Chapter 2: Liv's Butt Plug Training
Jamie kept in touch with Liv over the next few days via phone calls and texts, ensuring that her anal training was progressing whilst also providing support and encouragement. After a week had passed, he phoned her to see whether she was ready to take the next step in her training.
“Hi Liv,” Jamie said, “How are you going with the anal beads?” “Hi Jamie, I’m going well thanks. I’m quite used to the beads now, and I can feel my asshole has relaxed a little,” Liv replied.
“That’s really great Liv”, Jamie said. “Do you think you’re ready to go to the next level and learn to use butt plugs?”, Jamie asked.
“Yes Jamie, I think so” Liv replied. “You’re really progressing well with your anal training Liv,” Jamie replied.
“Can I come over tomorrow night and show you how to use the butt plugs?” Jamie asked. “Sure thing Jamie,” Liv replied. “It'll be great to see you.”
Jamie arrived at Liv’s apartment the following evening with a small plastic bag containing three butt plugs of varying sizes. He knocked on the door and Liv let him in.
Liv looked anxious, but her bright eyes radiated lust and desire. Jamie and Liv smiled at each other, knowing they were about to cross another threshold in their sexual journey.
Jamie pulled out the bag and took a deep breath. He was anxious too. But he had to stay composed and confident because Liv looked to him for guidance. He was her mentor, her partner in this sensual adventure.
Jamie laid the bag on Liv's bed and started pulling out its contents. Liv nervously swallowed, anticipation and excitement bubbling in her veins. She had wanted this for so long, and now here they were: three different-sized butt plugs.
Jamie carefully lined them up on the bedspread. "These are the butt plugs I brought for you, Liv," Jamie said in a low, gentle voice. Her eyes flicked from his to the butt plugs, then back again. "They go from small to large," Jamie explained, picking up the smallest one first.
"Tonight, we'll start with this one," he said, holding it up. It was about seven inches long and had a subtle curve to it. "This one is designed to ease you into anal training," Jamie said, his lips curving into a smile.
Liv's heart pounded in her chest. She took a deep breath, wondering how hard it would be to insert the butt plug. She moved it between her thighs, watching it gleam in the dim light.
"Okay, but I'll warn you now, this is my first time using one of these," Liv said, her voice trembling slightly.
Jamie smiled reassuringly, taking the butt plug from her hands. With practiced finesse, he coated it in the anal lube and handed it back to her.
"Like the other toys, you can experiment with this butt plug throughout the day, but tonight we'll use it for something special," Jamie said, his tone a mix of romantic and naughty.
"If you think you're ready."
Liv swallowed hard and closed her eyes, giving him permission to proceed. Watching Jamie slide the butt plug slowly into her was an odd mixture of pain and pleasure, making her heart race. Jamie's hands were firm but gentle, as he did everything he could to reduce her discomfort, helping her to relax. When he met Liv's gaze, Jamie's eyes burned with desire as he saw her take the toy deep inside her asshole.
"You look... beautiful," he murmured, his voice filled with awe and a hint of vulnerability.
Liv struggled to find the words to express how she truly felt about him. After a long silence, she finally said "I love that you want so much to help me make my fantasy come to life Jamie!"
Jamie smiled as he slid the butt plug deeper into Liv, each slow, controlled movement releasing more warmth and clouding her mind. His other hand moved to circle her clit, gently massaging the tiny bud. "So tight and wet," he whispered, his thumb grazing her sensitive spot.
Liv moaned, throwing her head back against the bedhead, her body succumbing to the sensations washing over her.
Jamie's deep voice and the exquisite attention he paid her clitoris pushed her closer to orgasm faster than she had anticipated. Her body moved with his rhythm, her hips rocking back and forth as his fingers continued to tease her.
Jamie leaned in, using a single finger to part her swollen pussy lips as he stroked and sucked her clit. "Fuck, Jamie," Liv murmured, as she began the slide toward orgasm. Liv couldn't believe what Jamie was capable of doing to her, pushing every button in a way that turned her on in record time.
All Liv could do was gasp and moan with pleasure, her body writhing helplessly beneath him. As Jamie continued to work her clit with his fingers, he began to tease her with the butt plug buried deep inside her ass.
