Crossdressing Story Novels & Stories

After being away for three years on a special mission, I saw a prenatal examination report on the passenger seat of my CEO wife's Maybach. Fiona Geller told me, "My sister died so young. I must leave her a child. It's just a test-tube baby with my brother-in-law. It's not an affair." The brother-in-law in question, Phillip Stanton, sent Fiona's pregnancy photos to my parents, mocking me for using his sperm to produce a baby with Fiona. My parents suffered a heart attack upon learning the news and were hospitalized. Fiona looked aggrieved. "Don't get so worked up, honey. One of the twins can have your surname!" I looked at her, completely giving up hope. I then called the unit.

My roommate had a strange obsession with taking cold showers on the balcony. She claimed it helped detox her body and brightened her skin. I warned her, “You should be more mindful of your privacy.” However, she only laughed, accusing me of being jealous of her flawless figure. Then, disaster struck. Her shower photos were leaked online, and soon after, thugs showed up at our door, demanding to humiliate her. Instead of taking responsibility, she turned on me. “It’s her! She’s the shameless one showering on the balcony!” Betrayed and defenseless, I was dragged into the woods and left to die, my life snuffed out in humiliation and pain. But when I opened my eyes again, I was back on that fateful day—the day my roommate took her first cold shower on the balcony.

To defuse the bomb strapped to the hostage, I had no choice—I cut off all her clothes. My clueless new wife, Dana Poole, blasted it online. She cried as she faced me. "Why not at least leave her underwear on? You were saving her, I get it—but did you have to take everything? Doesn't a girl's dignity matter? With cameras everywhere, how is she supposed to live after this? You couldn't even cover her up?" The backlash exploded. The unit benched me to calm things down. So I stopped caring. I followed procedure, no improvising, no extra effort. Then one day, at the busiest mall in the city, Dana's mom got strapped into a brand-new linked bomb. This time, the whole unit panicked.

Three years after our breakup, I ran into my ex-girlfriend, and she had her new boyfriend by her side. "Hey, isn't that Henry the expert?" Diego Stanley taunted with a smirk. "Three years post-breakup, and you're slumming it here playing with clay?" I furrowed my brow, ignored them, and carefully moved the Victorian-era porcelain musician figurine onto its preset base in the display case. When I wasn't biting, he reached out to grab the figurine from my arms. "What's this junk you're treating like gold? Let me take a look." Cynthia Wyatt frowned, her voice laced with that familiar arrogance. "Henry, I've given you three years to shape up, and you're still the same loser? Come on, hand over that clay doll to Diego. Don't kill the vibe. If you play nice, I might even reconsider our old engagement." As Diego's hand neared the figurine, I dodged quickly and barked, "Hands off! It's a historical artifact!" Diego got pissed off and shoved me hard. "Some flea market find, and you're acting all high and mighty?" In the ensuing scuffle, I lost my balance, and the figurine slipped from my grasp, crashing to the floor. That sealed their fate. This entitled pair was about to go bankrupt trying to fix it.

The princess of Oberlin City scorns the poor, and I'm the biggest thorn in her side—I live in squalor but am specially admitted by a prestigious college meant for the rich. "What right does a peasant like you have to study at the same college as me?" Nails appear on my seat, and the shampoo in my bathroom is switched to glue. Chantelle Gorman even daringly tries to ram me over at the campus entrance—all because I'm a poor young woman from the countryside. To survive, I set my sights on her father, a perfect gentleman. He's a domineering CEO who's never had a shortage of women in his life. It's too bad he has no other children besides Chantelle. Chantelle thinks I'm a piece of trash who'll get kicked to the curb after a night of pleasure, but she doesn't know how easily the women in my family conceive. I give birth to seven sons and a daughter for the domineering CEO. How can Chantelle possibly go up against me and my eight children?

