For as long as my memory serves me, I’ve had a powerful desire to look and feel feminine. Despite being all boy, my challenge in exploring and fulfilling my desires would be quite a test in an often-intolerant world. My reality was that I had to choose to pursue these strong, mysterious desires in secret. I knew I had to balance familial and societal realities. I knew that friends and family would find my fetish like desi...
I followed the security guard, trying not to look around, embarrassed that someone might see me. I couldn’t help but notice how well-built he was: broad shoulders tapering to a small waist, and what I imagined were chiseled abs. He had a military-like crew cut and a ruggedly handsome face. He was probably 6' tall. I wondered if I was fully dressed and made up; could I seduce him? So far, I was avoiding eye contact out of...
I have a secret. A dirty, guilty little secret. I smile through the car window and return my wife’s wave as I set off. She doesn’t know, you see. Doesn’t know that once every few months, I betray her trust and go to someone else for sexual gratification. I take a deep breath. It’s an hour’s drive – about the same as the journey to work, only in the opposite direction. As usual, I am in turmoil. My heart is thumping, and m...
I’ve been getting bolder in “under wearing” especially in the early fall when the weather is cooler. I love to go shopping at Nordstrom Rack, everyone is so focused on looking at the clothes I feel like I can show a little and not get caught – but that’s the thrill of it right. The only downside is not being able to shop in the women’s section without standing out. One day, it was early so not many people were there yet,...
Luke's fingers danced over his laptop keyboard, the dim glow of the screen casting eerie shadows across his room. He was deep in the throes of sissy porn, his cock hard against the constraining fabric of his briefs, captivated by the sultry submissives surrendering to dominating alpha males. His breath hitched with every moan and slurp resonating from the speakers, the scenes feeding his growing desire to explore this for...
July 8, 2024 I am a thirty-seven-year-old crossdresser living overseas in southern Japan and I have recently started going out dressed up. It started funnily one day when I just decided I would put on a skirt while in a park and crossed the road to go into a shopping complex. I wasn't even disguised, and two young women noticed me walking towards them, and shared a laugh as we passed. What a cool feeling, exposing my legs...
Alice stood with her hands on her hips expecting me to continue. It didn't matter whether I stopped and handed her back the panties with the guilty look of someone who had been caught doing something they shouldn't, or continued stroking myself while smelling them; whatever I did the result would be equally as humiliating. I continued stroking myself awkwardly. unsure what else to do. "Go on, have another smell, it looked...
Calm yourself. The quiet voice sounded in my mind through the pandemonium of panic and anxiety, bringing with it blissful silence. I checked my reflection in the bathroom mirror, thankful no one else was in the office's toilets to see my mini-meltdown. My grey face stared blankly back at me, not far from being devoid of life and emotion, it was hard to believe that I was only in my early twenties, the face staring back at...
As I travelled back home, I was nervously excited to know what tasks Helen had set me, but, as she had instructed, I didn’t look until I was in my flat, whereupon I ripped open the envelope. Inside was a folded sheet of paper, from which drifted the delightful fragrance of the perfume Helen had worn that evening. My fingers were quivering as I opened the paper up to read what it said. It held simple, yet worrying, instruc...
Once upon a time there was a beautiful gurl named Goldilocks. Hair spun of gold, eyes the color of sapphires, she loved the way women's panties squeezed her balls tight against her body. Clitty tucked snuggly in the silky white gusset, she let the wind rustle the frills of her frock—the same sky-blue as her eyes. Merrily through the woods she skipped, platform Mary Janes in hand as she enjoyed the sensation of the soft gr...
It was Sunday evening and Simon was sitting on the sofa, phone in hand, reflecting on what he had just done. He had decided—impulsively—that he could not tolerate further humiliation at the hands of Sarah and her neighbour, Claire. They had pushed him to his limits and beyond. The thought of going into the office, the following morning, in a ridiculously short skirt, stockings, a transparent blouse, lacy underwear and wha...
Sarah decided that Simon had had enough time away from his chores for one day, and so, despite Claire being keen to see him in his new outfits and to teach him how to apply makeup, Simon spent the rest of Saturday working in the garden. As he knew from experience, gardening is a never-ending task and there is always something to be done. At 7 PM, just as the light was starting to fade, Simon was called in for dinner. As h...
“I can’t believe I’m saying this, but I like having twin girls,” Mom said, as we arrived home after our nice dinner. “We had a great time, Mom. Thanks. And thanks for letting me have my sister,” Jill happily exclaimed. We got ready for bed. As I was about to retire, I heard a knock. “May I come in, sweetie?” “Of course, Mom.” She sat next to me. I had taken off my dress and was only wearing a black bra and panties. She wa...
It was Monday morning, and Simon had spent an embarrassing weekend with Sarah making him dress completely in female clothing and punishing him with lines, not to mention adding further days to his chastity clock. He had also had an awkward encounter with a young neighbour and then, to top it all, had learnt that his former girlfriend, Emma, had destroyed his passport and driving licence, meaning he couldn't visit the bank...
It was Sunday morning, yet there was no chance of a lie-in for Simon. He had set his alarm for 5:30 AM, as instructed, but had not factored in nocturnal erections, which negated the need for an external clock. At 4 AM, he had been sharply woken up by the most agonising pain imaginable--his penis was desperate to expand to its full length and girth, while the stainless steel bars of his chastity device were equally determi...