"Feel that, Liv?" he murmed against her neck, working the butt plug in and out of her asshole. "You like how that feels, don't you Liv?"
Liv's body quivered helplessly. "Yes, Jamie... oh God... yes..."
Jamie pushed harder, knowing she loved it.
He saw a brief flicker of pleasure in her eyes as she moaned, arching her back. The sound of her moaning made his cock twitch, eager to be inside her.
Jamie replaced his soft finger-strokes with firmer pressure, making Liv shudder and squirm under him. He flicked her clit skilfully while maintaining a steady rhythm with the butt plug, rendering her powerless to do anything but lie there and let the unrelenting waves of pleasure wash over her.
Liv’s inner muscles clenched around the butt plug as her pussy throbbed and spasmed. The mingling of painful pleasure was driving her absolutely insane with lust.
Jamie's fingers worked their magic on Liv's trembling body, driving her steadily and relentlessly toward the edge, making her beg for release. She cried out to him, her fingers digging into him as she prayed for a swift and brutal release.
But instead, Jamie shot a finger inside her wet, swollen cunt. A backwards stroke to her clitoris, a forward slide up inside her, then he repeated the motion. Liv was going crazy. She grabbed Jamie's hair as she uttered incoherent sounds of pure bliss.
Jamie kept up a steady rhythm, making sure to keep his fingers and tongue busy on her clit and inside her.
Liv's body writhed wildly beneath him, clearly reaching its climax. Jamie's cock was throbbing with anticipation, but he held off, enjoying the sight of Liv enjoying herself for a few moments.
After several more minutes of passion, Liv finally slumped against the bed, exhausted but satisfied.
Jamie, however, had unfinished business with Liv. He pulled out the butt plug, careful not to cause any pain or discomfort.
She whimpered softly as the plug left her, but soon relaxed as he turned his attention to her slick, soaked cunt.
Jamie moved up the bed, spreading Liv's legs further apart. His cock was already erect, rock-hard and throbbing with anticipation.
Liv looked up at him with glassy eyes, a mixture of exhaustion and desire. Her pussy throbbed impatiently, eager for the cock she knew would soon fill her.
Jamie didn't hesitate, and with a single quick thrust, plunged his monster cock deep inside her.
Liv cried out as Jamie filled her, the sound of her pleasure echoing throughout the room. Liv clung to him, feeling more connected to him on a primal level than ever before.
Their bodies moved in unison as Jamie thrust his monster cock in and out of Liv, savouring the sensation of being surrounded by her slick cunt. His thrusts were steady and relentless, as he fucked her.
Liv's cries of pleasure grew louder and more insistent as Jamie's fingers found her clit again, massaging it in slow, firm circles. With every stroke, Jamie's hips slapped against the naked flesh of Liv's ass.
"Oh my fucking God, Jamie! Right there, yes, yes, YES!" Liv cried out, her legs shaking as her orgasm threatened to overwhelm her.
Jamie felt the walls of her cunt clenching around his cock. He knew she was close and increased his pace, ramming into her harder, faster and deeper, driving them both to the brink of ecstasy.
"Fuck, Liv, you feel so fucking good around my cock," Jamie moaned. He reached down and pressed the base of the butt plug, sending a wave of pleasure through her body.
Liv's orgasm hit her like a freight train.
Her entire body stiffened, every nerve constricted, and all noise vanished as she cried out Jamie's name. She felt the contractions of her pussy around his cock, as she tried to take his cock further inside her.
Jamie's gave a deep growl as he came inside her, filling her already swollen cunt with a huge load of his warm cum. His hands gripped Liv's hips as he rode out his own orgasm, and finally collapsed onto her.
They shared a moment of silence, catching their breath, their bodies still locked together.
Thick cords of sweat dripped from Jamie's forehead onto Liv's trembling chest. She was still highly aroused, her dark nipples erect, her labia swollen pink, moist, and parted, glistening with her juices.
Liv's breathing was short and shallow, and Jamie traced his thumb slowly across her collarbone, loving the way she flinched under his touch. "You're incredible," he murmured.
"I think that's enough anal training for one night," Jamie said. Liv smiled weakly.
"Let's rest for a while, take a shower together and then call it a night," Jamie suggested. Liv, still unable to speak, nodded.