'Tilly' spent the night at Chris Smith's house, waking to find it impossible to avoid Leila Smith, a friend, peer and beauty queen. She was not best pleased about the situation, but helped to protect Tilly's true identity in lending out a girls uniform, one purposefully as feminine as she owned. Chris was just about to give them a lift to school... I shuffled down the stairs,...

Added 08 Jan 2011 | Category Crossdressing | Votes 9 | Avg Score 4.78 | Views 8,281 | 2 Comments

"Do you want to keep your job or not?" She asked me. These were desperate times, I was up to my eyeballs in debt and bills, and the job at hotel was all I had. She had threatened to get me fired. I thought back to the beginning of this, wondering how I had got here. Slightly earlier "The lady in room 404 just called to say she had some kind of trouble with her wardrobe door,...

Added 21 Nov 2010 | Category Crossdressing | Votes 18 | Avg Score 4.33 | Views 18,747 | 2 Comments

I finished telling Mia my story, and she stared at me blankly for a minute. "Would you do it again?" she asked me. What a question. The entire meaning of hitch-hiking had changed for me now. I was standing by the roadside in the outskirts of my city, trying to hitch a ride down to Tijuana. All the cars were just speeding past me, maybe it was something about my gruff beard that put them off,...

Added 08 Nov 2010 | Category Crossdressing | Votes 18 | Avg Score 4.83 | Views 8,992 | 5 Comments

To recap, our protagonist didn't want to dress up for a halloween party, so his girlfriends decided it was time he joined in the fun. They styled his hair, did his makeup and put him into an 'Alice' dress. However, the disguise worked a little too well, as Chris Smith has taken 'Tilly' back to his house after a passionate kiss on the street corner... Chris put his key in the door...

Added 08 Nov 2010 | Category Crossdressing | Votes 17 | Avg Score 4.76 | Views 13,119 | 7 Comments

When I was in high school I was always very camp, which was probably why almost all of my friends were girls. This was definitely why I first ended up crossdressing. I was sixteen and round one of my 'girlfriends' house for a few drinks on Halloween before we went to a house party nearby. I never much cared for Halloween, so just came as myself. When I came in they all sighed since I wasn't in...

Added 06 Nov 2010 | Category Crossdressing | Votes 15 | Avg Score 4.8 | Views 16,017 | 7 Comments