My name is Aryan and I was posted in Chickmanglur, an area with a lot of hills and coffee plantations. I was sent there for handling the production work. I was given a guesthouse to stay and a house-help, a man named Hari, who helped me with basic things I needed. His wife used to prepare food and do cleaning stuff for me. His wife, Rekha, was a very beautiful and desirable woman. I am going to share my story of how I came closer to her and had sex with the wife of caretaker of my guest house.
Hello friends, my name is Ricky and this is the story of how I became a paid cross dresser two years back. It was during the Christmas holidays when I was in need of some money. I called my friend Kris and asked for his help. Though he agreed, he asked a favour in return. When I met him, he told me that his job was in danger and that the only way to save is by pleasing my boss. He told that his boss was a bisexual who had a thing for cross dresser. I used to dress like a girl at times but never showed it to anyone. Kris came to know about it when he once caught me in a floral maxi dress, masturbating myself. That small incident changed my life and I became centre of attraction for rich gay men.
I was a forty something married woman, but I didn’t enjoy my sex life. My husband was always too busy and often away on business trips. I needed sex and for the first few years I used vibrators and other toys to manage. But I had always dreamt about fucking a boy toy, a young one and riding him till I was satisfied. And one day an opportunity knocked at my door.
I live in Florida with my girlfriend of 2 years. We are very happy together. She works at a travel agency which often gives her the opportunity of travelling around the world. When she travels, she ensures that I am taken care off. She would often cook for me, or keep my clothes ironed, or even dry clean my shoes. The latest addition to her ‘care for Simon’ routine is hiring a maid. So, she hired Tressa. The story is about my romantic session with her and how I got the best blowjob I got from my maid.
Chad was an asshole! He had been cheating on me for months and I had turned a blind eye to all the warnings that my friends and even his friends gave me. I believed that he really loved me, as much as I loved him. But the one thing, I learnt was that men are never to be trusted. They will use you and then throw you away. Will not show you the respect you deserve. In my string of failed relationships, each one of them had used me for their own benefit. And in the end, it was a “sorry” that I got. For all that pain, for all that I did for them – sorry – one word as a return gift. But I had had enough and I was going to get back through revenge sex.
I had been craving anal sex for a while now and my girlfriend was away on work. But she was returning tomorrow and I decided to give her an ass-elusive surprise. She would be horny, having to wait so long and I would be ready to give it. So, I planned it all on the roof of our apartment. I added lights and prepped for dinner and at 6 pm she arrived. I have been pounding my girlfriend’s ass but I wanted to change the place.
Alessia was always a wild child and that what attracted me to her at first. There was this need to subdue her and fuck some sense into her, may be a wild sex session with my maid. I had made her my submissive and I could fuck some sense into her on a regular basis. I loved doing that – fucking her, especially if she resisted me. I smile at that thought and enter my apartment.
Hi, guys, this is Andrew. I have always been attracted to mature and older women. I used to stay with my family in Miami. But recently I had to shift to Orlando for my post-graduation. To start with I am a 23-year-old guy. I am an average looking guy but quite friendly with people. I started with my course, and I used to stay in a rented flat. I had a classmate named Ugaan who used to live just near my home. So we both used to spend time together playing or roaming. Once he invited me to his place for dinner. I also agreed and went there. He used to live with his Mom Roslin, though she was 45 years old, she was a pretty and attractive lady. One day I went to his place. As she gave me a glass of water, she bent to put it on the table. I saw her cleavage which got me hard. I knew it was wrong, but this made me think about her in another way, and destiny had something else defined for us that led me to have sex with my friends mother.
I had the hots for my gym instructor. He had a good body and I often had erotic dreams about this man. He had a little stutter that would show up when he was nervous. How did I know this? I was at the gym twice in a day, so around him for a lot of time. He had a very prominent accent and I could spot him anywhere by his voice. Then things changed. I had sex with my gym instructor and I felt wonderful.
It was a lazy morning, I was sipping cola when my phone vibrated, someone had pinged me on Instagram. The notification flashed on my screen. Alex had sent me a ‘hey’, I jumped on my seat, my heartbeat pace increased. Numerous questions were popping in my head all at once, ‘why would he text me?’, ‘he might want something from me!’. ‘But what can he want?’, I push back all my thoughts and try to think of what to do next. I don’t want to text him instantly, that would show him my eagerness. Alex was my classmate in 11th grade. As far as I know, he had a pretty girlfriend, I remember stalking her on Instagram. Back in school we never spoke, not that I never noticed him. I did, but our friend circles were quite aloof from each other. I also knew he was having friends with benefits relationship with quite a few back then.
Alyssa is my sexy servant. Not literally but I like to dominate her sexually. It isn’t BDSM – our relationship, but just that we like role play where she is at my mercy and I can do all kinds of things with her during playtime. But that time I invited a common friend Walter to enjoy playtime with us.
Laura was married, happily married to Matt for a long time. But today she was nervous, she had no idea how to tell this to Matt. Her phone pinged. The message was from her husband asking if she is excited about tonight. She was, but she was nervous and little scared as well. She finished cooking the dinner and went to take a long hot shower to calm her mind. She slid into the bathtub and started soaping herself. For some reason, she was feeling particularly hot tonight. Matt has been away for two weeks on a business trip. She thought about him as she touched her hardened buds and swollen breasts. She moved her hands down her abdomen and then further down until she was holding her throbbing erection. Yes, you read it right, her husband had a wife with a cock.
