The Babysitter

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The BabysitterWhen I was younger; before these days of rules and regulations; and before the days of mobile phones and the internet I used to earn cash in various ways; helping the milkman at the weekends and babysitting in the locality. At Christmas I went turkey plucking; which was where the real money was. Babysitting was cool though; didn’t really have to do anything, eat any treats that I had been left; check the fridge out for a few others that had not been left out for me; watch the TV and maybe crack on with any homework. When Howard our milkman offered to give me a job helping him at weekends and school holidays I jumped at the chance even though it meant getting up at the crack of dawn and wandering the streets to join him on his round. I had heard stories about the likes of milkmen and window cleaners and handymen and how they used to get to fuck some of the women who stay at home. I should point out though that I didn’t just take the job because of the stories but they are very arousing to a young lad like myself. I was 14 almost 15 and thought of sex constantly. I spent a lot of time fantasising when I was out on the milk round, particularly when we were delivering around the posher areas; I kind of figured that the better off the family the more likely that the wife would like to have a little fun. Inviting the milkman in for a cup of tea to takes a break from his round; let the window cleaner in to fill his bucket and of course the handyman would be inside maybe carrying out his job anyway. All of these being perfectly innocent reasons for inviting any of these into your house without causing too much suspicion. On Saturdays we would collect what money that Howard had not managed to pick up on Friday. It was fun calling at the houses with my bag of change allowing me to check out the lady customers particularly those who had not yet been up long enough to have got dressed. I fancied having sex with most of them. Of course nothing could happen at the weekend because the husbands would be home but the mind is a wonderful tool. Mine would work overtime. I used to listen to the flirty kind of chat that Howard used so that I could used it myself to chat up my women. I loved it if our hands were in contact longer than necessary during the money transfer and of course if one should bend down allowing me to see down the top of the night attire and steal a glimpse of cleavage then that was splendid ammunition for when I was alone at home masturbating. Obviously not all of the customers that I got to visit where that young or that much to look at but I would have been willing to fuck most of them. Howard had his favourites and would always tend to the younger more attractive ones himself but I was happy with the ones that I was left with; not that I ever got to do any more than look. I figured that he would have gone to the really horny looking ones on a Friday and I would only get a glimpse of them on a Saturday if they had been out. There were a few who I reckon really fancied him and he might have got to fuck a couple of them but he never admitted it. He would tease me, telling me about a really gorgeous one and how he had been invited in the day before and tell me what she was wearing and that she was really wanting him. I would always ask if he had got to fuck her but he never admitted it. I suppose I would have been a bit of a liability knowing that he had, he was married after all. Maybe he never did; I will never know. In the summer holidays it was even better; I would get to go round with Howard on Fridays and see more of these gorgeous ladies. They were long days because we would go round in the early morning to deliver the milk and then start on the call backs. What I always loved was a nice hot sunny day because there was always the chance that some of our customers might be wearing very little. Maybe they would be wearing shorts and a bikini top or a loose fitting blouse or sometimes no bra or maybe even no panties. It always sent my mind into overdrive and I would always try to get to see whatever I could. I was realistic though; knowing that I would never get to fuck any of them; firstly was still a k** and no woman is going to take in a 14 year old boy and give him the fucking of his life while the milkman was sat outside in his float. Howard would be out of luck when I was with him as well.In the evenings sometimes I would go babysitting mainly for two sisters, well sisters in law really as they were married to brothers Mark and Bob. I reckon they were both in their mid 20’s and the one I liked the most was June but I could and would have cheerfully fucked her sister Sheila given the chance. There was a younger brother Jim; he was single and actually ended marrying a girl that I had a relationship with when I was 16/17.June had shortish blond hair. I have never been a fan of short hair but it was stylish and suited her. It framed her face perfectly and made her look classy. She always looked classy. She had a curvaceous body with ‘B’ cup breasts and fantastic legs; when she went out they were always enhanced by high heels. I know that she was a 34B because I got to know her bras intimately on the numerous occasions that I rummaged through her linen basket and undies drawer. I was alwys please to see what she was wearing. Pne night I was round there, the k**s were in bed and her husband Mark had