Shana was sitting on the bed with a sultry look in her eyes. I was going to fuck her, fuck a shemale. “ I am going to suck your cock and fuck your ass,” I tell her. “Yeah, I will do the same to you. Now come here. I want to suck your lollipop,” 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 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.
I was in my second year at law school, when a new teacher joined the faculty. She was in charge of teaching us Criminal Law. Five-foot-six, slender figure, dark brown hair with a few loose curls, our teacher Serena, was mesmerizing to say the least. She had a perfect cleavage and her ass was tight. As she stood in front of the class, doing her job, all I could do was stare at her. I imagined all the things that I wanted to do to her. I wanted to hold her and lick her into oblivion. So in order to get close to her, I approached her after class with the request to help me with the subjects personally since I was having difficulty in understanding the theories. I was just taking my chance but didn’t know I was going to experience bliss- my first lesbian experience with my teacher!
I am Sagar, a 24-year aged man, or woman you might say. I started loving the clothes of the woman since my teenage and I like turning into a woman. I always use to wear women’s nightwear while sleeping and even during the day I used to wear a bra and panty under my men’s wear. It used to give me immense pleasure. One day, I went to watch a late night movie. Beside me, a handsome man was sitting. After half an hour or so, I felt his hands caressing my thighs. I was a little confused but I was enjoying his touch. So, I let it be. His caress deepened and my erection was getting stronger with each stroke. Slowly his hands touched my hard cock and I sucked in my breath.
Carla, my girlfriend and me were looking at options to move in together. We had just started dating, but my family knew that I was a lesbian, a long while back. Carla was new in my life and it felt like I was dating for the first time. Yes, when she arrived, I felt butterflies in my stomach. I loved what she could make me feel and I knew there was a special connection that makes me horny with my Lesbian girlfriend.
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.
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.
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 wasn’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.
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.
This is the second part of my previous story. I will write about how I had rough Cross dresser Sex with him.
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.
My boyfriend was meeting me tonight for Valentine’s Day. I knew there would be flowers for me and anal for him. He loved it. Loved the way my tight ass took him, the way I moaned in pain and pleasure. So I waited for him that night, in my sheer blue bra and wanted to get licked in the ass. Then he entered the room.
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.
It was one night when my cousin Joe had come over to our house. We had all turned eighteen over the summer and the way he was looking at me was making me shiver. I knew it was wrong with him being my cousin and all but the attraction between us was something. I wanted to have sex with my cousin and my body was electrified when I was near him.
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.
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?
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.
In my family, women are always covered in a Burkha. It is believed that covering up a woman’s body keeps them safe from evil eye be it from their own father or even their husband’s ninth wife. Like in the western world, when I was a kid, we were never exposed to a woman’s body, apart from their eyes or their feet. Clean beautiful feet with mehendi design or alta dye stain, often made me wonder about what lied under it. Destiny had something else defined for me and I sharing my story of fetish seduction on my wedding night.
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 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.
I came out as gay to my parents when I was around 25 years old. I knew that I wasn’t attracted to girls, but I was finding it difficult to have a meaningful relationship. I wanted hugs and cuddles, quiet nights with my partner just watching a movie and hot sex of course! I did meet attractive men of my age, but most were just wanting to have fun or wanted to explore. I wanted more, something more long term. And I guess it was because of this, that I didn’t find many partners. My sex partners were also reducing as I would start checking if he could be the one. I badly needed a passionate night with a gay partner soon.
When you are married for 10 years, your sex life tends to get a bit boring. It is the same old missionary followed by doggy or little suckity-suck here and there. Sometimes, even the thought of having fun with a new partner, runs through your mind. But, it’s all the same. You will spend the initial years of your relationship, discovering the body of your new partner and then it all goes back to where you left from. So, the question is, does that make it a wise investment? Well, in my head, its not worth it. So, I tried to put in a bit more effort of making our marriage interesting. I started off by re-observing everything Ronald did on everyday basis to keep sex life active.
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.
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.
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.