The first time I had sex with a man when I was nineteen. I knew I was attracted to other men and boys but in my very traditional family homosexuality wasn’t even talked about. I didn’t realise what my feeling meant. But that night, my first gay sex experience with a man changed everything.
My wife Alana and I had been living in a new neighborhood for a few months. We were great friends with our neighbors – another married couple. We would often meet socially and invite each other for gatherings. I did desire my wife sexually, but on occasion, I would often think of Arrow, my neighbor’s wife. Jordan, Arrow’s husband, was a great guy and one day he asked me something – did I fancy his wife? After a bit of distracting talk, when he didn’t let up, I accepted that I did. Then suggested we can try exchanging wives for a night.
Hi, my name is Sam and I am a 26-year-old, slim physic cross dresser. I am a fashion designer and have a thing for female clothing. Not only I love designing female clothes but I also enjoy dressing as a girl. Coming to my story, this incident took place some years back when I was around 20 years old and had cross dresser romance session with my real Aunt. With fair and curvy physic, I can look more girly than a girl with my cross dressed attire.
I was practicing as a general physician in a rural community and would often see cases that were out of my scope. However, as I was the nearest doctor, I would see a lot of local patients with various ailments. One day, a skinny and heavily pregnant woman came to my office and boy did that session last. She seemed young and was unmarried. And when she came in, I oblige to her request and I fucked my pregnant patient.
I remember the time I went to Mr and Mrs Lewis’ parties. Every year they threw an annual bash, complete with over the top decor and food. That year, I was sixteen and a hot Latina was serving cocktails. I was instantly attracted and got a hard on. She was wearing this short black dress, showing off her toned legs in heels. I was going to fuck her in those, I knew it. My kinky imaginations led to outdoor sex with the maid.
Mike and Rachel were finally on a camping trip, which had been cancelled by them three times before. They were tired from trekking all day long and were resting on their bed inside their tent. It was 11:00 PM, but they were still excited as Mike was waiting to eat Rachel’s tanned body, under the open sky and stars. Rachel had gotten a tan on her fine legs, right up to thighs, and she was showing it off, just to seduce him. She also told the same to Mike on their way up to camp. Rachel wanted to change her clothes, which were sweaty from trekking. She took off her jacket and top; then she replaced her grey trouser with black shorts and sat on bed wearing only her orange front closure bra. She sat in position which flaunted her tanned legs. But sooner things were going to get romantic and that’s the story of Rachael getting fucked by a stranger in the woods during the trip.
I was nervous on the first day of college. I had never stayed away from home. But now I was in a dorm full of unknown faces. I liked playing football, so I had decided to sign up for trials. The first day of the trial, I saw him – Jonah. He was a quarterback and quite the looker. All the girls would surround him after practice, and he would go home with a new girl every night. How did I know about his night-time activities? Well you see, he lived in the same dorm as me, in fact just opposite my room. He was due to move into a sorority house, but he was putting up here for now.
I am Neila. I will share my story of how I my boss had BDSM Sex with Domestic Servant who worked with her. I was 19 years old when I signed up a job for a domestic servant. When I reached the place, it was an empty room. All it had mirrored walls and in the middle was a metallic table. I had no idea what to expect. I signed up because the pay offered was good and they were offering food and lodging. I had to pay for my student’s debt. While I was deep in my thought, I jumped up from my place when I heard someone walking in. It was a middle-aged woman. She looked sexy in her leather cat suit. She was carrying a cardboard box and a riding crop. Her long thick hair was neatly tied in a high ponytail and her heels made a clicking sound when she walked.
I am Natalia, a shemale and I have enjoyed rough sex a lot. I like fucking both men and women as long as I am satisfied. This one night I was literally made to get pleasured by my neighbour and I enjoyed it a lot. He had just jumped me and entered my apartment forcefully. I got scared and resisted but the minute he kissed me I relaxed.
If you haven’t read the previous parts of this story read part-1 and part-2 to get the glimpse of this virgin sex story. BJ and I had been seeing each other a lot now. Ever since having sex on that day, it was difficult to be apart from him for more than a few days. We would talk on phone and I would wait for his call every day. I was loving this part of our courtship. We would still steal kisses whenever we got a chance, but I hadn’t had sex with boyfriend again. I was dying to try new things with him and soon the opportunity arose.
I have been into cross dressing for a while now and have kept it a secret from my wife. She likes to play and is a dominatrix. Usually, we go into dom and sub mode where I worship her cunt with my tongue as she flogs my ass. I like getting dominated by my wife. But tonight, she saw me, in my female form. I was at a local club, which she doesn’t frequent, with my gang and we were all dressed up as pretty women. I was wearing her glitziest dress and had a full face of makeup with a wig. Yet she recognized me. Now I am going home and I am not sure what awaits me.
Ed clicked on the ad that kept showing up in his browser. It was an invitation for free online sex. It led him to a portal that had a list of pretty girls. It seemed they all wanted to chat with him..a sex chat. He scrolls through the list just for the heck of it and then his eyes fall on someone called Amber. He clicks on it and she makes an appearance on screen. That was the beginning of finding pleasure through webcam sex.
She sat across from me in a restaurant facing the beach. We sat at a side table of the restaurant that was almost full. All day, she has been doing things, making me crazily aroused for her. I am Shefan, 28 years old and newly married to a nymphomaniac, a very enticing and beautiful nymph. She has this crazy fetish of playing sexy games in public. There was mischief in her eyes and I was wondering what’s on her mind now. Little did I knew that we are going to have sex play in the public to add a new thing to our fetish sex desires.