Forced Crossdressing Novels & Stories

JANE'S POV “Hey Jane, can I come pick you up tonight? I ignored the message because I wasn't interested. Spicy was too extra and he made me laugh the entire time. He started telling me about how some guys tried to do him dirty because he was a crossdresser and how he fought all of them for self-defense. He demonstrated everything and I was laughing, forgetting that it wasn't a comedy show. He fixed the wig and when I added a glimpse of myself in the mirror, I was looking like a 24-year-old baddie. He started my make up and in no time we were done. I was taken to another room to pick out some selected outfits, and I fell in love with the first outfit I tried. I didn't take it off.

This was more fruity on a subtle feminine than the masculine side. We were fighting each other; myself struggling to keep this going while he wanted to break it up. It felt like I was stronger and winning. Slowly, I traced down from his chest to his pants, fumbling with the zip. The door flung open, followed by a bone-breaking punch landing on his cheek. "How dare you touch my mate, Cross!"

Gloria whispered loudly from the front row, causing Meg to burst into a muffled fit of giggles. I ignored them, keeping my eyes fixed on the back row. "The core struggle in these dynamics isn't about the other person. It's about the tension of the unknown. It's the psychological impact of wanting what you are explicitly told you cannot have. The secrecy creates an artificial intensity that makes every single interaction feel... extraordinary."

In an instance, a group of girls were eyeing him from afar, and he winked naughtily at them, making them squeal. "Well, apparently they made a crossdressing cafe." Adam spilled. "Wow for real, man?" Taylor spoke in shock, his face twisted into a grimace. "Yeah, but they're not crossdressing and all, just wearing wig and some feminine looking outfits. Not that frilly maid outfit like the ones in the comic, yuck." Adam scoffed. The three of them then guffawed. Not long after that, they reached the cafe. The line was very long that they have to separate it into two lines.

If only I could go back to the point in time when my thong-covered ass was the worst legal matter that I had to deal with. I took a quick shower and towel-dried my hair before redressing in the clothes that I had worn yesterday. We had made such a hasty retreat last night, we didn't have anything clean. No matter. I would go back to work in the same black dress I wore yesterday sporting the faint bar smell. I had no shame. I tossed my thong and bra in my bag, there was no need to put them back on, really. The dress was so tight and sturdy, it would hold my minimalistic assets in place. It was like wearing a corset.

I relished the cool touch of the fabric against my skin as I slipped into its embrace, feeling a semblance of comfort in its ethereal embrace. In that moment, I understood the transformative power of clothing—the ability to cloak oneself in a semblance of strength and poise, even when the soul quivered with uncertainty. The act of dressing became a ritual, a manifestation of my determination to navigate the intricate web of power and intrigue that awaited me beyond my chamber walls.

At this moment, Alex walked out after dispelling the spell formation. After asking around, everyone did not have any men’s clothes. The corpses on the ground had them, but all of them were smeared with blood. Alex did not want to wear those clothes either. In the end, Juliette took out a long dress. “Do you want this? I only have this.” ‘Cross-dressing?’ Alex forced a smile and accepted it. ‘A cross-dress is more powerful than a king’s new outfit!’ After wearing the long dress, he really looked a little coy.

It is not like he will be around much longer, as I have already unintentionally bridged him to his mate. That is correct, I make bridges. These are spiritual and magical bridges for others to cross to that which they sometimes want, need, or desire. I only found out a few weeks ago that I have this ability. Prior to that, I had thought I was cursed. You see, every time I get involved with someone, they find the woman they end up with. They break it off with me. Oftentimes, they just ghost me. It is rude and pathetic, but most people lack bravery and basic decency.

My legs were so sore, and it hurt like hell. I didn't have any regrets earlier, but now, regret was slowly eating me up. I hadn’t just cheated on my boyfriend—I’d also betrayed my best friend! Not to mention he was… my stepbrother… The line was blurred—in fact, more than blurred, the line was trashed! No. I had to get out of here. I stood to my feet, and tried to drag my legs to where my dress lay. And once I was there, I picked it up. I froze in place as something fell from my dress, making a clattering sound.

So, Over the next couple of years, I started cross dressing & playing with big black toys, until I just couldn't take it no more. Then I found the M4T personals on Craigslist & quickly hooked up with another Big Black Cock, who fucked my now totally broke in ass pussy. Over the next few years I hooked up with another 10 Big Black Cock's, who I dressed up all sexy for & had them just fuck my ass pussy, with some of them even cumming all up in me too.