2 comments/ 44989 views/ 10 favorites My Cleaner By: gendidi I'm a 40 years old married man. My wife is much older and we stopped having sex a few year ago. We spend a few months a year in our homes in UK and Malaysia. I have never had experience with a ladyboy my whole life. Just not my cup of tea. We went to LOS a few times and saw ladyboys on the street but nothing happened. Due to my looks, I did attract some femboys chatting to me. We hire a cleaner to in Kuala Lumpur, Malaysia to clean our condo a few times a week when we are there. A brown lady in her late 40s I'll say, dark-skinned, on the chubby side but what does it matter to a cleaner? I'm not asking for a gf/wife. During this last trip to Malaysia, I went travelled alone because my wife wasn't feeling too well. I spent 4 weeks there in the condo alone. As usual the cleaner she came 2 times a week. Normally she would call first before she came. There was one day, afternoon, rainy with thick dark cloud, she came unexpected. I was in my room lying in my bed with only my underwear. We both had a shock when she walk into my room. Luckily I go to gym on a regular basis that I wasn't shamed when she saw me almost naked. She apologised for not informing me that she was coming but I told her that was ok. She was pretty wet from the rain so I offered her a towel as I put on one myself. I could see the outline of her breasts from her wet shirt. Not very big but very nice shape. I could even kind of see her hardened nipples. I was wondering whether she wore a bra. I then left her alone doing the cleaning in my bedroom as I slipped into the bathroom trying to take a bath. After about 30 minutes, the noise of the vacuum stopped so I thought she had finished cleaning my room. I got out of the bathtub, drying myself with a towel. As I dried myself, I realised my nipples were hardened from the brushing from my towel. Gee I must be very horny. I haven't shot for about a week by then. I put on my underwear and went back to my bedroom I was surprised that she was still there, fluffing my pillows. I quickly apologised to her (knowing that she must be a muslim) but she just smiled to me. I could tell she was checking out my body. I then grabbed a t-shirt and shorts trying to be dressed in the bathroom I asked her some questions trying to disguise the embarrassment. I asked her how long she had been working etc. I also asked her whether she knew any good massage for aching body.....To my surprise, she told me that she knew how to perform a massage. I have been having problem with my shoulders and lower back from the gym exercises. I normally go for massage on a weekly basis when I used to work there. I hadn't been to one for more than a year and could use a proper massage then especially after the long haul flight. I was jokingly saying that a good massage could definitely save my life. She then asked me to sit on my bed and trying to do me a favour. I did without saying a word but deep down I knew it wasn't a good idea at all especially she is muslim lady and I'm a married man. I lied down anyway, feeling kind of excited and guilty. But she was very good. As soon as put her soft but powerful hands on my shoulder, miraculous I felt the pain was gone. As she moved her gentle hands on my shoulders, I started to feel tingly.....a kinda of feeling that I haven't never experienced in my whole life, as if she hands are full of electric. When she moved her hands closer to my chest, I swear I thought I was strike by a thunder. I could hear my breathe getting heavier and I was very very excited about the whole thing. I wanted to ask her to stop before it was too late but then she asked me to lie on my back for a better massage on my chest........at the moment, my groin could feel the tingling sensation. It was magical. She certainly knew what she was doing on my chest. She was like an angel from heaven soothing my body. I couldn't help closing my eyes enjoying the moment. I then felt her hands moved towards my abs and groin. Occasionally I also feel that my nipples react to her brushes. I felt my cock was expending at a very fast pace and my breathe getting even heavier. I opened my eyes and saw her smiling, enjoying every inch of the massage she gave. Her eyes stopped at my bulge and I close my eyes signalling I would let her decide what she was going to do this lonely buy horny body of mine. I could feel as she was sneaking her hands into my underwear taming my rock hard cock. My precum was dripping on her hands. I couldn't help myself anymore and trying to sit up and kiss her. She didn't push me away as I started to take of her shirt. What beautiful breasts she had. I was kissing and squeezing them greedily and she was stroking my cock. I then tried to take off her pants and she tried to stop me. I insisted and she gave up in the end. I was shock to find she had a cock! A small but hard cock, with precum, like mine. She then trying to explain but I stopped her. I couldn't careless at that very moment. All I wanted was to make love to that creature who relight my sex drive. I told her it was ok and she started to suck my cock greedily. That was the best blowjob