Trans

I’d worn an absolutely killer dress just to make sure I got what I was looking for that night. Dancing under the lights I could feel eyes all over me, and as the evening progressed men became bolder and bolder about approaching. This one was athletic, sexy and had all the right dance moves, at least just enough to get me to allow him to lead me off the dance floor to the bar. I’d let him buy me a drink. “I don’t think I’ve seen you here before,” he said, moving close to me. I was happy he seemed to be aggressive and confident. “Ah, so you’re a regular,” I said. “Regular enough to know a woman who stands out. That dress is stunning on you.” He smiled. “What brings you here?” “Just in …

He Didn’t Know I Was Trans… Read More »

Emotions, contradicting and at odds with one another, ran roughshod through my soul.  Feeling extremely foolish and out of place, I took stock of the most prevalent ones.  Intimidation, discomfort, anguish, and regret flowed through my shaking, quivering body.  Interwoven through all of them was excitement and extreme sexual arousal. The regret stemmed from my idiotic decision to audition for a famous photographer, putting me in direct competition with famous models and porn actresses. Furthering that despair was my idea to wear a domino mask to conceal my identity, thinking it would make me look chic rather than foolish. The other feelings stemmed from the way the models had been treating me.  The excitement and horniness, however, sprang from my sexual fantasy of being objectified by complete strangers as I acted like a slutty vixen, …

Domino: The Audition Read More »

It was a nice autumn day in New Hampshire and a few of my college friends thought it would be nice to dine at a new restaurant. The leaves were turning their bright colors and the temperatures were still in the low sixties, making it perfect evening weather. I had pretty much been a recluse the whole semester as I spent all my time studying and had little time for socializing. I really needed a break, and I was glad my friends encouraged me to join them. Upon arriving at the restaurant, we were met by the maître de and seated at a nice table overlooking Lake Sunapee. The sun was low in the sky, and it was promising to be a spectacular sunset. We chatted about nothing and waited for our waitress to take …

Stacey Read More »

“90’s goth, I like it. Too many of these people are borderline emo looking,” she complimented, sitting next to me at the bar. “Ah yeah, thanks. I just prefer the look I grew up with.” I looked at my pair of Tripps and Anarchy boots. “Same, look.” She stood up, presented herself; black miniskirt, Mary Jane boots, flannel shirt and push-up bra. “You like?” “I do, you kinda look like Jane Lane.” I laughed. “I’ll take that as a compliment. Hey…” She turned to the bartender. “Lemme get a four horseman.” “And she drinks,” I yelled. “One for my friend here, too. I’m not your average goth girl.” “I see that. Might be the drinks, but I need that.” “Unlike Batman; I’m the goth the guys want, but not what they need. This is me …

Goth Night Getdown Read More »

This is fucking insane.  I ran my sweaty hands over the steering wheel.  Cold air blasted from the little vents in the dashboard, drying out my eyes.  Refusing to rub them, to blink, to miss her, I felt around the controls until my fingers found the knob to turn down the AC. The sun was a murky beacon being snuffed out by grey clouds.  Wind whipped and shuddered the stocky palm trees framing the front of the courthouse.  A perfect day to embarrass myself, a perfect day for rejection. God help me. “She’s fearless on the stand,” my mentor Kumar said over drinks a week ago.  “No problem with eye contact, posture, dress, stammering, emotion, or language.  Just states the facts with enough poise that even the rednecks forget she wasn’t born female.  They hang …

Second Chance, Part Two Read More »

“Almost—there—” I whispered. I could feel myself trembling with anticipation. “Don’t stop—a little more.” Then my grip faltered, and I fell. The rope secured around my waist pulled taught as I swung harmlessly from the cliff wall. I leaned back, waiting for my heavy breathing to subside. “You alright?” called Charlie from above. “Almost got it,” I called back. I had time to examine where I had failed in the climb as he pulled me up. My arms were so sore as tensed my hands into fists painfully. “Not bad for your first attempt,” Charlie said, lifting me up over the cliff edge. “Thanks,” I said, then pecked him on the cheek. “Woah—your right, this place is Charlietiful.” Behind Charlie lay a secluded plateau on the cliffside. Glimmering in the afternoon sun sat a still …

Pitching A Tent Overnight Read More »

