Crossdressing Story Novels & Stories

After waking up from a car accident, I become the perfect wife of Dr. Leonardo Rossi. In the next two years of being an amnesiac, I rely on Leonardo and love him with all my heart. But on the night of our wedding anniversary, I accidentally overhear his murmured conversation with a subordinate. "Take her out once she's done signing the asset transfer papers." At that moment, a searing hot memory comes barging into my mind. I remember a man placing a hand on my sweat-drenched lower back. As he pants, he murmurs into my ear, "My dearest Donna Vittoria Costa, remember that I'm the only one who can make you shiver like this." Finally, the fog that has been haunting my mind is lifted, allowing more memories to return. It turns out that the man who has held me by my waist is none other than Leonardo, who's currently passing a glass of water to me with a smile on his face. I swallow the pill that he has handed to me. But in reality, I hide the pill beneath my tongue and merely swallow the water. Dear doctor, when the prey remembers that it's supposed to be the predator, do you think your scalpel will still be capable of slitting my throat?

After the company's entire plane crashed and everyone on board died, we all found ourselves transported into a novel, tasked with winning the favor of a queen. The system's icy voice issued its prompt: [The queen's male consort possesses a voice as melodious as a lark's.] Our handsome secretary smiled with quiet confidence. That very day, he stationed himself along the queen's usual route and began to sing a modern pop song. The queen was thoroughly pleased. She summoned him onto her carriage. Our colleagues looked on with unconcealed envy. "Looks like the bonus is his." "How lucky. The queen is wealthy and beautiful. Not only does he get to spend the night with her, he'll make a fortune too." But the next day, we saw the secretary hanging from a tree in the royal garden. His body was completely naked, riddled with arrows, his eyes still wide open in death. The voice he had once cherished was now a vessel crammed with thick, crude bamboo spikes. At the same time, the system's cold notification sounded once more. [All challengers' lives have entered the countdown. Please complete your conquest as soon as possible.]

I was the top repair specialist at a luxury goods store. Ninety percent of the shop's revenue came from my work alone. In three years, I turned a run-down little shop on the brink of closing into a nationwide chain. All because I clocked in two minutes late one morning, the newly appointed supervisor, Tom Menzie, locked the front doors and announced he was taking everyone on a company trip. I asked why no one bothered to tell me. Tom sneered, "Well, those who can do more are trusted with more. We're going on vacation. You stay and work overtime. If you can't handle it, then get the hell out!" I was so mad that I laughed. I called the owner directly. "I heard you're firing me."

I worked at a sales job and felt pretty good about my work. Then, Vivian appeared. She was a new intern with an insatiable curiosity for others’ private affairs. On Valentine’s Day, my husband, Henry Ambrose, bought a million dollars’ worth of bags from me to help me meet my sales target. Just as I left work to meet him for a date, Vivian sent a snide message. [Your Fitbit just logged an extra thousand steps. That’s literally the exact distance to the hotel next door. Nice work, Lily! You close a million-dollar deal and immediately head to the hotel with the client?] I coldly fired back, [If you’re this desperate to stalk people, you should’ve just joined the K-9 unit.] That very night, parcels of adult toys appeared on my doorstep. Vivian had written a nasty post that had gone viral, and things turned out like this! [This Salesgirl Slept With My Client and Stole My Million-Dollar Commission on Valentine’s Day!] A pair of my ripped silk stockings, which I had tossed in the trash, became her “proof” that I had seduced a client during work hours. Vivian was painted as the victim, while I was viciously smeared as a “salesgirl who slept with clients for commissions.” What Vivian did not know was that Henry was actually a leading researcher worth billions. I only took the sales job because I was bored and wanted to experience something new.

On the very day I returned home, my would-be mother-in-law slapped a check across my face. “Five million dollars. Walk away from my son. I’ve dealt with gold diggers before, who think a pregnancy can lock a man down. You’re not nearly as smart as you believe.” Before I could say a word, a girl in a white dress shrank behind her, clutching her sleeve with trembling fingers, her eyes brimming with tears. “Mrs. Sterling, please… don’t do this. What if Adrian finds out? And… if he truly cares about her, I’m willing to step aside.” I let out a soft laugh. So that was the story she had written for me. A calculating woman trying to steal her man. I bent down, picked up the check, and tucked it neatly into the deep neckline of Lily Bennett’s dress. “Here. A tip. Your performance wasn’t bad.” Then I pulled out my black card and flicked it onto the table. “Ma’am, I’ll offer you ten million. Keep your son on a leash, and tell him to stop bothering me. I find him revolting.” I paused, then added lightly, “Oh, and one more thing.” I gestured toward the delicate little flower she was guarding so carefully. “The girl you’re protecting? My father brought her home last year. His illegitimate daughter. “If anyone thinks they’re joining my family, they should probably ask the Bennetts for permission first.”

I get approached for legal representation by my ex-boyfriend, Dante Romano, once I become the most prominent lawyer in the country. I am Dante's secret lover—the woman he could never openly claim—four years ago. I am unable to reveal our relationship, receive a ring, and am forbidden from ever setting foot inside the Romano Famiglia estate. It is because of the century-old tradition governing the Romano Famiglia—only a woman who rolls a 20 on the 20-sided gold die 20 consecutive times can become the Donna of the Romano Famiglia. I try countless times over the course of four years, yet every single roll lands on a "one". I eventually become the laughingstock of the entire eastern side of the country, with them claiming I don't have what it takes to become the Donna. However, the return of my foster sister, Sofia Conti, changes everything. She casually tosses the die and rolls a "20" 20 times in a row, securing her engagement to Dante that same night. It is only later that Dante confesses to me. "I tampered with your golden die so that it would always land on a 'one,' Elena. Sofia comes from an ordinary background and needs a legendary story to earn her place in this world. You understand why I did it, right?" It turns out that four years of my humility, struggles, and being a laughingstock are nothing more than a stepping stone he paves for another woman. I leave Kingsbay and head to Ravenport alone while they celebrate their wedding of the century, starting from scratch as a low-level intern. Four years later, I eventually become a legendary lawyer with an undefeated record. Dante suddenly arrives at my office to plead his case, pushing a half-million-dollar check toward me while saying, "You're the only one who can win this, Elena." I look at him and smile faintly. I then pull open a drawer and place the same 20-sided gold die from years ago right in front of him. "I'll represent you as long as you roll a '20' 20 times in a row."

After transmigrating through three novels in a row, the hardest thing I ever suffer through is drinking iced long black. But when I open my eyes again, I somehow become the pathetic simp side character in a trashy romance novel. Just as I debate whether to file a complaint against the system, the trembling system hurriedly explains something to me. Although this is a trashy romance novel, it is also an unfinished abandoned novel. I ask, "So you're saying I decide how the story develops?" The system replied, "Yes. Everything is completely under your control." Satisfied, I lazily stretch and begin checking the original Jacob's background. He has a trillionaire father and a billionaire mother. On top of that, he has seven rich and beautiful older sisters. With such a ridiculously overpowered setup, how can he go around simping for a broke college girl with no money? What a complete waste!

I lapse into unconsciousness for a few days after a high fever. When I wake up, I see my boyfriend and his best friend standing by my bed. I want to enliven the atmosphere, so I joke, "Who are you?" Eric Cobb, my boyfriend, is taken aback. I almost laugh at the look on his face. Then, he points at his friend, Jonah Mullen. "Don't you remember? Your boyfriend's been panicking over you. As his best friend, I have to be here with him." This time, I'm the one who's taken aback. Unexpectedly, Jonah steps forward and says, "That's right. I'm your boyfriend, Jonah Mullen."

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?

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.