8 comments/ 26548 views/ 24 favorites Small Town Gigolo By: tallone123 She is a friend of my mother, her name is Molly. She had recently been divorced and needed someone to keep her garden tidy and to do odd jobs around the house. Molly is 52, the same age as my mother, one day when I got home from a run, Mum and Molly were there sitting at the kitchen table with Mum, discussing her household chore problems and how she couldn't find anyone reliable or cheap enough. Molly is a slim lady with short grey hair, always dresses very formally but to my eye in a sexy manner, her face is not stunningly attractive but she does have certain something that had always caught my attention whilst I was growing up, she has medium sized breasts and a large personality, she saw me smiled, got up and gave me a hug and a big kiss on the cheek. "Look at you," she said, "All grown up and strong," as she felt my shoulders and arms. "Hi Molly, how's it going?" I asked. I was just back from university and had graduated with a degree in Business Studies and was now looking for a job, but whilst at University had played Rugby, in order to play properly I needed to build up my strength and this included some gym time, which meant my 6ft frame had a decent figure with big strong arms, wide chest and shoulders, and a flat stomach. Molly kept running her hands over my back whilst hugging me and then explained her household issues. "I've not got a job yet, so would be happy to help," I said. Molly positively beamed at that and hugged me harder, she asked if I could start the next day and I agreed. "I'll pay you of course," she said. "My Ex husband may have been a philandering tosser, but he has left me well off so I won't accept no for an answer." I just smiled and said "See you tomorrow, about 9?" "It's a date," she said. Next morning at 9 I knocked at her front door, she answered wearing a white short sleeve silk blouse and a black skirt, the blouse buttoned up to just above her cleavage, she gave me a kiss on the cheek and a hug. "I forgot I've got to go and see my lawyer this morning to discuss my will, will you be alright on your own if I show you where everything is?" she asked. "Of course Molly," I replied. She took my hand and led me into the garden, she pointed out what she needed doing and where the tools were in the shed. "I'll be back in a couple of hours" she said as she went to kiss me on the cheek, at that moment I turned my head to look around the garden and she kissed me directly on the lips. "Cheeky" she said and stroked my face. She obviously thought I had done it on purpose. With that she went and left me to the garden, it soon turned into a hot day so I took my t shirt off and was cutting the hedge, mowing the lawn and trimming the bushes. I heard Molly walk out into the garden and then she said, "It looks fantastic and so do you." I blushed and went to find my t-shirt that I had thrown onto the lawn. "Don't worry on my account," she said, and walked over to me, she put her hand on my chest and said "You really have grown up," and sighed. She went back inside so I finished up and put all the tools back. I walked back into the house to look for Molly so I could ask her what else she needed doing. I called out "Molly, Where are you?" "Up here," she said. I followed the sound upstairs and checked each room and then saw her sitting on her bed and she looked like she had been crying. "What's up?" I asked. "I'm just a silly old woman, who is lonely and realised I had no one to leave my money to, when I die, no children or partner, so it's lucky cat sanctuary" she said. With that she started crying again, I wrapped an arm around her and pulled her close, she cried into my shoulder and placed a hand on my chest. "I ... also ... miss ... sex" she cried between sobs. I hugged her closer and said "You are an attractive lady, intelligent as well, you will have no trouble finding anyone," She calmed down and said "I tried internet dating, but all the men I met seemed interested in my money and house, I wouldn't let any of them past a peck on the cheek." "Sorry, I've got a go a for pee," I said and went into the bathroom. After finishing that off I went to pull my shorts back up and the drawer string broke, "Errr Molly, I've got a problem," I shouted. She came in and saw my predicament and laughed, "Well I've seen it all before, follow me, and I'll see what I can find for you to wear, some of my ex's clothes are still here," she said. As I walked my shorts fell to the floor and all I heard was "Holy shit," come from Molly's lips. I had realised that my cock was larger than average at an early age, but even in it's non excited state it was 6 inches long. Molly got all flustered and said "You really have grown up. May I touch it?" I was shocked, here was a classy lady who I had known for years, but the thought made it grow, I was almost instantly hard. "Holy shit", she said as she saw it grow to it's 10 inch erect state, and it's thick as well. She walked over took my hand and let me back into the bedroom, this proved a challenge for me as my shorts were around my ankles making walking difficult. She pushed me onto the bed and pulled my shorts off, she laid next to me and starting stroking my cock, this made it swell a bit more at her touch. I grabbed her hand and said "Are you sure you want to do this?" "Am I not attractive?" she asked. "To me you always have been gorgeous, and I have always fancied you" I replied. With that she kissed me hard open mouthed on the lips. I opened my mouth and responded, I grabbed her blouse at the point at the top button and pulled with both hands, buttons went everywhere and she gasped. I released our kiss and pulled the blouse from her arms. As soon as the blouse was clear she reached behind and undid her bra, removed it and threw it onto floor. I pulled her skirt down and found she was wearing tights, I grabbed her tights and sensible knickers and pulled them down in one movement. She grabbed me again stuck her tongue down my throat, I grabbed her breasts and squeezed themv, she murmured her approval into my mouth. I released the kiss and pushed her down onto the bed and moved down her body. I grabbed a nipple into my mouth and sucked. Her breasts were wonderful, A C cup at a guess with minimal sag. She held the back of my head to breast and said "Suck it hard." I of course did as I was asked, she started making a mewing noise, I released her breast and moved down her body, kissing her stomach which was slightly rounded with age but still gorgeous, I kissed down and found that she shaved her mound into a landing strip. "Gorgeous" I said as I kissed her mound and started to tongue her slit. This bought another mewing noise of approval. I reached up and starting mauling her breasts whilst licking her slit. This brought a further grunt of approval, I licked and sucked her pussy lips and slit, this brought further noises of approval, I then found her hole and stuck my tongue in and wiggled it about, this just about set her off, she started to pant quickly as her hands found mine she encouraged me to squeeze her tits harder. I then located her clit and sucked it into my lips, this brought an instant orgasm, a load of liquid appeared from her cunt and she screamed something unintelligible and went stiff, she then started to shake and screamed something like "Oh my fucking god, you fucking god." I started to lick her clit again and she grabbed my head and said "No more, I'll die if you do that again, where is your cock?" She pulled my head up so she could look me in the eyes and then just said "Kiss me." With that I kissed her, she didn't seem to mind the taste of herself, "Roll over please." she asked. I rolled off her and onto my back. She turned over onto her side and reached down and started stroking my cock, she moved down the bed until her eyes were looking at my cock, she then moved her mouth near it and licked the top of it. She then opened her mouth and stuck my plum head into her mouth. "Fuck," was all I could manage to get out. She started to move her head up and down, she then let the head go, saying "It is so big that I couldn't fit any more in." She straddled me and lifted herself over my erect cock, she then lowered herself down and took the head into herself, she gasped and moved up a little then back down again, little by little she did this until after 5 or so minutes I was fully inside her. She looked so proud as she then leant down and kissed me. I kissed her back and said "I have wanted to do this for so many years, I think I'm so excited that I'm just about to bust my nut." With that she started bouncing up and down and I quickly spurted into her, she came again, this time not as violently as before but still a good one judging by her reaction. I grabbed and rolled her over so I was on top and still rooted inside her. I started moving inside her. "Oh my god, you are still hard," she said. With that she wrapped her legs around my waist and like a horse riding jockey started urging me on, soon we in a rhythm and she came a couple of more times as I gave up all pretense of being gentle as I hammered in and out of her repeatedly, after 15 minutes I felt the tingle and knew it wouldn't be long and warned her, this seemed to spur her and she placed her feet on the bed to push harder against me and soon I came deep inside her for a 2nd time. This time I did go soft and I released my cock from her grasping cunt, a load of our mixed juices plopped on to the bed, I moved over and laid on my back, she moved over and lay next to me. She leant over, kissed me and put her head on my shoulder. "Tomorrow I might need my pipes cleaning" she said. I laughed and she said "I almost forgot, here's what I owe you," and gave me £250. "I can't take that" I said. She said "I just want a shag every now and then and for you to odd jobs around the house, I'm not ready for a relationship, especially with someone 30 years younger than me." "OK" I said "But you don't have to pay me." "How about charging your services out to other lonely older women who need work doing around the house?" she said as she stroked my chest. "What including clearing their pipes?" I asked. "Why not, I know a few ladies who would like that," she replied. "Now fuck me again," she said as she grasped my cock and it came back to life. So I did. The next day the home phone rang and it was Molly, "Hi," she said when I answered. "Are you free today to clear my pipes and meet another possible client." she asked. "Sure what time?" I asked. "In about an hour." she said. An hour later I knocked on her front door and she showed me a broken gutter pipe. I soon had it fixed and when I went inside Molly was talking to another lady, she was by the look of her in her mid 60's, tiny, only about 5 ft tall, and a frail looking body, she had gray hair tied back and moulded into a bun on her head, she had a pair of glasses and a severe look on her face. She was wearing a thick woolen skirt despite the hot weather and a blue twin set. "Hi," I said, "I'm Nick you must be Molly's friend ..." Hoping for an answer. "Jessica," she said and held out her hand and I shook it gently. "I understand you are good with your hands and can help me out." Jessica said. I looked at Molly who smiled and said "He did me good yesterday, the garden I mean." Jessica said "Come around this afternoon, about 4 and I'll show you what need to be done." With that she left the address on a piece of paper and said to Molly "Thanks for the coffee, but I must go and meet my husband now." Molly showed her out and then came back into the kitchen, I looked at her, she was wearing a knee length flowing white dress with red flowers on it which was tight at the top and loose from the waist down. She got me a drink of water and sat down at the kitchen table, I sat down next her and held her hand, she sighed contentedly. "I'm so sore down there." She said. "No worries. I wasn't going to force anything on you." I said and kissed her on the lips. "Jessica needs some work doing, and her husband is too useless to do it himself," she said. "Does she know about the extras?" I asked. "I don't like her, like I like you." "Flattery will get you everywhere once I've recovered," she said. "Jessica confided in me that she had always wanted a younger man to bend her over the kitchen worktop and fuck her," Molly said. "I hinted that I knew someone who might be able to help with that, she didn't ask how I knew." she said. "She is also willing to pay, she certainly doesn't want any love, just a good hard shag," Molly continued. "Ok, from now on, you organise my Service visits and vet any potential clients." I said. "A pimp" she said. "Yep, and everything for you is free, plus you take 10% of any fees!" "I don't need the money, keep it but as long as you fix my house and shag me senseless once a week we have a deal." she said. I pulled up outside Jessica's house just before 4 to see her waving who I assumed to be her husband off. I waited until the taxi he was in left and then got out of the car and walked up the drive to the front door, Jessica answered and showed me in. "I need the hall repainting." she said. "OK, not a problem." I said. And then as we walked through the house she pointed out where she needed a cupboard installing and other decorating done, It looked like 2 weeks work at least. I gave her a price plus the materials which I would itemise for her so she could check. "Sounds reasonable," she said, "It will be nice to have someone else here, for a while as my husband is away so often" she said. "He owns a company and works away a lot, he's only home a few days a month." she continued "I wouldn't leave a lovely lady like you on your own for long," I said. She smiled and said "How sweet, Can I get you a drink?" "Water will be fine," I said. "I'm having wine." She said, "Won't you join me?" "Just a small one as I'm driving," I said. 2 hours later she had a drunk over a bottle and was now talking about private things. We had moved into the lounge where she sat on a sofa and I was on the other end of the same sofa. "My husband is always too tired to make love to me." She suddenly announced. I guess the wine had loosened her up a bit. "I wouldn't let you out of bed, if you were my wife." I said. She looked shocked and then said "What would you do to me?" she asked. With that I moved closer to her and kissed her on the cheek and put my hand on her knee, she sighed happily and turned her face and kissed me on the lips, just a little peck, I moved both hands to her face and stroked it and kissed her passionately on the lips, it was like a dam was breached. She kissed me back twice as hard and pushed me hard into the chest forcing me to lay on my back on the sofa. She leapt with an agility that belied her frailty and straddled me on the sofa and kissed me again this time poking her tongue between my lips. "Would £500 to stay the night be OK?" she asked. "Yes, let me make a phone call first." I said, I rang my mum and told her I would be staying at a friends. She heard and said "A friend am I?" "Whatever you want me to be," I replied. She released her hair and it was actually quite long, down to her shoulders. I took off her cardigan, she lifted the under part of the twin set off over her head and she had on a sensible bra, she removed my t-shirt and undid my shorts pulling them down, leaving me in just my boxer shorts. She kissed me some more as I moved my hand around her waist and found the button and zip for her the skirt, these were quickly undone and the skirt was removed leaving her in her bra and knickers. She grabbed my hand and led me to her bedroom, she asked me to wait at the doorway, she stood near the bed, and turned and faced me, she removed her bra and her small breasts appeared, she nipples were however huge, I licked my lips and she shivered, she then lowered her knickers revealing a hairy grey bush. I walked into the room and stood next to her, I asked to remove my boxers which she did and then she said "Oh my god, you are massive." I kicked my boxers away, picked her up and gently laid her on the bed, l laid down next to her and she kissed me vigorously. She straddled me and placed my cock at her entrance, I could feel her wetness dropping on to my cock so she was already very worked up. She then just dropped impaling herself on my cock in one quick motion. "AAAARRRRRGGGGGHHHHHHH." she screamed as my cock hit her womb. She stayed still and said "I've never cum so quick." She then started slowly moving up and down, I gently teased her nipples causing her to smile at me, I then realised she still had her glasses on. She then started to move up and down faster which caused her small breasts to jiggle. The icy shrew from the first meeting had gone, now replaced by a cock crazy woman who started flinging herself about like a mad thing. Soon she was cumming loudly again, has she stopped bouncing up and down I flipped her onto her back and started to pound her, her legs went straight up into the air as I pounded her harder and harder, soon she started to come again, I slowed down to a slow gentle screw. She seemed to like this as well, and whispered in my ear that she wanted me to cum inside her soon. I started to pound away again, and soon she was wailing and scratching my back as she felt me release my load inside her. We laid still for a little while and then she wanted to go the toilet, she grabbed a tissue from a box on her bedside cabinet and held it over her cunt as we detached so that she caught most of our juices. She came back to bed and after 30 minutes asked me if I wanted I a drink. She got up, put on a surprisingly short silky dressing gown on and went downstairs to the kitchen, remembering what Molly said I followed her downstairs, Jessica was in the kitchen getting some glasses, I walked up behind her and gently grabbed her breast and slowly manipulated her nipples with my fingers, she pushed her bum back and turned her head and gave me a kiss. Soon the kiss got deeper and more passionate, I let go her breast and pushed her over the worktop. She whispered "Oh my god, this really is going to happen," as she felt me lift the back of her dressing gown over her bum so it was flipped onto her waist. I cupped her bum cheeks and kneeded them. She pushed her bum back, I reached between her now wide open legs and she was sopping wet. I lined up my cock with her hole and pushed in one quick motion. This brought a quick "Fuck me," from her lips as she felt the intruder fill her up. We soon got into a rhythm and she gripped the worktop and was making some very unladylike noises, "I'm going to Cum," she said as my cock sawed in and out of her. She pushed back hard and lifted her head and screamed, this sent me over the edge and I filled her up with a large amount of cum. We found some kitchen towel and managed to catch some of our juices before they hit the kitchen floor. She turned round and grabbed me and basically snogged my face off. "Have you any idea how long I wanted someone to do that to me?" she asked. I just smiled filled up the glasses she got out with wine and let her lead me back to her bed. We fucked twice more that night and on the way out in the morning she gave me £750. "The extra is a tip, to make sure you come back" she explained, and then promptly asked me to lick her to an orgasm in the hallway, which of course I did. I got home and went to sleep for a couple of hours, I was literally knackered. Small Town Gigolo Ch. 02 Please read the first part of this series before continuing. ***** Before I married the woman of my dreams I was a Gigolo, male whore, prostitute, whatever you want to call it. My beautiful wife died of breast cancer aged 62 so I here I am now in my thirties heartbroken and now penniless, we had lived in her house which passed to her sons on her death and I moved out not wanting to stay in the house where all the happy memories were. I rented a small flat on the other side of town, and now as I had been fired from my job because of the time I had taken off grieving for Margaret I was skint. My mum was actually my step mum, my real mum had me and then dumped my father as soon as I was born, I had been born out of wedlock and her parents were very religious and didn't want anything to do with a bastard child, and gave her a choice, the bastard or them, so being the selfish bitch was, wanting to keep her inheritance dumped the pair of us. I needed to earn some money and fast, so I went back to what I knew how to do, and that was shag older women senseless. I needed to get word back out in the market place so I needed to see my former agent/pimp Molly. She was now in her early 60's but didn't look like she had changed much. The tummy was a bit more pronounced and the hair greyer. I still saw her about as she was friends with my step mother, and as the yearly Bar Be Que was that weekend I decided to mention it to her then. At the BBQ everyone offered me their condolences at the death of Margaret a few months earlier. Molly was sitting on a sun lounger in the garden I sat next to her. She was wearing a green blouse with the top 2 buttons undone and knee length button up cotton floral skirt. "Hey Molly, how's it going?" I asked. She looked me up and down and replied "I hear you need a job, what have you got in mind?" "Same as 10 or so years ago." I countered. "Really, do you need my help arranging clients