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Tranny Stories

Lay Report #4
Real TS Encounters Lay Report #4 6/27/2016 Hey there, Welcome to “Lay Report #4” So this is yet another Craigslist hookup. I would love to make my next report show a different way to meet a girl other than Craigslist. It just so happens that my last four hookups have been from Craigslist. It’s unusual but possible. If you’re familiar with my website then you know most of my hookups come from TS Dating. So anyway, it was about 11 pm on a Sunday night. I went on Craigslist, replied to a few ads. I saw an ad of this one girl who I had spoken to a few times already. She was very ... Read full Story
Jasons dream of becoming a woman comes true
Once upon a time, there was a boy called Jason. Bored with his every day life, he found himself drinking in the pub most nights with his friends. He would come home and sit down in front of the television and flick through the channels. Satellite TV was ok, showing 10 minutes of free view here and there but it wasn’t quite what Jason liked. He went to the fridge and cracked open another bottle of beer and returned to the TV. He flicked the DVD player on and up came one of his favourite TS films. So bored with the life he led and wishing for more excitement, his head would often work overtime... Read full Story
The Dark Backwards Ends !
These three ladies kind of cornered me. I'm looking down at a semi erect cock dangling from a miniskirt. The transsexual saw my reaction to her beige colored dick and asked " Do you want to taste it ? " Just as I was about to answer, a sharp knock at the bathroom door and a shrill voice followed " No soliciting ! Take that shit outside !" The ladies quickly turned and made some quick tucks and adjustments and headed for the door. The prettiest of the trio tuned to me and said "Meet us outside." I nodded in agreement and waited a couple of minutes before exist... Read full Story
How Nina's fuckhole was broken in.
I wrote this story a while ago and saved it. It isnt tranny related at all, it is just a short story about when i lost my anal virginity. If it isnt very relevant to this site, tell me, and ill remove it. It is entitled 'Giving my anal cherry away'. I am no stranger to gay sex. I have sucked a hell of a lot of cocks. Saunas,dogging spots, toilet gloryholes, you name it. But I have always been scared of being fucked for the first time. Scared but intrigued.. I remember being fingered properly for the first time and it hurt. Then once at the cruising spot I go to in the forest, a nice old ma... Read full Story
Shemale Ride Along Part 1
I'm going go ahead and get this out of the way. During my freshman year of college, I was confused about my sexuality. It sounds strange saying this right after calling myself confused, but I loved girls. I really did. I loved all of their shapes and curves. I loved tits, pussy and ass. Now, I know what you're thinking. You're thinking that I'm just some gay guy that doesn't want to come out of the closet and is overcompensating. I honestly don't care what you call me. Up until freshman year, I considered myself one hundred percent straight. However, I quickly... Read full Story
When the Boss found out
Id been working in a new office job for a few months, keeping my secret life just that from the others who worked there. Before going out one night to a cd and gay bar in the city I was working late, knowing I wouldn't have the time to be back home, dressed and back into the city I decided to take everything to work, knowing I would be the last one there. As the others left for the night & my shift finished being the only one there I slipped off to the bathroom to transform into my sissy side. Taking the suit off and changing into my femme clothes, this time a little pink l... Read full Story
Free Shemale Dating Site The Place Where I Want To Spend My Life
Browsing through all payed porn services left my wallet thin, so I went for free shemale dating site option. When my boss noticed that I was paying less attention to work and more attention to Shemales, he fired me without any notice. I was hit hard with the economic crisis - the bank sell my house. Jobless and broke, I moved to my parent's house, after ten years spent in jerking off in the privacy of my own place. My parents decided to spend that winter in Florida, and my mum's best friend Janet was left in charge of all those carefully chosen house plants growing around the entire place. ... Read full Story
Worry Free Shemales Dating Can happen To You Too
"There is no such a thing as an attractive tranny" was one of my lifetime mantras. Growing up in Bay Area, it was easy for me to spot and recognize all of those masculine bodies dressed in female clothes. Their huge feet in high heels looked as a combination form hell. Free shemales dating was something I could get any time, but avoided as something completely out of question. Everything changed on my trip to Tunisia. My friend decided to have a bachelor's party in a magnificent resort on one of the the longest Mediterranean beaches. Of course, we got drunk, and decided to watch a... Read full Story
Nude She Male Pics At The Porn Company
I was nervous - the people from porn company haven't called me yet, and it was almost a week since I sent the nude she male pics. I'm a pretty attractive shemale - short girl with big ass, decent tits and long dark hair, and a cock which would make any man green with envy - and I really hoped that someone will call me, because I wanted to make it in porn industry. My hopes were almost crushed when I got the e-mail. "Please visit is as soon as possible, your nude she male pics were great, we're interested in doing business with you. You will be required to show your sexual skills to our... Read full Story
Lay.. BJ Report #3
Lay Report #3 Real TS Encounters Lay Report (BJ Report) #3 Hey, So this is my 3rd official “Encounter Report” lets just say. This was early Saturday morning June 25th, 2016. Unfortunately, this report will not be that interesting/informative. I am writing it just because it did happen, and it will be good material for my book. If you enjoy reading these regardless, then perhaps you’ll enjoy it anyway. So I pretty much worked all night Friday. I haven’t been on TS Dating in a week or two, and it was around 3:00 am which is typically (not always) a bit late to call any “regul... Read full Story