My first time with Joe _(0)

Hey everyone this is the same True Story I wrote a few years back on a previous account (BisexualCockWhore) but in much greater detail for all you viewers 😉

If you want to read the shorter version I wrote on a previous account go to the link below:
http://stories.xnxx.com/story/28858/My_first_time_with_Joe


By the time I was 21, I had moved out of my old house and into a flat just outside of Birmingham City Centre, it wasn’t much but for me, it was home. A place to call my own. A place where I could cross-dress freely without fear of getting caught out with a dildo in my ass. For the first week or so I didn’t venture out much, unless I paying rent upfront or getting food and drinks from the corner shop. I would stay indoors, walking around either in the nude or any of my slutty outfits that I wanted to, playing with myself whilst developing a much curvier, womanly body.

Such freedom was a turn on for me, thankfully I had ordered a numerous amount of sex toys and lingerie from the Ann Summers website. That’s the beauty of the internet, it allows cross-dressers like me to remain incognito to the public eye until they see fit to reveal themselves. One day, after pleasuring myself for so long in the shower, I decided that I would take the risk of going out in public dressed as a woman, but I would dress up in a pubic toilet stall in order to prevent any suspicion. So I packed my outfit for the day into a decent sized bag. Nothing slutty this time ’round, just a simple pair of blue denim jeans with a white tank top and high heels.

Feeling the sexual pleasures of attempting to cross-dress outside of my flat made me slip on a white lace thong with matching bra underneath my “male” clothes. I then headed out the door towards the city centre, where I would begin my public life as a full-time cross-dresser.
Whilst walking through town, I made sure to keep my head down in case anyone saw me, but I couldn’t shake the feeling out of my head that someone was trying to get my attention.

“Hey!” I heard from a fair distance away, the volume in which it was shouted caused me to turn my head, thinking someone was calling me. But I didn’t see anyone so I continued walking.
“Hey! David!” the person shouted again, once again I turned around but didn’t see anyone. I picked up the pace to get away from the person but eventually they caught up with me as they turned me around by the shoulder. I was about to run until I saw who the person calling me was.

It was Joseph, my mums good friend and the man who had bagged me my first job. Granted that job was to look after his 13 year old son whilst he and his wife were at work. But it was a job nonetheless. Joseph had the been the man of my fantasies from the moment I first laid eyes on him. Whenever I saw him I’d just melt away into the erotic thoughts and today was no different.

“How’ve you been mate!” He asked joyfully as he hugged me. I had to resist my urges whilst returning the good gesture.
“I’ve been alright, just moved into my own flat up the street”
“Oh that’s great!” He replied “Man it really is great to see you again, how about you come down mine for a drink?

My mind thought back to my original intent of cross-dressing in public, but since was a such kind-hearted man I couldn’t refuse, so I put my task on hold for one hunk of man.
“Sure, why not?” I replied “I didn’t have much planned today anyway”
“Super! Let’s go then”
On the way back to his, we talked about things that had happened to us over the years since we had last seen each other. The whole time he was talking I just couldn’t take my eyes off of him, although we was only 40 years old, he had the body of a god. Muscular, well-toned and a fine bulge in his jeans which left no stretch to the imagination.

Eventually we reached his house and he invited me in. When I walked through the familiar hallway once again it felt as if I had only been there yesterday as it looked exactly the same.
“Coke?” Asked Joseph as he got 2 glasses out of the cupboard.
“Please” I replied politely, noticing that the house seemed rather empty. As Joseph handed my glass I decided to ask him about it.

“Thank you Joe, Uh. I was just wondering, why does the house seem so quiet and…empty?”
As soon as I had asked the question, Joseph’s eyes grew heavy and he slumped onto the old arm chair close by.
“I should’ve told you on the way here.” He said with sorrow in his voice.
“Told me what?” I asked, moving slightly closer to him.
“Me and Sandra, we divorced a few weeks ago”
“What?!” I said, nearly dropping my glass, only just catching it time. “Why?!”
“It was my doing” He replied, this time sounding a little more cheerful “She caught me in bed with a cross-dresser and –

Before he could finish his sentence, he was interrupted by the sound of my glass smashing on the living room floor. I had lost all control as I heard his words echoing through my mind. Did he really just admit that he had sex with a Transvestite?
“A-but-I-I Thought you and Sandra were happy” I stuttered, still unable to process his words properly.
“We were, but I just got tired. She would nag and bitch at me for no reason.”
“But why cheat?” I asked. Appalled but at the same time, intrigued.
“She just wouldn’t have sex with me any more” He replied with more annoyance than sorrow
“I know it wasn’t the right thing to do, but I enjoyed it. The man looked so convincing, even I forgot for a minute that I was fucking a Cross-dresser… Truth be told David.” He said, looking right into my eyes. As if trying to figure something out.
“Truth be told, I don’t regret doing it, neither do I regret being caught”

“So, wh-what happened?” I asked, finally able to gather some of my senses again.
“We argued for weeks, until she just filed the papers and forced me to sign them. My son chose to go with her to Florida, I haven’t heard from them since.”
“I’m…I’m sorry”
“Don’t be” He replied with a sense of confidence “It opened my eyes to what I truly enjoy, I don’t know why but I love to have sex with Transvestites, the thought of it just turns me on”

I could barely hold in my lust for him as he continued to preach about his love for cross-dressers, it was only then I realised the mess I had made a few minutes earlier.
“Oh god!” I exclaimed, looking at the mess “I’m so sorry!”
“Huh?