Slutty Emma’s downfall into becoming a sissy faggot Part 1

This story and the following stories are a true account of my experience that I felt that its time I share, at the time of this first story I am 24 straight man with a 23 year old girlfriend who was a nurse.

I started my cross-dressing journey when I was 24, it all started when I would see woman out in clubs dressed in sexy outfits and it would make me think to myself wow those girls would feel so sexy and hot in those dresses, this entice me to browse various porn sites looking at girls in sexy clothing such as panties, miniskirts and PVC/Latex outfits. Even before this I had a kink for sexy outfits and PVC/Latex, but this just increased my sexual hunger.

At the time my Ex-girlfriend work night shifts and she owned a few sexy panties and miniskirts that she would occasionally wear for me. One night I was folding the laundry when I came across her panties and mini skirt and instantly started to feel the material in my hand and without thinking I immediately undid my pants and underwear and slid on her underwear and mini skirt. Instantly I felt so alive and sexy, I loved the way it felt on my skin and how my ass looked in the mirror as a stand admiring my ass, I felt shame and confusion as I looked at myself and felt this was gay and wrong but at the same time, I felt sexy, empowering and it felt a little natural. I then noticed that my cock started to grow and that I had a little leakage that started to soak through the pantie I was wearing which brought an overwhelming sense of erotic sensation that made me feel alive and, in that moment, all negative thoughts of so wrong and gay vanished in an instant and from there on I was hooked.

A few months go on as I continue to secretly dress in my girlfriend clothes while she works night shifts and, in that time, I had secretly bought my own black high heels and a black wig with red highlights throughout and a variety of woman cosmetics that I all kept hidden I my man cave.

I would later go online and learn more about the wonderful and thrilling world of cross dressing and would go to make an online account on imagefap and once I finished setting up my profile with the pictures, I have taken I felt nervous, afraid of what others would say or think but all this came to pass as I watched multiple men comment sexy and degrading words about me and how sexy and beautiful I looked. In this moment I felt so slutty and hot that I wanted more, but still I felt this was wrong and gay.

I would also go onto watching sissy porn and men fucking them while showing a dominant appearance, I sat there at nights jerking off to gay porn while dressed in woman clothing while my girlfriend is at work. I would cum and sit there looking at myself dressed like girl thinking what a faggot I am and how wrong I am for doing this, but I was unable to not stop as night after night I would do the same thing.

A few months later as I kept delving deeper into the sissy lifestyle and stroking my cock to gay porn while my girlfriend had no idea of what a slutty sissy faggot, I was that I started to wonder what it would be like to dress like a girl in the presence of a man and the thought of him touching me. So, I started to post ads of myself on locanto with the title "24 old crossdresser looking to meet with a man". About an hour I instantly received messages from multiple men asking to meet up and straight away I felt like a sexy woman that I used to see out in the clubs and now I understood how they felt and how empowering it is to have men fantasise over you and that you have the choice.

I would go on to choose a suitable man that had a nice cock not to big or small that would not hurt to much since this will be my first time having a man's cock inside me. The crazy thing is that I did not know what I would do and that I was ready for cock but for some reason I was choosing a man by their cock sizes like I was already planning on having it in me. To be truthful all I said in my ad that I just wanted to hang out with a man while I'm dressed like a girl but here, I was looking at sizes and foolishly thinking that it was going to be a simple hangout with a guy.

I organised a time and location to meet with this guy which ended up being my house since my girlfriend worked night shifts so it was perfect, I could spend the time shaving my body cleaning up and being able to be already dressed when I answer the door in the comfort of my own home. The outfit I decided to go with was a shiny blue mini skirt that barely covered my ass that I wore blue panties, a pair a black high heels and thigh high stockings, a black top and a black wig with red highlights throughout the hair with cosmetics such as a pinkish gloss lipstick. The guy messages me saying he will be there in the next hour, so I spend the time preparing myself and making sure I look sexy and presentable for this man, I try to calm my nerves with a few drinks while pacing around the house thinking about what is about to happen when I meet him like this.

