Billy {closed}

[Cosmic Knight]

OOC
Billy was a 24 year old, 5 feet ten tall white male, with brown eyes,and wavy black hair.
But, Billy had a secret, a secret that had made him a very shy and introverted man. He had been born with only one testicle, the doctors assured his mother that this would not be a problem, but Billy had other thoughts on it.


IC
Billy Winston sat waiting, for it was the day that the new owner would arrive. Old Mrs Lebowski had died in January, and the estate lawyers had sold the property. Billy hoped that as nice as the old owner had been, that the new owner would be maybe a Georgia peach, and not a prune.

The rambling old house, in its own grounds, was where he, Billy, was the live-in gardener/handyman. He had twice been assured that his position was safe, but still he worried.


Billy`s father had left when was 6 months old, and his mother, a very domineering woman, turned to drink. She had died a couple of years ago, in a drunken stupour, but not before leaving her mark on her son. Forever telling him that he was incomplete, and that no woman would ever want a man with only one ball.
And then there was the nicname, that had happened when Billy was 17, he had been on a date with Debbie, and was desperate to lose his cherry, but she would have none of it, although she did agree to a blow job. She took out Billy`s seven and a half inch fat cock, and was quite happy, sucking and licking it, Billy was in heaven, until she cradled his sac.

She lifted her head in astonishment, looking at him and asking,

"You dont have two balls Billy, just the one?"

Billy nodded, while trying to push her head back to his cock.
Debbie burst out laughing, as Billy almost cried.

"So you are Billy-one-ball, oh my God, wait till they hear this at school."

Needless to say, Billy lost his erection, and the date was over, the nicname stuck to him like glue, and he retreated inside himself. No woman had ever seen, or touched his cock since then, Billy masturbated, daily, to porn books, movies, and thoughts within his head. He had thought about going to a hooker, but the shame of his disability, as he saw it, stopped him from doing so, all he could do was dream.

And all that he could do was to wonder, what she would be like, this new boss of his?

 

[Stephanie4play]

5 months it stood vacant, attended only by the live-in caretaker. Veronica Sinclair stood outside the front door with her suitcase after her 2 year search for the perfect piece of property. She was a slender 5'10" 33 year old curvaceous brunette with hair that curled down and flickered against her perky little bum.*

The huge old house and it's surrounding property had everything she dreamed of, big yards, gardens, an old vineyard of table grapes, an orchard of various fruits. The house itself had already been fully renovated within the last two years and modernized to the extreme. It was a turnkey, beautiful old southern estate manor with a wrap around porch and a master balcony overlooking beautiful stonework pool in the back.

Veronica had secretly been dreaming of that pool for two weeks and had specifically showed up a day before the movers just so she could lay quietly and sunbathe in privacy. She wanted nothing more than a summer morning dip and a glass of chilled white wine.

The only hitch in her plan was the caretaker. She had never met him, and knew only that he was young, quite skilled, and shy. He lived in a small house on a far corner of the property and had been notified that she was to arrive today. Well, she thought, good help knew they were to be seen and not heard. Her last maid had been a champ at it, with the exception that she seemed to know everything that went on.

She unlocked the door and went upstairs to her newly furnished bedroom. She rolled in the new linens and smiled to herself. she was finally here. She popped open her suitcase and began to undress, letting her summer dress fall luxuriantly to the floor. She kicked her panties into a corner and flung her bra across the room. She was in heaven.

She donned a skimpy little black string bikini pushing her breasts into shape and straightening the g-string between her bum cheeks. She pulled her single glass and a bottle of chardonnay our of her suitcase and pulled the cork, pouring it and toasting the end of a long process in her solitude.

Last, she pulled out the huge towel she had brought just for this occasion and headed out to her new pool. The water was gorgeous. She set her glass down and jumped in, swimming out into the deep middle and treading water as she laughed out loud.

She floated on her back to the shallow end. The water felt perfect and as she lounged in the shallow water. She quickly quit caring about the consequences of being caught by a young shy caretaker and stripped off her bikini, placing it on the edge. She swam for a few more minutes enjoying the sensation of the water swirling around her body and finally she stepped out and taking her glass lay back on a chaise lounge facing the sun.

