Crossdressers first gay encounters
- 4 years ago
- 43
- 0
8PHE0000 A note to the reader: (387 words) Hi. This is my first attempt at a story for this site. It's actually fan-fiction - if you can be a fan of something that was posted for just a few days but then removed. Inspiration for this story comes from a game on tfgamessite.com called Glitch in HAVEN, by SlayerKh. I tried contacting the author of that game before posting this. In that game, which was really more of bare-bones outline of an idea for a game, (pre-Alpha release), the...
Sarah had met Stuart online and she said he had a very special talent. He was 42, Black 10 years older than us and hung. In the sixth months that we had been together, Sarah and I had enjoyed a MMF threesome with a mutual friend twice before, but it been a more conventional affair, both of us giving Sarah all of our attention, careful to avoid crossing swords. Sarah was dissatisfied with our love life and want to spice it up and I was willing to try something a little more kinky with a man who...
Part 4 Gayu was still feeling shy, she did not want to look in to her FIL’s eyes directly, and did not want to take any kind of initiative. Suguna asks Gayu and Shankar to come out for dinner, Gayu tries to reach for her cloths, but Suguna says no need to wear any dress, Suguna takes shy Gayu holding her hand to dining table, makes Shankar and Gayu sit by each other side and she sits on the opposite side, all the dishes are kept on the table, Suguna asks Shankar to feed Gayu, and asks Gayu to...
Part 9 Both of them wake up at around 1PM, and go for lunch, they do enjoy good simple lunch, and sit and start chatting again, Ganesh first thanks Gayu for a wonderful bath she gave, he had always missed after his mom stopped giving bath to him. Gayu tells that, since you said you missed it I just wanted to give you a good bath like giving to a young kid, but I had not realised that you were a grown up kid. Gayu asks Ganesh, whether did he have sex with anyone before? He says know this was my...
Part 2 They all had lunch together, than Gayu went to her bed room with her hubby, and suguna with her hubby, as soon as Gayu went to the bed room and closed the door, she wanted to make love to her hubby, who again removed his dress and went under the bed spread and asked Gayu to join him, she wanted to removed her dress too but he refused saying if someone comes, and as soon as she came to the bed under the bedspread he pulled her went over her inserted his dick in Gayu’s pussy and 5 strokes...
Suguna was 45 years old and she had recently got divorced as her hubby found out that he cannot handle her as was very demanding sexually, and he was contended simple man and he had found someone who matched his requirement, they had a son Ganesh who was 18 years old studying in engineering and staying in the hostel 300 kms away and a daughter Shruti who was 22 years old, who had gone abroad for higher studies. They had left enough money for both the children that they don’t have to worry about...
Part 7 Ganesh & Gayu come out to the dining table, where the maid has already arranged for lunch, as per instruction from Gayu, a kheer or payasam & sweet also has been made for MIL’s son. They both have lunch slowly enjoying the delicious food. Gayu with small wicked smile without giving any hint to Ganesh asks whether Ganesh was able to take some rest. He says he slept well and woke up only she came to call him for lunch. Again the discussion goes back to the family, Gayu asks about the...
Tracy was home from Vegas after a week away with her girlfriends. Seeing her and being around her again, the events of the past few days—my deal with Simon—suddenly seemed like just a fantasy again, a rough dream. I was feeling guilty, and maybe thinking of it as a fantasy was just a way to ignore the guilt. We planned to go out to a bar for dinner, so I poured us both a glass of wine while Tracy showered and got ready. When I came into the bedroom she was sitting up in bed with her eyes...
Relatos Eroticos GaysContactos GaysSUEÑOS HUMEDOS(12476 lecturas - 3 comentarios)Publicado por dany6969 el 13 de Dic, 2012En la despedida de soltero del novio de mi hermana yo tenia 14 años.Cuando mi hermana y su novio se comprometieron en matrimonio, en casa no se hablama mas que de la boda por todos lados lo unico que escuchaba era de los preparativos y no me quedaba de otra que estar siempre en medio de todo escuchando lo que se decia.Cuando llegaron las amigas de mi hermana las vi que todas...