I had for years. She deep throated me many times to let me feel how much she loved my cock. I then cum in her mouth. She swallowed all my cum, not a drop left behind. We then showered together and I cum again between her breasts. My Cleaner Ch. 02 I only went back to my home country once a year. This year, I went back alone because my wife wasn't physically fit to travel. I had to leave her back in UK because my parents were in their late 70s. I needed to spend as much time with them as possible. When I arrived in Kuala Lumpur, it was late afternoon. I didn't sleep well at all on the flight and I was exhausted. I took a train straight into the city and then a taxi to my condo. As soon as I got into the condo. I switched on the air-conditions and took a cold shower. I then called my usual massage therapist to try my luck for an immediate appointment and I managed to secure one hour later. This massage parlour I used to visit on a weekly basis hired partially or fully-blind therapists, both men and women, who were professionally trained to perform massages. They are very professional and reasonably-priced. I normally went for one and an half hour. My usual was this middle-aged man called Lye, who was slightly on the feminine side which turned me on for some reason. When I first hired him, I was pleasantly surprised that his massage ended with a happy ending, even though you didn't ask for it because he could tell from your throbbing cock as he massaged your naked body with massage oil. I normally ended up shooting in his soft and moist palm and he seemed to enjoy giving hand jobs, at no extra cost. When I arrived at the massage parlour, I was led to a single room. Since he can't see, he would normally said hi and immediately he could remember me. I always amazed at how good his memory was. Since he can't see, he had to touch to ensure my whereabouts. I made myself comfortable lying on the massage bed and requested him to dim the light. He then worked his magic on my exhausted body from head to toe. I closed my eyes to enjoy it... He massaged my back, bottom and then my legs. I could feel my body ache eased quickly. When he massaged my inner thighs, I could feel his hands sub-consciously brushed my balls and cock which brought so much excitement. Occasionally he would hold my cock with his hands, as if to check whether it had got bigger after one year I haven't visited him. My cock quickly sprung to life as he caressed it gently. I started to feel very horny and he could feel it. Normally i could just lied there and let him work my meat but I was feeling a bit frisky that day. I started to touch his chest and to my surprise, he had breasts which I had never noticed. I quickly reached under his shirt and searched for them. I could feel two nice-sized breasts. They were soft and round. He didn't stopped me as I played with them because his hands are busy with my fully-erected cock...I could see that he was enjoying my gentle touch also. I got very excited and had to sit up and took his shirt off. I congratulated myself for the great find and that reminded me of my encounter last year with my ladyboy cleaner. It made my cock got even harder...I couldn't stop myself but started to kiss his breasts passionately. When I couldn't hold it any longer, I shot my hot load on his breasts. That was a beautiful and satisfying shot after 13 hours on the plane. I had a sweet dream that night. The next morning. I woke up at 5am but couldn't go back to sleep because of jet lag. I was lying wide awake alone in bed, all of a sudden I was thinking about what happened between me and my ladyboy cleaner last year. She had been cleaning our apartment for almost a year now but I didn't noticed that she was a ladyboy. In fact I never actually looked at her. Last year was the first time I noticed her and actually looked at her, actually more than looking at her..., her smooth soft hands, her lips, her small but nice breasts. They didn't feel hard, so mustn't silicone. Everything was so smooth, soft and moist, especially her mouth...the suction...In fact she had beautiful body, light brown skin and with a bit of flesh. I was thinking how was I going to face her again when she came next time? Should we pretend nothing happened or should we talk about it? Anyway, I needed to call her to clean the condo today. I left a text massage on her mobile. My cock was rock hard again... It was 7am, I decided to go out for a walk. It had certainly changed after so many years. I can't recognised the city anymore. I walked past shop after shop and crossed street after street aimlessly. Then I noticed a coffee shop was open for business. I noticed there were two "ladies" sitting at one table. One of them an Indian another was Malay. Both also very young, in their early 20s I guess. Wearing tight t-shirt, showing off their boobs and with full make-up. Must be ladies of the night, about to retire for the day. I noticed the Indian ladyboy was staring at me as soon as I walked past them. I could sense that she was preying on me, like a hungry panther. I was a bit excited being stared at by her after having a very pleasant experience with