"Good. Good girl. I mean it, no screamin. Be quiet. You ever been with a man?"
"No," she answered, breaking down sobbing.
"Hush. Shh," he whispered, soothing her, holding her against him and petting her hair. She was stiff in his arms and still crying. "Relax girl. No fighting, no trying to stop me. You take what you have comin, you hear me? Speak up, you hear me?"
"Yes!" she cried.
He shoved her to the floor and lifted her enough to bend her over the other bench. He gathered her skirts quickly and piled them on her back, then yanked her underclothes down. He untied his own breeches and let them fall as he licked his fingers and ran them over her sex. She squealed and he smacked her bottom. "I mean it! Quiet! Here," he said, folding his belt. "Bite down on this. This'll hurt, a lot, but it won't last. Just the first time."
He licked his fingers again and got her wet, then lined himself up, looking down at her round little ass and tight little slit. He worked himself in and she was screaming around the leather and into her arm. She was a good one, this one. They usually fought a lot more, no matter how much he threatened them. He finally worked himself in enough that he could start pumping his hips. It took four hard thrusts to break through her innocence and her scream when he did was bliss. He started pounding into her, slamming as hard as he could, drawing more of her squirming, trembling cries. He came too quickly and it infuriated him. Her tight little cunt wasn't helping either, she felt so good. He sat back and looked at her, that little slit dripping with his cum and a bit of blood. It was beautiful. She didn't move, even when he raised up and did up his pants and sat back down on the bench. She held herself there, trembling and sobbing into her arm. He was enjoying the show, but he knew a stop was coming soon.
"Get up, Esther. Pull up your underclothes and drop your skirts. Sit here, where you were before. Give me my belt. Mm, look at those little teeth marks. I'll be able to dream about you for years with these forever imprinted on my belt. That wasn't so bad, was it?"
"It hurt!" she whispered, still crying.
"Yeah, it does your first time. Dry your eyes. We have a stop coming up. What are you going to do when we stop, Esther?"
"Be quiet. Don't make a fuss."
"Shouldn't be any passengers, but if there are?"
"I will be good."
"Good girl," he said smiling. He kissed her on her head and she cringed away from him. "Remember, who do you belong to until I let you go?"
"You," she whispered.
"So act like it," he demanded. He bent again and kissed her head and she turned her face to him like she was leaning into him. "You are very sweet and good, aren't you Esther? Such a well behaved girl. You keep being good and you will live through this. That's what you want, right? To live through this?"
"Yes!"
"Then keep being good. Wipe your face, we are in town. Just sit still and wait."
She was still, as if frozen in place, though she was still trembling. The driver called out, then hopped down and poked his head in. "You need to step out?"
"No, we're good," Jake answered pleasantly.
"No stop for about ninety minutes."
"We're fine," Jake answered.
They sat quietly for a few minutes, then the carriage rocked again. The tension started going out of Jake as the driver climbed up, ready to start on their way again. To his horror, the door opened and an older man helped an older woman in. The man followed her and they both sat opposite of him and Esther. He put his arm around Esther and squeezed her close. The door was shut and the carriage began moving again. Jake focused on the window, making it clear he didn't want to talk and Esther kept her face pressed into his chest fearfully.
"How long have you two been married?" the old woman asked, smiling knowingly.
"Just yesterday," Jake answered, smiling. "On our way home now."
"Oh, congratulations! Mart and I have been married going on 40 years now, it's a blessin and a curse, but we made it through. We are fixin to visit our daughter and our grandkids. Just got a new one! She makes eleven now!"
"You sound especially blessed," Jake answered politely.
"Oh, child, what's wrong?!? Are you all right?" she asked Esther, leaning close.
"Yes ma'am, I am all right. All this dust is making my head hurt and my stomach doesn't travel well. John is helping though, letting me lay on him and rest my eyes." Esther answered softly.
Jake relaxed his hold on Esther slightly, smiling down at her. He kissed her head again and she turned her face back to him, laying her head on his chest. This one was truly a treasure. He stroked her arm affectionately as they rode. The old woman kept talking, but he was only thinking about the girl in his arms and what he was going to do to her as soon as they were alone again.
"Yes ma'am, that sounds lovely, I will try that for him," Esther answered a question he hadn't heard.
"And next stop, you get you some ginger tea at the inn. It'll settle your tummy right up. Helps with the morning sickness too, once you get with child."
"I will try it, thank you. We hope to have good news within the year," Esther answered shyly. Jake smiled darkly and kissed her head again. The two kept talking and he stopped worrying about what she might say. She was being very good.
The next stop didn't come soon enough, he was getting irritated. He knew Esther could sense his agitation. She took hold of his free hand and held it in both of hers, toying with his fingers. It worked. He watched her, watched her fingers on his hand and calmed down.
When they stopped and the two old timers got off, he pulled her against him and pressed his lips to hers. She did not kiss him back, but he didn't care.
"I need the ladies room, please? I promise I will be good."
"Hurry," he answered, following her out of the carriage. He signalled to the driver, who nodded. He followed her all the way to the door, then waited. She was quick and she took his arm when she came out, keeping her head down. "Hungry?" he asked.
She shook her head.
He led her back to the carriage and helped her in. He was inordinately pleased when they pulled away with no more passengers. He had her alone, again. He touched her cheek and he could feel her force herself to stillness. "On your knees, little one," he said softly.
She looked up at him, horrified. "But you already...?"
"Do not ask questions, down!"
She dropped to the floor and sat fearfully, starting to hyperventilate.
"Stop that, right now. Look at me. Yes, I had you already, and I will have you again and again and again. As many times as I please before we reach Lewiston. You will behave, you will not fight or talk back. Am I clear, Esther?"
"Yes sir."
"What is my name?"
"John. Yes John. I am yours until you release me."
"Good, very good. Now, over the seat, just like before. Yes, just like that."
He lifted her skirts again with a satisfied smile. She was so docile, this one. He was slower with her this time, watching her cry into her arm, savoring every small detail. Her tight little pussy was drawing him in though, bringing him to the edge faster than he wanted to get there. When he came, he landed a hard slap on her bottom in frustration, making her squeal and tremble. He pulled back and watched her slit dripping, enjoying the show he had created. He touched her with his fingers and she jerked. He slid a finger into her and she started sobbing again. He went up on his knees and slid another finger in, fucking her with his fingers, watching her ass bounce. He worked a third finger in and she tried to pull away, her whine high pitched and full of pain. He smacked her bottom again and pulled her back, closer to him as he jammed his fingers in. Just to see her struggle, he worked a fourth in and was not disappointed as she shook her head in denial and screamed into her arm, pounding her other fist into the bench. She didn't pull away though as he worked his fingers in and out. He watched, mesmerized as that tight little hole stretched, so red with anguish as he pulled it to its limits. Her wail was getting him excited all over again. He yanked his hand out suddenly, making her jerk and cry out. He smacked her bottom lightly, then again and again, turning her ass cheeks pink. He lowered his hand and landed a blow on her wet pussy, then another and another, watching her ass bounce as she jerked and writhed. He finally pulled back and refastened his pants as he sat down. He stared down at her exposed and red sex, his eyes hooded. There was a very different sort of satisfaction in her obedience. He could do whatever he wanted and she would let him. She would stay right there in that spot, open and ready for him until he told her she could move. That excited him almost as much as having her struggle and fight as he took her.
"Get up. Make yourself decent again. Sit here with me. Come here, look at me. Kiss me."