This is one of the first times I started using lingerie to masturbate
When I was fifteen I was in the work study class in high school, so I had to have an after school job. The work study teacher found me a job working for a local family doing odd jobs around the house.
There were many children in the family (six or seven) mostly girls, I think only the baby was a boy, ranging in age from four to fourteen. Needless to say I spent every afternoon there. The older girls were cute with nice bodies, they went to catholic school.
Anyway, while I was working, one of the things I did was laundry, so I had to handle their bras and panties. This was a real turn on since I already had a fascination with these things. After a couple of weeks, I decided I wanted one of the bras. So while doing the laundry, I stuffed one of the oldest girls bra's in my pants when I left to go home. When I got home I couldn't wait to try it out. I went to my room, got naked and put it on. This got me instantly hard and I stroked myself to an amazing orgasm wearing her bra.
That was the beginning of many pleasurable times with lingerie. I'll post more stories later.