gone out to put petrol in the car. He was picking her up on the way back from the garage. There was no such thing as drinking and driving warnings in those days; or seat belts.I was sat on the sofa watching the TV and she came tripping into the lounge looking fantastic just as she always did. She was wearing a green shiny dress; at first I thought it was covered in sequins but it was more of a sparkle; difficult to describe really. I do know she looked really good. She walked quickly over to the middle of the room stopped immediately in front of me and spun round. “Zip me up” she said raising her hand behind her head supporting what little hair she had at the back; her skin looked so soft and I so dearly wanted to caress every inch of it. She was wearing a black bra that I had handled many times. Her dress was partially zipped up but when I went to zip it to the top it wouldn’t budge; I had to slide it all the way down again to unstick it. Now I could see she was wearing a suspender belt and black panties. I could just see the cleavage of her ass. “Oy” she said “I told you to zip me up not undress me” I slid the zip up her back and then hooked up the clip at the top. I sat down quickly to hide the erection that she had given me. As I couldn’t have her I desperately needed Mark to arrive so that I could masturbate; I was feeling so horny. She went over to the window and picked bartın rus escort up her bag when she saw Mark pull up outside. “See you later” she said as she disappeared into the hall and then out. When they came home June and Mark were not alone they said that they had just come home for some towels as they were going skinny dipping in Earlswood Lakes. June said “why don’t you come with us?” I said “I can’t I’m your babysitter”. “Jim can do that” she teased rhythmically “he’s not coming with us; he’s chicken” “I don’t know” I said. Mark nudged me and said “don’t you wanna see some nice tits and bums” Just then Sheila and another girl who I didn’t know stumbled into the lounge laughing; they had clearly been drinking. “Has he changed his mind then?” the girl asked. “No he’s staying her to babysit” June replied Andy is coming with us instead. “Andy” they mused “you come with us then” taking an arm each and leading me out of the house down to the cars. I was really excited; they were all affected by the drink they had consumed but I was drunk on the adrenaline; the excitement at the prospect of seeing these women naked. I never even considered that I would be naked too. In no time at all we arrived at Earlswood Lakes and everyone got out of the cars. Well all except Sheila; she had fallen asleep on the back seat and looked out for the count. As June got out of their car I noticed that she had changed out of the clothes that she had worn earlier and seemed to be only wearing a kimono. She looked really nice in it. I had assumed that it was going to be dark; however there were a couple of street lights which illimunated the area quite well I started to get undressed as bodies leapt into the water; I paused when I was down to my underpants; plucking up the courage to discard them. June came over opened her gown and let it drop to the ground. I couldn’t believe how good she looked; her breasts were exquisite; perfectly round and I was just aching to rub my face over her pubic mound “Now you” she said “don’t be shy” then she grabbed my pants; dragged them the ground and jumped into the water shrieking as the cold water hit her. I was certainly aroused; her face had been maybe only an inch or two from my cock, the thought that it was so close she could have taken into her mouth. I started to get an erection so I jumped into the water and instantly knew why she had shrieked; it wasn’t the warmest water I have been in. It didn’t seem to last long; probably because of the water temperature although it wasn’t cold once you got out. There was a lot of splashing around and laughing and I loved feasting my eyes on a lot of breasts although I did feel a little bit out of place; they had all been drinking and were having fun; I was obviously sober, did not have a girlfriend or partner there and of course; I was still just a k** no matter how grown up I was trying to act.A couple of the girls came over and teased me; I loved it; they were really attractive; but I was young and they were naked so I suppose I would have found them attractive anyway. They came up really close to me brushing their hard nipples against my arm. “Have you got a girlfriend Andy”? one of them asked. I had to admit that I didn’t. She reached down and stroked my cock a couple of times and said “you ought to get one and let her have some of this nice young cock” her teasing seductive voice was arousing me and the feel of her hand stroking me quickly got my cock hard. “Ooh” she said “shouldn’t get you too excited” and then jumped back splashing me and laughing. “Maybe another time Andy” she said smiling; then she swam off towards her man who was getting out of the water. I am in no way gay but even I could see why this girl would be impressed with this guy; I couldn’t believe the size of his penis particularly as it had just been immersed in cold water. But I was happy about the fact that she had not ruled out the chance of having my cock in her hand again in the future albeit naively as I was unlikely to ever see her again socially.The others started getting out of the water, fighting for towels and getting dried. I