Crossdressing Story Novels & Stories

On New Year's Eve, my daughter was critically ill. As she took her last breath, she said she just wanted to see her father one last time. But I couldn't bear to tell her the truth that her father was with someone else's child, lighting fireworks and celebrating New Year's Eve together. Beside me, calls continued being made, but none of them went through. My daughter passed away with regret in her heart, and I followed her into despair, jumping to end it all. Now that I've been given a second chance to live again, I looked at the man in front of me whose eyes were full of guilt and helplessness. However, my heart remained calm. "Just this once, Mariah. Tonya is sick, and she really needs me—" I cut him off and went to pick up my daughter. "Get out of my sight."

Using an alternative account, I secretly join a cycling group chat that my husband, Liam Johnson, is in. One day, an announcement is made in the group chat. "We'll be organizing a weekend mountain biking activity with an overnight stay, with two people sharing a room. To add some excitement, we'll be drawing lots for room assignments." I can't really understand it. Curious, I ask, "What if a man and a woman end up drawing the same room?"

As I fought a stray dog for a loaf of moldy bread, distinguished guests arrived at the orphanage. They'd come to find the long-lost heir of a wealthy family. After confirming their choice, they donated $100 million to the orphanage and handed out chocolates to every child. My mouth watered as I reached for a box, but glowing messages flashed before my eyes. [Lawrence, show your locket! They're here to bring you home!] [Don't let that impostor steal your birthright. It's yours!] They revealed the truth: the elegant couple were my biological parents, and the poised girl beside them was my fiancée. Yet I clutched my chocolate and ran, aware of their true purpose: they'd come here just for the fake heir. Even if I revealed my locket, they'd not pay me any attention.

My husband only lasts a minute each time. As a mature woman in my thirties, I often find myself lying awake at night, feeling like something is missing from my life. That is, until I met a rugged, muscular mechanic while getting my car repaired. Watching his strong muscles flex beneath his tank top awakened a desire I hadn’t felt in a long time. Our brief, intense encounter left me overwhelmed with emotions I couldn’t control. Just as things were about to go too far, I pushed him away, not wanting to make a mistake. But then I discovered that my husband had already been cheating on me with our pregnant neighbor. So, maybe I should just...

My sister, Fiona Miller, has recently opened a luxury spa for business. As such, I bring Dad along to check it out. Of course, we pick the most expensive treatment package available. But barely a few presses from the male therapist, and Dad feels a sharp pain in his chest and can't seem to breathe properly. All the color drains from his face, and cold sweat starts beading on his forehead. I call the manager over, but he seems annoyed. "Oh, he just has poor blood circulation. He'll be fine after the massage. That's just a normal reaction." I can't believe what I'm hearing. "My father has a heart condition. What are you lot even doing to him?" The manager, Seth Zeller, explodes as if I've insulted him and raises his voice. "That's his own pre-existing condition. How is that our problem? We run a legitimate business here. No refunds once treatment begins. Got it?" I gesture at the credentials displayed on the wall. "I don't see your name anywhere up there. You're not even certified. Is this the kind of operation Fiona's running?" Seth folds his arms across his chest, looking down his nose at us. "I'm the boss here. You and your dad look broke as hell. I can tell you're just trying to get a free massage and walk out without paying." "Let me spell it out for you. This package is 38,000 dollars. Adding in the cost of my emotional distress and lost time, the total is 100,000 dollars. Pay up now, or I'm having you both arrested." A massage that almost kills Dad costs 100,000 dollars? So that's why Fiona was suddenly so eager to open this spa. As it turns out, she and her boyfriend are running a fraud scheme. I reach for my phone to call her, but Seth is already making a video call. "Babe, you need to get here right now. A couple of deadbeats are trying to get a free massage and walk away without paying."

"Mom, Dad, I've made up my mind. I'll go back and take over the family business." When Jaycie Stanton's parents heard that she had finally agreed, they were overjoyed on the other end of the phone. However, thoughts of her hidden identity and the boyfriend she had kept in the dark led them to ask, "Is your boyfriend coming back with you? Have you told him the truth about who you are?" "I haven't. I'm going to break up with him."

