Crossdressing Story Novels & Stories

From a stall in the office restroom, I overhear someone badmouthing me. Henry Fielder, the intern I've been mentoring for three months, grumbles, "The guy's got zero people skills. He's a total fossil, like a robot stuck in one mode." I'm about to push the door open and jump in when someone laughs and piles on. "The paperwork is incomplete. The receipts aren't compliant. I can't reimburse it without a manager's signature. We could recite his canned empathy lines in our sleep!" Once they're gone, I quietly head back to my office. Later, Henry drops a thick stack of expense reports onto my desk. "Quit waving the rulebook and rejecting everyone's reimbursements." I skim the fake receipts, and for once, I don't call him out. Instead, I give a thin smile and say, "I have a headache. I can't make out the words."

The year I was at my lowest, a wealthy family came for me, claiming I was their real son. The school beauty I had secretly admired was officially my fiancée. While I was still stunned by the surprise, suddenly, comments started scrolling across my view. [This is the turning point. The male lead’s parents take the supporting male home, forcing him to drop out. His fiancée gets him sick, and in the end, they see him as bad luck and brutally kill him.] My hand froze around the paternity test report. My father’s eyes glistened with tears as he took the report from me. “My child, you’ve suffered so much all these years. Don’t worry, come home with us and rest. You’re our son, and the family company is enough to support you for life. You don’t even need to take the SATs.” The school beauty lowered her head, her voice soft and teasing in my ear. “Levi, be good. Studying is too hard. From now on, I’ll take care of you.”

One year after getting cast out of the Blackrock pack, I bump into my ex-mate, Alpha Felix Barrington, in the Pack Alliance's headquarters. He's there because he wants to register the identity of his newborn pup. Coincidentally, I'm working at the lobby at that time, so I'm the one dealing with his matters for him. Throughout the process, Felix looks like he wants to talk to me, but something's holding him back. Before he leaves, he finally parts his lips. "Wendy, if you're having a hard time living on your own here, you can always return to the Blackrock pack. I'll convince Faith to let you back in." The sight of Felix's serious expression makes me laugh out loud. After all, he's the one who will be leading a difficult life from now on.

The moms at the company post about me online, claiming the free daycare I provide for their kids is a "prison" and a vile tactic to force them to work overtime. What they don't know is that the daycare was set up with imported equipment and staffed by internationally trained professionals. It costs nearly eight thousand dollars a month per child to operate. The internet curses me out, calling me a show-off and disgusting capitalist. So I grit my teeth and send out a company-wide announcement. "To support everyone's desire to handle their own childcare, the company has decided to close the free daycare program. Effective immediately, it will be replaced with a childcare benefit. Eligible mothers will receive 200 dollars a month." As soon as the notice goes out, the moms panic. They crowd outside my office, begging me not to shut it down.

A female student named Serena Anderson was in the middle of giving birth in a dorm bathroom at the university I worked at. But the baby had its umbilical cord wrapped around its neck, making the labor process a very dangerous one. So, I rushed over to the bathroom to help her with her delivery. But once the baby was safely delivered, Serena's roommate, Lynn Farris, was the first one to attack me. "Do you even have a conscience? You've never shown up for Serena in any way throughout her pregnancy, and yet you only show your face when she's giving birth?" Thanks to Lynn's words, I went viral on the Internet. I couldn't even defend myself against the entire Internet, so I ended up getting called a jerk boyfriend by countless people. The school board didn't want any negative impact on their reputation, so they fired me on the spot. Even my wife didn't hesitate to abandon me. When Serena woke up, she burst into tears and told everyone that I was the one who had violated her. Thanks to that, I became the most unpopular person in the city. In the end, I got executed by a few extremists in public. After I get reborn, I refuse to head over to the bathroom and assist Serena with her labor. "I'm just a campus doctor, so I can't take on a responsibility as important as this."

