“Have you his outfit ready for tomorrow? I’m so looking forward to humiliating a fresh one!” The women all looked at me with knowing smiles as Elaine opened a draw and took out a frilly French Maid’s outfit on a hanger which she hung on a picture rail for me to view. The women clapped their approval, and as I stared at it with disbelief I heard the whoosh of a cane and felt its sharp sting as Hortense chose to chastise me.“Say thank you mistress, and beg to wear the pretty dress tomorrow!” The women roared with laughter as I carried out the command with a broken voice; the sting of the cane still throbbing. I was truly learning humiliation. Elaine smiled wickedly down at me as she returned to the drawer; I noticed at this point that the damp patch at the front of her panties was now very prominent. She took a blonde wig and large stilettos from the draw, and two other objects. After placing the wig on the hanger and the shoes beneath it, the women all smiled smugly at each. Kelly was crouched on her knees and started to suck his half-limp cock. Tom had an average dick, nothing special, just average.Three minutes later Kelly was swallowing a small load of cum. Tom buttoned up and asked if she wanted to head back to the club. What started out as promising turned out to be a bust in Kelly’s eyes.Right after Kelly handed me her G-string, Annie came to my table. She introduced herself, said she had been playing pool with Kelly, "But Kelly was busy with her new boyfriend."Let me describe what I saw because it was a lot to take in. Annie has black hair. It’s a bob with bangs (think Betty Page with short hair). She’s wearing “librarian” glasses. On top, she is wearing a very short see-through, cropped white shirt. It buttons up the front and comes down just below her boobs. She is wearing a jacket-thingy over the top. It is the same length as the shirt and has long sleeves. At the front, it leaves about a six-inch gap in the middle and both sides are connected.
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