Why are men's clothes so boring? You look at what women can wear, and there was no comparison. The feeling of a pair of silk stockings against your skin, was heaven to me. As you may have guessed, I'm a crossdresser. My female name is Maria Stephens.
I'd always enjoyed, putting on ladies clothes. It started when I was young, and I'd wear my mums stuff. It wasn't what you would call, sexy, but I loved roleplaying as a female.
Eventually I left home, to join the forces. My crossdressing was now put on hold. During my time in the Air Force, I meet my future wife. We were married, when I found out, I was to be posted overseas.
I left after doing twenty two years, and we'd settled up in Scotland. We had two girls, and a boy, and we were so happy.
It was then that I started my crossdressing again. It was my little secret, no one else knew. I used to place an order for outfits, at least once a month. It was a thrill, to try something new on. At first I'd buy fairly conservative clothes, but eventually ordered more daring outfits. By this time I'd bought a breastplate, and it was my best investment. I could now wear low cut dresses, that showed my cleavage off.
I started taken photos of myself, on my phone, and I really liked what I saw. It was then that I started posting, on a crossdressing message board. When I started posting my pictures, I got some great feedback, and received plenty of pm's for meet ups. You may not believe this, but I still thought of myself as straight. I never posted pictures with my face in it, as I could still see my male side. My body was definitely fem, but I couldn't say the same about my face.
Eventually I posted less on there, as I'd found a social network app, called kik, where I could live chat with fellow ladies. I even joined some straight groups, and got plenty of offers when I posted pictures. The guys actually thought I was a female. Eventually I left those groups, as I felt like a fraud, having to lie.
My favourite group, was a Scottish one. It wasn't just crossdresser, that were in the group. Once again, I was getting plenty of offers. By this time though, I was becoming curious , about what it would be like to meet up. I'd bought an anal vibrator, which I loved to use.
One guy, Ross, was really keen to meetup, but I always said I couldn't do it. He was in his twenties, and was very handsome. We had some lovely chats, with him wanting to know more about my crossdressing. He loved how I dressed, as it was very feminine.
My wife was going to visit her mum, down in England. I couldn't get time off work, so she went with our youngest. All our kids, had left home by now. Ross asked if I'd like to meet up for a drink and chat, no strings attached. After much pursuance , I agreed, but it had to be at my house. I'd not been out dressed, apart from the odd drive around in my car.
It was the day of my meet, and I was very nervous. I relaxed during the day, dressed in my new mini dress. Ross text me, asking if I was still OK for tonight. I told him I was, but was very nervous. What if I wasn't quite what he was expecting, when we were face to face. He assured me, that everything would be fine.
It was that time to get ready, as Ross would be arriving in about two hours time. I started running the bath, then got to work on what I'd be wearing.
The first thing I had to decide, was what dress I was going to put on. I had so many to choose from, but settled on a black lacy dress, that came above the knees. It had a lovely low cut neckline, so I picked out my E cup breastplate. For my underwear, I picked out a black gaff, which would allow be to tuck my cock out of the way. I started call it my clit, and my ass hole, was my pussy. I'd bought a matching bra, and suspenders set recently, so I got them out on the bed. To finish my look off tonight, I'd be wearing black stockings, and a pair of 5 inch high heels. Everything was laid on the bed, so I finished running my bath, and lay in it, enjoying the heat.
I got out the bath, and dried myself. Before putting on my clothes, I shaved my legs and my crotch area. Now that I was hairless, I put on my gaff, then my suspender belt. I enjoyed the feeling of putting my silk stockings on. Once they were fastened to my belt, I then put on my breastplate. It looked hot, when I put my plunge bra on. The dress fitted me perfectly , and showed my cleavage off. I pulled the zip up, on the back of the dress. Once I had everything on, I started doing my makeup. I loved my new red lipstick, and applied some eyeshadow. Looking in the mirror, I was very happy with the result. I put on my jewellery , then stepped into my high heels. I then headed downstairs, waiting for Ross to arrive.
It wasn't long before I got a text off him, to say he'd pulled up in his car, outside my house. I told him I was ready, and to come on in. Still feeling nervous, I opened the door, to greet him.
He came in, and kissed me on the lips. It was the first time, I'd ever kissed another guy. I closed the door behind him, and turned to face him. He was wearing a white, loose fitting shirt and black trousers.
"Pleased to meet you at last Maria."
He then gave me another kiss, and put his arms around my waist, pulling me into him.
"Likewise Ross, though must admit, I'm feeling pretty nervous."
"You look so hot Maria, even better in real life."
"Thank you Ross, can I get you a drink?"
"I'll have a beer, if you have any."