again?" she asked with obvious excitement... "Same Arrangement as before," I queried. "Well, I'm free tomorrow night to discuss terms and for a trial run." She offered. "See you at yours, 7PM?" I asked. "Make it 6, I need to make sure you are still in full working order and will work you hard." She said. I had kept up going to the gym so had maintained my muscular physique, though now had a bit of grey around the temples, I said to her "Do you think you'll be able to handle it, now you are older?" I countered. "I bought a dildo that was about the size of you when you left the business, so we'll see." she said. With that I kissed her on the cheek and stroked her thigh through her skirt, she sighed and said "If you keep doing that I'll shag you here and now." I held her hand in my other hand and dared her "Go on then." She looked around and saw by now that everyone else had gone in side, just then my mum shouted from the door way "Are you 2 alright out there?" "Fine thanks Mum, we are just talking." I replied. She could only see our backs from the doorway so I continued stroking Molly's thigh. Molly opened her legs slightly so I could stroke the inside of her thigh. "I'm just catching up with Nick." she said to my mum as my hand stroked closer and closer to the top of her thigh. "Can you come in now though? I can lock the back doors then" said mum. Reluctantly I stopped stroking her thigh and we walked back in with Molly looping her arm inside mine. As I hadn't really drunk that much I offered to drive Molly home, she smiled and accepted thanking my mum for having such a considerate son. As I drove Molly home we chatted about how nothing in particular, we pulled up outside her house, she asked me in for a coffee, and Molly closed the front door after me and locked it. She started to walk into the kitchen, I walked behind her and put my arms around her and started mauling her tits through her blouse. She pushed her bum back into me and "I wanted your hands on me all evening." I released my grip slightly and she kissed me hard, I ripped her blouse off sending buttons everywhere, she grunted her approval, I then grabbed her skirt and ripped that off her as well, leaving her in a non matching set of sensible underwear. "I didn't expect to get shagged tonight." she said. She took my hand and led me to her bedroom, "We'll have to be quiet." she whispered as we were half way up the stairs, "I've got a lodger now, Miriam is in the spare bedroom asleep." We went into her room and closed the door, she pulled my shirt off me and lowered my trousers to the floor, I had gone commando and she expressed her delight by kneeling in front of me and sucking my cock into her mouth. "Jesus!" I exclaimed. She released her grip on my cock and said "Shush," before taking it back in. Soon I was ready to cum and tapped her on the head; she just grabbed my arse cheeks and held me in place until I exploded into her mouth. She swallowed it all and wiped her mouth when the back of her hand, "Delicious, now lick me out," she said. She lay down on her back on the bed, I lifted her bum cheeks and removed her white knickers, and I then dived between her legs and sucked her pussy lips into my mouth. "Fuck," she said. "Shush," I said briefly removing my mouth. I then located her clit and started licking that, soon she was going to cum, she grabbed the edge of the duvet and put it in her mouth and bit down as she came, she shook for a good 30 seconds before she calmed down. I removed my mouth and climbed up her body, as I did that she removed her bra just before I sucked one of her nipples into her mouth, she started to pant as I stuck a finger into her now wet pussy, followed by another one, and the proceeded to finger fuck her to another orgasm. "Give me a minute." she said. I moved up the bed and I laid on my back next to her, she rolled over and placed her head on my shoulder stroking my chest, 2 minutes later she threw a leg over me and straddled me, she grabbed my now erect cock and held it as she dropped her weight onto me, taking me in one smooth motion, she grunted as I hit rock bottom, she then started to ride me, soon she was started to pant and came with a scream as my pubic hair stimulated her clit. I rolled us over so I was on top, and then started to hammer away in her, this seemed to cause her 1 big long continuous orgasm, she was whimpering and scratching my back as I pounded her, I was now ready to come again and warned her. "Where do you want it?" I roared. "In my fucking slutty pussy." she answered. I then shot my load inside her which caused her to scream. "Give it all to Me." she screamed. As we calmed down and I pulled my cock from her sopping pussy above the noise of her panting I could hear a buzzing noise. "What's that?" I asked. "Miriam and her vibrator I guess," said Molly. "So much for being quiet," I said. We fell asleep in each others arms and I woke up at 3 in the morning needing a wee, I disentangled myself from Molly's arms and legs and run to the toilet and went. After washing my hands I opened the bathroom door to be confronted by a short, slightly chubby lady, she looked to be in her mid 40's with permed brown hair in a hair net, wearing a thin dressing gown and what looks like a silky night dress on underneath. She also had a big scowl on her face and can of mace in her hand. I put my hands up and said "You must be Miriam." "MOLLY, Call the police," she shouted, "There is a naked man in your house!!" Molly shouted, "Don't worry, it's only Nick, send him back in here, I haven't finished with him yet." Miriam looked offended and said "oh well, erm yes, well." I gave her a quick salute and walked back into Molly's bedroom. I gave her 2 more orgasm with my tongue and another 2 with my cock before I left at about 5 in the morning. At about noon my mobile rang it was Molly. "Morning sexy, Well you passed your test and I have some clients setup," she said. "I mentioned you were back in the business to a few ladies at the coffee morning and Mrs Harford wants to see you at 2 this afternoon, her husband is out playing golf. She seemed very keen to see you again." "Ok, did you chat to Miriam?" I replied. She just laughed and said "I've told her you'll be staying over once a week, and it could get quite loud, if she doesn't like it, she can find somewhere else to live." At 2 on the dot I arrived at Mrs Harford's house, she was dressed in what I swear was the same dress she had on when I saw her last nearly 10 years ago, she ushered me in and showed me into the lounge and asked me to sit on the sofa. She sat next to me and said "I've been on a diet, and lost nearly a stone." She started to undo the buttons on her dress starting from the top. I kissed her gently on the corner of her mouth and said "No rush, my first 2 hours for old customers is free." She smiled and said "Let's go to bed then, my husband is due home at about 5." I remembered that Mrs Harford liked being fucked whilst wearing her dress, something about being naughty whilst looking prim and proper. I was led by the hand to her bedroom where she shut the door and locked it. "No escape now." she said. "Why would I want to?" I replied as I took her in my arms and kissed her thoroughly. I laid her on the bed and next to her and we spent the next 10 minutes kissing and she removed my shirt, I moved down the bed and crawled between her legs under her dress, I kissed her thighs as I went, I reached her knickers and pulled the gusset to one side, and stuck a tongue into her slit. "Be gentle, you are the last person who ever made love to me." She said. I licked her slit and she came immediately, I kept licking her even though her hips were bucking and it caused her dress to rip where I was between the front and back of it, I kept licking and 2 minutes late she came again, this time she grabbed me head through the dress material forcing my nose into her cunt, All I could smell was rampant woman. She let me go and I crawled out from I under the dress pulling her knickers down with me which she found funny. She hitched her dress up so it was above her waist, I removed my trousers and underwear and then laid on top of her, she grabbed my cock and placed it at her entrance, she rubbed it up and down her slit to make it all wet. "Are you ready?" I said. "Do it" she replied, I slowly entered her, the head popped in and she screamed, I removed it and went back in again, this time a little it further, she was tight, it took 10 minutes of slowly moving back and forward for me to hit bottom, she wrapped her arms around me and held me tight. I then started to move my hips slowly and she started doing the same, she soon loosened up and soon we were fucking. "Rip my dress off," she panted. "Are you sure? I asked. "Who's the client?" she said. I stopped fucking her and grabbed the dress at the top and pulled, the dress tore down the middle and opened so she had both her arms in, but the body and skirt were now open. I removed my self from her and turned her over, I pulled the dress from the back removing her arms from it, and then threw it on the floor, I then removed her bra and then re-entered her from behind, she was now naked and saying some very unladylike things as I vigorously fucked her. "Wear my dress will you?" she said. Now this was a new one on me but I removed myself, found the dress and put me arms through the arm holes, I had to rip it to get in on. "Lay on your back." she said. I lay on my back as she straddled me and started to fuck me. "I've always wanted someone to wear my clothes whist fucking Me." she said through her panting. . She screwed me harder and harder, she came twice and then I announced I was close. She got off me and stuck my plum head in her mouth, I exploded in her mouth and she couldn't swallow it all, it run down her chin. She licked at her chin with her tongue and then run into the bathroom, she came back in a couple of minutes having washed her face and cleaned her teeth. I had removed her torn dress used it clean my cock and threw it on the floor and was laying on top of the bed stark naked, she smiled and lay next to me stroking my arms and then kissed me hard on the lips. "Thank you so much, I always wanted to try something so kinky, but never had the courage, you don't judge me and let me do anything," she said. "My only rules are no pissing or shitting and nothing up my arse," I replied, "Anything else goes. By the way you still have half an hour free." Just then we heard a car pull up outside, she wandered over to the window, "Shit it's my husband," she said. "Not a fucking gain," I said. "Stay there, until I come for you" she said, she leaned over and kissed me before finding a sleeveless knee length, pin stripe front zip up dress from the wardrobe and putting it on, the zip went from the top to bottom, she didn't put on any underwear in her haste, she checked her hair to make sure it looked reasonable and went downstairs. "You're home early," I heard her say. "No shit Sherlock," I thought. "What's with you?" he said, "Your hair looks a mess and your face is bright red." "I've been up in the loft." she replied, "Oh OK, I'm going to watch TV for a bit in the lounge." he said. I heard her move around downstairs and then heard the kettle being boiled and then heard her say "Here's your tea dear." I heard him mumble something and then heard her come up the stairs; she went to the toilet and then stuck her head in the bedroom. "He'll be asleep soon, you can sneak out then." she said. I heard go back down stairs and then immediately come back up stairs. She came back into the bedroom and stood next to the bed and said "He's asleep, you had better go." "Is he a deep sleeper?" I asked. "As he has had a few, then yes," she replied. "Good," I said, I grabbed her hand pulled her onto the bed and kissed her, as I kissed her I started to unzip the dress from the top. She pushed me off saying "He may wake up and wonder where I am." I rolled on top of her and continued unzipping the dress. When completely unzipped I opened it and kissed her naked breast. "We can't, he's down stairs," she said, and then "Jesus that's nice," when I sucked her nipple into my mouth. I then started to rub her slit which was still wet. "Quickly then", she said as she spread her legs wide. I placed my cock at her entrance and plunged in. she put her legs around my waist and started pushing back at me as I ploughed in and out of her, she started to scream in orgasm so I put my hand in her mouth. The riskiness and rudeness of the possibility of being caught seemed to spur us both on as I came inside her, triggering another orgasm from her. We quickly got dressed and she let me out of the front door with peck on the cheek and a pat on the arse. The next day Molly had lined me up with a new client, her name was Donna and she was the leader of the local Women's Institute, a very proper and respectable organisation that is more well know for tea and cake than sex. Donna was mid 40's and quite large. Over 6ft tall and a UK size 18, she had large hips and thighs and a large pair of breasts. She also had a permanent scowl on her face. Her husband was the owner of the local night club and was know locally as being very large with a short temper. I met her at the WI hall after their meeting and proceeded to shag her in arse and pussy, and then finishing off by spraying my load over her large tits. She didn't have a scowl on her face anymore when I had finished. Later the same day I was to meet another new client called Michelle. Michelle was going to be celebrating her 50th birthday next week but wanted an early birthday present to her self. She was going to be an overnighter at a hotel in a nearby town; I arrived at the hotel and waited in reception wearing my suit and with the requisite red carnation in my button hole. I had reserved the room in my name so her husband wouldn't know, so had already left my overnight bag in there after checking in. A lady approached me and said "You must be Nick, I'm Michelle." I looked at her, she was the polar opposite of Donna, she was just over 5 ft tall and very slim, she had one a trouser suit, the trousers were flared but the jacket was tight, it didn't look like she had anything on under the jacket. She had dark wavy hair and her smile lit up the whole room, her eyes were blue and sparkled. "Hello Michelle, well let me say how gorgeous you look." I said, She giggled and whispered "You are being paid to say nice things to me." "Maybe but it's all true." I said and led her into the hotel bar; we had a drink then a lovely meal. She paid on her company credit card saying "They think I'm meeting a potential client so they expect me to ply you with drink and food." "Thank you your company." I said, she then reached into her overnight bag and passed me an envelope, and said "I managed to get your fee from petty cash," she giggled, "They think I'm taking you clubbing." I smiled and gently held her hand. "Would you like to go to bed now?" I asked. "Yes," she said. We walked to the lift and arm in arm, we got into the lift and stood at the back as we the lift filled up, I pulled me arm and free and moved my hand to her bum and gently started to feel her tight bum. She pushed back, the lift then cleared at the 2nd floor and I continued to feel her bum, she just sighed. The door opened on the 4th floor and we walked to the room, I unlocked it and she walked in, and I followed. "Can you please put the Do Not Disturb sign out before locking the door?" she asked. I smiled and did as I was asked. I locked the door and hung my jacket on a hanger in the wardrobe. She had walked into the bathroom carrying her bag and shut the door, "I'll be out in a minute," she called out from the bathroom. I lay on the bed and waited for her to return, a couple of minutes later out she walked. "Fuck me," I said. "That's my plan," she said. She was wearing a bright ted teddy with a red thong and nothing else. Her small but perfectly formed breasts sat perfectly pert on her petite frame. Her legs were slim and blemish free and she looked good enough to eat. "My husband only likes sex, in the missionary position, under the duvet with the lights out," she said. "Can we do more, I've seen some things on the internet I'd like to try," she continued. "We can do whatever you want, as long as nothing goes up my arse," I said. She skipped and clapped and then walked over and took my hand; she asked me to stand and then said "Can I undress you please?" "Of course," she then started to unbutton my shirt, she pulled it off me and threw it on the floor, she then pulled trousers down taking my socks and shoes off at the same time, and she rubbed my now erect cock through my boxers. She pulled my boxers down and gasped, "It is true!" The boxers were swiftly disposed off and she pushed me onto the bed and landed on top of me, we then started to passionately kiss as I rubbed her back and arse, I run a finger down her arse crack which seemed to make her kiss me even harder. She pulled herself up and lifted the teddy over her head and threw it on the floor. She then resumed kissing me; she then leant back and started to play with my cock. "Can I suck it please?" she asked. "This evening is about what you want," I said. She moved down and sucked the head into her mouth, she was the best cocksucker I ever met, she got most of it into her mouth and her mouth was like a Dyson. Soon I was ready to come and told her. "Do it," she said took me nearly all the way in, and what felt like half way down her throat. I came with a roar, she swallowed the lot. Small Town Gigolo Ch. 02 She released her grip and moved up the bed and kissed me, "I've always wanted do that," she said. I flipped her onto her back and pulled her thong off. "Are you going to eat me?" she asked. "Would you like me to?" I replied. "God, yes." She said. I dived in between her thighs and licked her slit, soon she panting and telling me what to do. "That's lovely, lick me there, down a bit, stick some fingers inside me, another one, stick a finger in my arse," she kept instructing me what she wanted and where, and soon she came, she wasn't a screamer more a go stiff as a board and pant a lot type. I kept going and soon she came again, then I licked her arse hole and she ordered me to stick more than 1 finger in, she then came again with 2 fingers in her arse, 1 in her fanny and my thumb strumming her clit. "No more, you'll kill me," she panted. I moved up her body and entered her, he knees went to her chest and she sighed. We then started rutting like 2 animals. "I want you to fuck me from behind," she said between pants. So I did, with her head buried in pillow and my balls bouncing off her clit. She came again. She then wanted to go on top; she wanted to try cowgirl, reverse cowgirl and a number of things she hadn't tried before. She then abruptly got off and came back with a bottle of gel, "I want to feel you in my arse," she said. She lubed me up, and lubed her arse hole and I told her to get on top, she could then control how fast and how deep it went. I nearly came when my head passed her sphincter, she was so tight, we wanted to go slow and it took 5 minutes before I was buried fully on her arse, she sighed contentedly and then started to love up and down, she then decided that actually she didn't like it that much, so I had to fuck her with her standing up bent over the bed. When I warned her I was going to come she asked me to paint her face. When she finished and she cleaned up she lay down next to me on the bed and kissed me, "Thank you, that was wonderful. Can we do it again?" I rolled her onto my back and as I had already recovered penetrated her again; she then wanted me to screw her whilst I sat in a chair, then whilst she sat in the chair, then her bent over the chair. We both fell asleep and woke at 7 in the morning. "Shit, I've got to get to work for 8," she said as she run into the shower. I followed her in and fucked her standing up in the shower. She was late for work. I went home and fell asleep on the sofa watching Jeremy Kyle. The phone rang at lunchtime. "It's Nick." I answered. "Morning sexy how was Michelle?" spoke Molly. "Tiring and demanding," I replied. "Remember tomorrow is commission day," she said. "I never forget that," I said which elicited a laugh from the other end of the phone. "Tonight, I have an appointment for you. Her name is Jane Doe," "Ok, what's her real name?" I asked. "Don't know, but she wants to meet you at her house at 7PM tonight." She replied, and then reeled off the address. "She rang me saying that you were recommended by Veronica Harford." She continued. "See you tomorrow, be prepared to be so sore you can't walk the next day," I said. She sighed and said "Promises, Promises." I arrived at the address and was greeted with a very grand house; complete with sweeping drive way, the front of the house was huge, with pillars holding a porch over the front door. I rang the doorbell and the door was answered by a very regal looking lady. "Hello, you must be Nick." she asked in a very cultured voice. "Hi, you must be Jane." I replied as I shook her hand. She smiled and waved me in. I took a good look at her and then recognised her, she was the local magistrate, her husband was the local MP; he was also a government minister. She was about 55 years old, she had on a ladies pin stripe skirt suit, with a frilly white blouse