Chapter 1
Bright and early Friday morning, Angela arrived at work. She went directly to Lorraine’s office and knocked on the door. She had the paperwork and the bag with the items Lorraine ordered her to bring. She had the midsized plug in her now and though she had grown accustomed to it, was unsure of the larger one. It was at least twice as large as the one she was wearing now.
“Enter.”
Angela walked in. Lorraine was sitting at her desk waiting for Angela.
“Right on time. Very good. Now strip.”
“Yes, Mistress.”
Angela put the items she was carrying down on the desk and took off all her clothes. She placed them neatly on a chair.
“Let me see the plug.”
Angela turned around and pulled her cheeks apart. Most of the welts had almost disappeared, though faint hand prints could still be seen.
“I see you have been using the cream to help everything fade. Everything is coming along nicely. I think we may have some color added to that tattoo. I will talk to Michael about it. You may remove the plug. I think we are ready to go to the large one. I will help you get it in the first time.”
“Yes, Mistress. Thank you, Mistress.”
Angela pulled out the plug. She got the large plug and the lube from the bag. It seemed even larger than she remembered and was not sure just how she would get it in or what Lorraine would do to help.
“Put some lube on the plug, then set it aside. Then put a generous amount on your fingers and use both hands to work it in your ass.”
Angela did as she was told.
“Now put in two fingers from each hand and pull the hole open as you move in and out.”
Angela complied again.
“Now stop and bend over so I can see how you are coming.”
Angela bent over and pulled her cheeks apart.
“I think you need some encouragement. Remain in that position, but move your hands out of the way. Count the strokes for me.”
“Yes, Mistress.”
Lorraine used her hand again, moving back and forth between each cheek, also applying a few strokes to her upper legs as well. She stopped when Angela reached twenty four.
“Now, let’s stretch that hole open. Since you can’t seem to do it, I will help.”
“Yes, Mistress.”
Angela bent over, placing her hands on the chair to brace herself. She saw Lorraine put lube all over her hand and felt her push her fingers in up to the thumb. Then she began twisting and turning her hand as she moved it in and out. Soon Angela felt more fingers push in and stretch her hole open wide. This went on for a few minutes, until she pulled out and Angela felt the tip of the plug pushing against her hole. She expected that Lorraine would work it in slowly, but the next thing she knew, she had shoved it all the way in. It felt like her skin was tearing and she felt a stab of pain. She was almost afraid to move.
“OWWW.” Angela’s eyes were tearing from the sudden intrusion and running down her cheeks.
“I think we should take it out and put it back in to help you stretch. Don’t you agree?”
“Y….Ye….Yes Mistress.”
“I want to hear you ask me to take it out and put it back in.”
“Please Mistress. Help me to stretch my hole. Please take out the plug and put it back in.”
“Should I push it back in hard?”
“Yes, please Mistress. Shove it back inside me.”
“Very well. I will do as you ask.”
Lorraine pulled out the plug and a twinge shot through Angela as she felt the pop. She braced herself for the next twinge she knew would be coming. Angela felt the tip of the plug against her rim and took a breath. Nothing happened. She exhaled then felt the sharp stab as Lorraine shoved the plug back fully inside her. She gasped.
“Now it’s in. That wasn’t so bad now, was it?”
“N..N..No Mistress.”
“Perhaps a few more strokes and then we will take it out and replace it one more time. The second time it seemed to go in much easier. And you must learn to relax, not tense up when it goes in.”
“Yes Mistress, as you wish.”
Lorraine landed another dozen blows with her hand, some of them landing directly on the plug, sending waves through her ass each time, but Angela realized she was getting a bit aroused as well. Lorraine pulled the plug out and before Angela even had a chance to react, pushed it back in.
“Stand up straight.”
Angela gingerly stood up and another wave of pain and pleasure shot through her.
“Move around a bit to get used to it. We can’t have you walking around the floor all day like you have a pile of crap in your pants.”
“Yes, Mistress.”
Angela started walking around the office. The first few steps were difficult, but after a few minutes, the pain lessened some and she was able to walk without looking too strange. Angela worried that it might become harder to hide the arousal she was feeling with each step rather than the feeling of fullness. She also wondered if she would ever be able to sit while it was in her ass and how she was going to get it out, let alone get it back in by herself.
“I think we need to give those nipples some pleasure as well.”
“Yes, Mistress.”