The suns bright heat beat down on her, warming her skin and turning her on. The wine had her feeling heady and her hands began to stray over her body, squeezing gently at her nipples and eventually one hand strayed between her legs. She played calmly with the folds of flesh, day dreaming of what it would be like to have a lover to share her new found paradise with. as the day rolled toward noon.*

 

[Cosmic Knight]

Billy.

The lawyers had phoned, to inform me that a Mr Veronica Sinclair would be taking posession of her new property today.
So, I busied myself out back, tidying the garden, and making everything ship shape. I had already cleaned the pool at 6am, and left everything as it should be. Not that the pool had been used much by Mrs Lebowski, maybe once a week she would swim a few lengths, but that was all.

I had only last week painted the six foot high fence around the pool, and the gate as well, that led into the garden, and, I was just about to start pruning the dead flowers from the rose bushes, when I heard it, first a splash, and then, a female voice, laughing. I walked across to the gateway leading to the pool from the garden, and opened the gate a fraction. I hoped that it was not squatters, or local kids even, messing in the pool, and no, it was not.

There was a woman in the pool, swimming strongly back and forth along its length. I knew straight away who she was, call it instinct, but this was Ms Veronica Sinclair, I was certain. Then she floated on her back to the shallow end, and I could see what a beautiful woman she was. Her skimpy bikini looked awesome, and the feelings came , the same ones I got when watching the movies, making my cock twitch, as it grew.

But it was not right, I realised that, she was my boss, not some porn actress that I could masturbate over, time and again. I walked away, returning to my chores, listening though, listening to hear her leave the water, and sit down. And if I did not hear her, the gate was still open enough for a full view of the water.

The next time I looked the pool was empty, and, throwing caution to the winds, I opened the gate, and walked towards where I guessed she would be sitting.

I started to speak when I saw her feet,

"Hello Ms Sinclair, I am Billy....."

Then I walked around her recliner, to look down at her, she was naked, and not only that, she had a finger inside, all I could do at first was to watch, then I realised this was wrong. I turned to leave, almost running, and I tripped over a tray with a wine bottle on it, falling head first into the pool, after banging my shoulder on the hard concrete path.


Ten minutes later, i could hear no splashing, and worked out that she was not in the water now, and probably relaxing by the pool. I knew that I would have to meet her soon, and this seemed as good a time as any. My jeans were noe on, my T shirt clean and fresh, and my muscled arms always looked good, due to the tan.

 

[Stephanie4play]

***Switching to first person, apologies.***

I was just beginning to to really relax, eyes shut, feeling the lovely warm sensation of the sun. I spread my legs a little wider and slipped in one finger and then another past my wet slit and imagined I had a lover taking me, fucking me slowly. My thumb flicked over my clit as I moved closer to the orgasm I so desperately needed.*

My orgasm was right at my fingertips when I heard footsteps running, a crash, and a yelp. Without thinking I stood up quickly, spilling my wine all over my towel and looked at the pool. My wine glass rolled, fell to the concrete and shattered around my feet distracting me from the intruder.

There I stood naked, bare feet surrounded by glass, wine soaked towel held in front of my body, barely covering my breasts, but thankfully covering my unsatisfied womanhood as as stranger flounders in my pool, coming up to the surface. Oddly the thing that pissed me off most the the stymied orgasm, my first (almost) in ages.

As the stranger surfaced, a young mans face came sputtering up and I knew right away that I was about to meet my new estate caretaker. I did my best to cover my breasts and figure out how to walk out of there, but I was stuck.

As the sputtering man caught his breath I spoke my mind. "I guess a little privacy was too much to hope for. Who are you?"

 

[Cosmic Knight]

I soon surfaced and looked around, I could see the naked lady, trying to cover herself, as she looked at me, and I moved to the steps of the pool, noting that my arm hurt like hell.

"I guess a little privacy was too much to hope for. Who are you?"

I looked up at her, feeling very foolish, and more than a little embarassed, and I averted my eyes, just a touch, so that I was not staring at her.