I get a message from the guy saying he is here and I immediately feel butterflies in my body whilst at the same time excited, I message the guy telling him to come to the door where I patiently await him until I hear the knock on the door I say to myself "Here it goes" as I begin to open the door and greet him by saying in a badly tempted feminine voice "Hi I'm Emma it's nice to meet you please come in" he steps through door, looks at me and says to me in a deep manly voice "Nice to meet you sexy I'm Jeremy" as he stands there towering over me making me feel small and feminine.

I nervously say to Jeremy "please come this way" as I naturally just take his hand and lead him to the lounge room where I have set up some mood lighting and some drinks for us, we both sit on the lounge but I sit a small distance away from him nervously sitting unsure what to do in as the sexy revealing outfit that I chose. Jeremy is sitting across from me looking me up and down admiring my beauty while casually sipping on an alcoholic drink, he then starts to unzip his pants and proceeds to remove them with his underwear until his is completely naked sitting on my couch with his hand on his cock. I look at him and his cock with fear, shock and lust and excitement and my girly instincts set in as I uncontrollably move closer to him.

As I move closer and closer I say to myself in my head "what are you doing, you about to maybe sleep with a guy", I lean in and naturally grasp his cock in my hands as I think again "you just grabbed a man's cock and you are about to put it into your mouth" I immediately without over thinking anymore just swallow his cock in my mouth and instantly I feel sexual bliss as I naturally just move my mouth up and down his cock feeling the tip hit the back of my throat like as if I have done this before, but I haven't, this is the first time sucking a cock but yet I'm such a natural and I continue work his cock like a pro.

My feeling like I'm a pro is confirmed when I hear him say "wow you're a dirty girl, you done this before haven't you" as he grunts and groans and before I could respond to his question, he grabs the back of my head with his manly hands and forces me deeper onto his cock making me slightly gag. This goes on for awhile as I have lost all sense of time since I'm just focusing on sucking this man's cock and pleasing him while also giving g myself satisfaction as I'm loving every moment as a continue to suck his cock.

Jeremy pulls my head off his cock while I'm trying to continue to reach his cock with my mouth looking like a girl doing duck lips in photos, at this point I gain my sense of time and direction and in that moment, I thinking to myself "what the fuck am I doing I just sucked a man's cock, and I loved every moment of it". Jeremy looks at me with a smirk on his face and says "I want to be Inside you slut" I immediately without any disobedience or restraint get up turn around and position myself face down ass up presenting myself to this man.

Truth be told I when I was chatting with him and organising this meetup, I was not expecting sex, I honestly don't know what I was expecting but I was foolish to think that I would dress up as a girl in a revealing outfit while hanging out with a man and not doing anything. I also thought I would be like those girls I see in the clubs that act with such power and dominance over a man that he would do anything to go home with her but here I am accepting demands from a total stranger and willingly and happy to do it. It was at this time that I understand what it meant to be an actual sissy and live the lifestyle that I I'm not in control and that my purpose is to please and serve this man or any other men that I maybe meet with.

I shockingly felt happy and safe that I was under control of someone else and did not need to make decisions but only just relax and obey but I digress. As I lay on the lounge face down ass up with my ass on full display for Jeremy, I feel him moving closer and position himself behind me and feel his eyes inspecting my ass or what it is truly known as "sissy pussy". I feel his hands run down my sissy pussy pulling my panties to the side admiring what he is about to fuck, he then positions himself closer and I feel the lube he applied running down my sissy pussy onto my balls.

