A Teacher's Dilemma

Peter smiled and ran his fingers through her hair, admiring the way it fell in soft waves around her face. "Then let me show you," he replied, trailing kisses down her neck and collarbone.

With every touch and caress, Calista felt herself growing more and more aroused. Her previous fears and insecurities seemed to melt away under Peter's skilled touch.

She gasped as he cupped her breast in his hand and began gently massaging it. His thumb brushed over her nipple, causing it to harden under his touch.

"Is this okay?" he asked, looking into her eyes for confirmation.

Calista nodded eagerly, giving him permission to explore further. As Peter continued to pleasure her breasts, his hand slowly made its way down between her thighs.

Her breath caught in her throat as he pressed a finger against the sensitive bundle of nerves between her legs. She closed her eyes and let out a moan as he began rubbing circles over it.

"Does that feel good?" Peter asked softly.

Calista could only nod in response, unable to form words under the overwhelming sensations coursing through her body.

Encouraged by her response, Peter slipped a finger inside of her while continuing to stimulate her clit with his thumb. Calista let out a gasp and arched her back, her body moving in rhythm with his hand. Suddenly, he lowered his head and started to lick her labia.

Calista moaned as Peter's tongue teased and flicked over her sensitive flesh. She had never felt such intense pleasure before, and she couldn't help but grip the sheets beneath her.

Peter continued to alternate between his fingers and tongue, bringing her closer and closer to the brink of release. He could feel her body tensing under his touch, signaling that she was getting close.

Then he gathered a bit of oil with his hand and started to tease her asshole. Calista gasped at the new sensation. She had never experienced anything like this before. The sensation of Peter's fingers teasing her anus was strange yet somehow incredibly arousing. She couldn't believe how easily she was letting go of her inhibitions and allowing him to pleasure her in ways she had never imagined.

"What are you...?" she started to ask, but Peter silenced her with a shush.

"Shh, I'm teasing your anus," he said with a mischievous glint in his eye. "Open your mind and just enjoy."

At first, Calista wasn't sure if she could do as he asked. The thought of someone touching her there made her feel vulnerable and exposed. But as Peter continued to work his magic, using just the right amount of pressure and caresses, she couldn't help but relax into the newfound pleasure.

As his fingers slowly circled around the opening of her anus, Calista gasped at the feeling. It was different from anything else she had experienced before, but it sent shivers down her spine in the most delicious way.

"Does it feel good?" Peter asked softly, watching as Calista's body tensed and then relaxed under his touch.

She could only nod in response, unable to form words as the pleasure intensified with each stroke of his fingers. And then suddenly, he added some more oil to his hand and continued to tease her anus with a slickness that only added to the sensations.

Feeling her body start to tremble, Peter smiled and leaned over to press a kiss against Calista's lips. "Relax," he whispered against her mouth before trailing kisses down her neck.

As she let out a content sigh and gave herself over completely to the pleasure, Peter couldn't help but admire how beautiful she looked in this moment – completely uninhibited and open to new experiences.

With each touch and caress, Calista felt herself building towards something incredible. She couldn't believe how quickly Peter had taken her from a shy, inexperienced woman to someone who craved for a man’s touch.

Suddenly his finger pushed and crossed past her sphincter. She was too excited to protest, and very soon the pleasure returned anyway.

Patiently, Peter added a second and then a third finger, until he judged she was ready to receive his penis.

“I’m going to enter you now,” he said, looking her in the eyes. “Are you ready?”

“Yes!” Calista shouted.

Peter aligned his cock with her rosebud, and started to push.

Calista let out a gasp as she felt the head of Peter's cock push against her anus. It was a strange sensation, different from anything she had ever experienced before. But the pleasure that had been building within her was now at its peak and she craved nothing more than to feel him inside her.

With each push, Peter slowly entered her, taking his time to make sure she was comfortable and not in any pain. Calista could feel herself stretching around him, but it wasn't uncomfortable like she had thought it would be.