Jamie's Descent Part 6
I live for feedback nikkie.silk@outlook.com
"Jamie, I would try to get some rest now. Vanessa will along later." With that, Fiona blew me a kiss and left the room. I heard the key turn in the door as she left, so I was stuck here. The room was windowless and I suddenly realised I had no idea of the time. I was so disorientated that I could not tell if it was day or night. I lay down on the bed and tried to get some sleep but the events of the day just flooded my mind. How had I reached this point in such a few short days? And what would Vanessa explain?
I began to feel cold and noticed there was something lying on the back of a chair. I managed to stand up and walk slowly to across to the chair. I picked up what turned out to be a bright sky blue shortie nightdress. It was made some sort of pleated material with a blue satin bow across the front, tied beneath soft lace bra cups and very thin straps. The label said Victoria's Secret and even to my eyes it looked impossibly feminine.
I had passed the point of caring, so, almost robotically I slipped it over my head and put my arms through the straps. It floated down just to the tops of my thighs and felt so flimsy and light. There were a pair of panties there too and rather than have my cock hanging loose I slipped these on too. The feeling as the panties slid up my legs now they had been waxed was close to ecstasy. They fitted so snugly, yet felt almost as they weren't there. I was so tired and exhausted that I would have done anything to get some rest. I went back to the bed and slid under the top sheet. In seconds I was asleep.
I don't know how long I slept, but my dreams were vivid and frightening in their intensity. I awoke once from the midst of a dream in which I was sitting, bound I think, to a chair watching Fiona kissing a beautiful Asian girl. Fiona was naked and her wonderful black body glistened as if it had been oiled. The Asian girl was very petite and her long black hair hung half way down her back. She was dressed in a lovely red kimono style mini dress with what looked like intertwined golden dragons embroidered across the dress.
As I watched them kiss passionately, their tongues darting and flicking into each other's mouths and arms wrapped around each other, I realised the dragons were in fact naked girls sensuously entwined and in the throes of passion. The Asian girl although shorter than Fiona was obviously the dominant and she orchestrated their movements, her hands roaming over Fiona's perfect breasts, kneading them and rolling and tweaking the nipples between her fingers, bringing gasps of pleasure from Fiona.
The girl broke their kiss and she took Fiona's nipples between her lips and sucked them deeply into her mouth. She teased and flicked at the nipples with her tongue. I could almost feel the girl's lips around my nipples, and I felt myself become aroused as I imagined her licking and nibbling my now erect nipples. I felt her breath and the wetness of her tongue as it slid over my aching nipples. Fiona's nipples were now clearly jutting out with excitement and the Asian girl took the left one between her teeth and bit quite hard. Fiona's head rocked back with her mouth open in a silent scream of ecstasy.
With her mouth still enveloping the nipples the girl moved her hands down to part Fiona's thighs and her long, slender fingers begun to stroke and probe Fiona's shaved pussy. I could see everything so clearly as the fingers parted the pussy lips and began a slow rhythmic movement in and out. It felt as if my fingers were now sliding in and out of Fiona, one finger, then two, slipping in and out of that moist tunnel. Fiona moaned, or growled really, the sound coming from deep within her as she writhed and shook, completely at the mercy of the other girl.
Yet at this point, the momentum changed as Fiona began to take the initiative, placing her hands on the Asian girl's shoulders and pressing down so the smaller girl had no choice but to sink to her knees, her face close to Fiona's glistening pussy. The girl immediately set to work with her agile tongue, licking and flicking, slowly and then quickly, using her fingers also to help stimulate Fiona, who was now grinding her pussy into the face of the girl and making more animal noises from deep in her chest. I felt I could taste her pussy as my tongue became the one licking and sliding over her pussy lips and sucking her clitoris. Fiona's breasts were now heaving and she was breathing really heavy seemingly on the point of release.
The girl now broke away and stood up, to this point she was still clothed in the red kimono, but deftly unzipping the back of her dress, she let it fell away to her waist leaving her breasts exposed. I could see they were very small but with beautiful dark areolae surrounding the tiny nipples. Fiona immediately put her mouth to the girl's breasts, licking and sucking powerfully, moving from breast to the other and it was now the turn of this girl to moan. Unlike the deep animal sounds from Fiona, this girl was making smaller, higher pitched sounds more like a kitten mewing.
Fiona's movements had a grace about them, her muscles rippling gently beneath her dark skin, glistening with sweat. She seemed now to envelope the other girl, control had moved from one to the other, and Fiona now slowly dropped to her knees, kissing her way down from the breasts to the girl's belly button. Fiona reached around the girl and now fully unzipped the dress.
The girl took a step back and the dress floated to the ground around her feet. She flicked the dress away with one elegant foot and stood there in just a pair of silk panties that matched the deep red colour of the dress. I watched as Fiona reached out and pulled the panties down. As she pulled them down the girl seemed to move her legs apart and out sprang a small erect cock.
I watched spellbound in my dream as Fiona began to run her tongue along the length of the cock, bathing the cock with the saliva from her mouth. She spent some time kissing and licking the shaft and then sucked the pair of balls into her mouth, and at this the girl mewed again and again with pleasure. Fiona took the cock into her mouth and with her right hand she massaged the cock as she worked on sucking and bathing the cock head. With her left hand she reached around behind and began to tease the girl's hole with her fingers. In my dream it was I with that pretty little cockhead in my mouth. I could feel it become harder and harder in my mouth as I moved my head up and down, loving every sensation as the girl became more and more aroused.
