He winced as Her heel continued to twist at the back of his head, and tears started to well in his eyes. “So boot boy, what will it be what would you like IF you manage to be correct,” She already knew what Her demand would be if he was not correct. But She was holding that reveal off for later, She wanted to know just what Her boy thought he deserved if he won. He shuddered on the floor and then drew in a calming breath before answering Her.
“G-Goddess, I w-would like a f-free week with ‘Your’ cock,” She smirked, She almost knew that was going to be his request but She didn’t let on. She stopped Her heel for a moment and let out a contemplative hum. “I don’t know boot boy, You do know how I LOVE My property being in My control.” She pressed a bit more, making him think on this. “I will consent to it IF you are correct.”
She lifted her boot off the back of his head, and with all of that his heart leapt, it had been so long since he had gotten free time. To have as many orgasms as he could possibly handle. As much as he enjoyed Her controlling that ultimate pleasure he was dying for a free week. “Th-thank You so much Goddess, thank You.”
She grinned wickedly again and lifted Her boot from the floor the toe cupping his chin. “Though first I think that we should talk some my boot boy. Back to your knees,” He shifted and got back onto his knees the blue panties that were covering ‘Her’ cock were straining against the hardness, and she smirked at the damp spot that was now forming at the tip. “So I see that you have enjoyed our day out am I correct boot boy?” He nodded slowly, and then responded with an affirmative ‘Yes, Goddess.’
She hummed in pleasure at this and then smiled warmly at him, “So of the day, what was your favorite part?” The question caught him a little by surprise and the heat rose to his face again, his cheeks turning a bright red. “I think Goddess, that it was very close, but my favorite part was being trapped in Your boot with Your foot and toes.” Her throat let out another hum and She smiled, liking this answer.
“Hmmm so was it anything in particular about being inside of My boot, boy?” He chewed on his lower lip a little, “Th-the feeling of complete helplessness Goddess, the feeling that my entire world WAS Your boot, that at any moment Your foot could remove my life from me and turn me to nothing more than a stain on the bottom of Your sock.” She grinned and then She drew Her right foot from the loosened boot with a slight wiggle of Her ankle. She leaned back then and extended Her foot pressing the toes with the darkened portion where he was crushed display to him. “You mean that stain foot boy?”
She watched as ‘Her’ cock hardened as he stared at the spot that was darker than the rest of the sole of Her foot, and then it truly sprang to life. As he knelt before Her and watched Her foot rise first he saw his remains, well the stain the signalled that his remains were there and then after a few seconds he felt heat and his nostrils filled with the heady mixture of leather and Her scent. He gasped at this and shivered. Then She leaned back a bit more sliding down on the bench and She pressed the pads of Her toes into his face, cupping his nose with the toes that had ended him earlier. He moaned his eyes rolling back into his head and his head swimming from that simple action. His eyelids closed and Her toes slid down from his nose and pressed into his lips parting them.
His taste buds exploded at the taste of the salt of Her sweat as Her toes wiggled between his lips. He moaned around the toes as best he could as She added a little more pressure forcing all of Her toes into his mouth. Then She grinned, pulling the toes back slightly wiggling just the tips of them between his lips. “Remove the sock foot boy,” As his hand moved from the floor She moved again and put the tip of Her heel on his right hand. “You have everything you need to remove this sock right where it is at.” He shuddered once again and then using his tongue he worked a bit of the sock loose. He bit down on it gently and then leaned back pulling some loosening it from Her foot and then leaning back forward and gathering that portion into his mouth. It was tight on Her leg but he eventually managed to remove the sock completely. As Her foot emerged from the dark gray fabric she wiggled Her toes and then slid them down his chest sliding them over ‘Her’ hard cock drawing a moan that was muffled by the sock that was currently gagging him.
“Mmmm good boy, shall we do the other now?” He whimpered slightly into the sock and nodded, She then lifted Her right foot and grabbed the end of the sock that was hanging from his mouth and tugged it out, leaving the taste of sweat laden cotton in his mouth. “Well then let’s get this boot off my foot shall we,” This time She lifted the boot and held it up presenting the heel to him. He looked up towards Her and she smirked once again. “That’s right boy, with your mouth, I would be careful with your teeth, you wouldn’t want to damage these brand new boots would you?” He shook his head and answered ‘N… no Goddess.’
Once again he leaned forward his lips parting and his tongue wrapping around the heel, he struggled for a moment to get enough pressure to hold the heel between his lips and use very little of his upper teeth to provide some friction. She giggled as She watched him, the view of him sucking on Her heel a slight turn on. Finally Her ankle came free and She removed Her foot from the leather encasement. As he sat there the boot heel slid from his lips and fell to hit his thighs before falling to the floor. In a quick motion after She slumped in Her chair once again and pressed the toes of Her left foot into his nose and listened to the moan rumble into the ball of Her foot. She was starting to get wet again, though the game was coming to a close now, so removing this sock was going to have to happen. Once again She slid the toes of Her foot between his lips and then nodded at him as his eyes opened to regard her. He repeated the earlier process gripping the tip of Her sock and pulling it back until it filled his mouth and came off Her beautiful foot.
“So now we are ready to figure out who won, the bug, or the Goddess. Though either way I have a feeling that the Goddess, is going to get the better out of this deal.” She smirked once again and then slid Her feet into his lap. Slowly she started to massage his hardness until She felt it pulse once and then She pulled Her feet away watching the wet spot spread even more. “So foot boy, take a few moments to think, and then give me your answer, how many steps did you manage to last?”