It always seemed that right after New Year’s Day, the Chrome Anvil gym enjoyed an influx of new members comprised of people trying to get in shape for the beach season that was on the horizon. Of all that signed up, only a few stuck to the workout programs and enjoyed success. Amateur bodybuilder and longtime member Lee Kaiser noticed her right after the new year arrived. Despite having been surrounded by stunning females since he was sixteen and when somewhere performing a posing demonstration, he was having a difficult time not staring at her, for she was absolutely knockout. Her long dark hair fell past her slender shoulders and framed a very pretty face. She wore a crop top that showed a hard and flat abdomen and was tight across her pert breasts. She, …

A New Partner Read More »

I sighed, sitting in my chair with my knees against my chest, twirling a stray hair. Bored out of my mind. Working as a massage therapist definitely had its perks—unless you got stuck doing the monthly clerical work because you’re the new girl. I glanced around the empty reception room. “Looks like it’s just me tonight,” I whispered. From a far window I could see the sun starting to set against a backdrop of dark reds and muted yellow. The adjacent buildings shimmered, their own lights going out as people left for the night. I spun in my chair, looking out of the glass. I wiggled the mouse on my monitor so that it didn’t go dark. I looked at the stack of papers that had taken a few hours to complete, and then at …

The Pizza Boy Gives a Generous Tip Read More »

“…And anyway, whatever your feelings about me, I have a boyfriend. Well kind of, I guess. But what I’m saying is, it won’t matter because I’m not really single anyways.” Rachel was telling me this while sitting across from me at the dining room table with the lease agreement and a pen in her hands. She was in the middle of signing when she told me that we should agree to a no-sex pledge and followed up that statement by adding that she was trans. I would have never guessed she was trans. Rachel was a beautiful woman; a cute woman around my age and I admit that I was a little flustered when she first walked into the apartment to discuss my Roommate Wanted ad I’d posted online. Nonetheless, the reveal threw me off …

The Roommate Read More »

One Step Forward, Two Steps Back Sales of my novel, The Greatest Liar, Trans Erotica With A Purpose (TGL), had been tepid, despite the generally positive reader comments on the publishing website of an e-commerce firm named for a large South American River.  The meager royalties didn’t bother me: I have more assets than I ever dreamed of owning, and my professional career is thriving.   But it troubled me that the public didn’t discover TGL’s themes of transsexuals’ troubles in transition, their fraught relationships with friends and family, the relentless threats and assaults of transphobes on their safety and security, the indignity of social and institutional discrimination, and the fragility of their lives even after they transcend these obstacles. From my privileged Swiss home, I observed with increasing anxiety how every step that trans-rights took …

Duel With The Devil, chapter 20 of the Greatest Liar Read More »

My wife (Debbie) and I have been married for twelve years. Our marriage started like any other. We were committed to each other, and we fucked like rabbits. We both shared the same interest in sex and loved to try and enjoy new things. This got us to try many new adventures in our early relationship. We would share many thoughts and ideas to expand our love lives as something interested us. Both of us showed an interest in swinging. As we researched it and found a few clubs nearby, we decided to try it. Our first night at the club was exciting and scary, but we met a few charming people, which made the experience pleasant. They made it easy for us to relax and did not push us at all, making it easier …

Enjoying The Local Nightlife Read More »

My name is Cassandra Jenner, thirty years old and from London. I have always been open-minded to try and experience new things and people, especially when it came to sex. I’m very experienced in the bedroom. Bondage, lesbian sex, straight sex, I’m up for it. Sex relaxes me, and makes me happy. When I was eighteen, I was very much alone as my parents never had time for me in their own drama. So I would learn for myself what sex was by watching porn on the internet. I wanted to see what all the fuss was about. I was shocked and excited. Every day after that, I would watch porn and masturbate until orgasm. And boy, it made my miserable existence happy and relaxed. One thing I haven’t tried in my very active sex …

The Pleasurable And Thrilling First Time With A Trannie Read More »

My heart was pounding as I stepped out of the hotel and walked hand in hand with Sophie back towards Camden Town. The early evening was still warm, and Camden was vibrant. People were out and about, partying, drinking, eating, and getting ready for a long night ahead of them. I gripped Sophie’s hand harder as we approached a group of young women dressed in fancy dress outfits, one of them wearing a wife-to-be sash. They were loud and enjoying themselves, and I was afraid they would point me out and laugh, but they said nothing as they passed. One of them even winked at me. Once we had approached the busier part of Camden by the underground station, I realised that it was unlikely that anyone would say anything about my outfit choice. Everyone …

