sexy affair stories

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.

I was attracted to Nat. Natalie which was her full name. Ever since she turned sixteen, these feelings bubbled up and I couldn’t hide the fact anymore. It was her 20th birthday and I wanted to give her a gift to remember. I wanted to have sex with my niece, desperately. She was my stepbrother’s daughter, but we never treated each other as step siblings.

After my semester exams were over, I was heading home to spend a couple of days of my holidays with my family. I was waiting at the airport for my flight which was due to depart at around 7:40 pm. The boarding call started around 7:00 pm and I boarded the flight and was adjusting my luggage. Suddenly, a sweet and melodious voice hit the walls of my eardrums. I turned back and saw a girl of nearly 5’3” inches with a thick bottom and average sized breast asking me to help keep her luggage. I helped her and prayed that she sits next to me. However, the luck was not in my favour, and she sat in the next row. My luck was good enough when I had a girlfriend and I was lucky enough to have sex with a virgin girl during my relationship.

The days were monotonous since they were confined to work and a dying relationship. I have been in a relationship with this amazing guy for almost two years. Initially, the bond was thriving, so were our genitals. But with time, he grew more occupied with work and consequently, the time he devoted to me in bed reduced and I had to rely on the vibrator in the drawer. Touching myself, thinking about the men in the magazines and porn had a drastic effect on my sexual fetishes. I admit that I was tired from the lack of action and I cheated for sex.

I was working as a janitor in a college and I had an unbelievable experience. I wanted sex and release for a long time, and one day I got. The series of events leading up to that are also interesting and it all started with a new professor who had just joined.

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.

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!

Hi, I am Shail and I am 21 now. The incident I am going to narrate happened in high school when I was 16 and became slut of my friend. My parents wanted a daughter but I was their only kid so, my mother often used to dress me up like a girl when I was a child. That stayed with me as I grew up. I used to dress up as a girl in the solace of my room as my parents strictly ordered me not to dress like a girl ever. I had no idea this will change my entire life. One day I was dressed up as a girl when a friend from my high school came banging in my room. It was then that I realised my room wasn’t properly locked.

This happened as a result of a challenge. A dare to be specific. It was a Hen Party and we were at a place with many other girls, some of whom I didn’t know. I am Jennifer, 26 years old. We were drinking and having fun. There were games and one of them was truth or dare. Feeling brave I took a dare and I had to kiss a girl. I didn’t knew this would lead ahead to a beautiful lesbian sex experience.

Cheating can be defined as an accident, unintentional or maybe intentional act. It depends on person to person and maybe situations are different for everyone. We can’t say until we go through the same condition and become the game changer.

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.

I had been planning a trip to Japan for a good while. I had saved money, booked tickets and made bookings at hotels. But maybe it wasn’t in my destiny because at that time, the covid pandemic struck and everything was put on hold. I had booked my stay such that I had an opportunity to court some local ladies. I had a thing for Asian women and I was super attracted to them. I have many kinks but wanted to satisfy my fetish desires with them.

This is the second part of my previous story. I will write about how I had rough Cross dresser Sex with him.

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.

I was feeling stressed lately and experienced back pain. My husband normally remains on business trips and I had nothing much to do. So I had called for a masseur to come home and give me a good rub on my back and shoulders. When he showed up my eyes bugged out. It was a he and he was super built. Hot even. That led to a sensual erotic massage and anal sex with him. I let him in asked him to set up in the living room. I went in to get changed and came back in a towel.

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 Alisha, a 37 year old escort in London writing my story on eroticatale. I read many stories on this site and thought to write my own as well. I am proud of my profession and love to openly talk about it. The reason being, its a profession that allows me to do social service along with making money and feel good about myself. You may wonder, what kind of social service can a high class escort offer? Well, I help men release their stress through sex and find happiness again, when they are with me.

I was dating Jana for two years now and I wanted to give her a surprise for valentine’s day. Last year, she had given me a lacy lingerie set and I surprised her with some jewellery. But this year I was out of ideas and didn’t want to copy her last year’s idea. I was thinking about what to do for her to make her feel good. I was thinking of doing something spicy that would mean a gift a both of us. So, I came up with a plan of rubbing my lover’s tits to pleasure her.

My buddy James and I were out drinking at a bar when we noticed a really hot chick walk in. She spoke to some patrons and saw us watching her. She came over and said, “Want to get laid tonight?” We looked at her and then at each other. “Both of you,” she said. “How much?” I asked and she smiled saying, “That can be decided on the way to your house.” We took her to James’ place and began with some more drinks. I had dreams of filling an ass full of cum and this seemed like a good opportunity. “I need to fuck your ass,” I told her, Selena was her name. “Hmm, everything is available for a price,” she replied.  I smiled, knowing that she would let me do it. James was already playing with her gigantic boobs. He had discarded her bra and I could see them with turgid nipples. She was lying on the couch and James was sort of pinching and plucking them.

Sheila was going to see Dr. Dray. He was a supposed gynaecologist who specialised in herbal medicine. “What was that?”, 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.

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.

I am a horny lady and as my husband is out of town most of the time, I am usually left alone and find means to have sex with someone else. It was raining heavily last night and I was drinking a glass of wine while watching “Fifty Shades of Grey” on Netflix. I wondered how a man can be so good in bed. That’s my real story of how I ended up fucking a delivery boy as I was aroused badly.

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.

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.

This is the final part of my story Gay Experience with a stranger. I will write in continuation of the cross dresser sex and how he fucked my Asshole.