free shemale sex stories

Sex With the Wife Of Caretaker of Guest House

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.

Unexpected Surprise on a Road Trip and Pleasure

I was going home after a long day’s work and didn’t feel like driving in the crappy weather. It was raining cats and dogs, anything was hardly visible and roads were flooded. In that weather, I found a girl looking for lift. I had to stop and I watched her as she slowly walked towards my car. She stood at the window hesitating. I assured her I am not some kind of psycho. She smiled and slowly got in. I turned on the blower, she was dripping wet. I started the car and slowly drove around. I didn’t know an unexpected surprise on a road trip like this is awaiting for me.

One of the best blowjob I got from my maid

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.

Exchanging wives with my neighbor

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.

The Night I was Banged Hard on the Terrace by a Stranger

I had a high-flying career and was married for the last 10 years. But my husband was mostly away on business most of the year, saying that right now was the time to earn. I agreed with it. We could earn now and relax later. But lately, I had been feeling lonely and quite horny. I was angry and frustrated as I missed sex with a person. But because we had mutually decided to live like this, I couldn’t say much on it. I couldn’t say I changed my mind. So, I waited for things to change. I wanted get banged hard because I’ve been missing sex.

Friends with benefits

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.

Fucked the Thieving Neighbor for Trying to Steal Goods

The night was warm so I had decided to sit out on the porch for a while. As I was almost closing my eyes for a quick nap, I saw a silhouette creep up, pick up my watering can and sneak off. I run behind that slowly and catch the body. I see it is Emma my neighbor, Miss Good Two Shoes. “Why are taking my can without asking?” I ask her. “I…I needed it once for a project,” she mutters. “Because you didn’t ask, I have got to punish you. Come over tomorrow for your punishment,” I tell her this and walk away. I am not sure if she will show, but if she does, then I will teach her a lesson and then give her pleasure. My luck was in my favor and I fucked the thieving neighbor real hard.

BDSM Sex with Domestic Servant by the Mistress

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.

A fantastic night of firsts

I was late! I was running for an internal meeting and when I burst into the conference room, I saw it was empty? Only Sean was sitting there looking amused. “The meeting is cancelled,” he said in an understanding voice. I take a breath of relief and sit on the nearest chair. I had a lot to do, so I thank him and start working there. It was a Friday so most of the staff leave at around 3 and it’s only me and him working. We didn’t disturb each other at all while working but now I feel something change and it became a fantastic night.

Fucking to Thoughts of my Trans Neighbor And Then Doing Him

I have been exploring my sexuality for a while now and while I cannot confirm that I am a straight man, I am still not sure which category I fall into. But a trans person is living right next to my apartment – Benny and I feel like doing dirty things with him. I mean like he dresses so well and rocks a full face of makeup with a slight beard. He does have generous boobs and I have thoughts of my trans neighbor, every time.

Finding ways of Satisfaction when you miss someone

I was at my farm house. I was just remembering the good old times I had spent with my husband at this place before getting divorced. However, ever since my divorce, I had a couple of dates with younger men. It was always fun to indulge with them as they had great energy and they could satisfy my needs. Although, my recent partner John had gone out of the town and I was missing his touch. You need to keep finding ways of satisfaction when you miss someone.

The affair with my ex-boyfriend and sex on the balcony

I was living alone for a while now and didn’t have a permanent partner. I did enjoy casual sex once in a while and had a vibrator ready in my drawer. Lately I had been dreaming of my ex a lot and had dreamt about having an affair with my ex-boyfriend too. I don’t know why, it just happened. And then something unthinkable took place. He moved in next door!

My Best Friend Became my Lover and Filled my Asshole

I was quite a skinny man at 18 and hadn’t quite filled out yet. I was not too attracted to girls, but Mom said that I would eventually. Because I didn’t care if girls looked at me or not, I never tried to get a hot body. I had a best friend, Shane with whom high school was not that hard. But one day things changed. That’s my story of how my best friend became my lover.

