Trans

Mistress Gives 30

My palms were sweaty, my stomach was growling, and my cock was twitching. All of this was expected, especially the stomach as I hadn’t eaten anything substantial in fifteen hours. I was trying to keep things clear. This was not the first time I would be a willing anal bottom, but it was my first with a woman; a woman I had worshipped for three months now. The flight into Liverpool was a little rough over the ocean but once I landed things went as smoothly as possible. The trip to Hotel Chester, a lovely Old-World affair was filed with new sights sounds and smells. at least new to me. I was born and raised in the Midwest of the states, and this would be my first visit to anywhere in Europe. I stood in …

Mistress Gives 30 Read More »

Bob Returns To Crossdressing With Unexpected Reaults – Chapter Seven

When we returned home from our girl adventure on a Saturday. The next morning, we sat down to talk about what to do next. “Elizabeth, You enjoyed the entire week,” Jo declared. “I am sure we had a better time than we would have if you were Bob. I had a great time. It’s up to you, but I think it’s time for you to be a woman full-time.” “Are you sure, Joann?” I asked. “When was the last time you wore male clothing other than at work? You don’t even have any male underwear. You have been dressing, and more importantly, acting like a female for close to a year now. Furthermore, I like the woman you’ve become. And you do too. So, yes I’m sure.” It was my turn. “You are right. I …

Bob Returns To Crossdressing With Unexpected Reaults – Chapter Seven Read More »

I’ve Got Boobies Now

We have been working my transition plan together. I have been Mitzie full time for over three years. My wife, Helen, and I are living as intimate sisters. Yes, I have been with a guy after having sucked several cocks at the beach; but I am not with guys often. I have been working hard at my new career having completed beauty school and worked for several months in a salon doing hair. I am actually building a following even though none of my clients know I am a TG. One night as a surprise, Helen said she had something special she wanted to tell me. This was a big secret, and she insisted we make dinner reservations at one of our favorite restaurants and dress up special. When dinner was over, she took my …

I’ve Got Boobies Now Read More »

I Only Cum When A Dog Watches

… he says. It’s been a strange week. October is always a bit weird – neither summer nor winter, it’s that liminal month between the joys of sunshine and the dense, dark rituals of year’s end. This one is relatively mild, but at the office on Thursday, it rained so hard water squirted through a closed sash window. I picked up the phone, pretended to dial, and then said, “God? It’s Kelly. Yes, that one.” I winked at everyone. They grinned back. “So, about this rain. It’s a bit much – please could you turn it down?” The rain stopped. There were fifteen other people in that sales office, and they all laughed. There was a touch of disbelief though, and a little thrill of awe. What if Kelly really did talk to… No! She …

I Only Cum When A Dog Watches Read More »

Very Good Friends – We Add A Third

Gerry In the aftermath of our wonderful threesome, Lila and I worked to bring Jim’s waning cock back to life as he lay on his back. We were facing each other and taking turns lapping at his scrotum and sagging pole.   “You do know that you have an amazing man, right?!” Lila whispered. “Very much so!” “Good, because I have to tell you that I could easily fall for him. Not that I would ever try and steal him from you, but rather share him with you. He makes love like love is still a thing. Nobody I’ve ever met gives themself so completely the way he does. I guess that everyone has always thought of me as a plaything or toy to use, so it’s kinda new to me. I feel like a little …

Very Good Friends – We Add A Third Read More »

Love’s Surprise

I find my concentration torn between the pleasure I am receiving and the fascination at the ferociousness of the mouth currently attacking my cock.  A beautiful woman is swallowing me whole and at a gusto that should scare me.  Thankfully, instead of teeth scraping me, her tongue seems to surround my shaft.  At this point, all I can do is lie back and enjoy the attention and the sight of my cock piercing her luscious lips. As she rises, I feel her tongue swirling around my cock.  Flicking my engorged head with the tip of her tongue, I hear a popping sound as the seal she has formed is broken.  Moving down to my balls, I can feel them being vacuumed into that glorious mouth. Juggling my balls with that marvelous tongue, she strokes my …

Love’s Surprise Read More »

The Infatuation Part 1

Have you ever been so infatuated with someone that you would do almost anything for them? Not in love with the person but a deep sexual, lustful infatuation? The infatuation is so strong that you would act uncharacteristically with that person? You would allow that person to manipulate you, take advantage of you, and do whatever that person told you to do? I had that type of infatuation with someone once and it lasted for about eight months before I got over it. My name is Bella and I am a thirty-four-year-old female transgender female. I started my transition when I was eighteen. This story is about the time a couple of years ago when I had just such a sexual infatuation with an eighteen-year-old boy named Derrick. To put our relationship in perspective, Derrick …

The Infatuation Part 1 Read More »