strode over to the car to pick up a towel and found Sheila awake eyeing my naked body. “Have I missed all the fun”? she asked, “yes” I said and I confirmed that we were all getting dressed. “Was it cold”? she asked “freezing” I said. “I’ll not bother getting stripped off then” she replied. “thats a pity” I said “I was hoping to see you naked” “Hark at you, saucy devil” she said “I’m a married woman you know” “Sorry” I said although her smile and wink indicated that she was only teasing me.It wasn’t long before we were all dressed again back in the cars and heading off home. I couldn’t believe the night that I had. It was a one off; I would never get to do this again; not with these people anyway. When we got back to Mark and June’s house Jim was asleep on the sofa. I grabbed my stuff from the floor beside the sofa, bid them all goodnight and walked the short distance home; it was only round the corner. Boy did I wank that night. When I saw Howard again I couldn’t control myself; I just had to tell him about my experience and how excited I was. Howard had always fancied June; he always called on her on a Friday but his tone as he listened indicated that he had never got anywhere with her. For once I was able to tease him with my tale; for once it was him getting jealous and I loved it. Not sure he believed all of it; especially this married woman stroking my cock.The summer and the school holidays got into full swing so I loved my usual end of the week milk round with lots of lovely women seemingly wearing less and less. Don’t get me wrong; I don’t think for one minute that they were doing it for my benefit; the days were hot and it was probably just more comfortable to wear looser, more skimpy things, particularly as they were not intending to leave the house. Every week I would think this is it; one time I’m gonna really make it big with one of these women but deep down I knew I was only k**ding myself but I still had my babysitting jobs when I could fantasize about June and I was still getting turned on thinking about SheilaOne Friday in late July we got a phone call from June; my mum took the call and shouted up to me asking if I could babysit that night; I agreed as I pretty much always did and arrived promptly at 7:30. Mark’s car was not in the drive but I thought little of it as I rang the doorbell. “Oh hi Andy, come on in” June greeted as she opened the door. She said “I just have to grab a quick shower; get yourself a coffee or something; and help yourself to biscuits. Oh yes there are some cakes on the side there” She went skipping up the stairs and I started to want bartın rus escort bayan her all over again. It was a feeling that I went through every time I went there babysitting. I sat in the kitchen dunking biscuits into my coffee listening to the noises from the bathroom above me; thinking about June’s naked body; wondering if she had perhaps unhooked the spray and was using it to squirt water over her pussy; stimulating her clitoris. I got an erection just as I usually did thinking about her. Suddenly the water stopped and I heard her walk through into the bedroom. I went through into the lounge and turned the TV on. I didn’t pay it much attention I was more interested in thinking about what June would be wearing when she came down. I had checked out her wardrobe and her underwear drawer numerous times and like to try and guess what she would have on.Her bedroom door creaked as she closed it and she started coming down the stairs; skipped in and stopped in front of me just as she had done that wonderful night. She was wearing the same dress and spun round before me revealing that it was undone as before. She lifted her hair just as before and said “this zip always sticks”. This time it was different though; she was not wearing a bra and I could see no trace of panties either. I reached down to do her up but she stepped away and turned round to face me. “No” she said “I don’t want you to zip me up” and then slipped the dress forward; off her shoulders and let it drop to. She was gorgeous; stood before me completely naked apart from her high heels with her dress coiled around her feet.I stood motionless and must have had my mouth open in amazement at what my eyes could see. “Don’t you like me; don’t you want me”? She quizzed. “More than I can put into words” I stuttered, but what about Mark. “Don’t worry about Mark; he won’t be back until Sunday; he and Bob have gone playing golf for the weekend so the night is ours young Andy”. She reached out and took my hands placing one on each breast encouraging me to squeeze them. They felt so much better than I had imagined and I reached forward kissing her cleavage as I pressed her breasts together. The one by one I sucked on her nipples. I moved my hand down between her legs which she parted slightly. In amateur fashion I started to fumble with her pussy; rubbing my fingers between her legs. “You’ve not done this before have you Andy” I admitted that I had not had much experience; I could only call on the day I had with my cousin. In my dreams I had done it plenty of times but now it was for real it was different; I was not such an expert; but it was oh so wonderful. She pressed her hand against my crotch and could feel my rigid cock within.She knelt down and started undoing my belt and told me to take my shirt off. I did as I was told and before I knew it my trousers and underpants were around my ankles; my cock was free. June