The Boss’s Toy by Catrat89

“Well, in that case, I definitely want to play with you first. I wanna see if I can break through that brat and see what’s underneath.”

“What are you going to do with me?” she asked fearfully, though her voice masked most of it with cockiness.

“Didn’t I already say, I’m going to play with you,” he said with an evil smile.

“I’m going to get out of this and I’m going to kill you, you prick.”

“I’d love to see you try. The more you fight, the more I want you. I’m going to have fun punishing you.”

She glared at him but he just laughed. He beckoned over the two guards who each took one of her arms despite her struggles and started dragging her back into the building and into the elevator, Daniel right behind them. Between the three of them, they managed to restrain her enough to drag her into the large bedroom. The two guards threw her on the four-poster bed and immediately pulled her hands up to the head of the bed and buckled the cuffs around her wrists, just under the rope.

They then untied the rope and used it to tie her kicking legs together. They left the room with Daniel just behind them. “I’ll be back for you in a little while, I have to finish up at the office first.”

Alora threw a string of profanity at him that would have made her grandmother disown her until he shut and locked the door behind him. She struggled and pulled at her new restraints but they wouldn’t budge. She remembered watching a movie once where the lead opened a lock with a bobby pin so she managed to reach the bun in her hair and pull one of the pins from it. She stuck the pin into the lock and spent ages fiddling with it until she heard a click and her left hand was free. She let out a laugh in relief and started on the lock on the other cuff. Before she could unlock it though, she heard the door open and Daniel came striding in.

He tutted in disappointment. “You couldn’t just lie still for ten minutes could you?” He walked over to the bed with his confident saunter and plucked the pin from her hand. She tried to move away from him, but with her hand still tied to the headboard, she couldn’t get far. She didn’t try to hit him. It would have only made him angry. He crawled onto the bed as she tried to crawl away. “You won’t escape that easy sweetheart. He grabbed her free hand and locked it back into the cuff, then slowly began to pull all the pins from her hair, letting it fall loose around her shoulders. He collected all the pins and then climbed off the bed and left them on the dresser.

“I’ll make you a deal Alora,” he said, coming up at the foot of the bed and grabbing her feet. “If you’re a good little girl from now on, and you take your punishment well, I might let you cum.”

“I’m not going to let you rape me just because you bribe me with an orgasm.”

“I think I can get you to change your mind,” he said with an evil smile as he began to untie the rope around her ankles. She tried to kick him but he just held her steady, reaching under her dress to grab her panties. He began to pull them down and she struggled against him. He managed to get them off her ankles and threw them to the floor. He then leaned over her and ran his fingers down the front of the dress. “You’re a little too angry for me to release your hands so I’ll just have to find a new way to take this off,” he said and pulled a penknife from his pocket. He flicked it open before running it down her arm to the sleeve of her dress and slicing through it with ease. He slowly moved the knife to the other sleeve, slicing through it, and then began to slice down the middle, until he could pull the destroyed garment from her and threw it to the floor.

“That was my favourite dress, you didn’t have to ruin it.” He ignored her and smiled at her now naked body, delighting in the fact she wasn’t wearing a bra.

“I’d love to take you right now, but I need to punish you first. You need to learn the rules. You hurt me, so I’m going to hurt you. You disobeyed me, so I’m going to make you beg for me.”

“I’ll never beg,” she said defiantly, ignoring the way he was regarding her body the way a wolf regards a sheep.

“We’ll see about that. But first I’m going to hurt you,” he flipped her over so she was lying on her stomach and spread her legs, tying them to the posts at the foot of the bed. “You have such a fine ass. I’m going to enjoy marking it up.”

He stepped away from her for a few moments and returned with his belt wrapped in his hand. “As much as I love your running commentary, I don’t want it to ruin your punishment.” He held up a ball gag and she shut her mouth tight, but he just reached under her and pinched hard on her nipple, making her gasp so he could shove the gag into her mouth. he buckled it behind her head and then moved out of her line of sight.

The first strike surprised her, a sharp lick of fire across her ass cheeks. She shrieked into the gag. It wasn’t as bad as she feared, but she doubted she would enjoy this very much. He kept hitting her, 2, 3, 4, 5, 6… too many to count, each harder than the last until he was putting his whole strength into it and Alora was screaming with every stroke. He eventually stopped, when her ass felt raw and tears were running down her face. He mauled her bruised ass, bringing a new kind of humiliation, before unbuckling her legs and flipping her back over, making her cry out when her cheeks hit the bed. He buckled her ankles back to the bedposts and crawled up in between her legs.

“Are you ready to be a good girl for me?”

Despite the fire on her ass and the humiliating warmth in her pussy it brought, she glared at him through a tear-streaked face.

“I’ll take that as a no. But don’t worry, you’ll be begging soon enough.”

She doubted it, but then he moved down to her pussy and ran his finger up and down through her slit. She moaned involuntarily as he brushed over her sensitive clit.

“So here’s how this little game works. I won’t let you cum until my cock is in this tight little pussy, and I’ll only fuck you if you beg me. So it’s really just a matter of how long until you start to beg.”

He lowered his mouth down to her snatch and ran his tongue all the way up, pushing his middle finger into her pussy. She writhed in her bonds as he slowly finger fucked her and used his mouth to bring her closer and closer to orgasm. But just as she was about to go over the edge, he stopped. She let out a moan of disappointment and a few colourful curses through her gag, but he just wriggled his finger back into her and started again, with just feather light licks. He kept her right on the edge while she cursed at him through the gag. If she was about to come, he would stop and she would buck and writhe through the ruined orgasm.

Alora could barely take it. She knew he would let her come if she begged but she was still too damn proud to give in. After the fourth ruined orgasm, she was trying to push herself against him, anything to get herself off. She screamed when the sharp slap landed right on her clit. It almost got her off, another of those and she would cum.

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