Sextacy

The music was bumping; he was a real vibe on the couch, watching the rest on the dance floor, the beat drops and the bass throbs, the lights catch his trance, crowd moving out there grooving like a nickelodeon view, bits and pieces in neon, ravers with glow sticks or light sabers, out there like erratic Now and Laters. “Hey, you good baby?” His eye averted to a dark skin hottie with a smile, slipped by his side, green hair dye, busty with thick thighs. “You good?” she repeated. “Yeah,” he nodded, “real good!” “I told you I had the shit, you wanna ‘nother hit?” “Nah, I’m just right.” “Same! You know I’ve been feeling you, right?” “Ya have?” “Uh-huh, you ain’t stuck, are you?” “Don’t think so.” “Good, ‘cause I’m trying to feel you, …

Sextacy Read More »

Tracy – Transsexual Delight

John Vukovic couldn’t believe his luck. Here he was, about to plunge his turgid cock between the wide-spread legs and into the cunt of the girl before him on the bed. A girl like no other he had ever had. Flashing through his mind were the events that led up to this moment. She was the United Package Express driver who regularly delivered various parcels to his front door. He sometimes had to sign for some of them, so he had gotten to know her a bit. It turned out that they both went for coffee at the same shop in the morning as well. At first, it was just a wave, then, it was friendly chit-chat. Her name was Tracy. She was tall, slim, and athletic, with long, dark brown hair. She tended to …

Tracy – Transsexual Delight Read More »

My Night With A Goddess – My First Transexual Experience – Part 2

As I stand outside my apartment, I find myself looking up at the neighboring condominium. It towers above me like a castle from a fairytale, with a damsel trapped inside awaiting her valorous saviour. Can I be that saviour? The top floor looks to be about forty stories up and is lined with large penthouse suites winding around the building. She has to be in one of them. Ignoring the long queue of New Yorkers waiting for the elevator – a common sight on a Friday night – each eager to return to their respective apartments after indulging in the city’s relentless nightlife, I choose the stairs. I even manage to skip one with each stride. I don’t remember having this much endurance, I think with a smile. I haven’t sprinted for ages. However, around …

My Night With A Goddess – My First Transexual Experience – Part 2 Read More »

My Night With A Goddess – My First Transexual Experience

Every fiber in my body tells me I should just give up and go home. She’s not going to show up. My freshly polished dark nails anxiously dance on the skin of my thighs, peeking out from under my skirt, as the grating sound of country music heavily resonates around this sleazy dive. The bar reeks of cheap beer and old cigarette butts and the crowd inside matches the uncomfortable scent. Yet, inexplicably, I find myself still waiting on this crumbling leather couch, conveniently positioned opposite the bar entrance – an ideal spot to see her graceful form make an entrance. However, it seems I’m going to leave let down for the tenth consecutive night. Her angelic face is etched in my memory, as vivid as if I had just seen her moments ago. A quick …

My Night With A Goddess – My First Transexual Experience Read More »

Winter In Camp Sunshine Part 2

Penny sat there by the window, nearly drowning in coats and blankets. She shot an irritated look at the young, bubbly teenager standing next to her. The girl flashed her pristine, white teeth when she smiled. “So, is it still raining?” she asked. “I don’t know, let me check the weather report.” Penny turned her head about ninety degrees and looked out the window. “I don’t think we’ll be playing volleyball today.” The girl frowned. “Oh, why not?” Penny buried her face in her palm. “Well, I’m Yumiko—but people call me Yumi. And I’m super excited to meet you!” she squeaked. Penny silently wondered if there was a greater conspiracy at play. Each night around bedtime, a girl would approach and try to befriend her. And each time they tried, Penny rebuffed them. She did …

Winter In Camp Sunshine Part 2 Read More »

Why Is That So Important?

“Huh,” Laura dryly stated with more of a chuckle than a syllable, browsing through the newspaper, her scanning eyes stalling on a distinct headline. “What is it?” her roommate, and lover, asked between two generous gulps of overconcentrated cheap instant coffee, while lazily reading Sartre’s Les Jeux Sont Faits, pupils still almost hidden behind eyelids. Laura looked up from the semi-crumpled paper in her hand and threw Jamie a dismissive glance. “I’ll never understand how you drink that stuff or even how you can chug down something so hot in such large sips.” “Shrouded in mystery,” came the reply with an exaggerated air of natural coolness trying a bit too hard to suppress a grin, “like so many things about me. Take my missing gag reflex.” That last addendum was delivered so soberly that Laura …

Why Is That So Important? Read More »