"I err am Billy, erm Billy Winston, I look after this place for the owner, gardens, pool, maintenance. She was due to arrive today, and well, I guess you did."

I could not tell her that I had seen where her fingers were, and I had to think on my feet.

"I heard you swimming, so I came across to introduce myself, but before I could get there, I tripped,"

I pointed to the floor

"on that tray, and then I banged my arm as I fell into the pool. I am sorry Ms Sinclair, I did not mean to alarm you, please, dont fire me for this, it was an accident, and I didnt see anything."

I saw the look on her face, and she knew then what I had seen, quickly I climbed out of the pool, and saw the broken glass around her feet.

"Shall I get a brush or something to clean up, or would it be quicker for me to lift you up, and over the broken glass?"

I just stood there, with water dripping off me, as I waited for a response.

 

[Stephanie4play]

So it was Billy the Caretaker after all.

"I didn't see anything."

The second I heard that I blushed, realizing that he had seen me touching myself. What a great way to meet the help. I rolled my eyes as the young man kept stumbling over himself to apologize. Truth be told, he was kinda cute in his humility. I almost felt bad for him.

He continued, "Shall I get a brush or something to clean up, or would it be quicker for me to lift you up, and over the broken glass?"

I almost giggled. I bet he did want to pick up his new boss in all her nakedness. He looked so helpless, soaking wet, embarrassed and ready to do anything to get out of the jam he was in.

I looked around me. There was no escaping this glass. My clothes were upstairs, my flip flops were out of reach. I sighed, "It's alright Billy. It's nice to meet you." There was no chance of recovering from this other than to act cool. "Don't worry. You're not the first man to see me umm... naked. And hopefully you won't be he last." Where did that come from? *I thought, way to look the slut!*

Then another thought hit me. He was the one who snuck up on me and ruined my fun. Let's see what this shy boy can handle.

"I'll tell you what. You're soaking wet and I don't want to stand here naked all day. I don't want you dripping on my carpet, and you're the only one who can help me. Why don't you just strip your cloths off and go in the house and get us two towels, then we'll worry about the glass."

I sat down on the lounge chair an spread the towel over my lap, but at that point what difference was it going to make. He'd seen me masturbating, one more look at my tits wasn't going to make a difference. The least I could do was keep my other girl parts covered.

I didn't realize that the wine from the towel was dripping down my breasts until too late. The poor boy looked like he was going to die.

 

[Cosmic Knight]

"I'll tell you what. You're soaking wet and I don't want to stand here naked all day. I don't want you dripping on my carpet, and you're the only one who can help me. Why don't you just strip your cloths off and go in the house and get us two towels, then we'll worry about the glass."

It took a while for what she said to register, as I was too busy trying to hide my growing hard on, and to stop looking at her tits. Then I got the picture, I had seen her naked, indeed, she still was, and now, as my boss, she wanted her revenge.
She sat on the chair, and then I was mesmerised, watching little droplets, cascading down her tit, and to her nipple. My cock grew even more, and I knew now, that she knew also. I pulled off my T shirt, and dropped it, followed by my shoes and socks. I chanced a look in her direction, hoping that she was reading a book or something, but no, she was not, I figured that my stripping off was the major attraction right now. I tried to be a little outlandish, and stared at her as I unfastened the belt on my jeans. She ignored me, and did not look at my eyes, she seemed to want to look elsewhere.

I let my jeans fall slowly to the floor, and stepped out of them, my hard on now forming a large tent, right in front of my boss. I wondered was I going mad doing this, and risking being fired?

I hooked my thumbs into the wwaistband of my shorts, and then turned my back on her, as I slipped the sodden boxers off. Leaving them on the floor, I walked away from Ms Sinclair, and into the house, my cock was bouncing of course, but I was far too embarassed to let her see that.

I returned a couple of minutes later, with a towel wrapped around my waist, at least my cock was only semi erect now, and not so obvious. In my hands I held another towel, which I passed over the broken glass, to Ms Sinclair.

"I have an idea Ms Sinclair, I will use my wet jeans, to sweep away the glass, and make a path for you, OK?"

