Cross Dressing Men Stories Novels & Stories

“What the hell does that mean? He got cheated on?” Before anyone else could answer, Lucas burst out laughing. “Not exactly. He was the cheater—accidentally.” Shawn frowned. Ethan just stared. Lucas finally couldn’t hold it in. “He had this online romance. Kept bragging about his gorgeous ‘girlfriend’ on the internet. And yeah, the guy really was gorgeous—because he was a cross-dresser. A cross-dresser with a girlfriend. He scammed Greenie here out of enough cash to bankroll that girlfriend’s life. So technically, our boy here ended up being the other man. A very generous one.”

James remarked with pensive amusement. Cedric chuckled. "The fascination with fashion I once believed to be restricted to the fairer sex, but unfortunately I've seen far too many dandies prowling the streets who were arrested by the splendid sight of themselves reflected in a shop's window glass. A bunch of popinjays, the lot of them." Cedric sipped his port as he eyed one such colorfully dressed dandy who was chatting with a foreign-looking gentleman who had just entered the room. "I say, Pembroke, do you know that man there?" Cedric gestured to the foreigner.

With Rafael, I had to plaster a smile on my face, greet people I didn't ever want to know because they were either in his same line of business or were just pompous idiots who thought the world was their footstool. I'm the odd one out at this party; dressed fully in my jeans, shirt with my leather jacket tied around my waist while the females are dressed in swimsuits of different designs and the males in swim trunks. Hell, even Mr Cruz who'd been fully dressed like her just an hour ago has changed into a white linen shirt and board shorts and is busy conversing with his friend and twin sister.

I smiled letting my lust sneak through. "Hold on," Timothy grinned. I was in trouble. "When I helped Cáel move in I saw he had a huge box full of women's clothes - not in his size. He's not a cross dresser." Gee - thanks Timothy, you right bastard. "What is a cross dresser?" Aya piped up. I groaned. "A cross dresser is a man who dresses up like a woman," Nikita provided. "A Drag Queen is a man who dresses up like a famous woman/actress/singer. A transvestite is a man who dresses like a woman because they want to be a woman."

He leaned back against the counter, flipping the cover open. On the first page, written in bold, uneven handwriting, were the words: “A Secret Collection of Male Confessions.” Adam let out a quiet breath, a faint smirk tugging at the corner of his lips. “Confessions?” he murmured. “What kind of confessions…” He turned the page. The handwriting inside was rougher, heavier, different from one section to the next, like multiple voices trapped in ink. Different men. Different stories. His curiosity sharpened. He kept reading.

A few years ago when I was in the closet, I was scrolling through Grindr and got a message from a friend of mine. I told him it’s me and we both laughed. He said he and his boyfriend (let’s call them Mike and Will) were looking for another guy for a threesome. They were both looked very hot in the pictures. We decided to meet in the evening. I got to their place, we talked a bit, drank a beer, smoked some weed and got to business quite fast.

" Yeah, about that, a number of them agreed to it except for one person." I leaned on the steel wall, frowning. " Then the hell with her. Get someone else to fill her place?" Ruth's lips curved downwards. " Actually, sir. The models a guy." My frown went deeper. " What is all this crappy talk? I told you I need female models. What's a guy doing here?" " He's a model just like the rest of the women, Mr Langdon," Ruth explained, her eyes going through her clipboard. " He's... Well, how do I put it? A crossdresser."

The guy sent me a faceless nude, a Latino guy who looked fit and large, wearing just a little cross on a chain with a hard cock that must have been 8+ inches. Omg, nice, I pulled over and texted him for a while, sent him some pics of my little ass and hole, clean shaven. And I sent pics of my body and face, I'm 5'8 and kinda muscular. He said to me, "I'll pound it and make u suck." I'm gonna refer to him as J.

I tossed the man the coins and walked over to their table with the drink. There was four of them. Rather smartly dressed for hunters. Two older bearded men, and two men not much older than Evelyn. They had crossbows and guns that I assumed held silver bullets. Crosses hung on their neck, never understood how that got started. Crosses didn’t bother vampires, maybe they had used it to stake one once and it continued from there.

Arms crossed at all times—unless dragging someone out or blocking a door. Content Warning: This story contains themes and depictions of sxual assult, r*pe, non-consensual acts, gr*oming, sx traffcking, and dr*g use. Reader discretion is strongly advised. These topics are part of the narrative and may be distressing or triggering for some individuals. Please take care while reading.