underneath, she had blonde hair which was styled a bit like the Queens, she was about 5ft 8 inches tall with a curvy not fat figure, she had the aura of someone who knew what she wanted and how to get it. "My husband is often away and I get so lonely." she said. "I just want someone to hold me whilst I sleep, no naughty business," she continued. We sat in the lounge and talked, we talked about where we had traveled, what we liked to do. She ordered a Chinese takeaway after checking what I would like and she paid the delivery driver when it arrived. We sat at the dining table, initially we sat at opposite ends but we soon sat next to each other as I fed her bits of food, she didn't mind me sitting close and the touching as I showed her how to use chopsticks, she laughed when I kissed her nose, we had also had a bit to drink, so we were a bit tipsy by 10PM. We put the washing up in a dish washer and the food cartons in the bin. She then wanted a walk around her garden, she placed her arm inside mine as we walked, she pointed out the pond, which looked like Lake Windermere to me; it was so big. As we walked back inside 20 minutes later she said "Thank you, you have been the perfect date all evening," and kissed me gently on the lips. She grabbed my hand and said "Follow me," and led me upstairs. We arrived in a bedroom that was large but had no personal things around so I guessed was a spare room. "Do you mind turning round whilst I get changed?" she asked. I took off my shirt and trousers, socks and shoes, leaving me in my boxers. I heard her call "Ready," and turned around, she has changed into an old fashioned style below the knee cream coloured nightdress that had 5 large buttons on the front; it looked like there should have been 8 but the top and bottom ones were missing, along with one in the middle so I could see her creamy white thighs and some cleavage as she stood there. The one in the middle showed she had taken her bra off as well as I could see some of her orbs. I walked over to her and held her hand and pulled the covers back, we got into bed, I lay on my back as she rolled into me, resting her head on my shoulder and throwing an arm and a leg over me. She looked up as I turned my head so I kissed her gently on the lips. She sighed and kissed me back and then placed her head back on my shoulder, as we both had a bit to drink sleep came quickly to both of us. I woke up in the early hours to find that I was spooning Jane, I had morning wood which was poking her in the bottom and my hand had found it's way inside her night gown where the missing middle button was it meant my finger tips were resting on the bar flash of her tit. I tried move my hand away but she groaned and held onto it, she then wiggled her bum so that my hard pressed against her bum, I'm not sure she actually woke up as a light snoring noise came from her direction, I soon went back to sleep. We woke up at 8am with her alarm. During the latter part of the night her night dress had ridden up and her bum was uncovered. My hard cock was now peaking out of the top of my boxers. My hand was now outside her night dress but was cupping her tit. "Morning," she said as she rolled over. "Morning gorgeous," I said. She removed my hand and said "Naughty." I gently hit her bum and wiggled my hips, "Naughty yourself." I replied. She giggled and looked at my boxers and said "Oh my, did I cause that?" I just smiled. "I must get ready, I'm in court all day today," she said. "Are you free Wednesday evening?" she asked. "Yes, would you like me to come back then?" "Yes please, she kissed me gently on the lips and disappeared with a skip and a smile. She had left £2000 on the side. I called after her "This is way too much." "Consider it a bonus for being a total gentleman," from another room down the landing. "Please see yourself out and no peeking at me in the shower," she continued. I got dressed and made my way out and left half the money where I found it. I came back on Wednesday evening as promised, Jane opened the door and ushered me in and greeted me with a hug and a kiss on the cheek. "Now you are a very naughty boy," she said. "Why?" I asked. "You will take all money I leave for you tonight, understood?" "Yes ma'am," I said giving a little salute. She giggled and took my hand, we sat in the lounge and started on a bottle of red, she had arranged for some food to be delivered earlier in the day and it just needed to be heated up. We ate on trays on our laps on the large sofa. We talked all evening after we finished the food, and then we finished the bottle of red, followed by another bottle of red. We sat next to each other on the sofa holding hands. I looked at Jane, she was wearing a knee length red dress with black flowers all over it; it had a halter neck and didn't look like she was wearing a bra. "Do you like my dress?" she asked. "Very much, It fits in all the right places," I said. "I wore this in court today but had to keep my jacket on as I can't wear a bra with it," she confirmed. "I felt really naughty," she continued. "But I wanted to wear it for you and didn't want to have to get changed in case I got home late." "You look enough to eat," I said. She just giggled and took my hand and led me upstairs, this time she took me into what was her bedroom. "Untie the dress please," she said. I stood behind her and breathed on the back of her neck and undid the tie around her the neck holding the back of her dress up, she melted back into me as felt the dress start to drop, she held the dress up at the front. "Can you lower the zip please?" she asked. I located the zip and lowered it stopped just above her bottom. "Turn around please and get undressed," she said. I let go of her and I quickly shed all my clothes except my boxers. "You can turn around now," she said. She had changed into a silky night dress that came to mid thigh and had a lace around the edges, and there was a pronounced V at the front which showed off her cleavage. She flipped the covers off her bed and I got in beside her, she leaned over and kissed me squarely on the lips, I opened my mouth and licked her lips as she did it. "Cheeky," she said and then leaned it for another kiss, this time we played tongue hockey. "Oh my, I got carried away," she said as she placed her head on my shoulder. I put an arm around her and my hand ended up just below her breast. As she snuggled into me her breast jiggled up and down which meant her nipple touched my hand. "Oooohhhhh," she giggled. I turned round, and laid her so she was on her back and kissed her, her arms flew around my neck and she tried to suck my tongue into her stomach. I rubbed her hips which pulled the night dress up. She didn't stop me when I cupped a buttock, she didn't stop me when grabbed the bottom of her night dress and lifted it over her head. She released me briefly to allow me to remove the offending item of clothing, but as soon as it was gone she clasped me tight again. "You are too over dressed," she said. I raised my waist and pulled my boxers down and then I kicked them off. "What do you want to do?" I asked, "We can just cuddle if you want?" "I would like that," she said. She rolled facing away and I spooned her, careful to keep my by now erect cock away from her bum and my hands off her tits, Soon she started to make the light snoring noise as she slept, and I quickly joined her. I woke up in the middle of the night with me lying on my back and Jane sprawled across me, her leg was over mine and her arm across my stomach. Her hand was near my groin. I managed to disentangle myself and go to the toilet in the en suite. I washed my hands and crawled back into bed with her. "Where have you been?" she mumbled. "Toilet," I replied as she rolled away from me, I rolled over and spooned her again, this time leaving my hand where it feel neat her breast. She grabbed my hand and cupped it under breast. I kissed the back of her next as bun wiggled back against my groin. Her legs opened slightly and my cock nestled between her thighs, I felt some moisture and she was soaking wet, she was dripping, I moved my hips forward slightly and she moved back some more and the tip of my cock head penetrated her sex. She gasped and rolled over removing me from her, and pushing me onto my back. "I can't," she said and started to cry. "I really want to, but I can't." She then started to sob; I rolled over and hugged her close. It all then came out, her husband has told her that she was an dry old shrew with nothing going for her, she was old and fat and that he had found a young civil servant in London who he was shagging, he only remained married to her because it looked good for the cameras and his career. "You only find me attractive because I pay you," she said. I turned her chin towards me and said "You are gorgeous, I was going to disobey you again and not take any of the money for tonight, you are kind, sweet and gorgeous," with that I kissed her passionately, she responded in kind and turned to face me, as soon as she lay on her back and I lay on top of her, I moved her legs apart and entered her. "Oh my god," she said, "We can't, I can't forget my marriage vows." "My real name is Elizabeth," she said. "I know," I replied and pulled out of her. She kissed me thoroughly and said "You must think I'm a tease," "You are gorgeous," was my reply. We talked the rest of the night and I left in the morning after we helped each other shower. I returned the following week, "Hi Sexy," she said as she opened the front door. I walked in and she closed the door behind me. "Look at you," I said. The local amateur dramatic group were putting on an opera for charity at the local theatre, I was dressed in a tuxedo and she straightened my bow tie. She was wearing a floor length strapless blue dress that clung to her frame like cling film. She also had on elbow length blue gloves and black shawl around her next and shoulders. I asked her to do a twirl and she smiled as she did it, I was only allowed to kiss her on the cheek as I might have ruined her make up otherwise. "Why isn't your husband going with you?" I asked. "Because I now have the confidence to tell him to stay away from me, that is down to you," she said, "Oh and I found out that the young civil servant he is shagging is called Richard." "Oh," was all I could think to say. "I have started divorce proceedings," she said. I smiled and said "Excellent." The door bell rang and the limo she had hired had arrived. We got into the car and we held hands all the way to the theatre. The opera was awful, full of local busy body's who thought they could sing but couldn't. I really did wish it was all over when the fat lady tried to sing. I was introduced to the great and good as Elizabeth's intern, learning about politics and this is was part of my education into dealing with people, we couldn't be seen to be affectionate whilst we were there, and that was hard, she looked so beautiful. She managed to get away from everyone who wanted to see her and we both got into the limo for the journey back to her house. We held hands all way home; she dismissed the limo driver, and said I would get a taxi later, we had business to discuss. We walked up the driveway and she unlocked the front door. As soon as the door was closed and locked behind us she turned round and snogged my face off, "I wanted to do that all night," she said. As she turned to go into the kitchen I grabbed her arse and mauled it, she turned around and kissed me again, she got a couple of glasses of Gin and Tonic and said "Let's take these to bed, shall we?" I followed her up the stairs into her bedroom, I shut the door behind us as she put the drinks either side of the bed. She threw the shawl on the floor and said "Unzip me please." I pulled by bow tie off and threw my jacket onto the floor as I walked up behind her. I lowered the zip and peeled the dress off her, it pooled at her feet and she wasn't wearing a bra, she had on some thigh high black hold ups and that was it. She kicked her shoes off and lay down on her back on the bed; I removed the rest of my clothes in double quick time and lay next to her on the bed. We kissed and kissed and touched each other, she had a couple of large orgasm from me gently touching her clit whilst sucking her nipples into my mouth, she was stroking my cock the whole time, I then moved between her thighs and licked her to a couple more, I then moved up and slow penetrated her, she moved with me and soon we were fucking each other for all it's worth. "God, I never knew it could feel this good," she said as she reached a sexual peak resulting in a crashing orgasm. Soon I warned her I was going to come and she just pushed back harder and I came into her, causing her another orgasm. She went a cleaned herself up, We then didn't get much sleep that night, we fucked 3 more times and talked. She called in sick for being a magistrate and we managed to fuck twice more before we had a couple of hours sleep. She divorced her gay husband, sold the house and moved to Spain, she even flew me out there 3 times just shag her senseless for a weekend, until she married a millionaire ex pat business man, I was invited to the wedding and shagged her 4 times on the night before her wedding, she wouldn't break her vows after making them. One day I was recovering from an overnighter with Mrs Harford when the phone rang. This is Nick," I grumbled, into the mouthpiece. "Hi son," came the voice from the other end, it was my step Mum. "Are you free to come and see your old mum for a chat?" she asked. I thought, I had an appointment this evening with an MD's wife with the colour coded dresses, (see first part of the story). "Give me 30 minutes, I'll pop over." I replied. "See you then," she said. My mum was actually my step mum, my real mum had me and then dumped my father as soon as I was born, I had been born out of wedlock and her parents were very religious and didn't want anything to do with a bastard child, and gave her a choice, the bastard or them, so being the selfish bitch she was, wanting to keep her inheritance dumped the pair of us. My dad married my step mum when I was 15; she insisted I call her mum. 30 minutes later freshly showered and shaved I arrived at Mum's. She greeted me and sat me down in the lounge, "Are you a male prostitute?" she blurted out. I sat there and just said "Yes, how did you find out?" "Some ladies at the dance class, were talking about a tall, dark handsome man called Nick who had made one of them come repeatedly all night for £500.The description was you to a tee." "What was her name?" I asked. "I might have to put her on commission." "This is not funny Nick, you could get arrested or you could get a disease," she said. I took her hand and said, "It's OK, I know what I'm doing, I am selective in my clients and I am checked by a private doctor weekly," I leaned over and kissed her on the cheek. This seemed to help. She held my cheek and kissed me on the lips gently. I kissed her back and stood to leave. "If only you weren't my step son," she said, "Your dad has never been that good at the whole sex thing." "MUM!" I shouted, "That's so wrong." "Nick, just saying it as it is." She said. "Come on then, I have always fancied you," I said, I leaned in and gave her a big passionate kiss. Her eyes went wide as saucers as she then felt my hand touch her breast. Let me describe my step mum, she is in her early 60's, 5ft 5 inches tall, she is a UK size 10 with a 36C bra size, her hair is grey and in a neat tomboy style. She always wears a blouse, with a cardigan and grey or black slacks. Small Town Gigolo Ch. 02 "Your dad will be home soon," she said. I noticed it wasn't because I am your step mother we can't or anything like that. I kept kissing her and removed her cardigan. She started to undo the shirt I had on and run her hand under my shirt onto my chest. I undid the blouse and pulled it from her slacks, and then transferred my kiss to her neck. She grabbed my head and held me there saying "my baby," as I reached round and undid her bra. She gasped as she felt her bra fall down. She released her grip on my head and pulled her bra off; she lay down on the sofa as my mouth sucked in one of her nipples. This caused another gasp and she reached down and touched my hard cock in my trousers, this seemed to bring her back to reality and she pushed me and sat upright. "You had better go," she said. As we made ourselves presentable I kissed her on the cheek and said "One day we will do it," and then walked out of the door. That evening the MD's wife wanted me to pretend to be her son. I didn't hear from my step mum for a few days until I was invited over for a family dinner on Sunday, I duly attended and apart from a brief peck on the cheek when I arrived, nothing happened until later in the evening. Dad and his brother went to the pub, my uncle's wife had a headache so went home leaving me and my mum at home alone, she was wearing a blue zip up blouse with the zip undone so it showed a bit of cleavage, she had on a dark blue button up cardigan and a pair of dark gray slacks. she asked me to help with the washing up, we stood in kitchen in silence as she washed and I dried, she had taken her cardigan off to stop it getting wet, she then flicked some of the washing up water at me, I smiled and reached into the sink and accidentally threw more than I intended to over her, she looked arrived as the blouse went transparent, I could now see her sensible t-shirt bra underneath. "I'm sorry," I said as I grabbed a clean tea towel from the drawer and started to pat down her front. She looked at me with a dreamy look in her eye as I rubbed the towel over her chest, I reached forward and untucked her blouse from her slacks and then lowered the zip on her blouse all the way to the bottom. She just looked at me and removed the blouse fully herself. I leaned in and kissed her gently on the corner of her mouth. She responded and kissed me back. I then undid her bra and pulled it from her arms. I just didn't stop I them undid her trousers and pulled them down with her knickers at the same time, she bent down picked up her clothes, took my hand and led me to my old room. We didn't say a word as she removed all my clothing as we stood next to my old bed, she then knelt in front of me kissed the end of my cock, and I just let out a deep breath. I picked her up laid her down on the bed and pulled her knees apart. I then kissed the inside of her thighs which elicited a murmur of approval, I then slowly moved up and kissed her slit, she grabbed my hair and held me there, soon she was started to shake and then let out a shriek as an orgasm ripped through her very being. She held me in place and moved her hips as I licked and kissed her to another almighty orgasm. She let go my head and I kissed up her body and when I reached her face I looked her n the eye, she reached between us, grabbed my cock and placed it at her entrance. I pushed forward and entered her. She pulled me head down and kissed me as I entered her, she pushed back and soon we were fucking, not a word had been spoken since we left the kitchen, she raised her hips to push me in deeper as then she just let out a scream. "Fuck me son, fuck me now, do it, do it," she screamed. So I did, we screwed and screwed, we tried it missionary, her on top, doggy style, we were at it for at least 15 minutes before I shot my load inside her, triggering another large orgasm for her. I quickly got dressed and went back downstairs, and sat in the lounge whilst Mum had a shower. We were sitting on the sofa talking about what just happened when we heard the front door opened with a bang. My Dad was shitfaced so he went straight to bed; I had to help him up the stairs as he was so paralytic. I threw him on the bed, removed his shoes and left him there snoring his head off. I went back downstairs and saw mum making a cup of tea in the kitchen. I walked up behind her and placed my hands on her hips. "We can't betray your father," she said. I kissed her on the cheek and left, I knew she was feeling guilty. I couldn't sleep and the next morning got a text from her. "I feel so dirty, yet so satisfied; he is away this Sunday at the fishing show so please come over Sunday lunchtime so we can talk. Love mum." I still had some clients to see between now and then, I paid Molly her commission and kept my promises, she couldn't walk properly for 2 days afterwards. Mrs Harford now booked me to stay overnight, I was to always turn up at 9:30 on a Wednesday evening when her husband has would have been at the golf club all day and was so drunk he fell asleep in his room as soon as he got home. She liked being fucked with him in the next room. I'm sure her husband knew but didn't seem to mind as long as she was happy. On Friday I had to meet a new client at a Holiday Inn in London, Molly wouldn't say who it was just that I would not be disappointed. I duly arrived in my suit, crisp white shirt, red tie and polished shoes. I was holding a copy of the Daily Express as requested. A tall distinguished looking lady with a big hat and sunglasses was looking around the hotel lobby and saw me; she walked over and held out her hand. She was wearing a large coat that covered her from her neck to her knees and it was so baggy you couldn't make out what sort of figure she had. "Hi, you must be Nick," she said. "Yes, very nice to meet you." I