Well I had been chatting to a guy who said he was into crossdressers and the chat was horny and I thought I must go and see if he is the real thing. I was living away from the Leeds area and was back for a bit of family business and so a meeting was arranged. He lived in Morley near Leeds and lived alone. He had shown me some pics that a cockold husband had taken of him whilst banging his wife. She looked well pleased as...

Been a lover of womens clothes all my life. Love the sexy lingerie and the high heels. Tottering about and posing with legs showing off tight muscles. My first encounters were with men although I liked girls it was the pure sexual thrill of handling a big cock that I craved so much. My previous stories tell of my first encounters of being a sex object and guys wanting to fuck me. I realised if I acted naive and cute it wo...

This is the final part of my starter journey into crossdressing. I have always had a slight and slender frame, never carried much weight so I always looked good in lingerie and short tight skirts. I was a soft featured youth and looked like a tomboy girl. I had noticed I could get a bit of attention from men. I also liked girls but had not really done much in that department. I also liked cock. The bigger, the harder the...

We were meeting a couple of times each week at his house for some fun and frolics. The idea of me getting dressed up and handling cock was great. I knew it wouldn’t go on forever but it was going good. He was trying to get me to blow him but I wasn’t too keen on doing that, not yet anyway. My usual attire was a tight white t shirt and a black mini skirt, he would nip in to his mums wardrobe and borrow her black vinyl high...

Well, after we had that encounter in the park, the next day when reality at what we had done set in I wondered how it would affect us as mates etc. We all turned up at the same hangouts we normally did. We cracked on as though nothing had happened and I thought we would let the encounter slide on into the past and not occur again. I was a bit sheepish and a bit embarrassed. We had a brief moment and he said he wanted to s...

How did I get into dressing up? It couldn’t have helped being bossed about by two older sisters who used to dress me up in girls clothes and call me Doris. I wasn’t keen on this but guess what? It grew on me. I was always getting hit upon by men when I was a youth. It was something that I accepted but had no real feelings about anyway. They used to jokingly tell me what they would like to do to me. I remember being very s...

I was about 18 at the time and was going North on a train to Leeds from Kings Cross. I knew I was bi curious but had never done much about it. I'd had a few drinks in London and was feeling horny and brave. I have always wanted to have sex with Indians or Pakistanis as I think they are really handsome. In those days the carriages were separate and sometimes you could spend the whole journey by yourself especially on a lat...

About 3 years ago I was in conversation with a guy who wanted to fuck a crossdresser. Music to my ears. We arranged a meet and about 2 days later I went to his place for a session. He was a big lad with a bit of a belly on him. Didn’t look that great but he was wearing a bathrobe and I could see from the loosely tied garment he was packing. So I went inside and we went straight to the bedroom where he lay on the bed playi...

Well I had been chatting to a guy who said he was into crossdressers and the chat was horny and I thought I must go and see if he is the real thing. I was living away from the Leeds area and was back for a bit of family business and so a meeting was arranged. He lived in Morley near Leeds and lived alone. He had shown me some pics that a cockold husband had taken of him whilst banging his wife. She looked well pleased as...