Jeremy then says to me "Are you ready sissy slut" I whimper to him "Yes daddy" as I feel the tip of his cock touch the entrance of my sissy pussy, I think to myself "This is it, there is no going back now" as I brace ready for him to slide his cock into me. I feel his cock against my sissy pussy harder until it starts to go further into me, at first it hurts a little as he pushes his cock further until it reaches a point of no resistance, and my sissy pussy fully swallows his cock taking the full thing all the way. He moans he says "fuck you're a tight slut aren't you" I then try to respond but nothing comes out of my mouth, at this moment I'm in a state of bliss and all I can think of is how much I love this experience. He then begins to slide his cock back and forward into me slowly then after a while he picks up the pace and he grabs my hip and says "I'm going to fuck you like the sissy faggot you are and make you my little bitch" as he fucks my pussy harder and harder , then "You won't be a man after this, all you will be is a sissy whore that live to serve and obey, your girlfriend won't want your faggot ass" as he gets rougher. I'm guessing from this moment he had seen the pictures of me, and my girlfriend scattered throughout the house from statement and the fact that he says to me straight after "I should fuck your girlfriend for you, you sissy faggot".

Even during and after he says all this, all I could is respond with a whimper "yes daddy". It's crazy that this guy a barely know is got me bent over in my own house fucking the manhood out of me and calling me degrading names and talking about my girlfriend, the audacity of such a man that does such a thing. But he I am and I for some reason love every part and word of it, I simply want more.

After what felt like ages, him still fucking me while a lay there taking it like a whore I could I feel his thrusts getting quicker and aggressive, he says to me "I'm going to cum inside you, can you believe that you sissy faggot you're going to have another man's cum inside you and it's going to erase every inch of your masculinity" I just whimper and moan with excitement and think "Holy fuck this is it, I'm about to be a real girl" as a prepare myself for his injection of cum into me.

Then suddenly I feel it, his cock tense up and then a warm blast of cum inside me, he moans and grunts as he releases his manhood, his seed inside me blessing me with his gift. At this point I'm in pure sexual bliss and can just feel his seed take ownership of my insides. Jeremy then begins to pull his cock out me and at that time I feel his cum/seed leak out of my sissy pussy that slowly begin to run down my ass to my balls and onto the lounge where it collected into a large mass. While I'm lying there with a man's cum leaking out of my ass Jeremy just gets up and walks to photo of my girlfriend rubs his dick on the photo smearing his cum while he looks at me smiling. I sit there thinking what a fucking asshole I should fight you, honestly, I was not in position to fight or defend her honour as I was laying on my lounge in my own house with another man's cum leaking out of me.

He then proceeds to clean his cock on her Scarf that she had laying on the coffee table and then immediately he slaps me on the ass and says "I own you now slut and I look forward to fucking you again" as I lay there looking at him, he then begins to put his clothes on and just leaves my house leaving me there on the lounge dressed like girl with cum just leaking out of my ass. I honestly just sat there shocked and confused to what had happened, I could feel is cum leaking out and down my leg and I'm just confused.

But then it dawns on me and I think to myself "Fuck I just had sex with a guy and he actually fuck me hard, treated me like a whore and put his cum inside me whilst degrading me" I sat there on the lounge still dressed like a slutty girl with cum leaking out onto the lounge then immediately I got up showered and cleaned the house so that my partner does not find out.

Once I clean myself and the house to erase all evidence of the encounter, I lay in bed thinking of the experience and well fuck it was amazing, but I also felt dirty and used and honestly, I thought to myself "This is just the beginning". The next morning, I awoke to my girlfriend arriving home and showering after work and she says to me "How was your night Babe" as I lay in bed with Jeremys cum still inside me, I respond "It was very quiet babe" as she hoped into bed to sleep off the nightshift while I get up and start the day and let her sleep.

I look at my phone while I'm enjoying my morning coffee whilst my girlfriend is asleep and instantly see that Jeremy has messaged me saying "This is not the last time I fuck you slut and I look forward to fucking you again, and just remember Emma I own you" as I sat sipping on my morning coffee I just looked at the message and accepted his response and my position.

This is not the last time you hear of me, Jeremy or my girlfriend, this story is just beginning.