Shemales Porn Stories
Page 74

Found out and Sissified by Wife Part II

After our first encounter Karen began buying me more frilly girly things and making me dress up for her. Pretty soon after that she started putting some makeup on me and bought me a blonde wig. I really liked the way I looked all made up in slutty clothes and heavy makeup and she did too. Then we would sit in front of the computer and we would watch porn together. It started with femdom stuff, with the girl fucking the guy with a strapon. Then pretty soon it graduated to CD porn, with sexy CDs sucking cock and getting fucked. Pretty soon after that it was just gay porn, usually guys sucking ea... Continue»
Posted by smilinwillie2001 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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that's how I want my gf to cuckold me D:

That's a question I got ask:
Would you rather cheat or be cheated on? And what would be your fave scenario?

That was my reply:
What kind of a sub-sissy would I be, if I would want to cheat on my mistress? ô.o

Fav scenario huh?
Hope at least one person will read the whole story… It took me so long :o

I would like her to tell me about some guy that’s in her class. Let’s call him Dave.
She always complains about what an asshole he is, and how he tries to hit on her everyday. But one day she just stops talking about him.
After two weeks or so I ask her about him, and if... Continue»
Posted by Vivien_Lynn 11 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Seeded by BBC

Hi there this is an honest, very explicit account of how i first got hooked into loving and adoring black men. If anyone is interested i will follow this post with my later varied experiences of how this has further developed.

Firstly i am a 40 year old plus transgendered person living in a female role and have done most of my adult life. At the time of this experience i was a very slim size 10 and always spent hours preparing to go out socialising or dating.
Over my adult life I had tried various types of relationship with varied genders and age groups but never felt fully comfortable in... Continue»
Posted by Jennifertaylor 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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My time with Maxine

About 7 years ago I use to chat often on one of the many chat messenger programs. I met a sweet and sexy Filipina named Carol and we became good friends and more. We would have cam sex when the urge would hit us but mostly we just chatted. She met an American in the Philippines and got engaged so that ended our chatting time together. She emailed me after we hadn’t talked in a few months and invited me to her wedding. She lived in Angeles City and from what I had heard it was quite a nice place, a lot of clubs and women.
Her soon to be husband was a lucky guy. Carol was 4’9, very cute wi... Continue»
Posted by crazy4filipinas 1 year ago  |  Categories: Anal, Shemales  |  
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Noelle's first time


I was 22 the first time I ventured out as Noelle. I had put the wig and some items of clothing on before in the bedroom or bathroom, but nobody had ever seen me before. I had been chatting online with a beautiful blonde 23 year old named Jenny. She lived about an hour away and invited me over to help with a full make over.

At the time, my wardrobe was skimpy and makeup non-existent, but I packed everything I had into a large tupperware bin and made the trip. I was so nervous I sat in my new VW in the parking lot of her apartment building for twenty minutes trying to decide whether or ... Continue»
Posted by noellejordan 5 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Amazing Birthday

Best birthday ever

Hello every one hopes all u doing great and enjoys my story

We all get d***k on our birthday and enjoy every second and get those feeling next day hangover or sore well I was sore from sex and not a big drinker but had few

Friends took me to movie I was wearing one piece shorts top jumpsuit in white no panties and lace bra in white high heel scandal we were group of tranny and black guys
Always fun. Anyway after movie we get to one of friend home we were drinking guys drinking beer few us girls drinking wine its was getting late 11pm I decided to get home few guy f... Continue»
Posted by shawn777 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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Lisa Katie Day A little Tgirl Tart In Training.

Lisa A little Tart In Training. (part 01)...

I’m standing at the bedroom dressing table just putting on my red gloss lipstick I see you standing in the door way taking in the view of me in my Mrs Christmas outfit exactly as you see me in the photo's no my page here, Black & red Basque with suspenders, red silk thong Knickers, red stockings ,white frilly ancle socks, and my sexy santa's helper costume with my Red 5" high heels.

You walk up behind me, You startle me as you slap my ass and say you Naughty girl lisa, you've got my cock all hard with that sexy red number that your wearing you... Continue»
Posted by lisa_katie_01 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Teacher was Hot For Me!

Was just starting my senior year of high school, and while everyone knew I was gay, I had only recently told my parents that I felt I was born in the wrong body..so for my eighteenth birthday my mother took me to the doctor and got me new breasts, and started me on hormones...and even though I would dress for drag shows, it was only a special occasion thing, but at this point I started dressing everyday..and school wasn't much fun on most days..lots of heckling and abuse from other k**s and even teachers..I did have one teacher who was cool to me, Ms.Riggs, she was always very sweet to me an... Continue»
Posted by smonkeys32 5 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Sniff my Panty/Pantyhosed Crotch


Here's another story from my archives, updated slightly, friends...

Because my lover has such a big cock I can't refuse him anything, least of all his arousing fetish for sniffing my ass and crotch while I wear my shiny black full bottomed skintight panties under gleaming sheer to waist high gloss pantyhose!

It all started when I needed a wardrobe putting up in my new flat and my s****r recommended her boyfriend, Kev, to come round to do the job.
On this day when Kev came around to put the wardrobe together in my bedroom I decided to leave work early to relax after I got a lot of app... Continue»
Posted by leotardlust 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  
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womanly experience 8 - forest punishment

So we were walking through the forest one day. My father was out fishing and looking for a good spot next to the river while I lingered behind him. That day I wore Dr. Marten's boots, black nylons, a black thong that was more like a string, a short black skirt, no bra (had smaller tits back then), a t-shirt, and a blue hoodie with a "daddy's girl" print on it.

