Apologies for the late arrival of Part 2. A few personal problems prevented me working on the story. Hope you like it anyway. Helpful comments always welcomed to nikkie_silk@hotmail.com
Jamie's Descent Part 2
By Nikkie
"Baby, that's so wonderful. Suck my monster, wrap those lips around that cock." Vanessa softly encouraged me and her hips began to move quicker and the dildo moved faster in and out of my mouth.
"Look at me Jamie baby," she said and as I looked up there was the blinding flash of a camera. "Just a little insurance baby. Not that I think I'll need any now, do you baby?"
I was too far gone with lust and desire to even register the question let alone give her any answer.
"That's it, baby," Vanessa purred as she snaked her hips forwards and back, gently sliding the strap on in and out of my mouth. I could no longer think rationally as any self control I still had slipped away and I fell into a trance and with my eyes closed, I sucked the rubber phallus in and out of my lips.
"Baby, you love this don't you?" Vanessa's voice took on a hypnotic tone, gently encouraging me to take more and more into my mouth. "This is what you want, isn't it? You want to be a cocksucker don't you? This is what you've dreamed about, baby. This is what you were born to do."
She placed her hands around the back of my head pushing me deeper and deeper onto the strap on. I gagged as I took nearly the whole length into my throat and she relaxed a little to let me recover and then continued her penetration of my mouth.
I couldn't describe what I felt as I knelt in front of my office supervisor, my nose buried in her crotch sucking on the large black strap on she was wearing. I felt shame, certainly, and fear mixed with a sexual arousal so strong it was scrambling my senses. From somewhere deep in my brain came faint messages of alarm and warning. The rush that flooded through me as I gave myself to the woman I knelt before instantly swamped these feelings and I felt my self-control sliding away. Incredibly, I felt my cock rise and harden and I knew I had lost the battle with my last remaining inhibitions.
How had this happened to me? At this moment I neither knew nor cared as I greedily licked and sucked the rubber tool in my mouth. I had never done this before but it seemed so right, so natural. How could something that felt so good be wrong? Vanessa was right; I was born to do this. How had she known? How had she seen right down to the depths of my soul?
Vanessa took her hands from the back of my head and slipped the strap on out of my mouth. I swear she could see the disappointed flash in my eyes as the object of my worship was removed. I felt lost without it's presence in my mouth.
"Don't worry, baby. If you liked that, it won't be long before you feel the real thing."
Vanessa replaced her finger in my mouth and I heard myself sigh as I sucked it gently and gratefully between my lips.
"Jamie, things will begin to change for you now. If you don't want your colleagues to see the pictures I took posted on the company intranet, then you will do as I say without question from now on. Do you understand me, Jamie?" Her tone became sharp and she lifted my chin with a finger and locked her eyes back onto mine. I could not resist this woman who seemed to see right through to my darkest desires.
"Do you understand me, Jamie?" she repeated as she lowered her face to mine and I could not tear my eyes from hers. I vaguely knew that this was my last chance to regain control. But her eyes burned into mine and I felt any remaining resistance dissolve away and I nodded my head.
"Ye.. yes," I managed to croak.
"Yes madam!" she barked straight into my face. "From now on when others are not around, you will call me madam. Is that clear?"
I swallowed and nodded again.
"Say it," she snapped.
"Yes, madam," I replied, realising just how much my jaw ached from the sucking I had given the strap on.
"Good, very good, Jamie. Now I want to repay you for what you did earlier. Stand up."
I climbed gingerly to my feet, my legs trembling from what had happened. Vanessa took my arm and led me to the armchair that sat in the corner of her room.
"Sit, Jamie" Her tone of voice was all I needed to make me sit down sharply in the chair. Vanessa quickly knelt in front of me and she undid my zip and belt with practised hands. She reached inside my trousers and she felt me harden straight away.
"My, my, you did enjoy that didn't you, you little sissy." Vanessa smiled as she spoke and her tongue slid across her lips. The way she said sissy made me shiver with fear and anticipation.
"Watch, feel and learn, Jamie. I promise you will enjoy this."
Her head dropped into my lap and she took me into her mouth so quickly and so deeply I thought I would faint. I looked down to see her head bobbing up and down on my engorged cock and I could feel her tongue swirling across my cockhead. I moaned with pleasure as she reached up with one hand and stroked the base of my cock as she licked and sucked the head. I had become so aroused I knew it would only be seconds before I came. My body tensed as I felt the pressure build deep inside me and my cock grew even harder. Vanessa sensed the climax and closed her mouth around my shaft. I jerked clear off the chair and came as I had never come before and I moaned as the cum flowed from my cock into Vanessa's mouth.
