Tranny
- 1 year ago
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For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall slim tranny sitting...
For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall, slim tranny sitting...
So this is the story about how I got my first experience being a bottom, and why it was with a tranny.I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...
My Wife and I have been married for about 3 years now and have since recently, been looking to have our first experience with a she male. I met a girl online name Judy and after chatting for a while and exchanging pictures we agreed to a meet and greet. Judy proved to be a very sexy transgender with feminine features. Her highlighted hair was long and she had size B cup breast with a thick firm ass and long pretty legs. She was very beautiful and had an awesome personality. We sat down and...
She MalesI had never been with a tranny before and did not plan on being with one at all but you never know what will happen. I had a bad day, I had been in meetings all day with new clients in another city. I decided to stop for a drink or two before going back to my hotel room. I found this bar that look interesting so I went in. There were lots of beautiful women there so I thought that maybe I would get lucky and not have to be alone tonight. I went to the bar and ordered a drink and checked out the...
I always had a strong sex drive, and since I had been around 16 I had been turned on by gay porn. I must say that I am straight, well on second thought, better say that I am bisexual. And I always have and will like girls. But there is something about a cock that turns me on and I then discovered shemale porn. I think that a hot sexy shemale and a cock is the best combination there could be. I have a strange fascination with cocks and a hot sexy girly body tops it off.In August 2007 I was 24...
Dreams can be strange, sexy things. Your wife may be a stunning knock-out, way the fuck out of your league, but I bet she ain’t your dream girl. No, your perfect fantasy angel has the big tits and pretty face you love so much, but she’s also got something extra: a big ol’ dick between her legs. Sorry, wifey, but tonight may be a good evening to spend with DreamTranny.DreamTranny.com is a site with history. They’ve been around since 2000, making them one of the older shemale porn operations on...
Premium Shemale Porn SitesWhile I was in the military, there were many opportunities to see some of the wild and crazy sites and people of the world. One time in Japan a bunch of us in a mixed group (men and women) went to a show that featured transsexuals. These were men who now dressed and acted like women. All of the men/women featured had breast implants to additionally make you believe they were real. The show was very exciting with each of the trannies on stage showing us they were as good looking without their...
I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn’t get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...
I had fantasized for quite a while about hooking up with a hot chick with a nice cock. I gravitated towards shemale porn and couldn't get enough of it. On this particular day I was having a few drinks and browsing the web for my favorite shemale movies. I discovered the gay.com chat forum. Soon I was chatting with this hot asian crossdresser. She was about my age (21 or so at the time) and lived just a few towns over from me. We shared some fantasies and seemed to have a good connection. She...
I didn't go looking for a tranny, shemale, dickgirl, or whatever derogatory term a homophobic world has labeled women that happen to be packing a penis. In fact, while I had messed around a little with the man worm, back in college and with a drunken buddy a few times, I considered myself 100% a hetero male, in love with the female form and a total horn dog for a beautiful woman. I must admit, I've jerked off more than a few times to shemale porn on my computer at home, wondering what it would...
So this is the story about how i got my first experience being a bottom, and why it was with a trannyI was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...
So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here.So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago with a hot black tranny named Jade and her friend. I quickly found a very nice 20 something tranny names Maria who said I would do. We went through a few chat sessions, with our cams on and I convinced...
Revenge on a Tranny My relationship with my partner Julie had been strained over the last twoof our ten years together. For a period of six months we?d stopped having sex.I thought she might leave me but I figured that if she was going to find anotherwoman then there was nothing I could do about it and besides, I had a womanor two I knew I could fall back on for affection if I ever found the need.I was a good lover, but there seemed to be something that Julie needed sexuallythat I couldn?t...
It happened on a Monday morning. After waking up with a throbbing hard-on. I called up my regular booty call. But she couldn't make it. Because her husband stayed home from work that day. So I decided to browse Craigslist, looking for someone local. After posting my ad, looking for NSA sex. I sat back and waited. Within minutes, I received over a dozen new messages. But none of them really appealed to me. Then after a few hours of receiving numerous messages, from both women and...
