Category Archives: Kink

I

wanted to share a story that one of my long time sissy bitch boys wrote for me, Enjoy!!

I’ve been doing phone for a long time and have met some pretty incredible girls. One that really stands out is Stephanie. Stephanie could really press my buttons and knew how to take control unlike most of the girls I spoke with. So much so that I stopped calling her because I was afraid how addicted to her I’d become. I’d see her online but never called, embarrassed about the time lapse.
I had a business trip downtown and made arrangements to meet with a girl from an escort company that provided the particular type of service I was interested in. I went to the prearranged hotel room and nervously knocked on the door.

I was alittle scared to be honest. Although I had tried this type of thing before it usually ended up with me feeling disappointed and ripped off. I heard a muffled voice instructing me to come in. I cautiously walked in to the darkened room. I could see the silhouette of a lovely lady sitting on a couch on the far side of the room, near the window. She instructed me to strip out of my clothes. I was alittle hesitant but there was something about her voice that was familiar and being distracted I found myself doing it almost unconsciously.

I could see her alittle better now, her blonde hair pulled back, her long legs crossed, looking at me with what seemed to be a smirk. “Put your clothes in the tub.” she said with authority after I had stripped down. Her voice……sounded hauntingly familiar. Chills ran down my spine, my body seemed to come alive as I listened to her seductive voice. “Now Michael!” she said with alittle more force. I heard her laughing when I scurried to the bathroom to do as she instructed. My mind raced, a mixture of unadulterated lust and total confusion.

I got back into the room and she instructed me to get down on my hands and knees with my eyes to the floor. I was amazed at how I almost absent mindedly I complied. “Where’s the foreplay?” I thought to myself. “Man, this chick gets right into it.” I always liked to try to resist but found this didn’t seem to be my option. “Good little slut Michael.” Stephanie mused. “Or should I say…. Tiffany!” She giggled. “Wwhat? what’s going on?” I started to look up and she grabbed my head and forced it back down.

It was her! Now I recognized her voice! But how? What? I struggled to reason out what was happening. Stephanie grabbed me by my chin and pulled me up, and walked me to the couch where she sat me down beside her. She looked stunning. I tried to hide my raging hard on but Stephanie just pushed my hand away and laughed at my humiliation. I couldn’t believe it was her! She told me a good friend of hers worked for the agency and she sometimes helped out. When she saw my name as a client she thought it would be a good chance to ‘catch up’.

I started pleading and apologizing to her, going on and on about how sorry I was that I had hadn’t called her in such a long time. She sat there with an amused look on her face as I rambled pathetically. I was scared to death, but I never ever wanted someone as much as I wanted her right then.

“You’re gonna pay lil tiffany, she said with a cruel smile. And you’re going to even love me more for it!” “Please! NO!” I cried. I tried not to look at her, knowing I would get lost in my longing for her. She was just wearing a lacy black bra and matching thong panties. Her dark sheer stockings encased her lovely legs, and she looked even more impressive standing above me in 5″ black pumps. I looked around for an escape but her piercing eyes brought me back in. I could feel my resistance and control slowly sliding away.

She grabbed me and pushed me onto the bed. Within seconds she had my hands and feet tied to the posts. Everytime I even tried to resist she forced me to look at her, knowing that would melt any futile attempt I may have about resisting. She teased and taunted me, making fun at how helpless I was to her. Then, to my horror, I saw her pull something out of the bed table drawer. She grabbed my cock roughly and attached the device around the base and locked it into place.

It was like a cock ring, and incredibly tight. “That should keep you in check!” she said smugly.
After I was secured I saw her get on the phone and made a call. She kept me stimulated by raking her long nails along my body as I heard her ask for housekeeping. I tried to object but she placed her finger across my lips as if to hush me. She walked away from the bed turning her back to me so I couldn’t quite hear what she was saying. Her incredible ass was inches from my face, her thong panties pulled up her crack, and I unconsciously found myself pushing my head towards her, hoping to touch her. I heard her giggling and telling some woman she’d see her in a bit. “Now, let’s get you ready/” she said matter of factly.

Stephanie pulled out her cosmetic kit and proceeded to make up my face, teasing me the entire time. “Does tiffy want to be a little slut for me?” she teased sarcastically. When I nodded no she roughly grabbed my nipples and twisted and pulled them away from my chest. I screamed in pain. “Don’t you ever say no to me tiffany, do you understand?” Then for a second, Stephanie got real nice and tried to comfort me. “When you say no I have to punish you, you know that darling. It’s what you need. It’s what you craaavvvee.” she purred. She lightly brushed my face, “now be a good girl and tell your Mistress what you are, what you need and who you love!” I spilled my emotions, confessing how much I needed her and loved her, and would do anything to make her happy.

