Caught Crossdressing Stories

Right before I hit forty, my husband hit me with: "I want a divorce." For the past ten years, I had been driving a truck outside every day to support my family, while he had been cheating on me at home. Even our child was no longer close to me. "Bad Mom! You hit Jenny! Bad Mom!" Willy cried. "I don't want Mom. I want Jenny. I wanna stay with Dad and Jenny!" Jenny. The neighbor. Single mom. Her kid and ours were tight. Ten years of grinding, running myself ragged—for two ingrates? All right! Wish your family of four a happy life! I didn't want my husband or son anymore.

My boyfriend, Allen, is a fitness coach who is cheerful, handsome, and has eight-pack abs. After getting together with me, he transferred all his female students to other colleagues and would send me daily check-in photos. In anticipation of becoming his fiancee, I happily prepared for our engagement ceremony. However, two weeks before the ceremony, I discovered a bright red lipstick mark on Allen’s workout pants. I quickly pulled up the check-in photo he had sent me that day. Through the reflection on a dumbbell, I saw a woman standing next to Allen—her lips painted in the exact same lipstick color. Most of the previous photos had flaws, but I had trusted Allen too much to notice them. Looking at his message under the photo, I let out a cold laugh. "Baby, I have to work overtime today to train a male student." He actually dared to deceive me. Just then, my phone rang. It was the wedding planning company confirming the engagement ceremony setup. I quickly responded with a confirmation. The ceremony would proceed as planned—except I had a special surprise prepared for Allen, one he would never forget.

On our sixth wedding anniversary, my cheeks burn as I dodge my husband, Ethan Grant, leaning in for a hungry kiss. I push him toward the nightstand for a rubber. What he doesn't know is that I've tucked a surprise in there, a positive pregnancy test. I can already see it, the way his whole face will light up the second he finds it. But the moment his hand goes for the drawer, his phone goes off. His best friend, Henry Miller, comes on the line in Danish. "Mr. Grant, how was last night? That new love couch our company rolled out is treating you okay?" Ethan lets out a low laugh and answers in Danish, "The massage feature's great. Saves me from having to rub Sandy's back myself." He still has me pulled tight against him, but his eyes look straight through me, like he's seeing someone else. "This stays between us. If my wife ever finds out I slept with her sister, I'm done." It feels like someone just put a knife through my chest. What they don't know is that I minored in Danish in college, so I catch every single word. I force myself to stay calm, but the arms I have looped around Ethan's neck won't stop shaking. At that moment, I stop hesitating and decide I'll take the offer from that international research project. Three days from now, I'll be gone from Ethan's world for good.

On the way to the airport, a Valterra tried to cut me off. After overtaking, he kept blocking my way. Since I was running late and did not want trouble, I chose to tolerate it. However, my tolerance only made him even more aggressive. In less than a hundred meters, he cut me off five times. I could not take it anymore and decided to call the police. But as I was reading his license plate to the officer, I snapped and slammed my foot on the gas. Blood rushed to my face when I realized that this Valterra was the birthday present my wife had asked me for just last week.

My husband and his twin brother get into an accident during a test drive. To protect his older brother, my husband is thrown from the car and dies on the spot. Hearing the news of his death, I, four months pregnant, collapse in tears outside the hospital morgue. When I come to, I overhear my sister-in-law, Gloria Quinn’s voice outside the door. "Mason, are you sure Celine won't find out about this?" Mason? Isn't that my husband, who died in the crash? A familiar male voice replies, "Gloria, you're the one I truly love. If I hadn't mistaken Celine for you that drunken night, I'd never have let you end up with Jason. Celine loves me so much and is carrying my child. "If I take on Jason's identity and look after her, I swear she'll never leave me. Then, all her family's money will be ours." I smirk coldly as I listen to their conversation. He cheats on me, yet expects me to keep his child? Since he's already "dead", he's lost everything.

Just one week into my new job, I was wrongfully accused of cooking the books, and it cost me five years behind bars. After that, my wife found out she was pregnant. She insisted on having the baby and promised to wait for me to come home. Out of gratitude, I threw myself into work after my release. I did everything I could to give them a good life. It was until one day, I overheard a conversation between my wife and our son. “Mom, don’t let Dad come out with us. It’s embarrassing! Why did you pin Mr. Scott’s crime on him back then?! And now, the girl next door keeps making fun of me, saying my dad’s a criminal!” My wife gently pulled our son close and comforted him, saying, “I promised Mr. Scott I’d help him. Your dad’s so naive. He’ll never find out.” It turned out that my supposed happy life was nothing but lies and betrayal!

My fiancé’s pampered niece, Jenna Quinn, had just returned from abroad. The moment she got back, she caused a scene at our engagement party, throwing out so-called “evidence” of my alleged affair in front of the media. Zac Quinn had no choice but to leave me with the mess, clutching his hysterical niece as they left. His parting words? “This is just an engagement party. Jenna’s well-being is far more important.” After I painstakingly managed to control the public narrative and was waiting for Jenna to make a public clarification to settle the matter, she instead curled up in Zac’s arms, crying softly. Zac’s expression turned cold. “Jenna only has me, while you have so many people who love you. Why must you target her?” At first, I thought Zac was just being overly protective of his niece, who had lost her parents at a young age—until I saw the two of them kissing. “You’re the precious girl I’ve raised with my own hands. From now on, Nina will be your aunt, and she’ll shower you with love, too,” he said. I clenched the ultrasound report in my hand and, without hesitation, tossed it into the trash. Love that can’t be held onto isn’t worth keeping. I decided to return home, accept my family’s marriage alliance, and fully embrace my role as the heiress of the Walker Corporation.

My boyfriend was a therapist. On the day I got diagnosed with ALS, he was busy celebrating his friend's birthday. He said, "Sophie's got depression. Without me, she could break down, hurt herself, or do worse things." To look after her, he broke up with me and moved into her place. I blocked him on everything, agreeing we'd go our separate ways. Strangely, he lost his nuts when he found out I was dying.

My brother-in-law passed away in an accident. Out of pity for his widow, my husband decided to be the breadwinner for both families. After that, my husband and son both gave all their love to my widowed sister-in-law. On her birthday, my husband and son reserved a restaurant in town for her party. I was plucking corn in the field when I started bleeding, a sign that I was miscarrying. I called my husband, begging him to come home and take me to the hospital. However, he scolded me angrily, calling me a liar. “What the hell are you talking about? I haven’t touched you in months! How could you be pregnant?” My son grabbed the phone impatiently as well. “Mom, the teacher said lying is wrong! Aunt Laura’s blowing out the candles now, bye!” We had been married for seven years, yet they had completely forgotten that today was my birthday too. Despairing, I dialed another number. “Mother, I changed my mind. I’m going back to inherit the clinic.”

Just a few days before my wedding, I accidentally come across a post while scrolling online. The title reads, "To the guy getting married in this city, your fiancée's already cheated on you." Curious, I click in to see the gossip, only to realize I'm the one being talked about. A deep male voice plays in the video. "I heard you're getting married?" The woman in the frame, bare-backed and trembling, chokes back a sob. "After you left, I realized you're still the one I love most. I'm done with him. Take me away, please!" The moment I hear her voice, it feels like someone punches me straight in the chest. Then I notice something on her wrist—the luxury couple's bracelet I gave her just yesterday. And in that instant, I feel like the biggest joke of all. Turns out the fool was me.