*** Author's Note - This story is the follow up to my previous story "It's Not Supposed to be Fair". Reading that might be helpful but it still works as a story without that. This isn't supposed to be a realistic tale of chastity or anything, so don't expect realism or a happy main character. This is your warning so you know what you're getting into. That being said, Enjoy. ***
Mike was a happy man until the day the key to Mike's chastity belt was given to Stacy. Stacy had gotten it after a bet on whether Stacy could make him cum in his chastity cage. After she had his key, she gave him an address, and told him to be there the next day to start his new chastity journey with his new keyholder. Only knowing that Stacy was a very cruel mistress, Mike was beyond nervous. Mike was terrified.
When he showed up, she opened the door wearing a long red dress with a plunging neckline that showed off a spectacular amount pf cleavage. She led him inside to a room with a satin covered bed, and handcuffs to each of the four bed posts. She told him to strip down to nothing but his cage while she changed into something more comfortable and got his key.
"My key? I'm getting unlocked?!" Mike burst out with excitement. He had expected to never get unlocked again, especially after Stacy showed he could cum in his cage.
Stacy paused and looked at him, a devious smile slowly spreading across her face, excitement and sadism brimming behind her cold blue eyes. "Yes slave. You're going to be unlocked. I do hope you enjoy it." Then she winked.
Mike excitedly stripped his clothes off and stood alone in the room, his hands held in front of him just above his small, pink, plastic chastity cage. Moments later Stacy returned, wearing only a pair of small black panties. Between her beautiful tits hung a chain, with a handful of keys on it. Mark thought he counted about seven.
"Lay down on the bed and let me get you handcuffed down. Can't have you wiggling away from me now." Stacy said with a wink. After he was bound to the bed, she reached into her panties and pulled out another key. She placed this key into the lock for his cage and turned, first removing the small padlock on the cage, then taking off the part over his cock, then finally taking off the ring around his balls.
Between the sudden freedom and Stacy's gorgeous, perky breasts, Mike's cock got very hard, very fast. Stacy slid one finger up from the base of the shaft up to the sweet spot under the head of his cock, then laughed as it twitched. She swirled her finger around his cock, laughing as it twitched and bounced. Then she gripped it firmly, and held it a moment.
"That old cage was pathetic, a sad excuse for a chastity cage. If you're gonna be my chastity slave, you're gonna do it right. You're gonna wear a real cage, you're going to service me when I ask you to, you're going to service my friends when I tell you to, and you're not going to cum unless I allow you to. Don't speak, just not your head if you understand."
Mike nodded his head, all the fear and nervousness he had before he walked in returned very quickly. A bead of cold sweat slowly slid past his temple, yet his cock remained hard as ever.
"Good." Said Stacy, as she slowly slid her hand up Mike's shaft, twisting around his cock head. She slid back down his shaft, giggling slightly as his breath quickened at the sudden stimulation. As she began stroking him tantalizingly slowly and deliberately, she began to speak again.
"Now I want you to know that I might be strict but I'm not evil. I want you to start your chastity slavery to me right. So I will let you cum today. Then after today, you will be unlocked once every other week to clean your cock and cage. I might let you cum again in a year." She paused for a second to soak up the delicious fear in his eyes. She gripped his shaft a little tighter and pulled up and off of his cock, smirking as he jolted and writhed, his cock straining for more stimulation. "Maybe." She said with a smile.
She began stroking slightly faster, watching his reactions closely. As he began to shake and writhe more and more at the stimulation, she slowed down, and let go of his cock. As his cock bounced and strained, begging for more stimulation, she began to trace her fingers one at a time up and down his sensitive shaft, watching for his reactions to find the sensitive points. She circled the sweet spot on the underside of his shaft for several seconds until he began to buck his hips. As the straining and bouncing started to calm down, she gripped his shaft and started stroking once again. She kept this pattern for a while, edging him several times. Mike felt himself get close to cumming several times. Then finally, during one of her bouts of slow teasing with her fingers, she paused for a second, then squeezed his shaft with her thumb and forefinger, rubbing against his shaft gently with her thumb. She let go and smiled wide, watching with joyous delight as Mike bucked against the air, cock straining and throbbing, impossible hard and eager to cum. Stacy put a hand over her mouth to contain her giggles as Mike just looked at her pleadingly, daring not to speak for fear of losing the only orgasm he will get for at least a year.
And then he felt it. Mike felt his cock cross the threshold. he was over the edge and no going back now. But the rest of his cock didn't quite get the memo. Stacy could no longer hold in her laughter when she saw the first drop of cum slowly bubble up to the tip of Mike's cock and dribble down his cock, followed by a steady flow of cum, oozing from the most frustrating ruined orgasm Mike had ever had. Mike could only stare at the cum dripping from his cock, the relief of an orgasm cruelly ripped away by being completely ruined. Stacy smiled with sadistic delight, and reached a hand down to start playing with herself, watching the cum slowly escape Mike's still stiff cock.
