Stefanie's Crossdressing Memoirs Vol. 6 free porn video

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I've decided to switch the category for these over from blog post to sex story, as at this point in my adventures as a gay crossdresser, I had pretty much hit my stride dressing up and finding men and other crossdressers online to have sex with. So I guess you could say my posts moving forward will be a little more "action" oriented. Plus at this point it is hard to remember all of my experiences chronologically, and for the most part that's really kind of irrelevant. If any of you are interested in my "origin story" feel free to check out Vols. 1 - 5 of my crossdressing exploits. Anyway that's enough preamble, you're obviously here to read about my next experience dressing up like a sexy little sissy and pleasing men.

It was another typical weekend night for me. I just finished showering and getting smooth, followed by picking out which lace bra and panties I would wear, and completing my transformation into Stefanie with my black stockings, hot pink heels, matching bodywrap miniskirt, and black lace scoop neck top. By now I knew to post my ad on craigslist and log on to my gay hookup site to update my status before I started getting ready, that way I'd have responses waiting; worked like a charm this time. Unfortunately, hours passed after chatting with the usual suspects of fakes and pic collectors. So that's when I decided to go out for a drive.

I made it a few miles away from the house, then I noticed I was way low on fuel. I was feeling very horny and bold, so I went to a gas station to fill up. This was at about 1 a.m., but at a fairly well lit gas station on a road that for the time of night still had the occasional car drive down the road. As I stood there in my pink 5" heels and super tight miniskirt gassing up, a black mustang pulled in. They did one lap around the gas pumps, and then I noticed they came around again. I knew they must have noticed me and had to have liked what they saw to do a second lap. I gave them a shy little wave as I finished pumping my gas and got back inside the car. Too bad for them, they would not be the ones I would satisfy that night. I checked my email on my phone, and had another response to my ad--from a woman. A married woman at that; she wanted me to come over so her husband could fuck me! I started texting them and it turned out they were both bi--she liked other girls and he liked crossdressers! I could tell they were super sincere so I was on my way to their house in no time.

I knocked on their door, and she answered. She was just in her pj's, and told me to follow her. In our texting she said that she would answer the door when I got there and lead me to the bedroom where her husband would be waiting. Although she said in our texts that there wouldn't be any talking when I arrived, once she saw she couldn't help but let out "oh wow you look great gurl!" She walked me down the hall and opened a bedroom door, and said "have fun" with a grin.

Her husband was laying on the bed in his boxer shorts. While he wasn't exactly my type, he was in shape and had a nice bulge. He was smaller than me, but I learned to accept that because if it meant the difference between not getting cock and getting cock from someone smaller than me, well I want cock!

I walked over and he said that I looked very nice, and to do a little spin so he could get a good look at me. I did a little turn and wiggled my butt back and forth for him, which I could tell he liked as he couldn't help but start stroking his cock over his shorts. I laid down next to him on the bed and starting rubbing his leg with one of my stocking covered legs while I gently rubbed my hand over his already hard cock. He said he was a little nervous, and I gave a little chuckle and told him to relax and I'd help him unwind. I helped him get his boxers off and a nice thick cock popped out once I got them low enough. I cupped his heavy balls and began licking up and down, kissing the tip of his cock when I would get to it. He loved every second of it as I started getting real slobbery on his cock. I got it nice and wet and began to stroke it while I sucked and twirled my tongue around while I twisted my head around it, I loved feeling how hard he was in my mouth and I could feel him throbbing.

He asked me if I liked cock in my ass as much as I liked it in my mouth so I simply hummed mmhhmm while I looked him in the eyes and kept sucking him. He reached to pull my skirt up around my waist and I started sliding my panties down, making sure to keep his cock in my mouth at all times. He got more verbal as I did this, which he didn't know I loved hearing. He called me his little queer bitch, a sexy little slutty fag boy, a cock hungry whore, and I begged for more as I sucked him harder and faster and sloppier. I almost didn't want to take his cock out of my mouth but at the same time, I really wanted him to pound my ass hard. He motioned for me to lay on my back on the bed near the edge with my legs hanging off, he stood up, grabbed my ankles and put my stockinged feet with my heels still on over his shoulders and guided that nice thick cock into my ass.

I didn't have my dildo to warm up with, so it took a little longer to get loosened up, but I had learned how to relax quickly and in no time he had my legs over me and just gave me thrust after thrust, nice long pumps too so I could feel all of his cock sliding back into me and ending with his balls slapping my ass. He told me he was getting ready to cum and I said he could cum where ever he wanted to, so he pulled his cock out and took the condom off, then began stroking really fast by my cock. He shot a nice thick creamy load all over my little sissy cock and balls, then he scooped it up on his finger and smeared it all over my lips as I tried to lick it and get as much in my mouth as I could. After most of the cum was gone, I wiped what little bit left that I could to lick off of my own fingers, and he said I could use the bathroom to freshen up. It was getting very late, and I knew it was time for me to go. I put my panties back on, pulled my skirt back down, touched up my lipstick, and he walked me to the front door. His wife was waiting up for us, and as I left she asked her husband, so how was our little slut? He response was that he wouldn't be asking for anal or head for a while, as he was smiling. I thanked them both and told his wife that if she ever needed me to sub in for her to give head or take it up the ass for her, I was their gurl.