-------------------------------------------------------------------------- I went to Alan's house after work one day to talk to him. His mom was single and she need a male figure to discuss masturbation since she had caught him doing it. I rang the bell. I heard footsteps on the stairs and then the door opened. "Hi Alan." "Oh, hi Mr. Jones." “Can i come in?” “Sure,” he said holding the door open. “Alan I have to be home soon, so let me just say this quickly: I know your mom caught...
Jermaine Simpson drove his white 2010 Peterbilt raised-roof big rig into the truck stop just outside of the city. He called his friend, Mariah.“Hey, baby,” the dark-skinned transsexual answered.“What’s up boo? I’m at the truck stop,” Jermaine shared.“Okay, oool! I’m on my way.”“Awesome! Can I get a shower at your house?”“Of course!”“See you in a few.”“Bet!”Jermaine’s nine-and-a-half-incher was already hard. He loved fucking her whenever he was down this way. Once he had taken her on a six-day...
Garvey Williams kissed the pretty, effeminate, white boy he had had been secretly fucking since they were high school sophomores. Back then, Garvey was a standout wide receiver with high prospects of moving on to Division One. He had progressed as everyone thought and Jamie Collier, the femboi, followed him to the large state university. Garvey and the Mustangs earned a national championship his junior year. The football prodigy decided that he should enter the NFL draft immediately following...
So since I got a good rating for my first sex story, I shall write another one about my first time with a tranny. This happened last year. She was 25, and I was 21. So I am Ash, I am 22, I pretty good and masculine looking. I am mostly a bottom though. I have always been a huge fan of shemales and ladyboys. Respect them and also lust for them :p anyway, so I was in dubai last year and I thought that there might be much more shemales and easier to meet since the place was quite forward with a...
Gay MaleI have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dollar client and was out celebrating with friends over a local bar. I was feeling real good and I never believed in going home alone…..so why should tonight be different. Then after a few or too many drinks...
She MalesI am writing this while I am using a stand-up desk. The following story will explain why I am standing today and why I am being extra gentle when I sit down.I have to admit, having a Friday off of work as an adult makes me feel the same way I did when it was spring break as a high school student. Instead of sleeping until noon and saying I am bored all day long, I get up at my normal time, leisurely enjoy my coffee, and take the time to read.Cassy had the day off too, but, decided to go in...
SpankingI'm your run of the mill middle-aged white guy; divorced, decent job, plenty of hobbies, and your standard list of perversions. I love women. I love the way they smell, I love their bodies, I love their personalities, and I really love having sex with them. I've had a few bisexual encounters in my day, mostly back in college, and while I have no phobias about man-on-man action, I have never been attracted to the same sex. Although admittedly, the sight of a large, erect cock has always made my...
This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong?Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s not that I should worry about! Men of my family have always been stocky, and thickset. So a big nose and stocky figure are not a trouble! I’m working in a Western City College as a tutor of English Literature. I...
This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong?Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s not that I should worry about! Men of my family have always been stocky, and thickset. So a big nose and stocky figure are not a trouble! I’m working in a Western City College as a tutor of English Literature. I...
I’d been single for a few months and having the shittyist of luck on dating sites. I was unemployed and making some deliveries to the gay community for some extra cash. One of my regular stops was to a tranny named Tory she wasn’t bad looking and she never made a move on me other than asking if I’d like to hangout for a few minutes. Anyway I’d seen her on one of the chat rooms on a dating site... now I’d been without sex for at least a few weeks and I got a little curious. I started...
It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place. What was I doing in here? In truth I did not know but I was 16, horny and wanted to find out about the rumours about sexual activity. I was still a virgin and although had messed around wanking at home, I was very naïve. I walked into the last cubicle, shut and bolted the door, took...
It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place.What was I doing in here? In truth I did not know but I was 16, horny and wanted to find out about the rumours about sexual activity.I was still a virgin and although had messed around wanking at home, I was very naïve.I walked into the last cubicle, shut and bolted the door, took my...
My first tranny I had was back after I graduated from high school. I was working with her/him at a Wal-Mart store. We got along pretty good then we started to date, I was living on my own so we usually go to my apartment. I had no clue she had a cock, she was a very beautiful woman with size B tits. We dated for about a month when talk her into just taking her shirt off, after a while without her shirt off she finally took her bra off. I would make out with her and suck on her tits, lick her...