my cleaner. I sat down at one table ordered a cup of coffee. I realised she kept staring at me until I finished my coffee and walked out. She didn't smile or approached me so I walked on. On my way home, then only I realised that was the notorious area which famous for ladyboys/transexuals/shemales. I went back to sleep about 10am. I only woke up when I heard someone opening my bedroom door. It was my cleaner C. I realised I was naked and had a huge boner! I quickly got up and grabbed a towel then rushed into the bathroom to take a shower so that she could clean my room. We didn't speak at all. I tried to cover my embarrassment by taking cold shower but it didn't help when she appeared in my bathroom as I took my shower...I had a shock and didn't know what to do or say. She then apologised to me for what happened. She confessed to me that she didn't want to lose her job. I told her that it wasn't her fault at all. I had to be blamed also. I tried to comfort her by telling her that she won't lose her job and she didn't have to worry. I didn't know what got into me, it could be the cold shower running down my sensitive nipples of the touch on her should, I had a full erection all of a sudden. There was a wild fire inside of me. I can't suppress it...I pulled her into my arms and started kissing her passionately. The shower wet her clothes immediately showing off her breasts...I took them off gently and started caressing them with both my hands as I kiss your sexy neck. I pressed my hard cock against her body, to let her feel my meat. I love to hear her moan sexily when I sucked her nipples. It got me even harder. I then took her to my room and spread her naked body on my bed. I let her caress my balls. She then quickly swallowed my cock into my hungry mouth. Arghhh...my wife couldn't never sucked me that way, as if she hadn't sucked a cock before. After a few minutes, I can't hold it anymore and shot in her mouth. She got me more and more curious about ladyboys, to be exact, the sheer thrill and excitement I got from the third sex which I had never experienced in my whole life. I then travelled around the country visiting my family and friends, having a good time. By the end of two weeks, I flew back to UK. Deep down in my heart, there was a spark started to burn brighter into a fire... My Cleaner Ch. 03 My father had a second stroke recently. The moment I got the news, I was asked to fly back immediately by my mom. I can fully understand, a man in his 80's...My wife was getting frail and could hardly walk. So, I decided to hire someone to look after her and I went back alone. I bought the next available flight flying East. After 13 hours' flight I finally landed in the capital city. It was in the afternoon, the heat and humidity was suffocating. I decided to spend a night at my condo before I headed north to visit my father at the hospital. I couldn't sleep at all on the flight. Hence, I had a headache and my body was so stiff from the long haul flight. All I could think of was a cold shower and a good massage. Something to soothe my mind and body. I only go back once a year and while I was away, the condo was vacant. I didn't want to let it due to bad experience and the lack of control since I'm so far away. I contacted the usual cleaning company to come up for a quick cleaning before I threw myself into bed and fell asleep like a log... When I heard the knocking on my bedroom door, I was too tired to bother and continued sleeping. The noise from the vacuum cleaner didn't bother me at all. I must be dead tired. After God knows how long, the noise was gone and by time I woke up, it was dark outside. I decided to get up and take a cold shower. The heat and humidity in this country could really get to you. I stood in the cold shower for almost half an hour to wake myself up. The cold water rushing down my chest, nipples, abs, my cock and balls...Not only I was awake but also I could feel my nipples were hardened too. When I finished, I wrap a towel around my waist and try to find myself a drink in the kitchen. I had a shock when I saw someone was there! A woman turned around and smiled to me. She must be in her late 30s and early 40s, about 5 feet 5 and 60kgs. She had tan skin and bright eyes. She was wearing shorts and t-shirt. I wasn't sure whether I was still delirious or she wasn't wearing a bra. I can vaguely see her nipples through her t-shirt. 'Hi, my name is Sha. I'm your cleaner.' Her voice was quite sultry but attractive in a way. 'Hi, Sha. I'm James, the owner. I thought someone broke into my condo.' I smiled. 'I knocked on the door a few times and you didn't answer. I thought you were out. So, I used the keys from the cleaning company to get in. I'm sorry if I startled you.' 'No, no. Don't worries. Thank you for coming in such short notice. You have done a very good job.' My eyes kept focusing on her nipples. She seemed to realised that and she repaid me by scanning my torso up and down and stopped at my towel. I could feel the heat in her eyes and my sensitive nipples are tingling... 'What happened to the previous cleaner?' 'Sorry I have no idea who she was. I'm just started this half a year ago. Why do you ask?' 