Down The Rabbit Hole – Part Five Read More »

Jo looked up from her reports as Jenna casually strolled by. Even in a t-shirt and sweatpants, she still melted Jo’s mind. Her sharp wit got her attention at the geopolitics lecture, and her wry humor kept it but the way she absentmindedly tucked her hair behind her ear while reading her notes did the rest. It didn’t hurt that her soft curves and hard cock felt as good as they looked. Right now, up to her eyeballs in quarterly reports they, looked even better. Jo tried to go back to her work but Jenna was bent over looking into the fridge. Her breasts were clearly visible hanging in her shirt and her ass was being hugged tightly by her sweatpants. Jenna turned and winked. Bitch was doing this deliberately. Just then, a group call …

Jenna Provides Welcome Distraction Read More »

My first and only class today was cancelled due to the teacher falling ill. Not wanting to fall behind with my learning, I headed to the library to revise some of the stuff I had already learned. It was quiet here today, and it seemed I was the only one who had thought to use this time to revise instead of enjoy the free time. Despite my good intentions, I could only revise for so long before boredom took over. Instead, I spent my free time browsing the internet on my smartphone. At first, it was innocent enough, catching up on the news and looking into some updates from my favourite bands, but it soon took a turn. I started browsing clothing sites and sending pictures of panties that I liked the look of to …

Down The Rabbit Hole – Part Four Read More »

“They literally taste the same,” I said, handing Kayla back her glass of wine and reclaiming my own from her hand. We sprawled lazily on her bed, letting the credits of some show run in the background as we relaxed. Kayla and I had been sipping wine for the better part of the evening. Well, mostly me sipping, and her gossiping about what woes had the audacity to plague her this day. She was my best friend though, so I didn’t mind listening—it came with wine anyways. “It’s getting late,” I eventually said. “I won’t keep you from your boyfriend.” I checked my watch—less than an hour to midnight. Kayla silently sent a text, turning the glass of wine without drinking. “About that,” she said, “I wanted to ask you something. Well, he did—or we …

Threesome With Bestfriend And Her Boyfriend Read More »

Monday mornings never got easier. Knowing that you had five difficult days of lectures, coursework, and study ahead of you before the freedom of a weekend presented itself again was always a strain, though today was different. Today was the first day I was going to wear one of my new panties all day, and what made it all the more special was that Sophie had even chosen which pair I was to wear. Her choice had been a sheer, purple set of lace panties that were quite transparent. They felt super comfortable, and the way in which they rubbed against me had already given me an erection. If they continued to make me react this way, I would have to find a reason to hide away in the toilets and allow myself relief. Sophie …

Down The Rabbit Hole – Part Three Read More »

“What’s taking her so long?” sighed Malika as she rested back in her seat. The fog was beginning to blind the windshield of Jane’s car to where Jannete reached over and cranked the heat. It had been a 241.30 km drive from Evansville to St. Louis, Missouri, which all anyone needed was a good stretch of their legs and a large black coffee. They had been parked outside along North of 9th Street, directly across from Shahs Salon. Jane was supposedly getting her extensions done for her Instagram. She was your typical case who was a prisoner to her image and a devoted slave to her brand. Owned and ran an online clothing shop for trans-women, siss, and non-binary. A sudden text notification had sounded from Jannete’s phone. She exhaled after reading it, then casually …

Hair-extensions take so damn long! Read More »

Lily and Zoe had been addicted to swallowing each other’s semen ever since middle school, and their love had already taken them around the world and through many adventures. But neither had ever experienced anything quite like this. The two had broken away from the bustling ski hill after dark to get away from it all. They were about to experience something new, freedom-filled, and excitingly daring. The crisp night air began to set in as they dislodged from their skies and lowered their bottoms. Taking turns, they ingested each other’s pre-ejaculatory fluids, allowing the passionate sensation of the taste and texture to enthrall them. They then proceeded to walk, hand in hand, through a thick patch of shaded trees until they finally found themselves in a private, tree-lined clearing. Now it was time. Time …

A Powerful Ancient Egyptian Practice Read More »