We went in her room, I paid her and while I was getting undressed, she was waiting for me by the bed. She was slowly stroking her cock, and didn't bother to remove her panties or lace body suit. She just moved them aside and pulled out her cock and boobs.She was tall, at least 180cm, latina, slim, hot, long dark hair big boobs and nice and big cock, (later when she was hard, she was probably 18-20cm). She didn't speak English, but she was so hot and I was so horny, ready to make my fantasy come...
I had been alone for a while and I was really horny. I am not the best looking guy but cute and a little over weight. I am 6'1" tall and about 280. So going to a bar was not going to work so I started to search craigslist for some one. I found a couple women but after emailing them I found out they all wanted me to join some web site and I was not looking for that. So I kept looking and I found a woman who was real and interested in me after we exchanged emails. So I set a date with her to get...
[i[/i]im donnie, i had just dropped my girlfriend of at shipyard to work graveyard shift. i wanted to have a drink in bar, not a beer in a parking lot. as i drove toward the bridge i saw a cocktail sign, u know a cocktail glass. so i made my way to that street and pulled up in front of "the black rose". i went in and sat at the bar and ordered shot of jack and a bud. ik looked around and thought i died and went to heaven. all i saw was tits and leg and pretty women. i was enjoying the view...
FUCKING MY FIRST TRANNYIn the early to mid 90's my wife and I were living in south central L.A. The wife wasn't necessarily a sexual creature nor was she very good at it. This lead me to a lot porn watching and going outside of the house for hot, kinky sex. She doesn't know I'm Bi and still doesn't to this day. I would frequent various adult bookstores to get/give blowjobs, handjobs and visit the occasional gloryhole to get my freak on. I would also travel up and down Figueroa or more commonly...
My name is Holly, and I'm twenty-eight. I'm a blonde, and I happen to be a lesbian. I have been with a couple guys before, but that's it. Anyway, one night, I was at a club securing the perimeter. Looking for some cute ladies, that maybe I'd take home. I saw a lot of worthy candidates, and a couple with D-cup racks. I wasn't a slut or anything like that, but I definitely played the field. I looked around the entire club a few times, and caught a few eyes. I saw a few ladies casually stirring...
TransMy Frist time it was back when AOL frist came out. I was in a miami chatroom and I met a tranylicous. We Started to chat. I remember going to the profile on the side of the message window and I found out throu pics what a tranny was. I must of been 13 at the time or so. She gave me her address. it was not to far from Downtown so I head over to meet her as I smoked a joint. She had a nice apt, pretty empty She had just moved from Ny. After a little chat we had that helped me relax She came...
I met Charkara (her real name) through an adult dating site. You can find her pictures on my xhamster page titled, "My First Tranny". We corresponded through the dating site quite regularly before we decided to take it to next level and exchange phone numbers and email addresses. We talked on the phone getting to know each other, what we liked to do sexually, etc. She came off as a total freak willing to do most anything which was an extreme turn-on for me. We then begun having phone sex...
The Truck Driver and the Tranny fiction by [email protected] This is a work of fiction for mature readers, containing explicit sexual acts which may be illegal in some backward parts of the world. If it's illegal where you're reading it, you should MOVE! If you're too young to be reading erotic and explicit sexual fiction, don't go any further. I was working as a truck driver, moving periodically to new areas of the country (mostly around my hometown of Nashville, TN) in...
As I headed toward the office, I could see the pool, and immediately thought about taking a swim after checking in. After getting my room key, I decided to cut through the pool area. It was a large pool for a hotel, there were plenty of chairs, and it looked very clean and inviting. Casually looking around, there were only a few people, and as I continued toward the other end where my room was, there was an attractive younger lady that caught my eye. She was laying on one of the loungers by...
Dear readers, you must have read many incest stories till date but I am sure you must have never come across a sister fucker cousin, like ours. Just read it and then give your comments. Actually, we belong to eastern Uttar Pradesh and live in a joint family. It may sound strange but we were 3 sisters,myself being youngest. After lot of prayers my youngest Uncle was blessed with a boy. My father and other uncles must have been inspired by this feat and thinking the fortunes will turn in their...
