[Fiction] Gardener/Handyman Wanted

[MasterBilly]

Gardener/Handyman Wanted
Leaving school was easy, the hard bit was trying to get a job. I never really excelled in anything at school, so I did not exactly have a stack of GCSE’s under my belt. Life was tough at home, dad had long since done a runner and mum either couldn’t or wouldn’t work. So there wasn’t a lot of money to throw around and all the local job opportunities were aimed at people with experience. As a 16 year old virgin with no money and fewer friends life seemed pretty bleak, but that life was about to change by a chance visit to a local newsagent. The note in the window read:

GARDENER/HANDYMAN
WANTED

ENTHUSIASM MORE IMPORTANT
THAN EXPERIENCE
REASONABLE RATES OF PAY
TEL 01234 567890



It was a couple of miles from home, on the edge of a fairly wealthy area, being borderline desperate and with nothing to lose I duly noted the number and that afternoon I gave it a call.

The phone was answered by an obviously refined lady who, after a brief discussion, invited me to an interview the following Monday at 9 am.

The interview went well, Mrs Jordan lived in a large house on a posh estate and was a ‘city widow’, she saw her husband for an hour each evening before bed and at weekends, the work involved mainly gardening or weeding and any general cleaning jobs that she needed doing, the pay was not brilliant, but was as much as I could expect as a 16 year old school leaver. She seemed particularly interested in my girlfriends and my experience with girls. I had none but obviously could not admit it. I stumbled through the question claiming that I had a bit of experience but not much and was currently between girlfriends.

“How much experience,” she asked.

“Oh the usual,” I replied going red.

She smiled at me with raised eyebrows and the conversation stopped as I went brighter red and shrivelled up in my seat. Eventually and to my relief she moved onto another subject.

I was offered the job on a temporary basis, to start immediately and cash in hand. Mrs Jordan led me into a spare downstairs room and told me to change into shorts, t-shirt and flip-flops so that I didn’t dirty my own clothes.

My first job was some general tidying in the garden and after about an hour I sat down with Mrs Jordan for a cup of tea and a chat. I say a chat, I did very little talking, mainly ‘yes’ and ‘no’, but she did seem to want to talk about sex a lot, which I found strange.

After my tea break I went back to work until dinner time, we had chicken sandwiches and I noticed that the bread was a lot nicer than we had at home, Mrs Jordan talked more and more about herself and sex in general. By now the sun had come out so after dinner I was tasked with weeding the garden whilst my boss lay on a sun bed, sunbathing in the middle of the lawn. She came out wearing a red bikini, but very quickly the top came off as she lay there soaking up the rays.

I tried concentrating on the weeding but it was difficult, I was trying to garden only feet away from an attractive woman wearing nothing but a skimpy red bikini bottom, my erection was massive. She was about 27 or 28, her husband was about 10 years older and was a big shot in the city. I could believe it, this was a 6 bedroomed detached house with a large secluded garden. A Mercedes Benz and a BMW were both parked on the drive and the inside of the house just stank of money.

“Ahem,” I heard a slight cough from behind me, I looked around at Mrs Jordan. “Tony dear, would you be a saint and rub some sun cream on my back for me?” she smiled and rolled onto her front.

I got up and self consciously made my way towards her. I was wearing cheap baggy boxers and a pair of baggy shorts. I wasn’t exactly ‘tenting’ but there was a clear bulge in front of me. Lingering slowly I rubbed the cream into her back, enjoying every second, this was as intimate as I had ever been with a female. I stopped when I felt that I could not spend any more time without being labelled a pervert and watched as she pushed her red waistband down slightly revealing about an inch of the crack of her bum.

“Just rub a little more cream on that bit please, I hate an obvious bikini line.”

‘Wow’ I thought to myself ‘this really is not happening’ as I covered the area required with more cream.

“Why don’t you join me on the other sunbed, you’ve been working too hard today,” Mrs Jordan said after I had finished.

“Er no,” I stumbled, confused.”Er ... I’m here to garden ... if your husband ... I mean ...” I got up and started to make my way back to the gardening.

“Stop,” she looked at me from her side on position, this was the first time that she had spoken sharply to me all day.

“I’m paying your wages so you will do as I say, my husband will not be back until 9 O’clock tonight, I enjoy your company so take your top off, lie on the next sunbed and sunbathe,” she scolded.

Not really knowing how to get out of this possibly embarrassing situation I hesitated before removing my top, stepping out of my flip-flops and laying down on the next sunbed. Mrs Jordan told me to put some suncream on, which I did and then laid back and tried to relax. After about 15 minutes I started to enjoy my new job, to think that I was actually getting paid for this, when Mrs Jordan started talking again.

“So when did you actually finish with your last girlfriend then Tony?”

“Er ... erm ... er ... about ... about 3 months ago,” I lied.

“So you’ve gone 3 months without sex?”

“Er ... yes Mrs Jordan,” I felt uncomfortable calling her Mrs Jordan in this environment, but she had not said that I could use her Christian name, I did not even know what it was. To be honest, despite her being overfriendly towards me I think that she enjoyed watching me squirm a little as I addressed her as Mrs Jordan.

“So you have had no casual relationships in the last 3 months,” she enquired.

“No.”

“Oh, you poor boy, that’s without any form of sex whatsoever, oral or vaginal.”

“Yes Mrs Jordan.”

“You have had oral sex then?” she asked.

“Er ...,” I thought about lying but decided to come clean. “No, Mrs Jordan.”

“You poor boy, 16 years old and you’ve never had a blow job.”

