Coming home to catch Cindy masturbating had been a hell of a treat after the day he'd had. Dwight had taken up leadership because he'd had to, because nobody else had tried to step up before, because it had practically fallen into his lap, but he was not a leader by nature. He wasn't like Negan, or Rick, and now that he had no common enemy to rally the Saviors against, he wasn't sure what he was supposed to do.
Every day, he went around to check on things, taking stock of the supplies they had and convening with border patrols, and at first, entertaining visits from the other community leaders to discuss how their new system would work. They had always come to him rather than having him travel, because they understood how rocky his situation at home was and that leaving his people alone would not be a good idea just yet. He did all of these things, but none of it felt right to him.
He felt like he was playing a part and that, at any moment, he would be caught not knowing his lines and that people would call for him to be replaced. It was more stress than he could bear most days, and that was without even factoring in that, when he went about his daily business, he almost always came across Sherry or her new boyfriend, or the two of them together, and he was miserable all over again. He had done all of this for her, yet he couldn't even talk to her anymore.
She probably hated him, after how cruel he had been to her when she went back to Negan, but it had been the only way. Had he been friendly to her, Negan might have suspected that their affair had not stopped, and then what would he do? He had already punished Dwight, after all, and so Dwight distanced himself, but when the were free to be together, he could not bring himself to approach her after the way he had treated her. And even if he could approach her, how could she even bear to look at him? He could hardly look at himself, and she deserved to be with someone who didn't disgust her, and so Dwight kept his distance and Sherry hooked up with some asshole named Alec.
Between the stress of leading in the aftermath of war and the knowledge that he was far from over Sherry, it was nice to come home to a girl who claimed to adore him and didn't give a damn about his face, and that made it easier to ignore just how messed up their relationship really was. And it was very nice to come home to that girl, sitting back on his bed and fingering herself, and claiming that it was because she had missed him so much.
He wondered, if he stopped over-thinking things and if he stopped thinking about Sherry, if he could actually start to fall for her.
But that, and the rest of his worries, were far from his mind when he had Cindy on her back, kissing her as he rubbed against her, driving himself crazy with desire. She whimpered into the kiss and he pulled back, grinning at her. "You ready, or do you need more to get you there?"
"I'm ready, sir," she replied, breathless.
"Hey, I already told you, you don't have to call me that," he said.
"I'm sorry, I forgot...I just...I got distracted, and..." She was blushing, and he was beginning to be able to read her guilty expressions.
"What? Do you like calling me that?" he asked. He remembered her mentioning that she hadn't every really called Negan that before, and it would make sense that she liked it on her own, given the fact that she kept bringing it up.
"No!" she said, so quickly and defensively that it had to be bullshit. "No, not if you don't like it, I don't care either way..."
"Hey now, I never said I didn't like it," he replied. "I thought you were just saying it because you had to, and I didn't want you to think you had to call me anything special. But if you like it, then go ahead."
"Not if you don't want me to."
Dwight laughed, shaking his head. "Really, you don't have to worry so much about what I like. I'm pretty lucky just to have you waiting here for me-"
"But why wouldn't I be here?" she asked, interrupting him.
"That's...look, what I'm trying to say is, I'm just glad to have you here. So anything you like or want to do, I'm probably down for." He knew that she wouldn't believe that right away, and that it would be something that would take work, so for now, he did not explain further. "I'd like it if you called me sir, Cindy."
"Yes, sir," she replied dutifully, but she looked so pleased that it warmed his heart just a little bit. So even Cindy had things she was into; the girl who was so intent on forgetting her own desires for the sake of his had already been caught pleasuring herself and then given away the fact that she had her own little kink. Dwight hoped that he would soon have her openly admitting all that she wanted, but it was only the beginning and so he was content to just fuck her.
She took little effort this time, as it was becoming easier to fit each time they did this, and now he caused her little pain. He hadn't gotten up the nerve to ask her about the matter of size, because it still didn't feel right to bring up the past, but as long as he didn't know, he could at least imagine, and it was hilarious to think that he had that on the man who had once taken everything from him.
Whatever the case, there was no doubt that Cindy was his now and that she loved how he handled her. If he really believed her that she wanted him genuinely, and she had still done nothing to make him think she was anything but genuine, then that meant that she really did love fucking him, and the way she squealed and moaned underneath him only drove that point home. She might have started out with skewed motives, and he might still feel guilty as hell over those, but there was at least no doubt in his mind that the pleasure he received was not one sided.
"I love you, sir," she whimpered, and that brought him back to earth, at least a little bit. She had gone along with him not wanting to call her his wife, saying that they needed to wait on that, but he could not convince her not to say that she loved him. In her mind, she really did, and if he tried to bring up that she didn't know him well enough again, it only hurt her, and she insisted that she loved him again and again until he stopped trying to convince her otherwise. The more she insisted, the harder it was not to take her words at face value, and he really did miss being loved.
After their first time, he had always been more cautious about making sure he pulled out. Birth control was not exactly a luxury anyone could afford anymore, though Cindy had once mentioned a stockpile of morning after pills that Sherry had kept for the wives to use, should they have any cause for concern. She didn't know if they really worked all that well or not, given that they might have reached their expiration date, but the fact that Sherry even tried to help the girls out like that only made him admire her, and therefore miss her, all the more. He tried not to think about that every time he reached his climax and had to pull out of Cindy.
Today, he got there first and had to finish her with his hand, but she didn't seem to mind that at all, not that she would tell him if she did. But he got her there, and as far as he could tell, it was just as good for her as always. She smiled softly up at him, murmuring, "Thank you, sir." He could get used to hearing that from her.
