14 years ago I posted a couple of stories from my first sexual experience, which…
Master’s whore for two weeks
The First day
I showed up at the pre-arranged time at the hotel where the room key was waiting for me at the front desk. I went to the room and began to transform myself from man to woman. The clothing was the easy part of my transformation it was the makeup and the wig that took some time. Since I knew I would be here for two weeks I had decided to glue my wig on my head with special glue made for such a task. This would enable my wig to feel like my own hair, so if it was pulled I would feel it as it being pulled. After the glue set I put my hair in a pony tail and began putting on my ear rings. I had chosen long dangly ear rings because I had always wanted them.
After I had fully transformed I looked in the full length mirror and could tell I did a great job. I then opened my computer using the hotels internet and logged onto the web site to inform the men who was paying my way to be here that I was ready for him. Surprisingly he told me to meet him in a bar just down the street. It was surprising because I did tell him I don’t normally go out dressed. No matter I was going to please this man as that was my nature to be submissive.
I donned my stilettos and walked out the door carrying my small purse with the room key in it. My dress although tight did not reveal anything any other woman would but my legs were nicely shaped in the stocking I had chosen for today. As I walked thru the lobby of the hotel many heads turned, I even noticed a man grab his crotch just thinking of me.
I stepped outside on this gorges summer day and walked perfectly in my heels to the bar, shifting my hips side to side. I walked into the bar and Greg was there waiting as he said he would. He sat at the bar in his suit. ‘You look great” he exclaimed. ‘Thank you’ I replied and sat down on the bar stool next to him and politely crossed my legs as my dress rode up my thigh. Greg looked at my thigh right away as he placed his hand on my knee. We made small chit chat when I noticed Greg had a huge hard on. Automatically my mouth watered and my ass loosened up and then I could not help but take glimpses of his crotch knowing it would be use on me in due time. As we continued to talk Greg’s hand slowly moved its way up my thigh to above my thigh high stocking where it was attached to my garter. The place was picking up and I wanted to do what I was here to do, that is to serve as a slave to a dominate master who was Greg. So I leaned towards Greg and whispered ‘Let go back to the hotel’ then opened my legs so he could see my white lace panties. Greg quickly paid the bill and we when he was doing so reached under my dress and felt my balls then pushed his finger under me to feel my hole.
As we left the bar Greg put his arm around my waist and held me close. ‘You ready to serve me?’ he whispered into my ear. ‘Yes master’ I replied quietly. Greg pulled me into the ally way and pushed my back up against the wall. He put both of my hand together and held them over my head with only one of his hand. With his other hand feel he reached around me and pulled my dress up revealing my panty clad ass then his hand worked its way under my panties and his finger found its way into my hole. My legs spread open as my hips maneuvered to get his finger in the deepest it could. ‘You are a good little whore’ he said to me. ‘Yes sir your whore’ I replied horny as hell. He let go of my hands and withdrew his hand from my ass and wiped his finger on the bottom of my dress. It was just lube as I had cleaned myself for him before meeting him.
I pulled my dress down to look presentable and we continued to walk to the hotel. I opened the door to the room with him close behind me. He might have done something in the hallway but there was someone in the hallway at another room.
I moved into the room as he closed the door. ‘Get on your knees like a good slave’ he ordered. I got down on my knees with my hands to my side with palms up like I was taught and my head facing downward. He stood in front of me as he undid his pants and let them drop to the floor. ‘Did you glue the wig on like I told you?’ he asked. ‘Yes master’ I replied. He then took two big handful of hair and told me to take his cock into my mouth then pulled me towards his cock forcefully as I deep throated his semi-hard cock. ‘Oh I like this slut’ he said as he began fucking my throat violently. Greg quickly tired of face fucking me and had me stand up. He forced me against the door, pulled my panties down and pushed his cock into my willing hole. ‘Ohhhh’ he moaned as my ass rose for his enjoyment. ‘What a great ass, nice and tight’ he said holding me tightly against the door so I could not bend over for him to fuck me hard. He lifted my right leg and began fucking my ass. He was taller than I was so he had the advantage over me in this position. As he fucked my ass we banged against the door with each thrust. ‘I’m going to blow baby’ he said then I could feel his cock unload into my ass. He held me there for a moment before pulling his cock out and moving to the bed.