She took the load into her mouth and with lightening speed rose and kissed me on the lips, forcing her tongue between my teeth and transferred the cum into my mouth. Before I could react, Vanessa had clamped my mouth shut and I swallowed automatically. I opened my eyes wide as I realised what she had done and I began to struggle. She slapped my face hard and I stopped moving, shocked into immobility.
"Jamie, that's only the first of many you will swallow, so get used to it." She rose and picked up the camera, snapping more pictures of me as he sat, now mentally and physically exhausted on the chair.
"That's enough for today my little sissy," Vanessa almost whispered almost tenderly. "From tomorrow, you will be promoted to the role of my personal assistant and you'll sit outside my office. I would advise you to accept this new role...unless, that is, you want pictures I took of you tonight to end up in everyone's e-mail."
From somewhere I summoned the wits to nod. That wasn't enough for Vanessa, who said, "Say thank you properly, Jamie."
"Thank you madam," I responded, my eyes downcast in abject humiliation.
Vanessa turned to her desk and took from something from a drawer. "Jamie, my little sissy, I want you to start wearing something suitable for your new status. These will do wonderfully, I think." Vanessa handed me a pair of lace panties. I felt my face burn as I realised what they were.
"Oh, so sweet.. I love it when you blush, Jamie it makes you look so shy and innocent. Yes, that's the look we will go for – sweet and innocent by day and a cocksucking sissy slut by night."
I blushed again as I realised how much I liked the sound of that.
"I'll see you at 08.30 tomorrow morning and if you're not wearing those panties I will be very, very angry." Vanessa stood there with her hands on hips. "Now, shoo and go home you silly little girl. I need you fresh for tomorrow."
Vanessa turned to the mirror on the wall and retouched her make up as I left her office, but I don't think she meant me to see her smile and wink at the mirror as I closed the door.
I don't know how I managed to get home that night. My mind was reeling from the sensory overload I had gone through that evening. I stumbled back to my tiny flat and I collapsed on the bed. I felt tears of shame prick my eyes as I remembered how Vanessa had humiliated me. She had made me kneel in front of her and suck her rubber cock, and I had not put up much of a fight. I was a pathetic snivelling little excuse for a man.
The bitch, the bitch, the bitch. I said it over and over. Well I would show her. If she thought she could do this to me she could think again. I just wouldn't put up with it. I would leave. I would resign and just leave the company. What could she do?
I had made my mind up to just not turn up the next day when I put my hand in my pocket and found the satin panties that Vanessa had given me. It was true they were the loveliest shade of peach and the lace trim felt exciting as I ran them through my fingers. I turned them over in my hands and I looked at the label - La Senza. I had often stopped in front of the La Senza shop in the shopping centre and I remembered how turned on I had felt looking at the beautiful lingerie in the window. Without thinking I brought the panties up to my face and rubbed the satin over my skin. It immediately made me remember how I had felt on my knees sucking the strap on and I felt a frisson of excitement as my cock betrayed me as it twitched and hardened at the memory of what I had done.
It wouldn't do any harm just to slip them on, I thought. I'm not going through with this so I'll just see what they feel like. I stripped quickly and stood looking at myself in the full-length mirror in the bedroom. I had never been exactly an athletic type of guy but I had pretty good muscle tone and had looked after myself pretty well. I ate the right things and hadn't gone to fat like my brother.
I looked down at the scrap of material in my hand and I felt my cock twitch again. I looked in the mirror and watched as my cock began to grow before my eyes. I bent down quickly and put one foot and then the other into the panties. I pulled them up my legs and the satin and lace fluttered over my skin, sending shivers through me. He I gasped as I pulled the panties up to my waist and as the panties cupped my cock and balls I felt my knees turn to jelly. The satin and lace felt so light and cool – yet it held me so delicately.
I turned and looked in the mirror and fell in love with what I saw. My ever-stiffening rod tented the panties out, but I though they made me look so pretty. I did a little twirl and looked over my shoulder and my bum filled the panties just so. I had kept my hair long for as long as he could remember and wore it normally tied back in a ponytail. I now shook the hair free and it tumbled down over my shoulders. I shook my head and the hair moved free, my whole body seemed to soften before my eyes. The angular lines of my masculine body blurred before my eyes into soft and gentle curves.