After Ganesh left, that night Gayu while lying down on the bed at night, was going through what all had happened in her life, she felt that though many things happened beyond her imagination, expectations & to an extant what she was really expecting to happen. However she did not feel remorse or guilty for whatever that had happened, on the other hand she felt that whatever had happened had brought her joy pleasure and satisfaction. She recalled all the happenings with MIL, FIL, Ganesh &...
Part 6 Life goes on smoothly for Gayu enjoying it the full with her FIL & MIL, she has now got addicted to sex, this goes on for more than 6 months, Suguna starts getting little restless because by nature she is not satisfied with whatever she has, she wants to always get spiced up, so she suggest to Shankar of going out of country for sex-adventure for a while, she also suggest that Gayu can be taken along with them, but somehow Gayu is not very keen. Finally they decide to go to a resort 100...
“Ah! Ah! Ah! Yes! Yes! Yes! Aaaahh!!” Gayathri screamed as Sammy came inside her. She felt her inside filled with his warm semen. She looked sideways as Sammy collapsed on top of her. He was still inside her and was licking her neck. She could see her bra, panty and clothes scattered everywhere. That morning when she woke her up she was a shy, conservative virgin, but now, she lay there naked, little blood trickling down her thighs, moaning with pain and pleasure as she had sex for the first...
Do remember your 'first time'?The first time that someone paid sexual attention to you. The first timethat someone looked at you with a look in his eyes that thrilled andterrified you at the same time. The first time that someone else's lookmade your penis harden and lengthen. The first time that you knew someonewanted to touch you... down there.Of course you do.Go back to that person, that place, that moment. Your cock is stiffeningalready.I admit I've always been fascinated by first time...
We had very much fun hanging out in the evening. Gayatri had put on her favorite light blue salwar kameez, looking gorgeous. Her hair is done in a thick, silky braid reaching her waist. Kavita was well dressed, with her hair done in a monstrous braid-bun. Most people don’t even get one girl. Here I was, roaming with two beautiful ladies I was going to fuck in the night. We went to a restaurant for dinner where I could see many people staring at that monstrous bun of Kavita. I didn’t like men...
Hello Readers. My name is Rahul. And I live in Mumbai, Maharashtra, from a typical Marathi middle-class family. I am 28 years, and life was going great until 2020 happened. I have a beautiful wife, the love of my life Gayatri. Gayatri and I were childhood friends from school when I had a huge crush on her. It was love at first sight when I saw her. We dated for a few years after completing our Bachelor’s degree and married a few years later. We reside in a good society with 3 buildings and a...
Now that my fetish was not hidden from Gayatri anymore, my load of burden was gone. She and I became even closer and used to have sex almost daily. She had become a very close friend to Kavita. At night, Gayatri showed me Kavita’s long hair pictures while she caressed my dick. I don’t know how she used to manage to get such pics of her, but I was enjoying it very much. Gayatri even used to give me a hairjob most days. She took care of her hair very much after knowing I had a hair fetish. I...
I got up from my nap after a few minutes. I went to the kitchen to see what my lovely ladies were cooking for lunch. I went to the kitchen door and peeked inside. Kavita and Gayatri were standing near the kitchen platform. While Gayatri was cutting vegetables, Kavita was cooking something in the pan. Not as a surprise, they were both naked with just an apron covering them from the front. Their oily hair was still in the braid which I had made. I could still see oil dripping from Gayatri’s braid...
Nobody knows I have sex with men. Except those men themselves, of course. I am a tough successful businessman, happily married for 22 years to a beautiful wife and father of a beautiful three of a kind offspring. I am secretly an effeminate bottom who wants to blow men and get fucked by them. In my youth I never really engaged in homosexuality, I fell madly in love with all kinds of girls and I liked them a lot. However, I have never been in love with a man; I've never even come across a man I...
Your wife comes in from work wearing her nurses uniform, slips off her coat and bends to drop her bag in the hallway. As she bends I cup the lovely round globe of her buttock, enjoying the feel of her cotton uniform, the smooth tights underneath and the leg of her panties. Hmmm she softly moans, this must be the surprise Peter had planned for this evening.I continue to stroke her round arse, getting a good feel and rubbing between her cheeks through her clothes. Her legs part slightly as she...