She got up and knelt down beside my sunbed, her boobs looked beautiful, especially her nipples; my cock was rock solid, she placed her hand on my bared lower leg.

“Would you like a blow job now?” she asked softly.

I might have been sexually naive, backward you might say. But even I couldn’t get this question wrong.

I nodded my head. “Yes,” I whispered, before remembering my manners. “Please.”

She smiled at me before unfastening my shorts and tugging them to mid thigh. She hooked her fingers into the waistband of my red and white stripped boxers and started pulling those down as well, my bottom naturally raised itself to assist her. She took hold of my erect knob and kissed the end, before looking me in the eyes and smiling. Opening her mouth she went about half way down before sucking her way back up.

I was overjoyed, at last it had happened; at long, long last my sex life had started. Alright it wasn’t vaginal sex, but it was a blow job and it was happening to me!

It was wonderful, she was sucking so hard, I didn’t know it then but my cock was in the mouth of an expert, her teeth combined with her saliva were doing magical things, especially around the tip. Wanking usually took me about 5 or 6 minutes, but Mrs Jordan’s mouth had me cumming in less than half that time. She sucked every last drop out of me before yanking my pants and shorts off my legs, picking up my t-shirt she marched off to the house with her mouth closed.

So she wanted me naked did she, well after what I had been through that was fair enough. I lay there enjoying the sun, contemplating life, staring at Mrs Jordan’s bikini top. I picked it up and inspected it, suddenly feeling like a pervert I quickly put it back down, looking around nobody had seen me.

Presently Mrs Jordan came out with a tray of two cups of coffee and some biscuits, still topless she placed it on the patio table, came across to me and disappointingly put her bikini top back on and invited me to join her for coffee on the patio.

“Er, can I have my shorts back,” I asked.

She raised her eyebrows and starred at me with a half smile.

“Please,” I asked again.

“Come on Tony, coffee,” she ruffled my hair and walked towards the patio.

I looked at the flip-flops, thought about putting them on and the decided that it would be pointless and made my way across to the patio.

Feeling completely self-conscious I sat there naked, listening to Mrs Jordan ramble on. I kept making furtive glances towards the house, wondering where exactly my clothes were, I wanted to ask but didn’t. Mrs Jordan was obviously getting some sick pleasure out of having an embarrassed naked boy in her garden.

She kept talking until the coffee was finished and then she got up, stretched off her legs, picked up the tray and turned to me.

“I’m just going to tidy this lot up Tony, I’d like you to go back to gardening please.”

“I’ll need some clothes,” I said trying to sound forceful.

“No Tony,” she replied shaking her head and smiling. “Naked is good.”

“No!” I said emphatically, enough was enough. “I am not going to do anymore work for you without clothes. You must give me my clothes back now.” I felt that I had good reason to get angry, okay she was my boss, she had given me extended tea and lunch breaks, allowed me to sit around on the lounger, not to mention the trifling matter of a blow job. But forcing me to work naked was still a form of sexual abuse.

Disappointingly Mrs Jordan did not seem to take my anger seriously, she simply raised her eyebrows and smiled at me.

“Mrs Jordan give me my clothes back now,” I said standing up and raising my voice.

Her eyes dropped to my cock, eyebrows still raised, smile still on her face, I moved my hands in front of me, blocking her view.

“Tony go back to gardening now,” she said quietly.

“No Mrs Jordan, I will not do any more work for you until you return my clothes.” I was nearly shouting now, anybody in the nearby gardens must have heard, but I didn’t ever have to come back here, if the neighbours knew that there was a naked boy in Mrs Jordan’s garden then it surely must be more embarrassing for her.

“Really,” she replied. “So how do you intend to get home without any clothing?”

She had a point, there was no way that I could run 2 miles home stark naked. I realised that I had overplayed my aggressive stance, she really could leave me naked in her garden for as long as she wanted. I tried another approach.

“Please,” I asked calmly.

“Put your hands on your head Tony,” she instructed.

I did as I was told and she studied my nether regions for a short while.

“Would you like another blow job this afternoon Tony?” she asked. Silly question, it may be wrong to make me work naked, but I was not going to refuse another blow job was I.

“Yes,” I replied softly.

“Then return to your gardening,” she told me before walking back to the house with the tray.

With the depressing feeling that comes with losing an argument I turned and walked naked back to the flowerbed and returned to my weeding, trying to console myself that I had been promised another blow job. It is the way the human brain works I suppose, but after a short while I had convinced myself that my stance had forced Mrs Jordan to either return my clothes or give me another blow job, she could not return my clothes because she would lose face, her only way out was to agree to give me another blow job. In other words I had forced Mrs Jordan into giving me another blow job; well maybe, at least that train of thought made me feel better. It was about 4:30 when I was told to tidy up and then come into the house for a shower. The Jordan’s had a big house and actually had a shower downstairs, next to their utility room; there was, however, no towel to dry myself.

“You go ahead and take your shower, I will go and fetch a bath towel from upstairs,” Mrs Jordan informed me. Again I had nothing to protect my modesty and I noticed that there was no lock on the door to the shower room, Mrs Jordan or anybody else for that matter could just walk in and see me naked. It seemed to be a recurring theme in working for Mrs Jordan. I showered off and dripping wet cracked the door open slightly.

“Mrs Jordan I’ve finished, could you bring me the towel please,” I called out.

“It’s here in the parlour, I’m a little busy could you come and get it yourself.”

“I’m dripping wet, I’ll get water on all your carpets,” I replied, desperate not to have to do a streak though her house.

