farther inside her, she squeezed her eyes shut and quietly hated herself.
Every lump and bump on the hairbrush’s handle seemed specifically designed to make her unhappy. It was one of those spiral handles, supposed to be cushy for a hand grip, but, she reflected, it was obviously not designed for this use.
Worse, even with some lotion to smooth the way, the surface was a little rough, and chafed her hole and her delicate passage. She shifted her hips in discomfort, but that only made it worse. She hadn’t noticed the roughness when it was inside her earlier, but she apparently the skin of her ass was even more tender.
“Do you have to use that?” she finally asked.
“Why do you want me to stop?” he asked.
“It doesn’t feel nice,” she said.
“I’m trying to stretch you, but if you’re sure you’re ready to stop and go on to my cock, that’s fine. What would you like?” he asked.
“To be done with the hairbrush,” she said.
He laughed, gently.
“Tell me you want your cock in your ass, and I’ll be more than happy to grant your wish,” he said.
Amy blushed She didn’t want his cock in her ass. She didn’t want that at all… but maybe it would be better than this, which was starting to feel like sandpaper inside her.
“Please put your cock in my ass,” she whispered.
“You want me to fuck you with my big fat cock?” he asked.
“Yes,” she whispered.
“All right, sweetheart, your wish is my command,” he said, and pulled the hairbrush quickly out of her, making her shriek as it scraped painfully on its way out.
“Whoops, sorry,” he said, fumbling around for a minute.
She didn't respond, and she felt the enormously blunt head of his cock against her tiny, already-sore pucker.
Josh grabbed her hips and pulled her backwards, spearing her slowly on his enormous, lotion-covered cock.
She gritted her teeth and took it in. The penetration stalled, and she heard him say "It'll be easier when the head is in, I'm going to pull you down past that pretty fast."
The grip on her hips tightened, and her entire body was jerked backwards, impaling her further on the shaft. Just when she thought it was too big, it would never fit inside her, she felt a pop, and her ass closed around the narrower shaft, the thick mushroom head fully inside her.
That was no better, though, with the momentum he'd built up, he slid inside her far and fast.
"Wow, you're really sucking me in," Josh laughed, "Is that better now?"
"No," she said.
"Shh, sweetheart, it's okay. I'll just hold still for a minute," he said, and gently stroked her back.
She did her best to relax, and she had to admit that it didn't feel quite so bad when he was holding still.
Sooner than she was ready, though, he started to scoot forwards and backwards, each thrust into her a little deeper, penetrating her and spreading her hole for him what felt like one awful milimeter a a time.
"See?" he asked quietly, continuing to rub her back, "Nice and slow."
She nodded. The ring of her ass was starting to burn a little, and she felt as though she were being split in two, but all in all, this was much better than when the head was going in.
Constant, low-level pain, but not the overwhelming terror of thinking it wouldn't fit.
She could handle this, she thought. It would be okay, if he took her like this, so slowly and carefully.
He did, too, for a while. It took him ages to work his cock all the way inside her.
Once he was finally balls-deep in her tight passage, he leaned over her and started to whisper in her ear.
"Every inch of my cock is in your ass," he said softly, and she nodded. She believed him.
"Your ass isn't virgin any more," he said. She nodded. She was ashamed almost beyond bearing, but she knew that it was true. She'd given up part of her virginity to this man that she barely knew.
He
Every lump and bump on the hairbrush’s handle seemed specifically designed to make her unhappy. It was one of those spiral handles, supposed to be cushy for a hand grip, but, she reflected, it was obviously not designed for this use.
Worse, even with some lotion to smooth the way, the surface was a little rough, and chafed her hole and her delicate passage. She shifted her hips in discomfort, but that only made it worse. She hadn’t noticed the roughness when it was inside her earlier, but she apparently the skin of her ass was even more tender.
“Do you have to use that?” she finally asked.
“Why do you want me to stop?” he asked.
“It doesn’t feel nice,” she said.
“I’m trying to stretch you, but if you’re sure you’re ready to stop and go on to my cock, that’s fine. What would you like?” he asked.
“To be done with the hairbrush,” she said.
He laughed, gently.
“Tell me you want your cock in your ass, and I’ll be more than happy to grant your wish,” he said.
Amy blushed She didn’t want his cock in her ass. She didn’t want that at all… but maybe it would be better than this, which was starting to feel like sandpaper inside her.
“Please put your cock in my ass,” she whispered.
“You want me to fuck you with my big fat cock?” he asked.
“Yes,” she whispered.
“All right, sweetheart, your wish is my command,” he said, and pulled the hairbrush quickly out of her, making her shriek as it scraped painfully on its way out.
“Whoops, sorry,” he said, fumbling around for a minute.
She didn't respond, and she felt the enormously blunt head of his cock against her tiny, already-sore pucker.
Josh grabbed her hips and pulled her backwards, spearing her slowly on his enormous, lotion-covered cock.
She gritted her teeth and took it in. The penetration stalled, and she heard him say "It'll be easier when the head is in, I'm going to pull you down past that pretty fast."
The grip on her hips tightened, and her entire body was jerked backwards, impaling her further on the shaft. Just when she thought it was too big, it would never fit inside her, she felt a pop, and her ass closed around the narrower shaft, the thick mushroom head fully inside her.
That was no better, though, with the momentum he'd built up, he slid inside her far and fast.
"Wow, you're really sucking me in," Josh laughed, "Is that better now?"
"No," she said.
"Shh, sweetheart, it's okay. I'll just hold still for a minute," he said, and gently stroked her back.
She did her best to relax, and she had to admit that it didn't feel quite so bad when he was holding still.
Sooner than she was ready, though, he started to scoot forwards and backwards, each thrust into her a little deeper, penetrating her and spreading her hole for him what felt like one awful milimeter a a time.
"See?" he asked quietly, continuing to rub her back, "Nice and slow."
She nodded. The ring of her ass was starting to burn a little, and she felt as though she were being split in two, but all in all, this was much better than when the head was going in.
Constant, low-level pain, but not the overwhelming terror of thinking it wouldn't fit.
She could handle this, she thought. It would be okay, if he took her like this, so slowly and carefully.
He did, too, for a while. It took him ages to work his cock all the way inside her.
Once he was finally balls-deep in her tight passage, he leaned over her and started to whisper in her ear.
"Every inch of my cock is in your ass," he said softly, and she nodded. She believed him.
"Your ass isn't virgin any more," he said. She nodded. She was ashamed almost beyond bearing, but she knew that it was true. She'd given up part of her virginity to this man that she barely knew.
He
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