Lorraine pulled out the riding crop.
“How many?”
“A dozen each, Mistress?”
“Count them out.”
Angela counted out each stroke.
“Do you think that was enough?”
“No Mistress. I would like more.”
Lorraine gave each tit another dozen strokes. Angela’s nipples were as hard as rocks and her pussy was dripping juice that was running down her legs. When Lorraine reached over and squeezed her nipple, the resulting pain sent another wave of pleasure to her pussy.
“You may sit down and bring yourself to an orgasm.”
“Thank you, Mistress.”
Angela sat down gingerly and found a semi comfortable position. She proceeded to rub her clit and finger fuck her pussy. She soon felt herself on the edge, then let herself go. More of her cum shot out from her pussy. After a minute or so, her breathing began to return to normal. Lorraine was sitting at her desk watching everything Angela did.
“Lick your cum from your fingers and keep doing it until you have cleaned your pussy of all your juice.”
“Yes Mistress. Thank you Mistress.”
Angela kept putting her fingers inside her until her pussy finally stopped dripping. The problem was, she was beginning to turn herself on again.
“May I please cum again, Mistress?”
“You expect me to waste my time just watching you bring yourself to another orgasm?”
“No Mistress. Sorry Mistress.
“Each time you demand something like this, it just proves you have much more to learn. And right now you need to learn some control.”
“Yes, Mistress.”
Lorraine pulled out a harness with a small dildo in it and handed it to Angela. She instructed Angela to put the harness on with the dildo facing inward and put the dildo in her pussy. Angela did as she was told, then Lorraine made some adjustments to the harness, making sure it was secure and that the rim of the dildo was pressed against Angela’s clit. Then she picked up a remote control and pressed a button. Angela jumped and squealed as a shock hit her clit. Before she could recover, Lorraine hit the button again and there was a shock inside her pussy. Another button produced a vibration against her clit, and a fourth one, vibrations in her pussy which Lorraine left on. The initial pain on top of her already aroused state, combined with the vibrations were causing her to become even more aroused. If left on, she did not see any way she would not have an orgasm.
“You may put your garter belt, nylons, skirt and bra back on. You will leave the butt plug in all day as well as leaving this harness on until your quitting time, then you will return to my office. You are not to move or adjust it. I will be setting it off throughout the day and will be watching you. You will control your reactions so no one knows what is happening. If I see you have an orgasm, I will be forced to tell Michael so he can plan whatever additional training he feels you need. And don’t think you can go to the bathroom to sneak in an orgasm, because I can see you in there too.”
“Yes, Mistress, may I clean up before going to work?”
“No, you have wasted enough of my time already, so you will have to do that on your own time. And I really am getting tired of all these special requests from you. Just learn to do as you are told.”
“Yes, Mistress.”
Chapter 2
Angela dressed as instructed, then stood in front of Lorraine’s desk with her pussy and clit on fire from the vibrations. She did her best not to squirm, but it was increasingly hard. She was also concerned about the cum still on her legs, and that anyone who got close would smell the sex on her. Lorraine was holding one of the boxes from the shopping bag. She reached over and pulled the nipple rings through the small slits in the bra. She opened the box and pulled out a small chain which she attached to one of the rings. She attached a matching chain to the other ring.
Next, she pulled out what looked like several miniature cans. Lorraine attached one of these to one of the chains. Angela felt an immediate tug on her very sensitive nipple. She then attached one to the other chain. She gave each chain a little tug, then removed those and replaced them with heavier weights. Angela felt the tug on her nipples.
“You may finish dressing now.”
“Thank you, Mistress.”
Angela put on her shoes and blouse. Lorraine checked to make sure the weights did not show through the blouse, which was fairly loose and billowy.
“You will leave those on for an hour, then remove them. You will then put them back on after an hour and repeat all day until you go home tonight. In the morning, you will put them on again, and leave them on all day while you are here. You will continue until you are told to stop.”
“Yes Mistress.”
“Now, pull up a chair and show me what you did at the house yesterday.”
Angela pulled up a chair and tried to find a comfortable position. Thankfully, Lorraine finally turned off the vibrator. She could still feel the pressure from the plug from almost every position she tried and finally just settled on the one causing the least amount of arousal. She pulled out the paperwork and proceeded to show her the sketches of the rooms with the existing set-up, then the new arrangements in the rooms she had completed. Lorraine listened as she went through the explanations, then made several suggestions for furniture placement and additional accessories.
