Madison stood up, took a deep breath and exhaled. She stood at the mall food court, at the mall where she worked, with her friend Hannah.
"Are you ready?" Hannah asked.
"Yeah, I guess," Madison said, still not entirely sure that she could do her task. Truthfully, much of that uncertainty came from not knowing exactly what she would have to be doing - Hannah knew, but Madison only knew what she was allowed to know at this point.
It had only been a week since Madison had stripped naked at work, sucked Hannah's feet. and given a blowjob to a customer in one of the fitting rooms. Of course, she had sent the video she made of part of her escapade to her blackmailer - the online one - and he had tasked her again.
This particular escapade had begun when Madison received an overnighted package at her apartment containing, in essence, three things. The first was a remote control bullet vibrator which Madison was instructed to wear during the task, and Hannah would be able to control using an app on her phone. The second was a set of instructions for her, and the third was a sealed envelope with instructions for Hannah.
This time, all Madison was allowed to know is that she would be asking questions to strangers. The questions were already written, in Hannah's envelope, and Madison was instructed to enroll a friend to assist - and the blackmailer suggested Hannah.
Of course, this came with its own set of problems for Hannah. She was already suspicious of "Dan," as she referred to him, and didn't trust him. She told Madison that again and again over several days. Now he knew who she was, and she knew he knew, and she didn't much care for that. But when she realized Madison could be in big trouble if she didn't help her friend, and when she saw he actual instructions and realized it would only be risky for Madison, she reluctantly decided to go along with it.
"Madison, I don't know him I've never met him, and I don't trust him," Hannah explained to her friend.
"Yeah, I know, I mean - I guess - you know he has all the videos right? Like the snow angel video. I did it all for him. It's just - it's exciting to me to be - to lose control like that, be ordered around a little, be made to do things that give me a rush. You know?"
"Yeah - but do you realize that the more material you give him, the more he has to use against you to make you do more? I'm afraid you're going to get in over your head."
"Yeah," Madison had said, her imagination taking off. The thought was already making her wet.
"And besides - what happens when he - I mean, he already knows who I am. And apparently knows that I'm helping you make the videos. I mean - what else does he know about me? What happens when he starts to try to blackmail me too?"
"He wouldn't," Madison said, although the thought did frighten her a little. She still didn't have the guts to tell Hannah that she was actually being blackmailed not by Dan, but by a guy she had never met. It may as well have been a woman for all Madison knew - and for that matter, Hannah had never met Dan, the college classmate who had been blackmailing and humiliating Madison toward the end of the most recent semester.
"I mean, you could be really - you'd be in deep shit if he got pissed off. You know?"
"Yeah. But like I said. I explicitly gave him the green light for this. He wouldn't push anybody too far or get you involved against your will. He wants me to keep it up, humiliating myself for him. Right?"
"You're asking me?" Hannah said, laughing. And even though she didn't fully trust Dan, she did trust Madison not to put her too much in harm's way. But she did have a word of warning for Madison. "You know - just so you know, you are going to take the fall for this if you're wrong. I'm not going to ruin my life to save your ass when I'd just be digging us both into a hole we'd never get out of. As long as you understand that."
"Yeah, I get it. I'm not going to let him hurt you. I'd do anything. Okay?"
"Okay."
And so it was that a few days later, in the food court, with the camera on her phone rolling and Hannah holding it, Madison stood up, and reluctantly expressed her desire to get out there and ask her questions - if only she knew what they were.
Hannah remembered one of the blackmailer's instructions for her: "if she seems reluctant, just turn up the vibrator for a few seconds. It will make her more aroused, which and when she is aroused she will want to behave like a perfect little slut for us." Hannah took out her phone and gave Madison a little jolt.
"Are you ready to ask a question?" Asked Hannah.
"Oh! Oh, Hannah!" Madison said loudly, trying not to make it obvious what was going on inside of her. "Yes, Yes, I - I'm ready." Hannah turned the vibrator down and handed Madison a card with her first question on it. "This is going to be fun," she said.
Madison looked at the card and read it. "Do you think I look like a slut?" It said.
"Okay. Now the rules are, I have to pick out a stranger for you to ask it to. You have no say. Okay?" Hannah looked at Madison for approval. "If only she knew I'm supposed to pick out really humiliating people for each question," she thought.
Now, for this occasion, Madison had chosen a navy tie-front top with inch-thick straps. It might as well have been a tie-front bikini top with straps and a little extra fabric in the back. She wore a short denim skirt and brown ankle boots. With this, outfit, she did not wear a bra or panties. Of course, her rules given to her by Shawn prohibited her from wearing panties anyway, but the outfits she wore had become more daring over time.
Hannah wore a pair of high waisted shorts and a cropped off-shoulder top. Hers, unlike Madison's, only showed an inch or two of her midriff.
"How about her?" Hannah asked. She pointed to an elderly woman, slightly hunched over, carrying a bag that seemed to drag the ground.
"Oh my god. Are you serious?" Madison asked.
"Yeah. Well, he told me to make it humiliating," Hannah said, laughing. She gave Madison a quick buzz from the vibrator.
"Ohhhh," Madison moaned involuntarily. "Oh, okay, I - yes, her." Hannah filmed her as she approached the woman.
"God, I can't do this!" Madison thought. The woman reminded her of her grandmother, and she wasn't even dressed appropriately enough to be in the vicinity of someone her age, let alone humiliate herself. "She's going to think I'm such a whore!" Madison thought.
"Hi, um - excuse me," Madison began.
"Yes?" The woman asked, stopping.
"I - um - I have a question," Madison said. She stopped, however. She turned to Hannah and started shaking her head. Hannah, understanding that Madison was having difficulty processing what she had to do, buzzed her with the vibrator again.
"Mmmm," Madison moaned.
"Go on," the old woman said, oblivious.
