Crossdressing on the train (completed)
My first time crossdressing gets me in trouble on the train.
Chapter 1
by
Fluftixxx
I had always been on the smaller side. While all the others got their growth spurt, I just never did. That's a bit of an exaggeration, of course I did grow, it just never seemed to catch up to the other boys. In the end, I only reached 1.60 meters which put me just below average where I live. Just below average for a girl that is, most boys and a lot of the girls towered over me. To make matters worse, I didn't have much muscle either. Despite being in decent shape, I sucked at most sports.
I got teased about it a lot. People made fun of my height, called me girly, and told me I would never get a girlfriend looking like this. It hurt my self-esteem a lot. But surprisingly things improved after moving away to college. I got my own room, I could concentrate on my studies better and I actually had some success with women.
I went on a few dates, although most didn't go much further. I was just a bit too nervous. It was actually the girls asking me out, as I wasn't confident enough to go up to them. But with more experience, I got better at it and I even found a girlfriend. She was great, I loved spending time with her. We hadn't actually "done" much, but she was at my place a lot.
Which brings us to today. With her staying over more recently, she had decided to leave some stuff at my apartment. At first, it excited me because it seemed a sign of our relationship progressing. While I was happy being patient, I hoped this would mean things would happen soon.
Shortly after though, other thoughts started creeping in. Not long ago I discovered feminization. I used to read lots of stories about crossdressing but living at home I never had a chance to try it. Then when I went to college and started dating, I forgot all about it. But now everything I needed was right there in my closet. She probably wouldn't even notice right? And even if she did I could just say I had to move it. It's my room after all.
In the end, my curiosity got the better of me and I just had to have a look. Then when I found it, I just had to try it on. She had left a full outfit in my closet. Matching pink panties and bra, a short black skirt, and a white shirt. I was hesitant about the bra, seeing as I didn't actually need it. But after struggling with it until I finally had it on correctly I knew it was part of the experience. The panties were the real prize though. Pulling them up felt amazing. They hugged my butt perfectly and were snug around my bulge. I immediately started to get hard, though my dick was still pretty small even when fully erect.
What's next?
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