The Landlord

Taking pity on me, Jeremy sat me down in his lap one day, whimpering as he traced my clit through some lace panties he had bought for me. "Rory, poor Rory. You have quite the debt accumulating for this cute little thing, don't you?" I moaned, trying desperately to ignore his fingers.

But they, and he, continued. "I decided to help you, being the generous keyholder that I am, with a trade." I stared, listening as best I could, my poor mind a fog of frustration. "I will allow you to remove ten whole months of time you owe me caged." I whined gratefully, kissing his cheek with thanks. He smiled, staring at the desperate sissy currently grinding her denied clit into his palm.

"In exhange," Jeremy continued, "you will, from now on, have to wear this." Curiously, I looked at his right hand, groaning at what ten months would cost me. I began to protest, but I knew I had to. Knew this was the only way I might manage and maintain my freedom. Knew if I ever wanted to see my cock again, I would agree.

A few minutes later we both stared in the mirror, soft whimpers constantly streaming from my mouth. Jeremy smiled, admiring the new addition to his sissy. A brand new custom pink cage, smaller than anything I'd ever seen before, barely noticeable between my legs. Matching straps held it tight to my body, my straining clit seeming to grow inside of my body now, completely taken away from me.

"It's perfect, Rory. Suits a sissy like you so well." I whined, staring up at him, shaking with an excitement I could only satisfy now through him. Ten months removed from my time, and I added two weeks the first night.

Jeremy's little 'trades' continued as I repeatedly wasn't strong enough to resist the need of his amazing cock. The first one I agreed to easily, now referring to him as Master, earning me six months off my time. As the weeks added up again, spending far too much time bouncing on his lap, cock buried deep inside of me, I agreed to a humiliating night as his entertainment. Bound almost in the shape of a U, a metal bar connecting to my cuffs, I moaned into my gag all night as hands I could not see felt every part of me.

Sissy for a kinky party became a favourite of his, soon a constant part of my life every month or so. I blushed every time I made that trade, knowing I'd spend the night completely frustrated and teased, leaving with marks all over me from canes, whips, flogs, and crops. Yet without fail, his cock pushed me further and further behind, always agreeing to Jeremy's demands. A girl has needs, okay!?

I had succumbed to being Jeremy's sissy completely, wearing cute outfits I knew he liked on the off chance he dropped by. Some nights I'd just spend at his feet, a leash connected to my pretty collar, happily resting my head against him. I'm not exactly sure when it happened, but at some point I simply broke, realising that I'd never use or see my cock ever again. Staring down at my cute, tiny, pink clit, I always smiled. It was one of the best decisions I had ever made in my life.

Jeremy came to me with yet another trade, having my nipples pierced in exchange for almost all the time I had accumulated. Smiling, I pushed him to the couch, climbing on his lap. Grinding my clit against his cock, I stared deep into his eyes, like he had done to me so many times.

"I am yours now, Master. I never want you to unlock my clitty. I never want you to feel the need to trade me for anything. I want you, and all the plans you have for me." As if feeling this new mentality of mine needed a closing statement, I sealed it with a kiss. Jeremy stared up at me intently, the desire burning in his eyes.

"Are you sure, Rory? I will never unlock you if that is the case. Ever." My clit strained hearing those words from his lips.

I bit his ear, whispering as softly as my excitement would allow. "I'm sure, Master. I'm completely sure."

With intensity, Jeremy kissed me. My legs wrapped around him as he carried me to the bedroom, rapidly removing my panties and plug, replacing them with his cock. Whimpering in his room, slammed against the wall, I begged as he fucked me, begged for him to make me his good girl forever, to never remove my cage, to turn me into the sissy he'd always wanted.

My Master groaned, practically shouting as he claimed me, my ass filled with his massive orgasm. We both hung there in each others arms, kissing and catching our breath, his cum slowly leaking out of my well fucked, and happy little hole. Two more weeks added to my time, but there was no longer anyone counting.

A week later I did receive my piercings, Master deciding to include my clit and tongue as well. Giving control of my cage to him was no longer just words, it had been sealed shut, piercing making its removal impossible. Jeremy decided to commemorate our devotion to each other with two tattoo's:SISSY in pink, cursive lettering above my clit, and an intricate design just above my ass, Master's final mark of ownership over me. A friend of his did all the work in his apartment, watching as I whimpered enthuisiastically through every moment.

My life had somehow worked out better than I'd ever imagined. I still watched hockey with my friend Jeremy, still went out drinking with friends, still enjoyed life outside of being Rory. But in every moment of every day, I felt the commitment I had made between my legs, knew the markings I carried for the man I gave control to. And once I was behind closed doors, collared like the eager, needy sissy I knew myself to be, I happily became Master's girl. Master's sissy.

Rumours spread around our little apartment complex, how I had wrapped the poor landlord Jeremy around my often painted finger. It always made me giggle hearing that, if they only knew how wrong they were.

The only one who was hopelessly wrapped around anything was me, and it was Master's cock.