Crossdressing Story Novels & Stories

I'd been engaged to Ivan since we were kids. When he went off to the military, I stayed behind—ten years of caring for his paralyzed mom, putting my whole life on pause. By the time he came back, I was at the age where most women were settling down. And he showed up with someone else. Ivan laid it out, stone cold: "Nadia's my comrade's widow. If you want to marry me, you'll have to accept her too. Most of my pay goes to her. I promised I'd take care of her. She gets first pick of everything in the house. Don't like it? Then forget about getting married." I looked past him. Nadia stood there, tears dripping down her cheeks, playing the poor little victim. Right then, I ended it. No drama. No regrets. Signed up for the Rural Teaching Support Program the same day. Left love behind. Threw everything I had into teaching.

During the holiday season, a flood hits. The company's warehouse is submerged up to the third floor. Due to the emergency, I have my assistant tell everyone to come back a day early to help. I promise that the company will provide stipends and extra time off to make up for this. But on that day, a Gen Z employee goes live across the internet to report me. "Oh, my God. It's 2025, yet there are still companies forcing employees to adjust their time off and work overtime! Is this heartless boss so broke that she needs to exploit us like this? Will she die if she doesn't squeeze us out of every drop of usefulness? Company notices override the law. Impressive stuff, this is!" Soon, the company ends up on the trending list due to criticism from the online community. Even the regulators come knocking to hold us accountable. In the end, the company is forced to cancel the notice. A lot of equipment isn't salvaged in time, resulting in significant losses. The employee even posts a victory lap. "Give the boss a tiny lesson—see if she dares to force overtime again!" I'm so angry that I laugh out loud. I tell my assistant to cancel the annual benefit we give all employees—an entire month of paid time off for Christmas and the New Year holidays. If we have to stick strictly to the law, then fine. Have it your way!

Married for five years, Lorenzo, the underboss of the Moretti family, had never been without a woman. He found my “noble lady” posture stiff and vanilla. Dancers from Trinacria, headliners from the city’s nightclubs, his rotating stream of mistresses could fill the entire estate. Yet whenever I was displeased, whether it was throwing drinks or kicking someone out, Lorenzo never intervened. He’d only lit his cigar with casual amusement and said, “Relax. It’s just fun. No one can touch your position.” Then a clumsy, naive maid appeared. Unlike the others, she wasn’t flashy. However, when Lorenzo returned, bloodied, she’d hand him a cup of warm tea, her eyes red-rimmed. She watched him with pure admiration while he handled the family business. Lorenzo said the estate felt cold and lifeless except for her. He said only when she panicked did he feel like a hero being needed, rather than just a husband in a political marriage. Until she accidentally broke an antique vase left by my mother… Before I could react, Lorenzo stepped in and shielded her trembling form, glaring at me as if I were the enemy. “What’s wrong with you? If you’re crazy, go see a shrink. Don’t scare her like a rabid dog!” Watching his careful, protective expression, I smiled. I guess it was time for the Moretti family underboss to be replaced.

When the zombie apocalypse hit, pets leveled up into guardians. Three per person. That was the cap. My buddy dropped serious cash on three Caucasian Shepherds. My landlord dumped his fish and started raising crocodiles. My girlfriend bolted to the zoo and came back with a lion. Me? I had three strays. Bubba—blind. Missy—lame. Snowy—barely a month old. The second the system locked pet slots, I knew I was screwed. I barricaded myself inside with my three "broken" cats and kept my head down. Day one—fear. Day two—helpless. Day three—the cats strolled back in, tails up, dragging something I didn't recognize. Bubba looked at me. "Dad, I bit off every zombie head on the block. I'm solid, right?" I just stared.

In order to avenge Lily Bauer, an orphan staying with the Frostfang pack, Ethan Hawkins doesn't show up at the agreed time on the day of our betrothal party. He only sends his Beta to my door with a message. "Last time, you injured Lily with wolfsbane pollen, humiliating her at the pack gathering. Today is just a lesson. Apologize to Lily and send over the necklace she likes, and then we'll get betrothed." Overnight, I become the laughingstock of the entire pack. My brother, Ryan Fuller, says, "Lily just lost her parents. Let her vent her anger. Ethan is meant to be your mate anyway. Delaying your betrothal by a few days is no big deal." Really? It isn't a big deal? The Frostfang pack's ancestral token isn't something just anyone can covet. I turn around and grip the wolf-shaped crest offered by the Blackwood pack. "I accept the Blackwood pack's proposal for a mate alliance."

When the results were released, my stepbrother, Dylan Anderson, conspired with our class teacher and accused me of cheating. When they presented the two examination papers with the exact steps written out, I was rendered speechless. My biological parents forced me to admit that I cheated to protect Dylan’s reputation. Then, they forcefully sent me to a mental asylum. To cover up the scandal, the Anderson family told everyone that I had gone insane. They left me to suffer alone. I finally escaped, but died tragically in a car accident facilitated by Dylan. When I died, I finally learned that the phrase “blood was thicker than water” held no truth. It was no match to Dylan’s lies. When I opened my eyes again, I had returned to the past. I was in the examination hall again. I handed in four blank examination papers. I wanted to see how they could accuse me of cheating if I scored zero on all papers.

The richest woman in all of Jezelworth, Abby Davidson, was determined to marry my brother, Wallace Bourn. Everyone called Abby the "Black Widow", a cold-hearted woman who would do anything to get what she wanted. Anyone who married her was doomed to meet a tragic end. Wallace turned pale with fear, but I pulled him aside and said quietly, "I'll marry her in your place. But you have to stay in the countryside and guard my father's safe under his grave for three years. You can't open it before then." He thought the safe held a massive fortune. Grinning like a fool, he agreed without hesitation. Watching his greedy face, I couldn't help but laugh coldly inside. He'd better be ready for this. I couldn't wait to see if he could manage the "surprise" he'd find inside!

My parents take me to court to get my heart and save my adoptive sister. The judge uses advanced technology to extract our memories. A jury of 100 people decides the verdict. If my parents win the case, my organs will go to them. They think I won't dare to show up for the trial because they think I'm evil. However, everyone is overcome by tears when they see my memories and the truth of what happened!

On the day my sight returned, our family doctor, Anna Leone, stood right in front of me and mouthed to my husband, Don Marco Vitale, "Double the lubricant tonight. I promise it'll send you straight to heaven, my Don." Marco pressed a gentle kiss to my eyes. Then he turned away and replied with the same silent lip movements, "You little tease. That mouth of yours—and the one below—I'm crazy about them both." The two of them exchanged a knowing smile, convinced their secret was flawless. What they didn't know was that not only had my vision fully recovered—I was also fluent in lip-reading. My gaze drifted to the bottle of lubricant sitting brazenly in the wall cabinet. I said nothing. Instead, I quietly sent a single text message: [Papa, I've decided to come home.] In three days, I would vanish completely. All I would leave behind for them would be the hollowed-out fortune of billions—and that bottle of "lubricant" I had replaced with high-strength industrial superglue.

Cindy Chase always claims that we're the best of friends, but she lies and says she's out shopping with me when she's actually on a date with someone. She takes her husband's money to help her family but tells him she's lending me the money so I can buy luxury items. She cheats on her husband with her first love because she can't resist him and contracts an STD. Then, she throws me under the bus and says that she only got it because I made her wear clothes that carried the infection. Later, her in-laws come knocking on my door. They break my ribs and watch as I die from the pain!