IncestCassia III By: Ryker Several months later, the changes to my body were progressing. When I looked in the mirror I saw more female than male, and my emotions were a mess. No one looking at me would ever think I was a man without looking between my legs, especially with the "all natural" D-cup breasts hanging from my chest. Now it was confirmed my balls and cock have shrunk, just a little bit. I cried myself to sleep the first few nights after I realized it, and Cassia even comforted...
Cassia IV By: Ryker As time went by, I'm not sure how long, but it was several more months, the changes to my body were slowing down. My breasts were a large D-cup or maybe a small DD, and my penis and testicles only shrunk a little more. It was still hard to accept it. Miss Cassia said her treatment was nearly complete, and I was nearing the final stages. Unfortunately, I was still settling into my new emotions, and it was still very hard to handle. I cried often, sometimes for...
Cassia II By: Ryker ___ When I woke up the next day, the first thing I noticed was that the pain still burned in my ass. I looked around and saw that Cassia was gone, but the lights on the metal ring around were out, and a handwritten note was sitting on the floor beside me. It read, "You are late. I will forgive you this one time since I don't need you this morning, but from now on you will wake by 7 am to start your duties. Go downstairs and get ready just like yesterday -...
(Outside The Tiber Hideout) John's Horse Laid Dead beneath his Arrow-Ridden Body, but Still He Clung to Life, His Belief in the Creed in the Assassins Brotherhood Unbroken and Unbeaten, He Crawled through the streets, bloodstained Robes and Stab wounds all red and bleeding red. He Finally Collapsed in front of the Tiber Bridge. (Inside the Tiber Hideout) John Awoke to A Sweet singing, he tried getting up, but he felt several Stitches Pull and the Pain Causes him to groan and pass out. John had...
Cassia V By: Ryker Two weeks later, I could tell Miss Cassia was getting ready for something to happen. Part of me was concerned, and I wanted to ask her, but when I broached the subject, she told me not to worry about it. She was already annoyed with me from when I previously begged her to let me cum. When I grew more concerned, I asked again. "Damn it, Marisa! Do you only think about yourself!?" she yelled at me. She started using my name more often instead of "sissy" except...
Cassia I By: Ryker "Aww, don't feel too bad, sweetheart. Most men don't realize what I have hidden in my panties until it is too late for them." "MMPPHH!" I screamed into my gag as I struggled against the cuffs binding my legs and arms. She ignored me and continued. "Still, I overpowered you quite easily. You really are a pathetic wimp, and now you are going to pay the consequences for that." So let me tell you how this is going to work. By day, you will be my live-in maid...
I didn't always like oral sex. Don't get me wrong - Ilike to eat pussy, and the ladies tell me that I'mreally good at it. What I mean is that I wasn't muchturned on by a blow job. It felt good, yes, but itwasn't something that would float my boat, so to speak.Until I met Cassie.The way Cassie does it just drives me wild. One thingthat helps is that Cassie has braces on her teeth. Ihave always thought braces were sexy. The other thingis that she doesn't just jump right in and expect me tocum in...
Hi to all the fan of ISS..I have been reading these stories ever since I started using internet. I would appreciate it if the ladies send their comments at Though I have been reading these stories for over 9 years now..I am writing a story for the first time. Firstly about myself….I am Rahul Mittal, 25 year unmarried guy with unusual sexual appetite..I masturbate twice or thrice everyday sometimes even 5-6 times especially on Sundays…I am 5’6” weatish complexion, slim built…I belong to a well...
IncestCassi and I had anal sex once before when we first started dating. But after the first time we didn't really do it or chat much about it for a while. Then the night after movies we chatted a lot about it and eventually with a bit of help from my stepsister we managed to have some alone time together at my parents house.Cassi and I rather quickly made our way to the bedroom where we undress each other. Once naked I laid her down on her back and made my way to between her legs. I started muffing...
Laying in bed Monday evening home alone I texted with my girlfriend Jessica chatting to her as well as messaging my ex girlfriend Cassi confirming that she would still be sleeping over tomorrow night. Cassi replied back most definitely baby I'm looking forward to seeing you and spending the night together.I was too excited to fuck her sexy body again and soon while laying in bed a fell asleep.Waking up the next morning just before 8 I got up and made myself breakfast and while eating I message...