replied. "I don't want you know my name so just call me Missy, but I must say Molly was right about you." She continued. "Very well, missy, what would you like to do?" I asked. "I want you to take me to my room and roger me senseless, I don't want any lip kissing, I just want to be got off and then feel your cock spurt inside me. Once we are done I will give you £500 and you will leave, however if I have more than 3 orgasms the fee I will pay is £1000, is that understood?" she commanded. "Very," I replied. With that she walked to the lifts and signalled for me to follow. We went up in the lift to the 8th floor where we walked in silence to her room. She unlocked the door and we walked in, the room was one of the larger premium ones with a super king size bed and a view over some of London's tourist sites. Missy walked over to the bed and removed her coat, she was naked underneath; she had a fabulous figure, 36D breasts that had no hint of sag, a flat stomach, slim toned legs. She then removed her sunglasses and hat, she looked like she was in her mid 40's, she had brown hair styled in a bob, and a face that while not stunning certainly was not ugly. "Well, get naked then," she commanded. I stripped off my clothes and walked over to her and kissed her neck, and started to gently stroke her back. "mmmm, that nice," she said as her arms came up and touched my arms. "You are fit," she added. I moved down her body and sucked a nipple into my mouth; she held my head and gasped as I bit down on it. I felt her legs widen as we were still standing up so I moved a hand between them, this elicited a sigh as I rubbed her slit, soon she was panting a lot and wailed "ONE" when I placed a finger inside her hole. Her legs went wobbly as she came, so I picked her up and lay her gently on the bed. I then dived between her legs and licked and kissed everything I saw. "TWO" she screamed a couple of minutes later as she shivered through another orgasm, I kept licking and 5 minutes later she went stiff as a board and shouted "THREE" as the biggest one yet ripped through her body like a freight train. I stopped licking and removed my face, I crawled up her body as she was still shaking and entered her, her face went bright pink and a cry of "Fuck" left her lips. Soon we were banging away and as I looked her in the eye, she grabbed my face and kissed me squarely on the lips. My hips were now a blur as I was banging into her, "Yes, FOUR." She screamed as she came again. I slowed down as I needed to regain my breath; she seemed to like the break as well. "Let me go on top, please?" she asked. We rolled over without decoupling and then she gently started to ride me, I massaged her tits whilst she was doing that and she held my hands in place with her hers, She came as I did "FIVE" she screamed. She leaned forward and kissed me on the lips as we calmed down, "My rules," she said. I looked at clock and we had been in the room just over an hour. She got off and ran to the toilet, she came back out a few minutes later and said "I've got a meeting in the house in an hour, will you wait here for me?" "Of course," I replied, "Which house?" "Of commons," she said, "I'm your new MP, my predecessor had to resign due to sexual indiscretions," she continued. Fuck me, I thought, what have we just done? If it was known that the newly elected MP for my town was banging a gigolo there would be yet another by election. She came out of her the bathroom and went to a suitcase that was in the wardrobe, she removed a sensible bra and pair of knickers, which she then put on. She then removed a sleeve less white blouse from the wardrobe and did it up, so it buttoned all the way to the neck. She then took off a hanger a pair of dark blue trousers and quickly got into them, she found a matching jacket and put that on, her hair was then plumped up and liberal amount of hair spray went on, she pulled on a pair of ankle boots with a small heel and finished it off with a pair of round glasses, she looked every inch the respectable middle aged lady. "It's a lady's prerogative to change her mind," she said as she checked her appearance in a mirror. "I'll be back in a couple of hours." With that she leaned over, kissed me on the cheek and then swept out of the room. I put the TV on and switched on a news channel, after an hour or so there she was being interviews outside the houses of parliament. She came across very well and explained how delighted she was with her first speech in parliament. She explained to interviewer that she had an urgent appointment with a constituent she needed to get to and so had to leave fairly quickly. 30 minutes later she knocked on the bedroom door and I opened it wearing nothing but a smile, she laughed out loud and pushed me back into the room, "You fucking nutter, what if someone saw?" she asked. I kissed her gently on the corner of the mouth and undid the buttons on her jacket and removed it from her shoulders, I then did the same with her blouse, she by this point had undone her trousers and pushed them down where they got stuck on her shoes, she then fell over laughing, I picked her up carried her to the bed and pulled her shoes and trousers off, I then moved up her body and kissed her on the cheek. She responded by kissing me full on the lips and then opened her mouth, we were dueling tongues like no tomorrow, she then pushed me off and undid her bra, and removed her knickers. I then dived between her thighs and started to lick her out. "I ... Need ... A ...Researcher." she said between gasps. She pulled my head from between her thighs, "£50K a year, my husband pays for my whims. You will be paid to do some work for my parliament role and my constituency role, I need someone to help me, oh and someone to shag me senseless as my husband is 20 years older than me and can't get it up anymore, we have a big house with a granny annex, you can live there, I will tell my husband, that it is because I might need you on call at anytime, when we are in London, we will just stay in the flat I have just bought, Are you in?" "Let me think about it?" I answered as I penetrated her again and she bucked up at me, soon we were fucking like rabbits and she kissed me again. "Call me Jooooooooaaaaaannnnnnnn," she said as she came. After spending the night with Joan, I thought about her offer on the way home on the train, it would mean giving up my other ladies but would mean a legal and regular income. If it didn't work out I could always go back to my old job. I rang Molly and my regulars when I got home, all were understanding and wished me all the best. I went to sleep that night for the first time in a long thinking about the future, if the new job went well I could get a job with another MP if Joan lost her seat or decided to retire in a few years. The next day was the day to meet Mum; I arrived at noon wearing a t-shirt and swim shorts when Mum opened the door, she was wearing a pair of beige slacks, dark blue zip up blouse and a short black button up cardigan, we sat in the lounge and neither of us wanted to speak. I broke the silence, "I'm sorry, I love you, and I shouldn't have done it." She looked at me and started to cry, "I love you so much as a son, but I also love your father as a soul mate, but he has never made me come like that." "I'm giving up my job and going to work for the new MP as a researcher. It will mean working away in London half the week but the job comes with accommodation," I said. "That's fantastic," she said and held my hand. "I'm so glad you will not be out there doing all sorts of things to all sorts of women." She leaned over and kissed me on the cheek. I took her head in my hands and said "We still haven't cleared up, what happens about us." "There is no us, it was a one off stupid mistake," she spat. "I'm sorry," she quickly added. "OK, at least I know where we stand," I said, "I'm leaving now and will be back when I can on Sundays, depending on my new job, I still fancy you though, my sexy step mother," and started to walk out. I heard "I lust you," as I walked out of the door. Monday was my first day on the job for the right honourable Joan Halford MP. We met at her home and I was introduced to her husband, he said he was 71, which made Joan early 50's, but he seemed a nice bloke and said me "Keep her happy, lad, do ANYTHING she wants, stops me getting an ear bashing." "Anything??" I asked. "Yep, just keep her sweet, I can't perform like I used to and you are required to step in." he replied. Joan then reappeared and showed me the granny annex which was actually bigger than my old flat. It was self contained with it's own kitchen and shower room, as she was showing me round, she showed me the bedroom and giggled, "That's will be our main working room," she said. It was fully furnished so all I had to do was move my clothes in, which I did later that evening. She left me to it but came back at 11pm, and said "I've just been called to a debate tomorrow, help me with the papers on debt relief to East Timor please." We went through everything and finished at 1am, we had a quick kiss and cuddle and then she went back to the main house, "Even though we don't have sex anymore, he still likes me to share his bed with him," she said. We were on the 6am train to London arriving at 7:30, we went straight to parliament when the debate started at 9; that finished at 10:30; she set me up in her commons office with a desk, telephone and laptop. She then got called away to ballot on increased defence spending, we then spent the day working in her office preparing for the next day; we left at 8 in the evening, we got a taxi to her new flat in London, it was in a new block and must have cost a bomb, it was huge and was open plan, with glass windows overlooking the Thames. I cooked a quick omelette for each of us while she was studying some papers. When she had finished eating she started reading some papers on tomorrow's debate, when I finished clearing up I walked up behind her started to massage her shoulders, she tiled her head and kissed my hand. "That's lovely, I need to be relaxed," she said. I kept kneading her shoulders and she moaned into my hand and kissed it again, I lowered the zip on the dress she was wearing and then started the massage on her bare skin. "Keep doing that and I'll never get any work done," she said. "You need to relax, you've been on the go since 6 this morning, let me get you a glass of wine." I said. I zipped her dress back up and brought 2 glasses of wine from the kitchen, she had moved to the sofa and had kicked her shoes off and removed her tights, "Can you massage my legs for me please?" she asked. As she lay down on the sofa I sat at the other end and started to massage her feet, soft murmuring came from her as she approved of what I was doing; I then moved up and started doing her calves. After a few minutes I then lifted the skirt of her dress up and started to do her thighs. "You have a magical touch," she said as he widened her thighs, I then saw she had removed her knickers as well and started to touch her slit, it was wet already, she grabbed my hand an led me to the bed room, soon all our clothes were littered over the floor and my head was between her thighs licking her to a huge orgasm, "I needed that," she said "Now come here," After I finished screwing her to another orgasm and blowing my load in her cunt, we both fell asleep. More to follow from the gigolo in parliament. Small Town Gigolo Ch. 03 Please read parts 1 and 2 first otherwise the story may not make much sense. ***** 18 months later. Joan was holding onto the headboard as I was shagging her from behind on the bed in her granny annex. "Come in my cunt," she screamed as she reached orgasm. I came with a roar which seemed to fill the room. We cuddled up after we disentangled from each other, her phone that was sitting on the side then bleeped, she checked her messages and there was one from her husband asking us to keep the noise down, and then a circular from her party leader telling all his MPs that he was resigning the next morning because he had been found out that a company he was MD of, (Which he hadn't declared) was selling 2nd hand fighter planes to a government that had United Nations sanctions against it. "What a stupid wanker," I said. "I wonder who will be leader next I asked?" "I might go for it," she said. "That would work, A new MP, with experience of life outside of Westminster bubble, might appeal to the party's members," I said. "You are so sweet," she said, and kissed me on the lips. "That bitch Halsey will probably go for it as well," she spat. "Got any dirt on her?" I asked. "I like your thinking," she said, "but she is a pious old cow with no vices what so ever." "Leave it with me, I'll do some digging." I said. With that she kissed me and got her dressing gown and left to go and sleep in her husband's bed. The next day Joan and her husband attended a family wedding so I was at loose end. I rang round a few friends and colleagues and found out some gossip on Eleanor Halsey. It was also my step mother's birthday so I bought a card and some flowers and drove round to the house, she answered the door wearing a white zip up blouse and dark grey slacks, as it was a warm day the cardigan had been dispensed with. "Happy Birthday Mum," I said as she opened the door, she looked at me despondently and invited me in. "Your fucking father has fucked off to a fishing competition on my fucking birthday," she spat once we had sat down on the sofa. I reached over and kissed her on the cheek, and held her hand, she sighed and said "Well, now you're here, lets have some fun, where's the rest of my present?" as she slid over and sat right next to me. I looked confused as she grabbed my cock through my shorts. "I thought we couldn't anymore," I said as she gently stroked using the end of her fingers. She took my hand and let me upstairs into her bedroom. She kissed me hard on the lips and I responded, we were soon snogging like teenagers as reached between us and unzipped her blouse and removed it from her slacks, she unbuttoned my shirt and run her hands over my chest; we stood back from each other taking deep breaths, and then grabbed each other again. I pulled her blouse right off, she tore my shirt off, I removed her bra and she started to undo my shorts. She pulled them down and looked excited when she realised I had gone commando, I undid her trousers and pulled her knickers down at the same time. She stepped out of them and we resumed snogging before falling together on her bed, I put my hands between her thighs and she willing opened them wide, she was soaking wet with the anticipation of it all, I crawled onto of her and placed my cock at her entrance, she grabbed it and pushed it in, she grunted as I pushed all the way in and soon we were fucking like rabbits, "Keep going," she said as she came, wrapping her legs around my waist as she did. We continued fucking until I came into her welcoming pussy. I kissed her on the lips and said "Happy birthday." We stayed in bed all day until the phone rang, it was my dad to stay he would be home in an hour, cue another frenzied bout of fucking in the shower, we were all presentable by the time he got home and apologised profusely, saying he had got the dates mixed up, and mentioned something about giving her some loving, she just smiled and said she was too tired having been busy all day. After I left she sent me a text saying that we would do that for her birthday and Christmas present every year from now on. I checked my emails when I got home and some information on Eleanor Halsey had come back, it turns out that Eleanor was not as clean as it seems, despite being married she enjoyed a bit of extra curricular activities with a number of men, and the activities she enjoyed were unusual. I managed to track down one of the men in question who I got drunk in a bar, one evening. He left his mobile on the table when he went to the toilet to throw up and I found some pictures of Eleanor being fucked by a young man, whilst she was shafting another man up the arse with a huge strap on. I copied these onto my phone, when I got home I transferred them to my laptop, created an anonymous email account and emailed them to the editors of the big Sunday newspapers, Eleanor resigned as an MP Sunday afternoon claiming family issues that needed to be worked through. Joan didn't ask if it was me that ruined Eleanor Halsey's career and I didn't tell her but she seemed to know because she let me take her anal cherry Sunday evening. A couple of weeks later all the nominations for the party leadership were in, there was Joan, a gentleman called Andrew Brown and a lady called Vera Ashworth. As the 3rd largest party they were never going to win a general election but there was some kudos with being a party leader so they all really went for it. The initial polls showed Andrew was third and a long way behind the 2 ladies; apparently he had a reputation for being over familiar with the ladies at party conventions and they were now going to make him pay. Vera was 70 years old and seen as the party matriarch. She was a large jolly lady who had been happily married for nearly 50 years; she had 2 grown up children who were now barristers and 5 grand children, she also had a great grand child on the way. I did some research on Vera and found something odd, it seems that she always went to a book club on a Wednesday evening in her local constituency, this club was for ladies only but gentlemen were seen entering and leaving the at the same time but via the back door only, as her constituency was neat to Joan's I waited outside one night and watched, the rumours were correct, a group of approximately 10 older ladies would enter through the front door of this large house and a similar amount of gentlemen would enter through the back door. I waited until they left and followed 2 of the men in their car. They pulled up outside a pub and went in for a drink. I went in after them and listened to their conversation as I sat nearby, "That mask really scratches," said one, "yeah, doesn't that large lady really give a good blow job though," said the other and started to laugh. I reported my findings to Joan who looked thoughtful and decided to sleep on it for a few days. A couple of days later she asked me over to her office in the main house for a chat, her husband was away for a few days and parliament was in recess so we spent most of the time in the constituency. She was sitting at her desk wearing a frilly white blouse which buttoned up to the neck and long black skirt, her matching suit jacket hung on the back of the chair, her shoes were off and she swinging a foot to an fro, I walked her behind her and placed my hands on her shoulder and started to slowly massage them. "That's nice," she said as she leaned back into me. I leaned over her and kissed her forehead. I spun her chair round and kneeled in front of her, and lifted her skirt up and stuck my head up he skirt, she opened her legs and pulled my head to her crotch. "Lick me," She commanded as I pulled the gusset of her knickers to one side and dove straight in, soon she was panting and holding my head in place, she then came with a shriek and held me in place, she pushed my head out from under her skirt and stood up leaving me sitting on the floor. "As much as I would love to do more, the local party chairman is on his way over, can you take notes please, I also need to ask you a favour," she said as she smoothed down her skirt, just then the doorbell rang and so I answered the door and showed in the gentleman, he waffled on for ages about nothing in particular and then asked for copy of the meeting notes be sent to him. Joan took it all in his stride until she could kick him out of the door an hour later. As soon as I had closed the front door behind him Joan started to walk up stairs unbuttoning her blouse, she looked turned her head and said "Are you coming?" I followed her up the stairs and she walked into her bedroom, we had never done anything in her bed before, it had always been in her office or the annex, she never wanted to do anything in the bed she shared with her husband. "Nick, I don't think it's a secret I care for you, my husband knows I love you as much as I live him, he complains I keep him awake at night by trying to hug him in my sleep, so he has decided to sleep in the spare room from now on, as a result I would like you to share my bed every night from now on, you never complain when I hug you when we are asleep, in fact you seem to welcome it, I have told him my plans and he accepts it, he just wants to see me happy." She said all this whilst standing next to the bed with her blouse fully undone and holding my hand. "I will be honoured to be your permanent sleeping partner," I replied, She let go my hand and clapped her hands together in glee, "Let me undress you." She asked. She then pulled her blouse off and undid her skirt, it fell to the floor and she stepped out of it, she pulled her knickers down with the skirt, the bra swiftly followed, I looked at this mid 50's lady with a figure of someone in her 30's, she kissed me thoroughly and undressed me with her fingers slowly gliding over my skin as she did so. Soon we were engaged in a bout of tongue hockey, I then pushed her gently onto the bed so her les were over the edge and dove it, licking her to an