Chapter 1-1
Please, I Need to Masturbate
I held out for almost a month and a half this time, but my body had been screaming at me for at least a week. I needed some relief and there was only one way to get it. I had to call the b***h and beg and then… well, that was the big unknown. I would have to debase myself some way but, each time the things she made me do to be allowed to spurt were worse.
“Andrea,” I said when she answered, “please, I really need to…”
“Oh,” she purred, interrupting, “does my little faggot boy need to play with himself?”
“Andrea, please can we talk?” I asked.
“I thought you wanted to have a little audition with your hand puppet,” she chuckled.
“Andrea, we need…”
“A meeting to milk the lizard?” she laughed.
“Andrea, please this is serious,” I said. “I need to meet you and…”
“You mean you need to meet with mother thumb and her four daughters?” she quipped.
I was beaten and I knew it. Why I had ever set her up to be my keyholder with the punitive conditions that I, myself, had insisted on was a mystery. I had asked for a cruel, unforgiving, b***h and that is exactly what I had gotten. I had found a woman that I was sure couldn’t be swayed by pity or any other emotion that might make her lenient and then convinced her to lock my d**k up in an inescapable chastity belt.
The conditions for my release were left to her but, only after at least one week and then only after I had performed some degrading, humiliating, shameful, disgusting, sickening, revolting, repulsive task of her choosing.
It had started off with some fairly normal tasks. I had to lick up my own c*m. I had to jack off in my own mouth. I had to let her whip me while I beat off.
It went on like that for a while and then the tasks got kinkier and more demanding. I had to serve her friends in drag, then serve them and masturbate in front of them. Then she started making me sexually serve a group of her girlfriends before she would grant me release. That progressed to being an all-day servant with maid, s****l and toilet service where I was a urinal for a multitude of women before she granted me my relief.
As a result, the timing of when I called her went from one week to two to three to… as long as I could stand it before my body didn’t care how degraded it was going to be I just needed a release.
Now, here I was six weeks without a spurt and I had to have one but, the last time the b***h had spoon fed me her s**t. Spoonful by spoonful until I consumed it all and then had made me hold the last bite in my mouth while I wanked, after which she gathered up my c*m, put it in my mouth and forced me to swallow it all. I wanted so badly to have an orgasm but, I was coming to the end of the degradation I was willing to endure.
“Andrea,” I said, “we need to renegotiate our agreement.”
“Do you remember what you said when we started this?” she asked.
“Well, I…”
“You told me that at some point you would beg to be let out of the agreement, didn’t you?” she asked.
“But, I…”
“And you made me promise that no matter what I was to ignore anything you said, didn’t you?” she asked.
“Amanda, I…”
“And to make doubly sure that I didn’t give in you gave me an incredible incentive if I held firm, didn’t you?” she asked.
“But, Amanda…”
“What was that incentive, slave-boy?” she asked.
“That I would give you ten thousand dollars each time I begged to be released from our arrangement,” I said softly.
“Well, my little log flogger, you now owe me ten thousand dollars,” she said smugly. “Bring it with you when you show up tomorrow. Come at eight sharp.”
“Amanda, can’t we, can’t I come now, please?” I begged.
“Tomorrow at eight,” she said and hung up.
I had screwed myself again. She was going to degrade me again and I was being forced to pay for the privilege. I vowed to never again beg to be let out of the agreement as I had clearly foreseen that I would ask and had cut off that avenue of escape myself. I couldn’t blame her but I had to find some other way out.