Hello ISS readers, I’m Rudra 19 years old from Kerala. You can contact me at ”” Girls or aunties near Kerala or Bangalore who wants some fun can contact me at “” This story is about how I had sex with my neighbour Gayathri. She is my neighbour is 23 years old with beautiful face and assets of 30,26,32. She was a sex bomb, she lives with her parents near my house. She was not a typical mallu girl she used to wear modern dress tight t-shirts and all. I use to masturbate thinking about her almost...
Hello All!!! This is part 2 or continuation of the old story I wrote a few days back. I would request you to read it first to know more about the character and get a better feel of the story and its characters. This is a real story. I did not masturbate as Gayatri had told me not to cum. I waited for four long days before receiving a call from her. I thanked God that she still remembered me! I talked to her and she asked if I had cum. I replied in the affirmative confirming that I had not cum....
Bob was a musician who played acoustic guitar and sang. He had played in many bars and clubs with bands and had decided it was more cost-effective to do solo gigs. One night he played in a restaurant owned by a gay couple that he’d known for quite a while. He had played there a few times before.After he had finished and all the clients had left, he sat at a table with the couple to have a chat. Bob realised that he was a closet gay and really wanted to talk to some gay people about it. When...
Gay MaleWhen I turned 18 years old, I began to venture on my own, going to movies and walking downtown on Broadway. One day I decide to try Hollywood, and rode the bus to get there. I walked the boulevard, and enjoyed sights along with the tourist that flourished about. I visited a barbershop, and got a haircut. I requested my hair cut short on the sides, faded, to appear neat. The barber cut my hair to look like a marine haircut, which made me look cute, and brought my manly facial features out...
Hi guys am 30 year old guy working in a bpo . This happened few years back when all i used to think bout was sex and was straight that time . I was driving around in my car late night around 12 . I stopped to buy some cigarettes from 24/7 . A cute looking cross dresses came up to me and asked if i could drop him to his place which was near by only and wont get a cab at tht time. He was very cute looking . 5’5 thin fair with short hair but was dresses in normal jeans and t shirt , looked decent...
Gay MaleBackground info If you haven't read the first 2 chapters of this story, i think you should to get a better understanding of the situation. But anyway i am a 26 year old masculine bi-sexual black dude, i have fucked 100s of female, but secretly desired men, recently i engaged in gay sex with the guy of my dream. He's tall very very muscular thuggish he looks like a hoodish younger version of Michael Ealy( Ricky From Barber Shop) with baby dread locks. His Name is Jay( as far as i know). He...
I was sent to Seattle Washington for a training for my career. It was a 3 day training held at the Ramada Inn. My company had booked me a hotel room at the same location which was really convenient. The Hotel had a indoor swimming pool, sauna, bar and restaurant. In preparation for what was kind of like a 3 day get away i stopped by the liquor store and loaded up on some beer and vodka for the hotel room. After checking in i headed down to my room pleased to find it was facing the pool and...
This is the story about how I realized my bisexuality and my first gay experience.I started to question my sexuality late in high school. I never did anything about it until my freshman year of college. I went to a very small school in New England, and I’m talking small: less than 1,000 students living on campus. So needless to say news traveled fast, as well did rumors. All of that plus the fact I spent my first semester living with two obvious homophobes made even the thought of trying...
This is AS TOLD TO ME from a friend, it is not me. Although I wouldn't mind dabbling lol!! My first time at a gay bath house or spa! I had for years had an urge for seeing naked men especially ones that had big dicks. I didn’t consider myself gay. I was actually married and I still liked having sexual relations with my wife. I found myself getting turned on when at a nightclub or somewhere in public standing at a urinal and seeing a man that was hung standing there peeing. At times, I would...
I was in my late twenties, and had a huge circle of friends, mostly male. Everyone was straight, many of the guys having girlfriends or wives. It was a social group too; lots of barbeques, parties and get-togethers; we'd basically use any excuse we could to be together. Sports were a big part of our group; everyone loved the 'Vikes'. I cared about most of the people in our group and I truly enjoyed our time together. I was one of the quieter members of the gang though I wasn't shy. I dated...