almighty orgasm within 30 seconds, she grabbed my by my ears and scooted her bum back on the bed, she just looked at me and said "Fuck me now." I lay on top of her and she opened her legs wide, she pulled me close and kissed me hard on the lips, she grabbed my cock, placed it at her entrance and I pushed in, "I'll never tire of that," she said as my cock sunk all the way in, we were soon rutting away like mad things, she scratched my back and bit my shoulder as my cock sawed in and out of her pussy, she came with a shriek and kept pushing back, I kept pummelling away and soon she came again. I pulled out and flipped her onto her front, lifted her bum in the air and entered her from behind, she pushed back as my cock went even deeper, she screamed in orgasm again, I was now ready to come and told her so, "DO IT," she screamed as I emptied myself into her. As we lay in cuddling in a blissful post coital hug, she said "This favour, it is a big one, I want you to go to this club that Vera attends as one of the masked men." "Errrr, ok," I said. "I've done some digging; the book club is actually a cover for a club for older ladies who like giving blow jobs," she said. "You will get your cock sucked, discretely take some photos and we can then get her withdraw from the contest." "I'll do anything for you," I said. "Anything!!" she asked as she rolled on top of me, grabbed my reenergised cock and placed it at her entrance, she sank down and slowly ground herself to an orgasm, she them removed my cock and sunk down again this time with it firmly wedged in her arsehole. I had hold of her wonderful tits the whole time and soon emptied myself into her arse. An hour later we were at the monthly constituent meeting, where the local populace came to vent on subjects like, why are the buses not running on time? why are there no independent butchers in the town?any more and my personal favourite, who decided it was a good idea to paint a picture of a penis with the words fuck you on it over half the bus shelters in the town, like all these were all her fault. She gave no hint that an hour earlier a very large cock had spewed it's load into her arse hole and that cock belonged to the patient quiet note taker sitting next to her. In between some of the diatribes she leant over and whispered into my ear, "I can still feel you in my arse, I surprised I can sit down." We finished up and left the hall, as we got home, I moved all my clothes into the wardrobe in her bedroom, We then got a phone call to say her husband had had a car crash, We quickly left and I drove her to the hospital, it seems he had been hit by a drink driver who had left the scene. He died later that night, she was in bits; despite the sex we had been having she still loved him, I hugged her to sleep every night, she cried herself to sleep, the party appointed Vera as leader because Joan pulled out of the race. Nearly one year later. My self and Joan went public, we had announced that we had fallen in love as I had helped her in the times after her husband's death. The general public reaction was one of great sympathy that she had found someone else, and lucky bitch had found some to who was 20 years younger and good looking. Vera had resigned as leader due to her failing health which meant another leadership campaign, this time Joan was really going to go for it. This time there were only 2 candidates, Joan and another lady called Hillary Smith, Hillary was 42, and stunningly beautiful, she was a lesbian and had a partner called Harriet. Hillary was a tall lady and quite large, her tits seemed to enter the room a good 2 seconds before the rest of her. This time Joan decided to play dirty from the outset, Hillary was goodie 2 shoes in the party's eyes. Joan asked me to do some digging but despite my best efforts she came back clean as a whistle. Joan and Hillary were due to attend a leadership election debate in London, I travelled down with Joan and left her in the flat when I got a phone call from Hillary's partner asking to meet in a bar, Harriet was a lot older than Hillary and a lot slimmer. She was petite to the point of being tiny. We met and talked about how to keep the campaign civil; I smiled and said we would not engage in any mud throwing unless Hillary did first. I noticed that Harriet had a nice figure for an older lady and told her so, she giggled and said "If only you were my type," We clinked glasses and had another drink, she was wearing one of those all in one jumpsuits, it was soft cotton and low cut. Harriet was by now quite drunk, and was holding onto me for support, I offered to walk her home as it was just around the corner. As we got to her place she leaned against the wall and passed me the keys so I could unlock the door, I called out to Hillary to help but Harriet just said she was out. I held her up under arm pits and walked into the hallway and found the light switch, she had slipped down so my hand rubbed against her breast, "no man has ever done that," she cooed, I opened a door and found it was the lounge, I managed to get her onto the sofa and lay her down, she grabbed my neck and said "you are so kind" and kissed me full on the lips. "I wonder what it's like to feel a cock?" she asked. "Here feel this," I said and unbuttoned my trousers and pulled my cock out. She reached out and touched it gently, as though she was afraid of it, She then leaned forward and stuck her tongue out, I then had an idea, I had to go to toilet and she lay back on the sofa, I came back 2 minutes later and saw that she had started to remove her jumpsuit, I helped to lower the zip at the back and pulled it off her top half, she sat there now with her bra on. "Are we going to make love?" she asked "Yes," I said. "I've never done it with a man before." She said, I lay her back on the sofa and pulled the jumpsuit off,I kissed her on the lips and she responded with enthusiasm, I soon pulled her bra off and had her knickers on the floor. She kept saying things like "Your arms are so hard," and "Your chest is so big." I quickly shed my clothes and dived between her legs, I licked her to an orgasm quite quickly as she was so worked up, she came with a gush that nearly drowned me, there was no time to be subtle, I needed to be quick before Hillary got home so just lined up my cock and pushed right in, she came immediately soaking my pubes. "So big, bigger than those dildos," she said, as we fucked ourselves stupid. I came quickly knowing I was doing this for a reason. Harriett, just said "Thanks Nick," and fell asleep on the sofa with her legs wide open and my come dripping out of her. I rang a reporter friend once I got dressed and quickly left, I waited behind a hedge opposite, 30 minutes later Harriet arrived and opened the front door, 30 seconds later there was a lot of shouting and screaming, just then the reporter and a camera man turned up to see Hillary throwing a naked Harriet onto the path shouting "How could you fuck a man in our own home?" It was in all the papers the next day, Hillary withdrew from the leadership race and Joan was declared winner by default. In the morning Hillary rang Joan and asked if she knew that her boyfriend was fucking around, Joan was sweetness and light and lied "It couldn't have been Nick as he had been around in the same pub, had a chat with Harriet and left her in the pub, and had got home at the same time as me." She did a tour of the TV studios that evening and we got home at midnight, I cooked us a quick stir fry which she ate ravenously as she realised she hadn't eaten all day. We then went to bed and fell asleep. As it was Saturday we slept in, Joan has a couple of phone interviews mid morning which she did whilst wearing nothing but a smile and stroking my cock as we lay on the bed. That evening we had to attend a fundraising auction for a local children's home, we attended and had a great time, Joan looked amazing in her sparkly cocktail dress, in the taxi on the way home we started making out like teenagers. She giggled when I ran my hand up and down her leg whilst kissing, the taxi driver just smiled when he dropped us off. I unlocked the front door and we fell in, I quickly shut the door and she grabbed my hand and led me upstairs. I unzipped the dress as soon as we got into the bedroom, she turned round, pulled my tie off and ripped the shirt from my body, my trousers were soon off and we were rolling about on the bed in our underwear, needless to say they didn't stay on long either. She sucked my cock into my mouth as I licked her out, we were in a 69'r, she took her mouth of my cock as she came with grunt, "I want you now," I told her and she flopped onto her back opening her legs wide, I crawled between them and entered her, he legs went up 90 degrees to her body as we made love, it was slow and deliberate as we rocked each others world, we kissed and touched each other as she had a series of small orgasms building up to a huge one when I come inside her, she kissed me on the lips as we both came. Tomorrow was my step mothers birthday, she and Joan never got on so I had to visit on my own, which was probably best as the present I was going to give her Joan probably wouldn't have approved off. I knocked on their door just before 9 as instructed by mum and dad opened the door and called out, "Nick's here, I'll be back from work at 5 this evening to take you out for that meal I promised." "Thanks dear, I'll be down in a minute," she called back. He then left in his car beeping the horn as he went. I sat down in the in the lounge and waited for mum to appear, she breezed into the room in a silky red floor length night dress, "You like?" she asked. Small Town Gigolo Ch. 03 I grabbed her hand and kissed her gently on the lips, "Very much, and pulled her onto my lap, he hands went round my neck and she kissed me back gently, I started to stroke her leg through the silky material. "Are you horny for me, baby?" she asked, I lay her down on the sofa and pulled the straps of the night dress down her arms until the top moved down below her breast, and then leaned forward and sucked a nipple into my mouth, she held me head to her nipple, "That's it, suck on it baby," she murmured, I moved to the other one and soon had that one standing to attention. I moved down her body and pulled the night dress up until it was above her waist, I then dove in at her freshly shaved pussy, she went wild "Your father will never do that," as I licked, chewed and kissed her to a shuddering climax, she removed my head and pulled the straps back on her shoulders, she stood up and the night dress went back to how it was when she came down stairs, she pushed me back onto to the sofa, she then proceeded to pull my shorts down and take my shirt off, she climbed on top of me and straddled my legs, she then lifted the bottom of the night dress up and grabbed my cock, placed it at her entrance and sank down onto it, I loved the feel of the silky garment as she ground herself against me, I played with her nipples through the silky garment and she seemed to like this as well, she then started to bob up and down, After a couple of minutes I could feel the tingling in the end of my knob. "I'm going to come," I said, this made her bounce up and down even faster, she stopped, arched her back and shouted "NOW, DO IT NOW!" my cum shot out of my cock like an express train into her waiting tunnel. She started to shake uncontrollably as a huge orgasm ripped through her. I held her in place until she calmed down, "Wow," she said. I kissed her on the lips and said "Happy Birthday." She returned the kiss and held me close, I never thought a shagging a semi dressed lady would be so erotic, My cock never actually went soft, I picked her up and she wrapped her legs around me, I carried her upstairs and she directed me into her bed room, I lay her down on the bed and started to fuck her again, her hands held me close and I loved feel of her night gown against my chest as we screwed each other to another mutual climax, this time my cock did go soft and left her cunt with a plop, she grabbed a tissue and placed it at her opening to catch our combined juices, she ran to the toilet with one strap hanging down and the other in place, she looked supremely slutty with her messed up hair and one breast showing. She came back in 10 minutes later and asked me to close my eyes, I heard some rustling and a couple of minutes later she asked to open them again, she had changed out of the red night gown and was now sort of dressed in a light green ladies night shirt that came down to just below her arse cheeks, it was see through and had a deep v neck that only just covered her nipples, , I just said "Looks alright I suppose" but my cock had already started to grow in response. "I see at least one part of you likes it," she said as she walked over and knelt over me on the bed, "I'm still so wet," she said and grabbed my hand and placed it between her thighs. I run my finger down her slit and poked it inside her cunt, she gasped pulled my hand out as lay on her side in front me, I turned on my side and put one hand under her neck. I shuffled over so and put myself behind her on my side and she grabbed my cock and lifted her leg up, she placed it at her opening and I pushed in, she gasped, and looked down, she could see my cock entering her cunt. My hand that was under her neck grabbed a tit and started mauling, she started to pant as a started to move in and out of her, she had a small orgasm and said that is making my hip ache,. I removed myself and let her lay on her back, she just said "Take me," so I did, I grabbed her legs placed them on my shoulders, placed my cock at her entrance and proceeded to screw her senseless. Because I had already come a few times I kept pounding and pounding away through a number of her orgasms, after what seemed like an age but was probably only 20 minutes I shot my load into her hungry cunt. It was now nearly 12 and she wanted some lunch, we got dressed, she put on some clean sensible underwear, a new white blouse, and some grey slacks, I got dressed into my shorts and shirt, we went to a little restaurant I knew and we had a lovely meal, which I paid for. As we drove back she asked if we could go for a walk in the local forest, by now the time was nearly 2pm and I said "We need to make sure you are home and decent for 5 when dad gets home." She just smiled and replied, "Maybe next birthday then." We drove back to their house and found my Dad sitting in the lounge, "Where have you 2 been?" he asked, "Out for Lunch," I replied, "You're home early," "My boss said I could leave early as it my wife's birthday," he said. I kissed Mum on the cheek as she showed me out of the door, as we stood at the front door she whispered "I need you to come back when you can, as I didn't get a quickie before he came home." "I'm back next Tuesday, Joan will be in meetings all day and I'm not required," I said. She smiled took a quick look at the lounge door and gave me a big kiss on the lips. We separated, I patted her on the bum and left. The next few days were a blur, Joan and I were back in London, she was in a series of meetings, I had to attend some other meetings and we weren't getting home until late, we were still fucking like rabbits though, one evening we got into the front door of the flat at 10PM, we had been at a party leadership meeting and I had been there at her side stroking her thigh whilst taking notes, as soon as the meeting ended we ordered a taxi and we maintained our decorum throughout the journey home, she did whisper in my ear that she wanted me balls deep within 5 minutes if being in the flat. As soon as we shut the front door and threw down our bags we started kissing passionately. Joan was wearing a new trouser suit with a thin main's style shirt underneath, she released herself from my grasp and led me into the bedroom removing the jacket and shirt as she went, as she was removing her clothes I was removing mine and we resumed kissing standing next to the bed whilst kicking our shoes off and removing our trousers, the underwear swiftly followed and we fell onto the bed, I reached between her legs and felt her she was so wet, she lay on her back as I entered her, it only been 3 minutes since entering the flat. We fucked like animals and soon we were both at the point of no return, as I came deep inside her pussy she shrieked and came with a shudder. The next day was Tuesday we woke at 7 as she had a load of paperwork to do and needed to be in the party offices for 9, we had quickie in the shower before she left for the office and I went back home, I needed to do some work in the constituency office which only took an hour and was around my step mum's house for lunchtime, she opened the door and greeted me like her son. "Hi Nick, how nice to see you," she said loudly, "Your dad is off sick so is at home today," She continued. I could see the disappointment on her face. "Hi mum," I said and kissed her on the lips briefly which elicited a sigh from her. My dad called from upstairs that he needed a drink and mum got him a cup of tea and took it upstairs, I went up with her and spoke to my dad before he fell asleep, we quietly went back downstairs so as not to disturb him, we went into the lounge and I looked ay mum, she was wearing a silky onesie under a thin dressing gown, I sat next to her on the sofa I went to the toilet and checked on my dad, he was sound asleep, mum was laying on the sofa; she had taken her dressing gown off as she waited me to return. I sat next to her on the sofa and stroked her face, I then kissed her on the lips, she kissed me back, soon the kiss got hotter and hotter and I unzipped the onesie and pulled if off her shoulders and transferred my lips to her nipple, "We ... can't," she said hesitantly as she pressed my head to her breast. I moved down her body and lifted her bum of the sofa and removed the onesie from her legs, she was now butt naked and was panting heavily when my lips touched her sex, soon she was bucking and shaking as an orgasm swept though her like a tidal wave, I removed my shirt, trousers and underwear quickly, climbed onto top of her and entered her in one quick motion, we were soon fucking passionately, she had grabbed a cushion from the sofa was biting the corner to keep quiet, soon she came again and nearly bit through the cushion, I kept pounding away and came inside her with a torrent of liquid, this then triggered some more frantic cushion biting from her as another orgasm flooded her body. Once she stopped panting we quickly got dressed, and wiped down the sofa. Mum went upstairs and had a quick shower and whilst I got dressed, she reappeared in a dress, "I've been wearing the same old things for years and fancied a change," she said. The dress was grey in colour, came down to her knees, had wide shoulder straps and was fitted around her waist and then the skirt bit was slightly flared. "You look immensely fuckable," I said. She smiled and said "You had better go, he will be up soon and will want his lunch, thank you for today though, it has released a lot of built up tension, I know I said birthdays and Christmas only, but can we do it more often that that?" I smiled and kissed her lips passionately and reached round and unzipped her dress. "Get off," she said whilst laughing, "I'll take that as a yes then." Over the next few months and Joan and I were really busy, I noticed she got more distant from me and one day we split up, she had met an older man and left me for him, this also meant I resigned my job even though she insisted we could still work together. I left my CV with an agency that specialised in political jobs and waited to see if there were any jobs available, I bought a flat as Joan gave me a generous payoff and I had managed to save some money from the salary she had paid me. I didn't want to go back to being a gigolo but after a couple of months with no luck on the job front I contacted Molly by now was in her mid 60's, she agreed to the same arrangement as before, Wednesday was to be commission day, I had to pay her upfront and fucked her to multiple orgasms. The first client she organised was Claire Standing vicar of the local church; Claire was 56 years old and married to a man who travelled a lot as a international courier. I went to Claire's house as instructed on Saturday afternoon when her husband got called to deliver a package to Singapore; the house was large but not ostentatious. Claire opened the door and I was pleasantly surprised, she didn't look her age and had blonde hair cut fashionably short with a side parting, she was slim with a small breasts, about 5ft 8 tall with a pretty face with little make up, she was wearing a dressing gown and from what I could tell from the way her breasts and bum moved nothing else. She invited me in, and got straight down to business, "I love my husband very much, but he has a very small penis, in fact I can hardly feel it when he is inside me. He is also very traditional in his love making, no going down on me and missionary position only, I don't want to be loved and I just want to be licked to an orgasm and screwed in a number of positions. I don't want an affair and I need someone who can be discrete, is that you?" "Of course I'm discrete, is there anything in particular you want to try?" I asked. "Oh yes, lots, but lets start in my bed shall we," she said