Two weeks ago, I walked into my 16 year old son James' room, to see how his homework was coming along. He had left and was in the restroom. Out of the corner of my eye I saw something pink peeking out from under the bed. James came in, and it sounded like homework was fine, so I left, but I was curious as to what could be under his bed.
The next day when I was the only one home, I went back into his room, just to see what it was. I looked under the bed, and to my utter surprise there was a pair of his sister's pink panties. I didn't know what to do, so I returned them to their spot and left the room.
I eventually decided I needed to say something. In the end I chose to email him, instead of embarrassing him in person. That day I sent him the email that I had seen the panties, and wanted to know why he had them, and if he had stolen them from his sister.
About a day later I received the reply. He had in fact taken the panties from his sister's room, to wank off with; he had heard about it at school and was curious. I admit I was shocked, but I did some looking around online and found out that many teens like to experiment with ladies clothes.
After coming to terms with this I responded that I wasn't angry, and that it was ok that he wanted to try it, however I told him to wash and return the panties. And that if he wanted I could purchase some of his own. He agreed and this past weekend, we went out and bought several packages of panties. Again to my surprise, while we were there he asked which ones might fit him. He admitted that he liked trying them on while wanking, and squirting his cum into them.
Now he has his own drawer of panties and I know for a fact he has been using them while wanking. This was an interesting experience for a father, but I'm ok with it, and I would recommend having an email discussion about wanking questions with your son, it makes things much easier.