Tag: Blackmail

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In the next few days, Sherry fell into the routine. Each evening, she texted pictures of her clothing and underwear. Only once was she required to make a change, but she found herself readily accepting it. Otherwise, no contact with Jono, and part of it actually worried her, and had her wondering if she was still meeting his expectations, fearing arrest if she didn’t. At the same time, she realized there was something more.

As she dressed the next morning, her doorbell rang. Answering it she received another package. When she opened it, the note from jono simply read “Wear this today.” In it was a totally slutty set of crotch less panties and an open bra, if you could call it that. She was appalled, especially since she was wearing a light print, one-piece dress today. “At least he is thinking of me.” She told herself.

At work, she noticed that by 9, jono still was not in. At 11:30, she got a text. It simply said “Go to Able’s in the mall. Leave now.” Grabbing her bag, she signed herself out. Read more »

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Sherry spent her afternoon shopping, work be damned. A small part of her enjoyed being able to buy new clothing, shoes, & accessories, and rather expensive items, at that, but buying the lingerie, in the full knowledge of how it would be used, made her angry, so much so she even dined using the company card and used the malls’ attached gas station to fill her car, despite being told it was clothing only. At home, she laid out a nice blouse/skirt combo, and with trepidation changed into a set of white cotton underwear, and texted a picture of herself in her only mirror, a small one on the back of the closet door. In a few minutes, jono texted back “Good job. We will discuss tomorrow” After this, she fielded a call from Ron. Telling him it was over was really no big deal. He wasn’t creative in bed and the sex was just meh. Sherry drifted off, wondering if she could do this mentally, or if the show were going to drop, ending her career, which terrified her. Read more »

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There wasn’t much to the meeting. Sherry was just thankful it wasn’t in the red trailer, what with her juices having soaked an arm of the couch. Mostly just introductions and Sherry taking notes regarding her upcoming work, and Jono letting the site managers know that Sherry was to be referred to as Ms. Vines by them, and to be treated with respect, which made her smile a bit, seeing Jono claim her. ‘Wait,’ she thought, ‘WHERE is this coming from?’ She had little time to consider it though, as she was filled with a mixture of afterglow, self-doubt, and dread. The first two were obvious, but the dread was what would be happening *after* this meeting. In due course, it came time.

“Ok Gents, good to see we are off to a good start,” Jono said as the meeting was breaking up. “Ms.Vines & I will be stopping by the red trailer, then back to the Office. Good to see you all.” Outside the trailer, Jono said “Allow me your arm, I want no doubt from this site who you are.” Walking arm in arm, Jono told her. “we have some things to discuss at the trailer, but I have to observe, you look damn-good on my arm.” Read more »

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At his bark, Sherry found herself dropping her pants and bending over the couch. But why? WHY didn’t she do what any feminist would do, and stand up to this mere man? WHY was she allowing herself to be treated like this, like some kind of mindless piece of meat? She realized it was partly from fear, but again she had to admit, there was *something* that she found unsettlingly, powerfully erotic in all this, allowing herself to be dominated as she was.

She was snapped out of this thinking by Jono’s touch. He ran his hand over her shapely ass, in a smooth, light way. Sherry said, in a meek voice, “Sir, please don’t hit me, I-I haven’t done anything wrong. I even wore..”

“Yes-Yes, I see that have worn what I instructed,” Jono replied. “Woman, understand, I take care of what is mine. I wanted to make sure that this ass was as incredible as when I saw it yesterday…and it is.” He said with a smile. Read more »

(More character building! But hey, it gets good. Poor Sherry!)

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As Sherry was getting ready for work, she kept thinking, ‘How could she have gotten herself into this?’ She thought. She had cried the entire way home. In the shower, she had a rage attack, screaming and throwing the bottle of shampoo. But no amount of emotion could change it – she was WAY in over her head, and she knew it. As she dried herself, she viewed her butt in the mirror. No real bruising, but it was bright red. As she pressed the towel into her vagina, she remembered how it felt to be invaded, forced, and even degraded. She shook her head to rid of the spot she found herself headed to. There was NO WAY a modern woman would enjoy that, NO WAY. So she forcibly shoved it from her mind. At that moment, her doorbell rang. Approaching the door slowly, she used the peephole to see it was a courier, holding a package . “What the world?” She said aloud, as she opened the door and signed off. For a moment, Sherry was again light headed. Inside was a note, it read “you Will wear the underwear in this package today. Be aware that you will be meeting with myself and HR when you get here. Jono.” Her stomach turned as she opened the package. In it was a very mice, royal blue pair of satin bikini panties, and a matching bra. The bra was a bit undersize for her B-cup breasts, but Sherry knew, she would have to wear it. After all, for the moment, she was owned. She sighed, and got dressed Read more »

(hey hope yall are enjoying this! If you have any thoughts as to character development, please let me know, I’d LOVE to hear them!)