I was now fully erect and as I ran my hands over the satin covering my bum I shivered and moaned aloud as I felt the material slide beneath my fingers. I closed my eyes as my hand moved to my cock and I began to stroke. I felt harder than I had ever been before. My cock felt like a rod of steel. My breathing shortened and I opened my eyes just in time to see my cock spurt for the second time that night. It was as if I were watching someone else in the mirror as I saw the half man half girl touch a finger to the cum stringing from the oddly familiar figure's cockhead and lift it towards their lips. I stared as I saw the figure in the mirror lick the cum from the finger, smile back at me and suck the finger deep into his mouth.
I knew then that I would be at my new desk at 08.30 sharp the next morning.
I had half expected Vanessa to be surprised when she turned the corner and saw my sat at the desk outside her office the next morning. However, she merely nodded to me as she walked up to my desk.
"Good morning, Jamie. How are you this morning? Did you have a good evening?" she asked without even a trace of irony.
"Yes, thank you," I replied, equally deadpan. I looked around and as we were the only ones in, added, "Madam."
"Jamie, very good. You will do very well in this new job I think. Now come in to my office we need to organise the day's work."
I hastened in behind Vanessa who closed and locked the door. I stood in the middle of the office as Vanessa circled me, looking me up and down several times in a frankly disconcerting way.
"Yes, there are a few things we can start to work on straight away," she murmured to herself. "But first, did you do as I asked, Jamie?"
She stood in front of me and looked me straight in the eye, unzipped my trousers and slid her hand inside. She nodded in approval as she felt satin and she squeezed my balls until I squeaked in protest.
"Good, Jamie. A very good start to our new relationship. By the way, you will be required to work late tonight so break any plans you have for this evening."
"Yes, madam," I wondered just what kind of work she had in mind.
Vanessa walked behind me and took off the plain elasticated band I used to tie my hair back. She pulled my hair back and replaced it with a salmon pink scrunchie. This time though the ponytail was fixed at my eye level; much higher than I usually wore it. I moved my head from side to side and I felt the pony tail swing gently behind me.
"It will make me look like a girl," I whimpered.
"Don't be silly," she said, "If David Beckham can wear it like this, so can you."
I had to admit later as I preened in front of the mirror in the staff cloakroom that it did look good on me. It seemed to make narrow my face, make my cheekbones more prominent and my eyes somehow larger. I frankly quickly got used to the swing of the ponytail as I moved my head and soon I had forgotten it completely.
The day flew by and it was obvious that my new role wasn't that demanding and I wondered just how Vanessa managed to get away with doing so little work. She had gone to a lunch meeting that had lasted 3 hours and she had arrived back looking a little flushed. I thought I could smell drink on her breath.
The biggest problem I had to deal with all day was hiding the erections I was getting from wearing the panties. Five o'clock came and the rest of the office staff departed leaving Vanessa and myself alone in our part of the office. About six, Vanessa asked me to come into her office. I again stood in the middle of the office as Vanessa walked around me. She reached up and took off the scrunchie from around my hair so that it fell around my shoulders. She looked closely at my hair and pulled a face.
"We'll need to get your hair cut properly, it's a disgrace. Luckily it's long enough to do something nice with," she moved away from me and sat in the chair I had sat in when she blew me last night. I couldn't help but tremble with the memory.
"Take off your clothes but leave the panties on," she ordered. I obeyed and stood there feeling very embarrassed, not knowing what to do with my hands, and I ended up holding them across my chest, just as a girl would do to cover her breasts I realised.
"Jamie, your training started very well last night and will continue this evening. Tomorrow you won't need to come in to the office, as I have made you an appointment with our company doctor for a medical as well as a visit to the hairdressers." Vanessa moved over to the office window and closed the shutters so that no outside light could get in.
"Yes madam," I began to worry what would happen next.
Vanessa handed me a small box. "I want you to wear this at all times."
Inside the box lay what looked like a small gold chain. "It's called a slave bracelet. You wear it around your ankle."
I looked closely and there was a tiny inscription `Sissy'.
"What's it for?" I asked. Innocent or stupid? I don't know even now.
"You don't need to know, just make sure you wear it all the time, is that clear?" Vanessa's tone was sharp and I quickly bent over and fastened the bracelet to my ankle. She took the opportunity to slide her hand over my satin covered backside.
"So smooth," she whispered to herself.
Vanessa reached into a desk drawer and held something behind her. She moved behind me and she asked me to put my hands behind my back. As I did I felt a sharp pain as my wrists were cuffed together.