It happened totally by chance. I was on a business trip and after a long day in meetings I went in to the bar at the hotel to unwind. I ended up sitting at the bar and started to talk to this black man at the bar. He was a big man with a very nice disposition. I would have guessed him to be in his 50s. We struck up a conversation about my wife and ultimately ended up talking about our sex live. I told him about sharing my wife and my first bi experience. He asked me if I was gay, I told him I...
GayWell day has come I told myself the day that I go to London on a business trip. It was 5:30am my flight to London at 7:30am so I get my luggage and get into the limo that the company has provided for me I get to the airport and check in and go through all the checks get on the flight and sit next to this really sexy guy so Introduce myself and pull open my laptop to watch a movie since its gonna be a long flight to London. Where getting ready for take off I'm drinking coffee and reading emails...
It was Sam who suggested that we go on the internet. I, being innocent (yeah, right), asked him what he was going to do, because my computer had only just recovered from a virus. He said that he was going to look for porn. I said yes, he could go onto the internet. I left the room at that point, because the dog needed letting out. When I came back, Sam was browsing XNXX's Gay Movie list. It was then that I discovered that Sam was gay. I had often wondered whether I was gay, but living...
I can still remember like it was yesterday. My first gay encounter. The setting was a porn theatre on Market street in San Francisco when there used to be lots of them up and down the street. I was a Jr in high school at the time so I had to sneek into the theatre. I knew a guy who I had met at an arcade weeks earlier who worked there as a janitor so he left the back entrance unlocked for me. It was about 1 pm so there wasn't alot of guys in the theatre at the time. The theatre was very dark so...
I came home as quickly as I could after my wife called to tell me that her friend Bruce would be joining us for dinner. She'd been talking about him for some time but I'd never met him. Her eyes would wander off as she told me about his latest project or how he'd helped her with her work or helped her solve a problem. There were times when I wondered if she was having an affair with him, but I was sure that was just wishful thinking. I often found myself fantasizing about sharing her with...
Introduction: A 34 yr old married woman from Amsterdam discovers interracial sex with both black men and women Dark Sexual Encounters Part one I was a 34 yr old married woman named Tess that had an over active imagination, along with a very strong and kinky sex drive. I had mixed feelings about a number of perverse sexual fantasys ever since I was a young girl! My interest in dark sexual encounters was so overpowering that public morals, perception and my lack of conscious, as to what was...
Author's note: this is a standalone story and not part of my Cuckquean Diaries. It is loosely based on a tale I was told by a close friend, in a borrowed t-shirt and jogging trousers, over Eggs Florentine and strong black coffee the next morning. Names have been changed to protect the very very naughty. *"Two tequilas please!"My friend Margot leans over the bar, waving to attract the attention of the bartender. With practiced motions, he lays out two shot glasses, two lime wedges and the salt...
FetishWe haven’t taken any photos for a while so we thought we’d share with you some of the things that have happened to us in our sexual encounters over the years.Sarah has always been keen on sex and over the years she has had the pleasure of playing with other men, not always fucking them but always enjoying their cocks. A while back, I was waiting to go out with my mate Stuart and Sarah had come back from work, got washed and changed, and come back downstairs with a dress on. She asked me if I...
Bonnie is number three and Charlotte number twoAUTHORS NOTE: NUMBER 3 – BONNIEBonnie and I had been out several times and we did sleep together each time. She was a great lay with a fantastic body but she had this odd behavior. She always acted reluctant toward anal and oral sex. When I came in her mouth she acted annoyed and when I fucked her ass she acted as if she didn't want to do it, but she always did it and she never once refused to suck my cock or take it in the ass. I suspected it was...
Hi, I am Rajesh (name changed) from Bangalore, working in a MNC, aged 32, height 5.6 inches and weight 65KG. I am normal south Indian guy, no gym body. This series of incidents started happening from March 21st 2014.As it was a year ending, I had 7 days leaves to be availed before March 31st. I planned to take leave till March 31st. Since I was going on long leave, I thought of informing my team members individually before EOD. I informed all through office communicator.Around 5.30PM, I did...
