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“I felt guilty about being responsible for ruining your first pair, and when I couldn’t decide which one looked the best on you, I knew you had to have them all. You looked so damn sexy, and I’m feeling very turned on right now.”  Sophie beamed at me when we were outside the shop. To thank her, I invited her back to mine where I could change into the panties and we could have a pizza a little later if she fancied. To my delight, she agreed. As soon as I arrived with Sophie back at my parent’s house, she insisted that I modelled some of the panties for her properly. I stripped down, fully comfortable with letting Sophie see me this way, even though I wasn’t comfortable with my own body. There was no …

Down The Rabbit Hole – Part Two Read More »

“Are you who I talk to about the interview?” I whispered, looking down the long hallway. “Stephanie, right?” he said, standing from the desk. “It can get a little confusing with all the rooms. Please, have a seat on the couch.” I walked into the cramped office. It was little more than an angled desk, a chair, and a couch next to the door. I sat down, sinking into the cushions more than I expected. “I really like that blazer,” the guy said, “unique pattern.” “Thank you! It was a gift, wasn’t quite sure how to wear it in an outfit to be completely honest.” I pulled at the blazer’s sleeve. I wore a simple top beneath it, tucked into waist-high skinny jeans, and ankle boots. “Well business casual will fit right in here,” he …

A Job Interview Gets Intimate Read More »

I figured it was worth the risk. I fashioned my hoodie into a workable dress, then headed down to the hot tub. I spied Rick next to a grill, jamming to some music I couldn’t quite hear. “Rick,” I waved. “Tara, right?” he asked, pointing with his tongs. “Stephanie,” I corrected. “Right, right,” he said, “Tara is the blonde.” “No,” said a woman at Rick’s side, “Tara is the redhead. Hi, I am Penny, Rick’s wife. You moved in just down the hall, yeah?” “Yup,” I said, “nice to meet you.” A guy a little younger than me hopped out of the tub, dripping as he stood by Rick’s side. He had a shy smile and a cute little pudge to his stomach. He stood next to Rick as if waiting to be introduced. “Stephanie, …

A Birthday Surprise For My Neighbor Read More »

It’s been said that there are no better cocksuckers than men, and when you consider that men should know best how to work their own equipment, the reasoning is quite simple. I was once a professional cocksucker myself, so from my own experience, I know this to be true. If you met me for the first time, you’d never guess that I was born in a male body. I’ve already written a lengthy series about my transition nearly fifty years ago, so I won’t go into much of that here. I’ll just say that I know what I’m talking about when it comes to men being the better cocksuckers. I’ll admit that percentage-wise, most of the men I’ve been with were bisexual cocksuckers like me. Then after I transitioned, I attracted heterosexual men looking for …

TransTales – Million Dollar Blow Job Read More »

On the night of our “wedding”, my stepmother had my grandmother take me to the new villa that I was going to call home. Everything that I saw was just the same overtly feminine thing possible. The floor was pink and white marble, the walls were covered in pink floral wallpaper. The couch was also covered by white leather with pink silk pillows. We walked through the house to what I was told was my new bedroom. The room was an exact replica of the one that was in the old house. However, there was a new piece of furniture under a cover. I was curious what it was, but my grandmother told me that I was not able to see it yet. “Grandmother, what is the big secret that I have to wait for …

From Eighteen Years Old Boy to Lesbian Secretary Part 7 Read More »

In the spring of 1981, when I was nineteen, a woman named Miriam Roston moved into my building. At least I initially assumed that she was a woman. In New York, people generally were non-judgmental and left other people alone. But this was in the East Bronx, not Manhattan, and after about a month, my family started speculating about her. They used terms like “tranny” and “shemale” to describe her, although they didn’t exactly dislike her either. But neither did they go out of their way to socialize with her. She lived on the fourth floor and we were on the sixth, so I often met her in the elevator. For some reason, she seemed to like me, and we often chatted a bit, sometimes for a short while in the lobby or out in …

A Hot Evening With Miriam Read More »

London, when the sun was shining, was one of my favourite places in the world. The good weather changed the vibe of the city, and although people still kept to themselves, it was clear that everyone just seemed a little bit happier and walked with a little extra spring in their step. Wearing denim shorts sporting a few rips from the wear and tear over the years and a faded yet treasured Linkin Park tour tee shirt, I enjoyed the feel of the sun on my pale skin as I walked through Hyde Park on my way to meet my best and longest friend Steve. I know that Steve had opted to take the underground, but on a day like today, that seemed like madness. Why travel on a train crammed full of people on …

Down The Rabbit Hole – Part One Read More »

My life as Bianca was rapidly progressing to the point of my never being a man again. My stepmother had reported that I as a man was abducted by a few men. The Columbian police had searched for six months, and they had called off the search. It helped that the captain was a family member, who was clued to the fact that I was in the process of becoming a woman. He made sure he had the necessary paperwork to get a new identification and a new birth certificate for me. My stepmother and grandmother both made me into a beautiful young woman. They had arranged for a surgeon to give me a set of breast implants and hip implants to get a full-figure body shape. I now had the measurements of thirty-eight, Twenty-two, …

From Eighteen Years Old Boy to Lesbian Secretary Part 6 Read More »