“That was very good for your first attempt. You have a good eye and could do reasonably well at this with some additional instruction. I may have you work with one of our designers the next time we do room arrangements in one of the stores. In the meantime, make those changes I mentioned and complete the other rooms. You may work on this in between customers today and bring the finished designs to me tonight before you leave. I will look them over and you can finalize them for the customer tomorrow.”
“Yes, Mistress. Thank you, Mistress.”
Angela packed up her paperwork and went right to the employee bathroom where she wet some towels and cleaned herself off, using her deodorant and a little perfume. It was almost 11 am when she had finished with Lorraine, so she hurried, putting her stuff in her locker and getting out onto the floor. She set up a workstation, standing most of the time; and though the discomfort did seem to be subsiding, she was looking forward to the time when she could take the plug out. She was also acutely aware of the object in her pussy and the fact that it could be set off at any time. She just hoped she could keep her reactions under control when it did go off.
After setting out the diagrams, Angela made the changes Lorraine had told her. She could see where the changes did improve the room. She felt some of the accessories were unnecessary, but realized they were probably intended to increase the sale. Before she was able to start on the remaining rooms, she got a customer. She ended up selling her two lamps and a kitchen table and chairs. She also purchased a small table for her front entrance and a nice floral arrangement to sit on it.
Angela made a quick trip to the bathroom and removed the weights from the chains, then went back to her drawings, but was soon paged to the front of the store. As she walked up, she recognized a couple she had worked with last week. They had not bought anything, but had taken her card. She greeted them by name and asked if they were back to purchase the dining set they had looked at or if they wanted to look at something else. They said they had decided to get the set they had looked at if she was able to come down just a bit on the price.
Angela sat them down at a table and went to check the margin she had to play with. Angela also remembered that they had just added an extension to their home and needed several other items, plus they were expecting, so would be looking for baby furniture as well. She determined she could take some money off the price which should get it to the amount they wanted. She returned and quoted them the new price. They were very happy and placed the order. The whole transaction only took about forty minutes. They left and Angela went back to her room layouts.
It was time for her lunch and she stopped in the restroom, trying to figure out how she was going to urinate without moving the dildo in her pussy. She finally wet some towels and went into a stall, just urinating with the dildo still inside her. Angela was tugging on the weights a bit, enjoying the feeling when she suddenly got a huge jolt from the dildo inside her pussy which lasted for at least ten seconds. She fought to maintain control with every ounce of her being, but still felt the juices drip down her thighs. When it finally stopped, she used the wet towels to clean everything off as well as she could, she then went and ate her lunch and went back to the showroom floor.
Chapter 3
Angela continued refining the staging of the remaining rooms between customers. Lorraine had sent several shocks to her as well as turning the vibes on and off several times, but had done it when she was not waiting on anyone. Angela was able to mostly control her reactions, only jumping slightly when one of the shocks hit her clit. It was a busy day and she made a number of additional sales. It was also payday and she was very glad to see that first check, though because of the week delay in pay, and the fact that she got no commission for the first week, it was not as large as she had hoped. Still, she would be able to pay her rent, buy herself some food and fill her car with gas, and still have some extra cash in her pocket. By the time her shift was over, she had also finished the sketches. She delivered them to Lorraine’s office where she was told to remove the harness and that she could remove the plug an hour after returning home. She was to wait an hour, then put it back in and leave it there until she went to bed. When she went to punch out, she noticed that her starting time had been changed to 9 am and initialed by Lorraine.
Angela drove home, greeted Dawn and chatted with her for a bit before heading to her room. She now had to face removing the plug but was not looking forward to it. She went to her bathroom and decided to see if she could get a little lube inside her before removing the plug.
She took a different bottle that had a small nozzle on it and pushed it in between her skin and the plug, then squeezed some in. With a little effort and tugging, the plug finally popped out, with just a momentary stab of pain as it cleared her muscle. She put on some lounge pants and a t-shirt, then went out to the living room. Dawn had made a casserole and told Angela she was welcome to have some. Angela heated some up and poured a glass of wine. She sat down and Dawn asked how her boss had liked her staging. Angela said she had made a few changes, but was pleased overall. They watched some TV together and chatted about the day. Angela said she had gotten paid and gave Dawn the rent money and a little to cover food. She wished it could have been more, but her next check would be bigger…