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    I Think I Am in Deep Shit

    I just got home from the tranny brothel that Lola works in. Lola is a super sexy tranny who lives full time with her Mistress, who has an interest in a number of business, one of which is the brothel.

    Some how one of the boys who screwed me last Sunday got the phone number for the home I am staying at. He rang me this morning and begged that I come down and see him at the local swimming pool. His name is Adam and out of the 4 boys I liked him the best as he was so loving and considerate. He was very gentle and at times nearly feminate with me. I really needed some soft time after the hammering I got over the previous 3 weeks, so I admit it was fun to be with him and he had a hot body. lovely cock. His school was holding their swimming carnival all day, and he wanted to see me again.

    I am not comfortable about being in public places much as the expectation is naturally going to be that I am a women, and I am petrified of being found out. Do not get me wrong- my look is very effeminate but that is the way that I feel, and even though I go out more regularly now, I am still panickly of being found out. Put me in a public place where my sexuality is known and accepted I am the greatest slut in this world and get on with everyone.

    Against my better judgement, after a lot of conjoling and begging I agreed to come down. I am pretty sure that some of his mates were listening in as I could hear some giggling in the background. What had he told them? I used that as my reason to go, so that I could find out the full situation. The reasons not to go were much more obvious:-1 I had been expressly told to cut this short relationship with thi kid(18 Years old). 2. Unknown to family members, his father regularly fucked me as a senior member of the bondage club. 3. I could fuck up Adam's future life and his very short time left in school with major exams at the end of the year.4. Adam had major connections with the upper class set due to the high standing of his professional parents. 5. It was almost certain that our met up would get back to Adam's parents and my Master.

    Despite all those reasons I still decided to go. He was the one guy that had given me any real affection for months, and I really really wanted his cock in me again. Plus, Barbie has pretty well taken over with my Master so in all probably I will be looking for somewhere else to live fairly soon anyway so I might as well go out with a bang. So, I decided to write this blog before Master gets home from work. Previously all blog entries had to be reviewed and approved by him before being public. He is very possessive of his privacy.

    I went to get ready and decided to wear my bikinni under my shorts and top. I do not have much to wear that you could define as prime and proper, as most of my world is to invite men or woman to fuck me. My choice was a black bikini. The bra barely covered my nipples but I could get away with that as my chest was still very small. The bottoms were crutchless as normally I could display my cock and arse cheeks. I would keep my shorts on so that would not be a problem. Originally I had intended to wear the same costume that I wore with the boys on Sunday, but I could not find it, so I thought that I must have left it at Adam's brother's place.

    I got to the pool okay and the place was alive with hundreds of kids corraled into a specified area. All non school patrons were in another area. I was with a lot of mums and their pre school kids. I seemed to blend in okay and did not get many second glances from anyone. That changed when I took my top off to reveal an extremely skimpy bikinni bra, and the looks of disapproval from a number of ladies as expected excited me no end. I sat there and lit a cigarette to calm the nerves. A couple of minutes later a hugely attractive blonde in a one piece suit came up and excussed herself. She mentioned that we were in a non smoking area. I quickly apologised and stubbed out my cigarette. She then lent a little closer and whispered that she and some of the other girls had a hideway to have a quick smoke and if I was interested she would drop by and let me know when they were going up the next time. I smiled and thanked her. She asked me if I was a regualr here as she had not seen me before. I told her no and that I was here to see my boyfriend who was at the school swimming carnival. She probably thought I was with one of the teachers as I was at least 10 years older than the most senior student.

    I laid down on my tummy to get some sun. To make sure that I did not get a tan line on my back I undid the bra. I was nearly asleep when suddenly I felt a kiss on the middle of my back. Startled I sat up suddenly to expose my bare top. Before I could reach my bra Adam was hugging me and tried to kiss me. I pushed him away to put my bra back on. I did not want to attract any unnecessary attention. He seemed so happy to see me and could not keep his hands of me. I told him to settle down or I would leave. This seemed to settle him down and we sat down together holding each other. We talked quietly for a while and he admitted that the Valentines Day card was from him. He told me that he liked me a lot and not just because of the sex the other day. Unfortunately this guy is really cute and I was feeling a bit the same way. I laid my head on his crotch as we regularly pecked each other on the mouth and licked tongues. I did not want to cause any complaints from my neighbouring mothers, although Adam was becoming very stiff as I grinded his cock with my head as he ran his hands through my hair. A lady came up and asked Adam why was not with the rest of the school population. He introduced me as his girlfriend, but the teacher instructed him to return to the school area. I was free to go over and watch the events if I wanted to and he could have lunch with me. I declined the offer and Adam went back to his area.

    At lunch time Adam came over but we had little time together before the boys from the weekend, their friends and girlfriends joined us. All up there were about 20 people in our group. I was very uncomfortable as I thought that someone would work me out or the boys from the weekend would blab. Adam was nice and looked after me. I sat in front of him between his legs and my back to him. He held me around my chest with an occasional finger on a tit in between kissing my back and neck. To all intense and purposes we were a girlfriend and boyfriend. I really had little to add to their conversation although at one stage my tatts were a major discussion point. The girls wanted to know all about everyone and when I got them. Did my parents approve of them? My slut tattoo on my back interested them greatly. It is a NZ Maori motive although I just told them that it was my slut tattoo. The girls laughed and thought it was great. Just imagine their response if I gave them a look at my Enter at Rear picture above my cock. Adam had to tell everyone that both my nipples were pierced. Everyone thought that was cool and did I have anything in at the moment. I said no. At least he did not tell them that my cock was alo pierced.