“It doesn’t matter, they will soon dry,” she answered.

So she wanted me to parade naked around her house did she. With a sigh I opened the door and walked towards where her voice had come from, avoiding the temptation to run, trying not to give the impression that I was totally humiliated.

Predictably she wasn’t busy at all, when I found her she was just sitting down with a large towel draped over the side of her armchair.

“Stand there with your legs apart and I will dry you off,” indicating a spot just in front of her.

Hell fire this woman really was a pervert, I knew that there was no point in arguing, so I did as she wanted. She did dry me off as well, starting with my head she worked her way down my body, she even dried under my foreskin, though she didn’t spend any more time down there than she needed to. When she had finished she sat back down with her knees very much together, patted her lap and spoke.

“Right Tony, bend over my knees,” she commanded.

“Why?” I asked, suspiciously.

“Because I told you to, now do it,” she growled sternly.

With a shrug and knowing that I was unlikely to win any argument with Mrs Jordan I bent over her knee displaying my fresh bottom to her. She took hold of my right arm forcing it up my back.

“Right, don’t you dare move a muscle young man or I will rip your arm right off,” she shouted at me, putting the fear of God into me.

With that she proceeded to spank my bottom, a 16 year old teenager and I was being spanked like a young child! For what? I hadn’t actually done anything wrong. In fairness the spanking didn’t really hurt, it was light, the humiliation was the worst. Though when I got up I did feel a rosy glow about my face, more than on my bum. I also had a semi, it was strange, impossible to describe, but this attractive woman had spanked my bare bottom and I think that I actually enjoyed it.

“That was for arguing with me when I told you to garden naked Tony. From now on if you are going to work for me you are to do what I say, when I say it, no questions asked, do you understand?”

“Yes Mrs Jordan.”

With that she knelt before me and put my semi erect cock in her mouth, true to her word she gave me another blow job. Daringly I put my hand on her head and stroked her, looking up she seemed to smile with her eyes before returning to the job in hand, or job in mouth.

I lasted a little longer this time, but again when I blew my load into her mouth she sucked every drop out of me before disappearing to the kitchen, presumably to spit it out.

Returning she sat down on the sofa and invited me to sit next to her, as I did she placed her hand on my knee.

“How many times have you really had sex Tony, honestly?” she asked me.

I looked at my feet shyly, biting my bottom lip I looked at Mrs Jordan before speaking.

“None,” I whispered.

“So you are a virgin?” she asked in confirmation.

“Yes,” whispering again.

“Yes what?” she asked sternly demanding an answer.

“Yes I am,” I replied looking down at my feet.

“Yes you are what?” her voice demanded.

“Yes I am a ..... a vir ..... yes I am a virgin,” I stuttered looking her in the eye again with tears of humiliation starting to form in the corner of my own eyes.

She reached across and cradled my scrotum. “Tony dear there is nothing wrong with being a virgin, we were all virgins once, by the end of this week I intend to claim your virginity, is that okay?”

“Yes Mrs Jordan,” I murmured.

“And if you carry on working for me this summer I will see if I can get a couple of girls more your own age for you to fuck. Would you like that?” Mrs Jordan had a very refined accent, but when she said ‘fuck’ it sounded really dirty. I could feel my eyes sparkling as I replied.

“Yes Mrs Jordan.”

“Good boy, now here are you wages for today, now go home and I will see you at 9 o’clock sharp tomorrow morning, do not be late Tony, I will not tolerate tardiness,” with that she let go of my scrotum, handed me £65 in cash before leading me out of the room towards the front door, I began to panic.

“Er, Mrs Jordan please can I have some clothes to walk home, please?”

“It’s alright Tony, your clothes are in the porch,” she replied laughing, holding the door open for me she deliberately watched me as I got dressed into my own clothes that I had arrived in that morning. I finished tying my shoelaces, nodded a quick goodbye to my new boss and grabbed the outside door handle to leave.

“Just one last thing Tony,” I turned and faced her. “Remember from now on I expect you to obey my exact word instantly and without question, there was far too much backchat from you today, I don’t want to have to smack your bottom, but I am prepared to and can do it a lot harder. You are to obey my every word instantly and without question, is that clear?”

“Yes Mrs Jordan,” I replied before heading out into the street. That evening I thought a lot, had I been abused? Well yes I had, being made to work naked in her garden was abuse, alright, there were mitigating circumstances, but she still took all my clothes, hid them and told me, as my employer, that I had to work naked in her garden, that was sexual abuse! Before giving me my clothes back she told me to bend over her knee, she smacked my bottom and told me it was a punishment, that was sexual abuse! Alright, it wasn’t very hard and it did give me a semi, but that is not the point, it was sexual abuse.

That said, was I going to do anything; if I did then I would have to do it now. I could hardly work naked in her house for 3 weeks when I was being paid cash-in-hand every day and happily going back the day after, and the day after that; then suddenly complain of abuse after 3 weeks. I would be laughed out of court. I looked at the £65 at the side of my bed, I thought about Mrs Jordan’s promise to let me shag her this week and the promise to shag other girls in the future. No, I convinced myself, being made to garden naked was not really sexual abuse, it was just a bit of adult fun that was all, I was becoming an adult now. I thought more about Mrs Jordan making me work naked in her garden, I was getting another semi just thinking about it.