peered at it; moving her head from side to side. “It’s bigger than I remember” she said. “What” I blurted; “you remember my cock”? “Yes” she said, “that time we were at Earlswood and I pulled your pants down I got a real close up. Of course it wasn’t hard like this but I still figured it was worth a second look”. She slowly started to stroke me pulling the foreskin back; kissing the head; licking it and then pushing it between her lips and into her mouth. I have never felt anything quite as wonderful. Not even today can I remember anything being as good as that first time when my cock slid into June’s mouth and pushed against her throat. She pushed me back onto the sofa and removed my shoes and my clothing throwing them to the side and we were both naked. She continued to suck on my cock sometimes short and fast and then long and slow; I could feel myself coming and almost immediately I started to shoot my hot cum into her mouth. Some of it ran down the side of my cock while she continued to stroke it but she raised her head, looked at me with cum in her mouth and swallowed it. I apologised to her; for coming so quickly. “Don’t worry” she said “next time you will last longer; now it’s my turn” She got up and lay back on the sofa next to me. I slid down onto the floor and she spread her legs wide. I slid my hands over the soft flesh of her thighs and then pulled her towards me so that her ass was perched on the edge of the sofa. She pulled open the pink folds of her pussy and I moved my head down kissing her hole and then pushing my tongue inside. This has to be the sweetest taste known to man or boy for that matter.I pushed my hands and arms under her legs so that I could reach and fondle her breasts; this allowed me to smother my face in her pussy and its juices. I ran my tongue from bottom to top pushing it deep inside and then I found her clitoris. I pressed my tongue down hard and licked all around it. Put my whole mouth over it and sucked it I just wanted her to feel so good; I wanted it to be as good for her as it was for me. Her eyes were closed and she was writhing; making jerking motions with her pelvis. I just couldn’t get enough of her pussy. She reached down and pulled my head down towards pressing my tongue had against her clitoris jerking more as she did. She began moaning and panting; she was coming and her movement became more frantic as she reached her climax. Then suddenly she changed; she was no longer writhing around like a snake but lay there motionless with her hand still on my head. She looked up at the ceiling; exhaled strongly a couple of times and looked at me. “Do you like my pussy”? She asked. “I love your pussy” I said; I never wanted that to finish. She started talking seductively and slutty towards me “Did you like the taste of my juicy wet cunt”? “I will never ever forget that taste” I said and I meant it; I can still taste it right now. “Do you want to fuck me; do you want to push your hard cock deep inside me; my cunt is so hot, wet and ready for you; I need to have your hard cock deep inside me right now” She was so clever; all this slutty dirty talk was having its affect and my cock was getting harder the more she spoke. “Come on Andy; fuck me; fuck me hard” she cursed through gritted teeth; it worked I was rigid; indeed I need to shut her up; I didn’t want her making me cum again so soon.I pushed my cock towards her waiting cunt; sliding my cock up and down it lubricating the head in her juices before pushing gently into her. I slid my cock in as deeply as I could get it and slowly withdrew pushing back in again slowly. “Harder Andy I want it harder” she demanded. She wrapped her legs around me tucking her ankles into my ass cheeks and pulled me hard towards her; she let out a gagging moan as we reached the point of full penetration; rus escort bartın she let me withdraw again and then pulled me back into her producing the same sound as before. “Hold on” she said and pushed me away. She quickly rolled over and knelt on the floor before me with her ass in the air. “Take me from behind” she said “I love doggy fashion; you can get deeper” Her cunt seemed tighter from this angle and the feeling was sensational. I gripped her hips and with each thrust forward I pulled her towards me. She reached down between her legs and grabbed my balls restricting the extent of my withdrawal. For a few moments she caressed my balls and I loved it. Then she transferred her attention to her clitoris; I could see that she was rubbing it hard and that excited me even more particularly as she was letting out shrieks and moans of pleasure as her rubbing got more intense. I sensed that she was about to climax but she continued to finger her clit. It was then that I realised I was past the point of no return and I started pumping and thrusting harder; the sensation of pussy on cock getting more intense with every thrust. Then it came; I started pumping my semen into her gorgeous cunt; I carried on thrusting as my ejaculation continued until I finally stopped with my cock fully inside her and my stomach pressed hard against her ass.We stayed like that for maybe over a minute with my cock shrinking at an alarming rate. June reached over and grabbed a box of tissues pulling the first couple out violently. She pushed them underneath her and up to her pussy to catch my cum as it started oozing from her. I withdrew and grabbed a tissue myself cloaking it over my leaking cock. She