    Everyone went back to the carnival and I waited for it to finish. When it was finished we left hand in hand, stopping on many occasions to say hello and me to be introduced as his girlfriend. Finally we got some time alone. I told him that we had to end this now as it would not work and I was very scared that he would wreck his life. I was very specific about my turn ons and that I regulary allowed myself to be fucked by groups of guys and spent a lot of time in major bondage situations. He was a bit shocked with my revelations but also very mature in that he could see that it would not work. He admitted to me that the major turn on for him was my feminine look with a cock. For me, I felt great that I was able be so feminine with a lot of people that they accepted me.

    We agreed to have one last fuck and did I have somewhere that we could go to. I rang Lola at the tranny brothel, and although not overly happy at first she said it was okay especially as Wednesday afternoons are so slow and boring. We caught a cab over there and I introduced Adam to the girls. There were 4 girls including Lola but nobody had a client for the next 2 hours so they were relying on any passing traffic. Adam and I went into the dungeon room. It is really a dungeon. It just has a bar to hang your victim by. We started to strip and as he was taking his pants down, he said that I  might not like this. He had my black bikini thong on that I thought I had left at his brother's place. He had worn it under his clothes every day since meeting me on Sunday. To make it worse he brought out my bra from his bag. He tried to hold me as he blurted out that he loved to cross dress. He also admitted that he had stolen my stuff from my bag while I was in the toilet. He had also lifted some makeup and body spray.

    Do you know I really did not care. In fact it aroused me. He begged me to ask the girls to do him up as a helpless slut and gangbang him. He was willing to pay. I was not sure if the girls would agree but I went and asked them. They had a major giggle about it and that I really knew how to pick them. They were bored to death so it sounded like a bit of fun. Adam wanted me to stay and watch as he wanted me to be part of the group fucking him. As they shaved his face he begged them to shave his legs. His chest and back were virtually hairless. After finishing his legs, face and underarms, they shaved a little heart into his crotch hair. It would grow out and it would probably be harder to explain the smooth legs. They left my thong on him although they pulled up the back and as a welcome present inserted a very small plug in his arse hole. I licked his rim to moisten it and hopefully loosen it a bit. He tasted beautiful although getting the plug in was a bit more difficult as he could not relax his hole to take the plug. In the end Lola shoved it up his hole after spanking his arse. This was getting deliciously exciting. Next were the stockings and a garter belt. He looked like he would feint from the turn on from the stockings going up his smooth legs. Fake boobs were glued on his chest and a shorty dress that showed his arse cheeks as he walked. He begged for ultra heels, but when he tried to walk on them he nearly fell over every time. It was agreed to put on a pair a small heals that had ties around the ankles. Make up was heavy foundation with thin line painted on for eyebrows. Dark mascara long and thick false eyelashes. The final touch was a long straight brunette wig. The look was a total airhead bimbo. He could not stop looking at himself.

    The girls let him walk around the different rooms with his shoes clicking on the marble floor. He was acting so feminine. He was allowed to sit in the waiting room and hope that a prospective client came in. No way that he would be the trick but he was on cloud nine and just wanted other people to see this slut. We ringed his cock because we were scared that he would cum before the girls had their fun. Finally Lola's next client turned up Linda (as he wanted to be called) introduced herself as she wiggled past him going back to the dungeon room. In the room we secured Linda's wrists and lifted him to his tippy toes. He was totally aroused and started to sway his hips and arse as we gently spanked his arse. His cock was throbbing and poking out the front of his dress. One of the more endowed girls stood up close to him to tease his cock with her cock while she rubbed her boobs in his face. He was begging to be fucked. We secured his ankles and lifted him of the gound by a couple of feet. I was naked now and slipped my cock into Linda's mouth. One of the other girls was torturing his rim and pushing the plug deeper in. He was totally helpless and having trouble keeping my cock in his mouth. I gently brushed the hair out of his face and held his face so that I could push my cock deeper down his throat. I am not big but he started to choke and panic. I pulled back but he was totally gone and begged me to make him suck cock as his arse hole was teased and stretched. Parts were new to him and scared him, but they also excited him so much that he wanted to be totally fucked regardless of the pain.

    The plug was removed and one of the girls arse fucked him. She complained that he was so tight and hard to enter. We spread his legs even more so that it was easier to enter his arse hole. We was allowed to consumate his arse hole and I shot my load into him. The other girls wore condoms with 2 others coming in his arse and the other one in his mouth. Adam was allowed to stay in drag around the place for as long as he liked, although it did not last long as the cock ring was released and he cam all over the floor. His final punishment was to clean up the mess with his mouth.

    I left soon after minus my underwear that Adam had stolen to document this blog and wait for Master.

     
      Posted on : Feb 16, 2012
     

     
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