'Just that she was a ladyboy. She cleaned my house a few times before. She had done a good job. I just wonder what happened to her now.' 'I'm a ladyboy too.' 'Oh, are you? How nice. Your company seems to hire all ladyboys to do cleaning?' 'Yes, this is part of the NGO efforts to help us ladyboys to find proper jobs instead of ending up as sex workers.' The more I talked to her, the more her voice stirred my fantasy and the experience I had with my previous cleaner. I could feel my groin heating up. She passed me a cold drink and told me her job was done unless I needed something else. As she said that, she was scanning my half naked body. She was standing so close that I could smell her scent. A unique scent that find be found on women. I could feel the tingling feeling spread all over my body now. I had been with women before but I had never felt it before. I just can't explain it. Why would I anyway? I was feeling sensational and wonderful and exciting. I told her to wait for me to get my wallet to pay her for her cleaning. I also thanked her to come help in such short notice. I then paid her a bit extra for a job well done. I accidentally touch her soft hand when I handed her the money. It was such a lovely feeling. Deep down in my heart I remembered the last cleaner and the lovely time we had. God I missed her, especially now. 'If there's nothing else, I think I go now. By the way, what are you doing tonight?' 'I was thinking maybe I could go for a good body massage if I could secure an appointment.' 'Massage is good. I do massage part-time.' 'You do? How lovely.' My heart skipped a beat. 'Yes, I normally do house calls. I'm a freelancer. If you want, I could massage you now.' I couldn't believe my luck! 'How much do you charge?' 'We'll talk about it later. I can give you a good price...' I was so delighted and led her to my room. I lay me down my back. Just when I wanted to ask her whether I needed to keep my towel on, she took off my towel. I was bare naked in front of her. I felt very excited inside. My heart was pounding with excitement only a ladyboy could provide. She started by rubbing my shoulders. I wondered how could she have such soft hands? Not only they were soft, but they were electrical too. As soon as her hands moved down to my chest, my nipples were hardened and my breath was getting heavier. My blood rushed even faster to my 6-inch cock. I started to swell up immediately and rapidly...She must have noticed it because I could sense her breath was getting heavier too. She brushed her fingers against my nipples and it was heavenly. As she worked her way down to my abdomen, I looked deep into her eyes, gently. She got my message. She then hold my cock with both hands, gently stroking and rubbing it...I can't help groaning. I was in heaven. I sat up, holding her face and started to kiss her passionately. I needed to let the beast out. After all, it was her fault. I undressed her t-shirt, exposing her soft little breasts. They were not very big, but just nice. She had the most amazing nipples I have ever seen. I held them gently in my hands and kissed them madly, so madly that she moaned and groaned like an animal. I sucked on her nipples greedily and twirled my wet tongue around them. It was driving her crazy. I could sense from the way she moved her body rhythmically against my hard cock that was filled with pre cum. I continued to undress her until she was totally naked like me. She had tiny ladyboy cock. I rubbed my body against her, as I was kissing her, lying on top of her, pressing my chest against her breasts. The friction between our bodies brought me to new heights of excitement. I had been with women before but nothing felt quite like this. She then slowly moved her mouth south to give me a life changing blowjob that every man would die for. She mouth was absolutely magical. I managed to stop her before I exploded in her mouth. I told her I would like to fuck her and she nodded. Unfortunately we didn't have condoms. She told me she was willing to do it with me even without condom. Without giving me time to think it over, she led my throbbing cock all the way to the gate of heaven. That was my very first anal sex, also without a condom, with a ladyboy. Her hole was soft and tight (much better than a vagina). She seemed to know how to control her inner muscles very well as I thrusted into her body. She held me very close to reach her deeper, at the same time, I could feel my balls slapping against her ass as I fucked her rhythmically. I was grabbing her breasts like a mad man and kissing her nipples madly. The way she groaned and moaned loudly and I knew she was enjoying it too which made me fucked her even faster and deeper and madder...until I couldn't hold it any longer and shot a long hot load inside her lovely ass...Arghhhhh The next morning when I woke up with a smile one my face. I looked around but she was gone. I then hired a car and drove 3 hours north to another city to visit my father at the hospital. Deep down in my heart I felt a whole new world had just opened for me. I must keep in touch with Sha once my visit was over.