Say the thing
you have never said.

I finally accepted my sissy side not long ago. The first person I told was my LGBT best friend. She got so excited she started taking me out. She brought me to BDSM parties, fully dressed as a girl. Panties, thigh high boots, a latex dress, makeup, a wig. About two months ago, I met a super dominant guy at one of them. He fucked the shit out of me. And afterward, he took the keys to my chastity cage. He never gave them back. Just like that, I became his full time sissy whore. He comes over two or three times a week to tease me with my own keys. He fucks me for hours, gives me sissygasm after sissygasm, and leaves. Two months locked, and I've never been hornier. Or happier. Owned by a real Bull.

It all started when I was 15. I discovered how much I loved anal, and I couldn't stop. Dildos of every size. Panties, thongs, stockings, lingerie. Subtle manicures and pedicures so no one would notice. Alone in my room, dressed head to toe as a sissy, I'd spend hours lost in my toys and my Fleshlight. For years I hesitated. I'd stop, then come crawling back. Until I found a group of beautiful sissies who accepted me completely. That's when I knew. This was never a phase. Now I sneak out to parties. I have sex with sissies from other cities and other countries. Always protected with strangers. Tested and bare only with the ones I trust. I let them cum inside me while I'm dressed as a sissy. Sometimes we film it all. Still in secret. I don't fight it anymore. I just want to be a happy whore.

I met a daddy online. After weeks of chatting, we finally met up. I picked him up, he paid for the room. Under my men's clothes I had on a black dress, stockings and a thong. Inside, I peeled the men's clothes off to show him what was underneath. He loved it. I dropped to my knees and took him in my mouth, gagging and spitting, giving him everything. He pulled me to the edge of the bed and ate me out until I was dripping. Then he lubed up and pounded me doggy style for ten minutes. Calling me his bitch. Smacking my ass. Asking if I liked daddy's dick. I told him I loved it. He came on my ass, and I tasted it off my finger. Delicious. I rubbed the rest in like lotion. Days later, he messaged that fucking me felt like fucking a woman. That comment still turns me on. We only met once more. I keep trying to walk away. I can't stop longing for daddy.

My old flatmate was a real snowbunny. She only ever hooked up with black guys. One night she came home from the club with one of them. I woke up to the sound of her getting railed through the wall. I'd bought my first dildos that same day. So I started riding them. Matching every bounce to her moans. I never found out if they could hear me. Part of me kind of hoped they did. Weeks later, she started looking at me differently. Every time we passed a lingerie shop, she'd point at something slutty. And tell me I'd look good in it.

When I was young, I used to steal clothes. Between 12 and 14, I'd take them from friends and family. I'd try them on, almost get caught, and it always thrilled me. By 17, I got scared. Terrified of being judged. So I buried it and forced myself to be as masculine as I could. I forgot what it even felt like. Until I stumbled across videos of sissies. And I started to wonder if I was one too. Because nothing ever felt as right as panties did. I bought my own. A plug. A dildo. I shaved myself smooth, and it felt uncontrollable. But the doubt always came back. The anxiety, the shame. I'd stop and tell myself I was fine. Then the sissy in me would return. She always does. I'm done fighting her. I just want to be her, happily and healthily.

My fantasy: to be a snow bunny bimbo, worshipping BBC.

Hours of being dominated by one thick cock. On my knees, his manhood forcing its way down my throat. Already breaking me in.

Then I noticed it: the camera. He'd been recording the whole time. Every gag. Every soft moan I tried to hide. Every command I obeyed like a cheap slut.

Before I could protest, three more guys walked into the room.

They threw me on the bed. They used every inch of me. Ravaged every hole. Until I was practically screaming for it.

I was staying over at my best friend's place. I forgot I was still wearing my panties. I dropped my phone, and as I bent to grab it, they showed. He went quiet for a few minutes. He didn't say a word. When it was time to sleep, he made up an excuse. I had to share his bed. I didn't complain. In the dark he got closer. He reached down and tugged at my panties. I was embarrassed. But he seemed fine with it. He pulled me close and told me to pull his pants down and suck. Instinctively, I did. Then he patted my head and said, good girl. You're my slut now.

I was cheating on my wife with another girl.