I was 18 years old when I had my first gay experience. I was at a private all male college (yes, a few do still exist), it was my freshman year and I shared a room with another freshman named Chris. It seemed that other guys could tell right away the Chris was gay but it didn't cross my mind – I was too concerned with getting settled in and getting along with others. Chris was a nice enough guy but just not the type I would hang around with – not like my other "cool" friends.I always considered...
This is my best mates first time with another guy.His name is David. He is 23 living in Dublin and he was talking to me and all and asked me what was it like for me to say I was gay. So I told him it was hard but when I said If you dont like me for been gay you dont have to be my friend you dont have too. I asked him why he is adked ? and he said I want to know if Im gay or bi. He was down with his best mate having a few drink and his best mate is gay. So a few words and my mate David ask his...
My wife and I are both bisexual although I lean closer to being gay than anything resembling bisexual. When we’d have sex with another guy, if it wasn’t a time when we picked a guy up while we were out at a bar or someplace it was when I’d meet a guy I was interested in and hooked up with him and then invited him back to have sex with us at another time. I usually checked the guys out first, make sure my wife would like them and all, then if it seemed cool, I would invite them into a...
7 Signs you're GayYou fucking wish you were a real man... well just get over it because you never have been and you never will!In fact, Ill bet you that you're actually gay... even if you dont want to be!!! haha - homo!Okay seriously bitch, you need to be honest with this mini-quiz... you need to get over the denial and fear and when you know your should answer yes, just do it...If you really want to know once and for all if you're a cock smoking queer, or not - then just be honest when you...
gay first time – blow job – tied up – gay husband – bisexual male – bicurious male ‘They’re doing cookery classes down at the local college. I think I might give them a go,’ Trish said, looking up from reading the Evening Gazette, our local paper. ‘The last thing you need is cookery classes,’ I replied with some feeling. Trish is the best cook I’ve ever met, that’s one of the many reasons I married her. ‘I don’t need to learn how to boil an egg but they’re offering an advanced course on...
After his whole day makeover it was mid-evening by the time he arrived. The hotel looked nice enough so he climbed out of the car and walked towards the door. It was on a busy street so he was forced to walk down the sidewalk in his new outfit. He could feel the eyes of everyone on him as he walked by. It was an incredible adrenaline rush to look like this in public. The lobby was filled with people going about their business. Many of them noticed him as he walked through the doors. He walked...
gay first time – blow job – tied up – gay husband – bisexual male – bicurious male"They're doing cookery classes down at the local college. I think I might give them a go," Trish said, looking up from reading the Evening Gazette, our local paper."The last thing you need is cookery classes," I replied with some feeling. Trish is the best cook I've ever met; that's one of the many reasons I married her."I don't need to learn how to boil an egg but they're offering an advanced course on...
Are you gay?For the record, I’m not. If I was, I’m not sure that I would admit it, but I like to think I would.Who knows?The point is, I’m not, but I get accused of being gay all the time.Most of it is either just jealousy from weak-minded guys, or wishful thinking from gay dudes, but it does come up.The funniest example so far is this email I got the other day.What’s really funny to me is when guys say that they KNOW I’m gay.Now, I’ve met some gay dudes that were in the closet, and I actually...
There really was little I could do to change things, I realized. I hadn't told anyone but Marie that I was gay, but that was part of how she saw me. Who knew if she'd let anyone else know? Or if anyone had overheard part of our conversations? I was sucking the first guy's dick regularly still, always in his car, always getting off in mine, after, been buttfucked by another, so I wasn't lying exactly. I kept watching more sissy porn, but in my mind, I was imagining being fucked in all those...
I live about forty miles from the East Coast prep school my sixteen-year-old nephew attends, and the school’s winter break coincided with our family reunion. I was happy to offer him a ride, thus saving him a long bus journey.My nephew Chad is a handsome, cheery lad. He has blond hair which he keeps cut short, a slender build and stands about five-eight. He has a girlfriend who is the same age and very pretty. When we are together, he’s always asking advice about how to get in her panties, and...