Damn but she had great tits, was all that I could think, as my cock twitched again. Without waiting for an answer, I picked up the wet jeans by the bottom of the legs, using the body to sweep asid ethe glass. It worked well, so I did a little more, with more effort.

And then it happened, my towel around my waist slipped off, I tried to grab it, dropping the jeans, and ended up just 2 feet from my boss, stark naked, with a raging hard on!

I was certain now that this was my last day on the job, it had to be, and I did not know what to say, I just stood there, looking at her, hoping against hope that it would be OK.

 

[Stephanie4play]

Shy. They said he was shy, and yet he dropped his pants almost immediately and had spied on me by the pool. This young man was far from shy, he was trying to get in my panties... If I fuckin' had some.

Well, All the moralistic employer requirements were out the window since he had been the one to peep on me, and here I was frustrated. I'd have been embarrassed if I wasn't pissed.

I had to admit, he was good looking, and his cock, once rigid looked delectably good sized. Maybe the perfect fit for... What was I thinking of his cock for, the last thing he deserved was that, but still, it would be a nice ending to a frustrating story to have it inside me.

Billy returned and handed me the towel, which I probably should have wrapped around myself immediately. and he commenced to sweeping the glass from beside me with his pants, and achieved surprising results. He managed to move the glass too, but it was when his towel hit the ground that I knew he was playing games with me, thinking he could bed the boss on day one.

He stood up, his cock wagging in the air not two feet from my face. I stood up and very nearly reached out to grab it out of wickedness, but admittedly ot of desire as well.

I couldn't resist giving him one more look at my body. I wrapped the towel around myself, deliberately letting the wine soaked towel remain behind on the lounge and took my time covering myself. I barely had time to cover my nipples though, as I gazed at his thickness and felt myself getting turned on. Ok, game over. Time to call him out,"Thank you Billy. So let's not play any more games here ok? We both know you saw what I was doing, and now you are hoping to get lucky with the boss, right?"

I caught myself staring at his hard rod while I spoke to him, and forced myself to look him in the eye. I felt a welcome and familiar warmth returning between my legs.

 

[Cosmic Knight]

I was so embarassed, and felt so fucking stupid, how could I have let the towel fall, I grabbed at my jeans, and tried to cover myself as she spoke. And she covered herself too, slowly, but I was too embarassed and worried to look.


"Thank you Billy. So let's not play any more games here ok? We both know you saw what I was doing, and now you are hoping to get lucky with the boss, right?"

She was looking at my cock too, God it was awful, and then she looked me in the eye.

"No, n-n-no Ms Sinclair, this is all a mistake...I didnt mean to....I heard you, wanted to say hello. Oh shit, I have fucked up so bad, and it is all...... shitttttttt."

I picked up my T shirt, and tried again

"You have to believe me, I would never, I wouldn`t, no, please believe me."

I got my shorts off the floor, and looked directly at her

"I didn`t mean to, want to, see... I was saying hello, and I fell, and towel, I did not want that, I am sorry Ms Sinclair, I really am, and I feel so bad. maybe I should just go, pack up my stuff, and leave."

I turned, carrying my wet clothes, and started to walk away, anywhere, just to get out of this awful mess.

 

[Stephanie4play]

Billy began to stammer and stumble over his words so badly that I almost believed him, and then he started to walk away as he spoke. Suddenly he was the shy caretaker I had heard about, but nobody had told me he was built so nicely. Of course, nobody in the real estate offices had probably ever seen him naked.Come to find out, he had a very nice, very touchable ass.

"I didn`t mean to, want to, see... I was saying hello, and I fell, and towel, I did not want that, I am sorry Ms Sinclair, I really am, and I feel so bad. maybe I should just go, pack up my stuff, and leave."

I had to smile as a devious thought came to me so I reeled him back in. "Billy, come back here." I waited for his response. "Billy, I think we can make this problem go away and save your job. Can you keep a secret?"

I grinned as his cock came back into view. Could he possibly truly be this shy? If so he had to be a virgin and not know what he was missing. It was time to find out.

