Sex Stories - Shemale - PAGE 21
The Sexual Exploits of a TV
I got to the hotel in the afternoon and he was arriving around 7. I took a long relaxing bath and spent ages preparing myself, what should I wear, make up etc. Eventually, I decided it was going to be my thigh high leather boots, short mini skirt and the new top I had just bought which has a plunging v neck allowing easy access to my nipples! Underneath, I put on a lacy camisole and really sexy knickers. Once I had finished my make up, I sprayed my favorite perfume, Opium, all over and when I had finished I looked and smelt just like a whore in a brothel waiting for my next client. Perfect!! He arrived on time and immediately we started to kiss with his hand firmly caressing my buttocks and his fingers sliding towards my hole. He was dressed in jeans and a t ... Read More»
Rating: , Votes: %2 | like or dislike | Add To Favourites | Published by: adblman 3860 days ago | Categories: Shemale
My First Sex Session
I am an Asian crossdresser living part-time. The reason I decided to dress is ever since I was little, I had been getting signals. First at my boarding school when I was fourteen, which is where that experience happened. Every Wednesday night was devoted to activities run by your adviser. I had an adviser who always made our group stay at his apartment. He would order some pizza, and show us movies he'd rented. Mr. Hutchins was a burly man, with a scruffy beard. He had a bit of a pot belly too. He stood about 6'2", and always burped in public. At the time, I was 5'5", 100 lbs, and had scant pubes just coming in above my 2 inch cock. I was completely smooth all over. But, if I may say so myself, on the account of all the running I did with the ... Read More»
Rating: , Votes: %1 | like or dislike | Add To Favourites | Published by: CaramelLady 3860 days ago | Categories: Shemale
First time buying cross dressing undies and more
First off I had a sister that was 3 years older than me. In my freshman year of high school I hit the point I wanted to know what ladies under wear felt like. My sister had a strict no entering her room policy. So the summer after she graduated she went on a two week trip. My parents went to work all day. So the first day she was gone and so were my parents I had my opportunity. I went into her room and opened her drawers. It took me a minute to sort thru the plain cotton ones. The I struck pay dirt. I found the satin underwear I knew she had hidden from Mom. I stood in her room and put those panties on. They were tight but felt so good on my cock. I did this for two weeks straight. It was a great two weeks. Anyway fast forwarding several years. I just moved ... Read More»
Rating: , Votes: %1 | like or dislike | Add To Favourites | Published by: Bloody 3861 days ago | Categories: Shemale
Halloween Surprise, Pt 1
It’s been a while since this happened but I remember it like it was yesterday. I had just turned 17a few days before my favorite holiday. I’m a good looking guy, 5’6” maybe 140 lbs. Not the biggest guy in HS but not the smallest either. I have what I call camouflage colored eyes. Sometimes their brown, others green depending on what I’m wearing. I have a nice slim toned body from track and always loved being outdoors. Yep, Halloween was right around the corner. Trying to come up with a good costume was always a tough thing to do. I needed help coming up with a good idea or two, asking my friends and family, easily discarding their ideas of zombies, bums or a football player… I asked a few teachers at school. My English teacher, Mrs. Roberts laughingly ... Read More»
Rating: , Votes: %2 | like or dislike | Add To Favourites | Published by: Arabel 3861 days ago | Categories: Shemale
Planting Trees
Author's introduction. I've not published to Literotia.com for long, with just two stories up. I'm pleased with the views, the hits my work gets. I'd like to see more comments. I've received some nice letters. I've been writing in open forums for about a decade, so I'm used to ignorant comments, somehow the reader mistaking my characters for me. I write social commentaries, stories about human beings in their natural habitat. Some of my literary fiction is also erotic, or deals with erogenous subjects. These are the stories I'll submit to Literotia.com. I write objectively, journalistically. I believe in allowing my characters to tell the story, without interference from me supplying needless voice-over explaining what should be obvious to the reader. ... Read More»
Rating: , Votes: %2 | like or dislike | Add To Favourites | Published by: Dorati 3861 days ago | Categories: Shemale
Cross-Dresser Fucked by Hot Sissy
