As stories of milf humiliation go, I have written quite a few. But I am not sure I enjoyed writing one more than my latest ‘A MILF Ensnared’. I admit it was perhaps the one where I dug most deeply into my own dark fantasies.
In fact, I have trawled sites like the one in my story, and seen those types of ads. Younger men offering ‘older’ woman sex and possibly abuse, humiliation, degradation in exchange for ‘financial gratitude. And yes, I have answered a few. But I never went beyond a conversation. I always retained the cloak of anonymity. But then I wanted to ask ‘what if…’ After all, if fantasies are to remain potent they have to progress…
What if I – or any woman – went just that one step further? That is where the story took off, and it soon fizzed its way through all my deepest fantasies of humiliation.
I do hope you enjoy it
‘Good looking bastard, 22, very assertive, muscular physique, very fit. Long stayer, repeater, offers intimate services to mature women prepared to be grateful/appreciative. Call Karl on…’
When forty-three-year-old Karen Matthews answers an advert on an obscure website on the Dark Web, she seeks a little safe phone fun. It is her habit, her addiction. However, this time her frustrations get the better of her, and she goes a step further. She agrees to meet the mysterious Harry, a man who is nothing at all what he seems to be. Suddenly everything that she thought she knew about herself, her life and – most importantly – her future, changes.
© 2018 – 2019, Janey Pilsbury. All rights reserved.