My masturbation fantasies were often about being caught looking up skirts and then being pantied for getting caught. In these fantasies I’m a young boy and the woman catching me is always an older, sexual loving woman.
The woman was usually my mother, one of her friends or my friend’s mothers. I’ve developed many variations on the theme but the one I always return to is with the women next door.
I’m in her house sitting on the floor watching TV. She’s sitting across from me and I have a perfect view up her skirt. She’s adjusting her self in the chair and each time she does her knees part revealing more and more of her panties, stockings, slips and garter tabs.
The white “v” of her nylon panties is holding my eyes when I hear her say “You’re a very naughty boy and so curious too” I can feel myself turn red.
“Come over here. Take a much, much closer look”
She can see my excitement when I stand and walk over to her. “I can see that you really love seeing my panties. Would you like to try on a pair too? I think you’ll look just adorable in them.” Blushing red, I shake my head yes. She takes my hand and leads me to her bedroom.

This is a wonderful and fullfilling fantasies and I masturbated to its many variations.  Crossdresser Older Women Masturbation Fantasy

Here’s a picture from my photo shot with Sadie a young women that loves vintage lingerie and panties.  She made a lovely movie showing off her lingerie and panties with lotrs of amazing cloe up upskirts.