He finally found a spot and started fishing. I was quite bored and the book I brought was not interesting. Finally I had to go to pee so I said that to him and walked a bit further away. I lowered my nylons and thong and crouched down... Continue»
Posted by p1llow 5 years ago  |  Categories: BDSM, Masturbation, Shemales  |  
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I was Teen Shemale for the US Army




Some Bad Boys make Good Gyrls!

'I was a Wartime Transvestite for the US ARMY!
TJ Ryder
sissytrain.com
Illustrated adult stories!
http://www.tabooreading.com/shop.htm?cat=YI

Chapter 1
Reform School Romance!

I couldn't believe that all I got from my uncle
Bill when he died after all he said to me about my being his
favorite grand nephew was an old diary from World War II.

I mean I thought we got along pretty darn good, and its ... Continue»
Posted by tjryder671 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Angel Buxoms nite with Mr. Supercock

My huge stud Mr. Supercock held me by my little hand and led me into his private elevator to take me up to his private residence leading me over to a seat ,sort of like a throan sitting down in it he lifted me onto his lap and was squeezing my huge tits through my sexy new bra ,"Fuckin huge tits you have my little slut as he mauled them with one hand his other went for my tinny throbbing clitty his big strong fingers engulfed my entire clitty/cock the second he touched me I came a huge gush of cum blasting through my sheer panties into the palm of his hand jetting out a small load maybe a bit ... Continue»
Posted by rachels_pimp 2 years ago  |  Categories: Gay Male, Shemales, Taboo  |  
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A Night i will Remember 4 Ever

About six months ago I went to a transvestite bar and dance club in the centre of the city where I live. I was dressed in my sexiest all-leather shift minidress, sheer stockings and 4-inch stilettos, and my favourite blonde wig. I was fully made up with long false eyelashes and blue shadow, painted nails, and dark purple lipstick, and my most valuable gold necklace and large chunky earrings. Though I say it myself, I looked beautiful. I have a very good figure – I need to, in my line of work – and long shapely legs.


I knew as I walked across the dance floor that I was drawing... Continue»
Posted by lindaj217 5 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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She tricked me & am I glad

My most frequent fantasy is to be dressed like a slut for black men. I think about it at least 3 times a day. The most recurring fantasy is when I meet this black woman that turns me on. We talk for awhile and it seems like we are hitting it off pretty good. Then out of the blue she asks me if I want to continue this conversation at her place. Could I be this lucky? This fine black woman was inviting me to her house? Yes I told her smiling from ear to ear. She smiled back and told me to follow her. We get to her house and she tells me to have a seat while she gets more comfortable. I am sittin... Continue»
Posted by iwannabeacumslut 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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First Real Cock i got

I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes.
I had picked up a mini dress, fishnet and a small top that was letting my belly free. I got a blonde wig (not the best quality) and tried to make up as good as i could. The result was not the best but for me it was huge.
I went down on the streets to walk without fear as everybody was dressed up, ended up with a friend of mine in a bar. He was dressed as an old granny!!!
After half ... Continue»
Posted by crazysissy 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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hook up with transsexual.


Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a serious case of ugly. The chances of finding one like the ones in the video taped he had just been watching was pretty slim. But, he knew if he never went looking, he would never find one. He knew they preferred to be called transsexuals and not she-males as they regarded she-male as a rather der... Continue»
Posted by klammer 3 months ago  |  Categories: Fetish, Shemales  |  
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Helping a Friend....part 2

I had seen Anna at work for the past two weeks…not a word of what happened at her house, when I fixed her sink. What a great night that was……………the night I found out she was a shemale!
I fantasized about Anna all the time, yet nothing from her. It was our secret, and I dare not blow it with her.
Finally one Friday Anna walked by and said she needed part of her wooden fence repaired, I told her I would be there first thing in the morning.
I got there early, Anna greeted me at the door wearing a short skirt and red top, smiling, all the stuff you need is on the back. She gave me a quick ... Continue»
Posted by edukateme 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Made me a woman pt.2: Degradation

I'm regaining my senses... im on my back, in my bed, im naked, i feel an around me, and heavy breathing next to me. My big black man was sweating and panting. im sweating, my body is shivering, and my ass is raw and leaking out his cum. His hands start running all over my body groping my tit, rubbing my phat ass. i can feel myself getting excited again and getting hard. he notices that so he spits in his hand and grabs me by the crotch. again his massive hand completely takes me and he starts rubbing me. i start moaning and gyrating my hips on his hand. he leans over and whispers in my ear "yo... Continue»
Posted by alexismorel 5 months ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
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my fun at the glory hole

without any girl outfits still ive always been sad that i cant go out as Ana and find some nice boy or girl to go home with and have them fuck me.. but today i found somewhere that had a glory hole near by..i was so excited to hear this because i could do everything i loved to do before.. i arrived around 8 seeking in and once i was in the room it wasn't long before i heard someone next door.. i was so nervous to say the least.. i hadn't had sex or sucked dick for three years could i do all the things i did before as well as i use to.. well anyways i heard someone walk into the room next to me... Continue»
Posted by drewcd 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Something new...........

Andrea was out all morning, running around doing things and getting ready for our trip. She was taking me to some erotic retreat somwhere, sounded like a lot of fun. I showered and got dressed and was standing in the kitchen at the table, when Andrea come home........

She loked at me gave me a little smirk then kissed me really hard, then pushed me to my knees and told me "Baby, suck my cock honey.....be my good slut, suck it." in a demanding voice, I obeyed and unzipped her jeans and pulled them down just past the round of her ass, He bulging cock moved in her panties and stood stright... Continue»
Posted by rockerroller 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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