[MasterBilly]

I rang Mrs Jordan’s doorbell the following morning at 10 minutes to 9, conscious of her promise ‘not to tolerate tardiness.’ Mrs Jordan showed me into the front room where I had received my spanking the previous day. Judging by the size of the house there would be two further reception rooms. On the table there was a pair of shorts and a t-shirt, both clean and pressed along with a pair of flip-flops. Without being told to I stripped down to my boxer shorts.

“Do you want me to wear my underpants underneath the shorts Mrs Jordan or would you prefer me to go commando,” I asked submissively. I had clearly worked out the best way to keep on her good side.

“I think commando would be better,” she replied smiling. “Then when I decide to spank your bum I only have one item to pull down.”

Noting that she said when and not if, I slipped out of my boxers before asking her permission to put on the shorts and t-shirt. There was a long pause as Mrs Jordan inspected my body.

“I think not, I have a little job for you upstairs first Tony.”

I followed her upstairs and into the master bedroom, by the time that we had got in there my knob was almost erect as I was by now expecting another blowjob, my hopes were to be dashed though as she instructed me to climb into bed as she stripped down to her bra and knickers with her back to me. Both items were red lace and she looked as erotic as fuck as she climbed into bed with me. Was this it, I asked myself, was I about to lose my virginity?

Again I was about to be disappointed as she told me to roll away from her, wrapped her arms around me and proceeded to spoon me. I know that it should have been the other way around, but with Mrs Jordan it just seemed natural.

“So Tony did you masturbate last night?” I was getting used to Mrs Jordan’s intimate questions and they no longer shocked me.

“No Mrs Jordan.”

“When did you last masturbate?”

“Er ... Saturday evening Mrs Jordan.”

“What did you think about when you were doing it?”

“I can’t remember.”

“What did you think about Tony,” she repeated raising her voice and squeezing my balls at the same time.

“I can’t remember Mrs Jordan,” I squealed. “Honestly I can’t remember.”

“Okay, I will believe you. But you must have some sexual fantasies that you think about when you are playing with yourself. Describe them to me and make sure that you go into detail.”

I did, I currently had three favourite fantasies but there was no way in the world that I wanted to tell them to another person, I’d die in shame. That said Mrs Jordan still had a firm hold of ‘those that were most dear to me’ even though she had now relaxed her tight squeeze. As I hesitated I could feel her grip tighten slightly, I quickly began.

My three favourite fantasies were all kinky, one involved two girls that I used to go to school with having a lesbian orgy, for some reason it always took place in my bedroom even though I wasn’t there. The second one involved me finding a woman tied spread-eagled to a bed naked but with a blindfold on, I proceeded to have my wicked way with her and she never found out who I was. The third fantasy involved me secretly watching a girl masturbate in the woods, I recorded it on my mobile phone and then threatened to expose her unless she had sex with me.

I was forced to go into detail about all three fantasies. Mrs Jordan enjoyed watching me squirm as I told her, finally after lots of questions she seemed happy and rolled me onto my back and lowered her head under the sheets and started sucking on my limp manhood. I felt a wet finger push its way up my cheeks and start rubbing my bumhole; what on earth was she doing down there? I was disturbed and wanted to pull her hand away, but I also feared Mrs Jordan and was scared of stopping her from doing something that she obviously wanted to do.

Nobody had ever touched me there, well not since I had learned to wipe my own bum. It was a strange light tickling that was doing something to me and yet it was wrong. To touch that most private of places was both wrong and dirty, I don’t mean ‘fun dirty’ I mean ‘disgusting dirty.’ To actually play with and rub that spot was wrong and dirty 10 times over. But to do it to another person uninvited, those sort of people should be in prison.

I tried to put the disgust to the back of my mind as I concentrated on the vacuum pump that seemed to be attached to my penis. Mrs Jordan had me rock hard within seconds and her sucking combined with her teeth running up and down me as well as her tongue; I was in paradise! That tickling on my bumhole was doing the trick as well, no matter how dirty and wrong it was.

I was getting close, building right up to the edge, almost there, about to shoot; when Mrs Jordan did something that I would remember for the rest of my days. Just as I was about to ejaculate she shoved her finger right up my bum, all the way! I wanted to shout no and protest, but just as it went in I exploded in the most amazing fashion. Shooting stream after stream into Mrs Jordan’s mouth and calling out in pleasure at the same time. It was fantastic, awesome, totally and utterly brilliant.

As I came down Mrs Jordan still had her finger all the way in me, but was resting her head on my stomach, presently she climbed out of bed and made her way into the en-suite returning a few minutes later to cuddle me. She rolled me over so that I was facing her and wrapped her arms around me, I wrapped my arms around her too as I felt the forefinger of her right hand slide down the crack of my bum as it sought out the entrance to my brown tunnel. I thought about resisting as it pushed into me, then thought better of it, I felt the finger slide all the way into me, it still felt very wrong and very weird, but I knew not to complain.

An idea came to me, could I get my finger into her bum? Why not, she didn't ask permission from me! I lowered my hand down her back and into the waistband of her knickers.

"What are you doing Tony?" Mrs Jordan asked with only a hint of protest.

I pushed a single finger down further into the crack of her bum.

"Don't even think about it," she warned, but not aggressively, I decided to chance it, she would only smack my bum again and to be honest I partly wanted her to! I pushed my finger further and touched her sphincter. Suddenly she let go of me, sat up and aggressively pushed me onto my back, I looked up just in time to see her right hand come flying into my face.

"I said no Tony, when I say no you do as you are told, now get downstairs and wait for me there," she furiously shouted at me.

