Sissy story and 1st meet humiliation

He took his cock out my mouth, and told me to stay on my knees, keep my ass raised and hold onto the heels of my shoes with my hands. I waited there for ten minutes, while he drank wine and admired my body. I felt both valued and cheap all at once. He then put a collar on me, and held me on a chain leash. "How is that slut?" "Good thank you Master, it makes me feel more like your property". We hadn't mentioned collaring me at all til this point, I guess Master thought it would suit me.

What a pussy I was. People from the rest of my life were going through my mind. I imagined what my Ex would think of me like this. How humiliating to go from normal relationships to being this sissy slave. I had made no efforts to find a new girlfriend, but I had spent hours in chats and on cam to find a cock to serve. Despite my tied up clit I was loving it. All the sissy captions were true, and living them felt amazing and embarrassing all the same time.

Master was behind me now. He pulled the leash and I was f***ed upwards by my neck, I was straight up but on my knees. He felt my body, scrunching my nonexistant boobs through my bra, and letting his hand feel down my stocking clad thighs. "Such a good girl" his finger feeling through my boipussy from the outside of my thong, "so tight", his wet finger pushed into my pussy, and he pushed me back down onto my chest. "Another finger please Master, I can take it", and he did so. Instead of three fingers, he got put a dildo, squirted it with lube and pulled my thong to the side. "Do you want this Holly?" "Yes please Master". It filled me up instantly, after thrusting it a few times he let it stay there and made me suck his cock again. "I bet you would love a couple more guys here, you're a true slut, you'd love to be spitroasted here". He was 100% correct, but I could barely reply, he pulled the collar to f***e my mouth onto his dick. After a few seconds I choked, gagging with tears coming out my eyes, Master just laughed.

He held his cock over my face and looked down on me, admiring his sissy slut, I looked back from underneath the cock, smiling and thanking him, giving it a lick from underneath, base to tip.