Crossdresser Confessions

by Ms. Dee Praved

23 May 2022 2244 readers Score 8.6 (15 votes) PDF Mobi ePub Txt


After getting myself all made up I slid the black lacy stockings up my smooth legs. Then I put on a black and pink corset, and pair of black lacy panties that hid my penis well, but left my asss nicely exposed. I put straight porn on and sat and waited for the stranger who had hit me up on Craigslist. 

I loved Craigslist. I lived in a military town and lots of soldiers checked it out looking for fast, easy sex. Many of them didn't mind getting with a crossdresser and I was young, petite and passable. I loved offering myself to guys and letting them use me like a whore. I knew most of them would have preferred a real woman, but most women don't like being used like a slut. But sissies like myself know pleasing real men is our duty, and I was always willing to let them use my mouth and ass. I loved being treated like a whore, except I only wanted cum as payment. 

I felt the anticipation build as I sat and waited. I knew nothing about this guy other than he was a bit drunk and horny. In our brief email exchange he had told me he was straight, had never done anything like this before and had no interest in my dick. I assured him I was discreet, safe, and he could treat me just like a girl. I didn't desire any reciprocation. I never do. After he had a few more drinks he decided to come see me. He sent me a picture of a nice thick cock, and I hoped he would fuck me with it. I watched the girl on the video choke on a big dick, and knew I would soon be doing the same. 

Finally I heard my door open, and a young, clean cut guy walked in. I could tell by his haircut and fit body he was a soldier. He was a little drunk and very nervous. But I knew just what do do. 

I quickly dropped to my knees and undid his jeans. I knew what he was there for after all. He wasn't here for small talk or a date. I pulled out his cock and quickly put it in my mouth. Quickly it was hard and throbbing, and I took it deep until it was all the way down my throat. I didn't come up for air until I was choking, and after a quick breath I swallowed it again. His moans let me know he was enjoying himself and I felt his hand on top of my head. I sucked him some more than took it out of my mouth and rubbed it on my face as I looked up at him. 

"Want to get a bit more comfortable?" I asked teasing his head with my tounge. "You can take off your pants and sit down." 

He dropped his pants and sat on the couch, his erect cock sticking straight up and glistening with my spit. Damn he was hot and his dick was delicious. I intended on sucking it for a long time. 

"Care for a drink while I suck you sir?" I asked. He seemed suprised by that and smiled and ordered a beer. I smiled sweetly before walking to the fridge to get him one. I love pampering a guy, and most guys love a beer while getting a blowjob.

When I returned I handed him his beer and resumed my place on my knees. I teased his cock with my tounge and licked his balls, hearing him moan again. 

"I am your little bitch and you can do anything you want to me." I whispered to him before swallowing his dick again. I sucked his throbbing cock for a long time and loved listening to his moans of pleasure. He drank his beer as I bobbed my head up and down on him, occasionally stopping to lick his balls before putting his cock back in my mouth. He began talking a bit dirty, which was a real turn on. I loved when guys did that. 

"Mmmmmm I love your cock." I whispered as I licked it up and down. It was a beautiful cock. Thick, veiny with a big purple head. It twitched in my hand as I licked the tip, then gently nibbled it. His hand squeezed my hair as I did that and he let out a nice moan. "I want this in my ass sir. Would you like to fuck me with this nice cock?" I begged. 

"Fuck yeah." He whispered. Then he looked nervous. "I've never done that before though." 

"It's alright." I whispered sweetly as I stroked him. "It's just like a pussy. Fuck me just like a girl." 

I got some lube and rubbed it all over his cock.Then I got on the couch. I put my face down and raised my ass for him, pulling my panties aside to expose my pussy, rubbing some lube on it and fingering myself a bit. He got behind me and I felt his head touch my hole and he tried to push it in. 

"Just keep pushing baby." I coached. "You're really thick and it might take a bit of work at first. But just keep pushing it in me." 

He was a bit awkward at first, but he kept pressure on me and finally his huge head punched through. I gasp as I opened up and felt him shove himself in me. "Oh fuck!" I blurted out as he rammed it all the way in. Damn it was thick. 

"Fuck that's tight!" I heard him exclaim behind me. "Damn that feels good!" He moaned as he drug his cock out of me before ramming it back in. 

"Fuck you have a big dick!" I said, panting as his cock stretched me open. "It feels so good sir!" 

He began ramming it harder, and soon I was squealing like a bitch. He quickly lost himself in lust and was now just fucking me roughly, using my ass for his pleasure. I just moaned into the couch as he rammed me, and hoped it would last a long time. His cock was perfect, and felt awesome. His powerful thrusts rammed it deep in me. But as I felt his grip tighten on my hips, I knew he was about to cum. After one more powerful thrust I felt him drain his balls inside me, then felt him slide out of me. 

"Damn!" He said gasping for breath. "Fuck that was good!" 

"I agree!" I said as I stood up. "You fucked me so good sir." Now standing I could feel his cum drip from me. It was a huge load for sure. 

Of course after he recovered he quickly looked ashamed of himself, and got dressed. 

"Well I better go." He announced as he pulled on his shoes. "Thanks." 

"No problem." I said. I didn't take it personal. They always wanted to leave after they came. He had got what he came for after all. 

Before he left I gave him my number, telling him he could hit me up anytime. Then he quickly left.