This was another time that I didn't even realize that I didn't cum while I sucked cock and got fucked. Didn't bother me one bit though because I loved every second of being used by a man for pleasure while dressed up like a bimbo queer. Although I wasn't opposed to cumming, as I would when I would enjoy meeting up with another cd, which I'll probably detail in my next story. Hope to see you there.

Muah!

xoxo

-Stefanie

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20.07.2021
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Memoirs Of A Bisexual Chapter 2 Cunnulingus and Pink Floyd

This is the 2nd installment of the series, “Memoirs of a Bisexual." I recommend reading Chapter 1 “The Sexual Revolution” to get up to speed with Chapter 2, which is the immediate continuation of the story. The next morning we all woke up in a rush. Layla and Amanda were freaking out because they were late for class. So there was no mention of the wild night before. Just rush, rush, rush. In fact, there was not much talking at all. Jeff and I dropped the girls off at their dorm then decided to...

Bisexual

Memoirs of a CD

Memoirs of a CD By Alyssa Davis I have always been physically small for my age, sometimes called petite, and it hasn't been easy. During my childhood, boys wouldn't play with me because I was too little and just got in the way, so they said. My size was no problem with the girls who let me join them in their groups. Maybe they felt sorry for me. In school, during boy/girl activities, such as dancing or competition, if there was a shortage of girls, I was routinely assigned to the...

Mandys Story Memoirs Of A TV Slut

MANDY?S STORY (Memoirs of a TV slut) INTRODUCTION My name is Mandy. I?m a transvestite with a bit of a tale to tell. In fact I?ve had so many adventures had I?ve decided to share them with you by putting them down in book form, but first a bit about myself. I?m 5?5? tall, 9 ? stone, petite and according to others, very convincing and more importantly, sexy. My best features are my slim body, good legs and pert girlish bottom. This story is illustrated using drawings...

Memoirs of an Interplanetary Queen

Memoirs of an Interplanetary Queen Part 1 Tomorrow is my eighteenth birthday and I've been waiting for this day for many years. You see, I've had a crush on a girl since the tenth grade. She's like the feeling of standing in a warm summer's rain; like the first day in spring when you realize you don't need to wear a coat; like the fresh smell of the air after a lightning storm; and like the first taste of bubblegum before it become all bland and tasteless. Tomorrow, on my birthday,...

Memoirs of a Malabari Boy

Chapter 1 For those of you wonder where this Malabar is -- it is the northern part of Kerala at the bottom of India's map. This is a beautiful rural area with a predominant Muslim population. This was where I was born and where my family is. This was where I had the most beautiful experiences of my life which I would like to share with you as I go down the memory lane. You may have to excuse my command of the English language, but then hey, are we all not conversing here in that universal...

Konrads Memoirs

Note : This story is completely fictional! Mid 19th century Hamburg, Germany I cannot really call this a chronology of my life as it is not detailed enough to deserve that title. Rather, these are memorable moments, plucked out of a rich history of a man, who now frail and old, can barely see the scribbles that are written by a liver spotted hand, trembling in disease that will be the end of me very soon, I fear. My wife Sophia, another cause of distress throughout my long life is kind enough...

Erotic

My first Forced Femme Crossdressing experience wit

Forced Femme CrossdressingForced Femme Crossdressing had never crossed my mind. Certainly not that day. I had been lounging in my PJs one evening early last December. My fiancé Melissa was working 2nd shift rotation. When her best friend Dawn showed up at our front door. She invited herself in when I opened it. When Dawn and I are alone, she always teases me about my bisexual tendencies. It was my own fault for letting them slip one night when I had way too much to drink. Which Melissa had...

Caught Crossdressing by Aunt Sharon

Caught Crossdressing by Aunt Sharon Story by Kresha Matay "I wonder where Brad is? He knows you're coming, you'd think he'd stick around. Oh, I hope he'll turn up soon, otherwise you'll have to drive back in the dark." "Rita, don't worry about the boy so much. Brad is like every other sixteen year old boy. He's probably driving around with his friends looking for girls and forgot I was coming!" "Well, aah, I don't think so!" His mother stumbled to say. "That's something you and I...

My Qualifications to Write About Crossdressing

My Qualifications to Write About Crossdressing By Ricky How ironic! While looking for something in my files the other day I found I have been writing about crossdressing more than 10 years now. The problem is, I now realize I am completely unqualified to be a crossdresser, let alone a writer on the subject. Think about it, just what are the qualifications for a crossdresser? Surely you've read a multitude of "true life stories" in the crossdressing magazines. Perhaps if we...

My crossdressing fantasies Free Sex Stories and Adult Erotica Stories

I had an affinity towards womenâ€™s clothes and have a lot of crossdressing fantasies. The soft silks, shimmery fabrics and bold colours â€“ I loved them all. But I was a boy and all my friends would laugh if ever a boy wore a pink shirt. And I loved hose colours. I wanted to raid my momâ€™s closet, wear her dresses, put on makeup and strut like the diva that I was. But I held this in me for many years, until one night I saw my parents. They had dressed up in costumes I believe. My mom was a...

Cross Dresser

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