When I was about 15/16 back in 1962 I started wanking off with a pal from school usually in the woods on the way home. This soon moved to wanking each other, which was so good, compared to wanking on my own. During the course of typical schoolboy conversation about sex it transpired we had something else in common, women's clothing. We both wanked while wearing our mothers' underwear - something I had discovered turned me on from about the age of 11, which was before I knew how to masturbate.
My friend suggested that I go to his house so we could wank while wearing female underwear. This was arranged for the next Saturday as he said his parents would be out. I arrived at about 10am already semi-hard with anticipation of what was to come. We went upstairs to his mother's bedroom to look at her underwear drawer. He opened the drawer where we saw bras, girdles and panties at one end were some sanitary towels and sanitary belts.
He said, 'Does your mum wear these?'
I said, 'Yes,' and then it became apparent that we were both extremely turned on by this, a fact that neither of us mentioned. He put his hand in the drawer and pulled out a pair of panties, which I recognized as sanitary panties.
He said, 'What about these?'
I said, 'Yes she wears those too.'
By this time we were both rock hard. He said, 'Come on. Let's go upstairs.' He had a room in the loft. When we got up there we took our jeans and underpants off and he went to a box in the corner of the room and pulled out a bundle of clothes. Over time he had managed to stash away a number of pairs of panties including sanitary panties, some belts and some looped towels. He also had some bras and a couple of girdles. We hastily started to dress in the clothes both of us wearing a belt and towel covered with the plastic lined sanitary panties. We lay on his bed a proceeded to stroke each other's cocks through the fabric of the panties. He said we could come in the panties as he could easily wash them.
I don't think I had ever been so horny before. After a few minutes I had to announce I was coming my load. My pal said he was ready and we both released an enormous amount of spunk into the front of the panties. It felt so good.
We had many more sessions after that I will relate some more shortly.