as she took my hand and led me upstairs, she lay back on the bed and removed her dressing gown, as suspected she was naked. I stripped off my clothes and stood in front of her, she gasped when my cock appeared and seemed afraid of it, "Will it stretch me permanently?" she asked. "No, you will go back to normal when I pull out, but your vagina will become more relaxed the more we do it," I said. "Lick me please," she said, I lay next to her on the bed and started to stroke her stomach. "All in good time," I said and started to kiss her ears, and face whilst slowing moving my hand up her body and started to tweak a nipple. "That's nice," she said, as she went red in the face, I kissed her gently on the lips and she said "No lip kissing please," and turned her head. I moved down her body and sucked her other nipple into my mouth, the both grew to over an inch long and Claire started to make a mewing noise, I then moved down between her thighs and started to lick her slit, this bought a gasp of surprise as she started to move her hips, I sucked her clit into my mouth and started to finger her as she was getting wet. "I think I've wet myself," she screamed pushing me off. "That's just your body getting ready for me," I said, "Has this never happened before?" I asked. "Never, we normally use KY jelly to grease the works," she said, I moved my head back between her thighs and licked her and licked her, whilst fingering her, so she made a strange noise and went stiff. "What's happening to me," she screamed. "That is an orgasm," I said. "It's wonderful, do it again," she asked. So I did, when she had the 2nd one I moved up her body and she placed my cock at her entrance, "Be Gentle," she said as I pushed inside her, I lifted her hips, grabbed her legs and wrapped them around my body and went deeper, she was so tight and then she screamed as she came again, "Oh my, this is wonderful," she said. I pulled out and she said "Noooooooooo." "You on top," I said. I lay on my back and she quickly rolled on top and placed my cock at her entrance, and then slowly sank down, "What do I do next?" she asked. "Whatever you want," I said as I played with her nipples. She soon started grinding her hips so my pubic hair was tickling her clit; this triggered another orgasm in her, soon she then started to bounce up and down. "I'm going to come," I said, "Where do want it?" "In me," she said as I shot my load deep inside her, she tried to push her hips into the mattress through my body when she felt me come, she then collapsed on top of me sweating profusely, I held her close and after a minute she kissed me on the cheek and said "That's wonderful, thank you." "I've got loads more to teach you," I said as she started to realise I was still hard. She started to grind her hips against me; I rolled her over onto her back and started to gently shaft her. I pulled out and flipped her onto her front, lifted her bum in the air and took her doggy style, she grunted and started to push back, soon were screwing furiously and she bit into the pillow and she said "Pardon my language, but fuck me hard," after 20 minutes or so, I came into her pussy causing another orgasm to join the 2 she had whilst being pummelled from behind. "Can you stay the night?" she asked as we cuddled up, she gave £1000 from the bedside drawer. We screwed twice more that night and she decided she liked being on top. The next morning she had to get up early to attend mass, but asked me to stay in bed as she would be back in a couple of hours, I got horny watching her dress into her dog collar with sensible black skirt, grey cardigan and flat shoes. "I can't stay as I have to meet my parents," I said and gave her some of the money back, "But how long have we got?" I asked. "I have to setup the church in 30 minutes, but it is only 5 minutes away." She replied. I turned her round so she bent over the bed and lifted her skirt up over her waist, I pulled her knickers down and licked her slit, "Not whilst wearing god's clothes," she said, just then I entered her from behind and she pushed back, there is something about shagging someone dressed like that that made me harder, she loved it as I came into her pussy, "That was very naughty," she said as she screwed herself back against me, triggering another orgasm for her. We arranged to meet in 2 weeks' time, and she kissed me on the corner of the mouth as I left. I went home, got showered and changed and went to see my step mum and dad, Mum was cooking lunch and was wearing a grey skirt, my favourite zip up blouse and a dark blue cardigan, I was talking to my dad whilst she prepared lunch. After the excellent food we sat in the lounge, I sat next to my stepmother and watched some football, my dad fell asleep in his chair so I pointed this out to my step mum, she took me by the hand and led me upstairs, soon all our clothes were strewn over my old room as we were fucking each other senseless on my old bed, we just about got decent when my dad called asking where we were, As I left I told my step mum that I would be back in a month as I needed to get some work in. The next week was a blur, Mrs Harford booked me for Monday night, she gave up all pretence of hiding what we're doing from her husband, she greeted me at the door, her husband said "Hi Nick, keep her sweet will you, she's happier now you are back on the scene." She was wearing one of her school teacher dresses, it was brown with long sleeves and buttoned up the front, the buttons went from the waist up to the neck and all of them were done up, she took my hand and led me upstairs, she closed her bedroom door and kissed me passionately on the lips, and she undressed me, soon we were going for it. I undid the buttons of her dress and placed my hand inside, she grunted her approval as I grabbed a naked breast, she had dressed for the occasion, she like to be dressed for a our first fuck but had removed her underwear as she needed to be screwed, I licked her out but she was so wet that I was balls deep less than 3 minutes after entering the bed room, she pushing back at me with an urgency and desire that surprised me, she came quickly but so did I. The energy she displayed was staggering for a lady her age. I removed her dress from her and we lay there talking about what we had been up to her, she was playing with my balls and cock and felt it starting to get hard again, she straddled but leant down and sucked my bell end into her mouth, just then her husband knocked on the door, stuck his head round the door and said "Good night, see you in the morning." "Good night dear," she said removing my now hard cock from her mouth and lowering herself onto me. "What do you waaaaannnnnnntttttttt for breakfast?" she asked as I tweaked her nipple. "We'll sort it out tomorrow morning," he said watching his wife grind herself against a cock a lot younger than his. She came with a wail as he closed the door and she started to bounce up on my cock until I exploded inside her. After breakfast with all 3 of us sitting around the kitchen table and me stroking her thigh under it, I left at 8AM to get some sleep. Life can just be so weird sometimes. I saw Claire again and this time there was no preamble, she had looked online and was starting to feel kinky, she wanted me to come in her mouth, she wanted me to tie her up and spank her, she wanted me to come on her face, tits and mound, she wasn't ready for my cock up her arse but she wanted a finger. The MD's wife Mrs Jones had heard I was back as well and wanted some of me. I never really talked about her much. We would always meet a hotel outside of the town, She was in her 60's and had 3 fetishes , if she wore a red dress I was to pretend I was Manuel from Barcelona, if she wore the yellow dress she wanted me to wear a balaclava and pretend to rape her and if she wore a green dress then I was to pretend to be her son. Small Town Gigolo Ch. 03 We met at the same hotel as normal in the bar and chatted in the bar like old friends, except I looked confused, she was wearing a blue dress. I asked her about it. "Please make love to me today, no strange stuff, I just want you and I to come." I held her hand and led her to the hotel lift, we maintained a respectable appearance but as soon as the hotel room door was shut we both knew there was going to be nothing respectable about what was going to happen. I led the way to room 456 and opened the door, she had wrap around dress on and I was wearing a pair of shorts, a shirt and shoes, that was it, I undid the tie around her waist and the dress fell to the floor, she had on a peekaboo bra and crotchless French knickers, she removed my clothes and gently pushed me onto the bed where we kissed and kissed, she was a largish lady with a sizeable bum, hips, tum and breasts, she always used to like it when I held her by the throat whilst ramming home my hard cock as hard as I could, that used to get her juices flowing, but not today. As I kissed her she slowly stroked my cock until it was rock hard, she then guided my head to between her thighs where I proceeded to lick her out, whereas before everything was get it done quick she wanted me to take my time and to call her Gladys. She came 3 times in the 20 minutes with my tongue was between her thighs, she pulled my head up and asked me to slowly love her, which I did 4 times that night, I wondered what had changed until she told me that she hired someone else after I had quit and he didn't know when to stop and had actually raped her one night when she told him to stop. She told me between the 3rd and 4th times, the 4th time I tried to make it as gentle and loving as possible. I let her on top so she could control everything whilst I slowly tweaked her nipples and played with her hair, she came with a shudder and it was only when she asked me to take her that I left her on top and poked her rapidly from underneath holding onto her arse cheeks, she also seemed to like it when one of my fingers brushed her arse hole, she said she might want to investigate that more thoroughly the next time. The next few weeks were dealing with an increasingly kinky Claire, who I stopped taking bookings for because it got too weird. Gladys Jones decided she liked being fucked up the arse and would insist on it once every meeting. Then there was Mrs Harford, She called me to say that she and her husband were going to see their daughter in Portugal for 10 days and she needed an extra long session on her return. I booked out the whole of Saturday and Sunday to be with her, when I told her she squealed with delight. They returned Friday night and I got a phone call Saturday morning at 8AM asking what time was I was coming over, I said I would be there for 11AM. I arrived at 10:56 and by 11:05 we were fucking ourselves stupid on the lounge floor having not made it to the bedroom, she had answered the door in her pyjamas having fallen asleep between the phone call and my turning up, apparently her husband was to blame for not waking her up and giving her a chance to look presentable, when she opened the door I had held her hand and told her not worry she looked gorgeous and that I was only going to mess her hair and makeup up anyway, she kissed me, told me how sweet I was and then kept kissing me, We kissed all the way into the lounge where we fell over the cat, I ripped her pyjama bottoms off and found they were soaked with her excitement, I didn't waste any time I just undid my shorts and ploughed straight it, she loved, her legs wrapped themselves around my hips as I repeatedly sunk into her, her hands were under my shirt tearing at my back as she came, I stopped hammering into her when she came and removed my shirt but stayed connected, I undid her the buttons on her pyjama top and pulled it off her and sucked a nipple into my mouth, this caused her to shake again and come with a ferocity I didn't know existed within her. Her husband shouted out "See you 2 later, I'm off to the golf club," but I don't think she heard him as she was more concerned about her cunt sucking all the come out of my cock. Once I had come inside her she took me by the hand and led me upstairs, at that point I realised the front curtains were open and I waved at her shocked neighbour as Mrs Harford led me upstairs for some loving, We slept and fucked all day until her husband come home, she made him his tea in her dressing gown and then came back to bed where we talked, My cock can only handle so much and 6 times in one day may have been its limit. We talked about her school career, and my work in parliament. She made us some dinner which we ate off a tray on her bed, she managed to coax my cock back to life at 9PM when I fucked her doggy style. We slept until 8AM the next morning when she felt my morning glory poke her in the bum cheek, I left at 5PM having been thoroughly fucked by Mrs Harford, she did text me to say that she might not got to the school governors meeting as her pussy was so sore that she might sit in a cold bath to let it cool off. I had Sunday evening and Monday off, I was so tired after being shagged senseless by a rampant pensioner all weekend, Tuesday morning I got a phone call fromm Molly reminding me that tomorrow was Wednesday, and that Wednesday was commission day and that could I meet an old friend of hers for dinner at the hotel today, the table was already booked and I was to ask for a Miss Doe when I got the hotel restaurant. At 7pm I arrived at the hotel and asked for Miss Doe, I had dressed in a charcoal suit with blue shirt and dark blue tie. As I walked through the restaurant I was shown to a table with a lady with her back to me, I recognised her immediately, it was Elizabeth, it was the former MPs wife who had moved to Spain and married an Expat out there, she was wearing a white off the shoulder dress with flowers on it. As I arrived at the table she greeted me enthusiastically with a kiss on the cheek. "Elizabeth, you look totally gorgeous, what brings you back here?" I asked. "My husband was cheating on me with his PA, so I decided to come home and see the family, I've been back a few weeks and have bought a house, and just need someone to see to my other needs now." She whispered the last bit in my ear. I smiled and held her hand; we had a shared platter starter, then I had fish, she had lamb, I had meringue dessert and she had ice cream, we had a few drinks and talked about what we had been up to. At about 10 she paid the bill and asked the hotel to call a taxi, we arrived at her house and she let us in and locked the front door, the house was new and was plainly decorated, she took my hand and led me straight upstairs to her bed room, I had my other hand on her arse cheeks all the way up the stairs. "You've lost weight," I observed as I removed her dress from all arms and let it fall to the floor and could see her now slim figure, she was still tanned from the Spanish sunshine, this showed deeply against her white underwear. She removed my clothes very quickly as I removed her underwear, soon we were both naked under the covers cuddling and kissing. "Will you just hold me tonight?" she asked. "Of course," I replied and held her close to me, kissing her thoroughly before we went to sleep. I woke up at 7 in the morning to an empty bed and the smell of coffee coming from downstairs, I could also hear singing, it was Elizabeth singing along to a song on the radio. I used the mouthwash from the en suite bathroom, I pulled on my boxer shorts and went downstairs, she was wearing a big pink fluffy dressing gown and was waiting for the toaster to pop, she couldn't hear me approach and jumped when I put my hands on her hips. "Hi sexy," I whispered in her ear. She turned round and kissed me, "Breakfast will be ready in a minute, Will you help me today?" she asked. "I've got to see Molly about lunchtime for an hour or 2 but am free other than that." I said. I arranged to come back in the afternoon. When I saw Molly she asked "Did you like your surprise client?" "I might have fallen in love with her those years ago," I said. Molly replied "I know, now if this going to be our last shag let us make it a good one." So we did, She texted me later to say that she couldn't walk properly as her thighs, pussy and arsehole were so sore. I returned to Elizabeth's and helped her with the wall colour choices, curtains, flooring and helped her out when the garden landscaper was going to rip her off, when he got rumbled he threatened to get violent until he left the front door head first assisted my me. We spent the night in bed and again did not have sex, I just held her, the next day I saw Mrs Harford and said after today we can't do this anymore as I had a new job. The evening went something like this. 7PM arrive at Mrs Harford's. Spend a bit of time explaining to her why this would be last time we could do this; she cried and then agreed, she goes upstairs, gets changed and comes back down in an ill fitting front zip up dress, her husband thought I was being selfish as it made her happy when she was getting her weekly dose of cock from me. 30 minutes later Mrs Harford and I went upstairs leaving her husband watching golf on the TV. 10 minutes later I was licking her to an almighty orgasm under her dress on the stairs, the top half of the dress is unzipped to her waist, she was naked under the dress; her husband asks us to keep noise down. 20 minutes later we are now in her bedroom, she has another orgasm as my tongue licks her crack with my finger in her arse, she then asks me to wear the dress after unzipping it for her, it is about 10 sizes too big for her but fits me, We fuck like bunnies whilst I am wearing it. I remove the dress and we lay naked talking, and shag again at about 9PM, then 10PM, then fall asleep, wake up to Mrs Harford sucking my cock at 2AM, shag her senseless with 2 fingers in her arsehole, husband bags on wall, tells us to quieten down as he can't sleep. Fall asleep and wake up at 4AM, take her anal cherry, she bites the pillow as the head passed her sphincter, she wonders why she never tried it before and comes with my cock in her arse, 2 fingers in her cunt and my thumb on her clit. Wake up at 6AM for one final shag, except it isn't a shag, we make love slowly and tenderly for over an hour, my cock never leaves her cunt as we kiss and cuddle, I had grown really fond of her over the years and will miss her. 8AM, leave her house for the last time, go home and fall asleep. Wake up at 6PM and visit Elizabeth, once again we just spend the night cuddling. I then went to see my step mother, I waited until my Dad had left and explained that I had fallen in love with someone and couldn't sleep with her after today anymore, she twigged the after today bit and we spend the whole day in bed. The day goes something like this. 8AM, text her to say I need to see her. 9AM knock on her door; she is wearing my favourite blouse and nothing else. 9:15AM she is crying but understands. 15 minutes later we are locked at the groin naked bumping uglys in her bed until we both come in a sweaty heap. 10AM After talking we fuck some more, this time with me behind her and her head buried in her pillow. 11AM next door neighbour comes round, Step mother quickly gets dressed except with no underwear on. I hide in the bedroom. Noon, Step mother gets rid of neighbour and comes back to bed, we shag with her on top and me sucking her nipples. We then sleep for 2 hours. 2:30PM She wakes me up and demands that I shag her once more. So I do, with cock in her cunt, my finger in her arse she comes messily and noisily. 