It was the mid 1980s, I was 20 years old and it was the summer holidays. For the long break from college I'd managed to find a vacation job in Kent in the south of England. It wasn't brilliant but I was going to get some experience of working with computers, and earn a bit of money to keep me going during term time. The company was based in a small town where I had found a room in a house with...

Added 20 Sep 2011 | Category Crossdressing | Votes 38 | Avg Score 4.92 | Views 17,272 | 15 Comments

I had crossed the Rubicon. I had tried on my sister's panties for the first time. Now I felt guilty. Incredibly guilty, and dirty. I went to school as normal the next day, but despite the guilt I couldn't get the amazing thrill of trying on that little pair of blue and white striped cotton panties out of my head. As 3.30pm and with it the school bell neared, the overwhelming urge to do...

Added 05 Jun 2011 | Category Crossdressing | Votes 18 | Avg Score 4.78 | Views 13,722 | 4 Comments

As a child I lived in a town in the North of England. It was a fairly conservative place, where boys were expected to grow up to be men, and girls to become women. Despite this my mother was a fairly liberal person, and by the time I’d reached the age of 17 the topic of sex had already been raised in our house. Sex between men and women of course, with the aim or perhaps the danger of...

Added 18 May 2011 | Category Crossdressing | Votes 14 | Avg Score 4.43 | Views 18,060 | 4 Comments

I was living and working in London, my first job after college. No chance of having a place of my own with these crazy house prices and this being my first job at the age of 23, so I rented a room from a guy older than me, in his mid-30s. His name was Steve and he was a masculine type, split up from his wife but seeing a feisty Spanish woman called Manuela. There were big arguments now and...

Added 16 May 2011 | Category Crossdressing | Votes 36 | Avg Score 4.85 | Views 26,778 | 17 Comments