One night, she did my makeup. She dressed me in her sluttiest clothes. Then we waited.

She told me a man was on his way. We sat there together until he showed up.

She told me to service him. I couldn't resist. I got on my back and let him fuck me. I felt like such a slut in that moment.

And I knew right then. From now on, I was always going to want this.

I got forced into being a sissy. And I loved it. A few months ago I turned 19. One of my best friends made a bet with me. The loser had to wear his sister's clothes. I lost. I tried to fight back. I made every excuse. But I ended up in his sister's dress. Then he made me put on her panties. It was so embarrassing. And then I got hard. I think he noticed. He said I looked good, and that I should come back for the rest of her clothes. I'm seriously considering it.

Straight for years. Never even thought about cock. Then X woke me up.

Started with a plug. Then a dildo.

Arranged to meet a trans girl at her place. Both naked in two minutes.

Me on my knees, her cock hitting the back of my throat. She used me like a cheap slut. Cum dribbling down my throat. And all over my face.

She recovered fast. Next thing I knew I was flat on my back, legs up, getting fucked.

I jerked myself off until I came all over myself. Got dressed and left.

Walked past loads of people, cum-covered under my clothes.

Haven't found the courage to do it again. Still time.

I had a gay friend who was always into me. We stayed in touch for years over Snapchat. Then one day, he sent me a dick pic. I never said a word. I just kept it our little secret. The years went by, and during Covid, the pics kept coming. More and more of them. Around then, I found sissy captions and trans porn. And suddenly his pics started to hit me differently. I slipped into panties and lingerie. One of my first girlfriends took it further. She feminized me. Fishnets, a dildo, the works. Ever since, I've been a Grindr whore. Sucking strangers off, taking their loads on my face and in my mouth. And yet I still haven't done a single thing with the friend who started it all.

I wouldn't go as far as calling myself a sissy. But I've been fighting a desire I can't shake. The desire to get fucked by a trans woman. I've always been straight. Then one day I stumbled onto some trans porn. I told myself I was just curious. I thought it was a kink that would fade. Instead it only got worse. Now it's the only thing that turns me on. I've gotten closer and closer to pulling the trigger. But I'm terrified of how much I'll actually like it.

Sometimes I wish my wife and I would just break up. Because then I could finally become the sissy I want to be. She feels like the only thing holding me back. The last thing keeping me from letting go of my masculinity. The truth is, I've been cheating on her for 17 years. In more ways than I could ever list. I've got so many stories. Things I've never told anyone.

A friend and I used to mail each other sex toys as a joke. We drifted apart, but I kept every one. I never touched a single one.

Five years later, I had a girlfriend. I left her alone at my place for an hour. She found the box. The dildo. The cage. All of it.

She asked if I was into this. I said no. It didn't matter.

She locked the cage on me and pinned me down. She told me how much she loved seeing me wear it. A chill ran through me. And I liked it.

Then she made me watch sissy hypno.

Now all I think about is her pimping me out. Like I'm hers to lend.

By day, I was a shy software engineer in India. Quiet. Unremarkable. Coding alone in my apartment.

By night, I let her out. A little makeup. A salwar kameez. The feel of the dupatta on my shoulder. Just small secrets.

Until my neighbours walked in unannounced. They didn't freak out. They smiled. They named her.

What started as one nervous evening turned into something deeper. Daring public tasks. Late-night drives. Intense nights where I was shared, guided, completely taken apart.

I never expected to be seen like this. I never expected to fall for one of them. I never expected to love it this much.

This is how she finally started living.

I'm a STRAIGHT MAN. At least that's what I keep telling myself. Lately I'm not so sure.

Tried on my girlfriend's lingerie. Felt something I shouldn't have. Bought a small dildo. Tried that too. Started jerking off to sissy and feminization porn.

Then I sent nudes to a random guy on Reddit. Don't know why. Don't know what I wanted from it. Pressed send before I could change my mind.

I don't know what's happening to me. But every day I'm hornier for it than the day before.

Now I'm thinking about a dating site. Finding a Dom. Trying stuff. Seeing how far this goes.

I always thought I'd lose my virginity to a woman. Happy to report that's not how it went.

I had a friend. Black. Gay. Insanely jacked. Way taller than me. Exactly my type even before I knew it. He'd been telling me to try something new for months.

