Sissy blowjob stories

Added: Ilse Mcatee - Date: 15.09.2021 07:52 - Views: 14695 - Clicks: 9216

for Free! Becoming Sarah "A man embraces his femininity and gets changed forever. Score 4. Famous Story. Published 5 years ago. I was driving home from a work trip. That is how it started. There was roughly 85 miles to home. I had been driving for about an hour when my mind began wandering the way it always does when I'm not preoccupied. It always goes to the same place. For the better part of five years, I have been cross-dressing in secret whenever I have the house to Sissy blowjob stories. Sometimes I do it because it excites me sexually, and sometimes I do it just because it feels right.

The way silky panties slide around on soft skin, the way a bra can hold you just right, the way a dress can flatter all the right curves and make you feel sexy and beautiful: these are the things I love most about it. But, more recently, a curiosity had gotten the better of me. I had always considered myself to be heterosexual but, when I dressed, an inner femininity had been coming to the surface. When I found myself standing in the kitchen fully en-femme, I had started yearning for the sensation of a man to come from behind and wrap his Sissy blowjob stories around me, slowly kissing my neck and squeezing my round, waiting bottom.

I hadn't acted on these feelings yet. I wasn't sure that I ever could. But, when I was dressed and alone and had that needy, wanting feeling arise, I wanted to be held, be squeezed, be protected, and be loved. I had started to explore these feminine urges myself. Instead of just pulling out my cock and going to work, I found myself slowly letting my hands explore my body.

I would feel the subtle contours and distinct textures of the lacy panties and the tension of the bra straps as I slipped them off my shoulder and caressed my nipples. Just a week ago, for the first time, I had found myself putting a finger in my ass while imagining a man hovering over me. It felt wonderful and left me with a burning curiosity for more. All these thoughts were racing through my mind as my car hurdled down the never-ending highway.

I knew that I wanted to take the next step, but I wasn't sure what exactly that would be. Even though I was in full guy-mode in my car. My inner girl was rising to the surface as these feminine thoughts plowed through all the open spaces of my mind. I was contemplating the next steps. Should I put an add online to meet a guy?

Too risky. Should I make a trip to the local gay bar? I might see someone I know there and I wouldn't want this getting back to my wife. Hell, how could I even pull up the courage to meet a men dressed? I didn't even know if I could handle a man.

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I had only ever fit one finger inside myself and that was just about all I could take. Then, inspiration struck. The next step would be buying a sex toy to explore myself further, to see if I had what it took to be a girl and accept the willing cock of an eager man. I took the exit and turned right as instructed.

In fact, I imagined that there was a strong, confident man beside me telling me where to go. I saw the building and pulled into the parking lot. My hands began to shake. You see, I tend to get kind of nervous. I explored all of these feelings in secret, and I didn't want any chance that anyone I knew saw me in there.

But, after a few long, deep breaths, I opened the car door and began walking into the store. Luckily, upon my entrance into this establishment, I noticed that I was alone. Well, alone except for the clerk behind the counter.

He was a sort of geeky looking guy. He was mid-thirties, average build, thick black-rimmed glasses. He looked like a computer Sissy blowjob stories, a gamer. He was silent as I walked in, as I guess is customary in this sort of place.

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I wouldn't know. I had Sissy blowjob stories been in one before. I started by walking through the DVD aisles as I tried to build the courage to walk over to what I really wanted. There was a large assortment of female sex aids lining the back of the store. I kept glancing over and then returning my gaze to the movies before this stranger would catch me looking.

I know. If I could find the courage to buy one of these sex toys, this would be the guy checking me out, so why should I be bashful now? But, alas, here I was walking up and down the movie aisle trying to be stealthy. Just as I was feeling my courage fade and about to leave the store empty-handed and disappointed, my eyes drifted to a movie on the bottom row. I knelt down and examined it. Staring back at me were the gorgeous, dark-mascara eyes of a trans girl.

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She was wearing a slinky black dress, standing proudly with a finger pulling gently at her lower lip and the little tip of her sissy cock hanging from the bottom of the dress. I turned the movie over and the back cover was a picture of her naked on all fours with muscle-bound man standing behind her and penetrating her with his thick cock.

Her face in that picture is what sold me. She looked so euphoric. I knew that this girl must have, at one point, felt the exact same way as me: just starting to explore her feminine side and knowing that she needed a man to make her truly feel as girly as she could be.

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If I was ever to experience the pure feminine pleasure she was, I needed to go and pick out my dildo and begin my journey. I put the movie back and walked to the aisle. I started giggling on the inside, feeling like a little slut in a candy store. Which one of these silicone penises would take my virginity? This must be what girls felt like all the time. As a man, all of the hard work that goes into trying to get a girl to sleep with you can be exhausting. I kept thinking how nice it must be to be a pretty girl and have all the men hit on you, and you being able decide whom you will let inside.

After some serious thought, I picked out the most lifelike one I could find. I figured that if I was truly training myself to one day take a real man, I might as well work with the most real trainer. I made sure that it had a suction cup on it so that I could affix it to my wall and fuck myself doggy style like I always am being fucked in my fantasies. Even though my outside was still dressed as a man, at this point my inner self was completely girl. Sarah is what I called her. I was all Sarah now. I tried to make Sissy blowjob stories hips swivel as I walked to the counter, getting in a little wiggle practice.

Although, no matter how hard I tried, I could never get quite the same sway as a real girl. I put my new toy on the counter and began to reach for my wallet. Without a word, I pulled the cash out of my wallet and handed it to the man. He took my money, made the change, and put his hand Sissy blowjob stories. I put my hand under his waiting for him to drop the coins in my palm, but he hesitated. A sort of awkward moment ensued, and then he spoke. My face flushed red and my heart started pounding.

I didn't know what to say. I obviously was a guy buying a dildo, what more did he want? I was just curious," he said in a very calming way.

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His eyes locked onto mine and, oddly enough, I began to feel a calming wave wash over me. I could sense that this guy wasn't looking to harm me in any way. He was here to protect me. Feeling safe, Sarah came rushing back to the surface. I tilted my head down just a bit so that I could look at him with a little puppy-dog pout.

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And immediately after saying it, I felt a thousand pound weight lifted off my shoulders. This was the first time I had ever confided this to another human being. But, the way his eyes were still locked onto mine, I couldn't lie to him. This immediately crushed me and he could tell. Don't feel bad. Do you have anything in your car you could wear? I didn't. But now my mind was racing in a hundred different directions. Why did he ask me that? Does he want to see me dress up? Is he hitting on me?

My heart began racing again, but in a good way this time. What was this new feeling?

Sissy blowjob stories

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How i became a sissy/my first blowjob