4PM I leave with a promise that I love her deeply and will always be there if she needs me for anything other then sex. I went back to Elizabeth, "I hear you've dumped all your other clients, why" she asked. "Just seems the right thing to do," I said. She kissed me and said "I love you." "I love you too," I replied and for the first time since Margaret died I cry. We held each other tight, we then go out for a meal, and sleep naked in the same bed but with no sex again. The next day I start to look for a real job. Elizabeth spends the next night in my bed in my flat after I reassure her that I never used it for work, I cook dinner for her, it is only an omelette with salad and sautéed potatoes but she loves it, we then spend the rest of the evening cuddled up on the sofa watching reruns of Downton Abbey that she missed whilst living in Spain. "Time for bed," she says at 10PM, she is wearing a tight white dress that hugs her figure. I take her by the hand and lead her into the bedroom, We quickly get undressed and climb into bed, I spoon behind her and hug her tight, she takes my hand and places it on her breast, I kiss the back of her neck and she moves her bum closer back into my groin, I start to maul her breast with my hand whilst slowly moving my hips, her legs widen and my cock slips between her and starts to rub on her pussy lips and her breathing gets laboured, she turns her head and kissed me on the lips, my cock is now getting wet with the juices coming from her, she reaches between her legs and places my cock at her entrance and I push in, we both sigh with pleasure, we don't stay that way for long as we can't kiss properly, she pushes me onto my back and straddles me, and then kisses me deeply whilst taking me deep inside her, she didn't fuck me we make love, We come together in a perfect moment of harmony, we then spend the night cuddled up close. Elizabeth woke up first in the morning and made coffee and toast, I woke up to the smell and found her dancing in the kitchen listening to the radio, she had put on one of my shirts that she had found in the wardrobe, why is it that Men's shirts look a lot better on a lady? I snuck up behind her and wrapped my arms around her and pulled her to me, she turned her head and kissed me on the lips, she ignored the kettle as it went off and the toaster when it popped as we kissed, soon she was fondling my cock and I was fondling her breast through the shirt, I pulled the shirt off her and bent her over the worktop, I reached between her thighs and felt her, she was wet, I stood behind her, she grabbed my cock and pulled me into her, soon we were humping like rabbits, she kept saying "Can we wake up like this every morning?" as she was pushing back against me. I pulled out, turned her round and sat her on the worktop and re entered her from the front. She wrapped her arms and legs around me as we made love, my flood gates opened at the same time she started to shake; we came together in and kissed for at least 5 minutes before she complained her bum was getting cold sitting on the worktop. We went to Spain for a week to complete the sale of her share of the house and to have a break from it all, we went to Barcelona and she announced that she still wanted to retire to Spain, we eventually found a house in Majorca that she liked, I signed an agreement saying that I would have no claim on her assets so that her sisters could see that I was serious about her, her inheritance would go to her nieces and nephews as she planned all along. We never got married but we stayed together until she died aged 87 after being together nearly 30 years. The End. Small Town Gigolo About 11 my mobile rang, I answered it groggily "Hello, this is Nick." "Hi Nick, this is Molly, how did it go with Jessica?" "Very well." I replied, I told her how much I got and she seemed impressed. "From now on I think we need to set a table of charges" she said. "£200 a day for handiwork, £100 for an hour's sex, and £500 for an overnighter, what do you think?" she asked. "Sounds good to me" I replied, thinking for that sort of money I can soon have my own place and a decent car. "I'll see you tomorrow for my commission payment" she said. "Oh and by the way a lady from my coffee group will call you soon." she continued. 10 minutes later my phone rang again. "Hi, this is Nick" I answered. "Good morning, my name is Mrs Hamilton-Smythe, I understand you are an odd job man, and provide other services if required." Said a very upper class clipped voice. Being wary I replied "Yes, I am an odd job man, Who referred you?" "Molly" was the short sharp reply. I relaxed "What can I do for you Mrs Hamilton-Smythe?" "I have a special job that requires you to be at my house at my house at 5:45 this evening ready to start work at exactly 6PM." "OK" I said "Do I get a clue what I am expected to do?" "Bring yourself, and an overnight bag as what I need doing will take hours," she replied. I told her my rates and she agreed quickly. I went back to bed and slept for a couple more hours, I got up and had a shower and got ready, I dressed in a smart blue button up shirt, and black trousers. I drove to Mrs Hamilton-Smythe's and knocked on her front door at 5:44, she opened the door and hustled me inside, I took a look at her and liked what I saw, late 40's quite tall, about 5 ft 10 inches, expensively styled blonde hair, she was wearing a thin cotton summer dress that was knee length with spaghetti straps and nothing on her legs, she was about a UK size 12 and obviously no bra, her tits were enormous, with no hint of sag. Her nipples were poking through the dress and they looked huge. "Please call me Fiona, You are here to shag me senseless on camera, my husband is currently at a hotel in Derby and will be in his hotel room this evening humping his secretary with his small dick, I want to show him on film when he gets home what a real man can do to me. Are you up for it?" she asked. "I don't want to be on recognised on camera." I said. "I've got you a mask," she said and produced a mask like the one Robin wore in the 60's batman TV series. "OK, let's do it" I said. With that she led me upstairs and led me into the main bedroom. She walked over to the bed and started to remove the thin straps holding her dress up and her dress then fell to ankles, she was totally naked underneath. Her breasts were magnificent, they were slightly droopy but she was at least a D cup and her nipples were like large pencil erasers. Her stomach was flat and she had shaved her pubic area. "I like to go to the gym to keep in shape, but I think you will give me a lot of exercise tonight anyway," she said. I removed all my clothes quickly walked over to her. "Lay on the bed." she commanded. I laid down flat on my back as she walked over and passed me the mask, I put it on as she walked over to the camera she had setup near the wardrobe. She turned it on and walked back to the bed. She then sat on the bed next to me and started to talk at the camera, "Hello darling, I know you have been seeing a number of other women over the years we have been married but I have always been faithful until now. I also know that on this day and time you are currently shagging your secretary with your small insignificant dick, you are until now the only person I have slept with and you told me your dick was large and the fact I couldn't come was down to me being frigid. Well having spoken to my lady friends I now know you were lying and that your dick is below average. To prove a point here is a nice young fresh considerably larger one." She then started to stroke my cock until it grew to it's full 10 inches, she looked amazed and just said to the camera "Your dick would fit in my hand fully erect, with this one I need 3 hands." She licked the end of it, and gasped, "It won't all fit in my mouth either, unlike yours." She then asked me "Will you lick me out? I've heard other women say how wonderful it is but he won't do it, says it's dirty." I just smiled and pushed her down so she was laying on her back, I crawled on top of her and kissed her on the lips, she was hesitant but slowly started to kiss me back, soon she was getting very worked up. I worked my way down her body and sucked one of her nipples into my mouth. "Oh Lord" she said and held my head to her nipple, she then moved my head to the other one and moaned softly. She then let my head go and I kissed her all the way down her body sticking my tongue in her belly button that made her giggle before kissing the inside of her thigh. I then kissed her pussy lips, it was like a firecracker had gone off, her hips rose from the bed as she came immediately with a scream, as she calmed down I kept licking, sucking and kissing her lips and her clit, soon her juices were flowing and she kept cumming with language unbecoming of an English lady. "No more," she said after 5 or minutes of one continuous orgasm. She grabbed my ears and pulled me back up to her face and kissed me like a teenager. "I want to go on top." she said loudly for the camera. I rolled on my back as she slowly got up and straddled me. "This is a big dick," she said to no one in particular, she then raised herself up and holding my dick started to come down onto it. She was tight, very tight, a consequence of years being shagged by a small dicked husband, she slowly moved up and down and each time a bit more went inside her, she started to cry and her face was contorted in what could have been ecstasy or agony. "Cumming." she said when I was only half way in, "You are in deeper than he ever got." She mumbled dreamily. After 5 minutes I was fully embedded inside her and she looked so proud, she then started to move up and down, and soon had a massive orgasm, her face was now bright red, her hair a mess as she was bouncing up and down. I said "Fancy doing it doggy style? You'll be able to see on camera my large dick going in and out of you then." She looked horrified and then smiled and "I've never done that before so yes why not." She got off me and got on all fours, I moved behind her slowly fed my dick inside her, she pushed back and soon I was deep inside her, soon she was screaming. "Treat me like a fucking slut." she screamed. So I did, I grabbed her hair and pulled it, whilst powering my dick in and out of her. I was going to cum, "Where do you want it?" I asked her "On my stomach and tits." she said. I pulled out just as I felt the tingle in bell end and she quickly turned over as I knelt over her, It went everywhere from her hair to thighs, 4 or 5 large blobs went all over her front. She licked it from her chin and said "Delicious," as I fingered her to another orgasm. She laid still for a minute or so and then got up and wobbled over to the camera and said "That's how I need to be fucked." And then she turned the camera off. She came back to bed and we hugged. She gave me £300 as I was leaving and asked "Will you come back again and make love to me next time, not fuck my brains out?" As we stood in her hallway, I had dressed and she only had on a think silky dressing gown, I answered her by pushing her against the wall, spreading her legs diving under the dressing gown to lick her to another orgasm. She took that as a yes. Word soon got around of my talents. Molly and I gave up all pretense of being an odd job man and I was a cock for hire. I was hired to escort the obese lady mayor to a local business dinner. I pretended to be her nephew but on the way home in the back of the limo I shagged her senseless and left with her knickers and £500 in my pocket. After that every 4th Friday I would meet her in her council chambers after everyone else had gone home to supposedly discuss possible maintenance contracts, but also she wanted was to be licked out and screwed whilst only wearing the mayoral chains. I was hired by the local leader of the round table to shag his wife as he was impotent but he liked to watch. She was very dirty and I even took her up the back passage with no preparation, which did make her eyes water, but hey, they were paying so I did what I was asked. Then there was Mrs Jones, she was the wife of the MD of a large local employer, she would never tell me her first name and insisted on being called Mrs Jones, she had 3 particular things, We would always meet a hotel outside of the town, if she wore a red dress I was to pretend I was Manuel from Barcelona, if she wore the yellow dress she wanted me to wear a balaclava and pretend to rape her and if she wore a green dress then I was to pretend to be her son. There was the local high school head mistress, she always wanted to screw one of her pupils, as I was an ex pupil and wouldn't brag about it, I was quite literally the answer to her prayers. I knew Mrs Harford from my time at the school but never realised that she knew Molly. Mrs Harford was due to retire and was 56 years old. We met for the first time at her house one evening, she answered the door wearing a very prim and proper dark brown long sleeve dress, which came down to just below her knee and buttoned all the way to the neck from the waist. There was hint of a fairly substantial chest hiding away, she was approximately 5 ft 3 inches tall in her flat shoes, her hips, tummy and bum were also quite large but not in an unappealing way. I heard a man's voice come from down the hallway "Who is that at the door Veronica?" "Just the man to quote me for the painting you agreed to have done dear, what time are you going to your golf do dear?" she replied. I smiled and she smiled back. The voice replied "In about 10 minutes." She whispered "As soon as Fat arse has gone, I'm all yours." She then started talking loudly about how she wanted the lounge painted. As I followed her into the lounge I saw her husband. He was huge, about 6ft 6 inches tall but with a massive beer belly and bright red face, she helped him with his tie and smoothed his collar down, just then a car horn sounded outside and he said "That's my taxi. I'll stay over at the golf club to save waking you up." He shook my hand and said "Make sure you see my wife alright." I replied "You can count on it." He gave Veronica I quick peck on the cheek and left in the taxi. As soon as the taxi has turned round the corner, Mrs Harford invited me to sit down and explained that she wanted a role play scenario acted it. This is how the evening panned out. I had dressed as requested. Grey slacks. White shirt, Blue and red stripy tie, and grey v neck jumper. In effect a close approximation of a school uniform. I sat at the dining room table with a note pad and paper writing 100 lines that said "I must not look up Mrs Harford's skirt." She walked back and leant over me, she checked my spelling and I felt her breasts on my back. She said "Young man, Do you think I'm good looking?" "Yes," I replied. "How old are you?" she asked. "18, in 6th form." I replied. "Good, now I give you permission to look under my dress." she said. "But Mrs Harford, that will be wrong" I replied playing along. "Do it now," she commanded. She took my hand led me to a sofa. She sat down but sat with her knees wide open. I was instructed to kneel in front of her and stick me head up her skirt, As I did, the first thing I saw was she wasn't wearing any knickers, the second was that her thighs were quite chunky. Her breathing turned heavy as she felt my breath on her inner thighs. "Look closer." she commanded. I moved my head further up and she moved her bum forward. "Lick it." she said. "But that will be very naughty," I said. "I'm your pupil and you are my teacher." I heard a gasp and I'm sure her pussy lips pulsed as I said that, then a dribble of liquid appeared from her slit. She grabbed me head through her dress pulled me to her groin and just said "Lick it now or you will have more detention." Soon she started to cum under my oral attention, she never released the grip on my head as she came, as she come down from her high she held me there and just "Again." I was now getting very hot and but kept licking her, soon she came again and released my head. As I came up for air she said "Thank you, so much, now will you just shag me as yourself?" I stripped off my clothes and she looked in wonderment as my cock came into the view. I asked her to stand up and started to unbutton her dress, when all the buttons were undone I pulled her dress off and let it puddle on the floor. I undid her bra and kissed her on the lips, she responded hungrily, We fell on the floor to the rug with me on top, I moved down and kissed her large breast and nipples, whilst running a finger up and down her slit, she then started pumping my cock. "Will it fit?" she asked. Just then she came again. "Take me to bed," she said. We got up and she led me into what I assumed was the master bedroom. But there was only one set of pillows on the king sized bed. "My husband hasn't shared my bed for years." she said. I kissed her on the lips and pushed so she was laying the bed with me on top. She grabbed my cock and said "Be gentle," and placed it at her entrance. I pushed forward slow and the head popped it, her knees then came up to her chest and she pushed forward so more of me went in, I slowly moved back and forth for a few minutes until I was balls deep. "Jesus, I've done it," she said as I started to move out and then back in again. Soon we were in a rhythm, her legs went into the air as I pounded her fast and faster, for an old lady she knew what she wanted and was going to suck it out of me as her cunt muscles started to release and contract me. "I'm going to cum, Will you come with me?" she asked. With that I started to really pound her, this sent her over the edge as I emptied myself into her. I looked at the clock and we had been doing this for 3 hours, just then we heard the front door open. "Hi I'm home." said her husband. "Fuck," was all she said. "No one wanted to stay overnight, so I've come home." He continued. "I'm in bed dear," she said. "Go straight to you room and I'll see you in the morning," she ordered. I suddenly realised all our clothes were strewn over the living room. "I think you are right," he said, "I'll just get a drink though first." She pushed me off and whispered "Stay there", she pulled on a sensible long dressing gown that was hanging on the back of the door, she then left the room, closing the door behind her. I heard her run down stairs and I heard her close the lounge door, I heard voices but couldn't make out what was being said. Soon I heard footsteps coming up the stairs and heard them go into another room. Then I heard the lounge door open, 10 seconds later footsteps running up the stairs, Mrs Harford had picked up all the clothes and brought them up. "Back in a minute," she whispered, and closed the bedroom door behind her. I heard her say, "Now go to sleep Harold, and turn the telly on it helps you drop off." I heard her leave that room and walk across the landing, as she shut the door the TV came on. I expected her to try and get me out of the house as soon as possible, but kissed me passionately on the lips and then said "you'll have to wait until he's gone to sleep before you leave." With that I pulled the gown open and the flipped her onto the bed, I pulled the robe of her and kissed her back, I crawled onto top of her and as she was still wet plunged straight back, her legs shot up vertically as she felt the intruder hit bottom. "We can't, he will hear," she said between deep pants of lust. She started to whimper as I was pounding her. She grabbed a pillow and bit down on it as an orgasm ripped though her body. I then came inside her which seemed to extend her orgasm even more. Soon we went to sleep wrapped up in each other's arms. I learnt that what most of these ladies wanted was to be held and feel special, the sex was important but it was only part of the package. She woke me at 6am and said "He's got to go to work at 7, stay there." She put on a long nightdress that covered everything and her dressing gown. She went down stairs and I heard her make coffee and breakfast for her husband, soon he got up, I heard him have a shit, shave and shower and then he went down stairs. I heard voices and then I heard the front door open and close, then some footsteps come upstairs, the bedroom door opened and in walked Mrs Harford, she had a spring in her step and seemed happy. "Last night was wonderful" she said, "But I've got to get ready for work" She kissed me on the chin and removed the nightdress and gown and walked into the ensuite bathroom. I heard the shower come on and followed her in, the ensuite had a large shower cubicle, I opened the door and shut it behind me with a clang, she jumped and turned round at the noise. I grabbed the shampoo from her hand as the water cascaded over both of us, and started to wash her hair, she turned round and leant back into me as I washed her hair, once I finished that I grabbed the shower gel and squirted some onto a sponge and started washing her front. I teased the sponge over her nipples causing them to harden, I then moved it down over stomach. She opened her legs and I rubbed it over her area, this caused a shiver and made her lean back into me, I kept rubbing the sponge across and then she came violently. She turned round and kissed me hard and started to lather up her hand using the shower gel, she then run her hand up and down my cock, until I splattered all over the shower floor, we got washed and then dressed, She went into the walk in wardrobe and picked out a similar dress to the one she wore last night. Sensible underwear went on first, we left together as she didn't seem to mind the neighbours noticing. Just before we left I snogged her thoroughly in the hallway, she made me promise to come back when her husband wasn't around and passed me £1000. "He won't notice" she said. Soon I moved out of my mum's house and bought a flat in a new development, my mum wanted to know how I was affording all this, I told her I had a job selling my odd job and maintenance services to the more well off part of town, she seemed to accept this. Molly had me busy except for 2 days of the week, 1 was for rest and the other was for her. She looked forward to her commission day. A year as we lay in my new flat in a post coital hug in my new bed, she said "I've got a new client for you. Her name is Maggie, she is 51, but looks younger, She wants a distraction from her boring husband, he is taking their twin boys away for a weekend and she wants to get well and truly shafted, meet her tomorrow evening at the World's End pub, she has booked a room at the Holiday Inn across the road as she doesn't want to be seen having a young man enter her house whilst her husband is away. Apparently her neighbours are really nosey. You will wear a dark suit with a white flower on the lapel and she will wear a blue dress with a beige jacket and a red flower on the lapel." "OK," I said, "Do you need the rest of your payment now?" With that she smiled and rolled onto her back and said "Take me now." So I did. Small Town Gigolo The next evening I was in the World's End at 7PM sharp, wearing my suit and a white flower. My face was towards the bar, when I felt a tap on my shoulder, I turned round and saw a slim figure in a blue dress, beige jacket, red