“Get over here’ he ordered me. I move to the bed where he was he had me lie down and suck on his cock. I could taste his seed and the lube and loved both. I coxed out a bit more seed from his cock and it slowly started to grow.
‘Dance for me whore’ he said as he turned on the TV to some radio station. I got up and started moving around. ‘Dance and strip like a real whore and leave the heels on’ I danced the best I could removing the dress. As I stood there in my bra, garter and stockings he ordered me to take off my bra. I removed my bra and then he wanted to see my tits. ‘Small tits are great but I think we can get them a bit bigger’ he said and got up and went into the bathroom coming out with a breasts and nipple pump. ‘I put these in here when I got the room’ he told me. He tied me to the bed face up spread eagle, then attached the electric pumps and turned it on. It did not hurt as it slowly started to pump. He pushed a dildo into my ass then started to jerk me off. “I want you to cum then I am going to make you eat it’ he said. After an hour and making me cum twice all over myself he told me he would be back in an hour or so and I was to lie there and wait for him.
After he left I lied there almost naked with cum all over myself. I could feel the pump working harder on my tits and it was becoming uncomfortable. Soon however I could see my tits were larger than they ever were when master entered the room. ‘aw good your tits are bigger, see slut I want you to keep them like this while you are here’ he said. ‘Yes master’ I replied
Greg removed the pump and played and sucked on my tits. I found it to be a real turn on as well. Then master moved up and sat on my chest as he pushed his cock into my mouth once again. He rocked in and out for a bit then decided he did not like this position and untied me. He pulled out a bad with a dress in it. ‘Put this on and no bra’ he ordered. The dress had a sheer top with short sleeves and a leather skirt. I put it on and could see my tits sticking out, filling the pockets that were there. He ordered me to stand against the wall with my hands raised to each side of my head. He played with my nipples threw the top of the dress then attached nipple clamp to my nipples threw the dress. He walked me around the room holding my hair as I was bent over. The chain from the nipple clamps dangled. When he stopped he ordered me to get into the slave position once again. Once again he grabbed my hair and began face fucking me. This went on for some time but he did not cum this time.
Greg had me stand and turn around many times as he looked at the dress on me then told me to take it off. He looked at my ass intently. As he had both hands on my ass he pulled my cheeks apart then let go then apart again. He had me stand on the bed facing away from him and he played with my ass some more. Then he ordered me to put on my dress with no bra or panties he told me. We walked out of the hotel, as I felt naked and out of place. We took his dress that he bought to a dry cleaner where he told her what he wanted and he said he would pay her a hundred dollars if she could have that within an hour and she said she wound. As he was talking with her I could see myself in a mirror and liked the look of my nipples sticking out asking to be fondled. We went back to the hotel and the pump with put back onto my tits as I was ordered to suck him to completion. With pleasure I sucked on his cock played with his balls as he pulled my hair and occasionally would make me deep throat his cock. When he was about to cum I could feel his cock twitch and the heavy thrusts told me he was about to cum. As master lied on the bed he told me not to swallow it but to let his seed run down his shaft. I could feel his cum hit the top of my mouth as I let it run freely down master’s hard shaft.
Master held a handful of hair as he watched his cum run around his shaft, then held my head up away from his cock. A few jerks with his hand on his cock then he ordered me to lick it up, all of it even what ran down onto his ass. I did as I was told while still in discomfort from the pump.
‘You’re a good fucking whore’ he said quietly to me as I licked the crack of his ass getting the last little bit of cum there was left. ‘You’re going to love tonight. You will be the best whore in town’ he said as he pulled me up to lie beside him.
My nipples were three time there normal size sticking out about inch and my breasts were bigger too. Master and I went back and got the dress and then back to the hotel room where I was to change into the dress. The dress had been altered the back of the skirt of the dress now had a lace strip down the centre so one would see my ass and the dress had been shorten as well. it now showed the top of my stockings and if I bent over the bottom of my ass cheeks as well. My nipples stuck so far out they were easily noticed. Master loved what he saw. He ordered me to change into my dress with no bra but panties. Under my dress however were the nipple clamps attached to my nipples and dildo inserted deep inside my ass. We went down for dinner. At dinner master gave me two little pills to take and ordered me to take them. Not knowing what they were I hesitantly took them. Master ordered a bottle of wine and we drank it slowly.
