Beautiful Crossdressers Novels & Stories

Crossdresser has an out-of-body sexual experience. Enjoy.. ***** My name is Rich and I am a crossdresser. I would prefer to be a transgender, but at this point in my life--married with two grown kids and a grandchild--it's just not in the cards for me. That doesn't stop me from dreaming, however. Several years ago, my wife came home unexpectedly and caught me in my women's clothes. She freaked out and demanded that I get counseling. I truly love Meg, and in order to save our marriage, I agreed.

“Croissants. From the place that pretends they’re from Paris.” “Bless you,” I muttered, taking one. Lila perched on the arm of the couch, crossing one leg over the other. “So… I woke up to your face all over my feed again. It’s giving ‘star-crossed scandal sequel.’” I groaned. “Please don’t start.” She grinned. “Relax. I’m not judging. I’m just saying — the man looked like a walking heartbreak out there. You could feel the tension through the photos.”

Her one saving grace was that the tempo was slow enough for her to catch up with the others. Caitlin again scanned the crowd, hoping for a glimpse of Caleb. But with all the costumes and masks, it was impossible to even tell who was really male or female. Occasionally, long hair sprawled out the back, and that made it easy, but some women wore their hair tucked in, covered up by a high collar, and dressed in men’s clothing. And some men, Caitlin noticed, strangely enough, dressed in gowns; she could only tell they were men by the muscles in their calves. She had never imagined that there would be any cross-dressing in this century. Was there anything off-limits?

Then, we will be rank accordingly. We've been winning, so I'm confident that we'll make it to the top. Manuel and I didn't give them a chance. Well, except for the pregnant lady part. We were deducted good because of her. Two stylists came doll us up. They were both gays. Something inside me wants to believe that they're a couple. But they were wearing the same clothes, which I think normal couples don't do? Or am I missing out? "It's my pleasure to finally meet the Omega Phoenix!" he said.

One of them is dressed as a cop, with the buttons of his shirt undone; another as a cowboy, with only a hat and pointed boots; another as a plumber, also shirtless; another as an executive, beautifully sexy; another as a doctor, all beautiful; and the last one is wearing only black latex pants and a whip in his hand, swinging it to the rhythm of the others. They look at us while they dance, with hungry eyes, beautiful faces chiseled by the devil, exuding sin, and those prominent bulges between their legs. "What the hell...?" Loraine gestures, mesmerized, just like all of us. "Are you crazy, Cayetana? This is..." "Hell..." Holly finishes with an invisible line of drool running down her chin.

Andrew’s Cross and being flogged with rhythm so sensual it looked like worship. But all I felt was his hand at my back, pushing me forward, deeper into the crowd of Doms and submissives in masks, corsets and open lust. No one tried to hide their stares. Not when they saw the man I belonged to. Not when they saw me on a leash, bare under leather, nipples tight, lips parted. We passed a cage with a girl kneeling inside, moaning through her gag while her Master traced ice cubes down her chest. Passed another room where a woman screamed out in orgasm with nipple clamps biting tight and wax dripped down her belly like blood.