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Joseph got fucked in ways he never imagined Shemale Sex Stories

Joseph has been in search of a girlfriend for months now. Ever since his last breakup, nothing seems to work out for him. He is tall, handsome, and has a beautiful body. His green eyes occasionally captivated women. And yet, he could not land a date ever since Kelly left. This was probably because he tends to get tongue-tied around women ever since she left. But after almost three months without sex, he was getting desperate. He would occasionally check through different dating sites. This is...

The Kinky Masseur Free Sex Stories and Adult Erotica Stories

Joey is a guy of mid-thirties. He is good-looking with a well-built body but sadly he is still single because of his shy nature. He has a hard time talking to women. Hence, even though he desires them enough, he barely ever get laid. Almost out of desperation he started looking for solutions online. Thatâ€™s when he came across this website for male massage and pampering session. They promised â€œultimate pleasureâ€ and has a number of interesting profiles of masseurs, that’s where he met a...

Experience of my sex with a shemale Free Sex Stories and Adult Erotica Stories

I was at my friendâ€™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. We had drunk quite a bit and I was slightly tipsy. I was instantly attracted to her and was dancing really close. Then she brought her ass...

My Hot Neighbour Likes Fucking Shemales Free Sex Stories and Adult Erotica Stories

It was typical lazy afternoon and I was lounging on my couch trying to jack myself off. I was fantasising about my neighbour, but I didnâ€™t know if he was into fucking shemales. I was a shemale, with a great set of boobs and a dick. And then the bell rang. There he was, the star of my fantasies â€“ Matt. He wasnâ€™t what you would call a jock, but definitely athletic. He smiled at me and asked to use my phone. I couldnâ€™t hear what excuse he gave but my eyes were focused on his mouth. I asked him to...

I want to suck your lollipop the Shemale told me Free Sex Stories and Adult Erotica Stories

Shana was sitting on the bed with a sultry look in her eyes. I was going to fuck her, fuck a shemale. â€œ I am going to suck your cock and fuck your ass,â€ I tell her. â€œYeah, I will do the same to you. Now come here. I want to suck your lollipop,â€ she says and licks her lips. The tone itself makes me go wild. I go closer and let my naked and hard dick hang in from of her. She takes it in her hands and rubs it between her palms. I groan and thrust into her palms. She sucks the head of my cock and...

Erotic Sex with a shemale during pride parade Free Sex Stories and Adult Erotica Stories

When I was growing up, I always felt different. Like I didnâ€™t belong in this body. It may sound like a typical transgender discovery story, but it is not. I came from a very open family who would embrace every aspect of my personality. At age 7, when being a boy I wore my momâ€™s dress to a party and they applauded for my courage despite of attracting hatred from the rest of the family. To when I was beaten up in the college for my obnoxious dressing sense, by some men, who could accept...

My Vivid Memory of Sex with a Shemale Free Sex Stories and Adult Erotica Stories

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it. I am not gay or have any element of pride in me but what really fascinates me is Shemales. I believe they have...

Wife with a Cock The Sexual Adventure of a Shemale Free Sex Stories and Adult Erotica Stories

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...

Unexpected Surprise on a Road Trip and Pleasure Free Sex Stories and Adult Erotica Stories

I was going home after a long dayâ€™s work and didnâ€™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...

Making a porn flick and then sex with a shemale

I had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasnâ€™t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...

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 myÂ neighbourÂ 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. â€œSo, you want to have a dalliance with me?â€ I asked Jory. â€œI want to fuck you and suck on your cock. Will you let me?â€ he asked. I smiled and hugged him,...

Double dick The horny doctor and the shemale nurse Free Sex Stories and Adult Erotica Stories

Sheila was going to see Dr. Dray. He was a supposed gynaecologist who specialised in herbal medicine. â€œWhat was that?â€, Sheila had thought, but she went anyway. When she arrived at the clinic she was met by the nurse and told to lie down with her legs open and panties down. As she lay, she saw that the nurse was watching her and her eyes were glued to her cunt. She was going to meet the horny doctor there. Then the doctor arrived and said that he was going to check her. She nodded and watched...

Had Amazing Sex with My Crush Who Turned Out to Be a Shemale

My name is Nick. I am Software Engineer residing in Las Vegas- the perfect place to be working by the day and partying by the night. I absolutely loved the night life of Las Vegas. Occasionally on weekends, I went out partying at a nearby nightclub and casino. That is where I met Cassandra. She was a regular visitor too just like me. I often noticed her and sometimes even stared. It did not go unnoticed by her and she made the first move to get introduced. Soon after, we were making plans...

Fucking the Shemale Librarian on the table Shemale Sex Stories

I was a student by day and a firefighter by night. I had joined the team two years ago and was trying to get a college degree by attending classes at night. I often used to silently masturbate when I would go to the library, as I was alone in the evenings, at the almost closing time and it would take the edge off a bit. During one of these times, I saw the local librarian and oh she was hot. Perky tits, tight ass and a low cut blouse. Wow. She would probably feature in my fantasies for a while....

Orgy with a shemale Free Sex Stories and Adult Erotica Stories

My friends and I were planning a weekend getaway to my lake house where I experienced orgy with a shemale. I didnâ€™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. â€œSurprise delivery!â€ 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. We are four of us and...

Sherry got fucked by the Shemale hairdresser Shemale Sex Stories

Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...

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