The Night I Tied up my Girlfriend and Paddled her Ass

My girlfriend and I have an explosive relationship. We love hard and we fight hard as well. And sometimes the makeup sex is rough, but it works for us. We have been together for 5 years and it’s the same story. We will have an argument; we will scream, shout and fight. Then proceed to have the most amazing and rough make up sex. This story is about a night I tied up my girlfriend and paddled her ass to make her feel the bdsm pleasure of sex.

How I ended up having sex with a stripper

It was a normal Friday during the summer month of the year. Me and my friend had decided on visiting a strip club far away from the city which was famous for 5 strip dancers who used to run it. The strip club was very popular because of the variety of themes that the boys incorporated in their dance and strip shows. I had never seen their pictures but had heard a lot about these strippers. I was excited to visit this strip club as I had never been to a male strip club. I had never thought in my wildest dreams that I would end up having sex with a stripper during my first time at a strip club. Once we reached the club, we saw that the crowd was full of women and some gay men dressed in short and kinky clothes.

Affair with Wife’s friend whom I met in a wedding

I am 45 years old and my name is John. My wife is a socialite. She has so many friends that she is invited to various weddings and parties all the time. I am a person who likes to stay indoors after a long day of work. Although, this one time she forced me to attend a wedding with her. I had come home early from work and so, I agreed. Didn’t know this would turn into an affair with wife’s friend.

The night I was pleasured by my neighbour

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.

Meeting the voyeur in a sex club – Jonas

I watched her moving through the room. Her gaze was fixed on the couple on the platform. I could tell she was feeling horny, by the way her legs moved, as if she was trying to rub something down there. Her body stiffened every time, the man penetrated his playmate with the whip handle. I knew what she was feeling and the atmosphere in the sex club was getting hotter.

I like Fetish Sex in front of the mirror

Hi, I am Nadia, I an 28 years old and I am Katoptronophilic. In simple terms, I love having sex in front of the mirror, well that’s weird fetish sex but that’s how I am. So, my room is full of mirrors, each wall and ceilings. Doesn’t matter where I am on the bed, I can see myself in the mirror. Mostly, my boyfriends would get creeped out of so many mirrors. I also enjoy gloryhole porn videos where they fuck in front of the mirror and take cum inside their mouth. There was a time when I thought I will only see myself, pleasuring me in these mirrors, until I met Ron. He has the looks that every woman weak in the knees just by looking. His smouldering dark eyes, his Latino skin and sharp features topped by his well-built physique made him look like a Greek god.

Orgy with a shemale

My friends and I were planning a weekend getaway to my lake house where I experienced orgy with a shemale. I didn’t know that they were planning my birthday party too. I packed up and all of us headed to the house. Soon it was evening and I hear the doorbell. “Surprise delivery!” my friend Sean shouts. I go to the door and see a tall blonde walk in. She is dressed well, some cleavage too and heels. She has a large paper bag in hand and she sets it down on the coffee table.

Experience of my sex with a shemale

I was at my friend’s bachelor party in Vegas and was going to experience something different. We were hitting up several clubs and in one I met Irina. I saw her dancing over the bar. Great body and amazing tits. I looked up and smiled when she caught my eye. She smiled as well and came down towards me. I am well built and was 27 when this incident happened.

Experienced First sex with Boyfriend BJ Johnson-Part 3

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.

Finding a sexy nymph in the new intern

I had landed my first official job, right out of college and was working in the accounts section. I was a horny guy, but still a virgin and had zero experience on how to get a girl to do it with me. I got through college by completing it online and never had a chance of meeting and getting cozy with college girls. Getting a degree and a job to put food on the table was more important. But luck favored and I got to meet a sexy nymph soon!

Sexy Servant who made me her dog

My name is Diago and I am just 18 years old. I am currently in my senior high and I belong to a very rich family. My parents both works very hard to provide me with all the luxury I want. My father owns a steel factory and my mother is a fashion designer. Before getting into the story of the sexy servant, a brief intro about us.

When my boss spit cum in my panties and I wore them all day

I was working for Ash for a few weeks now and I knew the way he looked at me. He stared at my ass way longer than an “employer” should. And I was attracted to him, horny at times, masturbating to his thoughts, to an image of his naked body. I will tell how the attraction moved ahead and he spit cum in my panties.