Stephanie applied the finishing touches to my makeup and said she had a surprise for me. She reached into her purse and pulled out a pair of her panties. She knew I had a panty fetish and could not resist hers. She had made me buy several pairs of them when I used to call her on the phone. She dangled them above my face and made me beg to taste them while she verbally teased and humiliated me further. “Bark little puppy!” she teased. She then stuffed them into my mouth, laughing the whole time. They were soiled, and, full of dried cum? I tried to push them out of my mouth when I felt a hard slap across my cheek. She was angry that I didn’t fully appreciate such a gift. Then I heard a knock on the door.

Stephanie went to the door and I heard her talking and giggling with another woman. A pretty, young maid walked in with Steph and burst out laughing when she saw me on the bed. Stephanie berated me in front of her and made me confess how I was alittle slut who needed to be humiliated by pretty girls. I tried to talk but the panties in my mouth prevented anything besides a muffled gurgle from escaping. The maid just laughed some more. Stephanie told her to get my clothes out of the bathtub and take them down to housekeeping to be cleaned. “Make sure they are not ready until tomorrow!” she laughed. Stephanie said I would be here all night and to feel free to stop in if she needed some entertainment. She even invited the maid to bring any of her co workers.

Stephanie reached into my wallet, which she grabbed from my trousers and gave the maid a big tip. “Remember what else we talked about!” she winked as the maid exited the room.
I was dying. I was stimulated to the point of passing out with no relief in sight. I begged and begged for Stephanie to show alittle mercy and to please let me cum. Steph gave me a look, “as if’”. Something else was building up inside of me also. I really had to urinate. My mouth was cotton dry from having the panties in there so long and I although I desperately wanted a drink of water I feared that Mistress would show little compassion. Steph seemed to sense my dilemma. As always, it was as if she could read my mind. “Is my little slut thirsty?” she teased. “Does she need Mistress to give her a drink?

But it looks like you have to pee also!” she giggled. “What to do what to do”. she mused. “Tell you what. Mistress has decided to show alittle compassion to her slut. I will let you pee, or get a drink. Not both You choose”. Stephanie sat on the bed next to me, her leg lightly pressed against my side as she spoke.

My engorged penis strained against the cock ring, and I felt that the lightest touch by her would make me explode. “Tick tick. Hurry up before I change may mind! Oh, by the way, if you choose to urinate you’ll have to do it right her in the bed, all over yourself! And who knows how long before I let you clean yourself up!” she giggled. My mind raced. I had to go so bad but the thought of lying there covered in my piss revolted me.

But if I drank more my bladder would burst! And my mouth was so dry I could barely speak. “Drink…please.” I said barely audible. “Good girl!” Steph said triumphantly. She climbed up on the bed and stood above me, her legs on each side of my body. Steph started slowly gyrating, like a seductive dance, touching her breasts, and slowly peeling off her panties, her eyes piercing through mine like needles. “You want a drink tiffy?” she softly cooed. “Come on baby, beg your Mistress to allow you the honor, the pleasure.” “Oh no!” I thought to myself. I knew what she was going to do! She saw the terror in my eyes and smirked. My helplessness seemed to further push her need to erotically control and manipulate and humiliate me.

“Beg.” she commanded while brushing the sides of my face with her shoe. I tried to object and she pushed the spiked heel of her pumps into my mouth. “Suck it!” she laughed as she pumped my mouth with it. My mouth was so dry I can’t even describe the discomfort I felt. “Now tiffy, about that drink.

You want to taste your Mistress don’t you? Tell me! Tell me you want to drink my piss! Tell me you need me to piss all over your face to demonstrate how pathetic you are! Do it! Now!” She commanded. Stephanie giggled as I struggled to say the words. My mouth opened but nothing would come out. “I can’t hear you!” Stephanie taunted. I tried several times but to no avail. When Stephanie offered to help me I couldn’t nod yes fast enough. She leaned over me, close to my face. For a second I thought she was going to kiss me. “Open up” she softly whispered. And then she spit in my mouth.

Laughing she stood back up and finished slowly removing her panties. She started swaying her hips back and forth. “One more thing tiffy. If you spill one drop you will be severely punished!” I opened my mouth wide, anxiously anticipating her golden nectar. Then she started. At first her stream came straight down. Then she started swaying her hips back and forth, laughing at me as I struggled to capture every drop. When she was finished she looked amused at my frantic efforts to lick my lips clean. “Tsk tsk tiffany. Looks like you waste alittle of my liquid gold.” she mused. “You know what that means!”

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