Crossdressing Story Novels & Stories

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.

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.

Calvin and I had been married for seven years. While packing up some clothes, I found a cheap lighter in the pocket of his jacket. Everything he wore, from the inside out, had been carefully chosen by me to highlight his refined taste and status. However, in that girl’s Twitter photos, he looked like a college boy, dressed in cheap clothes and wearing a digital watch that cost only a few dollars while kissing her. Using a throwaway account, I casually liked the post and commented, "A perfect match." Then, I turned to Calvin and said, "How did I never realize you had such a thing for bargains?"

I dropped my car off for maintenance at the service center. When it was finished, I told the staff to put it on the tab of my cousin, who ran the shop. The staff member nodded and started to process it, but then the female manager stepped in. "We don't do tabs here. You've got to pay up now," she said, slapping the bill down right in front of me. Premium Diagnostic Scan: $80,000 Exhaust System Sound Enhancement: $100,000 Engine Harmony Calibration: $100,000 Total: $280,000. I laughed at the absurdity. Since when did my cousin start running a rip-off operation? The manager crossed her arms and gave me a snooty once-over. "Always trying to mooch off Chad. I've seen plenty of broke relatives like you. If you can't swing it, don't act like you can." Unwilling to argue with her, I pulled out my phone and called my cousin. "You have ten minutes to fire the manager, or your shop is finished."

The new project was short on staff. Over everyone's objections, I pulled three former colleagues out of an overlooked department where they'd been warming the bench for years. The four of us became the project's core team. The bonus was generous, the workload light. They all said I was their lucky charm. Three months later, with delivery just around the corner, I passed the break room and overheard them talking. "The biggest credit for this project belongs to the three of us. Why should Chloe get an equal share of the bonus just because she recommended us? She barely did any real work." "Exactly. Let's talk to the director. We'll say all the core work was done by us, that she's not up to the task. We'll apply to have her removed from the contributors list." "Just thinking about not having to split those tens of thousands with her—it feels amazing." I pushed the door open. They stared at me, stunned. I smiled. They wanted to kick me out? Too bad. I was the director who parachuted in to evaluate them.

The nanny, Polly Jackson, pushes me down the stairs when I'm seven months pregnant. I suffer from major blood loss and go into premature labor. Before I can question her about it, Zachary Campbell brushes me off with a lame excuse. "Polly didn't mean it. You and the baby are fine, so don't be so petty about this." I get out of bed to move around. I'm at the bathroom door when I hear Zachary and Polly's conversation. "Are you sure that wretch can stay alive, Zachary? Switching it out won't be that easy if it dies." "Don't worry about whether Daisy Jameson's baby can live, Mom. Either way, mine and Danielle's child will be the Campbell family's sole heir." I pretend I've never heard this and raise my son for 18 years. During a banquet held in honor of a share ownership transfer, Polly suddenly shows up with my mentally impaired daughter. She cries, "Mason is my grandson! It's high time he's returned to his rightful place after being raised by the wrong family for so long!" I'm unfazed. I even laugh at her words. "Fine, then!"

The day before New Year's, my younger brother announced he was bringing his girlfriend home for dinner. Excited, I drove my new car to pick them up, taking my daughter along with me. However, as soon as his girlfriend got in the car, her face darkened. "Henry, you didn't tell me your sister was staying at your place—and with a kid!" she snapped. I frowned and was about to explain when my brother quickly interjected, "She's not staying. After dropping us off, she'll be heading to a hotel." Only then did his girlfriend's expression ease. I swallowed my discomfort and asked my brother what he was planning. He leaned in with a conspiratorial grin and said, "Sis, don't cause any trouble for me, okay? My girlfriend is the daughter of the Cromwell Group's CEO!" My eyes widened in shock. Was not the Cromwell Group the same company my ex-husband had just handed over to me as part of our divorce settlement?

I'm severely allergic to many things, so my husband buys a separate villa for me. It's supposed to be sort of a nursing home. When my future daughter-in-law learns about this, she thinks my son is cheating on her. She breaks my bones to vent her anger. When she finds out I'm her future mother-in-law, she caresses her belly and looks at me smugly. "I'm already pregnant with Shawn's child. Think about whether you want this child to make it into this world." What she doesn't know is that the Ziegler family's fortune belongs to me and that Shawn Ziegler is only my adoptive son.

Carl Anderson doesn't show up for our engagement party. I finally find him in a bar's private room after night has fallen. "I only think of her as a sister. Who would've expected her to want to latch onto me like that? There's no way I'll marry her in this lifetime!" He downs his drink. Later, when he and Angela Moran get married, he tells his friends to stop me at the entrance. He's afraid I'll crash his wedding and ruin it. "Keep an eye on Iris, guys. Don't let her crash the wedding!" he says. As soon as the words are out of his mouth, I show up with Henry Moran. "Don't even dream of stepping in there, Iris!" Carl looks at me warily. "You're so rude! You have to call her Aunt Iris now!" Angela greets me warmly and leads me inside.

After I brought in 300 million dollars in investment for his company, my fiance showed me the home we would share. I thought we would finally get married after eight years together, but instead, he turned on a building game. “I laid every brick here. Once the company is listed, I’ll build you a house just like this one.” I found him and his secretary showing off their love. He had bought her an expensive villa as a gift. I sent the photo to my fiance. “You can afford to buy someone a villa as a gift, but not our home?” Displeased, he said, “Alyssa is the company’s backbone. I’m only giving her a villa to encourage the other staff to do better!” But in the background, I heard Alyssa’s pleased laughter. “Some people should really be more self-aware. Does she think getting some investment makes her the boss of this company?” I did my best to suppress my anger. I wanted to see just how long the company would survive if not for the investments I found!