He dared

He decided he wasn’t going to stop now, it was going too well and he was too horny. He took his hand off her breast, which elicited a relieved sigh from Lynn. He could tell from her mind though that she knew this wasn’t over, just a brief reprieve. He put his hand on the backrest of her chair to steady himself, then leant the cane against the table to free his other hand. He used it to undo his trousers, something he was quite practiced at doing one-handed. He fished out his straining manhood. Lynn was still looking at her food, but there was no way she hadn’t heard what Vel was doing, and she could no doubt see some of it in the corner of her eye. She was terrified and extremely nervous, but again that sense of anticipation, and that incredible resolve. He let his manhood stand on its own and grabbed his cane to support himself again.

He thought this probably went beyond what he had suggested she accept or put up with. There’d been nothing in there about his cock. Still, she was still here and not a word of protest had passed her lips. She just sat there, staring at her food, her brother’s dick sticking out into the air just inches from her arm. Perhaps he could use the punishment angle to sell her on this, as well as the idea of making it up to him.

He reached for her breast again with the hand he no longer needed for support. He stayed on the outside of the dress again but groped it more vigorously this time. A small whimper was the only reaction he got from Lynn; it sounded sweet. Vel moved a bit closer and leaned in to whisper in her ear again, causing his manhood to touch the bare flesh of her upper arm. She didn’t pull away or say anything, what a good and dutiful girl. He could feel the slight bumps of gooseflesh rubbing against his sensitive cock though. It felt kind of nice.

“I want you to do something now, Lynn. It will be your first official punishment and will also be part of you making it up to me. Are you ready to show me that you meant it?” He kept roughly kneading her breast through the dress while talking. Lynn nodded. “Yes, Vel, I’m ready. Tell me what I have to do.” Have to do, fuck, that was hot. “You can feel my cock rubbing against your arm, can’t you, Lynn?” She hesitated, torn between her commitment to obeying and her ladylike instincts. Vel squeezed her breast hard enough for it to hurt. “Answer me, bitch.” He hissed it right into her ear, and without really intending to, made it a command.

It had immediate effect. “Yes, yes I can feel your cock rubbing against my arm!” Her fear had spiked, Vel loved it. Loved this feeling of power over her. “That’s better, that’s a good little bitch.” She whimpered, but once again, he could tell that she knew she deserved it. “Now, what you have to do, you prissy little cunt, is reach out and grab that big dick that’s rubbing against you with one of those dainty little lady hands of yours.” Vel was a bit surprised by just how much he enjoyed insulting his sister, but it was a welcome surprise, discovering new ways to enjoy oneself was always good.

Lynn took a deep steadying breath, then turned a bit in her seat, so she was half facing him. Her eyes fell on his manhood at last, and she gasped. He knew why but wanted to hear her say it. “Why did you gasp, Sister?” She blushed and shook her head a little. It was like she was asking for it. Quick as lightning, with the speed of a practiced fencer, Vel’s hand shot from her breast to her hair, roughly grabbing a handful of it and painfully pulling her forward. “When I ask you a question, you answer, whore!” He didn’t use command this time, but even so Lynn answered after squealing in pain. “Because your manhood is so big!” The aforementioned manhood twitched at that, Lynn whimpered again. He let her hair go and moved his hand back to her breast. “See, answering isn’t so fucking hard. If you weren’t so damn stupid, I wouldn’t have to hurt you like that. Now, get back to it, my cock won’t grab itself.”

He could see a few tears on Lynn’s cheeks. The sight made him want to fuck her face right here and now, but he calmed himself and fought that urge. Now wasn’t the time for that, it was too early. He was already pushing her far. His sister tentatively reached out with her hand and, ever so elegantly, wrapped her perfect slender fingers around his dick. He groaned, it felt amazing. “Oh fuck, Sis. Your prim and proper little fingers feel so good wrapped around your brother’s cock.” She just kind of nodded, eyes trained on the manhood in her hand. “What now, Velas?” she whispered it, what a beautiful sound.

“Now, Chielynn of House Andros, you are going to jerk off your brother.” There was no surprise in her mind, she had seen this coming. There was disgust in there though, and fear. She didn’t want to do this, but then there was also all that guilt, and that steely resolve. She deserved to be punished, needed to, and this certainly felt like punishment. There was also the craving for Vel’s forgiveness. After how terrible she had made him feel for so long, didn’t she owe it to him to make him feel good however she could? Another deep breath, the fear and disgust retreated a little, and the resolve reigned supreme in her mind. “Okay, Vel.”

His sister began cautiously stroking him, Vel closed his eyes and sighed. She had no technique to speak of, and his dick was pretty dry, but simply having gotten Lynn to do this felt amazing. “Spit on your hand, bitch, jerking it dry isn’t going to be fun for either of us.” This time she was surprised, but she hurried to obey. Vel felt her humiliation. Something about the unladylike act of spitting had made Lynn realize just how disgraceful what she was doing was. Vel loved it, loved seeing her shame, self-loathing, and disgust at herself. And above all, he loved seeing that she thought she deserved it. Like a good little bitch, Lynn spat in her hand and went back to jerking off her brother.