Today I was feeling particularly horny and decided it was time to get some action again...! I jumped online and setup an online account with adult friend finder! With my online account setup under my assumed identity I tentatively chose some revealing photos to upload... It didn't take more than a couple of hours before my pictures were up for all to see and a flood of contacts started to flow thru to my inbox, "hopefully one of these can help fill my 'other' box, I thought to myself". After chatting with a few of the contacts, a girl named Louise, asked if I was keen to catch-up... I said that I was keen but apprehensive at meeting sight unseen... She suggested we have a video chat first to ease the tension, and I agreed immediately... After connecting ... Read More»
Rating: , Votes: %2 | like or dislike | Add To Favourites | Published by: Sati 3861 days ago | Categories: Shemale
My aunt made me a transvestite
My aunt and uncle lived two doors down from me when I was growing up. They had a son one year younger than me. We played together all the time and I was at his house or him at mine all during the summer months. My aunt was a big woman, she was 6ft. tall and weighed around 165. She was even taller in her 3 inch heels. She had long auburn hair with beautiful waves in it. She wore a 9 1/2 shoe. Her hands and feet were large, but so sexy looking with nail polish on. Her blue eyes would melt you. She had a great mirrored vanity she would sit at for hours and try different combinations of makeup. She was such an attractive woman and turned men's heads every time she entered a room. She had a presence and auro about her that just radiated lust. She never left her home ... Read More»
Rating: , Votes: %4 | like or dislike | Add To Favourites | Published by: Aerianne 3861 days ago | Categories: Shemale
Sissy Ghetto bitch part 1
-The Guys 4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching all the pictures, they even said "I Would bang that sissy pussy 4 sure!" and everybody agreed. It was that guy from elementary school named C****. They started to chat with him, pretending to be the perfect guy to take care of his sissy needs. After 2weeks they made this sissy want to meet eachother, what the sissy didnt know is that they are his old elementary school buddies who lives in the ghetto waiting for his sissy ass. their names is: B-bone, Big Omar, ... Read More»
Rating: , Votes: %1 | like or dislike | Add To Favourites | Published by: MickeyX 3861 days ago | Categories: Shemale
First Time With A She-male
My First Time with A She-male At that time I was 28 yrs, single as always after my gf of 10 months left me for a better alternative (we are friends till now). One Friday evening i was returning from my work a little high on vodka n some joints. I saw this boutique kinda shop near my locality displaying a very attractive dress. I just stepped inside. There was this lady very tall (5’11”) and well built approached me smiling asking “yes please how may I help you miss?” Before everything lemme tell you something about me ....... I’m 5’7”, 135 lb, a little plump, with 36D tits. I’m a lesbian and prefer to be sub. My gf was a great domme!!! Above all I enjoy SEX!!! I pointed to the dress on the window; it was a light purple colour thigh length silk dress! She ... Read More»
Rating: , Votes: %1 | like or dislike | Add To Favourites | Published by: Alien76 3862 days ago | Categories: Shemale
My Prerogative
As far back as I can remember the way that magic works is in three ways. One is belief in the power. Most people don't believe it rests within them, and they suffer for their ignorance by being blind to it. Two is the actual ability to make the power flow in your blood. Many martial artists can tap into the power to make their bodies and minds strong, yet that's only the tip of the iceberg. Last, and especially not least, is the ability to make you will become manifest whilst the power flows into you. I have all three of the above and then some. My mind is as strong as any and my will is absolute when I cast my incantations. The deal with most of us is simple, we don't form cabals or the likes, though many have tried and died for their attempts. The masses of ... Read More»
Rating: , Votes: %2 | like or dislike | Add To Favourites | Published by: Sati 3862 days ago | Categories: Shemale
Lucy Goes Black
Her T journey was now taking her to places that she had never imagined she would go. From an occasional dresser she was now living full time as the kept woman of Brian. Gradually her perspective had altered, from the tentative T curious girl of a year or so ago, to the cock hungry woman she had now become. And her urge to explore, far from being satisfied, was now greater than ever. Brian had warned her that he was going to be away on business that night, leaving Lucy alone, and frustrated. Her wifely duties had got her used to regular sex, and now she was without. But she also secretly wanted to explore another fantasy. She had been fantasizing about sucking a big black cock for a long time. Looking at websites and pictures on the net, she was mesmerized by ... Read More»
Rating: , Votes: %1 | like or dislike | Add To Favourites | Published by: Pimm 3862 days ago | Categories: Shemale
My Ultimate Fantasy...