The girl, assaulted from in front and behind was now totally subservient to Fiona. It was at this moment that almost as if at some signal between them Fiona let go of the girl and moved from her knees to all fours in one fluid movement. The Asian girl immediately dropped to her knees moved forwards and drove her cock into Fiona's pussy. It was as if it were some well rehearsed ballet movement so quickly and gracefully did that take place.
The girl began to pound into Fiona as both girls were locked together. Fiona was driving her pussy backwards to meet the cock and it was only a few seconds before they both came together and as they did I looked down to see that was my cock that was now pounding into Fiona. I felt her pussy tighten around my cock and as I drove deeper and deeper into Fiona I could see that I now had a pair of breasts bouncing around on my chest and I screamed as I came, pumping and pumping my cum into her pussy...
I jerked awake, feeling so startled yet so thrilled at that final image of me as a boy-girl fucking a beautiful girl. After that I slept fitfully, half afraid yet half wanting to be back in that dream. I must have dozed off again because I was woken by someone shaking my shoulder and saying, "Wake up, Jamie. You've slept long enough."
I struggled to regain consciousness and for a moment couldn't work out where I was. Then reality rushed at like a Tsunami as memories of the previous day and my humiliations came flooding back to me. I rolled over and Vanessa was sat next to the bed on one of the chairs in the room. She was dressed in a severe looking black dress and her long blonde hair, normally worn loose, was pulled back into a tight bun. In my fragile state of mind she looked frankly very scary. She lit a cigarette with a small gold lighter, and inhaled deeply. She blew the smoke out to one side and crossed her legs, leaning one elbow on her knee as she continued to smoke and look at me.
"Well," she eventually began, "I need to get a few things straight with you, Jamie"
"What do you mean?" I managed to croak, my mouth feeling like a piece of well used carpet.
"I have to decide what to do with you, for one," she continued.
"Do with me? What do you mean?" I practically squeaked this.
"Listen carefully, Jamie. When I first saw you at the bank, I knew what you were and I thought I could have some fun with you. I sent you that Ladyboy quiz to see if I was right. Of course, I was right and I only had to bait the hook and you practically jumped right onto it." I opened my mouth to protest.
"Don't say anything, we both know now exactly what you wanted so shut up and listen to me." I decided to shut up and listen, although I didn't think I had much choice.
"You went right for it, so much faster than I had ever imagined. I knew I had tapped into something in you that was ready to emerge. Given the right encouragement you found your true self that had been lurking beneath the surface. You didn't just find it, you rejoiced in it. You let yourself be free to express your dreams and fantasies, to go where your deepest desires would take you. It's a liberating experience, Jamie. It's a chance that's not given to everyone, and even those that get the chance don't always take it, Jamie"
She paused to light another cigarette. My head was spinning and I still wasn't sure where this was going, but I thought it best to stay quiet.
"I admit I used you yesterday to produce a film with you and Fiona that will make me some money on my website, but I thought that's where it would end. I'm sorry about the little bit of exploitation, but don't tell me you didn't enjoy it, Jamie"
I didn't trust myself to find my voice so just shook my head.
"OK," she pressed on, "I have an offer to make you. One that will, I think, help you forward to your next level of enlightenment. I have to explain that I run a few businesses in what is loosely called the sex trade. One is a website where we feature films of young men being feminised and fucked, not to put too fine a point on it. That's what yesterday was about; you were filmed at each stage of your feminisation and the party you had with Fiona. She's very talented an all sorts of ways. But, anyway, back to the point. That film will make me a lot of money if we release it."
"What do you mean, if?" I had found my voice again just in time.
"I also run what we will call a high end personal companion service. We offer very wealthy people a specialist service of providing companions that match their precise needs. "
"An escort agency" I blurted out.
"Not at all," she spoke quietly but with a little steel in the voice. "Any fool can run an escort agency; we offer a very different experience. You'll just have to trust me on that for awhile. Anyway, it so happens I have several clients who ask me for a particular experience that up to now I have not been able to provide." She paused again and looked at me sideways as she blew smoke towards the ceiling. I had a sinking feeling that I knew where this was going.
"Let me put this to you, there are men out there who would pay a lot of money to be with a very attractive boy who looks and acts like a girl. I think you could do this very well. It would make both of us a lot of money, and I think would allow you to continue the journey you have started" "And if I don't want to?" I was croaking again.
"That would a shame, but if that's what you want then so be it. I will release the film and you can go back to your balls achingly tedious job at the bank. I have to warn you, though, that copies of the film and certain photographs we have of you might just leak somehow."
"Fuck, that's blackmail" I screeched.
"Harsh word, blackmail. I would never use it myself," she stood up, grinding the cigarette out on the floor. "I will give you 24 hours to make up your mind. I hope you make the right decision, Jamie sweetie."
She strode across to the door and paused as she got to the door, "I think Fiona wants to come and see you again. She has quite the thing for you." She closed the door and I heard it lock behind her.
"My God," I thought, "What have I got myself into?"