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Jono noticed she had clamped her knees together, and this was just what he had hoped would happen. Sherry’s recent orgasm meant she was unusually relaxed there (hell, she had barely quit screaming), and Jono had done this enough to know she couldn’t resist this part. With his knee on the outside of the top her leg, Jono swung himself over Sherry, mounting her. Sherry was already patting the leg on one side, and starting to twist back, saying “N-No..W-Wait, Jon-I mean, Sir. WAIT!” Sitting up on his knees, he swatted her resisting hand away and said “ONE EMAIL…” Taking his hand and shifting forward, he let the head of his cock juuust touch Sherry’s red, aching pussy, and in a quick motion, As She gasped at the reaction of him touching her, Jono moved it in to her vagina and her pussy in a swift motion, stopping with a good inch plus in her.. “Hey-AHHH…” Sherry tried to resist and started to instinctively kick her feet, but Jono was having none of it. He knew he had just driven his new piece of ass to a huge orgasm, and now it was time for him to get his. Grabbing Sherry’s arms at the elbows and pressing them into the bed, Jono THRUST his hips forward in a power-stroke bottoming against her ass. Sherry reacted with a “Nooo…..” But it trailed off as jono began to mercilessly pound her pussy. Sherry’s pussy was still sensitive, so she tried to get out ‘No’ and ‘w-wait’, but she knew it was no use, and she buried her head in the mattress again, grunting and crying out each time Jono bottomed out against her ass. Wasn’t the orgasm enough? Still, her body betrayed her as she lay there whimpering while this man thrust himself in and out of her. Read more »

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(OK so as promised, here is the second part, thanks so much for sticking with me, and really hope you enjoy this!)

“OK Sherry, good thing you have the afternoon off, cause this is going to take a while. Now you step up to and bend over that bed.” Sherry was still very hesitant and trying to get out of this. “Mr. Cubin, if you hurt me…” she stammered “You’ll take it an like it,” Jono interjected “Because now? I own you ‘till this debt is paid.” Flopping a pillow as the edge of the bed, Jono ‘helped’ her bend over it. “Woman, you’d best get used to this, because ONE EMAIL…” Sherry nodded, tucked her chin with a “Humph!” and bent over the bed. Dropping his bag on the bed beside her, Jono removed a stiff leather paddle in the shape of a ping pong paddle. Sherry’s eyes widened at the sight of it. “Woman I am going to spank you, and for every lick you will count. Don’t count, we start over, got that?” Sherry tried begging “No-No P-p-please stop, P-p-ple..” she held out a hand, which Jono took by the wrist and twisted behind her back. Holding the paddle back and up, Jono came down with a distinct SMACK that covered both cheeks. “AAH!!” Sherry cried out. “COUNT” Jono commanded. Raising the paddle, sherry called out a weak “..one…” and began to squirm. “he struck her again, harder…SMACK! The sound was great, and seeing her cheeks begin to match her cotton panties was great. Just as he was about to say something, He got a muffled “t-two….” Releasing her wrist, Jono grabbed her hair and gave it a tug back, saying “Look up.” As she did, she could see that he had placed a mirror opposite her. Sherry could see Jono and his wicked grin, the incredible bulge in his pants, her reddening ass…everything. Her world unraveling, she began to cry Read more »

She heard steps entering the room. She remained still. Naked. Exposed. Her breathing faster than before. *It has to be him*. Finally after so many weeks of games they were in the same room. He didn’t close the door yet. It was not important. He stood closer and touched her hair. She whimpered. She kept quiet. He touched her nipples and she tried to be silent. He whispered in her ear. “So here we are”. His warm breath brushing her neck slowly. Another woman entered the room, but she didn’t noticed. He closed the door and walked back to her, kissed her cheek. She could barely stand.

“I was thinking about that night after you bought your toys…did you bring them?” She did. They were inside a bag on the bed, he took them out. The other woman remained unnoticed, her legs a little spread on the chair. Smiling and waiting for her turn to speak. He continued, “that night you did everything as I told you, I guided you and you enjoyed it, probably you never had an orgasm as strong as that one”. It was true. *I loved every second of it*. Such shame afterwards. Read more »