"What the hell?" I said, startled.
Vanessa gave me a smack across my bum with something hard and I yelped. "Next time you swear at me it will be ten across your arse," she growled. "I promise you will not get hurt if you behave yourself. This is part of your training and you must learn to trust your mistress, is that clear? There is no pleasure without some pain but if you do well then the pleasure will truly outweigh the pain."
Chastened, I nodded. "Yes madam."
"Now, I am going to turn the lights out and it will be very dark, so don't be frightened." Vanessa moved to the door, locked it and turned the lights off. Immediately, the room was plunged into absolute blackness. I could see nothing at all, and despite the warning I became very nervous. Almost naked, handcuffed, in total blackout; who wouldn't be nervous?
I suddenly sensed a new presence in the room. I couldn't see anything but i knew there was somebody new in the room. I opened my eyes wide but I could see absolutely nothing, but I sensed someone moving around me in the darkness.
"Who's there?" I croaked.
"Silence!" a male voice commanded.
I almost jumped out of my skin as I felt a hand glide across the back of my panties.
"Be still!" the voice ordered. This was not a voice to argue with for sure.
The hand stayed where it was and began to gently rub to and fro across my bum. I began to feel aroused as it relentlessly kneaded my cheeks. I felt a second hand brush across the front of my panties. This hand began to rub my swelling cock through the panties and I thought I would faint with the sensation that was being generated. My knees began to wobble as I struggled to contain the feelings caused by the attack on my front and rear. The hands now moved inside my panties and I almost could not cope with the waves of pleasure that surged through my nerve endings. I whimpered with ecstasy as a finger slid down between my bum cheeks and probed my anus at the same time as my cock was being stroked vigorously – whichever way I moved it seemed to intensify the pleasure I was feeling. The darkness was no longer frightening; it produced a sense of isolation in me that added to the erotic quality of what was happening to me.
Suddenly, the hands moved away and I stood there panting, desperately wanting the climax I had been heading towards. A hand pushed me to my knees and I almost fell over because of my cuffed hands. The man moved in front of me and I felt my nipples twisted and tugged by strong fingers. My nipples had always been sensitive and I almost fainted as they stiffened with the man's assault. The hands moved to the back of my head and as I felt my head pulled forwards, I instinctively jerked back.
"Do not resist me! " The voice hissed out of the darkness.
The pressure continued and I felt my head slowly move forward. Something brushed against my lips and I gasped aloud as I realised what it was. The man's cock felt warm against my lips – totally unlike the cold unyielding rubber of the night before. Almost with a life of it's own my tongue pushed its way out of my mouth and flicked out to touch the cock. I was rewarded with a soft "Aaaahhh" from the man. I continued to explore with my tongue as the man held his cock in place. The cockhead felt like velvet to Jamie as my tongue lapped and slid across the surface. The man pulled again at the back of my head and I opened my lips and allowed his hard cock to enter my mouth.
This felt completely different from the previous night. Then the phallus was cold and lifeless; a pathetic substitute for the object I now held between my lips. This was the real thing. I could feel the veins standing out from the surface and felt the cock twitch as it slid deeper into my mouth. I could feel the heat and I could smell the man's odour as well – an aroma of pure masculinity. Although this was the first time I had ever held a cock in my mouth I remembered what Vanessa had done last night and began to move my head up and down the shaft. I gagged once or twice, and the man sensing my inexperience pulled back to allow me to recover. Once, I brushed the cock with my teeth and the man hissed in anger. Despite my inexperience I quickly found a rhythm and slid my mouth along the length of the shaft, once feeling my nose graze the man's pubic hairs. Despite my lack of skill the man moaned once or twice so I guessed I was doing OK.
I began to feel I was dreaming. As if in an out of body state, I felt myself rise above my body and look down on the scene below. I saw myself, naked except for a pair of satin panties, kneeling with my hands bound in front of a tall well built man. The man had his hands round my head and he was pushing his large hard cock in and out of my mouth. I watched as the man tensed and approached his climax, moving his cock faster and faster as the moment of release approached. I heard the man gasp and saw his knees sag slightly as he came and I watched with detached fascination as the man climaxed. I saw myself suck the cum eagerly from the man's cock and swallow greedily. I watched as the man withdrew his cock, saw him wipe his cock casually across my face and saw myself smile as I licked my lips to collect the last of the cum that had spilled from my mouth.
I had found my destiny.