The slap across the face had caused tears to form in my eyes, but I could still see how angry she was, I had really upset her. I slipped out of her bedroom naked and waited for her at the bottom of the steps. I wondered at that point if I should just go into the front room, put my clothes back on and get out of that house for the rest of my life, this Mrs Jordan woman was a fucking psycho.

I didn't leave, Mrs Jordan did come down the steps in time with a very serious, unimpressed expression on her face. She grabbed me be by the arm and physically dragged me down into the cellar with her fingernails digging painfully into my arm. The cellar was very large and very empty except for a bucket with a stick and paint brush and four large bags of whatever in the corner.

"Right young man, in the fullness of time you will be punished for your disgraceful behaviour in the bedroom, but in the meantime you will whitewash the cellar. The whitewash is in those bags, you mix the powder with the water from the tap in that bucket and then you whitewash the walls, any questions?" Mrs Jordan was smiling forcefully as she spoke, I was too scared to ask her any questions even if I could think of any.

"No Mrs Jordan."

“Now I suggest you work hard and quickly, there will be another punishment if it isn't finished by lunchtime,” with that she walked back up the steps and out of the cellar, disturbingly locking the cellar door as she left, I was locked in! Naked!

I now really wished that I had left the house with my clothes when I had the opportunity, this was getting scary, if I ever got out of this house alive then I was never coming back ever.

In the meantime my chances of survival were going to be increased if I did the work and did it well. I don't know if anyone has ever whitewashed cellar whilst naked before, but it was certainly a novel experience for me. I worked non-stop for two and a half hours, the walls were completely covered, so was I and I spilt a lot on the floor as well, I hoped Mrs Jordan was not going to react too badly to that, but she was one unpredictable lady. When she came down to inspect she seemed fairly pleased, she even laughed at the sight of me plastered in the stuff, she nodded at me when I apologise for the whitewash spilt on the floor.

“Turn around Tony, spread your legs and touch your toes."

I did as I was told, keeping my legs well spread, despite the humiliation I knew that it would cause I was desperate to get back into her good books, even if it was just so that I could get out of there. She reached over and prised one of my cheeks apart and inspected my hole.

"Tony dear, I am paying your wages, does that mean that I can ask you to whitewash my cellar?"

"Yes Mrs Jordan."

"Does that mean that I now have to go around to your house and whitewash your cellar?"

"No Mrs Jordan," I replied rather than, 'we haven't got a cellar you psycho bitch' which was what I was actually thinking.

"So if we are in bed together is it all right if I decide, as your boss, to stick my finger up your bum?"

"Yes Mrs Jordan that is perfectly alright."

"And does that give you the right to stick your finger into me?"

"No Mrs Jordan."

She gave me six more smacks, a lot harder than the ones I received yesterday. This time I did not get a semi erection and there was no warm glow about my face, these smacks hurt, especially they last few.

"Right you can stand up now Tony," Mrs Jordan said after the sixth smack.

I stood up straight, shaking with nerves.

"Six smacks were for getting whitewash on my lovely cellar floor, you will get your punishment for your behaviour in the bedroom later, do you understand?"

"Yes Mrs Jordan."

"Right then follow me," Mrs Jordan lead me to the downstairs shower room and told me to have a shower and then report to her in the conservatory, this time though there was a large towel for me to dry out in private.

I was really caked in whitewash and it took some time for me to clean myself properly. I had also had enough though, as soon as I was dry I would head for her front room, get my clothes and leave, by the window if all the doors were locked. If she tried to stop me I would run into the front garden naked if necessary and get dressed there, if she came after me I would even run into the street naked and dress in the middle of the road. Nobody knew me in this part of town and the way that I felt at the moment I couldn't give a fuck.

I made my way into the front room and my clothes were nowhere to be seen, I had a quick look around but she had obviously hidden them.

"Tony dear, where are you?"

Shit, I thought decisions, decisions. I could run out of the door in just a towel, that would mean a 2 mile walk across town in a towel and barefoot, not tempting! I could carry on searching for my clothes, but knowing Mrs Jordan she would have hidden them well. In not finding them I would, no doubt, suffer her wrath again. The only other option was to drop the towel and report to Mrs Jordan in the conservatory. The towel hit my ankles and I made my way to the sun trap of Mrs Jordan's conservatory.

There was ground coffee, some bananas and smoked salmon sandwiches, I had never eaten smoked salmon sandwiches before, what a different life the wealthy lived. Mrs Jordan rambled on for a while before she suddenly, and for no apparent reason, asked me another intimate question.

"How often do you masturbate Tony?"

"Usually about once every 5 or 6 days."

"Is that all, you really should be ejaculating more often than that," she told me.

"Well ... er ... isn't it dirty to do it a lot."

"Not for a boy, your testicles are continuously producing sperm, it is perfectly healthy to get rid of the excess, your mouth is continuously producing saliva but you wouldn’t go a week without spitting or swallowing would you?”

“No Mrs Jordan,” I replied becoming confused, surely there was no connection with those two principles was there.

“And I notice that you didn’t object when I gave you two blow jobs yesterday. You did not say to me in the afternoon, ‘oh no, I’ve already cum once today, you must leave it another 5 or 6 days before you give me another blow job.’ You didn’t say that did you?” she asked.

“No Mrs Jordan,” I replied, sort of seeing her point.

“So are you going to make sure that you ejaculate at least once a day from now on?”

“Yes Mrs Jordan.”

[m55uk4younger]

I wonder where this story is going but please continue.

[MasterBilly]

m55uk4younger, many thanks for your positive comments.

Though I have to say that it will be some time (6 - 18 months) before I continue with this story, for various reasons.