My three-year-old son looked nothing like my husband. Suspicious, my father-in-law secretly took my son for a paternity test. The results showed that there was no biological relationship between them. Furious and humiliated, my father-in-law erupted in anger, hurling insults at me and even threatening to kill us. My husband, just as enraged, slapped me hard across the face. "You shameless wrench! You've made me raise another man's child for three years!" As I stared at their accusing faces, I calmly produced another report—the paternity test between my husband and his father. It confirmed they weren't biologically related either. Their expressions froze in shock. With a faint smile, I said, "Looks like we don't know for sure who isn't part of this family, do we?"

　　Three years ago, at the very wedding I had meticulously prepared, my fiancé, Vito Rossi, turned the ceremony into a stage to propose to his childhood sweetheart, Isabella. 　　When I dared to confront him, he didn't offer an apology. Instead, he threw me into a subterranean dungeon. Whippings, starvation, and systematic humiliation—I nearly drew my last breath in that living hell. 　　Eventually, I chose to let them go. I walked away and married the man who sits at the absolute peak of the underworld—Lorenzo De Santis, the Godfather of the De Santis family. 　　Three years later, at the San Antonio Docks. 　　I accompanied Lorenzo for a business negotiation, but a sudden matter forced him to step away, leaving his men to receive me. I never expected to run into Vito after three years of silence. 　　Vito and his now-fiancée humiliated me in front of the crowd, even accusing me of being a spy and threatening to arrest me. 　　I turned my gaze toward my husband, who had just arrived—the man who rules the entire Mafia world. I lifted my chin and looked at him. 　　"Lorenzo," I said, my voice steady and clear. "This maniac wants to throw your wife into a dungeon again. How do you intend to handle this?"

I'm a dance major who's preparing for her exams. Everyone thinks I'm a good girl, but there's one thing they don't know about me—I've fantasized about being violated more than once…

Five years ago, the Gotti family, who were on the verge of bankruptcy, managed to rise from the ashes thanks to my investment. Eventually, they develop their company into a firearms company that's well-known in the west, and they earn over hundreds of millions of dollars' worth of profits annually. At the celebratory party, Elena Bellini, the HR manager who has only joined the company for less than a month, shows my photo and my salary. She then berates me for skipping out on work and stealing from the company. "Half a year ago, Valentina went missing for more than a month for no reason! Even when she's needed for work at the company, she's nowhere to be found! "Also, how can a bottom feeder like her afford to spend money at the high-end restaurants and malls?" Elena keeps her head raised high as she looks at me in disdain. "The reason why Valentina has disappeared is so that she can steal expensive items from the company and sell them to other clients! This photo of her stealing a bottle of red wine is the proof! "I strongly suggest that Valentina is to be dismissed on the spot! We can't let her continue breaking the company's rules!" I remain silent as I turn to look at Matteo Gotti, the CEO of the company. He knows that a bunch of robbers had stolen a batch of important products half a year ago. I was the one who had snatched everything back without a weapon under my arsenal, seeing as I had walked past the warehouse by coincidence at that time. Because of that, I ended up getting injured and had to spend a month just to recuperate. Matteo also knows that I've taken the red wine just to entertain the other mafia leaders, who happen to be the company's clients. That red wine isn't for my own consumption at all. But he has the nerve to chuck the folder away angrily before glaring at me coldly, as though I truly am a criminal. "Valentina Caruso, is Elena speaking the truth? You'd better explain yourself right now!" I just sneer at him in return. "I have nothing to say." The frightening reality and the outcome, which is obviously a failure, is the best explanation I've given them.

I suffer from extreme mental illness. My sister, Ava Monroe, became a facial model to earn money for my expensive medical treatment. She was 5’3” tall but was noticed because of her beauty by a wealthy young man by the name of Dominic Pierce with a leg obsession. He imprisoned her. “This is the most beautiful face I’ve ever seen. If only your legs were a bit longer, I’d die with a smile.” Ava was forced to have leg-lengthening surgery. After the operation, her legs began to rot. Dominic found her disgusting and locked her in the basement. He tortured her until she died. I got kicked out of the mental health institute because I could not pay the medical fees. I found Dominic surrounded by beautiful women with long legs. “Those are the prettiest legs I’ve ever seen. If only your face were a little cuter, I’d die with a smile!” I pointed to the painting of Ava and scoffed, “What if I become her?”