rolled over onto her back and opened her legs cleaning herself up with the tissues. I really loved watching her and leaned over kissing her pussy she just made me want to fuck her again. She sat up and slid towards me and took my face in her hands and pressed her lips against mine. I knew from her kiss that she had really enjoyed what we have done as much as I did.She looked into my eyes and said “this is not likely to happen again but I just want you know that I loved what we had tonight; soon you will get a girl of your own and you can do these things with her and if you perform like this then she will love fucking with you. Obviously we cannot let Mark know anything of this; I love him very much and it would destroy our marriage if he were to find out. I trust that this will remain between the two of us”? “Of course it will” I replied “You can rely on me; and thank you so much; you are fantastic; I’m gonna be in love with you for a long long time yet”She stood up and slipped into her green dress; I immediately wanted to ravish her again; “would you like a shower to freshen up” she asked. I nodded and she said that she would give me a call when the shower was free. “Don’t call too loud in case you wake the k**s” I said. “Oh the k**s are not here” she said. I couldn’t have done this with the k**s upstairs; They are at their Grans; I’m going round there myself when we are cleaned up; we are all going out tomorrow so we are staying there overnight” “So we are alone then” I suggested “Yes we are” she replied. “Can I watch you shower then” I asked “ She agreed but confirmed that there would be no repeat performance in the bathroom; reluctantly I agreed.I watched her shower and then she watched me while she got dry. “I’ll be back in a mo” she said as she disappeared into her bedroom re-appearing fully dressed. She pecked me on the cheek and said “see you downstairs” but before she left she bent down and kissed my cock. “Put it in your mouth again” I pleaded “just for a minute” “I told you no messing about” she said “just for a minute then” she added and then knelt down in front of me taking my cock into her mouth; feeling it grow as she did. She was pretty soon giving me a full blow job but she ended it as abruptly as she started. She stood up wagging her finger at me “just one minute; that was the deal”When I went downstairs I found her sitting in the kitchen with a glass of wine. “Here is your money” she said handing me a 10 shilling note. “I can’t take this after what you have given me tonight” I said. What’s you mum going to say when come home without any money”? She asked. “I suppose you are right” I said picking up the money. As I started to leave; she grabbed my hand and kissed it; “thank you” she said. I leaned over and wrapped my hands around her cupping her left breast through her bra; pecked on her neck and thanked her back. Reluctantly I let myself out of the house. Next morning I was up bright and early scouring the streets to see how far Howard had got with the milk round. He said that I seemed very chirpy this morning which clearly I was but then it dawned on me; I couldn’t tell him; I found myself in the same position that he has always been in; I had actually been and fucked the woman from number 79 and I couldn’t tell him; couldn’t even let on that anything had happened.June was right it did never happen again despite all my prayers that it would. I even started including Sheila in them in the hope that I would maybe get to fuck her; I still have this picture in my mind of her naked with the biggest darkest pubic bush imaginable.June was right about a girl too; it was nearly a year later when Tricia moved into our neighbourhood. She surprisingly took a shine to me and we spent most of our time together. She was a bit of an enigma really and I’m not trying to be nasty here. Our school uniform was grey and when she was wearing it she did not look like the bird of paradise that I knew at home; her long hair was up and pinned back. Lads at school would ask what I could possible see in her until they saw us out together. Many of them could not believe that she was the same girl but she was gorgeous. She had bigger breasts than June and our time together last about two years. We had a fantastic sex life thanks to my times with June and my aunt Mary; sorry my cousin Mary; it’s a long story. I even got to fuck her on June’s bed and on Sheila’s bed on babysitting nights I don’t really want to go into why we split up; it was all a bit messy and I regret it a little; I still think of her from time to time. One occasion in particular always springs to mind and I will never forget it; I so wish that mobile phones were around then. I was watching TV round at her house; amazingly we were babysitting; looking after her little brother who was fortunately in bed. She walked into the lounge wearing white stilettos and her mum’s fur coat. “How do you like this”? She asked “Very nice” I replied; “you look good in that; and the shoes make your legs look really fantastic” “How do you like this then”? She teased and opened the coat up to reveal that she was completely naked underneath. Needless to say I turned the television off.Oddly enough I met my wife at the ripe old age of 27 and she had short hair but when I see photos of her when she was in her teens she had long hair and reminds me of how Tricia looked in those years we were together.

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