Let me start with the details... I'm straight, 21 years old, and am probably no more than 7 inches long. But if I may say so myself...it's a perfect cock, thick and veiny and almost always pulsing. I have always loved my cock, and rather recently I began to realize that I could no longer stop at just mine. The more I watched facial vids, the more I focused on how hung the guy was and how thick his lines were. Now, I'm a fit guy. Work out daily, I think I have a pretty sexy body as far as gentlemen go. But, I simply don't think guys are attractive. But I have this compulsion for cocks! I can't help but want some hole in the wall to reveal a huge limp dick that I can just work till it laces me with cum. But where could I ever find something like that? ... Read More»
Rating: , Votes: %2 | like or dislike | Add To Favourites | Published by: RigoRam 3862 days ago | Categories: Shemale
Postcard from Brazil
Last winter, my wife Denise, had a company trip to Brazil to check on some of her suppliers. She convinced me to take a few days off work and fly down with her to get some sunshine. We live in the snowbelt and with the seasons being reversed, I was ready for some 90 degree weather by the time February rolled around the calendar. She had three days of meetings and then we had three days to ourselves before flying home. While she worked, I strolled around Rio de Janeiro taking in the sites. When the business part of the trip was finished, we packed and headed north about two hours to a resort area called Buzios. It practically has more beaches than you can count and has a reputation of being like Saint Tropez with a very free and easy lifestyle. I didn't know ... Read More»
Rating: , Votes: %4 | like or dislike | Add To Favourites | Published by: Juan22 3862 days ago | Categories: Shemale
I Am A Sissy Cocksucker
My name is Howard Reynolds and I am a sissy cocksucker. A bold but true statement and I have a very dirty secret. The feel of women's lingerie against my skin makes my 7 and half inch uncut cock harder than steel. And it’s more than just the cross-dressing. I am bi sexual and love to submit to dominant older men. For me it all started one summer back when I was 15. My older sister Janette had the best and softest bras and panties I had ever worn. The first time had been out of sheer curiosity, I wanted to know what girl's underwear felt like compared to my plain white briefs. So when everyone left the house I made my way to the clothes hamper and grabbed a pair of my sister's undergarments and then ran back to my room. The finger clasping her dirty things ... Read More»
Rating: , Votes: %2 | like or dislike | Add To Favourites | Published by: Brendie 3862 days ago | Categories: Shemale
It's a Weird Life
It took a minute for my eyes to adjust as I walked from the bright sunlight into the darkness of the bar at the far end of the French Quarter. I enjoyed that part. It was just far enough away from the noisy bars that are filled only with tourists so that I could relax and enjoy a few drinks. "Hey Ken. Your usual?" "Sounds good Sally." At last I could almost see enough to continue walking. I sat at the bar next to the only other person there, a nice looking woman. "Want another?" "Two's my limit." "How many you've had?" "Five." "Another for my new friend." "Thanks Ken. Julie's my name." It was obvious Julie was pretty far-gone and it wasn't even nine in the morning. Who was I to talk? I was also there before nine. Sally sat our ... Read More»
Rating: , Votes: %3 | like or dislike | Add To Favourites | Published by: Antonio11 3862 days ago | Categories: Shemale