She struggled, wondering why it was so hard to say the words. She’d never had trouble demanding what she wanted during sex before. She could feel her cheeks flushing and she buried her face against his chest to hide it, resisting when he tugged her head back by her hair until he could see her face.
Ugh. Why was he making her say it when it was obviously difficult for her? She knew the answer as soon as she thought it. He wanted her to do itbecauseit was difficult. Because if she really wasn’t ready, she probably wouldn’t be able to get the words out. She straightened and put on her brave face. Her bottom lip pouted, but only a little. “I want you to claim my last hole. I want to feel like I’m totally and completely yours. You said I had to give youeverything, well this is part of everything,” she said firmly.
His eyes glittered with amusement at her brave proclamation, and he smiled. “Good girl, then let’s get you prepped and ready.”
She wondered if he knew that she was still nervous. Her legs were trembling enough that she was glad for the solid weight of the old saddle stand underneath her belly as he bent her over it. Her tightly puckered hole clenched nervously as she waited for him to begin.
She could hear him doing something at the table and it seemed to be taking forever. She just wanted him to come back, preferably without any unpleasant surprises. She’d had enough of those tonight.
No hurry, just waiting for you to defile me, she thought to herself. It was probably the nervousness but suddenly it seemed like the funniest thing she’d ever thought, and she couldn’t hold back the giggles.
“Something funny, Charlie?” he asked from right behind her.
She hadn’t heard him return. She jumped and her cheeks tightened reflexively.
He landed a light warning slap on her flank. “Relax. I don’t want to see you tensing up, and every time you do it, I’m going to spank you,” he said.
That was enough to get her to relax immediately. Her backside was already sore enough without adding anymore spanking, but she couldn’t help it. As soon as he parted her cheeks, she tried to clench up tight again, and predictably received a real swat for her troubles.
“Ouch!”
“Settle down, Charlie. The more relaxed you are the easier it’s going to be.”
Easy? Nothing about this was easy, but she made the muscles loosen, and a second later she felt his finger, covered in something cool and slippery probing her back hole. It was a struggle not to fight against it as he slowly pushed through the ring of muscle, but the ginger had done some prep-work there already and there was no discomfort.
She took one finger and then two easily enough and he slid them in and out of her until she got used to it. They’d done this part before, so it wasn’t entirely new. She’d enjoyed it the last time they experimented, and nothing had changed even though it had been a couple years. She began to rock back, taking his fingers deeper into her ass and a low heavy feeling started to build behind her clit.
There was something deliciously naughty about helping him invade her tight little hole this way. There was an eagerness for more and the nervous feelings drifted a little further away as her arousal grew. But then he started to pull his fingers free. She clenched around them, this time not in fear but because she was enjoying it. It still earned her a hard spank from his free hand as he pulled them out of her with a strange sucking sensation and a feeling of being empty inside.
She heard the crinkle of a condom wrapper and realized they were moving on to the main event. It made her tense again, but she caught herself and relaxed before Sam did anything about it. He must have noticed though because he settled a hand on her lower back. “Don’t worry, we’re going to go slow,” he promised her.
The head of his cock nudged against her still gaping hole, cold and slippery from another dollop of lube. She felt loose and greased enough that she couldn’t imagine more was necessary but when he began to work himself inside of her, she realized she was grateful for the addition. Even with the slow stretching and arousal fitting him inside her tight ass took effort.
At the first sign of discomfort she started to tense again, but his hand was instantly there to remind her with a hard slap that made her cry out. She bit down on her bottom lip and whimpered a little as he pressed forward, bit by bit, until she thought she was going to burst from the sheer size of him. He felt huge and she couldn’t believe all of him would fit.
“Charlie? Charlie girl?”
She took a deep breath and noticed he was talking and he’d stopped where he was. “I’m okay,” she said, voice shaking a little with strain.
“Does it hurt?” he asked gently.
She thought about it and realized it didn’t actually. “No…no it just feels tight. I don’t think you’re going to fit,” she added with a nervous laugh.
He chuckled and she felt him begin to massage the cheek he’d just smacked. “I’ll fit, Charlie. You’re just nervous and you’re tensing to keep me out. You need to relax,” he reminded her.
“I’m trying!”
“I know that, honey, but I want you to take a deep breath and then let it out.” She did. “Now another,” he said.
She could feel it now, the full-body tension going through her, keeping her muscles tight and with a few more deep breaths she was able to let go of it. She slumped over the barrel of the rack and finally he began to push again, stretching her, filling her.
There were moments of discomfort, even a second here and there where it bordered on the edge of pain, but he went slow, as promised, and the burn from the stretching started to feel good. It made her want to move under him but when she tried, he gripped her by the hips and held her still.
He laughed. “Not yet, darlin’.”
But she was getting tired of taking it slow, she wanted to know what it would feel like to have all of him in her and she bucked under him, trying to get it over with. His grip tightened until his fingers were digging into her flesh.
“I said no. If you push, you’ll hurt yourself and we’ll have to stop,” he growled. The words were strained as if he was having trouble holding back, but once he knew she was ready for more he did move faster, though not as fast as she wanted.