One day I confessed I'd been watching sissy porn. His eyes lit up like I'd just handed him a present. I showed him a few SissyWanaBee videos. Told him I wanted to be destroyed and dominated. I asked if he'd be the one. He said yes before I finished the question.

I'd trained on a cucumber. I thought I was ready. He told me to drop down in the deepest voice I'd ever heard him use. The second my mouth opened he was already facefucking me. My eyes rolled back. I came in my own panties before he was halfway in.

Four minutes later he warned me he was close. I told him to finish wherever. He came straight down my throat. I spit half of it out. It tasted awful. The next morning I was already thinking about the next time.

Sissies, who took your first load? A friend? A stranger? A Daddy off Grindr? Tell us in the comments. Or send your first-time story in DM to be published anonymously. 💌

I used to think I was just another gay guy. Then I started talking to an older man through an app. We shared stories at first. Kinky ones. We got close quickly. He told me he was bisexual, that he had been with femboys before. I did not even know what that word meant.

He told me I had a great ass. That a thong would look good on me. So I bought one. The moment I put it on, something shifted. It felt good against my skin. Comfortable. Sexy, even. I told him how I felt and sent him a picture. That was the beginning.

He started calling me "baby girl." Then "slut." Then "whore." And I realized I was getting wet in a way I never had before. No one had ever excited me like that. Not even close. So I kept going. More thongs. Lingerie. Stockings. Dresses. Every new thing I tried felt more right than the last.

Now he is my daddy. Just talking to him makes me incredibly horny. He wants me in a thong and bra at all times. He calls me princess. He has used feminine terms with me from the very beginning, long before I even understood what I was becoming. He insists he did not do anything special. He just brought out what was clearly already there.

I never imagined I would end up here. Wearing lingerie and dresses every day. Craving submission. Getting turned on every time a man calls me "good girl." But I have accepted it now. I am a sissy. I cannot help being one. And I cannot help loving every second of it. Every day I become a little more feminine, a little more kinky, a little more myself. And I have never been happier.

Was there a person or a moment that first made you realize who you truly are?

Tell us in the comments, we want to hear your story 👇

Married dad of two, always quietly curious, flirting on Snapchat and Grindr for years, but never crossing the line. One free afternoon, I impulsively ordered a dildo on Amazon the night before. When it arrived, I locked myself in the spare room, lubed up, and slid it in while scrolling Grindr, moaning softly. A guy messaged: "Need a blowjob?" Normally I'd ghost, but with the dildo stretching me and my clitty leaking, I gave him my road name before I could think twice. Heart pounding, I rushed around turning off every home camera in my dressing gown, then waited. When his car pulled up, I let him in and led him straight to the spare room. He spotted the dildo on the bed and smirked: "Someone's been having fun already."

I started panicking, ready to back out, but he stripped and his thick cock sprang free, veiny, heavy, way bigger than mine. Something inside me snapped. I dropped the gown, wrapped my hand around him, stroking slowly. "Want to see my ass?" I whispered, bending over the bed. He fingered my slick hole, deep and teasing, making me moan and drip pre-cum onto the sheets. "Come suck it," he ordered. I crawled over, needing both hands to hold the base, it was that thick. I sucked eagerly, gagging, while he kept growling: "This is what you really want, isn't it?"

I pulled off, panting: "I can only think of one thing now." He grinned. "You want it up your bum, don't you?" I nodded frantically, ran for a condom. He fingered me more, then slowly pushed in, my virgin hole stretching around his girth. I arched my back, gasping, letting him use me deep and steady until I came hands-free, ropes spilling across the spare bed. "Finish me," he said. I dropped to my knees, sucked and jerked until he exploded across my face, hot and thick. He dressed and left. I jumped in the shower, still trembling, and fucked my gaping hole with the dildo one more time before my wife got home. Best secret afternoon of my life

Picture me in a bubble bath. A whole mountain of bubbles, up to my chin. Then my mistress walks in. Pushing a trolley stacked with huge shaving foam pies. One by one, she smashes them into my face. Burying me in foam while the bubbles swallow the rest of me. Then she jerks me off. She forces me to cum on the very last pie. And smashes it into my face one final time.