Adventures Of Bob – Part Four – Bob Loses His Ladyboy Cherry In Manila

Bob was never really homophobic, even though brought up in a time when homosexuality was not just frowned upon by the so-called polite society but a criminal offence which could result in prison time. Heterosexuals of his generation, whether admitted or not, were uncomfortable with the idea of same-sex relationships and never really came to terms with it. Additionally, Bob had spent many years in the military, where ‘queers’ were then still incarcerated in a military correctional facility for several months of hard training followed by a dishonourable discharge. It was a brutal world for gays. Despite this, Bob had always been secretly fascinated by the gay culture, although he harboured not the slightest physical attraction to men, and he found the mere thought of having sex with a man repulsive. But, his visits to …

Adventures Of Bob – Part Four – Bob Loses His Ladyboy Cherry In Manila Read More »

Winter In Camp Sunshine Part 1

The bus ride so far had been eerily quiet, and they were almost there. The last sign on the side of the road said they were only forty miles away, and that was some time ago. Sunshine was even more suspicious because the bus was nearly overflowing with sixteen-year-olds. But she supposed they’d just been too nervous to do anything other than stare at their phones. That would change as soon as they got there though, when their phones were taken from them and locked away for the entire week. The senior camp counselor cringed at the thought of trying to pry their social media from their fingers and asking them to socialize. She’d left out scary details like that when she pitched her plan and got funding for her little experiment. “It would be …

Winter In Camp Sunshine Part 1 Read More »

Shemale Mom Son College Vacation

Hi, My name is Kapila, I am forty seven years old, I am a good Chubby. I’m not a woman, I’m a kinnar (shemale). You might be a little surprised, but it’s true, I am a Hijra. No one knows that I am a queer and I have not let anyone know. I got married a few years ago. I belong to a good family. Now you say how about my marriage. It tells you now. Two or three years ago, I was a nurse in a hospital. There was a patient there, his name was Sharma, everyone called him Sharma uncle, he was around sixty years old. He was very serious, at that time I was taking care of him. He also had a son named Rohit who was studying in Nainital. He used …

Shemale Mom Son College Vacation Read More »

Sex with friend’s daddy

Today’s story is a little different, I am a boy, but all my actions are like girls, sometimes I feel why I did not become a girl. I am twenty-five, I am in college. My body is different, I have breasts like a girl, the bulge in my chest is heavy, that’s why I always wear tight clothes. I have a friend named Viraj, I used to come and go to his house, only a few years had passed since Viraj’s mother passed away, now only Viraj and his dad were in Viraj’s house. Viraj’s dad liked me coming to Viraj’s house, sometimes I would go to Viraj’s house and sometimes Viraj was not home, but Viraj’s dad would talk to me and offer drink tea. Sometimes Viraj’s dad used to touch me here and …

Sex with friend’s daddy Read More »

Elagabalus

The harvest had been bad that year, and there had been outbreaks of plague in the city. The streets of Rome were even less safe than usual as gangs of hungry bandits roamed around, looking for anyone with gold. Also consider the alleged madness of Elagabalus, the boy king, for so they still called him, though he had come of age in the fourth year of his reign. Factor in the increasingly frail hold the old Gods still had over the hearts and minds of the population in the face of the strange new faith of Christianity, and you should be in doubt that in 222 AD when I received my appointment the empire was in turmoil.                                                                                           * “Welcome to Rome, welcome,” said the senator, pumping my hand, “Did you have a safe journey?” …

Elagabalus Read More »

Subway Ride

He knew he was late, or close to it, but should’ve been on time to catch the subway to make up for lost time since his bicycle had gotten a flat tire—his precious fixed gear. The bike slung over his shoulder, he dashed up to the elevated platform. There was one right there! He didn’t need to go far, just far enough, there was a bike shop somewhere, a quick fix and he wouldn’t be too late. The fare paid, a sigh of relief quickly turned to disappointment when the train pulled away. A thought ran across his mind to fling his bike at the passing cars out of protest for its audacity to pull away on time. Quickly dismissed under pretense that an additional something to fix on the bike wasn’t worth the risk. …

Subway Ride Read More »

Bob Returns To Crossdressing With Unexpected Results – Chapter Three

I steered into the driveway that I had pulled into hundreds of times. This was the first time dressed as a woman. I knew I couldn’t stop what I started. I wasn’t controlling the overwhelming desire to be feminine. It seemed to control me. As a couple walked by, I pressed the remote and pulled into the garage. I watched TV for a while. Though it was late, I decided to try on the lingerie and heels I purchased. After dawning the bra, panties, garter belt, and stockings, I sat to put on the stilettos. Although the sales lady said they were four inches, they were probably more like four-and-a-half-inch heels. I stood up unsteadily. I carefully walked to our full-length mirror. My legs did look great. I walked around. I needed practice. I put …

Bob Returns To Crossdressing With Unexpected Results – Chapter Three Read More »