IncestThe following 17 gay transforming orders should be done by attempting to do as many of these, as many times as you can, in 14 days!!! Ideally you will be repeating most of these while some you may not be able to do for a few days... then you will just rotate. While others you may end up doing for 14 days straight... Remember... do as many of these each day as you can... you must do several of these at a time and for 14 days straight! ~~~ Pee sitting down - every time you go pee you should sit...
Chapter One My name is Dominic Jones and my story begins a few weeks after my twenty-first birthday. Looking back, I think I first realised I was gay when I was thirteen years old, but I don't think I fully understood what that meant until I was about sixteen. During the last five years, or so, I've done a lot of soul searching, but have yet to accept being gay and I still haven't told anybody about it. I haven't even met another gay man that I am aware of. I have decided to write about my life...
NovelsI am a 26 years old engineer living in Delhi for 2 years. I belong to Tripura, a small state in the north-east India. I have a well-toned body and fair complexion with distinct mongoloid feature. In north Indian terms I am bit short because I’m 5.6 only. I am living in Delhi for 2 years after completing my graduation, earning a good salary from a decent company in Gurgaon. My life is quite settled. My parents always pushing me for marriage. The good part is in our society arrange marriage is...
Gay MaleHi readers, I am Arun male, I have had a sex encounter once with my friend, and I am fan of ISS gay Stories.am going to tell my first experience.am 25 years old,6 feet height,63 weight normal color,this gay incident happen while am studying college finall year.am chennai,am going tell my story in tamil,yenaku gay feel vanthathe illa,na collage la jolly ah girls and boys ta close ah palagirukan but yenaku antha taught erunthathey illa,oru nal yenga veetuku yen brother oda friend veetuku...
Ghar aa ker bhi gand main hal chal machi rahi, lagta tha keh gand abhi pori band nahi ho rahi wash room main ja ker shaving mirror say dekha tuo gand aisay ho gaee thi jaisay koee apnay honth kerta hai choomay kay liya, ungli laga kay check kia tuo ungli aram say gand main chali gayee, thora thora dard bi ho raha tha aur ajeeb sa maza bhi aa raha tha aaj kay waqia ko yad ker kay muth mar ker so gaya aur khuwab main bhi uncle say gand Marwaee aglay din sunday tha main nashta lay ker aa raha tha...
Gay MaleIt must have been over 20 years ago now but it entirely changed my life. We were over in Denmark on a football holiday and in a bar. The rest of the team drifted off leaving me alone there. I had been trying my luck with the Danish girls with no luck. This guy, in his 20's, cropped hair, muscular kept smiling over to me and I to be polite smiled back. Anyway after a few drinks I went to the toilets, as I passed him he winked at me and followed me in, "this fuckers a poof" I thought and went to...
Hello guys, I am Gaurav Pant , 24 years old from Delhi having 172 cm ( 5 ft 8 inch) height with 57 kg weight with slim shaved figure. I am the regular visitor of ISS and have been reading gay stories regularly here.I am really excited to share my first gay experience which turned me into Gay since 6 month. I had been interested first ever towards gay life when I had watched my roommates having sex during my hostel life before 1 year.It was a super exciting experience of watching my roommates...
Gay MaleI was desperate and horny, and with my best friend Todd deciding to take the "straight road," I didn't see much hope of getting laid in the near future. Oh don't get me wrong, I'm not dancing far outside of the closet myself. I haven't gotten around to having one of those wrenching "Hi mom, I'm gay" moments yet, and I'm not sure I will, but I am gay.Todd's gay too if he'd just lighten up about it, but he's always been more conservative, with his short dark hair and his fast track career. He...
He was born Taylor Smith. The community knew him as gay Taylor. It was an odd name for Taylor seeing that there were not only many LGBT kids, parents, teachers, and other adults in the area. But oddly he was the only Taylor so there was no need for the extra disclaimer. But the name stuck so everyone used it. Jeanie Temple was up early, making her husband breakfast when there was a knock on the door. Saturday morning, at 8am it was only ever one person. So Jeanie didn’t bother grabbing her...