Naughty Boy by Cathykay
Part 1
I arrived at the hotel late on the night before the conference started, and pretty much jumped straight into bed. I was looking forward to the next day - not the conference but the opportunity to spend a night in a strange town - so I threw my suitcase on the bed, whipped out my new pink baby doll, washed and brushed myself and settled into bed with the reading light on. I teased myself, for as long as I could, occasionally getting up to watch myself in the mirror as I half dreamed about the things I was reading about being done to me. Rough hands running up my thighs, exploring my crevices and lines, all while my cock got stiffer and stiffer and as eventually the front of my baby doll was dark with precum.
I must have fallen asleep with the light on, and I must have had a dream, as I woke too late for breakfast, my nightie stuck to my belly with my creamy sperm. I did not even have time for a shower so I tore off the flimsy pink silk, pulled on a fresh pair of knickers, my suit, and ran to the conference. The meetings ended at six, and after a drink, people started to leave. I had another night, so I had another drink, and feeling flushed and excited went up to my room. To my horror, everything had been tidied!
The maid service had been, and all my clothes were neatly folded and stacked on the dresser. I picked up the nightie to stuff it in my bag. It was still wet and a terrible mess. What could they have thought was going on? I screwed it up into a ball, and opened my case. Inside was a folded piece of the hotel stationary. 'Naughty Boy' was all it said. I tried to think - should I leave and avoid embarrassment? Was I doing anything illegal? Could I be prosecuted or thrown out? Should I expect a discrete visit from the manager? I felt sick and did not feel like going out on the town anymore.
I was nervous anyway at waltzing through the lobby as I dress tarty at the best of times. I started to run a bath, and decided I would just have a room service dinner and entertain myself before leaving early in the morning. I was washing my hair when she must have used her pass key, and slipped in. She opened the bathroom door, and so when I opened my eyes, which stang with soap, she was standing tall in her maid's outfit, watching me. 'Well then, you have a secret, don't you?' I did not know what to say. 'Get out of the bath, its time to get dressed, and get to work. I stood up, and despite my concerns my cock was swelling to its full length, red from the hot bath water. 'Ooh that is going to be difficult to hide isn't it? Well I have come prepared. I walked dazed to the main room, where she had laid out my best clothes, all white suspenders, stockings, corset and G-string, with a pair of french knickers to go over these, to hold me in and make me look as feminine as I could. I dressed in front of her, and she tightened up my corset more than I had ever managed, giving me a tight little waist, pushing a bust into the corsets and flaring out my behind. Next she told me what was going to happen.
She had bought a maid's uniform, and she was going to watch me as I dusted and cleaned the rooms - and served the clients, she added. I slipped into the short skirt, the tight black top and apron. I had no shoes, so I stood before her in my stockinged feet, for inspection. Make Up! She watched me clumsily apply my lipstick and blusher. I have never been good with makeup, but lipstick turns me on, so I am never without it. Is that the shade I saw all over your lovely pink nightie? How did that get there you little tart? Sucking your juices off the nice soft silk, were you? Finally I stood before her, and she fussed and tugged and pulled, until I looked respectable.
Now, we are going to be cleaning the rooms of a special client of mine, who likes to watch, so be a good little girl and he might treat us both. Remember you are cathy - yes I know your name too and you are a new girl but no mistakes or I will punish you.
It all seemed unreal - who wanted their room cleaned at night? We marched into the corridor. Don't worry about the key. I will let you back into your room when we are finished.
Not for the first time I felt totally dominated by this woman. I looked at her as we waited for the lift. She was tall, blonde with short hair, and handsome rather than pretty. She was not looking at me as we entered the lift, and she pressed the button for the top floor. Do what you are told, don't speak, don't look him in the face, don't cry, don't whine. You are a servant. We stepped out of the lift straight into the most lavish suite I have ever seen. It was immaculately clean, but after introductions - I was the new girl - we started to dust and polish. I worked as hard as I could, and soon worked my way around the room, closer and closer to the old man who was watching.
Well cathy, he said, what a hard little worker you are. Perhaps you would like a rest. I did what I was told, and followed him to the settee he pointed out. He passed me a drink. I realised I was busting for the bathroom, but did not dare speak. I gulped down the strong tasting spirits, and waited for my next instruction. As I was looking at the floor, I heard rather than saw him approach with his stiff but wrinkled cock out and tried not to move as he pushed it past my red lips into my mouth.
