As you may or may not know, I live in a very nice home with a pool. I pay this college boy to come over once a week and clean it out for me. There’s a Polaris in it at all times, but sometimes, especially after a storm, it requires more extensive cleanup.
Anyway, college boy came over to clean it out and did a terrible job. He was more concerned with flirting with this phone sex MILF than with cleaning the pool, which highly annoyed me. Sure, he’s cute, but he’s also there to do a job, you know, not flirt with his boss.
So I lured him into the house under a bogus pretext and actually managed to con him into dressing up like a girl for me. He had panties, a bra, stockings, a dress, heels, the whole nine yards. Then, the things I had him do would put even the most seasoned of humiliation phone sex sluts to shame.
And naturally, I was videoing all of it because he was enjoying the attention so much, even though it was very embarrassing for him. The scene itself didn’t serve as much of a punishment. It was what came after that did.
After I sent him on his merry way, I let him stew for a while and then sent him a copy of the video I’d made of him doing all kinds of unspeakable things. Then, I called him for a little blackmail phone sex to tell him that I wanted him to come back next week for more of the same, which I would also video in order to have even more videographic evidence of what a sissy slut he was.
Normally, if this were one of you guys, there would also be plenty of financial domination phone sex involved, but in this case, I’m happy to blackmail him for the luxury of a nice, clean pool for free.
Do you think you can handle a blackmail phone sex session with the blackmail Queen? If so, give me, Ally, a call by clicking the button below!