flower and my Aunt Margaret's face. "Oh fuck," I said. "Oh shit," said Aunt Margaret. She sat on the bar stool next to me and said "How could you be a male prostitute?" "How can you cheat on Uncle Phil?" I countered. Margaret wasn't my real Aunt. Her husband Phil was best friends with my Dad and had been for years, Margaret was his wife and they had been together since before I was born, her twin boys were 25 years old and Phil has arranged to take them to an England football match and stay over. Margaret is a good looking woman, she is nearly 6 ft tall, dark brown hair that never seemed to go grey, (Not sure if she dyed it), a pretty face and a slim body with a 34B tits, (I had peaked in her laundry basket when around her house before). She always hugged me and kissed my cheek whenever we visited. "What the fuck are we going to do now?" she hissed quietly. "Have a drink and calm down." I said. We both had a large vodka and tonic and sat in silence for a few minutes. "We can't talk here." I said, "Let's go to the room in hotel you booked, we can talk in peace there," I suggested. She nodded, we both finished our drinks and crossed the road to the hotel, she had already checked in and we went straight up to her room. As soon as we were inside she turned the TV on so no one in the rooms either side could hear what we were saying. She got a drink out of the mini bar and downed it in one, she sat next to me on the bed and started to cry. I put my arms around her and kissed the top of her head. "Phil hasn't touched me in years," she snivelled, "He is only interested in football and his fucking classic car, I think he would only notice I'd gone if his meals weren't ready." I held her close and stroked her cheek, she then proceeded to launch into a rant about how she felt like his cook and cleaner, and how he never noticed anything about her, when she wore sexy underwear to try and get him to shag he just said he was too tired. "I just want a man to make me feel like a woman." She said. I kissed her cheek, and she looked at me and stroked my face, I leaned forward and kissed her gently on the lips. "Do you think I'm attractive?" she asked. I grabbed her hand and placed it on my hardening dick. She jerked it away and said "We can't." "We can." I said, "We are not related and you are the teenage wank crush I had." She smiled and leant in and kissed me gently on the lips, I responded by kissing her back, the kiss got hotter and hotter as I removed her jacket from her shoulders, she took my suit jacket off and threw it onto the floor. I stood up and took her hand and made her stand in front of me and turned her around. I lifted her hair from her neck and blew on the back of her neck, she wrapped her arm around my neck and stroked it. I kissed her neck and then turned her head and kissed her on the lips, her lips parted and we were soon playing tongue tennis. "This is so wrong." she said. "I know," I said as I started to lower the zip at the back of her dress. The zip went down to just above her arse crack, once it was fully lowered I peeled the dress from her shoulders and it fell to the floor and pooled at her feet. She turned around kicked her shoes off and stepped out of the dress. She was wearing an obviously newly bought matching navy thong and bra set. I kissed her across the top of her back, which brought a moan of approval. She turned around and said "We shouldn't do this." I kissed her gently on the corner of her mouth and said, "We can do whatever you want." She then just said "Fuck it" and pushed me onto the bed. She then undid all the buttons on shirt and pulled it out from my trousers, she then run her hand over my chest and stomach. She undid my shirt cuffs and pulled my shirt of me. She then undid my belt and trousers buttons and pulled them off me, taking my socks and shoes off at the same time. She then seemed to get nervous. I sat up and put my arms around her naked shoulders and said "We can do whatever you want, or we can go no further and just stop here." She leant into me and kissed me on the lips. "I want to," she said, "but I'm nervous." I undid her bra one handed (a skill I had picked up in my new career) and pulled her bra straps down. Her beautiful breasts came into view as her bra dropped, I leant and sucked one of her nipples into my mouth, she grabbed my head and moaned. She then moved her hand onto my thigh and started to stroke it. Her hand crept up and she placed it on my by now erect cock. "Bloody Hell." she said. She released my head moved round and pulled my underwear to the floor. "May I touch it? I've never seen one that big before," she said. "Of course," I said. She slowly stroked it with a look of wonderment in her eyes. I removed her hand and said "You are too over dressed." And laid her down on the bed and removed her thong. She giggled and let me do it, as soon as the thong was on the floor I spread her legs and dived into her mound, and licked her vaginal lips. "Fuck." was all she said. She grabbed my head and pressed it to her area as my tongue went to work, she came once, soaking my face and she held my head there, she pressed it harder against her area as my tongue was licking away at her lips, hole and clit and down towards her bum hole. As soon as my tongue touched her bum hole she came again with a loud scream and a stream of profanities. She let go my head and moved up her body. Grabbed my dick and placed it at the entrance to her hole, she looked at me glassy eyed and just nodded, I entered her slowly, her legs wrapped themselves around my waist as the intruder went deeper and deeper inside her, she then started to move her hips which I took as my cue and started to slowly fuck her, she panted and panted as we rocked each other to a climatic finish to both of us. She felt my head get bigger and released her legs, I pulled out and dived back on to her clit with lips, I didn't want this to end yet as I had dreamed of this moment for years. She came again and pushed my head away. I turned her over and lifted her arse in the air, I saw her bum hole and thought another time, as I plunged my cock into her doggy style. She loved it and it was like a firework went off as she came again as I entered her, I soon emptied my sack into her which made her cum again. We detached from each other and she ran to the toilet to clean up, I laid on the bed, my cock still semi erect. She came back into the room and said "you are a very naughty boy, but I loved it," and kissed me hard on the lips. We cuddled up and fell asleep, I woke at 2 in the morning with the TV still on and Margaret's legs wrapped over mine. She stirred when she felt me move as I got up to pee, As I walked back to bed I noticed she had thrown the covers off and had rolled onto her back, her legs were slightly open so I crawled onto the bed between her legs, moved them wider and buried my head between her thighs and starting licking and kissing her pussy lips, clit and her hole. "That's nice Nick," she murmured and started to move her hips, soon she was panting and was gently running her fingers through my hair, and directing me to where she wanted my tongue and lips. She suddenly went stiff as board, shouted "Oh my god," and came with a torrent of her love juices covering my face. She pulled me head away and said "That was lovely, now come here and fuck your Aunt." I think she liked the taboo nature of it as I turned her onto her front and took her doggy style, she came again and panted "Get on your back." I detached and flopped onto my back and then she straddled me and said "Do you like fucking your Aunt, one of your parent's best friend, who has children older than you?" I reached up and started to play with her nipples as she lowered herself onto me, she started to bounce up and down on me. A couple of minutes late and started to breath very heavily "Cum with me," she said. So I did sending a good few loads of sperm into her welcoming hole. We went back to sleep and I woke up at 8am to an empty bed. There was a note: "Dear Nick, Thank you for last night, as wonderful as it was we can't do it again though, do you mind if I owe you the money as I didn't plan on spending the night so can't afford it at the moment, See you Saturday at the BBQ. M xx" Every year my parents hold a Bar Be Que for friends and neighbours. It is the only time of year my Dad cooks and suddenly he thinks he's Jamie Oliver. The guests started arriving at 2 in the afternoon, Aunt Margaret and Phil arrived a bit later, then Molly with Jessica, Jessica's husband was away on business again so Molly brought her along as company. By 4 PM the wine and beer had flowed quite a bit and few people were feeling a bit worse for wear. Phil was the worse he had drunk beer and vodka and could hardly stand up. Margaret asked for my help to carry up to the spare room so he could start to sleep it off, she wasn't ready to leave yet, she was wearing a yellow vest top and beige thigh length shorts. The top had built in support so she didn't need to wear a bra. As man handled him up the stairs she asked "How much do I owe you?" "Nothing" I replied, "I would have cut off my leg for the chance to ..." She cut me off with stare as Phil started to babble about nothing in particular. We managed to get him into the smallest spare room and throw him onto the bed. Margaret sat on the floor to recover from the effort of lugging her 20 stone husband upstairs, I sat down next to her as listed to Phil start snoring. I looked her in the eye and took her hand. "As I was saying, I would cut off any part of my anatomy to have spent that evening with you, you were my fantasy as I was growing up, and I really enjoyed watching you cum with my cock buried deep inside you," I said. She looked at me, left her hand in mine and gently stroked my face with her other hand. I leant in and kissed her gently on the corner of the mouth. "We can't," she said weakly, I moved back and leant in again and gently kissed her full on the lips, her hand kept stroking my face, this time she gently kissed me back, we did this for a few minutes until we heard someone coming upstairs, it was Mum. We released our touches and sat waiting for her to come into the room. "How's Phil?" she asked as we sat there. "Shit faced." said Margaret. "Thanks to your son for helping me up here with him and to sit here whilst I recovered from the effort." "He does seem to have a way with the ladies." said Mum. "He is charming and quite cute now," said Margaret, "Do you mind if me and him chat and catch up for a bit, most people are hammered so won't miss us anyway." "Look after her son," said Mum as she closed the bedroom door. This room had 2 single beds in. so I suggested sitting on the other bed as it would be more comfortable. We sat on the bed a rested our backs on the wall. We held hands as we talked about everything but the elephant in the room. "Do you really still find me attractive?" Margaret asked. "Incredibly, I would stop working if it meant being with you," I replied. "You are so sweet," she said as she leant over and kissed me on the lips gently. I kissed her back and soon the kiss got hotter and hotter. I cupped a breast through her vest top and tweaked her nipple. This made her kiss me back even more. "Not here and now." she suddenly said. I released her and kissed her on the forehead. As I hadn't been drinking I offered to take her and Phil home, she smiled and gratefully accepted, but could I leave it an hour so it didn't look rude. As she rejoined the party I went to the toilet, as I came out Jessica was waiting to use the room, "Hi, fancy a freebie here and now." I said. She grabbed my hand and dragged me back into the bath room. She locked the door and then reached under the sensible skirt she was wearing and pulled her knickers aside, she sat on the toilet and said "lick me now to get me going." I pushed her skirt up and went straight in, licking all around her area causing her to moan loudly, I told her to be quiet and she put her fist in her mouth, she then started to cry as an orgasm hit here like a steam train. Just then Molly knocked on the door "I need a wee." she said. Jessica pulled her knickers back in place, kissed me and unlocked the door. Molly smiled when she saw me standing there and said to Jessica "Did you cum?" "Only the once, you disturbed us before he could fuck me." Jessica replied. Molly kissed me and said "I'm having a wee, please leave the room." Jessica and I stood outside chatting, Molly opened the door and kissed me on the cheek and said "Fuck her now, you can do me on commission day." I grabbed Jessica's and took her into the kitchen, everyone else was in the garden. I pushed Jessica over the worktop and lifted her skirt up, we looking out of the window. "Does it make you hot that I'm going to fuck you right here, right now with a group of people 20 feet away?" "Fuck yeah, do it now." she said. I ripped her knickers off, pulled my cock from shorts and plunged straight in, she bit her lip to stop herself screaming, I grabbed her tits through her very plain looking dark green blouse and started to maul them. There is something about a prim and proper lady, dressed like she is going to church acting like a total slut that turns me on. "Here it comes." I whispered in her ear as I felt the tingle. "1 more second." she said, and then we both experienced orgasmic bliss. I pumped what felt like a galloon of cum into her hot wet cunt. We looked out of the window to double check we hadn't been spotted only to see Molly smiling at us, I blew her a kiss as myself and Jessica detached, she grabbed some kitchen roll to clean herself up. After half an hour I walked up to Margaret and my mum who were chatting and said "Did you still want a lift Aunt Margaret?" "Yes please" she replied, We said our goodbyes and with the help of 2 other people managed to get Phil in the car, we dumped him on the back seat. Margaret held my hand as I drove, we pulled up outside her house and we managed to get Phil inside. We left him on the sofa in the lounge with a sick bucket by his side, we covered him with a blanket, she then took my hand and led me straight to her bedroom. As soon as I closed the door behind us she kissed me with a passion I had never seen before, I returned the kiss and pulled her vest top off, as soon as it was off I sucked on one of nipples. She grabbed me head and held me on the nipple. I managed to get my head off and she pulled my shirt over my head, I pushed her back onto the bed and undid the button and zip of her shorts, I pulled them and her knickers down together, she undid the button on my shorts and pulled them and my boxers to the floor, as I stepped out of them she grabbed my hand and pulled me down on top of her, We were kissing and touching each other, I kissed down her body as she played with my hair and sucked her clit into my mouth, this caused her to whimper, and then used my fingers to finger fuck her wet cunt as I tongued and licked her to an almighty orgasm which nearly threw me off the bed when he hips went skywards. Margaret moved to the middle of the bed and beckoned me to join her. I crawled between her legs until my cock was at her entrance, I slowly pushed and my plum head entered her, this caused her arms and legs to lock around my back and she pulled me all the way in, soon we were making love, slowly we rocked together as my cock slipped nearly all the way out before going back in, I adjusted the angle so my pubic hairs were rubbing against her clit. This caused her to cum immediately and she gripped me harder, we kept up this slow sensual lovemaking for another 10 minutes when the bedroom door burst open, we laid still. "Phil, the toilet is down the hall, when you are done go back downstairs, I don't want your drunken smelly body next to me." said Margaret. "OK, good night Mags, good night Nick." he said as he shut the door and left. We both laughed and then started rutting like 2 animals as we heard him flush the toilet and then go back downstairs. We soon both came and soon fell asleep. I left her asleep in bed with note. "Margaret. I'm giving up my job, I need to be with you, if we can't have an affair then I will wait for you. Love Nick xx" The next day my dad rang me to say that my uncle Phil had had a strange dream involving me and Margaret. I didn't hear from Margaret for the next 6 months, until my mum told me that Phil died in car crash, apparently the brakes in his classic car failed and he hit a 38 tonne lorry coming the other way. I was now working as a sales consultant at retirement park. Molly understood and why I couldn't do that work when I explained that I had met someone special. She did ask for a good bye shag though first which of course I obliged. At the funeral I saw Margaret with her 2 sons and she looked beautiful despite the widow clothes. As I left I paid my respects, kissed her on each cheek, looked into her eyes and squeezed her hand and passed her a note, I didn't stay for the wake, seeing her in pain like that would break my heart. The note just said if she needed someone to talk to or a shoulder to cry on then to call me. 3 months later I got a phone call, "Nick it's Margaret, can we talk?" My hear jumped and I said "Of course, let's meet at the World's End at 7PM." "It's a date" she said. I couldn't think about anything all day, I left work exactly on time and rushed home, I had a long bath and put on my best suit, I arrived at the World's End and had 2 drinks before Margaret arrived to calm my nerves. As I sat at the bar,I checked my phone and notice 3 missed calls and voice mails from my mum, I ignored them and tried to catch the bar man's eye to get a 3rd drink. I felt a tap on my shoulder. I took a deep breath and turned around, there she was the love of my life, she was wearing the same dress and jacket that she wore the first time we met here. "Hi," I said lamely. "Hi," she replied "Are you going to buy me a drink?" "Yeah, of course," I said trying to get the barman's attention. We got our drinks and found a quiet corner to sit in, we found a table for four that was empty, I expected her to sit opposite me but she sat next to me on the bench. "I'm sorry," she said, I started to speak but she put her fingers on my lips, and then she continued, "I always loved you like a family member but as you got older and noticed you getting broader and more handsome I felt something more, I felt guilty for feeling that way so when we had sex the first time I thought it was something I was trying to get out of my system, the 2nd time we actually made love at home I really felt it and wanted to tell you, but I couldn't leave Phil for you, the shame and humiliation would have been too much, when Phil died I took that as a sign that I had been bad for feeling that way and it was punishment, I went to see a priest who told me that god moves in mysterious ways and that I was to follow my heart." I took her hand and held it within both of mine and kissed her on the cheek. She sighed and then continued "I rang your mother today and told her how I felt, she was cross at first, but I told her that I loved you with all my heart and that I wanted to see you, my sons are happy, which surprised me but it was such a relief." Small Town Gigolo I felt a tear drip on my cheek, she reached up with her free hand and wiped it away. "I love you Nick, and want you to be part of my life." She said. I let go her hand and stroked her face and then kissed her fully on the lips, she returned the kiss and gently pushed my lips apart with her tongue. We were soon really going for it. "Come home with me." she said. We finished our drinks and called a cab. We were soon at her house and as soon as the front door was shut we were all over each other. I pulled her jacket off and kissed her on the lips, she kicked her shoes off and I kicked mine off as well, my suit jacket was on the hall floor before you could say erection. We were still kissing as we ran up the stairs to her bedroom, we stood beside the bed kissing as I lowered the zip on her dress and peeled it from her shoulders, she had on the same underwear set as the first time. My clothes were swiftly despatched leaving my stark bullock naked as she sat on the bed and pulled me to her, she sucked my cock into her mouth. She got about half of it in and then started to move her mouth backwards and forwards, the suction was incredible as she kept sucking, I was soon ready blow my load. "I'm going to cum" I said loudly. She responded by grabbing my arse and holding me still, I came into her mouth with a roar, she swallowed most of it but some dribbled out of the corners of her mouth. I pushed back and pulled her knickers off as she removed her bra. I pulled her legs apart and dived in, she had 4 orgasms in the next 20 minutes caused by my tongue and mouth. When she signalled she couldn't take anymore I moved up the bed with her and slowly entered her in missionary position. We made slow love for about 20 minutes before I blew my load inside her. She had another few orgasms in that time as well. We fell asleep and woke up the next morning. We made love once more, and then went to see my parents, my dad was fine with it but my mum wasn't. We got engaged 6 months later and married 6 months after that with her sons as my best men. I married the woman of my dreams because I used to be a gigolo. Should this be the end or would you like to hear more.