My next-door neighbour was hot. She was a thirty-something single woman and man she had the body of a goddess. If she was the one I could lose my virginity to, I’d die happy. I was a single, virgin 18-year-old boy and she was all woman with curves to kill for. That day, she saw me watching her, so she smiled and waved at me. I returned her acknowledgement and decided that now is the time. After 5 years, I am writing my experience of how I had lost virginity to a woman anyone can die for.
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 horny today but that doesn’t mean I should think of fucking my stepmom. Cassie my usual was out of town and in this sweltering heat, my chances of finding a new girl to bang were almost zero. Anyway, I was still hoping that some girl would walk in through the door as I waited in the ice cream parlour. It was hot outside. Then the door opened and in came my stepmother.
This is my own story which is little long but read it completely, you will enjoy if you like real gay erotica. This incident happened a few months ago, in September. I met this guy on a flight while coming back from Chicago. I had gone there for some office work. The flight was late in the night, and it was delayed by almost an hour. I was tired, and I tried to take a small nap while I was on the flight. Unfortunately, the nap lasted for only 20 minutes or so, and I woke up due to turbulence. I opened my eyes and glanced over. A middle-aged guy was sitting next to me and was reading something on his mobile. Unable to sleep again, I just started looking outside the window. There wasn’t much to see because of the night and dark rain clouds. I peeked at his mobile screen and tried to see what he was so engrossed about. It seemed like an e-book and I tried to read a few lines to figure out what kind of book it was.
I had an affinity towards women’s clothes and have a lot of crossdressing fantasies. The soft silks, shimmery fabrics and bold colours – I loved them all. But I was a boy and all my friends would laugh if ever a boy wore a pink shirt. And I loved hose colours. I wanted to raid my mom’s closet, wear her dresses, put on makeup and strut like the diva that I was. But I held this in me for many years, until one night I saw my parents. They had dressed up in costumes I believe. My mom was a policeman and dad played a nurse. It seemed they were role-playing, but mom was a man and dad was a woman?
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.
This was the third time I was meeting Xena. I was having an affair with her and I had kept it a secret from my wife. What do I say? I was addicted to her or rather my cock was addicted to her pussy. And she was naughty as hell so I enjoyed doing things with her of sexual nature. I don’t feel bad having an affair with a hot escort like Xena.
I am a bachelor and working all day along with living along takes a toll. I lived alone in a PG and there is a maid that cooks and cleans for me. Slowly I got addicted to watching porn. I usually used to watch it alone and masturbate. But slowly I started becoming more addicted to it and started watching whenever I could. The story is mine where I had sex with my PG maid, so read on more.
I have always heard or read about the extra-marital status bit had never been across any real incidents in my life until a few years ago. I am Nikita and I am 23 years old now. This incident happened when I was 19. I accidentally witnessed my uncle, father’s brother, having an affair with our maid. I have no idea when it had started and why. My aunt was pretty and sexy and every man’s wet dream. And still, my uncle was sexually attracted to our maid. Ours was a huge house, three floors, one for each brother.
I remember being stuck inside my apartment during those rainy nights. Boredom and frustration lead me to chat with strangers online and suddenly my rainy nights weren’t so depressing anymore. I saw Katya that night and just loved the way she responded to me. Even though we were physically apart she definitely lit my fire.
They always say, the first time is shocking, the second surprising and the third, well, there is no stopping. I have been a very adventurous and rebellious girl. I like to question things and people quite often, which earns me, quite a reputation. With this typical characteristic of mine, I was asked to leave my home and never show my face again, by my own father. They said that they have tolerated my gypsy spirit, but they can’t anymore as they were answerable to God. How did everything change and how unconventional anal sex brought back pleasure in my life is what I am going to share in this story.
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.
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.
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.
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.
The stock market today had given me a lot of profit, I was on the way to my apartment. I will have to wait for 10 full stations. I took a seat and started scrolling my phone, I had a lousy weekend ahead of me, many people had sent messages asking about my weekend plans. Two stations had passed and I was starting to feel sleepy, I gazed around me and found a cute guy staring at me. He had a huge book in his hand and a bag-pack, most likely a college student I thought. As soon as he noticed me looking at him, he turned away. The next station arrived and he stood up, it was a bummer, I thought he was leaving but instead he offered his seat to an old lady. How humble of him, didn’t know generations like these still existed. I noticed his broad shoulders and sleek back, when the seat next to me got empty I gently tapped on his shoulders and asked him to sit next to me. He got all shy but took the seat, “hey” I said, “hii”, he replied he had brown eyes and matching brown his frizzy hair which fell on his eyes. Until then, I had no idea that things are going to get hot and he will become my subway gay partner.
BJ was my first boyfriend and I had met him at a party with common friends. It was strange how I, a virgin at 26 met another virgin who was 24. He was nice and while friends at first, we moved into the dating territory soon enough. The first kiss was weird and sloppy, wet almost. I wasn’t sure if I had wanted to kiss him and he wanted to very much. Soon our relationship progressed and we experienced first sex soon.
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.
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.
When I was 12, I went to shop for shoes with my mother. I would walk around the store, making my mother laugh out loud. The onlookers at the store, would often look at me in astonishment and wonder, “How is this little boy handling pencil heels so well”?. My mama knew it back then that I was born different and she fought the world to make me who I am today, a proud cross dressing gay male.
BJ and I were going strong. If you haven’t read the previous story yet, read the part-1. We were attracted to each other, were intimate and pined for each other when away. Then slowly things started to get hotter and we just couldn’t get enough. There was no opportunity we left to touch each other, to fondle or even kiss each other. We kissed behind closed door elevators, within ATM kiosks and even behind bushes if we got a chance. And then just one day on the fly, we decided to do it. Have first sex and lose our virginity.
I had strict instructions from Darren. No underwear in this house. I had started as his housekeeper but now I was his sex slave. I was only allowed a thin negligee and I was to be bare for him at all times. I quite loved that role and every time he was around in the house I felt so horny and hot for him. I did my best to get him to fuck his slave.
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.
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.
That night was burned into my brain. I had broken up with my boyfriend, my dom, but I couldn’t get him out of my mind. His pleasuring skills still tormenting me day and night. It had been only a week and here I was rethinking going back to him. One of these days I was remembering one kinky night we had where we did it and it was so memorable. I had orgasmed so hard and he had seemed so proud to give that to me.