It will continue eventually though.

[MasterBilly]

We finished our meal with me basically listening to Mrs Jordan ramble on about trivia. As she finished she stood up and led me to the bottom of the garden where there were a few basic gardening tools, mostly what I had used before.

“Right then Tony I would like you to go back to gardening now, I’ll leave you to get on with it.”

“Yes Mrs Jordan.”

I knelt down to start gardening but looked quickly over my shoulder at her walking back to the house. I still did not know whether or not I should carry on working for her or never come back after today.

After about 20 minutes she came back out dressed in a blue bikini with a cool drink and sat on one of the sun lounges in the middle of the garden, the bikini top came off very quickly and she laid back on the lounger to sunbathe. Another few minutes went past and I heard the soft tones of Mrs Jordan’s voice.

“Tony dear, could you come here a second please.”

I got up and walked across, as I approached her I started to think of the surreality of the situation. Here we were, in this lady's back garden in the early afternoon, I was starkers and she was in just a bikini bottom.

“Could you rub some sun cream over my stomach and chest please.”

“Er, can’t you do that?” I asked thinking it was a bit of a ridiculous request.

“Tony love, I pay your wages and I would like you to do it,” there was a slightly dangerous edge to her voice, only slight but I could not miss it.

I took the tube offered and squeezed a large amount onto her stomach, working it in all over, I went under her bikini bottom, but only by a fraction of an inch, I enjoyed working it into her navel and had covered every inch of skin up to her bosom when I ran out of cream. I picked up the tube again and for some reason this time squeezed it onto the palm of my hand, rubbing my hands together I had cream on both hands and I placed a hand on each boob at the same time, shitting myself because I could never work out what her reaction to anything would be, I slowly massaged her breasts, not daring to look at the expression on her face.

“Don’t forget the nipples Tony,” Mrs Jordan told me as I was moving onto the upper chest.

“Er, I thought that I had done them Mrs Jordan,” I said nervously, of course I had creamed her nipples and she knew it.

“Tony the nipples are very sensitive to sunburn, I suggest that you do them again,” as she said it she gave my penis a quick playful flick which was of course was by now a solid, rock hard shaft.

I squeezed some more cream onto my fingertips and gently massaged her nipples, feeling horny as hell I discreetly looked down at my cock, not only was it rock solid but it was generating precum as well and I hadn’t even touched it. I was desperate to jack off, but I could hardly do that!

The thought did cross my mind, there was no way on this planet that Mrs Jordan thought that she needed some more sun cream on her nipples, for whatever reason she wanted me to rub them again. As I finished doing around her shoulders Mrs Jordan finally seemed happy.

“Thank you Tony, that’s very good of you, you can go back to gardening now.”

“Yes Mrs Jordan,” I walked back to where I had got to a few minutes ago with my erection swinging back and forth and my bell end completely covered in shiny precum. All that I could think of was that this simply cannot be right.

A short while later and Mrs Jordan got up and went back into the house, returning moments later with a single stiletto in her hand. She walked right up to where I was working.

“Tony can you leave that please and come and lie down on the grass, face down.”

“Er, why Mrs Jordan.”

“Because I am telling you to.”

I did not really expect a better answer, suppressing a sigh I put down the hand fork and laid down on the grass in front of her. She immediately knelt down over my upper back facing my legs, she then placed each of my arms over her calves, squatting down completely my arms were now trapped between her thighs and calves, I tried pulling on them but I could not move an inch, I was well and truly pinned down.

“Don’t struggle Tony, this is when you get your punishment for your behaviour in the bedroom this morning,” Mrs Jordan informed me.

She picked up the stiletto and started spanking my arse with the flat sole, it hurt like fuck and trapped as I was I started screaming, after only two she paused.

“I don’t mind you crying, in fact I quite like it, but if you continue to scream like that I will give you double,” Mrs Jordan said.

This was getting fucking incredible, I was not even allowed to scream in pain. I bit my lip and cried into the grass as ‘the fucking psycho’ gave me four more. As she finished she got off me and told me to get to my feet, taking me by the hand she led me up to the house just outside the French Windows. She peeled her bikini bottom down and turned to look me in the eye.

“We are now going inside and I am going to claim your virginity, you are going to fuck for the first time Tony, alright.”

“Yes Mrs Jordan,” I replied, staring at her through tear stained eyes.

We entered the house hand in hand as she led me to the foot of the stairs before slapping me lightly on my sore bottom.

“Up you go, I’ll follow you, you know where the bedroom is,” she said.

I headed up to the master bedroom and made my way in, Mrs Jordan followed and immediately laid on the bed and looked up at me, unsure what to do I just stared at her, I had never been in this position before. After a few moments of nothing happening she spread her legs, bent her knees slightly and pushed them out wider adopting the classic missionary position, I still was unsure what to do next.

“Tony, why don’t you come down here and rub my pussy for me,” Mrs Jordan clearly realised how useless I was and was gently trying to get the best out of me; I realised how lucky I was, most women would have given up on me already, left me and gone to join their mates, ridiculing me behind my back.

I went across and sat on the bed next to her, stared at her pussy, then her face, then her pussy again and nervously reached out and stroked the hair at the side of her vagina, feeling braver I started to stroke the slit itself. Several strokes later and not really knowing how to advance this I heard Mrs Jordan’s gentle tones again.

“Tony dear, start fingering me.” Whilst I accept that I was being extremely naive and slow, I ask you, the reader, to bear in mind that for sticking my finger up her bum earlier in the day I was made to whitewash her cellar naked and got a sound spanking on the garden lawn with a stiletto, this was a seriously fucked up lady and I for one was shit scared of her.

