As usual thanks to Cheer_Smartie526 for all the help with the story. Enjoy, and please rate&comment on it.
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"Do you trust me?" Pete asked.
"Yes?" Carolyn replied.
Her mind was spinning; everything had happened so fast. Pete surprised her at the store, rushed her to this hotel, and now she was naked, handcuffed to a chair. She was staring at her own image in a mirror and feeling very, very vulnerable. Pete was standing behind her, his reflection also visible in the mirror. There were gaps in the hair covering his chest, scar tissue from events in his life he had not shared with her yet. She closed her eyes as the tip of the riding crop pressed against the nape of her neck. She felt it slide down her back, following her spine. The next sensation startled her. A warm fluid splashed against her skin just below the small of her back and began to pool. The leather tip of the riding crop plowed through it, causing it to drain between the cheeks of her ass.
The sting of the riding crop against her thigh registered a split second before she heard the sound of it slapping against her skin. She braced herself for the next blow, but felt something different. Something thick and hot was following the warm liquid and spreading the cheeks of her ass apart. She gasped, surprised at what Pete was doing. Another stinging sensation, this one on her ass, reminded Carolyn that he had not let go of the riding crop. She was aghast that he would violate one of her hard limits; her lips began to form their safe word.
She had made it clear to him that he was not going to fuck her in the ass, but he insisted on pushing her limits. He continued with the riding crop, slapping it against her buttocks. The sting of the blows had been overwhelmed by her desire to please him, but what he was doing with his cock concerned her.
"I'm not sure I believe you," Pete replied. It was important to him that she agreed to whatever happened next. He wondered if she would regret setting such a slow pace once she discovered the pleasure she was missing with her reluctance. He continued to stroke his cock, occasionally pressing the engorged head down so it brushed against her nicely rounded ass cheeks. He knew she would not go all the way tonight, but that didn't mean they couldn't have a little fun.
"I think I'm showing great restraint," Pete said.
Carolyn knew she was in no position to resist; her only defense was the nuclear option. She could say the safe word and her ass would be safe, but it would also mean she would not feel Pete's throbbing erection penetrate her pussy, and that was something she craved. The riding crop pressed against the side of her breast. It moved back, following the curve of her body. It continued along the bottom of her breast and then up into her cleavage. When it was between her tits it began to jump from one side to the other, slapping against her skin. With each blow it moved closer to her swollen nipple. She looked in the mirror and watched it move back and forth. The steady pace was almost hypnotic. Her entire body ached to be touched, but the only thing she felt was the stiff leather tip of the riding crop.
Pete set his left hand on autopilot, steadily whipping her tits with the riding crop. Once he thought she was distracted he let go of his cock and picked up the bottle of lube again. First he drizzled down the length of his erection, and then he poured it on Carolyn. The small puddle just below the small over her back grew, and then began to drain into the valley formed by her impressive ass. The fluid was roughly body temperature, and he poured it very slowly. As a result she did not seem to notice what he was doing. He set the bottle down and resumed stroking his cock. It was understandable that she did not get off watching him jack off. Unfortunate, because the only thing better than seeing her naked body was seeing her and feeling something against his throbbing erection. He had watched himself masturbate in a mirror, and it paled in comparison to watching Carolyn finger her pussy or play with her tits. He looked into the mirror. She was still watching the riding crop slap against her voluptuous breasts.
Time seemed to slow down as the riding crop drew closer and closer to her nipples. Why was he teasing her? She was not going to change her mind about letting him fuck her in the ass, why didn't he just slide his hard cock into her pussy and make her come. The blows were softer now. Finally she felt the riding crop press against her nipple. It gave her goose bumps as it pressed the amber nub back into the soft tissue of her breast.
"I want you inside me," she pleaded.
"Not yet, if you want to come you have to earn it," Pete replied. He pressed his cock down until the tip disappeared between her ass cheeks. It would be so easy, one steady push and she would be introduced to what it felt like to be fucked in the ass. Pete wasn't sure what was more arousing, the feeling of being right on the cusp of being inside her, or the sight of her ass with his cock pressed against it.
