My First Sissy Romance

My School Days

Was heavily involved with the drama group so was surrounded by beautiful girls and was quite popular.
Trish was my best friend and during the weekend I would always be at her house. She wanted to be a makeup artist and would practice on me.
It was our secret and as we were best friends there was never anything sexual. Sometimes she wanted me to put on girls clothes to make the looks more realistic.
Never did I think anything of it.
At school we were always together.
I didn't like the company of the boys there, they were dull and sometimes nasty. Especially to an unfortunate boy called Benjamin. He got bullied mercilessly by them. Trish and I often used to rescue him. It didn't help he still sucked his thumb all the way up too when we took our A levels at 18.
I used to go over to Trish's to study.
I used to stay over some nights.
We would sleep in the bed but nothing ever happened.
One morning as I got out of the shower I discovered I had left my underwear at home. Trish was waiting to get in the shower room and asked me what was up. I explained I had forgotten my underwear. She said "Don't worry you can borrow mine, I will leave them on the bed for you"
We were in a rush so I scampered to her room with a towel around me.
When I pulled them on I felt a tingling feeling all over and I started to get hard. I looked down on how pretty they looked, then quickly pulled up trousers on to cover my excitement.
We rushed to school and the day went really fast. Luckily I had drama group at lunch time, as I was really turned on. I kept going to the bathroom to look at myself, if I had not gone to the drama group I knew for sure I would have spent it jerking off.
When the day came to an end, Trish let me know she couldn't see me that night because she was going to the theatre with her parents. Mine were out that night so I was going to be in my own company.