I started rubbing harder against the top of the slit, trying to force my finger in there.

“Er, what are you doing Tony?” I stopped instantly out of fear.

“Trying to finger you ,” I replied nervously, looking her in the eye.

“The entrance to the vagina isn’t up there, it’s further down,” she told me softly and patiently.

Feeling a berk I rubbed further down until I got to the middle of the slit, I concentrated on that area my rubbing becoming more insistent.

“Lower down than that Tony,” Mrs Jordan said giggling, I was obviously making a prat of myself here.

I worked my way down near the bottom of the slit and rubbed harder and deeper, the ground just seemed to open up, my finger just seemed to slip into her body, I was fingering her! Fuck me, I was actually fingering somebody for the first time in my life! But who on earth put the vagina all the way down there, it was literally between her legs, I thought that the vagina was meant to be at the front? For fuck’s sake it was only an inch or two from her sphincter! Anyway, back to the fingering, I forced two fingers into her hard.

“Ouch, take them out now Tony!” She shouted. Fearful of another spanking I quickly removed my fingers and looked up to her, she beckoned me up to her with her finger, closing her legs she patted the bed at the side of her for me to join her, she had a friendly half smile on her face. I laid down alongside her and she placed an arm around me.

“Tony, can you remember when I pushed my finger up your bum?” Could I remember? What a stupid fucking question, it was a life changing event, I would remember it for the rest of my life. And it only happened a few hours ago!

“Yes Mrs Jordan,” going for tact rather than sarcasm in my reply.

“Did I stick it up forcefully or gently?”

I thought back, it all happened at once, her finger rubbing my hole, her finger going in, me ejaculating, her finger being all the way in. But as I thought about it while she did push her finger in fairly quickly, her finger did actually enter me gently.

“Gently Mrs Jordan.”

“Of course Tony, the anus and the vagina are very sensitive areas, to be enjoyed you have to handle them gently. When you finger the vagina, go in gently, be gentle when you are there and then withdraw gently. Remember, you are trying to turn the lady on not hurt her. If you hurt her then she will never go near you again, if you turn her on then she will follow you everywhere, do you understand?”

“Yes Mrs Jordan.”

“Alright then, let’s give it another go; go back down and try again,” she told me, bending and spreading her legs back into the missionary position.

Wondering if it was like this for every bloke on his first time I went back to her crotch and started fingering her again. Slowly and gently I worked two fingers into her right up to the knuckle.

“Gently, feel around the inside Tony, I will tell you when you have reached the right spot.”

So I had a feel around, not really knowing what I was looking for, there were several things up there, all of them slimy, up against the outer wall, just below the pubic mound, were some ripples, as my fingers roamed over them I got a definite moan out of Mrs Jordan. I ran my fingers over the top edge of the ripples.

“That’s it, that’s the spot, keep working there,” Mrs Jordan voice was suddenly high pitched as I kept my fingers around that area, stroking and rubbing.

At one point I started rubbing too aggressively and received a sharp scolding from my boss. I did notice that her vagina was getting wetter, despite my lack of knowledge I did know this to be a good thing. I also notice her hips moving slightly and the tuts and moans coming from her lips were definitely not critical.

“Okay Tony, stop there,” she told me and after a brief pause I was also told to remove my fingers. I could not stop staring at her pussy, Mrs Jordan for her part reached down to my cock and gave it a quick slap, it bounced from side to side.

“Time to put that to work Tony, lay on top and slide it in slowly,” she made it sound so simple, I knew where to put it, surely it should slide in naturally, right?

I laid on top of her in an undignified fashion, supporting myself with one arm and trying to feed my cock in with the other, where had that bastard hole gone? After much wriggling around Mrs Jordan decided to take over and feed it into her vagina herself. I slid it in and out a few times when my teacher felt the need to address me again.

“Tony, just try swinging your hips rather than sliding your whole body.” In many ways I was glad that I was going through this with Mrs Jordan, somebody who obviously needed to keep quiet about the whole thing, if this had been with a girl from school who knew all my mates and then the stories of how useless I was had got around, well I would be the laughing stock for years.

“That’s better Tony but try swing your hips in more of an arc.”

So I tried, it was harder and towards the end it started to pull on my abdominals, I was going to have to work on those, but Mrs Jordan still had one final bit of advice to give.

“At the end of each stroke try and push my body up the bed, don’t push it all the way in.”

With that last instruction Mrs Jordan genuinely seemed to be enjoying it, I on the other hand was not going to last much longer and was soon emptying my seed where nature intended, for the first time in my life.

“Was that okay,” I asked rolling onto my back, not really knowing what to say.

“Not really Tony, but it was your first time, you will only get better.”

“Oh,” I said feeling crestfallen, was I really that bad. Mrs Jordan sensed that I had taken a blow and attempted to restore my confidence a little.

“Tony dear, look how much that you have learned today, you now know where the entrance to the vagina is, you know how to finger a woman properly, you now know where a lot of her buttons are and you now know how to fuck properly. You have learned so much Tony and with a little more practice you will be a good fuck, I promise. In the meantime feel proud about how much you have learned, alright.”

“Yes Mrs Jordan,” I said to her, smiling into her face, she really had made me feel better.

“Roll over onto your stomach,” she told me, I did and straight away.