The day Yancy Shepherd died, Benedict Page poisoned our dinner. His eyes were wild, and bloodshot, as he watched me writhe in agony. There was a madness in his gaze, but worse was the hatred, a disgust so deep it twisted his face into something unrecognizable. "If it weren't for you forcing your way into our lives, Yancy wouldn’t have died from heartbreak. You ruined us! It’s all your fault!" A photo slipped from his trembling hand and landed at my feet—Yancy at twenty, looking radiant, her smile as bright as a blooming flower. I collapsed to the ground, my strength fading fast like a rose withering in the final grasp of winter. Helpless, I waited for the darkness to claim me, consumed by despair and bitter regret. Why hadn’t I listened to the system and killed him when I had the chance? But when I opened my eyes again, everything was different. I stood watching Benedict flee our engagement ceremony. My brother moved to chase after him, but I quietly raised a hand, stopping him. This time, things would be different.

When Roxy showed up at my engagement party to Ian, wearing a dress from the same collection as mine, I knew the marriage wasn’t going anywhere.  The daughter of a homewrecker, Roxy would steal Ian from me just like how her mother took my dad from my mother. However, I'm not letting her get away with it.  Before anybody knew, I trashed my own engagement party and skipped town. I was done playing games.

I fell asleep in my fated mate Alpha Zane’s office. When I woke up, a magical seal was branded on my face. “Blackmoon Pack’s Slut.” And there was Dahlia, Zane’s new omega assistant. She held an Alpha’s seal, a taunting smirk on her face. “Why is a porcelain doll like you meddling in pack business?” she sneered. “You should just stay in your castle and be the pretty little trophy you are.” My wolf snarled, ready to crush her with my aura. But just as a vase flew at her head, Zane was suddenly there. He shielded her with his own body, his own Alpha power flaring to meet mine. He scowled at me, his voice tight with fury. “Dahlia was just playing a prank. Don’t be so dramatic.” But my eyes locked on the exposed skin of Dahlia's neck, where she was nestled in his arms. There it was. A fresh bite mark. And it reeked of him. Dahlia let out a contented purr, her voice dripping with sickly sweetness. “My Alpha knows I never attended the academy, and I was getting so bored. So to entertain me, he let me play with his Alpha’s sigil to practice creating magical marks.” She giggled. “I was just playing a little game with the princess. You’re not going to be a sore loser, are you?”

On our seventh wedding anniversary, my wife handed me a divorce agreement that was valid for seven days. She had fallen for a male intern at her company who was seven years younger than her. She wanted to experience what she called a proper romance with him, one that would last exactly seven days. On the first day, they booked an entire private cinema and made love to each other from the entrance to their seats. On the second day, they went to the seaside to set off fireworks, and the light spread across half the skyline of Veyron. On the fifth day, the intern burst into an art exhibition I hosted and cried in front of the entire press. He accused me of coming between them. That same evening, the story of a rising painter becoming a homewrecker for love reached the top of the trending searches, and the hate comments poured in. On the sixth day, my wife apologized to me on the intern’s behalf, and his punishment was a three‑day ban from shopping. On the seventh day, my wife finally sensed something was wrong. She called me ninety‑nine times and reminded me that we were supposed to reconcile the next day. I replied with a single “okay” and quietly told my assistant to arrange for my luggage to be shipped out. What she did not know was that seven days earlier, I had already made plans to go abroad to continue my studies. This time, I was done playing her game.

My best friend, Kahlan Ellis was invited by an online acquaintance to explore an abandoned school. I told her it was dangerous and urged her not to go. A young woman nearby overheard our conversation, got curious, and went with him instead. Later, the local news blew up with a trending story about how a wealthy heir and a village girl who met during an exploration adventure had fallen in love and lived happily ever after. Around that time, I was preparing to get married. On the night before my wedding, Kahlan pushed me off a high-rise. "If you hadn't stopped me from going back then, I'd have married rich by now! You deserve to die!" It was only then that I realized how much she had resented me all this while for stopping her that day. When I opened my eyes again, I had been reborn to the day she first asked me to go on that exploration. In the parking garage, Kahlan looked at me excitedly and asked, "Patricia, do you think I should go explore that abandoned school with Robert?"