An alarm bell went off in her head. She had been so mesmerized by what he was doing with her tits she hadn't realized the liberties he had taken with her ass. She started to feel angry, but her rational mind butted in and reminded her of two things; she had said she trusted him, and so far he had not violated that trust. He had pushed it to the absolute limit, but everything he had done she had agreed to. The second item was the safe word. She could stop everything by uttering it.
The riding crop stopped its rhythmic slapping and began to move back down her body. Carolyn felt it slide over her abdomen and press into the patch of pubic hair just above her pussy. She opened her eyes. Pete's right arm was moving at a steady pace, it took her a few seconds to realize he was masturbating.
"What are you doing?" she asked without thinking.
"I'm going to come on your ass," he replied.
The reply shocked her. She did not understand why he would jack off when her pussy was right there. The head of his cock slid between her buttocks again, and she began to understand the game he was playing. He was holding her orgasm hostage, and the ransom was her ass. She suspected that if she told him to fuck her in the ass he would make her come.
Releasing his cock, Pete placed his hands on her hips, and then moved forward until his rigid shaft spread her soft cheeks apart. He grabbed a handful of her hair and pulled back, forcing her to stand up as much as she could. When the handcuffs stopped her he moved his other hand along her body until he reached her breast. The sight of her breasts in the mirror was almost irresistible, but the look of shock and confusion on her face was priceless. He rocked his hips back and forth, sliding his cock against her. She was clearly concerned he would violate his promise that he would not fuck her in the ass until she begged him to, but that fear was baseless.
"I want you inside me," she moaned, "inside my cunt." She added the last part deliberately, hoping her use of his preferred term would encourage him. What he was doing was not unpleasant, but it made her a bit uneasy to have his throbbing erection so close to her ass.
"I'm sure that can be arranged, but not right now."
The shock of feeling his cock pressed against her ass was beginning to wear off. She felt his hands moving over her hips and across her ribs. He let go of her hair, but his fingers pressed into the soft flesh of her tits, holding her upright. The reflection of her naked body filled the mirror, blocking her view of his face, but she could see his hands as they encroached on her breasts. He caressed her pendulous boobs, but avoided touching her swollen nipples. The way he continued to grind his cock against her was beginning to feel good, but what he was doing with his hands felt better. He squeezed her tightly and she moaned in response. She still wanted him to fuck her, but the idea of waiting just a little longer didn't seem like such a bad idea any more. He changed tactics; instead of digging his fingers into the soft flesh, he stroked the upper half of her breasts. She watched his hands glide across her skin. Seeing herself naked had never been so arousing. Each stroke started with his fingers reaching into the valley between her tits and moved outward until his fingertips were resting on her ribs. Each repetition moved a bit lower, each time his fingers got a bit closer to her aching nipples.
With a measured pace Pete moved his hips back and forth. The sensation of her warm, soft skin against his throbbing erection was enough to make him come, but he wasn't ready for that to happen. He slowed his thrusting in an attempt to delay his climax for just a little longer. Pete focused on Carolyn's voluptuous breasts. He had taken her comment about having an orgasm from breast stimulation alone as a challenge. Resisting the urge to plunge his cock into her wet slit was difficult, but it would be worth it to see her come this way. He slipped his hand around the circumference of her breast until he was cupping them from below. She squeezed his cock between her buttocks; he wondered if it was a deliberate effort or just an unconscious reaction to what he was doing. When he slowed his thrusting even more, she responded by grinding her ass against him. He looked at her reflection in the mirror, her eyes appeared unfocused. Pete stopped thrusting and Carolyn quickly took over, rocking her hips and squeezing his cock between her cheeks.
It seemed like a dream, Carolyn thought as she watched Pete's hands caresses her breasts. Only the bite of the restraints on her wrists tethered her to reality. The aching in her nipples was almost unbearable. She thought about begging him to touch her there, but she was not sure if she was allowed to speak. His hands glided over her skin, invading the space between her breasts. He pulled her back, stretching her arms and the chains on the handcuffs as far as possible. His lips pressed against her neck. His teeth closed on her ear.