 

[Cosmic Knight]

I was almost at the gate, the one that I had come through, just a few short minutes ago, before my life had fallen into this hellhole that I was now lost in.

"Billy, come back here. Billy, I think we can make this problem go away and save your job. Can you keep a secret?"

At least my cock had slackened somewhat, with the shame, and the embarassment. I stopped,

make the problem go away? What did that mean,
it had happened, and she had seen my dick, not only that, the fucker had been rigid. Surely she would fire me, wouldn`t she?

I turned slowly, my clothes still dripping water, and I looked at her. She didn`t look mad or anything, not to me, but I did want to get rid of my sopping clothes. She was the boss though, and working on what the boss says goes, I answered her, and slowly walked back.

"OK Ms Sinclair, I will come back and talk to you, and I am sorry, I truly am, if there is a way I can make it up to you, I dont know, clean your car every week, or something like that, just say the word Ms Sinclair, I will do anything you ask, to keep this job, I love it here, I really do."

I stood in front of her, looking down, awaiting my fate.

 

[Stephanie4play]

"OK Ms Sinclair, I will come back and talk to you, and I am sorry, I truly am, if there is a way I can make it up to you, I don't know, clean your car every week, or something like that, just say the word Ms Sinclair, I will do anything you ask, to keep this job, I love it here, I really do." He said as he ambled back over.

I couldn't believe myself, but the idea of having this young man around had become very appealing, especially if I had something on him. "I'm going to assume then that you can keep a secret, especially if your job depends on it."

I waited as he nodded his head in agreement and then continued, "I think you'll need to drop those cloths then Billy, I have another job for you." I stepped carefully away from the lounge and fortunately did not cut my feet. When I was in safe territory I looked at Billy and softened my tone a bit, "Billy, you have more than one problem this afternoon, and until everything is put back in order I'm afraid you won't be able to leave."

I turned toward him and let the towel drop from around me. My nipples had formed hard little diamonds at the thought of him doing his duty for his new boss. I stroked one hand over my breast, and lingered at he nipple, pinching it lightly between thumb and forefinger as I spoke, "For starters Billy, your boss has spilled wine all down the front of her, and you need to clean her up. Come here."

Billy came walking over, and as he approached I spoke words that appeared to hit him like a blow to the head.

"You can clean all this dried wine up with your tongue Billy."*

 

[Cosmic Knight]

When she told me to drop my clothes, I knew that I had no choice, this beautiful and very desirable woman, my boss, was now totally in charge, because I owed her now, big time.


" Billy, you have more than one problem this afternoon, and until everything is put back in order I'm afraid you won't be able to leave."

She let her towel fall, and touched herself, before speaking again.

"For starters Billy, your boss has spilled wine all down the front of her, and you need to clean her up. Come here. You can clean all this dried wine up with your tongue Billy."*

This was not happening, surely not? My boss, naked, ordering me, who had a major hard on now, to lick her tits. But I had no choice, no one else would employ me if I got fired, because she would say what I had done, and worse no doubt.

I stepped closer, trying to ignore my swinging dick, and I placed my hand, palm upwards, under her right tit. I could see the wine on her flesh, and feel her eyes upon me. I lifted the tit, and slowly started to lick it, tasting the sweet wine, as she swayed toward me, pressing her tit against my mouth. I looked at her, but she was looking alsewhere, downwards, towards my cock I figured. I licked her nipple, slowly, running my tongue around it, and then over it. Now I was enjoying the situation.

I had never ever sucked a nipple before, well, not as a man, and I was not going to miss the opportunity. I closed my lips around her hard peak, letting my tongue wash over it, before sucking, and pulling at her breast. I was sure that she moaned, so I closed my teeth upon her nipple, pulling it, just as I had watch on my movies.


I held both tits, and kissed and sucked each in turn, licking, suckling, and biting as well. Then I came to my senses, and backe doff a little, aware of the precum leaking from my cock.

I could not look her in the eye, instead I stared at her feet.

"Was that OK Ms Sinclair? C.c..can I go now, and get some dry clothes,p..p...please?"

 

[Cosmic Knight]

This thread is now defunct.