Becoming a sissy wife

by Punkboi18

16 Mar 2021 21399 readers Score 8.9 (110 votes) PDF Mobi ePub Txt


At 19 I was already very feminine. I was in the punk rock scene where genderbending was normal and I usually dressed in stockings, black boots, short skirts and lingerie. I had already been with several guys, I loved them using me like a girl. 

I worked at a restaurant and would often change clothes after work for a night out. There was a bartender named Rick that would playfully tease me, telling me how hot I looked, whistling and other things. He was in his 30s, very masculine and former military. I kind of thought he was an asshole.

One night I was waiting for a guy to pick me up after work. I had changed to fishnets, a plaid skirt and a band t shirt cut below my nipples. It was getting late and the guy hadn't shown up. I was pissed.

"Need a ride?" The Rick asked as he walked out. 

"I suppose so." I replied a bit hesitant. But it was late and wasn't a great area for a guy dressed like a whore to be walking around.

Rick suggested that we go by his house and have a few drinks. I figured why not. 

Over drinks he started asking me some questions. He asked me if I liked guys and if I liked getting fucked in the ass. I felt myself blush as I admitted I did. He told me while he was overseas he had been with several lady boys and crossdressers, and found it really hot. I knew he was going to end up fucking me. 

I knew what to do next. I got on my knees in front of him and unzipped his pants. His cock was already half erect and was really thick. It grew in my mouth as I sucked him. "Oh yeah...thats nice" he whispered as he enjoyed my mouth. 

I was really turned on. I hadn't been with a guy this old before. Most were around my age. He asked if I wanted to go to the bedroom and I eagerly agreed.

I sucked him some more and then he asked me if I had ever been handcuffed. I told him no and he asked if I would like to be. "It's really hot. I think you'll love it." He told me.

I agreed. For some reason the idea of him making me helpless sounded awesome. Honestly I had fantasized about being tied up for a long time. 

He cuffed me to the headboard. It felt awesome. My cock was hard in my panties. Now cuffed and face down with my ass in the air I waited for what came next. He spanked me lightly, and oh my. I found myself moaning with pleasure. I had never been spanked before and I loved it.

"Oh you like that do you?" He asked. "How about a little more?" I felt his belt across my ass. He slapped it a little harder each time. The leather made a nice snap each time it hit my ass. 

"MMMM you took that well." He praised. "Now you get a little reward."

I felt his hands spread my cheeks open and his face against my ass. His tounge flicked my hole and I almost lost my mind.

"Oh yeah I'm gonna eat this pussy good! Get it all wet and ready." I had never been rimmed before. It was the most awesome thing I had ever felt. I hoped he would never stop. His tounge and then his fingers drove me insane.

"Mmmm yeah I'm gonna fuck this pussy now." I felt him squirt lube all over me and then the head of his cock press against me. I felt that sweet pain I had growm to love as he pushed against my resistance, then burst through. He was thick, I'd never had one quite this thick before. He fucked me slow at first, then hard then slow again. 

I lay there face dowm moaning like a bitch. The guys I had been with before just always rammed it in and came fast. He took his time, switched up his speed, and really fucked me good. His hands gripped my hips pushing me towards him. He also occasionally slapped my as and called me names. 

He pulled out and flipped me on my back. He spread my legs wide and fucked me deep. He came in me, cumming for a long time as his cock twitched inside of me, filling me up. 

After his orgasm he looked down on me. I loved the way a guy looked at me after cumming, like he had just conquered me, I always felt like his conquest. 

He uncuffed me and told me to jerk off. Nobody had ever let me do that before, the guys never wanted anything to do with my cock. I left it in my panties and came almost instantly.

A week later I moved in with him. I became his submissive sissy. He called me his "wife." I learned I was a natural submissive as he taught me more.