“Twist your hand a little when you pull it back. Yes, like that, there’s a good little bitch sister.” He heard a sniff from Lynn and saw a few fresh tears on her cheeks. Again, they made him want to do more, but he fought the urge. He was, however, going to push a little further. He put his hand back on her breast and gently squeezed again. Lynn showed no reaction, just kept slowly and inexpertly stroking him. He moved his hand back to the exposed skin up above her breast, then slowly slid it under the fabric onto her naked breast. Lynn gave a sharp intake of breath and paused. She looked up at him, meeting his stern gaze. She visibly and audibly swallowed, nodded, and looked back down at his manhood while she got back to work. The feeling of triumph almost overwhelmed Vel and he nearly came then and there. He managed to hold on though, he wasn’t quite finished with Lynn yet.

He toyed with her breast under her dress. There wasn’t a lot of room to move his hand around here, but he squeezed it and jiggled it a bit. Trying to reach her nipple to pinch it proved impossible in the tight confines of the fabric though. The solution was obvious. Vel grabbed it and pulled upwards, pulling her breast over the line of the cleavage and letting it drop free. Lynn had learned her lesson and didn’t stop jerking, not even looking up this time. Her left breast was exposed while the right one still sat under the dress. It, like the rest of Lynn, looked amazing. Sizeable enough for a woman as slender as her, but not so large as to be a hassle for tailors. Her nipple was flawless, perfectly sized for her breast, and a light brown in color. He grabbed it again, rolling the nipple between his fingers before pinching it hard enough to elicit another squeal from Lynn. He chuckled, which caused a spike in her humiliation. Fuck, he was close. Where did he want to finish? He looked from Lynn to the table and was struck by an idea.

“Lynn, I’m about to finish. Pick up your bowl and aim my cock at your remaining breakfast.” This order proved enough to surprise Lynn and elicited a shocked “What?” The dumb bitch stopped jerking too, just as he had told her he was close. He took his hand from her breast and slapped her across the face. It wasn’t overly hard, he had no wish to leave a lasting mark, but hard enough to sting for sure. Lynn yelped in shock, then the tears started flowing, but she cried silently. “Do you need another, or are you going to do as I say?”

Still quietly crying, Lynn went back to stroking him with one hand while the other retrieved her bowl. In it was what was left of her breakfast. A mixture of berries, chopped up fruits, and various grains. Perfect for a lady looking to watch her waistline. He would add a little bit of extra nourishment to it. Her cheek was red, but it would fade without leaving a bruise, he was sure. The way she kept stroking him while crying, so utterly defeated, her mind full of humiliation and resignation, got him across the finish line. “Oh fuck, here it comes, bitch. Catch it all with the bowl!” Lynn did as told, and Vel spent himself all over her food, covering it in a thick layer of semen.

Once Lynn had milked the last drops onto her food, Vel tucked himself back into his trousers and buckled himself back up. He didn’t want to push it too far by asking her to clean him off, Adi would be happy to do it while he told her all about this. Lynn was staring at her cum-drenched food. Her mind was full of disgust and fear, she had a pretty good idea what her brother was about to tell her to do. “Eat it.” She sighed and hung her head, resigned. “If that’s what you want, Brother.” She set the bowl back down on the table, turned towards it and picked up her spoon. He watched her dip the spoon into the mixture and emerge with some semen-covered pieces of fruit on it. Lynn closed her eyes, but Vel would have none of that. “No, open your eyes and look at what you’re about to eat. No closing them until you’re done, don’t forget that this is a punishment.” For the first time today, Lynn sobbed. It was a short and quiet sob, but it had been there. It felt like another victory to Vel.

“Get to it, Lynn, or do you need another slap?” She flinched. “No, no I’m sorry I’ll eat it right now.” The spoon went into her mouth and came back out completely clean. He watched Lynn chew and then swallow. She shuddered and seemed to be fighting the urge to retch. “Don’t tell me you’re going to puke at the breakfast table, you nasty slut. How unladylike.” Those words once again inflamed that steely resolve in Lynn, and Vel actually felt a bit of admiration for his sister as she calmed back down and ate another bite. No hint of wanting to vomit this time. Wow. She kept going like that, emptying the bowl spoonful by spoonful. At the end, she even scraped it clean with a finger and licked it off. Which was extremely poor table manners but showed her commitment to carrying out her punishment. Without needing him to prompt her, she showed him the empty bowl.

He nodded. “Now show me that your mouth is empty too.” She complied, her mouth opening wide. It too was completely empty. “Well done, Sis. You took your first punishment as well as could be expected, I think.” Satisfaction and pride bloomed in her mind, as well as a sense of accomplishment. She was still disgusted with herself, ashamed, and everything else, but right now she felt it had all been worth it. The first step on the road to forgiveness had been taken. He felt the need to remind her that it was just that, the first step.

“It was exactly that though, your first punishment. Don’t forget that this will be a long and arduous path.” Lynn nodded, and to his astonishment, she was smiling. Her resolve really was something else. That satisfaction of completing an unpleasant task that needed doing seemed to be peaking. “I know, Vel, and I am grateful you’re giving me a chance at all. This was… Not easy, but I can handle more.” Her expression grew more serious again, and she stared right into his eyes. “I really am incredibly sorry, Vel. I failed you so completely, and I will make it up to you. No matter what it takes.” She meant that, he could see it in her. That resolve of hers, wow. He kissed the top of her head. “Good, you will need that determination in the coming days. Have a nice day, Lynn.” He hobbled off to find Adi. Behind him, Lynn finally audibly cried, the humiliation and pain of today needed release at last.