underneath the fabric of her underwear and simply settled with rubbing his fingertips against the fabric and her pussy in slow, clockwise motions.

  It was like a drug and Sasha was beginning to get a taste for it. She shut her eyes and moaned as he continued to toy with her womanhood. Before she knew it, she was beginning to squirm in his bed as she tried to find the best point of pleasure.

  “Mmm,” Sasha moaned out. With her mouth forced open all she could do was drool and moan as Damian continued to tease her, toying with her pussy without actually sliding his finger through her flesh.

  “There you go.” Damian told her. She barely noticed his voice was a little softer, a little lower and deeper than usual. In the back of her brain, however, it was working wonders. The mere sound of his voice was sending a chill down her spine and she could feel the lust exploding inside her gut.

  “Just relax,” he continued on as he pushed down, rubbing his thumb against her clit. It sent a shocking jolt through her body that made her shake in surprise and ecstasy. “Let it all go and surrender yourself.”

  Surrender? The thought was deep in Sasha’s mind. She wanted to let go of her inhibitions and being tied down and fondled by this extremely handsome and devilish rich boy was exactly the kind of situation she figured it would be appropriate to do just that.

  “Mmm,” Sasha mumbled as she tried to tell him something. The gag ball was making it very difficult for her to get thoughts across.

  Smack!

  Her eyes shot wide open and she drooled when he suddenly slapped her ass.

  “Louder,” he instructed right before he went back to rubbing her pussy with her own panties.

  “Mmrrr,” she mumbled out as she tried to fight the urge to just moan and squirm. The sensation in and around her pussy was getting so strong she could feel her panties beginning to soak in her juices. “M-more!”

  Damian suddenly stopped rubbing. Sasha froze, with eyes wide open, as she tried to anticipate what he would do next. She waited and fortunately was rewarded when he slid his hand underneath her panties.

  “More, you say,” Damian told her as he began sliding her panties down and exposing her wet and dripping pussy. When he reached her knees the panties would go down no further and Damian did what she did not expect him to: he took out a pair of scissors from the drawers and cut her underwear in pieces. “I will give you so much more.”

  Sasha’s eyes began to dart left and right as she waited for his next move. Would he thrust his finger through her flesh? Would he lie down on top of her and fuck her from behind? Unable to turn around and check, Sasha simply waited with her eyes shut.

  It was in this moment of respite that she realized she was hoping for him to ravage her, to toy with her and fuck her like a wild beast. Sasha was troubled by the thoughts pervading her mind; she had always been a little slutty and slept with the rich men she dated but this was pleasing her beyond belief. She only slept with them with the goal of making them pay her rent but this was really beginning to turn her on.

  Damian then returned and he brought a surprise. Sasha kept her eyes closed, praying and hoping he had something delicious in mind, but even that could not hold down the shock she received when he took a dildo and began rubbing it against her flesh.

  “Ffff,” she muttered through the gag ball. “F-fuck!”

  He didn’t penetrate through her walls and simply slid the entire length of the device between the lips of her pussy, getting it wet and well lubricated. By the way it slid through her Sasha estimated it must have been at least seven inches long and unlike a real man’s cock it had a rough texture that tickled her flesh.

  “I can’t hear you,” Damian told her as he used his other hand to slap her ass once more. This time, without the protection of her panties, the sound of his smack echoed a little in the room.

  “F-fuck mmmme!” she had to say with all her might. As soon as she did she rested her head down, closed her eyes and simply moaned in ecstasy as the dildo pressed even harder against her pussy. It was elating and she simply wa
nted to revel in the moment.

  Damian turned the dildo vertically and without warning he began to push it through her pussy lips.

  “Oh mmmmy god,” Sasha mumbled and moaned as she felt its thick girth penetrate through her walls. She even raised her hips a little to give Damian better leeway and he took full advantage of it, gently sliding the toy into her flesh and tearing through her inner walls. Sasha’s mind exploded with each passing moment and she felt her pussy juices flowing down her legs and over his hand.

  At first he was pushing and pulling it through her flesh in a slow and casual manner, allowing Sasha to soak in the feeling of pleasure like a man making romantic foreplay with his woman. She felt like she was loved as Damian was soft and gentle in his approach.

  Yet only a few minutes after he began thrusting it in her he suddenly stopped, right as he managed to push the toy almost all the way inside of her.

  “Mmm you shtp?” she mumbled. She was trying to ask why he had stopped but the words were devoured by the gag ball and her own slur after losing herself to the moment.

  Damian did not reply. Again, he was toying with her, plotting some scheme that would end with her only curious and moaning for more. She pondered and wondered what kind of twist he had in mind and hoped-

  “Fuck!” Sasha shouted out loud when the dildo suddenly began to vibrate. She squirmed and shifted but she was captive in that position and the vibrating did not stop. In fact, she felt it begin to get a little stronger.

  It was at this point that Damian walked over to the other side of the bed, in front of her, and for the first time she saw his naked form. She tried to keep her eyes open to marvel at the way his muscles rippled across his lean body and how his cock throbbed in his hand. It was as big - or even bigger - than the toy that was pulsating and vibrating inside of her and by the looks of it was hungry to plow through her.

  “How is it?” he asked. Damian stroked his cock with his hand as he walked back behind her and continued on, “Was it so surprising, to feel it suddenly move inside of you? Are you squirming in pleasure?”