Breaking Ben and Making Madison

So... several months back I was browsing Fetlife, looking at posts on various groups etc and started looking through the ads on the blackmail groups. One ad in particular caught my attention... I think it was due to the fact that it was longer and more detailed than most. The post explained that the guy who posted it is a closet sissy looking for blackmail. It explained that he was seeking a Domme to gain leverage/blackmail material and essentially blackmail the guy into doing things for her amusement. In the ad the guy stated he was curious about humiliation. I decided on a whim to message him and so it began...

He almost immediately replied and we started exchanging messages. I quickly learned he was called Ben and lives in Kent, UK. He talked a good game and explained he is a closeted crossdresser who has a blackmail and humiliation fetish... I had heard it all before and most guys pussy out after a few messages but he seemed keener than most.

Over the following weeks we talked a lot... I wanted to gain as much information as possible. It was a lot easier than I expected to get info out of him... he admitted many things to me including his deepest darkest secrets.. some of which are very embarrassing.. and will be revealed over time.

Now unfortunately for Ben he admitted two things to me which made me decide that he is going to get pushed further than he EVER expected. You see, Ben told me that he was a massive bully at highschool, not a physical bully but a relentless verbal bully who would pick on girls. Ai hate bullies and unfortunately for Ben I plan on making him pay for being a bully. The second thing he admitted to me is that he has cheated on all of his girlfriends... again, some karma is due.

Ben has admitted that he is a bit of an asshole, has been called arrogant many times. That he thinks of himself above others and that he has been misogynistic and disrespectful to women his whole life...

For this reason I am going to teach Ben a lesson he will never forget and it will be brutal, humiliating and painful for him... but it’s going to be lots of fun for us ;-)