It was a Thursday night and still being single and a bit lonely, not getting as much sex as I was use to having a girlfriend, I decided to message Cassi to see if she would be keen to meet up for the day. She was indeed keep and as we chatted she said she would meet by my house just after 9 tomorrow morning. She seemed rather excited and we continued messaging each other for a while before saying goodnight. I almost immediately fell asleep after my last message to Cassi. Waking up Friday...
My family consist of my father,my mom,my sister and myself aman.My father is 51 and my mother is 38.My age is 20.My massi name is meenakshi and she is 30.I was very normal guy until I get a chance to fuck my mother.My mind got corrupted and I started fantasizing around woman around me. Slowly I dived into world of incest taboo porn especially massi and her sister son.First I watched son and mom porn but I got a chance to fuck her now I want my massi.It simply blew my mind I started imagining...
I was 18 years old ,5’9″ ,slim smart handsome virgin and endowed with a 7.5 inches long dick with a big crush on my mother’s sister Shilpi ,whom I used to call Massi ,she used to live in the same town as us and she had 2 sons at that time. The elder one being 6 years and the younger 2 years and it was my summer vacations and my cousin who was very fond of me insisted that I stay in their house and my parents also said yes to the same and I played with the young kids throughout the day and then...
IncestBlair Hutton wiped the sweat from her shaking hands and gingerly reached for the doorbell. She knew that what she was about to do was risky at best, and dangerous at the worst. Only yesterday morning she had been looking at the classifieds in the local under ground newspaper when her eye caught an intriguing ad, "Wanted, attractive woman to service me orally while my wife watches and maybe participates. All the oral sex you can handle. If interested, contact Eric at 555-3999." Immediately upon...
Note : This story is completely fictional! I had just shifted to Mona massi's house for my further studies and had started believing that very soon Mona massi would be in my arms.But it was just my desperation to get her and did not look realistic.She was a very free and bubly character and moved around the house freely in her nighty and sometimes even in her saree and peticoat.And looking at her sexy body was all that i could settle for at that time.She had a magnificient body.Very feminine ,...
IncestThis is from the times when I had just turned 18 and had shifted my base to Delhi i. e mona massi”s place for my studies. mona massi was a very sexy lady around 39-40 years old. One whom i had been dreaming of fucking ever since i started jerking.actually she became my dream girl when i accidently saw her nude bathing in our village bathroom.and ever since that day i have failed to spot some body sexier than hers.she was a perfect figure thin waist like pamela anderson with beautiful sexy...
IncestBefore being married, I was living in a house with two artist students. My then girlfriend lived in her own house share. Ours was a very large house with spare rooms we’d use for studio space, open areas for communal get togethers and all in all we were a happy group of three young guys, committing to our creative lives and generally having a good time. We decided after some time that one of the smaller, unused rooms may as well be used for another flatmate to reduce our expenditure. The word...
Over the next week, Cassy found herself with questions, anticipating another round of Daddy and Mommy’s education. She stood in front of the full-length mirror in her bedroom trying different clothes, stripping slowly, looking at her body from all angles while she played with what Mommy told her was her clit, which was short for clitoris, that little nub of skin at the top of her pussy. She quickly realized amazing feelings came from there as she rubbed it. Over the week, she had closed...
Hi ISS readers!!! Though i have been reading stories on this site for close to a decade, this is the first time trying to post my own experience. Bear with me and request to provide me with feedback to improve so that i can keep sharing my experiences in an interesting manner!!.. Little brief about me, For the purpose of reference – call me Sathish !!!.. I am 32 yrs old and work in an IT MNC domiciled in Chennai. I Love Sex and hardly i remember a day where i have spent with watching something...
Note : this story is completely fictional! This is from the times when I had just turned 18 and had shifted my base to Delhi i.e Mona massi's place for my studies.Mona massi was a very sexy lady around 39-40 years old.A perfect indian milf ,one whom i had been dreaming of fucking ever since i started jerking.Actually she became my dream girl when i accidently saw her nude bathing in our village bathroom.And ever since that day i have failed to spot some body sexier than hers.She was a perfect...
Incest