‘Tonight were going to a club where they have rooms to fuck and even a swing to fuck in’ he told me. Since this is costing me so much I thought I could get some money back for your services’ he said. I became so horny in just a few seconds, it was a dream to serve a master who would make me fuck others as he watched even partake in the event. ‘I want you to wear a red thong and I have some jewelry for you to wear as well’ master told me. Master was done eating and we took what was left of our wine bottle with us back to the room. Once in the room master poured us another drink finishing the bottle. He stopped and looked at the bottle. ‘Let’s see how far you can take this up your ass’ he said handing me the bottle. ‘Aw’ I said hesitatingly ‘I never did anything like this before, I don’t think’ I was saying when he grabbed my hair and pulled me to the floor. ‘I never asked you did I just do it’ he ordered
Although I was scared of him at that moment in time it was even a bigger turn on that one might think. I lubed my ass and slowly sat on the bottle. More and more of the bottle moved up and into my hole when I got to the crest of the bottle I couldn’t go any further. Master got down and looked at the bottle in my ass. ‘That will do now you dumb time to get ready for tonight’ Master tied me face down on the bed once again and put a stencil on my lower back that read ‘FUCK ME HERE’ with an arrow pointing to my hole. After the stencil had dried master had me put on a nipple clam with a chain that hung from one clamp to the other. The chain had a small sign the read ‘WHORE’ that could be read if closely looking threw the dress top. Lastly master gave me a choker that read ‘SLUT’ easily read. ‘Good the signage is on your open for business’ he said. Put your hair in pigtails so they can grab and pull if needed’ he gently pushed me towards the bathroom to do so. ‘When we go to this club you will only fuck who I tell you to. You will only answer to whore and you will take every load I tell you to no fucking condoms got it?’ he said
‘Yes master’ I replied returning from the bathroom. Master pushed the dildo up further into my hole then stood back and I could feel the dildo vibrate weakening my knee to the point I almost collapsed. ‘Good whore you look like you’re ready’ master gave me a long coat to wear. Even though it was summer it still got a little chilly at night. In the cab master pinched my nipples they somehow became a direct link to my crotch and my horny nerve.
We arrived at the club and master took my coat and ordered me to walk around the place. There were many guys kissing other guys some giving blow jobs and other just jerking their own cocks. I could not hold the dildo in much longer as I was so turned on. As I walked past a mirror in this darkened place I could see the sign on my lower back glowed in the dark. The same could be said for all my signage it all glowed. Master waved me over to him. I was about to sit beside him when he stopped me and told me slaves sit on the floor. I sat on the floor next to master up straight with my nipples sticking out and a sign that could have read for rent as it did whore or slut. I black man came over and sat down beside master.
‘How much for the bitch?’ he asked. Master looked at him half hour $100 for the whore, cum as many times as you want in her stop when I tell you. The man pulled out a large wad of money and paid master; he grabbed my hand and pulled me to my feet while master skillfully pulled out the dildo. ‘Come on bitch time to split you in half’ we moved into a room where the guy threw me onto the bed then dropped his pants and his long black cock drooped between his legs. I was about to turn over when he jumped on top of me and pushed his limp cock into my well lubed hole. ‘Oh nice and loose bitch the way I like it’ he said holding his semi-limp cock as he pushed it in and out of my ass. I could feel him getting a little hard and his thrust became harder. Then he was able to let go of his own cock and start fucking me. He was going deeper then I have ever had before and every time he did I let out a slight yelp which he mistook as an excited sigh. He soon shot his load deep in my ass, holding me down with his body weight. Then once he was done he made me suck his cock. ‘I love ass to mouth bitch and you’re a great cock sucker too’ he said as he wiped his cock all over my face. He lied down on the bed and had me stroke his cock as he pinched my nipples. ‘Nice nips bitch’ he said as he twisted them a little. As we lay in the bed with me sucking on his limp cock master knocked on the door. ‘Times up, whore with me’ I got up and fixed my dress then left the room.