Tommy slowly loosened his grip on the bedsheets as the pain in his sac slowly faded away, hastened by the soothing touch of Kimi's light fingers caressing once more over his body. He tried to remember what the contract said would be coming next, but his head was swimming with the onslaught of sensations he had just felt.
Suddenly, her touch retreated and he felt the bed shift as she got off. He strained his ears, trying to imagine where she was going in the room by listening to the direction the sound of the heels of her boots clicked. 'The end of the bed… across to her desk… back to the end of the bed…' During her trip back he could hear a soft swishing sound that he couldn't quite place.
"Are you ready?" Kimi asked, the swishing sound stopping but followed quickly by a soft pft sound. None of these sounds were of any help to him, not triggering any memories of what the contract said would be coming next.
"Umm… yeah?" came Tommy's unsure response, quickly followed by a surprised gasp as a very slick, well-lubricated finger was pressed to his anus, "C-cold!"
"Sorry, probably should have warmed it up," she purred, slowly circling his puckered entrance, pressing the lube into him, "just relax and it will be a lot easier." Trying to take her advice, he focused on slowing his breathing and relaxing his lower body, opening his legs wider to better accommodate her. "That's a good boy," she cooed as her finger slid much more easily inside him, smiling in delight as he groaned in pleasure, his body beginning to tremble at the pressure, "you're so tight! You're squeezing me so tightly!"
"Mmm, it feels good," he groaned, lifting his hips slightly, "I never thought this would feel so good…" He gasped as her finger finally slid all the way inside to the base, his erect cock jumping as ripples of pleasure shot through him, "Ah, god, that feels amazing!"
"It's about to get better," she bit her lower lip as she watched him squirm beneath her, feeling her own body jump with excitement as the sight of him helpless before her was really turning her on. Reaching down with her free hand, she picked up the toy she had been twirling on her finger earlier: a set of silicone anal beads with a ring at the end. Slowly wiggling her finger inside him, she laughed softly at the moan that earned her before slowly pulling it out.
"Wha- why'd you stop?" Tommy gasped at the sudden emptiness he felt, lifting and pushing his hips towards her to try and find her again.
"Don't worry, I got something else for you," Kimi promised, using the bottle of lube she had also brought with her to lube him up once more as well as the anal beads. Lining the first, smallest bead up to press against his anus, she leaned forward and wrapped her free hand around the base of his cock, she slowly licked along the sides of his erection, enjoying watching him jump at the sudden sensations. "I gotta reward my good boy," she murmured against his sensitive flesh, her fingers slowly feeding the bead inside him as she slowly lowered her lips around the head of his cock, taking him to the base in one swallow.
He took the first bead, as well the second slightly larger one, with very little resistance, moaning as the third pushed against him, stretching him as she pressed it in as well as her lips gripping him as she raised her head till only the very tip of him was inside. "Are- are those anal beads?" he panted, gasping as the third bead suddenly pushed inside, "Ah!"
"Yes they are, and you're doing so well," she praised him as the fourth bead pushed its way inside, "you only have five more to go!"
"I'm- I'm not sure I can take anymore," Tommy groaned, squirming as it was beginning to grow uncomfortable.
Kimi immediately stopped trying to push more in and purred in delight as she stroked and suckled his quivering erection, "Ah, this your first time, so it's okay. You did so well though!" She could tell he was getting close by the way he was bucking hips, lifting himself off the bed, and trying to push himself further into her mouth. Just a little bit longer…
It didn't take long before he was driven almost frantic with the need for the release she kept from him, squeezing his base and pulling away her lips just before climax, leaving him whimpering and with beads of sweat running down his face. "Kimi… please!" he pleaded, practically humping her hand as it returned to stroking him, "I want to come!"
"I suppose you've been a good boy and deserve to be rewarded," she cooed excitedly with her own excitement. Her body thrummed with how turned on she had become from just watching how everything had affected him, and she was close to exploding herself. "Go ahead, Tommy! Come for me! Give it all to me!" Reaching for the ring at the end of the beads, she began to slowly pull the beads from inside him as she took him fully into her mouth.
"Oh, god!" he threw his head back and yelled to the ceiling as he experienced the most intense orgasm of his life! He thrust himself into her eagerly waiting mouth, flooding her throat with hot come! The waves of pleasure only increased in intensity as she continued to slowly pull the beads out until it pulled free, leaving him in a gasping against the sweat-soaked sheets, trembling as if electricity coursed through him.
Kimi rode out the waves with him, climaxing along with him, and never spilling a drop, swallowing everything he had to offer her. Her panties were soaked through and the inside of her thighs glistened with how turned on the whole experience had made her. Once she was sure he was completely finished, she pulled away and allowed him to slip from her mouth to slap against his thigh. "So…" she gasped, trying to catch her breath, "how did you like it?"
"It was… amazing…" Tommy panted, lifting his wrists towards her, "though I would like to get these off?"
"Sure, sure," she purred, freeing him of his bonds and removing the blindfold from his eyes, "I'm glad you liked it."
Wrapping one arm around her shoulders and pulling her closer into his side, he laughed softly and kissed her forehead, "I did, and I can't wait to do more things with you, Kimi. I love you."
"I love you, too, Tommy," she whispered, closing her eyes and nestling closer to him.