"Personal Log: Stardate 46128.2. Lt. Jamie Gordon recording. Note: all log entries pertaining to Lt. Jamie Gordon classified under authorization Alpha Omega One Three and voice patterns of Jamie Gordon and James Gordon. "It has been five days since I reported aboard the USS Korvan. The transporter malfunction that transformed me into a transgender individua...
On 9th December 2020; as now my daily routine, I woke up and went to the hospital, took the CEO's car, and brought Mam and secy. from their homes, then went to park the car and went to the CEO's office. Well, it was like any other day and was pretty normal even though it was raining outside as it was a winter monsoon season. But still, I notice that somethi...
It is surprisingly complicated for an attractive transgender woman to find a man to fuck. At a singles bar, that mainstay of late 20th-century anonymous hedonism, a potential lover could take violent exception to having his heteronormative worldview challenged after he realizes he's been flirting with a woman who has a penis. Or, put another way, I feel tha...
Sara and I became inseparable. We saw each other every day for three months until we decided she should move into my house, while still keeping some clothes and maintaining her apartment. As a freelance writer she had a lot of flexibility in her schedule and as a retired executive I had even more flexibility in mine. I set her up in my study so she could hav...
Don't ask me why but I've recently decided to come clean. To the world, my readers, my friends and most importantly, to myself. I can't hide or pretend anymore and I've decided to just put it all out there for the world to see and, believe me, it's extremely difficult for me to tell the story I am about to tell you. First, I think it's probably important t...
I'd now been on the waiting list, for my surgery, for almost two years and now had a date in less than a month. I was lucky because living in the U.K., our overstretched and understaffed health service, cared enough to offer people the chance to live as the gender they preferred. I know this wasn't possible in other countries, the costs being prohibitive for...
I first met Tori when I was twenty nine going in to thirty. Best friend knew I'd come out of the closet as bisexual and she'd decided to take me to a restaurant serviced by drag queens and transgender individuals. At first the trip was nice and fun, but I'd garnered the attention of Tori, who was at first cordial with me, but soon very flirtatious. I was o...
She was my first. Before I tell you more about her and how I ended up in bed with this gorgeous creature, I should probably make a couple of things clear. First, I am a straight, alpha male. Ex-military, been through a few wars, worked in Africa for a while, have been married and never even looked at another male in a sexual way. Still don't, as there is no...
Boredom and curiosity are powerful forces. I'd been wondering what sex with a transgender woman would be like. Not enough to actually try and date one, that would require putting in more effort than I wanted. I had never actually dated a cisgender woman either. Any time I wanted to get my rocks off and didn't feel like jerking it to porn, I would just hire...
This is my first submission to literotica, the story builds a little slow, but trust me when I say that the wait is worth it. Please remember to vote and comment below if you have time. Also, this is a story about a transgender woman. If that bothers you then feel free to read something else. 18+, NSFW. ***** It was a cold morning as Bella walked the tr...