Part 2
I hardly had time to react as he thrust his cock into my mouth and past my gums and tongue and down my throat. He did not want to be sucked, he wanted to fuck my mouth, to fuck my pretty face. If I had dared to scream, I was not able as he very quickly started to bang at my face, as if he were raping an old tart as quickly as he could before she could complain. Within seconds the banging of his wrinkled balls against my chin got faster and his thrusts deeper and quite suddenly he fell forward, toppling me over backwards as he came in my face, shooting red hot spunk that I could feel as it sprayed into my stomach.
As he came, he shivered and pulled out of me so fast that I began to gag, but he pulled me up with him. For an old man he was strong, and I was still too shocked to say anything.
He turned to my mistress 'She is dull' he said. I did not know whether to be insulted or not. I had not had the time to give him a blow job - I had had my mouth raped instead. 'Maybe she fucks better - this time she can do all the work - I am an old man'
I looked at my mistress for instruction.
'Take him into the bedroom, and make love to him' she told me in a way that I did not want to argue with.
I have slept with many men since my first when I was 11, but I did not know if this one was expecting a man or a woman. I have fantasised for my life about being able to fool a man into making love to me as a woman, and If I was in charge, then maybe this would be my chance - if he knew my secret then that was good, and he would be pleased and I would be free to go - if not then I would have to be very very careful. I thought about my prohibitions - not to speak, not to look at him - I thought about the way I was dressed, I realised how dark it was, and in the bedroom as he led me in, I switched the light off.
My first task was to get him hard again. In the dark I lay him out on his back, and began to kiss his chest, quickly moving my lips over the middle of his belly to where I could smell the strong odour of cum and lipstick, an aroma which quickly made me very very excited myself. When I was younger, I used to get though a tube of lipstick a day as a very very kinky lubricant - it also made for a lot of laundry, but tasted divine when I used to take the mixture of my own cum and ruby red cosmetic from my own penis.
On him it was just as sexy, and I carefully tasted every fold every nook and cranny of his cock, which stirred and soon must have been ready to explode again. I let my hand rest over his swollen glan, and moved my attention to his anus, licking at first around it and then darting my tongue to the centre of his brown hole. As I did, I began to move my hand up and down gently, enough to encourage pre-cum to spill over my finger.
Taking this and my own saliva I worked my hand round to my own hole and began to lubricate myself. His cock was not too big - or at least not as big as some things I have had deep inside me, and I hoped he would think I had a nice tight pussy, rather than a well-worn ass.
He groaned as I lifted my body away from him, and then facing him began to sit down over him - in the half light I could see him smile, even though he was determined not to show me he was pleased if he could avoid it - I was very very pleased with myself - with my skirt lifted and knickers to one side he watched in the half light as I pressed my hole, open as I could manage, over his cock, which slipped in like a knife into butter - he was beginning to come already which made it easier, and I was in control - he would not see my cock which I had managed to twist into the front of my suspender belt so it would not surprise anybody.
I did all the work, moving at first slowly up and down his pole, and then as fast as I could pushing myself lower and lower into him, until I could feel him touching every part of my insides - as he came he shivered again, and his knees rose, and I tipped onto him - he thrust a tongue into my mouth and I felt my self suddenly coming myself.
It lasted forever, and felt as though I were disgorging my cum and as well the spunk that had been pumped into my belly and was now shooting into my ass.
'What!'
He pushed me away - ran to the wall, switched the light on and turned to me like a fury - I must have looked a state - I had reached for my own cock to finish myself off, and as he turned the last hot white sticky come was falling onto my thighs, and through my fingers, while my ass dripped his come, and lipstick made a trail from my lips down my chin to my neckline.
'Bitch - Bastard - You are a man - I fucked a man - I will teach you a lesson' To be continued?
------------------------------------------------------------------------ Let Cathykay know what you think - I am unshockable - so e-mail me at Cathykay - and please, if it's not dirty enough for you, if you are wondering when cathy is going to get pissed on and gangraped, then send your suggestions to me as soon as you can!