My best friend, Scarlett Throne, is diagnosed with cancer. After running away from home, she takes her own life. She leaves behind only a testament and a pair of eight-year-old twins, a boy and a girl. "You're the only person I can rely on in this world. I'm not asking you to adopt them, but just make sure they have enough to eat." Out of compassion, I take the siblings in. For the next 20 years, my husband and I have been working hard together to raise them, buying them cars and houses. But one day, my adopted daughter reports my husband for being abusive toward her. Even my supposedly dead best friend suddenly appears and testifies against him. I demand to know why she does such a thing. My best friend, filled with righteous indignation, says, "I see you as my best friend! I've never thought you adopted my children just to serve your husband's perversions!" My husband's reputation is ruined, and he's been thrown in jail. I desperately try to prove his innocence, only to be forcibly sent to a mental hospital by my adopted son. There, I wither away and die. When I open my eyes again, I find myself back on the very day my best friend was diagnosed with cancer.

My mom ran a clinic her whole life, charging just five dollars for cold medicine. After I took over the clinic, I followed her teachings closely, doing my best to care for the folks in our community. However, after I charged an influencer 30 dollars for medication, I got blasted online as a scam clinic that was out to rob people blind. The entire town showed up at my door, young and old alike, demanding I return the 'overcharged' fees. I gave them exactly what they wanted and refunded every penny before shutting down the clinic for good. "There you go, just like you wanted. The clinic's closed. From now on, if you've got health concerns, feel free to drive 30 miles to the county hospital for consultation. I wish you all good health." The very next day, they were back at my door again. Only this time, they were begging me to reopen.

Isabella Rossi has gotten reborn. The moment she opens her eyes, she sees the divorce agreement that her husband, Enzo Caro, has pushed toward her. He spins the ring that symbolizes his status as the Don of the Caro family, his tone so calm that one would think he's discussing today's weather. "Let's get a divorce, Bella. Sofia is pregnant, leaving her with volatile mood swings. I can't bear to see the love of my life suffering this much. Go ahead and ask for any form of compensation you want." Today is their seventh year wedding anniversary. Enzo has gone missing for one whole night, and yet the first thing he brings up is divorce right after he returns to the seaside villa. As Isabella stares at the man whom she had once loved with all her heart, she finds herself starting to space out. After this moment played out in her previous life, Isabella hadn't wasted her breath on Enzo. Instead, she picked up the fruit knife on the coffee table and plunged it into his chest. His blood had sprayed all over her face. With red-rimmed eyes, Isabella demanded in a quivering tone, "If Sofia's your true love, then what about me and my role in these past seven years?" No one won the battle afterward. Isabella had torn up the divorce agreement and spent the next ten years pestering Enzo. When Isabella slapped Sofia, Enzo dragged her into the interrogation room without hesitation and slapped her for a hundred times. When Isabella smashed Sofia's birthday cake, Enzo locked her up in a basement cellar for three days and nights, where a nest of venomous snakes remained her only company throughout that period. There, Isabella had lost her unborn child. Incidents such as those kept happening throughout the years. Enzo, the man who used to shield Isabella from harm, ended up being the same man who'd then torment her to the point of no return for the sake of another woman. In order to back Sofia up, Enzo made sure to cut off the Rossi family from Millbrook's shipping channels, pharmaceutical lines, and several legitimate financial pipelines. With all their paths cut off from them, Isabella's parents had no choice but to commit suicide by shooting themselves in the head. It's all thanks to this wrongly placed love that Isabella lost her family, her pride as the principessa of the Rossis, as well as her bright and vibrant life. This time, she won't go down the same tragic route, that's for sure!

I always thought my boyfriend came from a poor family. One day, I saw him drink a bottle of wine worth 100,000 while tipping the waiter over 1,000. The watch he gave away without a second thought was worth millions. Yet, his gift for my birthday was a dirt-cheap trinket. He claimed it was a test to make sure I was not a gold digger. Later on, I proved that I was not a gold digger. That was when he begged and pleaded for me to accept his extravagant gift.