She knelt over my bum and started tracing her fingers over it, at first I thought that she was going to spank me again, she didn’t but she did prise apart my cheeks, I felt her inspecting my brown starfish before she placed a wet finger on the centre. I was suddenly very uncomfortable, but if I wanted sex rather than a spanking tomorrow then I would have to live with this. Her finger pushed slightly at first, but I got the message, I was going to be finger fucked up the bum, again.

As her finger pushed harder I relaxed my muscles and it slipped in naturally. She frigged away in a sawing action for a few minutes and, I have to say, I enjoyed it. Then she curled her finger around and started massaging an area at the back of my cock, it felt amazing.

“Ahhhh ..... ooooh ..... oh my gawd ..... yeahhhhh ..... ooo,” moans of absolute pleasure came out of my mouth.

“Enjoying this Tony?”

“Oh yes, it’s wonderful, thank you Mrs Jordan.”

“That area that I am touching is called your prostate, this is a prostate massage,” she told me, continuing the massage for a short while before removing her finger.

“You can roll onto your back now Tony,” she told me, slapping my bottom playfully as she said it.

I did as I was told and she flicked my rock hard cock a few times with her fingers. How on earth had it become so hard so quickly, I only ejaculated about 5 minutes ago.

“How did you give me a lob on so soon after I ..... er ...” I did not know how to ask her, did she have special powers or something. In the past when I shot my load I could not get another erection for up to an hour later, no matter how much that I played with it.

“Ha ha,” she laughed at me. “It was the prostate massage. You’ve never been touched there before have you?”

“No Mrs Jordan,” I replied.

“You really enjoyed it though didn’t you?”

“Well it was strange ..... at first ..... but then ..... yes, I enjoyed it Mrs Jordan,” I admitted sheepishly.

“Well, maybe if you are a good boy I will do it again tomorrow,” she suggested with an electric glint in her eyes.

“Would you like me to massage your prostate Mrs Jordan?” I ventured.

She just laughed at me, long and hard. There was no need for that, it was a fair enough offer in my mind, she even wiped her eyes at one point. She did calm down enough to voice her opinion, eventually.

“Tony you will not be massaging my prostate, for one thing your fingers are never to stray anywhere near my back passage, is that fully understood?” Her voice started in a jovial fashion, but she said the last four words very firmly and forcibly.

“Yes Mrs Jordan.”

“Secondly the prostate is well let’s say ..... in fact I think I will let you go online tonight and research the female prostate,” she giggled, clearly I had said something wrong.

Mrs Jordan got up and placed a chair in the middle of the bedroom and told me to sit on it, sitting on the backs of my hands. I did as I was told placing each hand palm down under my bum, she grabbed a pink silk dressing gown and put it on, lying back on the bed and looking at me I suddenly felt very exposed. This was becoming something of a ritual with Mrs Jordan, she would embarrass me and then take me up to the heavens, then embarrass me again. The same question went through my brain. ‘Should I stay or should I go’.

“Tony tell me about your three masturbation fantasies again, go into detail and miss nothing out.”

So I did, I went into more detail than I did that morning, explaining all the things that she questioned me on, it was embarrassing, but not as bad as that morning, after all she knew it all now anyway.

Afterwards she seemed happy and gave me a large, soft, white bath towel and then invited me to shower in her en suite. I left the door open thinking that she would want to watch me, but that was not her motive.

“No, close the door Tony, I don’t want the steam coming into the bedroom.”

So I had a shower in private and what a shower, it had jets coming in from the side, a vast array of shower jets. On the rack there were several shampoos, some scented, some not. I spent about ten minutes in there, at home a shower usually took me about three minutes.

After I had dried off I went back into the bedroom with my towel wrapped around me. Mrs Jordan was lying on her bed in the pink silk dressing gown reading a book, as I entered she smiled at me, put the book down and stood up. Untying the dressing gown it naturally opened up at the front before she allowed it to slip off her shoulders and fall to the floor. She looked stunning, I still could not believe that this was happening to me. Her body curved in all the right places, her boobs and nipples were just perfect, her bush was ..., I quickly looked up, not wanting to be caught staring at Mrs Jordan’s pussy for too long.

“It’s alright, there’s no reason to look away, you can look at my nether regions if you wish,” Mrs Jordan said softly.

We held eye contact for a few moments before I worked my eyes slowly down her body towards her pussy. It looked perfect, neatly trimmed and you could just see her slit through the hair, I could feel the stirring in my own loins. She dropped to her knees in front of me, undid my towel so that it fell down to the carpet and started sucking. I naturally started stroking her hair, I was about halfway there when she suddenly stopped. Standing up she took me by the hand and led me downstairs to the porch, on the small table in the porch were all my clothes in a neat pile, all pressed.

“Thank you for all your work today Tony, if you will just sort yourself out here I will get your wages,” with that Mrs Jordan disappeared back into the house and I started to get dressed, I was just pulling my jeans up when she reappeared, still naked with my £65 for the day. I thanked her and finished dressing with Mrs Jordan watching me. Once fully clothed I said goodbye to her, opened the door, stepped outside and tried to close it behind me. Mrs Jordan however, kept a firm grip on the door handle holding it open. Okay, I thought to myself, not really knowing what to do I repeated my goodbye to her and started walking down the garden path.

“Goodbye Tony, see you tomorrow.”

I turned around to see a stark naked Mrs Jordan stood in her own doorway waving goodbye to me as though it was the most natural thing in the world.

“Oh bloody hell,” I said under my breath, embarrassed as fuck, I kept my eyes to the ground and walked away as fast as I could.

[WedgieSlaveKyle]

Its back, let's gooo